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$999,000
3 Beds ⋅ 2 Baths ⋅ W13608084 MLS® #
Welcome to 15 Emma Street in Caledon East. This beautiful century home, built in 1879 in the Victorian Gothic style of the late 19th century, exudes a timeless charm and sense of warmth and welcome, steeped in history. Situated in the oldest section of Caledon East, it still offers the restful quietness of its early inhabitants, along with the amenities of a modern village, access to the Caledon Trailway at its doorstep and Main Street shopping a block away. The location is perfect for retired people, busy career couples or young families, who want to come home to a peaceful environment. As you walk toward the entrance, one of the main features of the house is the two-story bay window and perhaps the cedar tree, which is as old as the house. You enter through a glassed-in sun porch to the spacious L/R and D/R, with high ceilings and crown molding. Flowing from the D/R is a bonus room featuring a bay window and direct access to the porch, which could easily be an office, den or Primary Bedroom. All of these rooms have oak flooring. A door from the L/R leads to the large, country-style kitchen with maple cupboards, original maple floor, pine wainscoting, serving hatch to the dining room and original trap door to the basement. Open to the kitchen is the F/R - skylit and airy with double French doors to a private, wraparound deck with a covered sitting area. The main level has a laundry room with heated floors and a powder room off the kitchen with a door which leads to the composite deck and meticulous gardens. A maple banister welcomes you to the upper level and three bedrooms (one has a shower and vanity ensuite), plus the main bathroom featuring a whirlpool bathtub and a separate shower. Privacy fences and landscaped gardens surround a brick path to the garage, which features a large work bench, built-in cupboards and a storage loft. A generator that powers up the house is sure to please when you need it the most. This is a true gem of a country home!

15 Emma Street, Caledon

Listing courtesy of The Richie Group Inc..

$999,900
3 Beds ⋅ 3 Baths ⋅ W13607732 MLS® #
Welcome to this beautifully maintained 3-bedroom, 3-bathroom home, ideally situated on a quiet court in the highly sought-after North Hill community of Bolton. Offering the perfect combination of comfort, style and location, this home is ideal for growing families, professionals or anyone looking to enjoy a vibrant, family-friendly neighbourhood. Step inside to discover a bright and inviting layout designed for both everyday living and entertaining. Spacious principal rooms provide plenty of room to gather with family and friends, while the well-appointed kitchen overlooks the heart of the home, making meal preparation and hosting effortless. The generous primary bedroom offers a peaceful retreat complete with its own ensuite, while two additional bedrooms provide ample space for children, guests or a home office. Outside, enjoy a private backyard that's perfect for summer barbecues, relaxing evenings or creating lasting family memories. The quiet court setting offers minimal traffic, making it an ideal place for kids to play and neighbours to connect. Location is everything, and this home delivers. Walk to excellent schools, beautiful parks, playgrounds, scenic walking trails, shopping, restaurants and everyday amenities. With quick access to major commuter routes and everything Bolton has to offer just minutes away, you'll enjoy the perfect balance of convenience and community. Move-in ready and located in one of Bolton's most desirable neighbourhoods, this is an incredible opportunity to own a wonderful family home in North Hill. Don't miss your chance to make it yours!|

47 Castelli Court, Caledon

Listing courtesy of RE/MAX EXPERTS.

$1,499,000
4 Beds ⋅ 3 Baths ⋅ W13606962 MLS® #
Set on a half-acre lot (100 x 219 ft) along Mississauga Rd between Mayfield and Old School, this two-storey detached home offers 4,250+ sq ft of total living space, 3,000 of it above grade. The main and upper levels were rebuilt in 2011 (plumbing, electrical and HVAC included) and upgraded steadily since. The heart of the home is a large executive kitchen: premium granite counters, wall-to-wallDon't miss this one.custom cabinetry, ceramic tile backsplash, and a breakfast bar. Stainless appliances include a double fridge (2025), two built-in ovens, built-in microwave, 36" gas cooktop and range hood carpet-free interior pairs hardwood in the living areas and bedrooms with ceramic tile in the foyer, kitchen, baths and basement. Pot lights, a natural oak staircase, upgraded baths with premium vanities, and a large multi-functional basement complete the layout. Outside, a driveway that holds 10+ vehicles, an in-ground saltwater pool, a stamped concrete patio, and a detached garage/workshop with hydro and insulation. Mechanicals are a genuine strength: the home is fully spray-foam insulated and runs on a geothermal furnace and A/C that keeps costs low for its size, plus an owned hot water tank, 200-amp service, drilled well with UV and sediment purification, water softener, and updated pump, pressure tank and sump systems. Space, land and unbeatable quality of life on Caledon's southern edge, minutes from Brampton. Don't miss this one. (id:5764)

12806 Mississauga Road, Caledon

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

$1,499,000
4 Beds ⋅ 3 Baths ⋅ W13606962 MLS® #
Set on a half-acre lot (100 x 219 ft) along Mississauga Rd between Mayfield and Old School, this two-storey detached home offers 4,250+ sq ft of total living space, 3,000 of it above grade. The main and upper levels were rebuilt in 2011 (plumbing, electrical and HVAC included) and upgraded steadily since. The heart of the home is a large executive kitchen: premium granite counters, wall-to-wallDon't miss this one.custom cabinetry, ceramic tile backsplash, and a breakfast bar. Stainless appliances include a double fridge (2025), two built-in ovens, built-in microwave, 36" gas cooktop and range hood carpet-free interior pairs hardwood in the living areas and bedrooms with ceramic tile in the foyer, kitchen, baths and basement. Pot lights, a natural oak staircase, upgraded baths with premium vanities, and a large multi-functional basement complete the layout. Outside, a driveway that holds 10+ vehicles, an in-ground saltwater pool, a stamped concrete patio, and a detached garage/workshop with hydro and insulation. Mechanicals are a genuine strength: the home is fully spray-foam insulated and runs on a geothermal furnace and A/C that keeps costs low for its size, plus an owned hot water tank, 200-amp service, drilled well with UV and sediment purification, water softener, and updated pump, pressure tank and sump systems. Space, land and unbeatable quality of life on Caledon's southern edge, minutes from Brampton. Don't miss this one.

