Step outside to a true backyard escape featuring a heated saltwater pool, charming pool house with bathroom, mature trees, and expansive entertaining areas exceptional privacy-yet minutes to conservation lands, trails, schools and commuter routes-this is a rare opportunity to secure a refined estate in one of Caledon
42 pictures
New
House
$ 1,443,068
viewed
Caledon, Ontario
GardenFireplace
1 day + 3 hours ago
Surrounded by mature trees and frequently visited by local wildlife, this home offers a peaceful lifestyle just minutes from local amenities. Inside, natural light fills the spacious layout through oversized windows. Two inviting living rooms with a gas fireplace and the other with a wood-burning fireplace provide cozy gathering spaces for all seasons. The primary bedroom features large windows, a walk-in closet, and a private ensuite. The kitchen includes a gas burner, grill and fridge (sold as-is), with additional newer fridges located throughout the home. The lower level offers flexible space, including a room with a sink ideal for extended family or future in-law suite potential (buyer to verify local zoning). Recent upgrades include a new furnace (2025), water softener (2025), owned tank
Set on an impressive 83.78 x 177.49 ft estate lot in one of Caledon East's most coveted enclaves, this beautifully renovated executive residence offers
6 pictures
House
$ 9,344,121
viewed
Caledon, Ontario
6 Bedrooms
13,780 sq.ft
2 weeks + 1 day ago
Manor offers approximately 13,780 square feet of finished luxury living space on 3.16 professionally landscaped acres, backing directly onto the renowned Caledon At the heart of the home is an extraordinary chef's kitchen featuring premium Wolf, Sub-Zero, and Miele appliances, custom Parker House cabinetry, an oversized
45 pictures
Updated
House
$ 3,606,951
viewed
Caledon, Ontario
Office roomFireplace
1 day + 3 hours ago
forests, scenic trails, open meadows, and sweeping pastoral views, this exceptional property offers an unparalleled country lifestyle in the heart of Caledon
50 pictures
Updated
House
$ 1,984,220
viewed
Caledon, Ontario
Parking
1 day + 3 hours ago
This isn't just a house; it's a lifestyle upgrade for families who want room to breathe without sacrificing modern convenience.
36 pictures
Updated
House
$ 5,050,742
viewed
Caledon, Ontario
1 day + 3 hours ago
bank barn, a large immaculate workshop, and two charming residences the original 3-bedroom, 2-bathroom farmhouse and a detached 1-bedroom, 1-bath guest house Currently, the guest house is rented for $1,400/month plus utilities, and the farmland generates an additional $1,000/year, adding to the appeal of this
10 pictures
House
$ 3,737,249
viewed
Caledon, Ontario
5 Bedrooms
GardenFireplace
1 week + 4 days ago
This executive-quality estate offers five-star quality and a year-round Muskoka environment without the travel, situated in the finest areas of Caledon
30 pictures
Updated
House
$ 4,325,600
viewed
Caledon, Ontario
6 Bedrooms
GardenTerrace
1 day + 3 hours ago
Step Inside To Enjoy Top-Notch Woodwork, Warm Solid Walnut And Cherry, And High Ceilings That Make Every Moment Feel Magical. Huge Floor-To-Ceiling Windows Fill The Rooms With Sunshine, Smoothly Leading Out To A Massive Terrace From The Main Bedroom, Living Area, Dining Space, And Prep Kitchen. Treat Yourself To The Pro Chef's Kitchen, Complete With A Classic Pizza Oven Ready To Impress Your Friends And Fire Up Amazing Meals. A Whole Floor Built For Fun And Games, Flowing Right Into A Backyard Oasis Like Your Own Private Resort, Full Of Endless Chill Vibes And Joy. The Smart Design Keeps Everything Flowing Easily, Plus There's A Separate Workshop And Lush Garden. Drive Through The Grand Gates, And Those Tall Trees Welcome You
29 pictures
Updated
House
$ 4,325,600
viewed
Caledon, Ontario
