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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

6 Beds ⋅ 4 Baths ⋅ W13723136 MLS

Welcome to 5 Southbury Manor Drive, an impressive family residence situated in the highly sought-after South Hill community of Bolton. Offering approximately 2,782 sq. ft. of spacious living space, this well-proportioned home features 4 bedrooms and 4 bathrooms, providing an ideal layout for growing families, entertaining and everyday living. Set on an approximately5,048 sq. ft. lot, the property combines generous interior space with the comfort of an established, family-oriented neighbourhood. Enjoy a location that places you close to schools, parks, shopping, dining, recreation and everyday conveniences, with St. John the Baptist Elementary School just a short distance away. Outdoor enthusiasts will appreciate Bolton's abundance of green space and recreational amenities, including access to the scenic Humber Valley Heritage Trail and the Humber River corridor. Offering an exceptional combination of space, location and lifestyle, 5 Southbury Manor Drive presents a wonderful opportunity to establish your next chapter in one of Bolton's desirable residential communities.

5 Southbury Manor Drive, Caledon

3 Beds ⋅ 3 Baths ⋅ W13722852 MLS

Nestled on a picturesque 1.25-acre property surrounded by mature trees, rolling hills, and conservation land, this one-of-a-kind custom-built home offers the perfect blend of privacy, tranquility, and potential. 10 minutes North of Brampton! This charming residence features over 2,400 sqft of living space with soaring cathedral ceilings, two wood-burning fireplaces, and multiple walkouts designed to embrace the natural beauty that surrounds you/ Enjoy peaceful mornings in the sunroom, scenic backyard views from the family room, and the calming sounds of nature from every corner of the property. The expansive unfinished basement with high ceilings presents endless possibilities for future customization. Located just minutes from the amenities of Downtown Caledon East, this rare offering combines country serenity with everyday convenience. Whether you're looking to restore, renovate, or simply enjoy the timeless character of this home, 17940 Airport Road is an exceptional opportunity to create your dream retreat in the heart of Caledon.

17940 Airport Road, Caledon

4 Beds ⋅ 4 Baths ⋅ W13722256 MLS

Luxurious Caledon escape awaits in this executive home. Refined country living meets exceptional convenience. Set on2beautifully groomed acres with private pond, this expansive, lovingly maintained bungalow offers an extraordinary lifestyle so close to the city. From the moment you arrive, the setting is impressive, yet it is what's inside that truly sets this home apart. With over 7,500sf of bright, stunning space, this remarkable residence features 4 king-sized bdrms, 3.5 marble & stone baths, indoor heated pool, sun-filled gym/yoga room, &floor-to-ceiling windows showcasing sweeping views of the lush grounds & 2 stone patios.Designed for both effortless living & unforgettable entertaining.The main floor offers one-level living, private office, double-sided fireplaces,2 formal living spaces one includes an impressive20' cathedral ceiling ideal for billiards, entertaining, or enjoying the grandeur of the space.The expansive kitchen is equally impressive, with granite countertops,raised bar,48"stainless fridge/freezer,double wall ovens,&walk-in pantry,all open to a generous breakfast area&peaceful solarium overlooking the tranquil landscape. Truly fit for a King!Adding to the property's extraordinary story, the Duke of Kent, Queen Elizabeth II's cousin, once called this estate home during a stay in the 1990s,reportedly enjoying breakfast&afternoon tea daily in the home's gorgeous solariums.Approached by an oversized stone driveway with ample parking,the property offers 3-car garage&convenient mudroom separate from the main-floor laundry.Imagine the freedom of having your own private retreat to swim/exercise/entertain/unwind year-round, even skate/hockey in winter without memberships,commuting,or giving up GTA amenities. Inglewood offers the best of both worlds:Peaceful rural setting,yet connected to Orangeville, Brampton & Hwy 410. A truly remarkable property!An unforgettable setting!A home with a story to tell!Come experience it. You have to see it to believe it!