12806 Mississauga Road, Caledon

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

$1,150,000
3 Beds ⋅ 3 Baths ⋅ W13606864 MLS® #
Rare Bungalow in Valleywood, approx 2000 sq ft, Excellent Lot 60 x124 Feet, Carpet Free Hardwood Throughout, 3 Bedroom, 3 Bath, Master with 4 pc Ensuite and Walk In Closet. Granite Counters. Roof 2020/Furnace February 2022. New Eves 2021 Hook up Gas Line for BBQ (id:5764)

128 Valleywood Boulevard, Caledon

Listing courtesy of RE/MAX REALTY SERVICES INC..

$1,150,000
3 Beds ⋅ 3 Baths ⋅ W13606864 MLS® #
Rare Bungalow in Valleywood, approx 2000 sq ft, Excellent Lot 60 x124 Feet, Carpet Free Hardwood Throughout, 3 Bedroom, 3 Bath, Master with 4 pc Ensuite and Walk In Closet. Granite Counters. Roof 2020/Furnace February 2022. New Eves 2021 Hook up Gas Line for BBQ

128 Valleywood Boulevard, Caledon

Listing courtesy of RE/MAX REALTY SERVICES INC..

$1,279,900
6 Beds ⋅ 5 Baths ⋅ W13605496 MLS® #
**2960 Sq Ft** //Greenpark Built Premium Stone Elevation With Finished Basement// Rare To Find 4+2 Bedrooms & 5 Washrooms// Luxury Stone Elevation Greenpark Built House in Southfields Village Of Caledon! Double Door Entry!! Separate Living, Dining & Family Rooms - Gas Fireplace In Family Room!! Hard Flooring in Main & 2nd Levels* Family Size Kitchen With Porcelain Floor, High-End Quartz Counter-Top, Backsplash & Built-In Appliances! Oak Stairs With Iron Pickets ! 3 Full Washrooms In 2nd Floor!! Master Bedroom Comes With Walk-In Closet & Fully Upgraded 5 Pcs Ensuite with Double Sink! **Carpet Free House** 4 Generous Size Bedrooms! Each Bedroom Is Connected To A Washroom! Freshly & Professionally Painted!! 2 Bedrooms Finished Basement With Full Washroom* Fully Done Driveway With Exposed Concrete! All Washrooms Counters Have Been Upgraded* Closet Organizers* Loaded With Exterior & Interior Pot Lights* Walking Distance To Etobicoke Creek, Parks, Schools, And Playground. Shows 10/10** (id:5764)

77 Deer Ridge Trail, Caledon

Listing courtesy of RE/MAX REALTY SERVICES INC..

$1,575,000
5 Beds ⋅ 3 Baths ⋅ W13606030 MLS® #
Welcome to your own private Caledon retreat, where nature, tranquility, and exceptional craftsmanship come together. A long, winding driveway leads you through a breathtaking canopy of towering whispering pines and mature hardwood forest, creating a truly unforgettable approach to this custom-built bungalow. Thoughtfully designed for comfortable living, the spacious bungalow features a fully finished walkout basement, abundant storage, and versatile living spaces ideal for family, entertaining, or multi-generational living. A Private Sanctuary in the Hills of Caledon. Welcome to an extraordinary 26-acre estate where nature, privacy, and timeless craftsmanship create a lifestyle that's second to none. Arrive home via a long, winding driveway through a majestic forest of towering whispering pines and mature hardwoods, setting the stage for this exceptional custom-built bungalow nestled in one of Caledon's most picturesque settings. Designed to embrace its spectacular surroundings, this energy-efficient home offers spacious, thoughtfully designed living with a fully finished walkout basement and an abundance of storage. Large windows invite the outdoors in, filling the home with natural light and showcasing peaceful views in every season .Step outside to an expansive multi-level deck, perfect for entertaining, family gatherings, or simply relaxing while immersed in the sights and sounds of nature. Explore your own private walking trails winding throughout the property, offering a true Muskoka-inspired retreat just minutes from the city. Despite its peaceful seclusion, you're only moments from Caledon's renowned restaurants, charming cafés, boutique shopping, golfing. Whether you're looking for a forever home, a peaceful escape, or a place where family and friends naturally gather, this remarkable property delivers. More than just a home, it's a destination you'll be proud to call your own, don't let this one pass you by. (id:5764)

5651 The Grange Side Road, Caledon

Listing courtesy of RE/MAX WEST REALTY INC..

