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For sale
$3,749,000
3045 HIGHPOINT SIDE ROAD, Caledon, Ontario

3045 Highpoint Side Road

Caledon, Ontario

Among the finest homes in Caledon. Set high on a hill across nearly 14 acres, surrounded by mature forest, where wild English gardens meet the clean, sharp lines of a gorgeous modern farmhouse. Private, and entirely its own. Completed in 2022 and built to hold the light and the landscape in equal measure. At the centre of the home, an open-concept kitchen, living and dining space anchored by a statement fireplace and wrapped in floor-to-ceiling corner windows that pull the forest inside from sunrise to last light. The kitchen balances marble, warm wood tones and custom detailing with luxe Fisher & Paykel appliances. A beautiful pantry and custom wine room sit just beyond. Views from nearly every room. The ideal family home. A handsome home office with custom built-in bookcase and rolling ladder, perfect for working from home. Off the kitchen, a mudroom and laundry connect to the two-car garage, with a dedicated dog wash. Upstairs, the primary reads as its own wing. Walk-out balcony, generous walk-in closet, five-piece spa-like ensuite. Designed with the ever-growing family in mind, the floor plan offers 4+2 bedrooms and 5 bathrooms, every bedroom with its own ensuite, and a main floor play room with the flexibility to become a co-primary suite. Below, a full basement with oversized window wells that bring daylight right through the lower level. Newly landscaped with professionally designed gardens and plantings, irrigated throughout. A fully fenced backyard made for dogs, kids and long summer nights. A handcrafted Sip Sauna, built to traditional Finnish standards, sits alongside a wood-burning hot tub overlooking the lush lawn. The ideal weekend escape, without leaving home. A modern farmhouse with the soul of a country house, and the craftsmanship to match. (id:63616)

6 Bedroom 5 Bathroom 3,500 - 5,000 ft2
For sale
$849,900
14 CRESTRIDGE DRIVE, Caledon, Ontario

14 Crestridge Drive

Caledon, Ontario

4 Bed 3 Bath Detached Home In Bolton's Highly Sought-After North Hill Community. Over 1,576 Sq. Ft. Of Above-Grade Living Space Plus A Finished Basement. Private Backyard With No Homes Directly Behind. Steps To The Park In A Family-Friendly Neighborhood. Original Owners Since The Home Was Built, With Pride Of Ownership Evident Throughout. The Bright And Functional Main Floor Offers Spacious Living And Dining Areas, An Eat-In Kitchen And A Convenient 3-Piece Bath With Walk-In Shower. Upstairs You'll Find 4 Well-Sized Bedrooms With Plenty Of Room For The Family. The Finished Basement Features A Versatile Room That Can Be Used As An Additional Bedroom Or Recreation Room, Along With A Bathroom, Laundry Area And Plenty Of Storage. Enjoy Added Backyard Privacy With No Homes Directly Behind-An Ideal Setting For Entertaining, Relaxing Or Spending Time Outdoors. Furnace, Central Air Conditioning And Asphalt Shingles Replaced In 2018, With The Rental Hot Water Tank Replaced In 2025. A Solid, Well-Maintained Home Offering An Excellent Opportunity To Update And Personalize To Your Own Taste In One Of Bolton's Most Desirable Established Neighborhoods, Close To Parks, Schools, Shopping And Amenities. (id:63616)

