$6,950,000 A River Runs Through It - A Once-in-a-Lifetime Estate on 244 Acres. Every once in a lifetime, a property comes along that defies comparison. Set on an awe-inspiring 244 acres with the Beaver River flowing gracefully through, this extraordinary estate is where nature, heritage, and modern luxury live in perfect harmony.The centerpiece is a beautifully restored circa 1840 stone home, meticulously renovated to the highest standards while preserving its timeless charm. Offering over 4,100 square feet, the residence features five bedrooms, a parlor and living room each with gas fireplaces, and a stunning sunroom addition that captures the surrounding landscape in every season. The gourmet kitchen is a chef's dream, outfitted with Miele and Sub-Zero appliances and designed for both entertaining and everyday comfort.Step outside to experience an outdoor paradise - 5,700 square feet of terrace and patio space encircle a luxurious in-ground pool and sunroom, ideal for gatherings under the open sky. The pool house offers its own kitchen, bath, and a cozy bunkroom with four beds, perfect for guests or family getaways. A 6,400 sq. ft. barn completes the estate, providing ample storage and parking for vehicles, equipment, and toys, plus a professional office, and a dedicated sports and billiards room.But it's the river that truly sets this property apart - winding through the land in tranquil beauty, offering an escape into pure nature. Here, you can unplug, grab your fly rod, and wade into the current as the world slows down around you.This is more than a property; it's a legacy estate - a place to reconnect with nature, family, and the simple joys of life.Come see for yourself. Opportunities like this don't come twice in a lifetime. 5 Beds ⋅ 3 Baths ⋅ X12493710 MLS A River Runs Through It - A Once-in-a-Lifetime Estate on 244 Acres. Every once in a lifetime, a property comes along that defies comparison. Set on an awe-inspiring 244 acres with the Beaver River flowing gracefully through, this extraordinary estate is where nature, heritage, and modern luxury live in perfect harmony.The centerpiece is a beautifully restored circa 1840 stone home, meticulously renovated to the highest standards while preserving its timeless charm. Offering over 4,100 square feet, the residence features five bedrooms, a parlor and living room each with gas fireplaces, and a stunning sunroom addition that captures the surrounding landscape in every season. The gourmet kitchen is a chef's dream, outfitted with Miele and Sub-Zero appliances and designed for both entertaining and everyday comfort.Step outside to experience an outdoor paradise - 5,700 square feet of terrace and patio space encircle a luxurious in-ground pool and sunroom, ideal for gatherings under the open sky. The pool house offers its own kitchen, bath, and a cozy bunkroom with four beds, perfect for guests or family getaways. A 6,400 sq. ft. barn completes the estate, providing ample storage and parking for vehicles, equipment, and toys, plus a professional office, and a dedicated sports and billiards room.But it's the river that truly sets this property apart - winding through the land in tranquil beauty, offering an escape into pure nature. Here, you can unplug, grab your fly rod, and wade into the current as the world slows down around you.This is more than a property; it's a legacy estate - a place to reconnect with nature, family, and the simple joys of life.Come see for yourself. Opportunities like this don't come twice in a lifetime. 727070 Side Rd 22C Side Road W, Grey Highlands
$6,750,000 Perched on the shores of Lake Eugenia and minutes from Beaver Valley Ski Club, this 8,100 sq. ft. lakefront retreat blends refined design with relaxed four-season living. Crafted with precision and finished by EM Design, its a home made for gathering, entertaining, and unwinding by the water.The grand entrance opens to a breathtaking great room with vaulted ceilings, floor-to-ceiling windows framing lake views, and a dramatic 48" gas f/p. The chefs kitchen delivers professional appliances, dual dishwashers, a walk-in pantry, wine room, and coffee station. For meals, enjoy a formal dining area for 12 overlooking the lake or a cozy breakfast nook. Just beyond, the Lake Room with stone walls and wood-burning fireplace offers the perfect spot for apres-ski evenings.The main-floor primary suite is a private sanctuary with radiant heated, instant screened porch, and spa-inspired ensuite featuring walk-in dressing room, oversized shower, makeup vanity, and Kohler bidet toilet.Above the garage, a 1,500 sq. ft. two-bedroom in-law suite includes a large deck with front-court views. The walkout lower level provides 3 ensuite bedrooms, a fitness room with steam bath, workshop access, laundry, and a 3-piece bath serving the hot tub and lake. The family room is an entertainers dream with pool table, peninsula bar with draft beer, and walkout to a covered outdoor kitchen and lounge with fireplace and TV.Outdoor living is elevated with two composite docks, boat lift, a lakeside cabana, hot tub, and multiple gathering spaces. Smart-home features let you control it all from your phone, making every season effortless. 6 Beds ⋅ 8 Baths ⋅ X13108546 MLS Perched on the shores of Lake Eugenia and minutes from Beaver Valley Ski Club, this 8,100 sq. ft. lakefront retreat blends refined design with relaxed four-season living. Crafted with precision and finished by EM Design, its a home made for gathering, entertaining, and unwinding by the water.The grand entrance opens to a breathtaking great room with vaulted ceilings, floor-to-ceiling windows framing lake views, and a dramatic 48" gas f/p. The chefs kitchen delivers professional appliances, dual dishwashers, a walk-in pantry, wine room, and coffee station. For meals, enjoy a formal dining area for 12 overlooking the lake or a cozy breakfast nook. Just beyond, the Lake Room with stone walls and wood-burning fireplace offers the perfect spot for apres-ski evenings.The main-floor primary suite is a private sanctuary with radiant heated, instant screened porch, and spa-inspired ensuite featuring walk-in dressing room, oversized shower, makeup vanity, and Kohler bidet toilet.Above the garage, a 1,500 sq. ft. two-bedroom in-law suite includes a large deck with front-court views. The walkout lower level provides 3 ensuite bedrooms, a fitness room with steam bath, workshop access, laundry, and a 3-piece bath serving the hot tub and lake. The family room is an entertainers dream with pool table, peninsula bar with draft beer, and walkout to a covered outdoor kitchen and lounge with fireplace and TV.Outdoor living is elevated with two composite docks, boat lift, a lakeside cabana, hot tub, and multiple gathering spaces. Smart-home features let you control it all from your phone, making every season effortless. 194457 Grey 13 Road, Grey Highlands
$5,995,000 Rare 341-acre agricultural property in Grey Highlands comprising three parcels, including a 15-acre parcel with a spacious two-storey home built in 1999. The residence features five bedrooms, four bathrooms, multiple fireplaces, and an attached three-car garage. The land offers both productivity and privacy, well-suited for a range of agricultural uses including cash cropping, livestock, or mixed farming operations. Fronting on Grey Road 4 and Grey Road 124, the property is just minutes to Singhampton, Flesherton, and Collingwood, and approximately 90 minutes north of the GTA. A rare opportunity to own one of the largest continuous agricultural parcels in the area-ideal for a working farm, private estate, or long-term investment. X12801440 MLS Rare 341-acre agricultural property in Grey Highlands comprising three parcels, including a 15-acre parcel with a spacious two-storey home built in 1999. The residence features five bedrooms, four bathrooms, multiple fireplaces, and an attached three-car garage. The land offers both productivity and privacy, well-suited for a range of agricultural uses including cash cropping, livestock, or mixed farming operations. Fronting on Grey Road 4 and Grey Road 124, the property is just minutes to Singhampton, Flesherton, and Collingwood, and approximately 90 minutes north of the GTA. A rare opportunity to own one of the largest continuous agricultural parcels in the area-ideal for a working farm, private estate, or long-term investment. 793958 Grey Road 124 N/A, Grey Highlands
$5,995,000 Rare 341-acre agricultural property in Grey Highlands comprising three parcels, including a 15-acre parcel with a spacious two-storey home built in 1999. The residence features five bedrooms, four bathrooms, multiple fireplaces, and an attached three-car garage. The land offers both productivity and privacy, well-suited for a range of agricultural uses including cash cropping, livestock, or mixed farming operations. Fronting on Grey Road 4 and Grey Road 124, the property is just minutes to Singhampton, Flesherton, and Collingwood, and approximately 90 minutes north of the GTA. A rare opportunity to own one of the largest continuous agricultural parcels in the area-ideal for a working farm, private estate, or long-term investment. X12801430 MLS Rare 341-acre agricultural property in Grey Highlands comprising three parcels, including a 15-acre parcel with a spacious two-storey home built in 1999. The residence features five bedrooms, four bathrooms, multiple fireplaces, and an attached three-car garage. The land offers both productivity and privacy, well-suited for a range of agricultural uses including cash cropping, livestock, or mixed farming operations. Fronting on Grey Road 4 and Grey Road 124, the property is just minutes to Singhampton, Flesherton, and Collingwood, and approximately 90 minutes north of the GTA. A rare opportunity to own one of the largest continuous agricultural parcels in the area-ideal for a working farm, private estate, or long-term investment. 793958 Grey Rd 124 N/A, Grey Highlands
$5,495,000 Welcome to an extraordinary 50-acre estate backing onto pristine conservation land, where luxury and nature exist in perfect harmony. This incredible post and beam home emphasizes hipped roof lines, rows of windows and overhanging eaves. It is constructed with energy-efficient ICF, this architectural masterpiece offers radiant in-floor heating and three fireplaces, creating warmth and comfort throughout the seasons. The chef-inspired kitchen features double ovens, a gas cooktop, and custom cabinetry, seamlessly connecting to the open-concept dining and living areas. Soaring cathedral ceilings and dramatic floor-to-ceiling windows frame breathtaking views of the Beaver Valley, filling the home with natural light. Step outside to the massive, fully covered wrap-around deck-ideal for year-round entertaining or peaceful mornings immersed in nature. Enjoy the Sonos surround system with outdoor speakers. The walkout lower level opens to a private swimming pool and hot tub, set within a secure one-acre fenced enclosure for added privacy. Complete with a beautifully appointed in-law suite and an expansive detached 3000 sq. ft. garage equipped with a sauna and gym upstairs. This remarkable estate delivers the ultimate blend of elegance, space, and lifestyle. Enjoy your own spa-like retreat where the streams deep pool allows for your natural cold plunge. Or simple enjoy the tranquility of nature, which flows year round down the edge of the property, or hike the trails which wrap around all 50 acres. Experience total seclusion without the commute. This expansive estate offers the rare luxury of a helicopter landing pad perfectly integrated into the landscape. Your gateway to the country is just a flight away! 5 min to Beaver Valley Ski Club, 24 min to Blue Mountain, 35 min to Collingwood, 18 min to Meaford, 20 min to Thornbury and 2.5 hours to Toronto. This property is where luxury meets lifestyle! 5 Beds ⋅ 4 Baths ⋅ X13442694 MLS Welcome to an extraordinary 50-acre estate backing onto pristine conservation land, where luxury and nature exist in perfect harmony. This incredible post and beam home emphasizes hipped roof lines, rows of windows and overhanging eaves. It is constructed with energy-efficient ICF, this architectural masterpiece offers radiant in-floor heating and three fireplaces, creating warmth and comfort throughout the seasons. The chef-inspired kitchen features double ovens, a gas cooktop, and custom cabinetry, seamlessly connecting to the open-concept dining and living areas. Soaring cathedral ceilings and dramatic floor-to-ceiling windows frame breathtaking views of the Beaver Valley, filling the home with natural light. Step outside to the massive, fully covered wrap-around deck-ideal for year-round entertaining or peaceful mornings immersed in nature. Enjoy the Sonos surround system with outdoor speakers. The walkout lower level opens to a private swimming pool and hot tub, set within a secure one-acre fenced enclosure for added privacy. Complete with a beautifully appointed in-law suite and an expansive detached 3000 sq. ft. garage equipped with a sauna and gym upstairs. This remarkable estate delivers the ultimate blend of elegance, space, and lifestyle. Enjoy your own spa-like retreat where the streams deep pool allows for your natural cold plunge. Or simple enjoy the tranquility of nature, which flows year round down the edge of the property, or hike the trails which wrap around all 50 acres. Experience total seclusion without the commute. This expansive estate offers the rare luxury of a helicopter landing pad perfectly integrated into the landscape. Your gateway to the country is just a flight away! 5 min to Beaver Valley Ski Club, 24 min to Blue Mountain, 35 min to Collingwood, 18 min to Meaford, 20 min to Thornbury and 2.5 hours to Toronto. This property is where luxury meets lifestyle! 195718 Grey 7 Road, Grey Highlands
