Caledon Homes for Sale

Caledon Homes for Sale

Welcome to Caledon, Ontario – a picturesque gem nestled in the heart of Canada! Known for its stunning landscapes and serene rural charm, Caledon offers a perfect blend of small-town warmth and modern conveniences. With lush green spaces, rolling hills, and charming communities, this vibrant town is a haven for nature lovers and families alike.

Caledon boasts a rich history, with its roots dating back to the early 1800s. Today, it continues to thrive, offering a plethora of outdoor activities, from hiking and biking to horseback riding along scenic trails. The town is also home to several conservation areas, including the breathtaking Caledon Trailway and the stunning Forks of the Credit Provincial Park, making it an ideal location for those who appreciate the great outdoors.

As for real estate, Caledon is currently experiencing a surge in homes for sale, catering to a diverse range of buyers. Whether you’re in search of a cozy bungalow, a spacious family home, or an elegant estate, you’ll find a variety of options that suit your lifestyle and budget. The local real estate market is characterized by its charming properties, many of which feature sprawling yards, modern amenities, and breathtaking views of the surrounding countryside.

With its strong sense of community, excellent schools, and easy access to major urban centers, Caledon is not just a place to live; it’s a place to thrive. Explore the homes for sale in this enchanting town and discover the perfect setting for your next chapter. Your dream home in Caledon awaits!

Newest Caledon Homes for Sale

$1,399,000
8 Beds ⋅ 6 Baths ⋅ W13769634 MLS
Immaculate 3700 sq ft detached home featuring 5+3 bedrooms and 6 bathrooms, complete with a legal second dwelling unit. This stone-and-brick beauty sits on a deep lot backing onto a ravine, offering privacy and scenic views. The main level showcases upgraded porcelain tile, 9 ft ceilings, a living/dining area, and a spacious family room with a gas fireplace. The chef's kitchen includes a breakfast bar, seamless quartz countertops and backsplash, an eat-in area with walkout to the deck, and wide-plank oak-stained hardwood carried throughout with matching staircase and iron pickets. The primary bedroom offers his-and-her walk-in closets and a spa-like ensuite with double sinks, soaker tub, and separate shower; the second bedroom also features a walk-in closet. Pot lights throughout the living/dining, great room, kitchen, and exterior. A ground-floor in-law suite includes an open-concept kitchen with quartz counters, 1 bedroom, 1 bathroom, laundry, and walkout to the backyard. The legal basement apartment offers 3 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, 6 above-grade windows, and separate laundry. Additional features include electric car charger wiring and a BBQ gas line installed by the builder.

574 Queen Mary Drive, Caledon
$954,000
4 Beds ⋅ 3 Baths ⋅ W13768978 MLS
Welcome to this bright, spacious, and exceptionally functional 3-bedroom bungalow inthe highly sought-after community of Valleywood, Caledon. From the moment you stepinside, you will love the abundance of natural light and the seamless flow of the home.The main level features beautiful hardwood floors stretching across the spacious livingroom, large formal dining room, and all three bedrooms. At the heart of the home is afantastic, family-sized kitchen boasting abundant counter and cabinet space, which walksout directly to a private deck and yard-making it absolutely perfect for entertaining andsummer BBQs. The primary bedroom serves as a peaceful retreat, complete with its ownprivate 4-piece ensuite. For added convenience, the 2-car garage offers direct, seamlessaccess right into the home.Downstairs, the fully finished basement completely doubles your living space and feelsincredibly bright thanks to large windows that let in tons of natural light. This massive,open-concept area is fantastic for many different options, whether you need an in-lawsuite, multi-generational living, or the ultimate recreation hub. It comes fully equippedwith a second kitchen featuring a gas stove, a cozy gas fireplace in the large great room,an additional washroom, and a dedicated office space that could easily serve as a 4thbedroom.Perfectly situated for effortless commuting, this property offers unbeatable access toHighway 10 and Highway 410, alongside easy public transit connections. It is alsoideally positioned between major healthcare facilities, offering quick and convenientproximity to both Brampton Civic Hospital and Headwaters Health Care Centre inOrangeville. This versatile Valleywood gem truly has it all!

