Enjoy exceptional privacy with no rear neighbours and beautiful views of birds, geese, ducks, and nature year-round. The finished walkout basement provides valuable additional living space, perfect for a recreation room, home office, or growing family. Complete with a two-car garage, and a recently renovated driveway for two cars. Conveniently located near schools, parks, shopping. A wonderful opportunity to enjoy space, privacy, and nature in a sought-after community. (Id: 27)
50 pictures
House
$ 1,999,999
viewed
Caledon, Ontario
Fireplace
1 week + 10 hours ago
Burning fireplace and an open-concept design. Rich in history, the home showcases beautifully restored beams and posts reclaimed from an 1854 barn in King Township, creating the charm and grandeur of a classic barn interior while offering all the comforts of modern living. Spanning approx 4,500sqft on 7 acres, the thoughtfully designed layout is ideal for both entertaining and family living. The serene primary retreat offers a magical experience, allowing you to gaze at the stars from the comfort of your bed. Additional bedrooms feature vaulted ceilings, while the versatile third-floor loft is perfect as a guest
This home is steps from Caledon Community Center, Local Good rating Schools, School bus route, Many Parks, Restaurants, and the Scenic Caledon Trails.
50 pictures
House
$ 2,495,000
viewed
Caledon, Ontario
DeckCellar
1 week + 3 days ago
3000Sqft of finished liveable space in the basement. Built with steel beams and Concrete Floors Beneath Cherry Hardwood & Stone Tiles gives you noise free comfort and strength. Gorgeous views from every corner! Plenty of space and privacy! Built for Entertaing and for family! Open concept family and kitchen, (this kitchen has a Massive walk pantry With rough in for a 2nd kitchen and has a walkout to the deck) separate living & dining, powder room, 2 beds and another 3 pce bath plus the master all on the main floor. The Mater Suite is STUNNING it has an Ensuite bath fit for a royalty with gorgeous views, the walk in has a MAKE UP CENTRE & LAUNDRY plus a sitting area and walkout to the massive deck! A 2nd storey Loft thats over 1400 sqw ft and has 2nd great room/family room with impressive views & 2 beds and a b
50 pictures
House
$ 1,999,999
viewed
Caledon, Ontario
Fireplace
2 weeks + 10 hours ago
Burning fireplace and an open-concept design. Rich in history, the home showcases beautifully restored beams and posts reclaimed from an 1854 barn in King Township, creating the charm and grandeur of a classic barn interior while offering all the comforts of modern living. Spanning approx. 4,500sqft on 7 acres, the thoughtfully designed layout is ideal for both entertaining and family living. The serene primary retreat offers a magical experience, allowing you to gaze at the stars from the comfort of your bed. Additional bedrooms feature vaulted ceilings, while the versatile third-floor loft is perfect as a gues
49 pictures
House
$ 1,899,999
viewed
Caledon, Ontario
Office roomParkingCellar
2 weeks + 1 day ago
Basement layout offers potential to be converted into up to 4 additional bedrooms for rental income, making this a unique opportunity to live, work and unwind in a private country setting. (Id: 27)
46 pictures
House
$ 1,399,900
viewed
Caledon, Ontario
2 weeks + 2 days ago
Welcome to a rare 10-acre luxury estate opportunity on the Niagara Escarpment, where a 3+2 bedroom raised bungalow sits on a beautifully manicured, south-facing Perfectly positioned at the top of the escarpment between Kennedy Road and Heart Lake Road-steps to Devil's Pulpit Golf Course, close to the Caledon Flying
50 pictures
House
$ 1,999,900
viewed
Caledon, Ontario
Office roomGym
2 weeks + 5 days ago
Where historic character and modern comfort blend seamlessly. A tree-lined driveway leads to the stately home, Where tall windows, soaring ceilings, and spacious principal rooms create a bright and inviting atmosphere throughout. The flexible floor plan features four bedrooms, three bathrooms, multiple living and entertaining areas, a dedicated office, library/dining room, family room, and a versatile loft perfect for a studio, home gym, creative space, or additional living area. Modern geothermal heating and cooling, along with heated tile floors, provide efficient year-round comfort while preserving the home
50 pictures
House
$ 1,369,500
viewed
Caledon, Ontario
GardenOffice roomCellar
2 weeks + 6 days ago
Nestled in the heart of Caledon, this breathtaking corner Pearl Model From Brookfield Home boasts over 3300 sq ft of living space with 4 spacious bedrooms
21 pictures
House
$ 899,900
viewed
Caledon, Ontario
Fireplace
3 weeks + 10 hours ago
At its heart is a chef-inspired kitchen and dining area, anchored by the warmth of a feature gas fireplace. The main level boasts two serene bedrooms and two beautifully appointed bathrooms (including a full 4-piece), offering an ideal layout for young families or effortless guest hosting. Step outside onto the expansive deck-a private oasis for nature enthusiasts-perfect for soaking up daytime sun or hosting unforgettable evenings under the stars. The Ultimate Flex-Space: The fully finished lower level features a rare separate entrance, unlocking incredible versatility. Complete with a massive recreation room, a sleek kitchenette, and an additional bathroom, this space is a turnkey solution for an in-law suite, multi-generational living, or an income-generating rental. A truly unique property with endless potential. (Id: 27)