$5,495,000 Approx. 43-acre estate near Markdale featuring a 2021 custom-built home, multiple ponds, trails, premium outbuildings, and resort-style amenities. The 5 bedroom, 3.5 bath home offers 9-ft ceilings (10-ft coffered in living room), maple hardwood floors on main level, luxury vinyl on the walkout level, heated bathroom floors, radiant lower-level heat, 8-ft sliders opening to a 100-ft covered deck on main level & covered patio on walkout level, both overlooking the pool and main pond.The main level offers a 3 car attached garage with entrance into a spacious mud/laundry room. The open plan space features extensive custom cabinetry throughout and a stacked stone f/p as its focal point. The primary bedroom includes an 8-ft slider and an ensuite bathroom with marble shower, claw-foot tub and double vanity. The 2nd bedroom has adjacent 4-pc bath and there is also a 3rd bedroom/office. The lower walkout level has a games room, wood-burning fireplace, workout room, custom bar, hot tub room, bedroom and full bath. Outdoor features include a propane heated 16' x32' saltwater pool and a fully equipped pool house with 2-pc bath, kitchen, live-edge bar, fireplace, TV, outdoor shower, and propane firepit. Property offers extensive trails and three ponds with the main pond being spring-fed, 15 ft deep, stocked with trout, and featuring a fountain, dock and paddle boat. Outbuildings include a multi-bay workshop with steel roof. The main shop features a 10' x 10' door, trusscore walls and ceiling, heat & A/C, hot water on demand, 200-amp panel, security and a kitchenette. Above the main workshop space is a finished loft space with roughed in bathroom. The non-insulated middle bay also features a 10' x 10' door and the large back bay as 2 10' x12' doors. The property also features a cleared area with RV covered storage, permanent trailer and has hydro & water (from pond). Approx. 5 km to Markdale, 15 km to BVSC, 35 km to Thornbury, 50 km to Collingwood. 5 Beds ⋅ 6 Baths ⋅ X13168368 MLS Approx. 43-acre estate near Markdale featuring a 2021 custom-built home, multiple ponds, trails, premium outbuildings, and resort-style amenities. The 5 bedroom, 3.5 bath home offers 9-ft ceilings (10-ft coffered in living room), maple hardwood floors on main level, luxury vinyl on the walkout level, heated bathroom floors, radiant lower-level heat, 8-ft sliders opening to a 100-ft covered deck on main level & covered patio on walkout level, both overlooking the pool and main pond.The main level offers a 3 car attached garage with entrance into a spacious mud/laundry room. The open plan space features extensive custom cabinetry throughout and a stacked stone f/p as its focal point. The primary bedroom includes an 8-ft slider and an ensuite bathroom with marble shower, claw-foot tub and double vanity. The 2nd bedroom has adjacent 4-pc bath and there is also a 3rd bedroom/office. The lower walkout level has a games room, wood-burning fireplace, workout room, custom bar, hot tub room, bedroom and full bath. Outdoor features include a propane heated 16' x32' saltwater pool and a fully equipped pool house with 2-pc bath, kitchen, live-edge bar, fireplace, TV, outdoor shower, and propane firepit. Property offers extensive trails and three ponds with the main pond being spring-fed, 15 ft deep, stocked with trout, and featuring a fountain, dock and paddle boat. Outbuildings include a multi-bay workshop with steel roof. The main shop features a 10' x 10' door, trusscore walls and ceiling, heat & A/C, hot water on demand, 200-amp panel, security and a kitchenette. Above the main workshop space is a finished loft space with roughed in bathroom. The non-insulated middle bay also features a 10' x 10' door and the large back bay as 2 10' x12' doors. The property also features a cleared area with RV covered storage, permanent trailer and has hydro & water (from pond). Approx. 5 km to Markdale, 15 km to BVSC, 35 km to Thornbury, 50 km to Collingwood. 565332 Sideroad 7a N/A, Grey Highlands
$4,500,000 If you've been searching for a lakefront lot, search no longer; 92 acres of mixed hardwood, pine forest, and fields. All of this and 1800 feet of lake frontage on Lake Eugenia, one of the most popular inland lakes in Southern Ontario! Build your House/Cottage/Chalet and of course a dock at the lake. All summer you can fish, canoe, kayak, wakeboard, water ski, swim or land your floatplane, taxi up to the dock and grab your first pint of beer to celebrate the beginning of the weekend. During the winter months, you can enjoy the privilege of year round living, being just 10 minutes from Beaver Valley Ski Club and only 30 to Craigleith or Blue Mountain resorts! Ski, snow shoe, Snowmobile, ATV or go for a quiet stroll on the century-old trails in the bush made by the founding farm family. Tap trees in the spring with the kids and make Maple Syrup over your own toasty fire. There is even a century-old post and beam drive shed that you could upgrade to the most amazing summer Theatre/man cave/ entertainment/dining facility. Only 1.5 hours to K/W, Waterloo/Guelph, or Pearson. Seeing is believing with this fine offering... Miss it at your peril. X12331275 MLS If you've been searching for a lakefront lot, search no longer; 92 acres of mixed hardwood, pine forest, and fields. All of this and 1800 feet of lake frontage on Lake Eugenia, one of the most popular inland lakes in Southern Ontario! Build your House/Cottage/Chalet and of course a dock at the lake. All summer you can fish, canoe, kayak, wakeboard, water ski, swim or land your floatplane, taxi up to the dock and grab your first pint of beer to celebrate the beginning of the weekend. During the winter months, you can enjoy the privilege of year round living, being just 10 minutes from Beaver Valley Ski Club and only 30 to Craigleith or Blue Mountain resorts! Ski, snow shoe, Snowmobile, ATV or go for a quiet stroll on the century-old trails in the bush made by the founding farm family. Tap trees in the spring with the kids and make Maple Syrup over your own toasty fire. There is even a century-old post and beam drive shed that you could upgrade to the most amazing summer Theatre/man cave/ entertainment/dining facility. Only 1.5 hours to K/W, Waterloo/Guelph, or Pearson. Seeing is believing with this fine offering... Miss it at your peril. 466408 12th Concession B, R.R. 4 N/A, Grey Highlands
$4,380,000 Clarksburg Estate - A Private Mountaintop Retreat Overlooking Georgian Bay. Perched atop 3 pristine acres, this extraordinary estate commands breathtaking panoramic views of Georgian Bay and the surrounding countryside. Designed with impeccable taste and refined sophistication, every detail of this residence reflects elevated living. The main home offers 4 spacious bedrooms and 5 luxurious bathrooms, filled with natural light, soaring coffered ceilings, and elegant white oak bleached flooring throughout. A thoughtfully designed in-law or nanny suite, connected via a sleek modern breezeway, provides a fully self-contained retreat complete with private kitchen and ensuite. At the heart of the home, the designer kitchen impresses with custom millwork, porcelain countertops, walk-in pantry and a dedicated coffee and wine station-perfect for both everyday living and entertaining. Step outside to the expansive second-floor wraparound balcony and take in sweeping views of the surrounding landscape. Designed for both relaxation and recreation, the property features a resort-style pool, sports court, outdoor kitchenette, hot tub, in-ground trampoline, private putting green, and fully equipped gym. Entertain effortlessly in the state-of-the-art home theatre or unwind beside the wood-burning fireplace in the grand living area. A 3 car garage completes this exceptional offering. Located just minutes from Thornbury and the prestigious Georgian Bay Club, this estate is a rare blend of luxury, privacy, and natural beauty - designed for those who value tranquility without compromise. 5 Beds ⋅ 5 Baths ⋅ X13216326 MLS Clarksburg Estate - A Private Mountaintop Retreat Overlooking Georgian Bay. Perched atop 3 pristine acres, this extraordinary estate commands breathtaking panoramic views of Georgian Bay and the surrounding countryside. Designed with impeccable taste and refined sophistication, every detail of this residence reflects elevated living. The main home offers 4 spacious bedrooms and 5 luxurious bathrooms, filled with natural light, soaring coffered ceilings, and elegant white oak bleached flooring throughout. A thoughtfully designed in-law or nanny suite, connected via a sleek modern breezeway, provides a fully self-contained retreat complete with private kitchen and ensuite. At the heart of the home, the designer kitchen impresses with custom millwork, porcelain countertops, walk-in pantry and a dedicated coffee and wine station-perfect for both everyday living and entertaining. Step outside to the expansive second-floor wraparound balcony and take in sweeping views of the surrounding landscape. Designed for both relaxation and recreation, the property features a resort-style pool, sports court, outdoor kitchenette, hot tub, in-ground trampoline, private putting green, and fully equipped gym. Entertain effortlessly in the state-of-the-art home theatre or unwind beside the wood-burning fireplace in the grand living area. A 3 car garage completes this exceptional offering. Located just minutes from Thornbury and the prestigious Georgian Bay Club, this estate is a rare blend of luxury, privacy, and natural beauty - designed for those who value tranquility without compromise. 356796 The Blue Mountains Euphrasia Townline, Grey Highlands