5 Bedroom 3 Bathroom 1,500 - 2,000 ft2
For sale
$1,399,900
68 STOWMARKET STREET, Caledon, Ontario

68 Stowmarket Street

Caledon, Ontario

Absolutely Stunning Detached Home In Highly Desirable SouthFields Village, Caledon! This Immaculate 5-Bedroom, 6-Bathroom Residence Offers An Exceptional Blend Of Luxury, Comfort & Modern Living. Featuring A Spacious & Thoughtfully Designed Layout With 10-Ft Ceilings On The Main Floor & No Carpet Throughout, This Home Is Perfect For Families & Entertaining. The Welcoming Foyer Leads To Separate Living, Dining & Family Rooms, Providing Excellent Space For Every Occasion. The Bright Open-Concept Family Room Seamlessly Connects To The Modern Kitchen & Breakfast Area, Creating The Perfect Setting For Family Gatherings. The Kitchen Offers Ample Cabinetry, Generous Counter Space & A Spacious Breakfast Area. A Rare Main-Floor Bedroom Features A 4-Pc Ensuite & W/I Closet, Ideal For Guests, In-Laws Or Extended Family. The Second Floor Features A Luxurious Primary Bedroom Retreat With His & Her W/I Closets & A Spacious 5-Pc Ensuite. Additional Generously Sized Bedrooms Feature W/I Closets & Ensuite/Private Bath Access, Offering Exceptional Comfort & Privacy. Convenient Second-Floor Laundry Adds To The Functional Layout. Direct Garage Access Provides Added Convenience. No Side Walk, Situated In A Family-Friendly SouthFields Village Community, Close To Schools, Parks, Green Spaces, South Fields Community Centre, Library, Recreation, Shopping, Restaurants & Everyday Amenities. Convenient Access To Kennedy Rd, Mayfield Rd & Major Commuter Routes, With Easy Connectivity To Brampton, Bolton & The GTA. A Fantastic Opportunity To Own A Beautiful, Modern & Move-In Ready Home In One Of Caledon's Most Sought-After Communities! (id:63616)

5 Bedroom 6 Bathroom 3,000 - 3,500 ft2
For sale
$1,699,000
15481 MOUNT WOLFE ROAD, Caledon, Ontario

15481 Mount Wolfe Road

Caledon, Ontario

Multigenerational Home with 2 In-Law Suites, or, in home business, income potential sitting on over 2 acres at the King/Caledon border. This detached country property offers nearly 6000 square feet of living space. Picture yourself relaxing on the covered front porch, enjoying the back deck, or cozying up by the warm fire in the living room while taking in the beauty and nature that surrounds this exceptional property. The original log home was expanded in 2005 and features a triple garage, spacious Family/Dining area with soaring ceiling and skylight overlooking billiard room with wet bar, sauna, plus TWO separate in-law suites, each with its own private entrance, kitchen, and bathroom. The entire lower level walks out at ground level to patio and landscaped yard, creating an easy connection between indoor and outdoor living, an Entertainers Dream! Outside, enjoy established perennial gardens, mature landscaping, and a variety of trees, all set within a peaceful natural setting. From the front porch, take in distant views of the city skyline. Additional features include natural gas heating, town water, and fibre-optic internet. Convenient access to the airport, Nobleton, Bolton, Tottenham and Schomberg. Golf courses nearby and The Caledon Trailway is just up the road, with local farm markets nearby. A rare opportunity to own a versatile country property with space, privacy and multiple possibilities. Roof 2019, upper windows sliding door 2020, eaves/capping, garage door seals 2024, flagstone walkway 2024, furnaces/a/c units2022/23, lower apt furnace 7yrs, toilets/showers replaced after town water hookup, see floor plans (id:63616)

6 Bedroom 6 Bathroom 3,500 - 5,000 ft2
For sale
$998,000
5 SNOWBERRY COURT, Caledon, Ontario

5 Snowberry Court

Caledon, Ontario

This home has the lot and location! Lovingly maintained 4-bedroom, 2.5-bathroom home for sale in Caledon Village within walking distance to Caledon Central Public School (K-8) nestled on a quiet court, with gorgeous perennial gardens in the front and backyard and a majestic weeping willow as a backdrop! Covered front porch with composite decking (26), upgraded windows, roof shingles w/ eaves, leaf guard, downspouts & chimney (24/25), garage doors (26), furnace, and A/C (2022). This property offers endless possibilities! Enjoy being a short 10-min drive to all amenities in nearby Orangeville & Caledon East. Nearby public transit (Go Bus at Hwy 10/Charleston). This beautiful family home is centrally located and close to skiing, golfing, art centers, breweries, Hockley Valley Resort, and Highways 10 and 9, & Airport Road for easy commuting. 1 hour to Toronto. (id:63616)