4 Ingleview Drive, Caledon

5 Beds ⋅ 4 Baths ⋅ W13721752 MLS

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 an expansive 3278-square-foot floor plan (as per MPAC) on a generous 43 X 105-foot premium lot. The residence makes a striking first impression with a grand main entry featuring an open-to-above foyer, elegant crown molding, beautiful chandeliers throughout, and extensive interior and exterior pot lighting. Designed for both sophisticated entertaining and effortless daily living, the open-concept layout features distinct living, dining, and family rooms anchored by coffered ceilings, an inviting electric fireplace in the family room and vintage hand-scraped hardwood flooring. At the heart of the home, the chef's dream kitchen is outfitted with rich cabinetry, a dedicated kitchen pantry, top-notch granite countertops, built-in stainless-steel oven and microwave combo, fridge dishwasher and a professional series gas range, and a large center island with an extended breakfast bar under designer pendant lighting. An oak staircase with wrought-iron pickets leads to the sun-drenched upper level, which opens to a charming second-floor Juliet balcony overlooking the main level. The upper layout features convenient second-floor laundry along with four generously sized bedrooms plus a flexible library that easily serves as a fifth bedroom. The three full washrooms include two complete master suites, highlighted by a primary retreat featuring a fully upgraded 5-piece ensuite with a deep soaker tub, custom walk-in shower, and granite vanities. Natural light throughout the home is beautifully controlled with tailored drapes and sleek California shutters. Out back, the property transforms into a private outdoor oasis framed by low-maintenance front and backyard landscaping with custom stamped interlocking, an integrated sprinkler system, and a spacious deck ideal for evening relaxation or summer entertaining.

5 Stellar Avenue, Caledon

3 Beds ⋅ 4 Baths ⋅ W13720404 MLS

Beautiful 3-Bedroom Home In A Brand-New Subdivision! Welcome To This Stunning Property Featuring A Legal Basement With Kitchen, Bedroom & Separate Entrance With Exceptional Finishings. The upgraded kitchen offers an extra-large island, tall upper cabinets with crown molding, Under-Cabinet Lighting, Premium Stainless-Steel Appliances, And A Spacious Pantry. [The Bright, Open-Concept Living And Dining Area Boasts Upgraded Hardwood Floors, 9-Ft Ceilings, And A Functional Layout With No Wasted Space. The Second Floor Includes Three Generously Sized Bedrooms, A Convenient Laundry Room, And Upgraded Carpeting. The Home Also Features Quality Blinds And Fresh Paint Throughout. Relax On The Front Porch And Enjoy Beautiful Summer Sunsets With Family - The Perfect Spot To Unwind At The End Of The Day. Conveniently Located Just Minutes From Fwy 410, Mount Pleasant GO Station, Future Hwy 413, Future [Elementary School, And All Amenities.

29 Lippa Drive, Caledon

3 Beds ⋅ 3 Baths ⋅ W13719880 MLS

Welcome to this beautifully maintained home nestled in a family-friendly Bolton neighbourhood, offering a wonderful combination of comfort, functionality, and thoughtful updates. With welcoming curb appeal & an inviting interior, this home is truly move-in ready and offers plenty of space for families to grow & enjoy. Step inside to a bright & welcoming main floor featuring 9ft ceilings, beautiful engineered hardwood flooring, updated windows and blinds. An inviting layout designed for both everyday living and entertaining. The spacious living & dining areas flow into the updated kitchen & eating area, creating a comfortable space for family gatherings. Upstairs, enjoy convenient 2nd floor laundry room +3 spacious bedrooms, each w/a walk-in closet, along with an updated 4-pc main bathroom. Double doors open to primary suite w/a walk-in closet & beautifully updated 4-pc ensuite, creating a comfortable private retreat. The finished basement adds valuable living space & features a cozy gas fireplace, making it the perfect spot for movie nights, a playroom, home office, gym, or additional family space. Outside, enjoy the composite deck and 10x12 gazebo, creating the perfect setting for summer entertaining, family BBQs, or relaxing in the backyard. The durable composite shed (metal roof) provides additional storage, while the premium metal roof on the home offers peace of mind and long-term durability. Thoughtful updates throughout, including the renovated main floor, updated second-floor bathrooms and flooring, updated windows, updated insulation, and modern smart-home features (smart front-door lock, Chamberlain MyQ garage door opener with camera, and MyQ video doorbell) ,make this home truly move-in ready. Ideally located close to parks, schools, walking trails, shopping, restaurants, & all that Bolton has to offer, with convenient access to major roads for commuters. A fantastic opportunity to move into a beautiful, well-cared-for home in a great community!