$3,800,000 West Wind - 100 spectacular acres in the Singhampton Highlands, a short walk to Pretty River Valley Provincial Park and just 15 minutes to Osler and Devil's Glen. A newly built residence, crafted around the hand-hewn frame of a late-1800s Ontario barn, crowns the property's highest point with Escarpment valley views, complete privacy, and architectural plans for its next phase. The land is the estate: rolling meadows, mature forest, and thousands of acres of protected parkland just beyond the gate. Hay fields are maintained by a local farmer, preserving valuable farm-class taxes, while a winding driveway leads to a hilltop setting with no neighbours in sight. The home blends historic character with modern performance, featuring polished concrete floors with hydronic in-floor heat, heat pump heating and cooling, low-maintenance steel exterior, drilled well, new septic system, and a wood-burning stove. Soaring ceilings, walls of glass, a suspended staircase with glass railings, and oversized sliders open to a west-facing deck overlooking your own hundred acres. The chef's kitchen is appointed with Miele, Fisher & Paykel, and Bosch appliances, including an induction cooktop, wall oven, integrated refrigeration, and twin appliance garages. Interiors by Revision Four showcase custom millwork, designer lighting, and are offered fully furnished, including curated pieces with remarkable provenance. Included is a complete second barn kit with architect-designed plans for a garage, additional bedrooms, and a connecting breezeway. Positioned outside NEC development control, the property offers the rare advantage of Escarpment beauty without Escarpment permitting restrictions. Only 15 minutes to Osler and Devil's Glen ski clubs and, and 25 minutes to Creemore and Collingwood, with the Bruce Trail and Mad River nearby, and under two hours from Toronto. A remarkable legacy estate in the Pretty River Valley. 3 Beds ⋅ 3 Baths ⋅ X13534556 MLS West Wind - 100 spectacular acres in the Singhampton Highlands, a short walk to Pretty River Valley Provincial Park and just 15 minutes to Osler and Devil's Glen. A newly built residence, crafted around the hand-hewn frame of a late-1800s Ontario barn, crowns the property's highest point with Escarpment valley views, complete privacy, and architectural plans for its next phase. The land is the estate: rolling meadows, mature forest, and thousands of acres of protected parkland just beyond the gate. Hay fields are maintained by a local farmer, preserving valuable farm-class taxes, while a winding driveway leads to a hilltop setting with no neighbours in sight. The home blends historic character with modern performance, featuring polished concrete floors with hydronic in-floor heat, heat pump heating and cooling, low-maintenance steel exterior, drilled well, new septic system, and a wood-burning stove. Soaring ceilings, walls of glass, a suspended staircase with glass railings, and oversized sliders open to a west-facing deck overlooking your own hundred acres. The chef's kitchen is appointed with Miele, Fisher & Paykel, and Bosch appliances, including an induction cooktop, wall oven, integrated refrigeration, and twin appliance garages. Interiors by Revision Four showcase custom millwork, designer lighting, and are offered fully furnished, including curated pieces with remarkable provenance. Included is a complete second barn kit with architect-designed plans for a garage, additional bedrooms, and a connecting breezeway. Positioned outside NEC development control, the property offers the rare advantage of Escarpment beauty without Escarpment permitting restrictions. Only 15 minutes to Osler and Devil's Glen ski clubs and, and 25 minutes to Creemore and Collingwood, with the Bruce Trail and Mad River nearby, and under two hours from Toronto. A remarkable legacy estate in the Pretty River Valley. 469273 Grey Rd 31 Road, Grey Highlands
$3,650,000 Set on 66.58 private acres overlooking Pretty River Valley Provincial Park, this extraordinary home offers 6 bedrooms, 4.5 baths, 9-foot ceilings, bamboo floors throughout, a wood-burning fireplace, and a south-facing kitchen with centre island and ideally placed for panoramic valley views. The main floor primary suite features triple closets and a 5-piece ensuite with bubble tub, four additional upper bedrooms each with their own character and views, a lower level rec and games room, guest lounge with gas fireplace, home theatre, and workshop. The 18x36 saltwater pool, 7-person hot tub, screened poolside gazebo, outdoor firepit, 4km of groomed private trails, working hillside orchard, terraced gardens, 3-bay garage, steel roof, and triple-pane windows make this one of the most complete and considered properties in Grey Highlands. 6 Beds ⋅ 5 Baths ⋅ X13435902 MLS Set on 66.58 private acres overlooking Pretty River Valley Provincial Park, this extraordinary home offers 6 bedrooms, 4.5 baths, 9-foot ceilings, bamboo floors throughout, a wood-burning fireplace, and a south-facing kitchen with centre island and ideally placed for panoramic valley views. The main floor primary suite features triple closets and a 5-piece ensuite with bubble tub, four additional upper bedrooms each with their own character and views, a lower level rec and games room, guest lounge with gas fireplace, home theatre, and workshop. The 18x36 saltwater pool, 7-person hot tub, screened poolside gazebo, outdoor firepit, 4km of groomed private trails, working hillside orchard, terraced gardens, 3-bay garage, steel roof, and triple-pane windows make this one of the most complete and considered properties in Grey Highlands. 529648 Osprey-The Blue Mountains Townline, Grey Highlands
$3,400,000 Welcome to Pretty Pine, a remarkable 100-acre estate in the Singhampton Highlands, anchored by a striking 3,600 sq. ft. modern barndominium designed for entertaining, wellness and four-season country living.The dramatic open-concept main level features soaring ceilings, hydronic in-floor heating, a wood-burning fireplace and insulated glass garage doors with integrated automatic screens, allowing the living space to open fully to the surrounding meadows and countryside. A dedicated heated garage bay provides secure space for vehicles, recreational equipment, storage or workshop use.Upstairs, the private primary suite offers countryside views, a propane fireplace, a full ensuite with walk-in shower and a Japanese-style ofuro deep-soaking tub set within the bedroom. A loft, powder room and four additional bedrooms provide flexible space for guests, offices, fitness, studio or recreation.The estate's wellness amenities include a modern eight-person sauna with a full glass wall overlooking the landscape and an adjacent cold plunge pool, creating a complete hot-and-cold circuit at home.A separate three-bedroom, two-bathroom farmhouse overlooks the spring-fed ponds and offers comfortable main-floor living, a wood-burning stove and ideal accommodation for extended family, guests or a caretaker.Set across 100 acres of rolling meadow, forest, ponds and private trails, Pretty Pine offers exceptional privacy and recreation. Approximately 15 minutes to Osler Bluff, Devil's Glen and Creemore, 20 minutes to Collingwood, close to the Bruce Trail and less than two hours from Toronto. An extraordinary family compound, multi-generational retreat or four-season country estate. 8 Beds ⋅ 5 Baths ⋅ X13557820 MLS Welcome to Pretty Pine, a remarkable 100-acre estate in the Singhampton Highlands, anchored by a striking 3,600 sq. ft. modern barndominium designed for entertaining, wellness and four-season country living.The dramatic open-concept main level features soaring ceilings, hydronic in-floor heating, a wood-burning fireplace and insulated glass garage doors with integrated automatic screens, allowing the living space to open fully to the surrounding meadows and countryside. A dedicated heated garage bay provides secure space for vehicles, recreational equipment, storage or workshop use.Upstairs, the private primary suite offers countryside views, a propane fireplace, a full ensuite with walk-in shower and a Japanese-style ofuro deep-soaking tub set within the bedroom. A loft, powder room and four additional bedrooms provide flexible space for guests, offices, fitness, studio or recreation.The estate's wellness amenities include a modern eight-person sauna with a full glass wall overlooking the landscape and an adjacent cold plunge pool, creating a complete hot-and-cold circuit at home.A separate three-bedroom, two-bathroom farmhouse overlooks the spring-fed ponds and offers comfortable main-floor living, a wood-burning stove and ideal accommodation for extended family, guests or a caretaker.Set across 100 acres of rolling meadow, forest, ponds and private trails, Pretty Pine offers exceptional privacy and recreation. Approximately 15 minutes to Osler Bluff, Devil's Glen and Creemore, 20 minutes to Collingwood, close to the Bruce Trail and less than two hours from Toronto. An extraordinary family compound, multi-generational retreat or four-season country estate. 469319 Grey Rd 31 Road, Grey Highlands
$3,399,000 Welcome to a truly rare private estate set on 92 acres of pristine countryside with kilometres of private trails, mature forest, and an operational sugar shack built from on-site harvested timber with 300 maple taps. This 8,000+ total sq ft custom-built luxury home offers potential for 7-8 bedrooms plus an in-law suite, ideal for a multi-generational family compound, luxury retreat, or estate property.Designed for comfort and efficiency, the home features in-floor radiant heating throughout, two furnaces, and an oversized 3-car garage with inside entry to a spacious mudroom, mezzanine storage, and workshop area. The grand open-concept living space showcases vaulted ceilings, wide-plank flooring, pot lights, and large custom windows overlooking the property.The custom kitchen features a commercial-grade 46" Kucht gas range with 8 burners, oversized island, quartz countertops, custom hood, designer pendant lighting, butler's pantry, large laundry/pantry room, and built-in desk workspace. The home offers 3+2 bedrooms and 5 full plus 2 half bathrooms, all finished with quartz counters, custom vanities, tile surrounds, and designer lighting. A formal office with French doors supports remote work with strong high-speed internet.The primary suite includes its own heating zone, walk-in closet, and spa-inspired ensuite with floating tub, glass shower, and double vanity. The lower level offers 9-ft ceilings, a bar with folding window for indoor-outdoor entertaining, double-sided stone fireplace, wired theatre room, games room, gym with walkout, and a separate garage entrance with future locker or mudroom potential. Integrated sound system throughout the home, deck, and gym.Outside, enjoy a covered front porch with glass railings, armour stone steps, gardens, vegetable beds, and a cleared area for campouts or future use. The 3,000 sq ft heated shop features radiant floors, 16-ft ceilings, its own propane tank, and oversized garage doors. VTB available. 5 Beds ⋅ 7 Baths ⋅ X13241720 MLS Welcome to a truly rare private estate set on 92 acres of pristine countryside with kilometres of private trails, mature forest, and an operational sugar shack built from on-site harvested timber with 300 maple taps. This 8,000+ total sq ft custom-built luxury home offers potential for 7-8 bedrooms plus an in-law suite, ideal for a multi-generational family compound, luxury retreat, or estate property.Designed for comfort and efficiency, the home features in-floor radiant heating throughout, two furnaces, and an oversized 3-car garage with inside entry to a spacious mudroom, mezzanine storage, and workshop area. The grand open-concept living space showcases vaulted ceilings, wide-plank flooring, pot lights, and large custom windows overlooking the property.The custom kitchen features a commercial-grade 46" Kucht gas range with 8 burners, oversized island, quartz countertops, custom hood, designer pendant lighting, butler's pantry, large laundry/pantry room, and built-in desk workspace. The home offers 3+2 bedrooms and 5 full plus 2 half bathrooms, all finished with quartz counters, custom vanities, tile surrounds, and designer lighting. A formal office with French doors supports remote work with strong high-speed internet.The primary suite includes its own heating zone, walk-in closet, and spa-inspired ensuite with floating tub, glass shower, and double vanity. The lower level offers 9-ft ceilings, a bar with folding window for indoor-outdoor entertaining, double-sided stone fireplace, wired theatre room, games room, gym with walkout, and a separate garage entrance with future locker or mudroom potential. Integrated sound system throughout the home, deck, and gym.Outside, enjoy a covered front porch with glass railings, armour stone steps, gardens, vegetable beds, and a cleared area for campouts or future use. The 3,000 sq ft heated shop features radiant floors, 16-ft ceilings, its own propane tank, and oversized garage doors. VTB available. 429540 8th B Concession, Grey Highlands
