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20364 St. Andrews Road, Caledon
$1,699,000
4 Beds ⋅ 3 Baths ⋅ W13065304 MLS
2-Storey House On 8-10 Acre Farm, Less Than 1 Hour Escape From Toronto. Estate Homes In The Vicinity. An Oasis Of Tranquility And Peace. Use It As A Farm, Your Home Or Even As A Contractor's Yard. The Existing House Has 3 Bedrooms, And 3 Bathrooms. It Features A Large Inter looking Patio, Some New Windows, A New Bathroom, New Shed (All In 2018). The Property Features A Large Barn (In As Is Condition) With Water Service And Electricity.

20364 St. Andrews Road, Caledon
20364 St. Andrews Road, Caledon
$1,699,000
3 Baths ⋅ W13065306 MLS
8-10 Acre Farm With 2-Storey House, Less Than 1 Hour Escape From Toronto. Estate Homes In The Vicinity. An Oasis Of Tranquility And Peace. Use It As A Farm, Your Home Or Even As A Contractor's Yard. The Existing House Has 3 Bedrooms, And 3 Bathrooms. It Features A Large Inter looking Patio, Some New Windows, A New Bathroom, New Shed (All In 2018). The Property Features A Large Barn (In As Is Condition) With Water Service And Electricity.

20364 St. Andrews Road, Caledon
44 George Crescent, Caledon
$1,695,000
5 Beds ⋅ 4 Baths ⋅ W13802896 MLS
Welcome to 44 George Crescent - an exceptional country estate in the prestigious executive community of Caledon East. Set on a spectacular 2-acre property surrounded by mature trees and established landscaping, this beautifully maintained all-brick, two-storey home offers over 5,000 sq. ft. of finished living space, combining timeless character, generous proportions, and remarkable privacy. The grounds are truly special, featuring mature trees, berry bushes, established gardens, and picturesque views. The expansive backyard offers a peaceful private retreat with plenty of room for entertaining, gardening, and enjoying the outdoors. Inside, the home offers four bedrooms and an impressive array of principal rooms, including a family room with fireplace, formal living and dining rooms, dedicated home office, and a large eat-in kitchen. The recently updated kitchen is bright and functional, with a walkout providing direct access to the beautiful backyard. Upstairs, a skylight floods the bedroom-level hallway with natural light, creating a bright and welcoming atmosphere. The finished lower level provides exceptional additional living space, featuring a huge recreation room, gym area, games room, potential additional bedroom, fireplace insert, and walkout to the private grounds - perfect for family activities, entertaining, hobbies, or a guest/teen retreat. Additional features include multiple fireplaces, an outstanding three-car garage, and several large garden sheds providing excellent storage and workspace. Caledon East offers an outstanding family lifestyle, with excellent schools, arenas, a swimming pool, tennis courts, soccer fields, and the Caledon Trailway all nearby.44 George Crescent is more than a home - it is a private country retreat in one of Caledon's most desirable communities, where nature, recreation, and everyday amenities are all at your fingertips.

44 George Crescent, Caledon
87 James Walker Avenue, Caledon
$1,690,000
5 Beds ⋅ 6 Baths ⋅ W13670942 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
Lot 29 Con. 8 Highway 9 N/A, Caledon
$1,689,000
W13832504 MLS
Rare opportunity to build your dream home on a stunning ~14.4-acre lot in the prestigious Palgrave community, surrounded by luxurious multi-million-dollar estate residences. This gently rolling parcel, inspired by golf course greens, offers hydro on-site and exceptional privacy, with a natural thicket of trees ideally positioned for a secluded build. The lot includes permits and architectural drawings for a 5,000 sq ft estate featuring a pool and cabana, along with an additional proposal for a striking 10,000 sq ft modern residence. Majestic mature trees and private trails enhance the property's natural beauty, all while being just 15 minutes from Bolton and 40 minutes from Toronto. Whether you're planning a personal estate or seeking a high-potential investment, this property offers unmatched potential. Seller may consider VTB financing for qualified buyers. Buyer and their lawyer to conduct their own due diligence.