$1,575,000
5 Beds ⋅ 3 Baths ⋅ W13606030 MLS® #
Welcome to your own private Caledon retreat, where nature, tranquility, and exceptional craftsmanship come together. A long, winding driveway leads you through a breathtaking canopy of towering whispering pines and mature hardwood forest, creating a truly unforgettable approach to this custom-built bungalow. Thoughtfully designed for comfortable living, the spacious bungalow features a fully finished walkout basement, abundant storage, and versatile living spaces ideal for family, entertaining, or multi-generational living. A Private Sanctuary in the Hills of Caledon. Welcome to an extraordinary 26-acre estate where nature, privacy, and timeless craftsmanship create a lifestyle that's second to none. Arrive home via a long, winding driveway through a majestic forest of towering whispering pines and mature hardwoods, setting the stage for this exceptional custom-built bungalow nestled in one of Caledon's most picturesque settings. Designed to embrace its spectacular surroundings, this energy-efficient home offers spacious, thoughtfully designed living with a fully finished walkout basement and an abundance of storage. Large windows invite the outdoors in, filling the home with natural light and showcasing peaceful views in every season .Step outside to an expansive multi-level deck, perfect for entertaining, family gatherings, or simply relaxing while immersed in the sights and sounds of nature. Explore your own private walking trails winding throughout the property, offering a true Muskoka-inspired retreat just minutes from the city. Despite its peaceful seclusion, you're only moments from Caledon's renowned restaurants, charming cafés, boutique shopping, golfing. Whether you're looking for a forever home, a peaceful escape, or a place where family and friends naturally gather, this remarkable property delivers. More than just a home, it's a destination you'll be proud to call your own, don't let this one pass you by.

5651 The Grange Side Road, Caledon

Listing courtesy of RE/MAX WEST REALTY INC..

$1,279,900
6 Beds ⋅ 5 Baths ⋅ W13605496 MLS® #
**2960 Sq Ft** //Greenpark Built Premium Stone Elevation With Finished Basement// Rare To Find 4+2 Bedrooms & 5 Washrooms// Luxury Stone Elevation Greenpark Built House in Southfields Village Of Caledon! Double Door Entry!! Separate Living, Dining & Family Rooms - Gas Fireplace In Family Room!! Hard Flooring in Main & 2nd Levels* Family Size Kitchen With Porcelain Floor, High-End Quartz Counter-Top, Backsplash & Built-In Appliances! Oak Stairs With Iron Pickets ! 3 Full Washrooms In 2nd Floor!! Master Bedroom Comes With Walk-In Closet & Fully Upgraded 5 Pcs Ensuite with Double Sink! **Carpet Free House** 4 Generous Size Bedrooms! Each Bedroom Is Connected To A Washroom! Freshly & Professionally Painted!! 2 Bedrooms Finished Basement With Full Washroom* Fully Done Driveway With Exposed Concrete! All Washrooms Counters Have Been Upgraded* Closet Organizers* Loaded With Exterior & Interior Pot Lights* Walking Distance To Etobicoke Creek, Parks, Schools, And Playground. Shows 10/10**

77 Deer Ridge Trail, Caledon

Listing courtesy of RE/MAX REALTY SERVICES INC..

$1,249,900
4 Beds ⋅ 4 Baths ⋅ W13605450 MLS® #
A rare opportunity to own a fully renovated home that is situated on a quiet and dead-end, family-friendly court. Children can safely play, and neighbours enjoy a true sense of community. Families will love the exceptional location, with several elementary schools within walking distance and two secondary schools within a 5 km radius. Parks, recreation facilities, shopping, restaurants, and everyday conveniences are all just minutes away. The main level showcases a spacious living room and a beautifully designed kitchen featuring a large island, elegant white cabinetry with gold accents, and stainless appliances. Enjoy direct walk-out access to the fully fenced yard where a large gazebo, perennial gardens and a beautiful fruit tree create a charming outdoor setting. The deck has been finished with waterproof paint for added durability and lasting enjoyment. An impressive upper-level family room offers a separate gathering space with soaring ceilings, oversized windows, and a stunning fireplace that adds warmth and character. Three bedrooms are privately situated from a separate staircase, each featuring custom feature-wall headboards that add both style and practical design. The finished lower level extends the home's versatility. The additional bedroom, kitchenette and impressive 4-piece bathroom are perfectly suited for multi-generational living, a guest suite or additional living space. Combining an outstanding location with modern design, this home is one you won't want to miss!

36 Coachwood Manor Court, Caledon

Listing courtesy of ONE PERCENT REALTY LTD..

$919,900
3 Beds ⋅ 3 Baths ⋅ W13604920 MLS® #
Rare Ravine Setting With No Homes Behind! This Beautifully Maintained 3-Bedroom Home Offers Over 1,690 Sq. Ft. In One Of Bolton's Most Desirable Neighbourhoods. The Main Floor Features Hardwood Flooring Throughout The Spacious Living And Dining Areas, While The Sun-Filled Eat-In Kitchen Includes Stainless Steel Appliances And A Walk-Out To The Deck Overlooking Peaceful Ravine Views. Upstairs, The Generous Primary Suite Offers A Private 4-Piece Ensuite, Accompanied By Two Additional Bedrooms, A Full 4-Piece Bath, And Convenient Upper-Level Laundry. The Finished Walk-Out Basement Provides A Large Recreation Room With Direct Access To A Professionally Landscaped Backyard Filled With Mature Perennial Gardens. Ideally Situated Close To Schools, Parks, Walking Trails, And The Caledon Centre for Recreation & Wellness.

92 Senator Way, Caledon

Listing courtesy of FOREST HILL REAL ESTATE INC..