35 pictures
House
$ 1,079,900
viewed
Caledon, Ontario
PatioDeckSwimming pool
3 weeks + 1 day ago
Upgrades: Offers 4 updated bedrooms and 2 bathrooms-Over $250,000 invested in thoughtful improvements. Fully renovated Primary Suite with walkout access to the gardens. Fridge, convection oven, & microwave (Dec 2025), Stacked washer and dryer in second-floor laundry (Dec 2025), Wood siding in 2022, New roof and soffits in 2021, Electrical, plumbing, and vapour barrier in 2014. Updated flooring throughout. Reverse osmosis water filtration system. Renovated kitchen with cathedral ceiling and custom cabinetry & double-drawer dishwasher for added flexibility, savings, and convenience. Rough-in for a future bathroom on the second floor. Private retreat gardens with a zen garden, fire pit area, gazebo, large back deck, front patio, and above-g
50 pictures
House
$ 3,500,000
viewed
Caledon, Ontario
Office room
3 weeks + 2 days ago
Original exposed log walls, wide plank hardwood floors, and curated finishes honour the home's heritage, while the newer addition blends seamlessly with the original structure. At the heart of the home, an immaculately designed kitchen anchored by rich soapstone countertops is crafted for both everyday living and entertaining. Open to the dining area and elegant living room beyond, the space feels warm, welcoming, and effortlessly connected. Framed by exposed logs and sweeping views across the rolling hills, the living room is both sophisticated and inviting. Tucked within the newer addition, the office offers a beautiful place to work, complete with custom built-ins and direct
40 pictures
House
$ 1,125,000
viewed
Caledon, Ontario
GardenOffice roomFireplace
Jun 18, 2026
A Storybook Country Escape in the Heart of Caledon!
50 pictures
House
$ 3,500,000
viewed
Caledon, Ontario
Office room
Jun 18, 2026
Original exposed log walls, wide plank hardwood floors, and curated finishes honour the home's heritage, while the newer addition blends seamlessly with the original structure. At the heart of the home, an immaculately designed kitchen anchored by rich soapstone countertops is crafted for both everyday living and entertaining. Open to the dining area and elegant living room beyond, the space feels warm, welcoming, and effortlessly connected. Framed by exposed logs and sweeping views across the rolling hills, the living room is both sophisticated and inviting. Tucked within the newer addition, the office offers a beautiful place to work, complete with custom built-ins and direct
48 pictures
House
$ 1,950,000
viewed
Caledon, Ontario
Swimming poolParking
Jun 18, 2026
Ideally located just minutes from top-rated schools, championship golf courses, and the amenities of Caledon Village, this
50 pictures
House
$ 1,650,000
viewed
Caledon, Ontario
Cellar
Jun 18, 2026
Updates in 2024: bungalow main floor flooring, main house upstairs bathroom. Roof replaced in 2022. Water heater in 2025 (id: 27)
49 pictures
House
$ 1,350,000
viewed
Caledon, Ontario
GardenDeckCellar
Jun 18, 2026
Ft. model offers an impressive layout featuring a Scarlett O'Hara-style staircase, generous principal rooms, and a move-in-ready finish throughout. Over $250,000 has been spent on quality upgrades and improvements, including a 2025 metal roof with a 50-year warranty, 2026 eavestroughs, 2023 owned tankless water heater and iFlow heating system, 2026 fully renovated basement, and extensive 2025 landscaping across the front, side, and backyard, including the driveway. The professionally finished basement offers a separate entrance, two additional bedrooms, a large kitchen, and excellent flexibility for extended family or additional living space. Outside, enjoy a professionally landscaped property with interlocking stone walkways, a large Stone deck, a fully fenced backyard, and a tool shed. A rare opportunity to own a bright,
37 pictures
House
$ 1,699,000
viewed
Caledon, Ontario
DeckParking
Jun 17, 2026
Step inside to discover spacious principal rooms enhanced by impressive 9-foot ceilings and quality flooring throughout. The thoughtfully updated interior features premium flooring, high-end porcelain tile in the kitchen and bathrooms, and beautifully renovated bathrooms designed with both style and functionality in mind. The bright and inviting kitchen showcases custom solid wood cabinetry and a walkout to the deck, making it ideal for everyday living and entertaining alike. Outside, the detached 2-car garage/workshop with a large loft above offers exceptional versatility and endless possibilities for hobbyists, storage, a studio
42 pictures
House
$ 1,310,000
viewed
Caledon, Ontario
GardenFireplaceCellar
Jun 17, 2026
Located just minutes from the amenities of Downtown Caledon East, this rare offering combines country serenity with everyday convenience.