Lot 29 Con. 8 Highway 9 N/A, Caledon
5 Massari Street, Caledon
$1,685,000
4 Beds ⋅ 3 Baths ⋅ W13224500 MLS
Welcome to this beautifully renovated bungalow in the heart of Caledon Village, offering the perfect blend of modern comfort and country charm. Situated on over half acre of meticulously landscaped property, this exceptional home features 3+1 spacious bedrooms and 3 bathrooms designed for both everyday living and tranquility. Step inside to discover a bright open-concept layout with stylish finishes and seamless flow throughout the main living areas. The renovated kitchen overlooks the dining and living spaces creating an inviting atmosphere for family gatherings and hosting guests. The fully finished basement provides additional living space with ample space for a gym, games room, and full entertainment. The space can easily be transformed into an excellent in-law suite offering flexibility for extended family, guests, or future income opportunities. Outside, enjoy your own private backyard retreat complete with mature landscaping, an in-ground pool, and plenty of green space to relax and unwind. Car enthusiats, hobbyists, and growing families will appreciate the impressive 3-car garage with ample outdoor parking. Located in the deisrable community of Caledon Village, this move-in ready home offers the tranquility of country living while remaining conveniently close to schools, parks, and major commuter routes. A rare opportunity to own a turn-key bungalow on a premium lot - don't miss it!

5 Massari Street, Caledon
15246 The Gore Road, Caledon
$1,650,000
5 Beds ⋅ 3 Baths ⋅ W13507596 MLS
POWER OF SALE. CONTRACTOR & INVESTOR DREAM! A spectacular value-add opportunity awaits in this custom-designed, all-brick bungalow nestled on a magnificent 1.21-acre, tree-lined gated lot in prestigious Caledon. Surrounded by multi-million dollar luxury estates, this property combines incredible architectural bones, a grand footprint, and massive sweat-equity potential. Main Level Layout: Step through a double-door entry into an expansive L-shaped foyer, highlighted by a dramatic, sun-drenched skylight and a soaring curved oak staircase. The primary living space features premium crown molding and a massive bay window, leading into a separate den anchored by a brick fireplace. The oversized eat-in kitchen includes an center island layout, stainless steel appliances, and sleek oversized floor tiles. Offers 3 main-floor bedrooms, including a primary retreat with a walk-in closet and a 3-piece ensuite. Income/Multi-Family Ready Lower Level: The elevated, above-ground walk-out basement is a separate living oasis. It features a stunning stone-surround wood stove, custom built-ins, and a bar area convertible into a full second kitchen. Complete with 2 additional bright bedrooms, a flexible home office/den, a full bathroom, a bright double-door mudroom entry, and dedicated laundry. Ideal for rental income or multi-generational families. The Grounds: The sprawling 1.21-acre property is a private country escape, surrounded by mature trees. It includes a massive detached 3-car garage/workshop, a large paved yard with parking for 13+ vehicles, a stone patio, and a fenced chicken coop area. Property sold strictly "As-Is, Where-Is" under Power of Sale. RREA related to Seller.

15246 The Gore Road, Caledon
95 Pembrook Street, Caledon
$1,649,999
5 Beds ⋅ 5 Baths ⋅ W13830262 MLS
Welcome to this brand new 3581 sqft, luxury home located in one of Bolton's most desirable, family-friendly neighbourhoods. Situated on a premium 48 ft x 164 ft pool-sized lot, this exceptional residence offers the perfect blend of space, style, and modern comfort. Boasting 5 spacious bedrooms and 5 beautifully finished bathrooms, including an added second-level bathroom, this home is designed to accommodate growing families and multi-generational living. Enjoy 9-foot ceilings on the main floor, creating a bright and open atmosphere throughout. The interior showcases luxury vinyl flooring throughout with no carpet, combining durability with a sleek, contemporary aesthetic. The heart of the home is the stunning kitchen, featuring quartz countertops, a large centre island, and brand new stainless steel appliances, perfect for both everyday living and entertaining. A separate side entrance to the basement offers excellent future potential for an in-law suite or income opportunity. The home is backed by Tarion New Home Warranty, providing long-term peace of mind and quality craftsmanship. Located in a low-crime, family-oriented neighbourhood, just steps from parks, and close to top-rated schools, shopping, restaurants, and all essential amenities, this home delivers an exceptional lifestyle in Bolton's premium location. A rare opportunity to own a brand new home on an oversized lot.

95 Pembrook Street, Caledon
46 Ingleview Drive, Caledon
$1,649,000
6 Beds ⋅ 5 Baths ⋅ W13619938 MLS
Spacious 4,340 square feet dwelling (as per MPAC) on a 1.5 acre lot with 3-car garage and a self-contained apartment above the garages. Apartment consists of a kitchen, living room with skylight and walk-out to deck, 2 bedrooms and a 3-piece washroom.