$3,200,000 An exceptional opportunity to acquire 45 acres of pristine vacant land, ideally situated just west of the charming hamlet of Heathcote in the heart of Beaver Valley. Surrounded by the natural beauty of Grey County, this remarkable property offers outstanding potential for a private retreat, recreational getaway, or long-term investment.Featuring mature woodlands, gently rolling terrain, and peaceful seclusion, the setting invites you to embrace an active outdoor lifestyle. Create your own hiking and snowshoe trails, enjoy cycling along scenic country roads, fish in the nearby Beaver River, or access several acclaimed golf courses in the surrounding area.Whether you envision a secluded sanctuary, an adventure base, or a thoughtfully planned development opportunity, this property represents a rare chance to own a piece of Ontario's most sought-after four-season playground. Location: Minutes from Heathcote; close to Thornbury, Blue Mountain, and Collingwood. Zoning: NEC....Nearby Recreation: Trails, cycling, fishing, golf, and more. Let your imagination take shape. Contact us today to arrange a private tour and experience the full potential of this extraordinary property. X12736968 MLS An exceptional opportunity to acquire 45 acres of pristine vacant land, ideally situated just west of the charming hamlet of Heathcote in the heart of Beaver Valley. Surrounded by the natural beauty of Grey County, this remarkable property offers outstanding potential for a private retreat, recreational getaway, or long-term investment.Featuring mature woodlands, gently rolling terrain, and peaceful seclusion, the setting invites you to embrace an active outdoor lifestyle. Create your own hiking and snowshoe trails, enjoy cycling along scenic country roads, fish in the nearby Beaver River, or access several acclaimed golf courses in the surrounding area.Whether you envision a secluded sanctuary, an adventure base, or a thoughtfully planned development opportunity, this property represents a rare chance to own a piece of Ontario's most sought-after four-season playground. Location: Minutes from Heathcote; close to Thornbury, Blue Mountain, and Collingwood. Zoning: NEC....Nearby Recreation: Trails, cycling, fishing, golf, and more. Let your imagination take shape. Contact us today to arrange a private tour and experience the full potential of this extraordinary property. 23 3rd Line D Line E, Grey Highlands
$3,199,000 Prestigious Lakefront Estate on Brewster. 4.62 Acres. Custom Built 2 yrs old Lake Architectural Grandeur Meets Unparalleled Comfort This 8-bedroom, 7.5-bathroom estate offers 8,600 sq. ft. of meticulously designed living space, blending elegance, functionality, with modern convenience. Set High on the hill, with presence and prestige, The stately façade is stunning and viewed from all around. The winding driveway leads to spacious parking with triple garages. Two entrances provide versatility: a practical foyer from the garage to the kitchen, and grand double doors opening to a soaring two-story foyer. Inside, light-filled spaces flow seamlessly. The formal living and dining rooms, Living & Family rooms are anchored by floor-to-ceiling marble fireplaces, create a warm, inviting atmosphere. At the heart of the home, an open-concept family room, breakfast area, and chef's kitchen-with top-tier appliances, custom cabinetry, walk-in pantry, and large island-are perfect for both intimate moments and grand entertaining. Dining Room and large Eat in Kitchen Perfect for lg Family or Apre Ski Parties. A home office with wraparound windows offers inspiring views, while a sweeping staircase adds timeless sophistication. The primary suite features a serene sitting area, garden views, walk-in dressing room, and spa-inspired 5 pc ensuite with soaking tub, rain/steam shower, and designer finishes. Seven additional bedrooms-five with ensuites -ensure comfort for all. Tall Ceilings on all floors, Carpet Free., marble and wood floors, cove trim coffered Ceilings, Butler Bar, Coffee Bar in Primary, 2 kitchens, many extras. This house is a must see. Private access to the lake is deeded. Your dreams can come true here. 10ft tall Basement and landscaping is waiting for your personal touches. This is more than a home-it's a lakefront legacy. Close to Collingwood, Barrie, easy commute to Brampton, Mississauga, Toronto. Live Work and Play. 8 Beds ⋅ 7 Baths ⋅ X13166400 MLS Prestigious Lakefront Estate on Brewster. 4.62 Acres. Custom Built 2 yrs old Lake Architectural Grandeur Meets Unparalleled Comfort This 8-bedroom, 7.5-bathroom estate offers 8,600 sq. ft. of meticulously designed living space, blending elegance, functionality, with modern convenience. Set High on the hill, with presence and prestige, The stately façade is stunning and viewed from all around. The winding driveway leads to spacious parking with triple garages. Two entrances provide versatility: a practical foyer from the garage to the kitchen, and grand double doors opening to a soaring two-story foyer. Inside, light-filled spaces flow seamlessly. The formal living and dining rooms, Living & Family rooms are anchored by floor-to-ceiling marble fireplaces, create a warm, inviting atmosphere. At the heart of the home, an open-concept family room, breakfast area, and chef's kitchen-with top-tier appliances, custom cabinetry, walk-in pantry, and large island-are perfect for both intimate moments and grand entertaining. Dining Room and large Eat in Kitchen Perfect for lg Family or Apre Ski Parties. A home office with wraparound windows offers inspiring views, while a sweeping staircase adds timeless sophistication. The primary suite features a serene sitting area, garden views, walk-in dressing room, and spa-inspired 5 pc ensuite with soaking tub, rain/steam shower, and designer finishes. Seven additional bedrooms-five with ensuites -ensure comfort for all. Tall Ceilings on all floors, Carpet Free., marble and wood floors, cove trim coffered Ceilings, Butler Bar, Coffee Bar in Primary, 2 kitchens, many extras. This house is a must see. Private access to the lake is deeded. Your dreams can come true here. 10ft tall Basement and landscaping is waiting for your personal touches. This is more than a home-it's a lakefront legacy. Close to Collingwood, Barrie, easy commute to Brampton, Mississauga, Toronto. Live Work and Play. 120 Highpoint Crescent, Grey Highlands
$2,999,000 Experience the perfect blend of luxury country living and sustainable rural lifestyle on this stunning 40-acre hobby farm. At the heart of the property is a hand-crafted timber frame home showcasing exceptional craftsmanship, soaring vaulted timber ceilings, and a magnificent great room anchored by a stone gas fireplace. The main-floor primary bedroom offers a private retreat featuring a 5-piece ensuite, walk-in closet, and its own gas fireplace. Entertain or relax year-round in the impressive 35' x 12' screened porch, accessed through two sets of bi-folding patio doors that seamlessly connect indoor and outdoor living spaces. Heated floors lower and main floor provide comfort, while the chef's kitchen and fully equipped professional kitchen in the lower level make this property ideal for entertaining, catering, or multi-generational living. The lower-level family room features a beautiful wood-burning fireplace for cozy evenings. Step outside to a resort-inspired backyard designed for unforgettable gatherings. The expansive stone patio includes an outdoor kitchen housed in a tiki hut, plunge pool, pool shed, outdoor shower, and a massive stone outdoor fireplace. Professionally landscaped grounds complement the natural beauty of the property. The farm offers approximately 20 acres of workable land, 3 acres of fenced pasture, and 13 acres of mature woodland with approximately 2.5 km of self guided trails. A picturesque 1-acre pond serviced by two windmills enhance charm of the property. Outbuildings are equally impressive, including a heated three-car garage,24' x 40' timber frame sheep/horse barn with hay loft, and a 42' x 64' Cover-All storage building. All outbuildings are serviced with year-round hydro and water. Solar panels connected to the grid through net metering provide added efficiency and sustainability. This extraordinary property offers a rare opportunity to enjoy luxury living, hobby farming, recreation, and self-sufficiency in one remarkable setting. 4 Beds ⋅ 4 Baths ⋅ X13608902 MLS Experience the perfect blend of luxury country living and sustainable rural lifestyle on this stunning 40-acre hobby farm. At the heart of the property is a hand-crafted timber frame home showcasing exceptional craftsmanship, soaring vaulted timber ceilings, and a magnificent great room anchored by a stone gas fireplace. The main-floor primary bedroom offers a private retreat featuring a 5-piece ensuite, walk-in closet, and its own gas fireplace. Entertain or relax year-round in the impressive 35' x 12' screened porch, accessed through two sets of bi-folding patio doors that seamlessly connect indoor and outdoor living spaces. Heated floors lower and main floor provide comfort, while the chef's kitchen and fully equipped professional kitchen in the lower level make this property ideal for entertaining, catering, or multi-generational living. The lower-level family room features a beautiful wood-burning fireplace for cozy evenings. Step outside to a resort-inspired backyard designed for unforgettable gatherings. The expansive stone patio includes an outdoor kitchen housed in a tiki hut, plunge pool, pool shed, outdoor shower, and a massive stone outdoor fireplace. Professionally landscaped grounds complement the natural beauty of the property. The farm offers approximately 20 acres of workable land, 3 acres of fenced pasture, and 13 acres of mature woodland with approximately 2.5 km of self guided trails. A picturesque 1-acre pond serviced by two windmills enhance charm of the property. Outbuildings are equally impressive, including a heated three-car garage,24' x 40' timber frame sheep/horse barn with hay loft, and a 42' x 64' Cover-All storage building. All outbuildings are serviced with year-round hydro and water. Solar panels connected to the grid through net metering provide added efficiency and sustainability. This extraordinary property offers a rare opportunity to enjoy luxury living, hobby farming, recreation, and self-sufficiency in one remarkable setting. 305256 South Line A Line, Grey Highlands
$2,995,000 SPECTACULAR views down the Pretty River Valley to Georgian Bay, Blue Mountain and beyond. 144 acres in this coveted location is rare - with approximately 60 acres formerly used as hay and pasture and over 40 acres of exceptional maple bush. The land rises from the road with the lane going past the original farmhouse and bank barn, then levelling off where the views are unmatchable. Take a look at the ground-level photographs, not just the drone photos, to see the incredible views this property has to offer. X12353318 MLS SPECTACULAR views down the Pretty River Valley to Georgian Bay, Blue Mountain and beyond. 144 acres in this coveted location is rare - with approximately 60 acres formerly used as hay and pasture and over 40 acres of exceptional maple bush. The land rises from the road with the lane going past the original farmhouse and bank barn, then levelling off where the views are unmatchable. Take a look at the ground-level photographs, not just the drone photos, to see the incredible views this property has to offer. 634931 Pretty River Road, Grey Highlands