$1,749,000
5 Beds ⋅ 6 Baths ⋅ W13603802 MLS® #
Welcome to this exceptional luxury residence in the prestigious Castles of Caledon community in Caledon East. Situated on a premium 44-foot lot, this nearly new, fully detached home offers over 4,500 sq. ft. of beautifully designed total living space, combining elegance, comfort, and functionality. The striking stone and stucco exterior creates impressive curb appeal, while the thoughtfully designed interior features a spacious family room, an inviting combined living and dining area, and a private main-floor den-ideal for a home office, study, or additional living space. At the heart of the home is a stunning chef-inspired kitchen, complete with premium stainless steel appliances, a large center island, ample cabinetry, and contemporary finishes, making it perfect for both everyday living and entertaining. Rich hardwood flooring and elegant crown molding flow throughout, enhancing the home's sophisticated character. The upper level boasts five generously sized bedrooms and five full bathrooms, including a luxurious primary retreat featuring a spacious walk-in closet and a spa-like 5-piece ensuite. A separate side entrance leads to the unfinished basement, offering endless possibilities for future customization, additional living space, or potential income opportunities. Move-in ready and meticulously maintained, this remarkable property presents a rare opportunity to own a luxury home in one of Caledon East's most sought-after communities, close to parks, schools, amenities, and major commuter routes. Experience modern luxury, exceptional space, and outstanding value in the heart of Caledon East.

87 James Walker Avenue, Caledon

Listing courtesy of COLDWELL BANKER SUN REALTY.

$1,649,900
7 Beds ⋅ 4 Baths ⋅ W13603620 MLS® #
Set on a generous 80-foot-wide lot in one of Inglewood's most sought-after enclaves, this beautifully maintained home offers over 3,100 sq. ft. above grade - one of the largest floor plans in the community - plus a newer fully finished walk-out lower level. Sunlight pours through every window, filling the home with warmth and light. The main floor lives large: a gracious living and dining room, an expansive family room with fireplace, and a family-sized kitchen with granite counters and stone backsplash - all wrapped in rich hardwood. A main-floor bedroom flexes effortlessly into a home office, or guest room. Step out to a generous deck with stairs down to a private, tree-lined backyard retreat - lush, landscaped, and made for summer evenings. Upstairs, four spacious bedrooms give everyone room to spread out, anchored by a large primary with ensuite. Below, the newly finished walk-out level adds two more bedrooms, with a wet bar, and a bright spacious living space with direct backyard access - ideal for extended family, an in-law suite, a home gym, or a rec retreat. Minutes from top-rated schools, parks, trails, and the charming Village of Inglewood, this is a rare chance to own space, privacy, and comfort in a neighbourhood people wait years to join. Book your showing today.

76 North Riverdale Drive, Caledon

Listing courtesy of ELIXIR REAL ESTATE INC..

$5,499,000
4 Beds ⋅ 4 Baths ⋅ W13601824 MLS® #
Extraordinary Caledon estate where privacy, a tranquil setting, natural beauty, and endless opportunity come together on approximately 86 spectacular acres. Tucked away among the rolling hills, this remarkable property offers an exceptional blend of open pasture, productive hay fields, mature hardwood forest, scenic trails, and breathtaking countryside views in every direction. The beautiful home is designed to embrace its surroundings, featuring soaring ceilings, expansive windows that flood the interior with natural light and an open-concept layout. The fully finished walkout lower level seamlessly extends your living space outdoors, leading to a resort-inspired backyard complete with a saltwater inground pool, spacious patios, and multiple areas to relax while taking in the peaceful landscape. For those seeking space to work, create, or operate a business from home, the impressive approximately 3,000 sq. ft. heated workshop offers exceptional flexibility with dedicated office space, generous storage, and room for countless uses. The property also features a traditional barn and fenced pasture with convenient livestock watering access, making it well suited for hobby farming, equestrian pursuits, or a variety of agricultural ventures. Whether you're dreaming of a family estate, multi-generational living, a home-based business, hobby farm, or simply investing in one of Caledon's most desirable rural settings, this property offers outstanding potential both today and for the future. Minutes from the amenities of Caledon and within easy commuting distance to Pearson International Airport and the GTA. Enjoy nearby golf courses, equestrian facilities, skiing, cycling, hiking trails, charming restaurants, boutique shopping, and excellent schools-all while coming home to a setting that feels worlds away. A truly rare offering where lifestyle, land, and limitless possibilities meet. (id:5764)

18250 Duffy's Lane, Caledon

Listing courtesy of COLDWELL BANKER RONAN REALTY.

$1,269,000
5 Beds ⋅ 5 Baths ⋅ W13603010 MLS® #
A Rare Family Floor Plan That Simply Doesn't Come Along Often! Situated on a premium corner lot with no neighbours directly across the street and ample parking for family and guests, this extensively renovated 5-bedroom, 5-bathroom home combines exceptional craftsmanship with a layout designed for modern family living.The beautiful and extensively renovated hoem has quality finishes throughout, featuring impressive 24"x48" porcelain tile, engineered hardwood flooring (no carpet), custom trim and millwork, and a stunning eat-in kitchen complete with updated cabinetry, modern countertops, stylish backsplash, and newer stainless steel appliances (2024). Bright, elegant and move-in ready, every detail has been thoughtfully considered.What truly sets this home apart is its hard to find upper-level design, where every bedroom enjoys ensuite bathroom access. The spacious primary suite offers a walk-in closet and spacious 5-piece spa-inspired ensuite, while the remaining bedrooms each benefit from either a private or semi-ensuite bathroom, creating unmatched comfort, privacy and convenience for children, guests, or multi-generational families.The finished basement expands the living space with a large recreation room, fifth bedroom and full 3-piece bathroom, making it ideal for extended family, teenagers, guests or a home office.Additional updates include a new roof (2019), high-efficiency furnace (2023), and luxury zebra blinds (2025). Ideally located close to parks, schools, recreation facilities and the future GO Station expansion, this exceptional home offers a rare combination of premium renovations, thoughtful design and one of the most desirable family-friendly layouts available in the wonderful and family friendly Town of Bolton.