4 Bedroom 3 Bathroom 2,000 - 2,500 ft2
For sale
$1,388,000
14877 THE GORE ROAD, Caledon, Ontario

14877 The Gore Road

Caledon, Ontario

Visit the REALTOR website for further information about this Listing. Charming Century Home on 13.24 Acres - A Hobby Farmer's Dream. Escape to the countryside and discover this charming century home nestled amongst mature trees on a picturesque 13.24-acre property. Offering the perfect blend of rural tranquility and practical acreage, approximately 60% of the land is workable while the remaining 40% features beautiful wooded areas and a peaceful pond, creating a private natural retreat. Set on a generous 250'x 2,160' lot, this property is ideal for hobby farmers, outdoor enthusiasts, or anyone seeking space to grow and explore. Outbuildings include a 24'x 16' workshop for projects and storage, as well as a 12' x 30' chicken coop ready for your feathered friends. Inside, the home offers 3+1 bedrooms and a functional layout designed for family living. The spacious kitchen and dining area provide plenty of room for gathering and entertaining, while the convenient main-floor laundry adds everyday practicality. Relax in the inviting family room featuring a cozy propane fireplace, or unwind in the living room warmed by a charming wood-burning stove. Located just a 5-minute drive from the local elementary school, this property offers the best of country living with amenities close at hand. Whether you're dreaming of hobby farming, raising animals, gardening, or simply enjoying the beauty of nature, this unique property offers endless possibilities. Don't miss your opportunity to own this exceptional rural retreat. (id:63616)

4 Bedroom 2 Bathroom 2,000 - 2,500 ft2
For sale
$1,150,000
13 DOVASTON GATE, Caledon, Ontario

13 Dovaston Gate

Caledon, Ontario

Welcome to 13 Dovaston Gate., a beautifully maintained detached home offering approximately 4109 sq. ft. of total finished living space in one of Bolton East's most sought after family neighborhoods. This home is carpet free and offers 4 good size bedrooms and ample closet space. Basement is finished with a 3 piece bath and all electrical and plumbing roughed in for your finishing touches. (id:63616)

4 Bedroom 4 Bathroom 2,500 - 3,000 ft2
For sale
$839,000
28 EMELINE STREET, Caledon, Ontario

28 Emeline Street

Caledon, Ontario

P-O-W-E-R O-F S-A-L-E! POWER OF SALE!, 1468 SQ.', 3 BEDROOMS, 3 BATHS,SERVICE ENTRANCE FROM MAIN FLOOR TO GARAGE.ON LARGE LOT, DESIRABLE LOCATION. (id:63616)

3 Bedroom 3 Bathroom 1,100 - 1,500 ft2
For sale
$1,149,000
17 NORTON BOULEVARD, Caledon, Ontario

17 Norton Boulevard

Caledon, Ontario

Prestigious South Hill Building Opportunity. Welcome to 17 Norton Drive, gracefully positioned in an exclusive and secluded pocket of highly coveted South Hill, Bolton. Surrounded by established estate homes and mature streetscapes, this exceptional property presents a rare opportunity for the discerning builder, investor, or end user. Set on a premium 53' x 109' lot, this offering comes approved for severance into two distinguished parcels (subject to minor conditions to be satisfied by the seller for building permit issuance). Thoughtfully prepared, the property includes two professional architectural renderings, each envisioning an elegant ~3,400 sq ft luxury residence, providing a seamless pathway from acquisition to construction. Adding further value, the seller is willing to assist the buyer in building a custom brand-new home at very competitive pricing, creating a truly turnkey opportunity for those looking to build with confidence and efficiency. Whether your vision is to craft two bespoke luxury homes or to secure the full oversized property to build one extraordinary custom estate, the versatility and upside here are truly compelling. Exceptional value in a prestigious neighbourhood - priced to sell. A rare and refined opportunity to build new in one of Bolton's most desirable enclaves. Interested in only one of the lots? We can discuss this opportunity as well. (id:63616)