46 Cross Country Boulevard, Caledon

4 Beds ⋅ 3 Baths ⋅ W13719752 MLS

Gorgeous! 4-bedroom, lovely back-split semi-detached home located in the prestigious Southfield Village of Caledon Town, in a great neighborhood. The elegant double-door entry, Open Concept, Great layout, Spacious Interior, Generous Rooms, 9 ft ceilings on the main floor, updated with crown molding, ESA Cert. Pot Lights & Hardwood On The Main Floor. The kitchen with S/S appliances overlooks the combined dining and living room with a gas fireplace. The breakfast Area Has a walk-out to a large deck. Unspoiled basement; upgraded windows & Layout By The Builder.

52 Mcpherson Road, Caledon

3 Beds ⋅ 2 Baths ⋅ W13719502 MLS

Welcome to 50 Ann Street! Rarely offered, this exceptional 1,055 sq.ft. suite features one of the largest 2-bedroom + den(+ parking + locker) in the building and one of its most sought-after floor plans. Ideally located on the 3rd floor, it offers southeast views over the heart of downtown Bolton, just steps to shops, restaurants, cafés, parks, and scenic trails. Offering 2 bedrooms, a spacious den, 2 full bathrooms, and 2 private covered balconies, this beautifully upgraded residence is meticulously maintained, move-in ready, and shows like a model home. The bright open-concept design is enhanced by soaring 9-foot ceilings and dramatic floor-to-ceiling windows that flood the living and dining areas with natural light. At the heart of the home is a stunning designer kitchen featuring a 7+ ft. centre island with double waterfall-edge quartz countertops, upgraded backsplash, under-cabinet lighting, premium range hood, full-size stainless steel appliances, and quartz countertops throughout. Extended luxury laminate flooring and custom window coverings complete the sophisticated interior. Walk out from the kitchen to a covered balcony, perfect for morning coffee or evening entertaining.The primary suite accommodates a king-size bed and features a walk-in closet, a beautifully upgraded 3-piece ensuite with a frameless glass shower, premium tile, quartz vanity, and private balcony access. The generous second bedroom offers a double closet and elegant glass sliding doors, while the oversized den provides exceptional flexibility as a family room, home office, or guest space. Full-size washer and dryer included. Enjoy premium amenities including a rooftop terrace with panoramic views, party room with patio, fitness centre,guest suite, and pet spa. Includes 1 owned parking space and 1 owned locker. With luxury finishes, exceptional space, and an unbeatable location with easy access to Highways 427 & 400, this is a rare opportunity in one of Bolton's most desirable residences.