$2,895,000 A rare offering where exceptional craftsmanship, architectural excellence, and breathtaking natural beauty come together on 99.6 acres of rolling countryside. At the heart of this remarkable estate is a custom-designed Yankee Barn Home, renowned for its superior post-and-beam construction, enduring quality, and timeless New England-inspired architectural design. Magnificent Douglas fir beams, soaring vaulted ceilings, and walls of glass create an extraordinary living environment filled with warmth, natural light, and spectacular views in every season.Designed for elegant entertaining and relaxed everyday living, the dramatic two-storey great room and dining area are anchored by a Rumford wood-burning fireplace, while the chef-inspired kitchen flows effortlessly into inviting gathering spaces.The main level offers luxurious single-floor living with a beautifully appointed primary suite, laundry, powder room, and direct access to the oversized triple-plus garage. Upstairs are a private ensuite bedroom, an additional bedroom, bunk room, full bath, and loft overlooking the great room. The finished walkout lower level features a family room with second fireplace, wet bar, cold cellar with wine storage, additional bedroom, full bath with steam shower, and ample storage. Bonus space above the garage includes a fifth bedroom, full bath, and media room with projector and large screen.Outdoors, a saltwater pool by Dream Pools of Oakville complements approximately 60 acres of productive farmland, a picturesque 5-acre natural pond, a spring-fed fishing pond, and 20 acres of mature hardwood forest with trails and abundant wildlife. A classic bank barn and detached garage complete this exceptional country estate lifestyle.Combining the renowned quality of Yankee Barn Homes with an extraordinary setting, this is a legacy estate offering exceptional privacy, timeless architecture, and an unmatched country lifestyle just minutes from the area's finest recreational amenities. 5 Beds ⋅ 6 Baths ⋅ X13624414 MLS A rare offering where exceptional craftsmanship, architectural excellence, and breathtaking natural beauty come together on 99.6 acres of rolling countryside. At the heart of this remarkable estate is a custom-designed Yankee Barn Home, renowned for its superior post-and-beam construction, enduring quality, and timeless New England-inspired architectural design. Magnificent Douglas fir beams, soaring vaulted ceilings, and walls of glass create an extraordinary living environment filled with warmth, natural light, and spectacular views in every season.Designed for elegant entertaining and relaxed everyday living, the dramatic two-storey great room and dining area are anchored by a Rumford wood-burning fireplace, while the chef-inspired kitchen flows effortlessly into inviting gathering spaces.The main level offers luxurious single-floor living with a beautifully appointed primary suite, laundry, powder room, and direct access to the oversized triple-plus garage. Upstairs are a private ensuite bedroom, an additional bedroom, bunk room, full bath, and loft overlooking the great room. The finished walkout lower level features a family room with second fireplace, wet bar, cold cellar with wine storage, additional bedroom, full bath with steam shower, and ample storage. Bonus space above the garage includes a fifth bedroom, full bath, and media room with projector and large screen.Outdoors, a saltwater pool by Dream Pools of Oakville complements approximately 60 acres of productive farmland, a picturesque 5-acre natural pond, a spring-fed fishing pond, and 20 acres of mature hardwood forest with trails and abundant wildlife. A classic bank barn and detached garage complete this exceptional country estate lifestyle.Combining the renowned quality of Yankee Barn Homes with an extraordinary setting, this is a legacy estate offering exceptional privacy, timeless architecture, and an unmatched country lifestyle just minutes from the area's finest recreational amenities. 385073 4th Conc A Road, Grey Highlands
$2,795,000 First time ever offered, this exceptional Lake Eugenia residence has been meticulously maintained by its original owners and represents one of the most compelling full-time waterfront homes on the lake. From the moment you enter, sweeping, unobstructed views draw you through the space, with floor-to-ceiling windows and expansive lakeside doors creating a seamless indoor-outdoor connection and filling the home with natural light. Offering over 5,000 sq ft of thoughtfully designed living space, the main level is ideal for both everyday living and entertaining. A spacious kitchen anchors the home, flowing effortlessly into the family room, dining area, and living room; each finished with refined materials and architectural detail. The primary suite is a true retreat, capturing stunning waterfront views and featuring a luxurious 5-piece ensuite and separate dressing room. Two additional generously sized bedrooms and a full bath complete this level. A separate adjoining wing provides rare flexibility, with a private side entrance, coat room, and a 17'2" x 18'11" gym, easily convertible to a garage or additional living space. Above, a private guest suite with its own balcony offers ideal accommodation for family or visitors. The fully finished lower level adds further versatility, with a second family room, two additional bedrooms, a 3-piece bath, and ample storage. The outdoor setting is where this property truly distinguishes itself. Enjoy a rare, owned 100-foot waterfront (not leased from OPG), complete with dock and expansive decking. Take in breathtaking 180-degree lake views - among the finest on Lake Eugenia. Designed for year-round enjoyment, the grounds feature a lakeside boardwalk, multiple patios, sauna, and hot tub. Located 10 minutes from the private Beaver Valley Ski Club and 30 minutes to Blue Mountain, this is a rare opportunity to secure a four-season waterfront lifestyle on one of the region's most sought-after lakes 6 Beds ⋅ 4 Baths ⋅ X13229520 MLS First time ever offered, this exceptional Lake Eugenia residence has been meticulously maintained by its original owners and represents one of the most compelling full-time waterfront homes on the lake. From the moment you enter, sweeping, unobstructed views draw you through the space, with floor-to-ceiling windows and expansive lakeside doors creating a seamless indoor-outdoor connection and filling the home with natural light. Offering over 5,000 sq ft of thoughtfully designed living space, the main level is ideal for both everyday living and entertaining. A spacious kitchen anchors the home, flowing effortlessly into the family room, dining area, and living room; each finished with refined materials and architectural detail. The primary suite is a true retreat, capturing stunning waterfront views and featuring a luxurious 5-piece ensuite and separate dressing room. Two additional generously sized bedrooms and a full bath complete this level. A separate adjoining wing provides rare flexibility, with a private side entrance, coat room, and a 17'2" x 18'11" gym, easily convertible to a garage or additional living space. Above, a private guest suite with its own balcony offers ideal accommodation for family or visitors. The fully finished lower level adds further versatility, with a second family room, two additional bedrooms, a 3-piece bath, and ample storage. The outdoor setting is where this property truly distinguishes itself. Enjoy a rare, owned 100-foot waterfront (not leased from OPG), complete with dock and expansive decking. Take in breathtaking 180-degree lake views - among the finest on Lake Eugenia. Designed for year-round enjoyment, the grounds feature a lakeside boardwalk, multiple patios, sauna, and hot tub. Located 10 minutes from the private Beaver Valley Ski Club and 30 minutes to Blue Mountain, this is a rare opportunity to secure a four-season waterfront lifestyle on one of the region's most sought-after lakes 139 South Shores Road, Grey Highlands
$2,650,000 Welcome to "The Pond House"-a breathtaking architectural masterpiece nestled on a pristine 3.95-acre private estate. Boasting 4,954 sq. ft. of luxurious above-grade living space, this extraordinary home is perfectly framed by a spectacular private pond, offering a serene, resort-like lifestyle. Designed for grand-scale entertaining and ultimate comfort, the sprawling main level features a magnificent chef's kitchen equipped with top-of-the-lineJennAir appliances, including dual refrigerators, dual ovens with a premium stove. Flowing effortlessly from the kitchen is an elegant formal dining room and three distinct living zones, including a stunning rear living room that overlooks the water. Two convenient main-floor powder rooms and a dedicated laundry room complete this entertainer's dream. Ascend to the breathtaking second level, where luxury meets tranquility. An open lobby welcomes you with its own attached balcony. The magnificent primary suite is a true private sanctuary, featuring a lavish 4-piece ensuite, a secondary in-suite laundry room, and a private balcony to take in the sweeping estate views. Family and guests are treated to unparalleled luxury, as the second, third, and fourth bedrooms each boast their own private ensuite washrooms and exclusive attached balconies. The fully finished lower level expands your living space with an incredibly versatile floorplan. It features two gorgeous fireplaces warming a sprawling family room and a separate living area, complete with a powder room. The home has 6 fireplaces. An oversized office offers the perfect work-from-home retreat, while a secluded guest bedroom with a 3-piece ensuite ensures privacy for extended family or visitors With unparalleled outdoor serenity and uncompromising indoor luxury, Property has garbage pick up service. The floor plan is attached for review all measurements of the entire property. The Pond House is more than a home-it is a legacy property. 6 Beds ⋅ 8 Baths ⋅ X13246218 MLS Welcome to "The Pond House"-a breathtaking architectural masterpiece nestled on a pristine 3.95-acre private estate. Boasting 4,954 sq. ft. of luxurious above-grade living space, this extraordinary home is perfectly framed by a spectacular private pond, offering a serene, resort-like lifestyle. Designed for grand-scale entertaining and ultimate comfort, the sprawling main level features a magnificent chef's kitchen equipped with top-of-the-lineJennAir appliances, including dual refrigerators, dual ovens with a premium stove. Flowing effortlessly from the kitchen is an elegant formal dining room and three distinct living zones, including a stunning rear living room that overlooks the water. Two convenient main-floor powder rooms and a dedicated laundry room complete this entertainer's dream. Ascend to the breathtaking second level, where luxury meets tranquility. An open lobby welcomes you with its own attached balcony. The magnificent primary suite is a true private sanctuary, featuring a lavish 4-piece ensuite, a secondary in-suite laundry room, and a private balcony to take in the sweeping estate views. Family and guests are treated to unparalleled luxury, as the second, third, and fourth bedrooms each boast their own private ensuite washrooms and exclusive attached balconies. The fully finished lower level expands your living space with an incredibly versatile floorplan. It features two gorgeous fireplaces warming a sprawling family room and a separate living area, complete with a powder room. The home has 6 fireplaces. An oversized office offers the perfect work-from-home retreat, while a secluded guest bedroom with a 3-piece ensuite ensures privacy for extended family or visitors With unparalleled outdoor serenity and uncompromising indoor luxury, Property has garbage pick up service. The floor plan is attached for review all measurements of the entire property. The Pond House is more than a home-it is a legacy property. 53 Peter Street, Grey Highlands
