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Explore Caledon Homes for Sale

Caledon is the perfect blend of countryside charm and modern living. Known for its breathtaking natural beauty, this town is home to the famous Bruce Trail and the scenic Cheltenham Badlands, attracting nature lovers and adventure enthusiasts. Neighborhoods like Bolton, Southfields Village, and Palgrave offer a mix of contemporary Single-family homes and charming Bungalows surrounded by lush greenery. Explore modern Condos, stylish Townhomes, or undeveloped Land for future development. For business ventures, consider Commercial properties or indulge in luxury with Homes with a pool. Stay updated with Just-listed properties for the latest listings.

Caledon also boasts a thriving local food scene, with farmers' markets and restaurants serving farm-to-table cuisine. For families, the town provides excellent schools, recreational programs, and community centers. Caledon’s tranquil atmosphere, combined with its accessibility to Toronto via major highways, makes it a sought-after destination for those looking to escape city life without compromising on modern conveniences.

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Newest Caledon Homes for Sale

2 Beds ⋅ 1 Baths ⋅ W13658524 MLS

Welcome to 43 Maple Avenue in the quaint village of Inglewood where cottage like charm meets everyday convenience set on an impressive 50' x 181' lot, this inviting 2 bedroom detached brick bungalow sides and backs onto Forests offering privacy, mature surroundings and a peaceful natural setting. Whether you're looking for an affordable place to call home or weekend retreat within easy reach of Toronto, this property offers plenty of possibilities. Perfect for empty nesters or first time Buyers and savvy investors. Inside, you'll find a bright open concept layout with a large family-sized kitchen and welcoming living room featuring a gas fireplace & picture window. The family room in addition provides extra living space and features a double walkout to the deck and expansive backyard - perfect setting for entertaining, gardening or simply relaxing surrounded by nature. 2 Bedrooms & convenient main floor laundry completes the main level. The laundry could easily be relocated back to the lower level if desired. The developed basement offers additional open-concept living space along with plenty of storage and a separate utility area! Served by a private well and septic system, the property also includes a detached over sized 1 car garage with auto door opener. Enjoy the charm and community feel of Inglewood with the Caledon Trailway, Credit River and local amenities nearby. Surrounded by nature yet conveniently located for access to Highway 10, Hwy 410, between Brampton and Orangeville. Close to golf, ski, trails. Affordable Caledon living in a cottage-like-setting. Ideal as a full time home, peaceful weekend escape or a little bit of both.

43 Maple Avenue, Caledon

3 Beds ⋅ 3 Baths ⋅ W13658350 MLS

Located in the desirable South Hill community of Bolton, welcome to 249 Leavens Court. This beautifully updated home features 3 bedrooms, 3 bathrooms, and a finished basement complete with a Cozy rec room with rough ins for future kitchen/laundry room.The open-concept main floor offers a fully updated, generously sized kitchen that flows seamlessly into the expansive family room overlooking the backyard-perfect for both everyday living and entertaining.Situated on an oversized 45' x 124' lot with great patio an above ground pool in a quiet, family-friendly court, this property provides plenty of space for children to play and families to enjoy the outdoors. Conveniently located within walking distance to schools, parks, shopping, and other amenities, plus just a four-minute walk to 24-hour public transit, this home offers an exceptional combination of comfort, space, and convenience.