34 Kirkwood Crescent, Caledon
$2,795,000
4 Beds ⋅ 3 Baths ⋅ W13768664 MLS
Welcome to 15 Caledon Mountain Drive, a one-of-a-kind, turn-key, country retreat set on 3.3 private acres in the charming village of Belfountain. Tucked away in the sought after Caledon Mountain Estates. This beautifully reimagined home offers over 4000 Sq Ft of finished living space which was completely gutted and extensively renovated by Caledon Build In 2020. Blending modern design with the tranquillity of its natural surroundings. The thoughtfully designed interior features Canadian-made engineered hardwood flooring, a custom kitchen with Fox Custom Woodworks and new high-end integrated appliances, and bright, spacious principal rooms designed for everyday living and entertaining. Major 2020 improvements include a new metal roof, Marvin windows (lifetime warranty), exterior brick and Maibec siding, all new insulation, kitchen, flooring, bathrooms, extensive landscaping and more. Outdoors, enjoy your own private backyard oasis surrounded by mature trees and expansive green space, complete with an in-ground pool by Solda Pools (2019). Tucked away at the back of the property, with it's own private driveway, is a separate freestanding studio featuring an expansive main level, loft-style upper space, balcony, and 2-piece washroom - ideal for a creative studio, home office, gym, or additional recreational space. A 2 car garage and a newly paved oversized driveway provide ample parking. Nestled in the heart of Belfountain, only minutes to local cafes and butcher shops, the town of Erin, Caledon Ski Club, Pulpit Club Golf courses, TPC at Osprey Valley and so much more! This exceptional property offers tranquility, privacy and country living while remaining close to the village, conservation areas, trails, parks, local shops and dining, dnd convenient commuter routes connecting to Caledon and the GTA. Under 40 minutes to Pearson Airport.

15 Caledon Mountain Drive, Caledon
$2,499,000
4 Beds ⋅ 4 Baths ⋅ W13768554 MLS
Escape to a home that truly understands the meaning of "space." Situated on an expansive lot, this custom-built masterpiece offers over 3,500 square feet of thoughtfully designed living area. This isn't just a house; it's a lifestyle upgrade for families who want room to breathe without sacrificing modern convenience. The heart of the home features a stunning open-concept floor plan that manages to feel incredibly cozy despite its grand scale. Flooded with natural light through large, picturesque windows, the main level is designed for effortless connection. This home includes a rare, dedicated Arts and Crafts room-perfect for a home studio, classroom, or hobby space plus a 3-car garage with enough parking for the whole extended family. Whether you're hosting a holiday dinner or enjoying a quiet evening by the fire, the "dreamy country" aesthetic provides a warm, timeless backdrop.

13905 Kennedy Road, Caledon
$979,990
4 Beds ⋅ 3 Baths ⋅ W13768340 MLS
LISTED MLS Pricing is PURCHASE PRICE NET OF HST REBATE ** If Qualified and applicable. Inventory Home Quick Move In Ready 30-60 Days. 4 Bedroom, 2.5 Bathroom, Hardwood Throughout, Smooth Ceilings, Potlights, Stone Counters, ** No Sidewalk and backing onto field of future school.

12 Damara Road Unit Lot 80, Caledon
$1,599,000
7 Beds ⋅ 6 Baths ⋅ W13768250 MLS
Showstopper! Welcome To This Fully Upgraded Corner Home In A Prime Caledon Location, Offering3,224 Sq. Ft. Of Above-Grade Living Space Plus Two Finished Basement Apartments. With Over$350K Invested In Upgrades, This Home Features A Striking Stone And Brick Exterior, Approximately $90K In Professional Landscaping, And Full Interlocking Across The Front, Around The House, And Throughout The Entire Backyard. The Large Rear Deck And Front Porch Feature Glass Railings, While Exterior Pot Lights Add Beautiful Curb Appeal. The Bright, Spacious Interior Offers 9-Ft Ceilings On The Main Floor, Smooth Ceilings, Pot Lights & California Shutters Throughout, Large Windows, And An Abundance Of Natural Light. No Carpet Anywhere, With Hardwood Flooring And Wood Staircases Throughout, Including Both Staircases. The Upgraded Two-Tone Kitchen Features Upgraded Countertops, Upgraded Backsplash, And An Upgraded Custom Range Hood. Additional Main-Floor Highlights Include A Formal Dining Room And Gas Fireplace. The Primary Bedroom Offers Two Walk-In Closets And A 5-Piece Ensuite, While Every Additional Bedroom Upstairs Features Ensuite Access. Approximately $100K Was Invested In The Finished Basement, Complete With A $15K Separate Side Entrance From The Builder. The Basement Includes One 1-Bedroom Apartment And One 2-Bedroom Apartment, Each With A Separate Kitchen, Full Bathroom, And Laundry. A Double-Car Garage And 6 Car Driveway Provide Parking For 8 Vehicles. A Beautifully Finished, Move-In-Ready Home Offering Luxury, Space, And Versatility Inside And Out. **Legal Basement Apartment**