6 Bedrooms
GardenTerrace
1 day + 3 hours ago
Step Inside To Enjoy Top-Notch Woodwork, Warm Solid Walnut And Cherry, And High Ceilings That Make Every Moment Feel Magical. Huge Floor-To-Ceiling Windows Fill The Rooms With Sunshine, Smoothly Leading Out To A Massive Terrace From The Main Bedroom, Living Area, Dining Space, And Prep Kitchen. Treat Yourself To The Pro Chef's Kitchen, Complete With A Classic Pizza Oven Ready To Impress Your Friends And Fire Up Amazing Meals. A Whole Floor Built For Fun And Games, Flowing Right Into A Backyard Oasis Like Your Own Private Resort, Full Of Endless Chill Vibes And Joy. The Smart Design Keeps Everything Flowing Easily, Plus There's A Separate Workshop And Lush Garden. Drive Through The Grand Gates, And Those Tall Trees Welcome You
View photo
House
$ 175,500
viewed
Caledon, Ontario
2 Bedrooms
1 Bathroom
699 sq.ft
Fully furnished
2 weeks + 3 hours ago
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
8 pictures
House
$ 1,480,000
viewed
Caledon, Ontario
2 Bedrooms
2 Bathrooms
1,500 sq.ft
1 week + 5 days ago
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
View photo
House
$ 1,648,750
viewed
Caledon, Ontario
2 Bedrooms
1 Bathroom
Apr 27, 2026
Welcome to a rare opportunity to own approximately 24 acres of private, mature forest in the heart of Caledon where quiet mornings, fresh air, & natural
27 pictures
New
House
$ 1,275,000
viewed
Caledon, Ontario
Garden
1 day + 3 hours ago
The Perfect Setting To Relax With A Glass Of Wine, Entertain Family And Friends, Or Simply Take In The Tranquil Setting And Stunning Elevated Views. Meticulously Maintained And Showcasing True Pride Of Ownership, This Impressive Residence Offers Approximately 2,500 Sq. Ft. Of Beautifully Appointed Living Space, Featuring 4 Spacious Bedrooms And 3 Washrooms With A Functional Layout Designed For Comfortable Family Living And Entertaining. Recent Updates Include Fresh Paint Throughout, Refinished Hardwood Flooring, New Bathroom Countertops And Mirrors, And Brand-New Kitchen Cabinetry, Giving The Home A Fresh And Modern Feel. At The Heart Of The Home Is The Beautifully Updated Kitchen, Combining Style And Functionality And Offering Direct Acce
43 pictures
New
House
$ 1,599,900
viewed
Caledon, Ontario
PatioGardenOffice roomCellar
1 day + 3 hours ago
Adding further value, the property includes a legal two-bedroom basement apartment with a separate entra
View photo
New
House
$ 1,249,999
viewed
Caledon, Ontario
GardenOffice roomTerraceFireplaceParking
1 day + 3 hours ago
Welcome to 19 Gatherwood Terrace, a beautifully appointed 4-bedroom detached home located in the desirable Rural Caledon community.
39 pictures
New
House
$ 1,139,000
viewed
Caledon, Ontario
GardenDeckParkingEquipped kitchen
1 day + 3 hours ago
Meticulously maintained, exceptionally clean and thoughtfully laid out, this welcoming home offers a functional floor plan with generous living spaces and exceptional versatility. The spacious foyer with convenient access to the immaculate 2-car garage leads to the lovely formal living room with vaulted ceiling, perfect for entertaining or unwinding. The spacious family-style eat-in kitchen features plenty of cabinetry, a convenient breakfast bar, separate dining area, and walk-out to an expansive deck overlooking the private, fully fenced backyard-ideal for outdoor dining, BBQs and summer entertaining. New, never-used built-in dishwasher adds further convenience. The main level offers a primary bedroom with walk-in closet and 3-piece ensuite featuring a sta
View photo
New
House
$ 1,549,000
viewed
Caledon, Ontario
6 Bathrooms
GardenOffice roomBalconyCellar
1 day + 3 hours ago
This home is steps from Caledon Community Center, Local Good rating Schools, School bus route, Many Parks, Restaurants, and the Scenic Caledon Trails.