249 Leavens Court, Caledon

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

5 Beds ⋅ 4 Baths ⋅ W13656606 MLS

Welcome to 1 Goodfellow Crescent, a spacious family home situated on a premium corner lot in one of Bolton North's most established and sought-after neighbourhoods. Offering approximately 2,769 sq. ft. above grade plus a finished basement with apartment/in-law suite, this 4+1 bedroom, 4 bathroom residence provides the ideal blend of space, functionality, and flexibility for today's growing or multigenerational family.Designed with family living in mind, the main level features generous principal rooms including formal living and dining areas, a welcoming family room with fireplace, a dedicated home office, and a spacious eat-in kitchen with breakfast area. Large windows throughout fill the home with natural light, creating a warm and inviting atmosphere. The upper level offers four generously sized bedrooms, including a spacious primary retreat complete with a walk-in closet and private ensuite bath. The finished basement with apartment/in-law suite offers additional living space and flexibility for extended family, guests, or multigenerational living arrangements. Situated on a beautifully maintained corner lot with a double car garage and parking for five vehicles, this exceptional home is conveniently located close to schools, parks, recreation facilities, shopping, and all of Bolton's everyday amenities. A rare opportunity to own a spacious family home with multigenerational living potential in a highly desirable community.

1 Goodfellow Crescent, Caledon

2 Beds ⋅ 2 Baths ⋅ W13656460 MLS

Watch the video and imagine the lifestyle - bright open spaces, peaceful parkette views, family gatherings, movie nights, and effortless bungalow living surrounded by nature and convenience. Experience The Perfect Harmony Of Sophisticated Living In This Stunning Bungalow Offering Over 3,000 Sq. Ft. Of Bright, Thoughtfully Designed Space. Less Than 15 Years Old And Meticulously Maintained, This Move-In-Ready Home Blends Modern Comfort, Low-Maintenance Living, And A Warm Family-Friendly Lifestyle. Perfectly Positioned On A Spacious Road Facing A Charming Parkette, With School, School Bus Pickup, And Mailbox Just Steps Away, This Home Offers A Rare Balance Of Openness, Safety, And Everyday Convenience. Natural Light Pours Through Expansive Windows Into Generous Living Spaces Featuring A Cozy Fireplace, Spacious Bedrooms, And An Upgraded Open-Concept Kitchen With Quartz Finishes, Premium Appliances, And A Central Island Designed For Gathering And Entertaining. Double-Glazed Windows Create A Peaceful Indoor Retreat While Keeping The Home Warm And Energy Efficient Year-Round. The Fully Finished Oversized Basement Elevates Everyday Living With A Spectacular 4K Home Theatre And Surround Sound, Fitness Space, Large Office, Bar, And Entertainment Area Ideal For Celebrations And Family Gatherings. Step Outside Into A Private Tree-Lined Backyard Featuring A Deck, Natural Gas BBQ Hookup, Garden, And Full Sprinkler System Designed For Effortless Outdoor Enjoyment. Enjoy Peace Of Mind With Nearby OPP And Fire Station Services, While Being Within Walking Distance To A Vibrant Community Centre Offering Swimming Pool, Fitness Centre, Basketball Courts, Hockey Arenas, Library, Banquet Halls, Outdoor Rinks, And Scenic Nature Trails. Complete With Smart Security Systems, Two-Car Garage, And Ample Parking, This Is A Rare Opportunity To Enjoy Peaceful Bungalow Living Where Nature, Recreation, And Modern Convenience Come Together Beautifully.

52 Atchison Drive, Caledon

1 Beds ⋅ 2 Baths ⋅ W13656034 MLS ⋅ River's Edge Bolton BLDG.

Welcome to River's Edge Luxury Building, featuring a spacious and thoughtfully designed one-bedroom suite with 9-foot ceilings and two bathrooms. This bright, open-concept layout seamlessly combines the living, dining, and kitchen areas, enhanced by laminate flooring throughout the living room, dining room, and bedroom. The modern kitchen offers granite countertops, a convenient breakfast bar, and ample workspace-perfect for both everyday living and entertaining. The Walk-in Closet can be converted to a baby/toddler room. Exceptional building amenities, including visitor parking, indoor swimming pool, sauna, car wash, gym, party/games room and guest suite. Great location within walking distance to shops, parks, restaurants, library, community centers. This residence is set in a tranquil, scenic environment with just steps to the Humber Valley Heritage Trail where you can enjoy the views of the Humber River and surroundings. Move-in ready; closing anytime, unit is vacant. Property offered for lease as well.