46 Ingleview Drive, Caledon
13199 Centreville Creek Road, Caledon
$1,600,000
6 Beds ⋅ 3 Baths ⋅ W13789142 MLS
**RARE CALEDON COUNTRY PROPERTY WITH EXCEPTIONAL GARAGE & PARKING CAPACITY!** Renovated bungalow in south Caledon offering exceptional space for family living and entertaining. The main level features 4 bedrooms with smooth ceilings, updated washrooms with glass showers, laminate flooring, and an open foyer flowing to the newer kitchen with quartz counters, matching backsplash, oversized centre island and porcelain tile through the kitchen and breakfast area. The walk-out lower level adds 2 bedrooms and a kitchen. Enjoy a large enclosed front terrace of approximately 600 sq. ft. with 19-ft ceilings, 2 skylights and stamped concrete-an impressive recreation space for family and guests. Two double garages on the both sides of home, plus a detached 3-bay garage at the rear. Circular/in-and-out drive accommodates approximately 15 vehicles. Notable updates include basement kitchen (2018), main-floor washrooms (2019), flooring/open-concept kitchen/paint (2021), driveway (2021), roof (2021), front and rear terrace enclosures (2023), and windows/front door (2024). Convenient to Highway 50, Bolton amenities, parks and recreation, with the planned Highway 413 corridor in the broader south Caledon area. 10-jet ensuite jacuzzi offered as-is and has never been used.South Caledon area is experiencing significant planned growth, including Wildfield Village, a major future community planned with residential neighbourhoods, schools, parks, trails, community facilities, commercial/mixed-use areas. Rare opportunity combining a renovated home, exceptional garage/workshop facilities, abundant parking and a strategic location with significant long-term infrastructure and community development planned nearby. Minutes to Bolton, Caledon East, Southfields Village and Brampton for full shopping, dining and daily essentials. Schools include Macville PS, Caledon East PS, Southfields Village PS, St. Cornelius CES and Mayfield SS. Surrounded by parks, trails conservation areas.virtually staged.

13199 Centreville Creek Road, Caledon
57 Dotchson Avenue, Caledon
$1,599,900
7 Beds ⋅ 6 Baths ⋅ W13729630 MLS
!! Immaculate !! This exceptional home offers approximately 3,504 sq. ft. of above-grade living space (as per MPAC), situated on a premium 45-ft wide corner lot with an elegant stone and brick elevation !! Designed for both comfort and functionality, the home features two spacious primary bedrooms on the second floor, along with a total of three full bathrooms !! A generously sized second-floor family room adds versatility and can be easily converted into a fifth bedroom !! The main level showcases a well-appointed layout with separate living, dining, and family rooms-ideal for everyday living and entertaining!! A dedicated office overlooking the front yard provides a bright and private workspace !! The fully upgraded kitchen is equipped with built-in appliances, granite countertops, extended cabinetry, and a built-in pantry, along with a spacious breakfast area offering a walk-out to the patio !! Adding further value, the property includes a legal two-bedroom basement apartment with a separate entrance, previously rented for $2,000 per month, while still retaining a portion of the basement for personal family recreation !! Additional highlights include second-floor laundry, direct garage access, and an abundance of natural light throughout !! Meticulously maintained and truly move-in ready, this home offers an exceptional blend of luxury, practicality, and income potential !!

57 Dotchson Avenue, Caledon
15252 Chinguacousy Road, Caledon
$1,599,900
4 Beds ⋅ 4 Baths ⋅ W13434948 MLS
Welcome To 15252 Chinguacousy Rd, Caledon-An Exceptional Estate Home Extensively Rebuilt In 2008, Including The Finished Basement, Heated Saltwater Pool, And Stunning Professional Landscaping. Situated On A Private, Beautifully Treed 1.01-Acre Lot Just Minutes From Caledon Country Club, This Impressive Home Offers Nearly 3,700 Sq. Ft. Of Finished Living Space.Features Include Maple Hardwood & Heated Tile Flooring Throughout Both Levels, 2 Gas Fireplaces, Premium Finishes, And An Upgraded Family-Sized Kitchen With Quartz Counters & Centre Island. Spacious Living, Dining & Family Rooms. Large Primary Bedroom With Walk-In Closet & 4-Piece Ensuite, Plus 2 Additional Generous Bedrooms And 2.5 Bathrooms On The Main Level.The Finished Basement Offers A Large Recreation Room With Pool Table, Additional Bedroom, Bathroom, And Separate Access From The Rear Of The Heated & Insulated 3-Car Garage. Direct Interior Access Through The Mudroom, Laundry & Powder Room.Step Outside To Your Private Resort-Style Backyard Featuring A Heated Saltwater Pool, Hot Tub, Fire Pit, Treehouse, And Spectacular Landscaping. Parking For Up To 14 Vehicles. Offering The Perfect Blend Of Luxury, Privacy, Comfort & Countryside Charm-All Within Easy Reach Of City Conveniences.