$2,595,000 RETREAT PROPERTY: 100 acres in the breathtaking Grey Highlands, an exceptional rural property offers a rare blend of privacy, natural beauty, year-round comfort, & versatile retreat potential. Mature forest, wetland areas, gardens, and a serene private pond create a peaceful, secluded setting, yet remain just minutes from Beaver Valley, premier ski destinations, Lake Eugenia, nature trails, and charming nearby villages. The spacious three-storey fully renovated residence offers approximately 4,245 sq ft of living space, with five bedrooms and 4 + 2 bathrooms. Designed for both everyday living and entertaining, the home features generous gathering areas, a wood-burning fireplace in the great room, a propane fireplace in the lower level, a sauna, & inviting spaces to relax throughout every season. The grounds provide flexibility, with zoning that permits spa use and a naturally diverse landscape of wooded, cleared, and wetland areas. Four campsites with electrical service offer additional options for recreational, guest, or commercial use. An on-site outbuilding known as Highland Hall adds even more potential, featuring two 2-piece bathrooms, a kitchen, & a striking floor-to-ceiling stone wood-burning fireplace, making it well-suited for a studio, creative workspace, gathering space, or retreat-related use. Additional features include an inground pool, hot tub, airplane hangar with no active or usable runway, double car garage, several storage buildings, EV charger, parking for 20+ vehicles, extensive electric, water, septic, and drainage infrastructure, and a poured concrete patio surrounding the hall and pool. A large lavender and vegetable garden creates a tranquil space for reflection and connection with the natural surroundings. A rare opportunity to own a substantial Grey Highlands property with a fully winterized home, extensive amenities, and extraordinary potential in one of the area's most sought-after four-season destinations. 5 Beds ⋅ 6 Baths ⋅ X13040460 MLS RETREAT PROPERTY: 100 acres in the breathtaking Grey Highlands, an exceptional rural property offers a rare blend of privacy, natural beauty, year-round comfort, & versatile retreat potential. Mature forest, wetland areas, gardens, and a serene private pond create a peaceful, secluded setting, yet remain just minutes from Beaver Valley, premier ski destinations, Lake Eugenia, nature trails, and charming nearby villages. The spacious three-storey fully renovated residence offers approximately 4,245 sq ft of living space, with five bedrooms and 4 + 2 bathrooms. Designed for both everyday living and entertaining, the home features generous gathering areas, a wood-burning fireplace in the great room, a propane fireplace in the lower level, a sauna, & inviting spaces to relax throughout every season. The grounds provide flexibility, with zoning that permits spa use and a naturally diverse landscape of wooded, cleared, and wetland areas. Four campsites with electrical service offer additional options for recreational, guest, or commercial use. An on-site outbuilding known as Highland Hall adds even more potential, featuring two 2-piece bathrooms, a kitchen, & a striking floor-to-ceiling stone wood-burning fireplace, making it well-suited for a studio, creative workspace, gathering space, or retreat-related use. Additional features include an inground pool, hot tub, airplane hangar with no active or usable runway, double car garage, several storage buildings, EV charger, parking for 20+ vehicles, extensive electric, water, septic, and drainage infrastructure, and a poured concrete patio surrounding the hall and pool. A large lavender and vegetable garden creates a tranquil space for reflection and connection with the natural surroundings. A rare opportunity to own a substantial Grey Highlands property with a fully winterized home, extensive amenities, and extraordinary potential in one of the area's most sought-after four-season destinations. 466615 12th B Concession, Grey Highlands
$2,500,000 93 acre farm on Highway 10 between Flesherton & Markdale. 83 acres workable in one field. Harriston Loam and Donnybrook Sandy Loam soil. There are currently no buildings on the property X13614692 MLS 93 acre farm on Highway 10 between Flesherton & Markdale. 83 acres workable in one field. Harriston Loam and Donnybrook Sandy Loam soil. There are currently no buildings on the property PT LT 115-116 Highway 10 N/A, Grey Highlands
$2,400,000 A rare opportunity to own a productive farm with private waterfront, where agricultural potential and country living come together on one exceptional property. Set on 63 acres with approximately 40 workable acres featuring productive Pike Lake loam soil, this property offers excellent potential for cash crops, hay production, pasture, or livestock. Adding to its rarity is almost 700 feet of private frontage on Wilcox Lake, creating a property that is equally suited for farming, recreation, and enjoying the outdoors. Over the past few years, the century home has undergone an extensive cosmetic transformation, blending modern finishes and thoughtful updates with the warmth and character that only a classic farmhouse can offer. Inside, you'll find 4 bedrooms, 2 full bathrooms, a beautiful family room addition with a woodstove, and an inviting kitchen and dining area designed for gathering with family and friends. Step outside to the wrap-around deck, complete with a large covered patio area and hot tub & outdoor shower, creating the perfect place to relax and take in the peaceful surroundings. The multi-section bank barn offers exceptional flexibility for livestock, equipment storage, or a variety of agricultural uses, while the detached garage provides additional space for machinery, recreational vehicles, or workshop needs. Trails wind throughout the property, leading to a peaceful wildlife pond where deer, birds, and other native wildlife are frequent visitors. The private waterfront invites you to swim, fish, paddle, or simply enjoy the peace and quiet from your own shoreline. After a day spent outdoors, unwind in the property's sauna before settling in for the evening. Located less than 20 minutes from Beaver Valley Ski Club, this is a truly unique property that combines productive farmland, private waterfront, and a beautifully updated farmhouse in one remarkable package. 2 Baths ⋅ X13495068 MLS A rare opportunity to own a productive farm with private waterfront, where agricultural potential and country living come together on one exceptional property. Set on 63 acres with approximately 40 workable acres featuring productive Pike Lake loam soil, this property offers excellent potential for cash crops, hay production, pasture, or livestock. Adding to its rarity is almost 700 feet of private frontage on Wilcox Lake, creating a property that is equally suited for farming, recreation, and enjoying the outdoors. Over the past few years, the century home has undergone an extensive cosmetic transformation, blending modern finishes and thoughtful updates with the warmth and character that only a classic farmhouse can offer. Inside, you'll find 4 bedrooms, 2 full bathrooms, a beautiful family room addition with a woodstove, and an inviting kitchen and dining area designed for gathering with family and friends. Step outside to the wrap-around deck, complete with a large covered patio area and hot tub & outdoor shower, creating the perfect place to relax and take in the peaceful surroundings. The multi-section bank barn offers exceptional flexibility for livestock, equipment storage, or a variety of agricultural uses, while the detached garage provides additional space for machinery, recreational vehicles, or workshop needs. Trails wind throughout the property, leading to a peaceful wildlife pond where deer, birds, and other native wildlife are frequent visitors. The private waterfront invites you to swim, fish, paddle, or simply enjoy the peace and quiet from your own shoreline. After a day spent outdoors, unwind in the property's sauna before settling in for the evening. Located less than 20 minutes from Beaver Valley Ski Club, this is a truly unique property that combines productive farmland, private waterfront, and a beautifully updated farmhouse in one remarkable package. 325719 Durham Road B N/A, Grey Highlands
$2,400,000 A rare opportunity to own a beautifully refreshed waterfront farm where country living and lake life come together on one exceptional property. Set on 63 acres with almost 700 feet of private frontage on Wilcox Lake, this property offers an increasingly hard-to-find combination of productive farmland, peaceful waterfront, and an updated century home. Over the past few years, the home has undergone an extensive cosmetic transformation, blending modern finishes and thoughtful updates with the warmth and character that only a classic farmhouse can offer. Inside, you'll find a spacious layout featuring 4 bedrooms, 2 full bathrooms, a beautiful family room addition with a woodstove, and an inviting kitchen and dining area designed for gathering with family and friends. Step outside to the wrap-around deck, complete with a large covered patio area and hot tub with outdoor shower, creating the perfect place to relax and take in the peaceful surroundings. Outside, approximately 40 acres of workable fields provide endless possibilities for cash crop or hobby farming, horses, or livestock. The multi-section bank barn offers exceptional flexibility for agricultural use, storage, or future projects, while the detached garage provides additional space for equipment, recreational toys, or vehicles. Trails wind through the property, also lead wildlife pond where deer, birds, and other wildlife are frequent visitors. The private waterfront invites you to swim, fish, paddle, or simply enjoy the peace and quiet from your own shoreline. After a day spent outdoors, unwind in the property's sauna before settling in for the evening. Located less than 20 minutes from Beaver Valley Ski Club, this is a property that offers four-season recreation, privacy, and space, making it equally suited as a full-time residence, country retreat, or family legacy property. 4 Beds ⋅ 2 Baths ⋅ X13495044 MLS A rare opportunity to own a beautifully refreshed waterfront farm where country living and lake life come together on one exceptional property. Set on 63 acres with almost 700 feet of private frontage on Wilcox Lake, this property offers an increasingly hard-to-find combination of productive farmland, peaceful waterfront, and an updated century home. Over the past few years, the home has undergone an extensive cosmetic transformation, blending modern finishes and thoughtful updates with the warmth and character that only a classic farmhouse can offer. Inside, you'll find a spacious layout featuring 4 bedrooms, 2 full bathrooms, a beautiful family room addition with a woodstove, and an inviting kitchen and dining area designed for gathering with family and friends. Step outside to the wrap-around deck, complete with a large covered patio area and hot tub with outdoor shower, creating the perfect place to relax and take in the peaceful surroundings. Outside, approximately 40 acres of workable fields provide endless possibilities for cash crop or hobby farming, horses, or livestock. The multi-section bank barn offers exceptional flexibility for agricultural use, storage, or future projects, while the detached garage provides additional space for equipment, recreational toys, or vehicles. Trails wind through the property, also lead wildlife pond where deer, birds, and other wildlife are frequent visitors. The private waterfront invites you to swim, fish, paddle, or simply enjoy the peace and quiet from your own shoreline. After a day spent outdoors, unwind in the property's sauna before settling in for the evening. Located less than 20 minutes from Beaver Valley Ski Club, this is a property that offers four-season recreation, privacy, and space, making it equally suited as a full-time residence, country retreat, or family legacy property. 325719 Durham Road B N/A, Grey Highlands