36 pictures
New
House
$ 899,900
viewed
Caledon, Ontario
PatioGardenFireplaceParking
1 day + 3 hours ago
home in Caledon, offering thoughtful design, modern finishes and a functional open-concept layout.
50 pictures
New
House
$ 1,495,000
viewed
Caledon, Ontario
Garden
2 days + 3 hours ago
Inside, soaring vaulted ceilings and a beautiful mix of exposed log and drywall create warmth and character throughout the bright open-concept living spaces. The living and family rooms overlook mature trees, lush gardens, manicured grounds, and surrounding greenspace. Designed to embrace its natural setting, the main-floor office overlooks the tranquil pond across the road, while the dining area opens to a charming 3-season screened sunroom. The chef-inspired kitchen features custom cabinetry with pot drawers and matching pantry, Caesarstone counters, antique hammered copper sink, counter-depth refrigerator, black stainless appliances, gas stove, microwave, breakfast bar, and scenic views. Upstairs, the gener
27 pictures
New
House
$ 1,599,000
viewed
Caledon, Ontario
GardenDeckSwimming pool
2 days + 3 hours ago
Room and game area offering excellent flexibility for k
49 pictures
Updated
House
$ 1,099,999
viewed
Caledon, Ontario
FireplaceParkingCellar
2 days + 3 hours ago
Two bedrooms offer attached baths with standing showers, while the shared bath features upgraded ceiling-height tiles.
49 pictures
New
House
$ 1,399,999
viewed
Caledon, Ontario
BalconyDeckCellar
2 days + 3 hours ago
Amazing Opportunity in Prime Caledon! Escape to nearly 6 acres at the highly sought-after corner of Airport Road and Beech Grove Sideroad.
29 pictures
New
House
$ 169,000
viewed
Caledon, Ontario
Fireplace
2 days + 3 hours ago
This 2-bedroom park model, which was previously utilized for year-round enjoyment, is situated in an 11.5-month extended-stay area at Caledon Hills Resort
46 pictures
House
$ 809,900
viewed
Caledon, Ontario
ParkingAir conditioningEquipped kitchen
4 days + 3 hours ago
The upgraded kitchen features stainless steel appliances, including a newer stove and dishwasher, along with professionally refinished kitchen and bathroom cabinetry backed by a transferable 10-year warranty valid until October 2033. Additional improvements include a new furnace, upgraded garage door motor and chain with two remotes, new central air conditioning, newer tile flooring in the kitchen, bathroom and main entrance, and a professionally redone driveway. A truly impressive 3-bedroom luxury townhouse offering modern finishes, an open-concept design, and numerous major mechanical and cosmetic
50 pictures
House
$ 870,000
viewed
Caledon, Ontario
GardenCellar
4 days + 3 hours ago
Ideal for first-time buyers, young families or those looking to downsize. The main level offers an easy-flow layout for everyday living and entertaining, while the finished basement provides valuable additional living space. Step outside to a private, fully fenced backyard with a natural gas BBQ hook-up, perfect for relaxing or entertaining. Located in a family-friendly neighbourhood close to schools, parks, shopping and everyday amenities. Move-in ready and a fantastic opportunity to own in one of Bolton's desirable established communities. 3D virtual tour available for a detailed look throughout the home. (Id: 27)
50 pictures
House
$ 999,000
viewed
Caledon, Ontario
PatioGardenFireplaceCellar
5 days + 3 hours ago
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 p
34 pictures
House
$ 1,099,000
viewed
Caledon, Ontario
Office roomParkingCellar
5 days + 3 hours ago
Offering approximately 3,313 sq.
50 pictures
House
$ 1,349,919
viewed
Caledon, Ontario
FireplaceEquipped kitchen
5 days + 3 hours ago
Located in the highly sought-after Village of Southfields in Caledon, this former builder's model home delivers over $250,000 in premium upgrades across
42 pictures
House
$ 1,247,000
viewed
Caledon, Ontario
GardenFireplaceCellar
5 days + 3 hours ago
Located just minutes from the amenities of Downtown Caledon East, this rare offering combines country serenity with everyday convenience.