1 Breckonwood Street, Caledon
$3,450,000
6 Beds ⋅ 5 Baths ⋅ W13767138 MLS
The Beech House stands well back on 2.55 wooded acres, screened from the road. A modern house of more than 4,000 square feet, rebuilt from the studs out to the tree line - over a million dollars of renovation since 2020. A planted courtyard leads to an entry walled in glass. Inside, an open staircase climbs beneath an atrium that pours daylight into the centre of the house. The kitchen anchors the main floor with a long centre island, wall ovens and a sunlit breakfast area. The living room lies beyond, opening to a screened-in covered porch with a pizza oven. A few steps down, the sunken family room. Set on its own, a formal dining room with bar. Three bedrooms occupy the main level, one with a private ensuite - a full life on one floor, should it suit. Above, the primary suite: banks of closets, a spa ensuite with double vanities, freestanding soaking tub and separate shower, and a private balcony in the treetops. A fifth bedroom completes the level. Engineered hardwood and tile throughout; two baths heated underfoot. The grounds are the revelation. A stone terrace runs along the back of the house, with a pergola for long dinners at one end and a hot tub, cold plunge and barrel sauna tucked into the trees. Stepping stones cross the lawn to a circular fire pit terrace. Past the gardens, at the far edge of the lawn, a pond with a fountain sits against the woods. Above the detached garage, a self-contained guest suite with its own entrance: bedroom, bath, living room, dining area and kitchen which is turn-key and furnished. For those tempted to take the look along with the house, select furnishings can be available for purchase. The essentials are handled - furnace 2025, house A/C 2021, guest suite A/C 2026, Culligan UV, softener and reverse osmosis, insulated crawl space, EV charger compatible outlet, Lorex cameras, driveway 2024, culvert 2026. Minutes from Orangeville and the Caledon trails, and quiet the moment you turn in off the road.

3285 Beech Grove Side Road, Caledon
$829,000
3 Beds ⋅ 2 Baths ⋅ W13766884 MLS
Welcome to 8 Schaefer Place, a well-maintained detached home located on a quiet family-friendly court in desirable Bolton. This bright and inviting home offers 2+1 bedrooms and 2 full bathrooms. The main floor features a spacious living room with hardwood flooring and a bright eat-in kitchen. The large primary bedroom includes a walk-in closet, new broadloom and overlooks the backyard. This home comes complete with a fully finished basement with high ceilings and above grade windows. This additional living space includes a large family room featuring a gas fireplace, a second bedroom with double closet, a full 4 piece washroom, 2nd office or craft room and a large utility room with ample storage. Step outside to a fully fenced backyard with an interlock patio, mature landscaping, and a garden shed. An oversized garage offers plenty of room for parking and storage. Conveniently located close to schools, parks and modern recreation centre. Move-in ready and full of potential.

8 Schaefer Place, Caledon
$3,200,000
4 Beds ⋅ 3 Baths ⋅ W13766840 MLS
Set on 43+ acres with mature trees, open lawns, perennial and vegetable gardens, flagstone patios, and a large stream-fed pond, this exceptional country estate offers timeless character in a highly desirable setting. The circa-1900 stone residence, with a Napier Simpson addition, offers approximately 4,000 sqft of living space with 4 bedrooms, 2 bathrooms, generous principal rooms, tasteful finishes, and preserved historic details throughout. Additional features include an inground pool, a 2.5 car 2 storey coach house with a 1 bedroom studio suite, bank barn and detached garage/storage building. A rare offering with privacy, history, and true estate property appeal. This wonderful property is just minutes from all things' country and conveniently under an hour to the airport and city.