$2,300,000 "A Stunning Home set on a private 3 acre lot in Eugenia, this property was built to the highest standards of architectural design and environmental standards. Walking distance to the Bruce Trail and the Lake, the cathedral open concept home will impress in every way. Chef's kitchen with oversized island, Muskoka style sunroom overlooking the rear yard, the back split design offering a walk out from a full height basement to your backyard oasis, this select property has everything the discerning buyer is looking for. Minutes to Beaver Valley Ski Club and perched on the beauty that is the Grey Highlands, this home was built in 2022 with every luxury in mind, and with an eye to architectural artistry." Outside oasis with hot tub and firepit and positioned on a privately cleared lot surrounded by the privacy of the forest, this is a very special home" This property is a licensed short term rental BNB and financials are available. The income has been more than adequate to cover the carrying costs. Seller has comprehensive records for any interested buyer. 5 Beds ⋅ 3 Baths ⋅ X13453396 MLS "A Stunning Home set on a private 3 acre lot in Eugenia, this property was built to the highest standards of architectural design and environmental standards. Walking distance to the Bruce Trail and the Lake, the cathedral open concept home will impress in every way. Chef's kitchen with oversized island, Muskoka style sunroom overlooking the rear yard, the back split design offering a walk out from a full height basement to your backyard oasis, this select property has everything the discerning buyer is looking for. Minutes to Beaver Valley Ski Club and perched on the beauty that is the Grey Highlands, this home was built in 2022 with every luxury in mind, and with an eye to architectural artistry." Outside oasis with hot tub and firepit and positioned on a privately cleared lot surrounded by the privacy of the forest, this is a very special home" This property is a licensed short term rental BNB and financials are available. The income has been more than adequate to cover the carrying costs. Seller has comprehensive records for any interested buyer. 130 St Arnaud Street, Grey Highlands
$2,249,500 Welcome to an extraordinary private retreat set across 94.6 breathtaking acres, where pristine natural beauty, complete privacy, and sustainable luxury come together in perfect harmony. Tucked away in a serene landscape of forests, trails, open meadows, and water features, this remarkable property offers a truly rare opportunity to embrace an exceptional off-grid lifestyle without sacrificing comfort or modern convenience. At the heart of the property is a beautifully crafted modified True North country log home, thoughtfully designed with passive solar efficiency and outstanding self-sufficiency in mind. Constructed with impressive 8-inch insulated logs and reinforced by 16-inch insulated foundation walls, this meticulously maintained residence showcases timeless craftsmanship, warmth, and energy efficiency throughout. Offering 3 bedrooms and 3 bathrooms, the home provides inviting living spaces ideal for both everyday living and entertaining family and guests. Nature lovers and outdoor enthusiasts will be captivated by the property's diverse recreational opportunities. Explore over 5 kilometres of maintained private trails perfect for hiking, horseback riding, trail running, snowshoeing, and cross-country skiing. Two tranquil private lakes create an idyllic setting for swimming, kayaking, canoeing, and peaceful reflection, while approximately 2,000 feet of frontage along the Rocky Saugeen River offers exceptional fly fishing and an unmatched connection to nature. Perfectly suited for hobby farming and sustainable living, the property also features a 35' x 28' barn complete with horse stalls, hydro, and water service, along with an organic vegetable garden and a 10' x 20' greenhouse designed to support year-round organic cultivation and self-reliant living. This is far more than a home - it is a private sanctuary, recreational paradise, and lifestyle . A truly rare offering where luxury, sustainability, and the beauty of the natural world exist in complete balance. 3 Beds ⋅ 3 Baths ⋅ X13416868 MLS Welcome to an extraordinary private retreat set across 94.6 breathtaking acres, where pristine natural beauty, complete privacy, and sustainable luxury come together in perfect harmony. Tucked away in a serene landscape of forests, trails, open meadows, and water features, this remarkable property offers a truly rare opportunity to embrace an exceptional off-grid lifestyle without sacrificing comfort or modern convenience. At the heart of the property is a beautifully crafted modified True North country log home, thoughtfully designed with passive solar efficiency and outstanding self-sufficiency in mind. Constructed with impressive 8-inch insulated logs and reinforced by 16-inch insulated foundation walls, this meticulously maintained residence showcases timeless craftsmanship, warmth, and energy efficiency throughout. Offering 3 bedrooms and 3 bathrooms, the home provides inviting living spaces ideal for both everyday living and entertaining family and guests. Nature lovers and outdoor enthusiasts will be captivated by the property's diverse recreational opportunities. Explore over 5 kilometres of maintained private trails perfect for hiking, horseback riding, trail running, snowshoeing, and cross-country skiing. Two tranquil private lakes create an idyllic setting for swimming, kayaking, canoeing, and peaceful reflection, while approximately 2,000 feet of frontage along the Rocky Saugeen River offers exceptional fly fishing and an unmatched connection to nature. Perfectly suited for hobby farming and sustainable living, the property also features a 35' x 28' barn complete with horse stalls, hydro, and water service, along with an organic vegetable garden and a 10' x 20' greenhouse designed to support year-round organic cultivation and self-reliant living. This is far more than a home - it is a private sanctuary, recreational paradise, and lifestyle . A truly rare offering where luxury, sustainability, and the beauty of the natural world exist in complete balance. 545413 4A Side Road N, Grey Highlands
$1,950,000 Welcome to your own private country retreat-an exceptional renovated century brick home set on 58 picturesque acres along a quiet country road in the heart of Beaver Valley. Combining timeless character with modern upgrades, this stunning property offers the perfect blend of rural tranquility, recreational enjoyment and functional outbuildings for hobbyists, business owners or outdoor enthusiasts.The beautifully updated kitchen is designed for gathering and entertaining, featuring extensive custom cabinetry, quartz countertops and a spacious dining area. Original hardwood floors add warmth and character to the formal living room, while the impressive family room addition showcases vaulted ceilings and abundant natural light. The main floor also includes an updated bathroom and a private office ideal for working from home. Upstairs, the second level offers four comfortable bedrooms and the unique charm of dual staircases servicing the upper floor-an authentic nod to the home's historic roots. Step outside and discover. Wander the trails through the mature hardwood bush, enjoy the open field's or spend peaceful afternoons at the aerated and stocked trout pond. Whether you're seeking recreation, privacy or space, this property delivers an exceptional country lifestyle. The outbuildings are equally impressive. A newer 3,200 sq ft shop features concrete floor, two roll-up doors and 200 amp service. In addition, an insulated, heated 1,500 sq ft shop includes 600-volt power making it ideal for serious trades and tinkerers. There is future generator wiring at the pole for added peace of mind. Ideally a 30 minute drive to Collingwood, 20 minutes to Thornbury, Beaver Valley Ski Club, this property offers convenient access to skiing, golf, hiking, dining and Georgian Bay amenities while maintaining complete country privacy. A rare opportunity to own a beautifully updated century home on an extraordinary acreage in one of Southern Ontario's most desirable four-season regions. 4 Beds ⋅ 1 Baths ⋅ X13166374 MLS Welcome to your own private country retreat-an exceptional renovated century brick home set on 58 picturesque acres along a quiet country road in the heart of Beaver Valley. Combining timeless character with modern upgrades, this stunning property offers the perfect blend of rural tranquility, recreational enjoyment and functional outbuildings for hobbyists, business owners or outdoor enthusiasts.The beautifully updated kitchen is designed for gathering and entertaining, featuring extensive custom cabinetry, quartz countertops and a spacious dining area. Original hardwood floors add warmth and character to the formal living room, while the impressive family room addition showcases vaulted ceilings and abundant natural light. The main floor also includes an updated bathroom and a private office ideal for working from home. Upstairs, the second level offers four comfortable bedrooms and the unique charm of dual staircases servicing the upper floor-an authentic nod to the home's historic roots. Step outside and discover. Wander the trails through the mature hardwood bush, enjoy the open field's or spend peaceful afternoons at the aerated and stocked trout pond. Whether you're seeking recreation, privacy or space, this property delivers an exceptional country lifestyle. The outbuildings are equally impressive. A newer 3,200 sq ft shop features concrete floor, two roll-up doors and 200 amp service. In addition, an insulated, heated 1,500 sq ft shop includes 600-volt power making it ideal for serious trades and tinkerers. There is future generator wiring at the pole for added peace of mind. Ideally a 30 minute drive to Collingwood, 20 minutes to Thornbury, Beaver Valley Ski Club, this property offers convenient access to skiing, golf, hiking, dining and Georgian Bay amenities while maintaining complete country privacy. A rare opportunity to own a beautifully updated century home on an extraordinary acreage in one of Southern Ontario's most desirable four-season regions. 268 FOX RIDGE Road, Grey Highlands
$1,949,000 Client RemarksNestled on 25 breathtaking acres overlooking the Beaver Valley, the Blue Mountains, and Georgian Bay, this exceptional contemporary estate offers a rare blend of luxury, sustainability, and natural beauty. Just minutes from Thornbury and the region's premier ski and golf clubs, the property features rolling hills, a hardwood forest with a spring-fed stream, and private trails connecting directly to the Bruce Trail. Designed with high-performance living in mind, the open-concept home is net-zero ready, combining comfort and efficiency through triple-pane windows, R40 walls, and passive solar design to significantly reduce energy costs and environmental impact. The versatile layout includes four bedrooms, three bathrooms, two fireplaces, a walk-out lower level, a large eat-in kitchen, and generous entertaining spaces. The main floor living room, dining room, and den open to a wraparound porch with French door walkouts, creating seamless indoor-outdoor living. A standout feature is the 609 sq. ft. partially finished loft above the garage, already roughed-in and ideal for a studio, guest suite, or apartment. Wrap around porches, decks, and roof gardens frame panoramic views extending up to 20 kilometres across the valley. Additional highlights include farmed acreage and a Niagara Escarpment location, offering reduced property taxes, reliable high-speed internet (Xplornet, with Rogers fibre available for connection), and ample space with approvals in place to build a secondary residence. Location Highlights: 20 minutes to Ontario's best public and private ski resorts and golf clubs14 minutes to Georgian Bay, and the boutiques, restaurants, and harbours of Thornbury and Meaford, immediate access to hiking, skiing, snowshoeing, and forest exploration on your own land and the Bruce Trail, plus cycling along quiet country roads. A private, safe, climate-resilient contemporary rural retreat-close to everything, just 1.5 hours from the GTA. 4 Beds ⋅ 3 Baths ⋅ X12854176 MLS Client RemarksNestled on 25 breathtaking acres overlooking the Beaver Valley, the Blue Mountains, and Georgian Bay, this exceptional contemporary estate offers a rare blend of luxury, sustainability, and natural beauty. Just minutes from Thornbury and the region's premier ski and golf clubs, the property features rolling hills, a hardwood forest with a spring-fed stream, and private trails connecting directly to the Bruce Trail. Designed with high-performance living in mind, the open-concept home is net-zero ready, combining comfort and efficiency through triple-pane windows, R40 walls, and passive solar design to significantly reduce energy costs and environmental impact. The versatile layout includes four bedrooms, three bathrooms, two fireplaces, a walk-out lower level, a large eat-in kitchen, and generous entertaining spaces. The main floor living room, dining room, and den open to a wraparound porch with French door walkouts, creating seamless indoor-outdoor living. A standout feature is the 609 sq. ft. partially finished loft above the garage, already roughed-in and ideal for a studio, guest suite, or apartment. Wrap around porches, decks, and roof gardens frame panoramic views extending up to 20 kilometres across the valley. Additional highlights include farmed acreage and a Niagara Escarpment location, offering reduced property taxes, reliable high-speed internet (Xplornet, with Rogers fibre available for connection), and ample space with approvals in place to build a secondary residence. Location Highlights: 20 minutes to Ontario's best public and private ski resorts and golf clubs14 minutes to Georgian Bay, and the boutiques, restaurants, and harbours of Thornbury and Meaford, immediate access to hiking, skiing, snowshoeing, and forest exploration on your own land and the Bruce Trail, plus cycling along quiet country roads. A private, safe, climate-resilient contemporary rural retreat-close to everything, just 1.5 hours from the GTA. 807035 25th Side Road, Grey Highlands