15252 Chinguacousy Road, Caledon
5945 King Street, Caledon
$1,599,000
3 Beds ⋅ 1 Baths ⋅ W13786218 MLS
Caledon Zoned Highway Commercial, Raised Bungalow, Fully Fenced Property, Separate Detached Garage, Possible Uses-Convenience Store, Restaurant,Gas Bar, Vehicle Repair, Restaurant, Retail Store, Sales, And Repair Shop, Detached Bungalow with Separate Garage,

5945 King Street, Caledon
14812 Centreville Creek Road, Caledon
$1,599,000
5 Beds ⋅ 4 Baths ⋅ W13726484 MLS
Discover the ideal harmony of tranquil country living and urban convenience at this meticulously maintained property in prestigious Caledon. This exceptional 3+2 bedroom, 4-bathroom home sits on a private 1-acre lot, offering luxury amenities and stunning natural surroundings just minutes from Brampton, Bolton, and Vaughan. This home offers an open-concept main floor with beautiful new hardwood flooring throughout. The gourmet kitchen boasts built-in new appliances, quartz countertops, and a large pantry. The family and dining rooms open onto an extra-large deck that overlooks peaceful natural surroundings, creating the perfect space for relaxing and entertaining. Step outside to enjoy a fully landscaped property set on 1 acre of serene land, complete with an extra-large fire pit, and In-ground Swimming pool in the backyard ideal for family fun and outdoor gatherings. The walk-out lower level features a private two-bedroom, a rec. room and game area offering excellent flexibility for kids or extended family. This house is within top rated Macville Public School boundary. This is upgraded house- includes New Full house waterproofing (2026), New Clothes Dryer and Washer (2026), Sediment Filter (2026) , New Reverse osmosis (RO) system (2026), new well pressure tank with brass T (2026), New Hardwood flooring(2025), New Kitchen with quartz (2025), New kitchen appliances (2025), Fully renovated 3 washroom (2025), New LED light sand other light fixtures (2025), New closet doors & room doors (2025), freshly painted (2025), roof vent cover replacement(2025), New Gutter with leaf guard and downspouts (2025), Comprehensive duct cleaning (2025). Some photos virtually staged

14812 Centreville Creek Road, Caledon
15954 Airport Road N, Caledon
$1,599,000
1 Baths ⋅ W13704160 MLS
Once-in-a-lifetime opportunity in the heart of Caledon East! Prime high-visibility corner location with direct access from Airport Rd, surrounded by shopping centres, schools, medical offices, banks, conservation areas, and the Caledon East Community Complex, delivering constant traffic and maximum exposure. Well-established pizzeria with over 14 years of proven success and a strong, loyal customer base. Located in one of Caledon East's most desirable and growing communities, this thriving business benefits from continued residential development and increasing demand throughout the area. A highly desirable live/work setup with 1100 sq ft retail / commercial space and 700 sq ft residential space upstairs. Ideal for owner-operators, investors, or entrepreneurs looking to expand an existing operation. This exceptional opportunity offers strong income potential today while also providing future possibilities for renovation, expansion, enhancement, or redevelopment. With the current owners are retiring after many successful years in business, this presents a rare opportunity to establish your own business in a prime location with an established commercial presence, strong visibility and continued growth in the surrounding community-an exceptional investment opportunity in one of Caledon East's most sought-after commercial hubs.

15954 Airport Road N, Caledon
3 Cliffcrest Court, Caledon
$1,599,000
4 Beds ⋅ 5 Baths ⋅ W13494746 MLS
Meticulously maintained, same owner for 30 years and pride of ownership is absolutely apparent in this stunning 4 bedroom, 5 bathrm Valleywood home. Situated on a rare 70 ft wide ravine lot on one of the best cul de sacs in the neighbourhood, this beauty does not disappoint. The luxurious fiber glass front double door entry system featuring scroll iron encased glass inserts, lead your way into the two storey foyer facing the newly finished oak staircase with iron spindles showing you that you have arrived! The upper floor boasts a spacious Primary with newly renovated 5 pc ens., with heated floors, soaker tub and glass shower. Bedrms 3 and 4 with a jack and jill 4pc bath and the 2nd bedrm with a fully reno'd 3pc cheater ens., completes this level. The main floor with 9ft ceilings,offers a lovely office with a bow window overlooking the landscaped front yard and opens up onto the liv/din room combo with coffered ceiling, that makes hosting all of your family and friends an absolute pleasure. A french door leads you into your very functional kitchen with granite counters and centre island with quartz counters overlooking your sunken family room with gas fireplace and california shutters. The bright breakfast area walks out onto the two-tiered deck where you can relax and enjoy a bbq (with gas hook-up) or venture into the gazebo and watch your favourite show while enjoying the outdoors, the beautiful gardens, which are easily maintained with a seven zone irrigation system, and the ravine with lush foliage giving you the privacy you crave after a long day. The main floor laundryrm, has plenty of storage, access to the garage and a separate entrance from the side yard leading to the separate staircase to the basement. The lower level has a large RecRoom, 2pc powder room and a cold room. This space can easily be converted to an in-law suite or room for extended family, if you so wish. ***This home is in the Mayfield Secondary School District***