15668 Shaws Creek Road, Caledon
$1,499,000
4 Beds ⋅ 3 Baths ⋅ W13766052 MLS
Welcome To Your Forever Home with 3650 Sq.ft total living space. Discover The Perfect Blend Of Country Charm, Modern Luxury And Tranquility In This Beautifully Renovated 3+1 Bedroom Ranch-Style Bungalow, Set On Approximately 1.85 Acres With A Private Pond And Directly Backing Onto The Caledon Trailway. Surrounded By Nature And Offering Exceptional Privacy, This Rare Property Is Truly One Of A Kind.Step Inside To A Bright, Spacious And Thoughtfully Updated Interior Featuring Stylish Finishes, Pot Lights And Large Windows Throughout, Allowing An Abundance Of Natural Light To Fill The Entire Home. The Gorgeous Kitchen Is Designed For Both Everyday Living And Entertaining, Featuring Quartz Countertops, A Centre Island, Stainless Steel Appliances, Pot Lights And A Convenient Combined Breakfast Area. The Separate Living Room Is Bright And Inviting, While Spacious Bedrooms With Custom Closets Offer Comfortable And Functional Retreats For The Entire Family.The Finished Basement Provides Valuable Additional Living Space And Features Laminate Flooring, Skylight And Pot Lights, Making It Perfect For A Family Room, Recreation Area, Home Office, Gym Or Entertainment Space.Extensively Updated With Numerous Recent Improvements, Including Iron Filter And Heat Exchanger (2026), Well Water Pump (2025), Sump Pump (2024), Water Softener (2020), Septic Bed (2021), Paved Driveway (2021), Interlocking At The Front Of The Home, Patio (2021), Gutters, Soffits & Fascia (2021), All Doors & Windows (2021) And Garage Doors (2021).Enjoy Outdoor Living At Its Finest With Expansive Grounds, A Private Pond, A Beautiful Backyard Gazebo And Direct Access To The Caledon Trailway. A Truly Exceptional Property Offering Space, Privacy, Modern Updates And An Unparalleled Natural Setting. Move In, Unwind And Enjoy The Peaceful Country Lifestyle You've Been Waiting For!

16072 The Gore Road, Caledon
$1,208,000
4 Beds ⋅ 3 Baths ⋅ W13765494 MLS
One of Bolton's best kept secrets. Drive into a quiet cul-de-sac of well kept homes and spacious lots with mature trees. A quaint enclave walking distance to park and schools. Sunlight beams through the picture windows that overlook the beautiful gardens. Enjoy two separate outdoor spaces-patio off the living room or the deck + greenspace off the dining. Come home into the foyer that overlooks open to above dining room with wainscotting and farm beams ceiling. Modern kitchen with island, caesarstone counters that overlook sitting room with quartz counter and bar fridge for your morning coffee. All bedrooms are spacious with B/I shelves. Second floor washroom with custom tilework. This home is an absolute gem of a find.

336 Dingle Court, Caledon
$899,900
3 Beds ⋅ 2 Baths ⋅ W13765474 MLS
Welcome to 1537 Queen St E, a charming mid-1860s home in the heart of Alton on a 10,495 square-foot (0.241 acre) lot. This 3-bedroom + den, 2-bath home offers an open-concept main floor with an updated kitchen, living and dining areas, main-floor primary bedroom and laundry. Hardwood flooring, a rear deck and fully fenced, treed lot add to the home's character and function. The detached 2-car garage is heated, powered and equipped with an EV charger, creating flexible space for a home gym, office, workshop, studio or hobby space in addition to vehicle parking. For golf lovers, this home is just minutes from Tournament Players Club, TPC Toronto at Osprey Valley, Canada's only TPC Network property, host of the RBC Canadian Open in 2025 and 2026, returning in 2027. Outdoor recreation is close to home. Shaw's Creek winds through Alton within walking distance, while nearby Upper Credit Conservation Area offers trails, forests, wetlands and meadows. Caledon Ski Club is ~10-minute drive, offering skiing, snowboarding and other four-season recreation. A c.1860 Late Neoclassical home recognized on Caledon's Heritage Register, preserving a piece of Alton's history while remaining non-designated, with NO HERITAGE PERMIT CURRENTLY REQUIRED for renovations or alterations. Close to Alton Public School, Alton Mill Arts Centre, Millcroft Inn & Spa, local shops and cafés, with Orangeville just minutes away. A character-filled home with a large private lot, flexible bonus space and access to some of Caledon's best golf, trails, skiing and village amenities.

1537 Queen Street E, Caledon
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