$1,945,000 Welcome to easy waterfront living on Lake Eugenia. Offered for sale by the original owners it has 135 feet of south-facing shoreline, 3500 sq ft of living space 4 bedrooms , 3 baths and bonus room. This family-friendly property features a gently sloping beach area, perfect for enjoying fun filled summer days by the water. Large windows fill the home with natural light, while the living room's vaulted ceilings and two-sided fireplace create a warm and inviting space. Sliding doors lead to a full-length deck where you can relax and take in the lake views. The dining room is generously sized for hosting family and friends, and the well-appointed kitchen features new appliances, plenty of cabinetry, and ample counter space. The lake-facing primary bedroom includes a walk-in closet and private ensuite, while two additional bedrooms are tucked into their own wing with a shared bathroom. The finished walk out basement extends the living space with a second kitchen, games area, third bathroom and fourth bedroom. A bonus room gives options for a hobby room or office. A double car garage with interior access from both the kitchen and basement adds everyday convenience. A welcoming Lake Eugenia home that combines beautiful frontage, sunny southern exposure, and space for family, friends, and fun. 4 Beds ⋅ 3 Baths ⋅ X13246978 MLS Welcome to easy waterfront living on Lake Eugenia. Offered for sale by the original owners it has 135 feet of south-facing shoreline, 3500 sq ft of living space 4 bedrooms , 3 baths and bonus room. This family-friendly property features a gently sloping beach area, perfect for enjoying fun filled summer days by the water. Large windows fill the home with natural light, while the living room's vaulted ceilings and two-sided fireplace create a warm and inviting space. Sliding doors lead to a full-length deck where you can relax and take in the lake views. The dining room is generously sized for hosting family and friends, and the well-appointed kitchen features new appliances, plenty of cabinetry, and ample counter space. The lake-facing primary bedroom includes a walk-in closet and private ensuite, while two additional bedrooms are tucked into their own wing with a shared bathroom. The finished walk out basement extends the living space with a second kitchen, games area, third bathroom and fourth bedroom. A bonus room gives options for a hobby room or office. A double car garage with interior access from both the kitchen and basement adds everyday convenience. A welcoming Lake Eugenia home that combines beautiful frontage, sunny southern exposure, and space for family, friends, and fun. 189 Point Road, Grey Highlands
$1,899,900 Welcome to one of Grey County's most extraordinary properties - a masterfully restored 1884 red brick schoolhouse transformed into a remarkable country estate with over 5,000 sf of living space where history, architecture, and craftsmanship converge. Originally constructed as S.S. No. 3 Osprey Township, this iconic heritage building has been thoughtfully restored and seamlessly expanded, preserving its historic soul while introducing modern luxury and exceptional scale for contemporary living. Original details including the working school bell, chalkboard, soaring schoolhouse windows, and hand-etched brick remain beautifully intact, blending effortlessly with a dramatic contemporary addition completed in 2017. The original schoolhouse features an open-concept kitchen, dining, and living space beneath 17-foot cathedral ceilings, warmed by a wood stove and hydronic in-floor heating. The newer addition introduces a breathtaking great room with 22-foot ceilings and fireplace, sunroom, sauna, luxurious primary suite with exposed brick, additional guest bedrooms, and expansive lower-level recreation spaces. Offering 5 br and 5 ba, the home is equally suited for refined entertaining, multi-generational living, or peaceful country retreat. Complementing the residence is a custom timber-frame garage inspired by the original schoolhouse architecture. Built to residential standards, it features soaring 27-foot ceilings, heated floors, loft office/lounge space, full bathroom, car lift & premium C Tech Manufacturing cabinetry. Set on approximately 1.57 private acres with mature landscaping, security system, and Generac backup generator, the property is ideally positioned near Pretty River Valley Provincial Park, Kolapore Highlands trails, Devil's Glen, Creemore, & Collingwood, with access to exceptional hiking, cycling, skiing, artisan markets, and Michelin-recognized dining. A rare opportunity to own a beautifully restored historic property reimagined for modern country living. 5 Beds ⋅ 4 Baths ⋅ X13098426 MLS Welcome to one of Grey County's most extraordinary properties - a masterfully restored 1884 red brick schoolhouse transformed into a remarkable country estate with over 5,000 sf of living space where history, architecture, and craftsmanship converge. Originally constructed as S.S. No. 3 Osprey Township, this iconic heritage building has been thoughtfully restored and seamlessly expanded, preserving its historic soul while introducing modern luxury and exceptional scale for contemporary living. Original details including the working school bell, chalkboard, soaring schoolhouse windows, and hand-etched brick remain beautifully intact, blending effortlessly with a dramatic contemporary addition completed in 2017. The original schoolhouse features an open-concept kitchen, dining, and living space beneath 17-foot cathedral ceilings, warmed by a wood stove and hydronic in-floor heating. The newer addition introduces a breathtaking great room with 22-foot ceilings and fireplace, sunroom, sauna, luxurious primary suite with exposed brick, additional guest bedrooms, and expansive lower-level recreation spaces. Offering 5 br and 5 ba, the home is equally suited for refined entertaining, multi-generational living, or peaceful country retreat. Complementing the residence is a custom timber-frame garage inspired by the original schoolhouse architecture. Built to residential standards, it features soaring 27-foot ceilings, heated floors, loft office/lounge space, full bathroom, car lift & premium C Tech Manufacturing cabinetry. Set on approximately 1.57 private acres with mature landscaping, security system, and Generac backup generator, the property is ideally positioned near Pretty River Valley Provincial Park, Kolapore Highlands trails, Devil's Glen, Creemore, & Collingwood, with access to exceptional hiking, cycling, skiing, artisan markets, and Michelin-recognized dining. A rare opportunity to own a beautifully restored historic property reimagined for modern country living. 553763 Road 55 N/A, Grey Highlands
$1,799,000 Steeped in history and thoughtfully reimagined, this over-100-year-old former schoolhouse has been lovingly transformed into a one-of-a-kind home. Taken back to the studs, a full renovation and seamless addition were completed in 2022, blending heritage charm with modern comfort and efficiency. Surrounded by large farm properties, the home offers a true country feel perched on 3/4 of an acre. Enjoy peaceful rural living while being just 7 minutes from downtown Thornbury, with schools, shopping, restaurants, coffee, the marina, beach, pier, and Georgian Bay all close at hand.The bright, open-concept main floor is ideal for entertaining and everyday living, featuring a stunning kitchen with a massive island, built-in appliances, and generous storage, flowing into the dining and living areas. A cozy wood stove anchors the living room, adding warmth and character. The main level also includes a primary bedroom with ensuite & walk-in closet, main-floor laundry, and a custom mudroom with built-ins. Upstairs are two generously sized bedrooms and a beautifully finished 5-piece bathroom. The lower level offers exceptional functionality with a crawl space basement-half with approximately 5-foot clearance for storage, and the original section with 6'5" ceilings and a walk-out, perfect for bikes, lawn equipment, or recreational gear. Outdoors, enjoy fenced vegetable and produce garden beds, a storage shed, and easy access to trails, the Beaver River, and some of the area's most sought-after road and gravel biking routes. Walk to the beloved Blackbird Bakery, a rare and charming country neighbour. Rich in local history yet completely renewed, this home even features the restored original school bell-still working and loved by neighbours. A rare opportunity to own a piece of the past, beautifully updated for modern living. 3 Beds ⋅ 3 Baths ⋅ X13577608 MLS Steeped in history and thoughtfully reimagined, this over-100-year-old former schoolhouse has been lovingly transformed into a one-of-a-kind home. Taken back to the studs, a full renovation and seamless addition were completed in 2022, blending heritage charm with modern comfort and efficiency. Surrounded by large farm properties, the home offers a true country feel perched on 3/4 of an acre. Enjoy peaceful rural living while being just 7 minutes from downtown Thornbury, with schools, shopping, restaurants, coffee, the marina, beach, pier, and Georgian Bay all close at hand.The bright, open-concept main floor is ideal for entertaining and everyday living, featuring a stunning kitchen with a massive island, built-in appliances, and generous storage, flowing into the dining and living areas. A cozy wood stove anchors the living room, adding warmth and character. The main level also includes a primary bedroom with ensuite & walk-in closet, main-floor laundry, and a custom mudroom with built-ins. Upstairs are two generously sized bedrooms and a beautifully finished 5-piece bathroom. The lower level offers exceptional functionality with a crawl space basement-half with approximately 5-foot clearance for storage, and the original section with 6'5" ceilings and a walk-out, perfect for bikes, lawn equipment, or recreational gear. Outdoors, enjoy fenced vegetable and produce garden beds, a storage shed, and easy access to trails, the Beaver River, and some of the area's most sought-after road and gravel biking routes. Walk to the beloved Blackbird Bakery, a rare and charming country neighbour. Rich in local history yet completely renewed, this home even features the restored original school bell-still working and loved by neighbours. A rare opportunity to own a piece of the past, beautifully updated for modern living. 356598 The Blue Mountains- Euphrasia N/A, Grey Highlands