3 Cliffcrest Court, Caledon
16735 Mississauga Road, Caledon
$1,599,000
3 Beds ⋅ 2 Baths ⋅ W12945004 MLS
Welcome to the historic hamlet of Belfountain. A unique Hamlet just north of the Village of Terra Cotta and offers residents and visitors the memorable experience of experiencing quaint shops & food services just a 15 minute walk from this 10 acre gem. The house is move in ready & overlooks a stunning pond, inground cement pool with a walkout basement. The rolling nature of the land will not disappoint and is perfect for your hobby farm offering paddocks, barn and trails. The home has been extremely well maintained and the perennial gardens have been cared for by the original owner. The home sits well back from the road on elevated land offering an amazing westerly view of the Caledon Hills. A hop skip & a jump to the Bruce Trail, Caledon Trail and the Cataract/Elora Trail systems, A snow shoe from the Caledon Ski Club, just a cast away from the Caledon Trout Club and a chip & a put from the award winning golf such as Osprey Valley, Devils Pulpit and Caledon Golf & Country Club. This Charming Bungalow Features A 2 Car Attached Garage, 3 Bedrooms with the primary bedroom featuring a walk out to the large balcony overlooking the pond & pool. The basement boasts a walkout to the back paddocks & hobby farm. The property offers a barn with water, power and room for the storage of hay. There are 4 independent paddocks for the horses or other hobby farm pets. It's all available for the taking and can be yours.

16735 Mississauga Road, Caledon
18350 Duffys Lane, Caledon
$1,598,000
3 Beds ⋅ 2 Baths ⋅ W13874826 MLS
WORKSHOP! Private 2.69 acres near Highway 9 commuting corridor; this 3-bedroom, 2-bathroom brick bungalow has a finished walk-out basement, metal roof, natural gas heating, fully automated, natural gas, Generac generator backup system with wifi, 2-car attached, insulated garage, carport, large approx. 10'x12'storage shed w/ metal roof & hydro. Living & Dining w/ hardwood flrs & crown moulding. Maple wood Kitchen has SS appliances, granite countertops, sliding-door walk-out to a large composite deck w/ natural gas BBQ hook-up and 2 pergolas. Bsmt Rec/Games w/ electric fireplace and walk-out to the yard. DETACHED HEATED WORKSHOP: approx. 50' x 40' with two approx. 10' x 9' overhead doors, hydro, water, hoist, metal roof, compressor, 220V electrical service with 30-amp outlets, ideal for powering equipment, tools, and machinery! One side heated; the other used for storage. Approx. 40'x 29' fenced side area for additional parking or dog run/kennel PLUS a convenient 24' x 8' storage trailer (incl). Private, paved circular drive with ample parking. Beautiful, mature country lot with rolling land. 5 mins to Palgrave. 20 mins to Hwy 400. 1-hour drive to TO.

18350 Duffys Lane, Caledon
18802 Heart Lake Road, Caledon
$1,590,000
2 Beds ⋅ 2 Baths ⋅ W13658068 MLS
A rare Power of Sale opportunity set on nearly 7 breathtaking, private acres backing right onto protected Crown land, complete with its own picturesque pond. This classic brick bungalow delivers incredible space, total seclusion, and impressive future upside for buyers, investors, or renovators looking to capture a prime Caledon address. The main floor is bright, warm, and open, centered around a stylish kitchen equipped with a massive quartz island, sleek stainless steel appliances, and elegant pendant lighting. The main living and dining area enjoys sweeping, serene views of the surrounding woodland through large picture windows, anchored by a charming wood stove for cozy winter evenings. The master bedroom features a private ensuite bath and a direct walkout to a sun-filled sunroom overlooking the natural scenery. A flexible second bedroom works perfectly as a quiet home office or guest room, while the bright lower level already has the ground work in place for two additional bedrooms with generous above-grade windows. Outside, the property includes an attached two-car garage alongside an expansive driveway with parking for up to 12 vehicles. Equipped with well water, septic, and a water softener system. Enjoy the peaceful calm of scenic country living with local trails at your doorstep, while staying just minutes from convenient town amenities. Property is sold "As Is, Where Is" under Power of Sale.