59 Tarquini Crescent, Caledon

Listing courtesy of The Richie Group Inc..

$1,419,900
4 Beds ⋅ 3 Baths ⋅ W13602998 MLS® #
Welcome to this beautifully renovated home in the highly sought-after North Bolton community! Offering over 3,250 sq. ft. of finished living space, this stunning residence has been extensively updated over the past few years and features an open-concept layout designed for modern living and effortless entertaining. The custom kitchen showcases premium built-in appliances, a large centre island, and flows seamlessly into the family room and dining area with a stylish breakfast bar countertop. Elegant pot lights throughout the home create a bright and inviting atmosphere. The main level also features a beautiful private office, ideal for working from home, along with a functional mudroom complete with custom built-in storage and a convenient side entrance. Offering 4 spacious bedrooms and 3 updated bathrooms, this home is designed with comfort in mind, including a luxurious main bathroom with heated floors. The finished basement expands your living space with a spacious recreation room, dedicated gym area, and an oversized laundry room, making it perfect for family living and entertaining. Set on a premium ravine lot with direct access to scenic walking trails, the backyard is a private oasis featuring a custom 14' x 14' gazebo, a large custom-built deck, built-in outdoor barbecue, mini fridge, cold plunge, outdoor storage room, and a separate garden shed-perfect for entertaining or relaxing in a peaceful setting. Additional highlights include a new roof (2024), exceptional craftsmanship and quality finishes throughout, and an unbeatable location close to top-rated schools, shopping, banks, parks, and with easy access to Highway 427 & Highway 50. Situated in a quiet, family-friendly neighbourhood, this exceptional turnkey home offers the perfect blend of luxury, comfort. This beautifully renovated home is a must-see property, offering exceptional quality, and thoughtful design, and an outstanding lifestyle in one of North Bolton's most desirable neighbourhoods.**

75 St Michaels Crescent, Caledon

Listing courtesy of ROYAL LEPAGE FLOWER CITY REALTY.

$1,199,999
4 Beds ⋅ 3 Baths ⋅ W13602086 MLS® #
Nestled in the idyllic Village of Inglewood, this charming 4 bedroom stone home is overflowing with character and timeless curb appeal. From the impressive front facade through to the over 350 feet deep expansive yard this property is sure to please! A 2001 addition and numerous upgrades have all taken into consideration the original stonework, workmanship and historic nature of the home resulting in a seamless transition from old to new. Inside you'll discover more stunning stonework, spacious principal rooms, and a warm, welcoming atmosphere. Backyard is a private and lush sanctuary. A peaceful and tranquil space adorned with charming water features. Property depth extends right through to Lorne Street offering an almost 65 feet frontage in the rear. Walk out from the kitchen and enjoy morning coffee on the covered stone patio. Relax and enjoy the hot tub and gazebo while enjoying nature's views. The heart and soul of the home is the bright sun filled kitchen. Open concept entertaining area boasts a stunning stone feature wall, stone floors, large center island/breakfast bar, appliances, coffee station area and French doors opening to the covered patio. Gas hook up for BBQ. Spacious living room and large formal dining room with barn doors. Side door entrance and 2-piece main floor powder room with vanity round off the main level. Upper level provides 4 good-sized bedrooms, with the primary enjoying its own 4 piece ensuite and a spectacular walk out to lovely terrace overlooking the extensive backyard. 2 full bathrooms both with heated flooring. Finished lower level provides a cozy recreation room with a fireplace, stone flooring, laundry room and storage area.

15626 Mclaughlin Road, Caledon

Listing courtesy of ROYAL LEPAGE FLOWER CITY REALTY.

$5,499,000
4 Beds ⋅ 4 Baths ⋅ W13601824 MLS® #
Extraordinary Caledon estate where privacy, a tranquil setting, natural beauty, and endless opportunity come together on approximately 86 spectacular acres. Tucked away among the rolling hills, this remarkable property offers an exceptional blend of open pasture, productive hay fields, mature hardwood forest, scenic trails, and breathtaking countryside views in every direction. The beautiful home is designed to embrace its surroundings, featuring soaring ceilings, expansive windows that flood the interior with natural light and an open-concept layout. The fully finished walkout lower level seamlessly extends your living space outdoors, leading to a resort-inspired backyard complete with a saltwater inground pool, spacious patios, and multiple areas to relax while taking in the peaceful landscape. For those seeking space to work, create, or operate a business from home, the impressive approximately 3,000 sq. ft. heated workshop offers exceptional flexibility with dedicated office space, generous storage, and room for countless uses. The property also features a traditional barn and fenced pasture with convenient livestock watering access, making it well suited for hobby farming, equestrian pursuits, or a variety of agricultural ventures. Whether you're dreaming of a family estate, multi-generational living, a home-based business, hobby farm, or simply investing in one of Caledon's most desirable rural settings, this property offers outstanding potential both today and for the future. Minutes from the amenities of Caledon and within easy commuting distance to Pearson International Airport and the GTA. Enjoy nearby golf courses, equestrian facilities, skiing, cycling, hiking trails, charming restaurants, boutique shopping, and excellent schools-all while coming home to a setting that feels worlds away. A truly rare offering where lifestyle, land, and limitless possibilities meet.

18250 Duffy's Lane, Caledon

Listing courtesy of COLDWELL BANKER RONAN REALTY.