View photo
House
$ 6,925,000
viewed
Caledon, Ontario
6 Bedrooms
4 Bathrooms
Jun 17, 2026
The Alexander Smith farmhouse is a good representation of the vernacular style known as Ontario Gothic. This style is the L-Shaped floor plan, polychromatic brick patterning, buff brick quoins and voussoirs. The residence also has coursed polychromatic end chimneys, a projecting bay window, lancet & paired gable windows. A porch with decorative bargeboards wraps around the NE corner of the house. Attached to the NW corner of the house is the summer kitchen & brick carriage house with the original farm bell on the roof. Located across the farm lane, are the 5 out buildings. The buildings consist of the chicken house, implement shed, and three timber frame barns set in a U-Shape, all with medium pitched gable roofs & board and batten cladding. The farm complex is surrounded by a mix of open fields, natural growth cedar & areas of reforestation. A cedar rail fenc
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House
Request Details
viewed
Caledon, Ontario
Jun 17, 2026
Beautiful Extra Deep Lot 65'. 180'. (Id: 27)
50 pictures
House
$ 1,850,000
viewed
Caledon, Ontario
FireplaceCellar
Jun 16, 2026
59 acre lot, this property is bounded by the scenic Humber River valley on one side and the Caledon Recreational Trailway on
2 pictures
Farm
$ 11,900,000
viewed
Caledon, Ontario
Jun 16, 2026
This property is adjacent to the current Bolton West Urban expansion area with potential future development possibilities. Come build your dream home. Or make a land investment with great potential! Buildings are being sold on'as is' basis. No access to barn interior due to livestock present. No access to house on first showing. (Id: 27)
50 pictures
House
$ 1,850,000
viewed
Caledon, Ontario
FireplaceCellar
Jun 16, 2026
59 acre lot, this property is bounded by the scenic Humber River valley on one side and the Caledon Recreational Trailway on
50 pictures
House
$ 879,900
viewed
Caledon, Ontario
GardenParkingAir conditioningEquipped kitchen
Jun 16, 2026
The main and upper levels of this tastefully renovated home feature 3 bedrooms and 2 full bathrooms, thoughtfully updated and decorated throughout. Set on a private, park-like lot with a fenced-in yard, this property offers both comfort and tranquility. Take advantage of Caledon's lower property taxes and experience all that this exceptional community has to offer. Book your showing today. Included in this fine home: Fridge, stove, dishwasher, microwave range hood, clothes washer, clothes dryer, furnace (16), A/C, water softener, reverse osmosis system, shed, play structure, electric light fixtures, 1 automatic garage door opener (2 remotes), firewood. Hwt (25) (R). Recent u
9 pictures
House
$ 175,500
viewed
Caledon, Ontario
Fully furnished
Jun 14, 2026
This charming year-round, four-season tiny home features 2 bedrooms and is situated on a spacious lot measuring 58 x 60 feet in the Caledon Hill Resort
29 pictures
Land
$ 979,000
viewed
Caledon, Ontario
Jun 14, 2026
Whether it be future development or a stately residence. Current zoning allows a single residence to be built on a designated 1-acre portion of the lot which fronts on Humber Station Road. Located on the corner of Humber Station Road and Finnerty Side Road in a wonderful area that has the privacy of the countryside yet conveniently close to amenities. (Id: 27)
15 pictures
Land
$ 1,399,000
viewed
Caledon, Ontario
Jun 14, 2026
Discover the perfect blend of privacy, nature, and convenience on this picturesque 5-acre property nestled in the rolling hills of Caledon.
35 pictures
House
$ 984,000
viewed
Caledon, Ontario
FireplaceParking
Jun 13, 2026
of beautifully finished living space, a rare 2-car garage, & breathtaking ravine views. The main living level showcases an exceptional open-concept design featuring 9-foot smooth ceilings, crown moulding, 7-inch baseboards, hardwood flooring, & expansive windows that fill the home with natural light. The elegant living room provides the perfect setting for entertaining & includes a convenient work-from-home nook. A welcoming family room with fireplace flows seamlessly into the dining area, which offers a walk-out to the upper deck overlooking your private ravine backdrop & tranquil green space. The chef-inspired kitchen is thoughtfully designed with granite countertops, stainless steel appliances, ample cabinetry, & a breakfast bar, creating an ideal space for everyday living & hosting family & friends. Enjoy morning coffee or outdoor dining while taking in the peaceful vie
50 pictures
House
$ 1,499,900
viewed
Caledon, Ontario
GardenCellar
Jun 13, 2026
[3504 Sq Ft As Per Mpac] Luxury Brick & Stone Elevation 4 Bedrooms & 4 Washrooms House In Southfields Village Of Caledon!