18802 Heart Lake Road, Caledon
19139 Heart Lake Road, Caledon
$1,590,000
5 Beds ⋅ 3 Baths ⋅ W13545594 MLS
Welcome to this beautifully renovated detached family home situated on a premium 1+ acre lot with spectacular views. Offering 5 spacious bedrooms and 3 full bathrooms, this bright and elegant home features a large open-concept living and dining area that flows seamlessly into a designer kitchen equipped with stainless steel appliances, quartz countertops, and ample cabinetry.This home boasts hardwood flooring, porcelain tiles, pot lights throughout the interior and exterior, updated windows, and quality finishes throughout. The spacious kitchen walks out to a large double-tier deck, perfect for entertaining and enjoying the peaceful surroundings.Relax in the cozy family room with a fireplace or work comfortably from the private home office. The home is equipped with an energy-efficient geothermal heating system, helping reduce monthly utility costs. Concrete surrounds all four sides of the home, including a spacious patio accessible directly from the family room.Experience the perfect blend of luxury, comfort, privacy, and convenience at 19139 Heart Lake Road, Caledon.

19139 Heart Lake Road, Caledon
5651 The Grange Side Road, Caledon
$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
38 Marilyn Street, Caledon
$1,569,900
4 Beds ⋅ 4 Baths ⋅ W13856054 MLS
Over an acre in the village of Caledon East. Set on a 100 x 495 ft lot (1.14 acres) with mature trees, privacy and no neighbours behind, this home is steps to walking trails and minutes to the Caledon East Community Complex and village shops. Approx. 2,700 sq ft above grade plus 1,715 sq ft finished below. The heart of the home is the 22 x 32 ft great room addition (2016), with floor-to-ceiling windows overlooking the pool, a linear gas fireplace, built-in maple cabinets and shelving to match the kitchen, and surround sound. It opens to a custom maple kitchen with Brazilian quartzite counters and breakfast bar, Jennair and Bosch appliances, five-burner gas range, walk-in pantry and a bright breakfast area with a walkout to the deck and pool. Formal living room, dining room with wood-burning fireplace, main floor office with glass barn doors, powder room, and laundry with garage access. Upstairs, the primary bedroom has a custom walk-in closet and 5-pc ensuite with soaker tub, double vanity and glass rain shower, plus two more bedrooms and a 3-pc bath with walk-in glass shower. The lower level has an in-law suite with a separate entrance, full kitchen, large living area, and bedroom with 3-pc ensuite, ideal for extended family. Outside, a composite deck with glass railings wraps a heated 16 x 24 ft pool, with a covered cabana with cedar ceiling, fan and lighting, a 7-person hot tub, gas BBQ hookup, fire pit and garden shed. Parking for 10 in the driveway plus a 2-car garage. Updates: roof and furnace 2019, basement reno 2019, suite kitchen 2022, soffits, eaves and front windows 2025, interior paint 2025, pool heater 2025, pool liner 2026, water softener and reverse osmosis 2026.

38 Marilyn Street, Caledon
30 Brookwater Crescent, Caledon
$1,549,990
7 Beds ⋅ 7 Baths ⋅ W13875746 MLS
Gorgeous Greenpark Executive Legal Basement Home On Ravine Lot Without Sidewalk With Huge Driveway!! Grand Double Door Entrance Leads To Huge Foyer. 3561 Sq Feet above grade + 1741 Sq. Feet Legal Basement Apartment, 4+3 Bedrooms & 7 Washrooms Stone & Brick Elevation Detached House In Prestigious Southfields Village Caledon Community. Your Search Ends Here With This Impeccably Maintained & Fully Loaded With Upgrades.3 Bedrooms Legal 2nd Dwelling Basement Apartment. One unit with 1 Bedroom + kitchen and 2nd unit with Two Bedroom apartment. Luxury Custom Kitchen With Quartz Counter-Top, Massive Island, Custom Backsplash & High End Stainless Steel Appliances* Walk/Out To Deck From Breakfast Area. Primary Bedrooms Comes With 5 Pcs Ensuite & His & Her Walking Closets. All Bedrooms Are Generous Size and has own Ensuite and Walking closets. Main Floor Featuring - Luxury Hardwood Flooring, 9 Ft Ceilings, Gorgeous Family Room With Fireplace, Open to above Living Room and spacious Den/Library, Tons Of Natural Light. Basement is Currently Rented for $3000 & Tenants are Willing To Stay* Must View House!