$2,550,000
5 Beds ⋅ 3 Baths ⋅ W13597554 MLS® #
Custom bungalow offering over 5,000 sq ft of finished living space in Bolton. Situated on just over 1/2 an acre. Surrounded by open fields along the rear and north side, this property delivers a rare combination of privacy, and space. The home features a large covered front porch and massive interlocked driveway providing ample private parking, complemented by a double car garage with interior access. Spacious main level highlighted by large windows that flood the home with natural light. The functional layout includes 3 generously sized bedrooms, 2 bathrooms (including a 5-piece ensuite), a private office, and a large living room with a fireplace and walk-out to the backyard patio. The main kitchen features an island, breakfast bar, and separate dining area. An additional front family room and formal dining/entertainment space provide flexibility forgatherings and everyday comfort.The fully finished basement offers a separate entrance, ideal for an in-law suite or potential rental income. Basement includes a 2nd full kitchen & dining area, 2 additional bedrooms, aspacious living room with a cozy wood-burning fireplace, and a large entertainment area complete with a wet bar, coffee/drink station, and pool table setup. A dedicated laundry area,storage, and workshop space complete the lower level.The backyard features a large patio area perfect for entertaining, along with expansive greenspace ideal for families, outdoor activities, or simply enjoying the peaceful surroundings. A rare opportunity to own a sprawling bungalow on a premium lot with multi-generational living potential in a highly sought-after location. (id:5764)

12792 Humber Station Road, Caledon

Listing courtesy of RE/MAX EXPERTS.

$1,095,000
3 Beds ⋅ 4 Baths ⋅ W13598464 MLS® #
Potential for a Legal Basement Apartment Without Paying Hundreds of Thousands More for a Home That Does Not Comply with By-Laws! Do Not Miss This Opportunity to Use a Fully Finished Basement to Suit Your Family's Needs! Avoid Non-Conforming Properties and Expensive Fines for By-Law Violations with This Unspoiled Home, Loved by Its Original Owners! This gorgeous detached brick home in the heart of Caledon is where modern comfort meets exceptional flexibility and future value. Situated on an oversized, extra-wide lot with outstanding curb appeal, manicured landscaping, and a double-car garage, this move-in-ready home offers an exciting opportunity for families, multi-generational living, or buyers exploring future income potential.One of this home's standout features is its expansive finished lower level, offering incredible versatility with the potential for additional bedrooms, a private in-law suite, or a future secondary basement apartment.A bright, open-concept main floor filled with natural light from its desirable southwest exposure features spacious living and dining areas that flow seamlessly into the modern kitchen with quality finishes, ample cabinetry, and a functional layout for everyday living and entertaining.Upstairs, the generously sized bedrooms provide comfort and privacy, while the lower level offers endless possibilities. Whether you're envisioning extra family living space, guest accommodations, a home office, or future rental income, this flexible layout is ready to grow with you.Step outside to your private backyard oasis featuring mature landscaping and room to relax, entertain, or enjoy family and friends.Located in one of Caledon's most desirable communities, close to parks, schools, shopping, and major commuter routes, this exceptional property offers the perfect combination of lifestyle, flexibility, and long-term investment potential. A rare opportunity to own a premium lot with the space and layout to make your vision a reality. (id:5764)

30 Cedarholme Avenue, Caledon

Listing courtesy of RE/MAX EXPERTS.

$1,079,000
4 Beds ⋅ 4 Baths ⋅ W13597720 MLS® #
Beautifully updated and move-in ready family home in Caledon's quiet, safe and highly desirable community of Valleywood. Offering approximately 2,200 sq ft above grade plus a finished basement, this bright and meticulously maintained home is perfect for first-time buyers or growing families. Freshly painted throughout, the functional layout features a combined living and dining room, an upgraded kitchen with stainless steel appliances, and a sunny breakfast area with walk-out to the patio and private backyard. Enjoy exceptional privacy with no neighbours behind, backing onto a large park with mature trees creating a peaceful natural setting. The shed has power and makes a great workshop. A standout feature of the home is the spacious separate family room located between the main and second floor, complete with soaring cathedral ceilings and a cozy gas fireplace, the perfect place for relaxing or family movie nights.Upstairs offers three generously-sized bedrooms including a spacious primary retreat with a large walk-in closet and renovated 4-piece ensuite. A second bedroom also features a walk-in closet, while the third bedroom enjoys access to a 4-piece semi-ensuite.The finished basement adds incredible living space with brand new laminate flooring, a large rec room with built-in bookcases, wet bar, second laundry room, plenty of room for entertaining, games or a home gym, plus an additional bedroom and a 3-piece bathroom. Ideally located within walking distance to parks, trails and the library, and just minutes to shopping, everyday conveniences and Highway 410 for easy commuting. Situated in the sought-after Mayfield Secondary School district, this is the perfect place to start or grow your family! (id:5764)

150 Royal Valley Drive, Caledon

Listing courtesy of RE/MAX REALTY SERVICES INC..

$2,999,999
6 Beds ⋅ 7 Baths ⋅ W13598670 MLS® #
Experience luxury in this newly constructed custom estate set on a rare premium 70' x 342' lot spanning over half an acre. Offering more than 6,200 sq. ft. of sophisticated above-grade living space plus an unfinished 3,000 sq. ft. basement with 10-ft ceilings and multiple walkouts, this exceptional home is designed for grand entertaining and comfortable everyday living. Thoughtfully crafted with premium finishes throughout, it features 6 spacious bedrooms, 6.5 bathrooms, and a private elevator connecting all floors.The main level showcases soaring 11-ft ceilings, heated floors, oversized windows, premium hardwood and large-format tile flooring, along with a convenient main-floor bedroom with its own ensuite. The chef-inspired kitchen is equipped with premium JennAir appliances, a spacious spice kitchen, walk-in pantry, wet bar, and generous prep space. Upstairs, each bedroom offers its own ensuite, creating the perfect retreat for family and guests.Additional highlights include a smart home system, built-in speakers, and a 400-amp electrical panel. Ideally located just minutes from Highway 410, top-rated schools, conservation areas, Caledon Trail, Osprey Valley Golf Club, and Caledon Ski Club, this remarkable estate offers the perfect blend of luxury, privacy, and convenience.