60 Ann Street Unit 309, Caledon

3 Beds ⋅ 3 Baths ⋅ W13654744 MLS

Better Than New - Southfields Village Executive Townhome! Just 1 year young, this beautifully upgraded 3-storey executive townhouse offers approx. 1,941 sq ft of living space plus a rare private 536 sq ft terrace ideal for entertaining or unwinding under the stars. Situated in one of Caledon's most sought-after communities, directly across from Southfields Community Centre & skate park, and steps to everyday amenities. A ceramic-tiled foyer opens to a bright, open-concept great room & dining area, walking out to a main-level balcony perfect for morning coffee or evening breezes. The chef-inspired kitchen features stainless steel appliances, a large Centre island with breakfast bar, ample cabinetry, and generous counter space. Main-floor powder room adds everyday convenience. Upstairs, the spacious primary retreat boasts a large window, private balcony & a spa-like 4-piece ensuite. Two additional generously sized bedrooms share an upgraded bath with frameless glass shower. Second-level laundry, thoughtful upgrades throughout, and a fully private terrace for summer BBQs & gatherings elevate everyday living. 1-car garage driveway parking (2 total).Unbeatable location: steps to plaza, grocery, pharmacy & restaurants; walking distance to top-rated Southfields Village PS, Bonnie glen Farm Park & Etobicoke Creek Trails; minutes to the new Mega Gym; on a convenient bus route. A rare opportunity to own a nearly-new home with premium outdoor space in a thriving, family-friendly community. Don't miss it! Pictures are virtually staged.

415 Dougall Avenue, Caledon

5 Beds ⋅ 3 Baths ⋅ W13653982 MLS

//Spectacular **50 Acres** Country Estate Farmland Property With Stunning Views In Prestigious Rural Caledon !! Rare Opportunity To Own A Truly Picturesque Property Offering The Perfect Combination Of Luxury Living, Privacy, Farmland & Natural Beauty! A Charming Winding Driveway Welcomes You To This Beautifully Renovated Bungalow Surrounded By Stunning Country Views & A Private Forest. Featuring 3+2 Bedrooms, 3 Washrooms & A Spacious 3-Car Garage With Separate 100-Amp Panel. **Spacious 3 Car Garage** Chefs Modern Kitchen With High End Appliances, Main Floor Laundry & A Fully Finished Basement With Walk-Up To The Garage!! Bright & Modern Open-Concept Layout With Large Windows, Skylights, Pot Lights & Hardwood Flooring. Impressive Chef's Kitchen With High-End Appliances, Generous Cabinetry & Walkout To A Large Deck Overlooking The Peaceful Countryside. Spacious Family Room With Fireplace, Separate Living & Dining Areas, Main-Floor Laundry & Primary Bedroom With Walkout To Patio. Fully Finished Basement Offers 2 Additional Bedrooms, Large Recreation Area & Convenient Walk-Up/Separate Entrance To Garage. The Property Also Features An Impressive Barn/Workshop With Four 12' x 12' Access Doors, 30-Amp Panel & Attic Storage, Plus A Charming Outdoor Bunkie With Fireplace. Ample Parking For 20+ Vehicles. **Professionally Built Oversized 40'x80' 2 Level As Is Barn With 3 Large Access Doors And An Outdoor Bunkie + 30 Amp Panel And Attic Area With Ample Storage ** An Exceptional Caledon Estate Offering Endless Possibilities For Families, Hobby Farming, Car Enthusiasts, Contractors Or Those Simply Looking For Space, Privacy & A Peaceful Country Lifestyle. **Enjoy The Eye-Catching Country Views** Must Be Seen To Truly Appreciate This One-Of-A-Kind Property!