30 Brookwater Crescent, Caledon
28 Walker Road E, Caledon
$1,549,000
8 Beds ⋅ 6 Baths ⋅ W13440696 MLS
Welcome!! to this Beautifully maintained Home,Nestled on a Sprawling 72x197 Feet * Premium Corner Lot* where your creative vision can flourish for present Living & future development opportunity. Nestled in the heart of charming Caledon East - Vibrant Community that perfectly blends Rural charm with Tranquility & modern Convenience. This Spacious recently painted Home offers 5+3 Bedrooms, 6 Washrooms, with Walk-out Basement. The inviting Main Floor showcases a Office Room with 3 Pc- Ensuite, Separate Warm Family Room , Formal Dinning Room and Bright Living Room with all over New Portlights, W/O to Balcony picturesqueing inviting Big Backyard, ideal for comfortable Family living and Effortless entertaining. This home is steps from Caledon Community Center, Local Good rating Schools, School bus route, Many Parks, Restaurants, and the Scenic Caledon Trails. With its combination of modern Amenities, Spacious design, and Excellent Location, this Home provides the perfect balance of Comfort, and Convenience for todays Lifestyle!!

28 Walker Road E, Caledon
60 Deer Ridge Trail, Caledon
$1,549,000
4 Beds ⋅ 7 Baths ⋅ W13104412 MLS
Discover the perfect blend of luxury and tranquility in this stunning detached home backing onto a serene ravine. Situated on a premium corner lot with no side neighbors and no sidewalk, this home offers unparalleled privacy and curb appeal. Step inside to soaring 10-foot ceilings on the main floor, 9-foot ceilings on both the second floor and the basement, creating an open and airy ambiance throughout. The custom-designed kitchen is a chef's dream, featuring exquisite granite countertops, sleek pot lights, and a seamless flow into the sunlit breakfast area. It features 4 bedroom, 4 washroom, a spacious den on the main floor provides the perfect space for a home office or library. Surrounded by breathtaking nature trails, this home offers the perfect escape while being just moments away from modern conveniences.

60 Deer Ridge Trail, Caledon
50 North Riverdale Drive, Caledon
$1,539,000
3 Beds ⋅ 4 Baths ⋅ W13805026 MLS
Welcome to your private retreat in the charming and peaceful hamlet of Inglewood. Nestled on a spectacular 80' wide lot backing onto ravine and Caledon Trailway, this beautiful home offers more than 4,000 sq. ft. of finished living space, stunning natural views and exceptional privacy. Located on a quiet, safe street, this is the perfect home for those seeking space, nature and tranquility for their growing family. Beautiful curb appeal welcomes you with a large covered porch and double-car garage. The main floor features rich hardwood floors throughout, an updated kitchen with stainless steel appliances, gas range, pot lights and a spacious breakfast area with walk-out to a large deck overlooking the pool and ravine. The kitchen opens seamlessly to the inviting living room, complete with a gas fireplace and expansive windows framing breathtaking views. A separate dining room provides the perfect setting for entertaining with convenient access to kitchen.The spacious main-floor primary retreat features a walk-in closet and luxurious 5-piece ensuite with soaker tub. Upstairs offers two additional bedrooms, a 4-piece bathroom and a generous den ideal for a home office, playroom or cozy sitting area.The bright, partly above-grade finished basement offers excellent versatility with large windows, a walk-out to the landscaped backyard, second kitchen, living room, large recreation room, office and convenient 3-piece bathroom with easy access to the pool. Step outside to your own backyard slice of heaven! Fully fenced and beautifully landscaped, the yard features an inground salt-water pool, expansive patio and peaceful ravine views - perfect for Summer entertaining and enjoying nature with your family. Just minutes to Highway 10 and Highway 410, surrounded by conservation areas, golf courses, skiing, cycling trails, and all the beauty and tranquility of Caledon. A rare opportunity in one of Caledon's most desirable communities.

50 North Riverdale Drive, Caledon
18161 St Andrews Road, Caledon
$1,515,000
3 Beds ⋅ 3 Baths ⋅ W13046886 MLS
Set on a picturesque and private 1.02-acre lot with no rear neighbours, this spacious property offers the perfect blend of tranquility, functionality, and convenience. Surrounded by open countryside and clear views, it provides an ideal setting for families, retirees, or anyone seeking a peaceful lifestyle. The well-designed home features spacious rooms thruout & 3 generously sized bedrooms, 2.5 bathrooms, a separate living room, formal dining room, and an inviting family room with a cozy fireplace. The thoughtful layout offers comfortable everyday living and excellent space for entertaining. Step outside to a large deck overlooking the private backyard, perfect for relaxing, hosting gatherings, or enjoying the serene surroundings. Accessibility has been carefully considered, with wheelchair-accessible interior doorways throughout the home. The unfinished basement offers outstanding potential, featuring impressive 9-foot ceilings and a cold cellar, creating endless possibilities for additional living space, a recreation area, workshop, or in-law suite. A furnace updated within the last five years provides added peace of mind and efficiency.Located in a desirable rural setting while remaining close to everyday amenities, this property also offers convenient access to world-class golf, including TPC Toronto at Osprey Valley, home of the RBC Canadian Open, as well as Paintbrush Golf Club and Devil's Pulpit Golf Association. A rare opportunity to enjoy spacious country living with exceptional privacy and future potential.