2882 Charleston Side Road, Caledon

Listing courtesy of TEAM PANAG REAL ESTATE INC..

$1,095,000
3 Beds ⋅ 4 Baths ⋅ W13598464 MLS® #
Potential for a Legal Basement Apartment Without Paying Hundreds of Thousands More for a Home That Does Not Comply with By-Laws! Do Not Miss This Opportunity to Use a Fully Finished Basement to Suit Your Family's Needs! Avoid Non-Conforming Properties and Expensive Fines for By-Law Violations with This Unspoiled Home, Loved by Its Original Owners! This gorgeous detached brick home in the heart of Caledon is where modern comfort meets exceptional flexibility and future value. Situated on an oversized, extra-wide lot with outstanding curb appeal, manicured landscaping, and a double-car garage, this move-in-ready home offers an exciting opportunity for families, multi-generational living, or buyers exploring future income potential.One of this home's standout features is its expansive finished lower level, offering incredible versatility with the potential for additional bedrooms, a private in-law suite, or a future secondary basement apartment.A bright, open-concept main floor filled with natural light from its desirable southwest exposure features spacious living and dining areas that flow seamlessly into the modern kitchen with quality finishes, ample cabinetry, and a functional layout for everyday living and entertaining.Upstairs, the generously sized bedrooms provide comfort and privacy, while the lower level offers endless possibilities. Whether you're envisioning extra family living space, guest accommodations, a home office, or future rental income, this flexible layout is ready to grow with you.Step outside to your private backyard oasis featuring mature landscaping and room to relax, entertain, or enjoy family and friends.Located in one of Caledon's most desirable communities, close to parks, schools, shopping, and major commuter routes, this exceptional property offers the perfect combination of lifestyle, flexibility, and long-term investment potential. A rare opportunity to own a premium lot with the space and layout to make your vision a reality.

30 Cedarholme Avenue, Caledon

Listing courtesy of RE/MAX EXPERTS.

$1,079,000
4 Beds ⋅ 4 Baths ⋅ W13597720 MLS® #
Beautifully updated and move-in ready family home in Caledon's quiet, safe and highly desirable community of Valleywood. Offering approximately 2,200 sq ft above grade plus a finished basement, this bright and meticulously maintained home is perfect for first-time buyers or growing families. Freshly painted throughout, the functional layout features a combined living and dining room, an upgraded kitchen with stainless steel appliances, and a sunny breakfast area with walk-out to the patio and private backyard. Enjoy exceptional privacy with no neighbours behind, backing onto a large park with mature trees creating a peaceful natural setting. The shed has power and makes a great workshop. A standout feature of the home is the spacious separate family room located between the main and second floor, complete with soaring cathedral ceilings and a cozy gas fireplace, the perfect place for relaxing or family movie nights.Upstairs offers three generously-sized bedrooms including a spacious primary retreat with a large walk-in closet and renovated 4-piece ensuite. A second bedroom also features a walk-in closet, while the third bedroom enjoys access to a 4-piece semi-ensuite.The finished basement adds incredible living space with brand new laminate flooring, a large rec room with built-in bookcases, wet bar, second laundry room, plenty of room for entertaining, games or a home gym, plus an additional bedroom and a 3-piece bathroom. Ideally located within walking distance to parks, trails and the library, and just minutes to shopping, everyday conveniences and Highway 410 for easy commuting. Situated in the sought-after Mayfield Secondary School district, this is the perfect place to start or grow your family!

150 Royal Valley Drive, Caledon

Listing courtesy of RE/MAX REALTY SERVICES INC..

$1,329,000
6 Beds ⋅ 6 Baths ⋅ W13596232 MLS® #
Experience Luxury Family Living In This Stunning Almost 3,500 Sq. Ft. Detached Home. Ideally Situated On A Premium Oversized Pie-Shaped Lot, Under 4 Years Old And Showcasing Over $250,000 In Builder Upgrades. This Exceptional 6-Bedroom, 6-Bathroom Residence Offers The Perfect Blend Of Style, Space, Privacy, And Functionality. Highlights Include 10-Foot Ceilings On The Main Floor, 9-Foot Ceilings Upstairs, Smooth Ceilings Throughout, Tall Doors And Windows, Upgraded Hardwood Flooring On Both Levels, And A Main-Floor Bedroom With A Private 4-Piece Ensuite. The Spectacular Extended Kitchen Features A 10-Foot Waterfall Island, A Gourmet Jennair Kitchen, And A 48-Inch Refrigerator, Making It Ideal For Entertaining And Everyday Family Living. The Primary Retreat Boasts An Architectural Tray Ceiling, His-And-Hers Closets, And A Spa-Inspired 6-Piece Ensuite, While The Additional Bedrooms Offer Private Ensuite Or Jack-And-Jill Bathroom Access. Complete With Upgraded Quartz Countertops, Modern Finishes, Premium Tile Work, And A Builder-Provided Side Entrance To The Basement, This Remarkable Home Is A Must-See. (id:5764)

62 Royal Fern Crescent, Caledon

Listing courtesy of HOUSESIGMA INC..