19246 Centreville Creek Road, Caledon

5 Beds ⋅ 5 Baths ⋅ W13653696 MLS

RAVINE LOT, NO SIDEWALK, MASSIVE DRIVEWAY, SIDE ENTRANCE to basement. 4 large bedrooms, 4.5 bathrooms. Large open concept main floor living with upgraded hardwood flooring on main and second level. Beautiful kitchen with large custom island, perfect for entertaining. Upgraded quartz counter tops in bathrooms with modern faucets and hardware. Crown moulding and wainscoting. Beautiful large upgraded laundry room. Pot lights outdoor and indoor, upgraded light fixtures. Very tasteful finishes throughout, truly feels like a perfect home.A beautiful place to call home, perfect for kids and adults to enjoy with views of greenspace. Look no further for your perfect dream home.

50 Brookwater Crescent, Caledon

3 Beds ⋅ 2 Baths ⋅ W13647280 MLS

Welcome to this well-kept raised bungalow on a quiet cul-de-sac in desirable Valleywood, Caledon. Offering comfortable main-level living with a fully finished lower level, this home delivers practical space and flexibility in a family-friendly neighbourhood known for peaceful streets, parks, and convenient access to amenities. The open-concept upper level features a functional layout with gas cooking, living and dining areas, one bedroom, and a 3-piece bath. The finished lower level adds two more bedrooms (one with a built-in desk and Murphy bed-ideal as a flexible office, guest room, or kids' space), a4-piece bathroom, laundry, and extra living area. Total finished space is approximately1,350-1,400 sq ft. Outside you'll find a fully fenced, landscaped yard with a small deck-perfect for kids, pets,or quiet outdoor time. A double-car garage provides secure parking and storage. Located in Valleywood, you're close to neighbourhood parks and trails, the Margaret Dunn Valleywood Library, and Brampton Christian School. Easy Highway 410 access makes commuting simple, while Bolton's shops and services are just minutes away. A practical, move-in-ready home that offers solid value on a quiet street-ideal for a small family, downsizers seeking one-level living with extra space below, or anyone looking for a peaceful Caledon location with room to grow.

7 Bradwick Court, Caledon

3 Beds ⋅ 3 Baths ⋅ W13652382 MLS

Welcome to this beautifully maintained family home in the highly sought-after Southfields Village community. Designed for modern family living, the bright and spacious main floor features 9-foot ceilings, an open-concept kitchen, dining area, and generous living room perfect for entertaining and everyday family life. The well-appointed kitchen showcases stone countertops, stainless steel appliances, a breakfast bar, and plenty of workspace for meal preparation and gatherings. The seamless flow to the fully fenced backyard makes summer BBQs, outdoor dining, and family get-togethers effortless. Upstairs, the spacious primary bedroom features a walk-in closet and private 4-piece ensuite, while two additional bedrooms provide plenty of space for a growing family. A convenient second-floor laundry room, located beside the primary suite, makes everyday living easier. The finished basement offers additional living space with a cozy family room, dedicated home office, bathroom rough-in, and a large utility/storage room for all your family's needs. Parking for three vehicles, including the garage, is a rare bonus in the neighbourhood. Enjoy an exceptional lifestyle just steps from the Southfields Community Centre, featuring a swimming pool, fitness centre, gymnasium, Caledon Public Library, skate park, summer camps, and year-round recreation. Families will love the nearby parks, playgrounds, sports fields, and splash pads, while cafés, restaurants, an ice cream shop, grocery store, and a walk-in medical clinic are all within walking distance. More than just a home, this is your opportunity to enjoy one of Caledon's most family-friendly communities where convenience, recreation, and neighbourhood charm come together.