18161 St Andrews Road, Caledon
18954 The Gore Road, Caledon
$1,499,900
W13866974 MLS
Motivated Sellers! Rare opportunity to own 11.24 acres in the heart of Caledon featuring a large private natural pond, mature trees, scenic views, and abundant wildlife. A long private driveway leads to a raised bungalow with a substantial addition, offering excellent potential to renovate or create your dream country home. Ideal for a private estate, family retreat, or investment opportunity. Conveniently located near Hwy 9 and amenities. Enrolled in MFTIP, offering potential property tax savings. Proposed Gore Road widening may enhance future accessibility and long-term value. Private, peaceful, and full of potential - an exceptional Caledon acreage opportunity!

18954 The Gore Road, Caledon
8 Evans Ridge, Caledon
$1,499,900
3 Beds ⋅ 3 Baths ⋅ W13694682 MLS
Welcome to 8 Evans Ridge - a beautifully maintained true bungalow offering over 1,700 sq ft of thoughtfully designed living space in the heart of Bolton.Step inside to find gleaming hardwood floors throughout the main level, complemented by soaring 9' ceilings and an abundance of pot lighting that gives every room a warm, open feel. The layout is bright, spacious, and easy to live in - exactly what you want in a true bungalow.Downstairs, the fully finished basement is a standout feature. With its own walkout to the patio, above-grade windows, and generous pot lighting, this lower level lives like a true extension of the home - not a basement. It's ideally set up as a separate apartment or in-law suite, offering fantastic flexibility for multi-generational living, a private guest space, or rental income potential.This home is perfectly suited for anyone looking to downsize without compromising on space, comfort, or functionality. Enjoy main-floor living with the bonus of a self-contained lower level for family, guests, or extra income.Location is everything, and this one delivers. You're just minutes from Bolton's shops, restaurants, and everyday conveniences, with easy access to major highways for a stress-free commute in any direction.If you've been searching for a true bungalow with a rare combination of style, function, and flexibility, 8 Evans Ridge checks every box.

8 Evans Ridge, Caledon
41 Elite Road, Caledon
$1,499,900
4 Beds ⋅ 4 Baths ⋅ W13674248 MLS
Nestled on a stunning 3-acre property backing onto peaceful forest, this 2-storey, 4-bedroom home offers privacy, space, and comfort, all just minutes from schools, shopping, and highway access. Its a rare opportunity to enjoy the serenity of country living with modern convenience at your doorstep. At the heart of the home is a custom kitchen designed for gatherings and family life. With seating for up to 30 people, banquet-style benches with hidden storage, and a massive quartz island with undermount sink, its the perfect space for entertaining or enjoying casual meals together. A built-in double wall oven, microwave, gas cooktop, lazy Susan corner cabinet, deep drawers, and abundant storage keep everything organized and within reach. Built-in speakers provide soft, inviting ambiance, while pot lights and oversized windows fill the room with tons of light. Walk out to the massive interlock patio with hot tub for seamless indoor-outdoor living. The MF also features a bright LR with a gas fireplace, custom built-ins, and a walkout to the deck, plus a study/family room with custom cabinetry and shelving, ideal for work, reading, or cozy family moments. Upstairs, the primary suite is a true sanctuary, offering a spa-like 4pc ensuite, a fully customized built-in closet system, pot lighting, and built-in speakers. Three additional bedrooms provide space and comfort for family and guests. The walkout basement is an entertainers dream, featuring a full wet bar, bar seating, bar fridge, built-in cabinetry, speakers, a 3pc bathroom, and a cozy sitting area. Step outside and enjoy the sprawling backyard perfect for summer evenings, kids at play, or quiet moments surrounded by nature. With built-in speakers throughout the home, Thousands spent in thoughtful upgrades at every turn, and an estate-like setting that blends elegance, privacy, and comfort, this property is more than a house its a lifestyle designed for lasting memories, family gatherings, and entertaining friends.

41 Elite Road, Caledon