$2,550,000
5 Beds ⋅ 3 Baths ⋅ W13597554 MLS® #
Custom bungalow offering over 5,000 sq ft of finished living space in Bolton. Situated on just over 1/2 an acre. Surrounded by open fields along the rear and north side, this property delivers a rare combination of privacy, and space. The home features a large covered front porch and massive interlocked driveway providing ample private parking, complemented by a double car garage with interior access. Spacious main level highlighted by large windows that flood the home with natural light. The functional layout includes 3 generously sized bedrooms, 2 bathrooms (including a 5-piece ensuite), a private office, and a large living room with a fireplace and walk-out to the backyard patio. The main kitchen features an island, breakfast bar, and separate dining area. An additional front family room and formal dining/entertainment space provide flexibility forgatherings and everyday comfort.The fully finished basement offers a separate entrance, ideal for an in-law suite or potential rental income. Basement includes a 2nd full kitchen & dining area, 2 additional bedrooms, aspacious living room with a cozy wood-burning fireplace, and a large entertainment area complete with a wet bar, coffee/drink station, and pool table setup. A dedicated laundry area,storage, and workshop space complete the lower level.The backyard features a large patio area perfect for entertaining, along with expansive greenspace ideal for families, outdoor activities, or simply enjoying the peaceful surroundings. A rare opportunity to own a sprawling bungalow on a premium lot with multi-generational living potential in a highly sought-after location.

12792 Humber Station Road, Caledon

Listing courtesy of RE/MAX EXPERTS.

$1,329,000
6 Beds ⋅ 6 Baths ⋅ W13596232 MLS® #
Experience Luxury Family Living In This Stunning Almost 3,500 Sq. Ft. Detached Home. Ideally Situated On A Premium Oversized Pie-Shaped Lot, Under 4 Years Old And Showcasing Over $250,000 In Builder Upgrades. This Exceptional 6-Bedroom, 6-Bathroom Residence Offers The Perfect Blend Of Style, Space, Privacy, And Functionality. Highlights Include 10-Foot Ceilings On The Main Floor, 9-Foot Ceilings Upstairs, Smooth Ceilings Throughout, Tall Doors And Windows, Upgraded Hardwood Flooring On Both Levels, And A Main-Floor Bedroom With A Private 4-Piece Ensuite. The Spectacular Extended Kitchen Features A 10-Foot Waterfall Island, A Gourmet Jennair Kitchen, And A 48-Inch Refrigerator, Making It Ideal For Entertaining And Everyday Family Living. The Primary Retreat Boasts An Architectural Tray Ceiling, His-And-Hers Closets, And A Spa-Inspired 6-Piece Ensuite, While The Additional Bedrooms Offer Private Ensuite Or Jack-And-Jill Bathroom Access. Complete With Upgraded Quartz Countertops, Modern Finishes, Premium Tile Work, And A Builder-Provided Side Entrance To The Basement, This Remarkable Home Is A Must-See.

62 Royal Fern Crescent, Caledon

Listing courtesy of HOUSESIGMA INC..

$1,099,900
5 Beds ⋅ 3 Baths ⋅ W13593210 MLS® #
Beautiful well maintained, move-in-ready, very spacious 2,250 sq. ft., 4 + 1 bedroom, 3 bathroom detached Bungalow, situated on a 1 acre lot. Prime location, with peaceful rural ambiance and close to all amenities. Large spacious custom oak kitchen features built-in oven, kitchen island and lots of cupboard space. Walkout from kitchen to a large two tier deck, great for bbq's and entertaining. Huge family room with gas fireplace, wooden beams and walkout to side yard. Beautifully landscaped stone patio front entrance and mature trees, giving you your own private oasis, great for entertaining and relaxation. Garage entry from house and large mud room. 4 spacious bedrooms on main level, great for family and office space. Lower level with separate entrance & Armorstone landscaping, is perfect for guests or in-law suite with its living area, bedroom, recreational space and cedar sauna. Huge room with workbench, allowing for ample storage or future projects. Separate heated workshop with two garage doors and man door. This home combines both comfort and convenience. Minutes to Caledon Village, five (5) minutes south of the quaint town of Orangeville on Hwy. 10, close to parks, schools, recreation centers, shopping, grocery stores, restaurants & all amenities. Located close to major highways. (id:5764)

19290 Hurontario Street, Caledon

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

$1,249,900
4 Beds ⋅ 4 Baths ⋅ W13593018 MLS® #
This bungalow offers over 3,300 sq. ft. of finished living space with a separate entrance, making it ideal for multi-generational living or income potential. Located on a quiet cul-de-sac in a family-friendly neighbourhood, the private backyard overlooks a parkette and features a saltwater pool with slide, spa/hot tub, gazebo, mature trees, and wrought iron gate access on both sides.The open-concept main floor features spacious living and dining areas, a large kitchen, a family room with a three-sided fireplace, and a walkout to an expansive deck overlooking the backyard.The spacious primary suite includes a beautifully updated ensuite with heated floors and a walk-in closet. Two additional bedrooms, a full bath, main-floor laundry, and direct garage access complete the main level.The bright above-grade walkout lower level offers a second kitchen, generous living and dining areas, a private bedroom with ensuite, French doors, a separate entrance, and a laundry rough-in.A rare opportunity to own a spacious home with flexible living space, exceptional outdoor amenities, and a prime location in one of Valleywood's most desirable neighbourhoods. (id:5764)

8 Vista View Court, Caledon

Listing courtesy of KELLER WILLIAMS PORTFOLIO REALTY.