2 Bedroom 1 Bathroom 1,100 - 1,500 ft2
For sale
$724,900
12478 KENNEDY ROAD, Caledon, Ontario

12478 Kennedy Road

Caledon, Ontario

LOCATION, STYLE & EXCEPTIONAL VALUE! Welcome to this beautifully appointed 3+1 bedroom home, ideally situated just minutes from Highway 410, Trinity Common Mall, shopping, dining, schools and every amenity you could wish for. Step inside and be greeted by a spacious main floor den-perfect for a home office, study or guest bedroom. Elegant hardwood stairs with wrought-iron spindles lead to the bright and inviting main living area, where thoughtful design meets everyday functionality. The heart of the home is the gourmet kitchen, featuring sleek quartz countertops, a convenient breakfast bar and plenty of space for entertaining and flows seamlessly into your formal dining room. The generously sized family room creates an ideal setting for both relaxed family living and hosting guests. Step outside to enjoy the second-floor deck with a built-in screen, offering a wonderful outdoor retreat for morning coffee, summer dinners or evening entertaining. Upstairs, the spacious king-sized primary bedroom provides a true retreat, complete with a walk-in closet and luxurious 5-piece semi-ensuite. Additional bedrooms offer plenty of space for family or guests. Outside, a brand-new interlock walkway runs alongside the driveway, creating a beautiful finished touch while providing the perfect opportunity for additional parking-a valuable feature for families with multiple vehicles or those who love to entertain.Offering an ideal combination of space, style, location and versatility, this home is an excellent opportunity for first-time buyers, growing families or investors looking for a property with strong appeal and exceptional value. Move-in ready and perfectly positioned close to everything you need-this is one you won't want to miss! (id:63616)

4 Bedroom 2 Bathroom 1,500 - 2,000 ft2
For sale
$1,389,000
29 HOLMES DRIVE, Caledon, Ontario

29 Holmes Drive

Caledon, Ontario

Elegant & Elevated Living in Mono Mills (>.5 acre), Caledon.!!! Welcome to this exceptional fully renovated 4+1bedrooms, 4.5-bathroom estate home situated on a beautiful private lot. Featuring a City-approved 1,000 sq. ft. addition with two impressive 500 sqft Luxurious master bedrooms (on main floor and upper floor) with extra-large windows for picturesque view, this home offers exceptional space and natural light. The main floor boasts a sleek gourmet kitchen, elegant dining and living areas, French doors opening to a newly built deck, and a sophisticated family room with a fireplace. While all bedrooms offer great size and storage. Enjoy the newly built BAR and Rec area at Basement with additional large bedroom and full washroom. Two main-floor mudrooms, two laundry areas, and extensive 2025 upgrades including stainless-steel appliances, furnace, A/C, hot water tank, 200-amp panel, EV charger, pot lights and a 6-camera security system. Step outside to your private backyard oasis featuring a new gazebo, deck, fire pit and patio. A rare opportunity offering luxury, privacy, space and exceptional indoor-outdoor living in desirable Mono Mills. (Above grade Finished Area-3160 soft, Basement Area-1090 soft , Total Finished Area 4250 Soft). (id:63616)

5 Bedroom 5 Bathroom 3,000 - 3,500 ft2
For sale
$999,999
15626 MCLAUGHLIN ROAD, Caledon, Ontario

15626 Mclaughlin Road

Caledon, Ontario

Inglewood gem that truly needs to be experienced in person to appreciate. A rare opportunity to own a character-filled village family home. Unexpectedly spacious interior. Stunning property extends more than 350 feet deep offering natural beauty and an abundance of privacy. Unique potential, the property extends through to Lorne Street, providing nearly 65 feet of rear width. Possible future development, subject to Township approvals and requirements. From its impressive stone façade to the lush, private rear grounds, the home is rich in warmth and character. Private backyard oasis features tranquil landscaping, charming water feature, gas BBQ hookup, gazebo, hot tub, lower and upper terraces. 4-bedroom home boasts timeless character and offers over 2,000 sq. ft. of finished living space Interior is remarkably well appointed and expansive from the moment you step inside. Thoughtful addition and finished lower level enhance the home's generous footprint. Multiple living and entertaining spaces, inside and out, perfect for family living and effortless entertaining. Heart of the home is a bright, sun-filled kitchen featuring a striking stone feature wall, large centre island and walk out to covered stone patio. The main level offers generous principal rooms, welcoming living room and elegant formal dining room. A convenient 2-piece powder room and side entrance add everyday functionality. Upstairs, 4 well-appointed bedrooms and 2 full baths with heated flooring, provide excellent space for family and guests. The primary suite is a true retreat, featuring a 4-piece ensuite and a spectacular walkout to a private terrace overlooking the expansive grounds. (id:63616)

4 Bedroom 3 Bathroom 1,500 - 2,000 ft2