12481 Kennedy Road, Caledon

3 Beds ⋅ 3 Baths ⋅ W13652306 MLS

Welcome to 28 Crestridge Drive, a beautifully maintained detached home tucked away on a quiet cul-de-sac in one of Bolton's most sought-after neighbourhoods. The landscaped walkway and double car garage set the tone for the pride of ownership found throughout. Step inside to awarm, inviting atmosphere filled with natural light, thanks to generous windows and excellent sun exposure. The open-concept floor plan flows effortlessly, and two natural gas fireplaces,one in the living room, one in the basement, add warmth and character year-round. The updated kitchen features new cabinetry, stainless steel appliances, and a breakfast bar, opening directly to your backyard oasis. The premium ravine lot offers the ultimate privacy with norear neighbours, maintenance-free artificial grass, a jacuzzi, and breathtaking views of nature to enjoy all year long. Three spacious bedrooms include a primary retreat with ample storage and a private ensuite, while the fully finished basement is perfect for a rec room,home office, or family entertainment space, complete with a second gas fireplace. Additional highlights include an EV charging hook-up in the garage, parking for up to 6 vehicles, updated furnace and A/C (2018), garage door (2021), and roof (2016). Minutes from grocery stores,parks, schools, and everyday amenities. A rare opportunity in Bolton!

28 Crestridge Drive, Caledon

5 Beds ⋅ 4 Baths ⋅ W13651338 MLS

Welcome to 23 Berrydown Drive - a beautifully renovated, turnkey home that's been meticulously maintained and thoughtfully updated from top to bottom. Offering exceptional curb appeal and modern finishes throughout, this move-in ready property is perfect for buyers looking for style, comfort, and peace of mind.The stunning 2019 renovation transformed the entire home, featuring a designer kitchen with stainless steel appliances, updated flooring throughout, and beautifully finished bathrooms. The fully renovated basement (2023) provides additional living space ideal for entertaining, relaxing, or accommodating the growing family. Fresh interior paint (2024), new interior doors (2023), and updated Moen fixtures throughout. Major capital improvements include newer windows (2021), front entry door (2020), garage door (2020), backyard sliding door (2020), eavestroughs, gutters and fascia (2022), exterior pot lights (2020), and professionally installed backyard interlocking (2021). Step outside to a private backyard oasis complete with a gas BBQ hookup and Toja Grid pergola-perfect for outdoor entertaining.With quality upgrades throughout, thoughtful finishes, and true pride of ownership, this exceptional home is completely move-in ready. Simply unpack and enjoy!

23 Berrydown Drive, Caledon

Amazing Investment/End User opportunity in Caledon on Airport Rd South of Hwy 9. Rare Opportunity To Own This Multi-Use, Free-Standing Commercial & Residential Building With 3 Stores On the Main Floor And On The 2nd Floor Newly renovated three 2 bdrm units. All 3 Residential units are renovated recently and new lease done recently. Great Exposure On Busy Airport Rd. Close To Major Highway.

19834 Airport Road, Caledon

3 Beds ⋅ 4 Baths ⋅ W13650280 MLS

Welcome To 72 Grapevine Road, A Beautiful Semi-Detached Home Nestled In One Of Bolton's Most Sough-After Family-Friendly Neighborhoods. Extensively Renovated From Top To Bottom, This Move-In Ready Home Offers Approximately 2,000 Sq. Ft. Of Thoughtfully Finished Living Space, Featuring 3 Spacious Bedrooms, 3 Bathrooms, And A Finished Basement Complete With A Recreation Room And An Additional 3-Piece Bathroom - Ideal For Movie Nights, Entertaining, Or A Growing Family. The Redesigned Kitchen Features Quartz Countertops, Upgraded Cabinetry, Newer Stainless Steel Appliances and A Large Kitchen Island With Seating Space. Neutral Flooring, Pot Lights, Updated Windows, And Modern Light Fixtures Come Together To Create A Bright Interior Filled With Natural Light. The Upgraded Front Yard, Along With No Sidewalk, Enhances Curb Appeal While Providing Valuable Additional Parking. The Backyard Space, Equipped With A TV Mount And Power Access, Creates An Inviting Outdoor Retreat, Offering The Perfect Setting For Summer Barbecues And Social Gatherings. Ideally Located Close To Parks, Schools, Shopping, Restaurants, And Everyday Conveniences, This Exceptional Home Offers The Perfect Combination Of Modern Living And A Welcoming Community.

72 Grapevine Road, Caledon

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