50 Ann Street Unit 316, Caledon

4 Beds ⋅ 3 Baths ⋅ W13719478 MLS

Stunning Family Home in Desirable Bolton North - Welcome to this exceptional detached home in the highly sought-after community of Bolton North. Lovingly cared for by its original owner, this residence showcases true pride of ownership and has been meticulously maintained inside and out. Nestled on a quiet, family-friendly street, you'll enjoy the perfect balance of peaceful living and convenience, with parks, walking trails, schools, and everyday amenities just moments away. Offering four generously sized bedrooms, this home is designed for growing families. Large windows throughout fill the space with natural light, while the spacious primary retreat features a large ensuite bathroom, creating the perfect place to unwind. The main level boasts elegant hardwood flooring and a stunning modern staircase that serves as a beautiful focal point. At the heart of the home is the beautifully renovated kitchen, complete with a spectacular 6-foot island featuring a striking stone waterfall countertop. Perfect for entertaining and everyday living, this space is designed to bring family and friends together. Enjoy extra living space in the finished basement, offering endless possibilities for a recreation room, home office, gym, or family gathering area. Step outside to your beautifully landscaped backyard, where summer memories await. Relax, entertain, and enjoy the impressive 16' x 31' inground pool, offering the ultimate private retreat for family and friends. This is a rare opportunity to own a truly cherished home in one of Bolton's most desirable neighbourhoods-a property that has been exceptionally cared for and is ready for its next chapter.

18 Mccabe Crescent, Caledon

Prime 2.673 Acre parcel located on the Northwest corner of Innis Lake Rd. and Mayfield Rd., located in a Designated Growth Area and expected to be employment lands although commercial zoning is logical as well.

Mayfield Road, Caledon

3 Beds ⋅ 2 Baths ⋅ W13718858 MLS

Welcome to 92 Ellwood Drive, nestled in one of Bolton's most family-friendly and established neighbourhoods. Situated on a private 78-foot corner lot, this charming home offers a peaceful setting with plenty of potential. Featuring 2+1 bedrooms and a cozy, functional layout, the home includes a rear addition with a separate entrance and access to the finished basement-ideal for extended family, guests, or added flexibility. Massive 2 car tandem garage with work bench. New roof done this year! Enjoy the convenience of being within walking distance to shops, restaurants, schools, and parks. A fantastic opportunity for first-time buyers, downsizers, or anyone looking to make a home their own in a sought-after Bolton community! The possibilites and potential are endless -- make this your dream home, starter home, forever home. Close to great schools, daycares in walking distance, places of worship, grocery stores and more

92 Ellwood Drive, Caledon

3 Beds ⋅ 2 Baths ⋅ W13718420 MLS

Boutique condo living in the heart of Downtown Bolton! Set beside the Humber River and surrounded by the charm of Bolton's historic downtown, this spacious 2-bedroom + den, 2-bathroom suite at 50 Ann offers approximately 1,055 sq. ft. of beautifully designed living space. Located on the top floor with desirable south-facing exposure, the suite is filled with natural light through expansive floor-to-ceiling windows and features soaring 9-foot ceilings throughout. The bright open-concept living and dining area flows seamlessly into a modern kitchen complete with granite countertops, ceramic backsplash, stainless steel appliances, ample cabinetry and a large centre island with seating. The primary bedroom features a walk-in closet, private 3-piece ensuite and its own balcony. A generous second bedroom and separate den provide the flexibility today's buyers are looking for, whether you need a home office, nursery, guest room or additional living space. A second balcony off the main living area, ensuite laundry and owned underground parking complete the suite.50 Ann delivers the boutique lifestyle with an impressive collection of amenities including a fitness centre, yoga studio, guest suite, pet spa, party room with patio access, rooftop lounge, rooftop dining area and patio with BBQs.Step outside and enjoy Downtown Bolton at your doorstep, with restaurants, shops, parks and recreation nearby. Public transit is also conveniently located just steps away, with the nearest street transit stop approximately a 2-minute walk from the building. Quick access to Highway 50 and 400-series highways makes getting around easy. Space. Location. Lifestyle. If you've been waiting for condo living without compromising on space, this is the one to see.

50 Ann Street Unit 515, Caledon

9 Beds ⋅ 6 Baths ⋅ W13718408 MLS

This is the one you've been waiting for! Enjoy the best of country living without the hassle of renovations. Completely transformed from the studs out, this property has undergone a major renovation featuring new plumbing, electrical, drywall, flooring, roof, studs, appliances, three furnaces and three air conditioning systems. The exterior is finished in full stucco fora clean, timeless look. Set on over 31 acres of predominantly land, this versatile property offers endless possibilities for those seeking space, privacy and flexibility. With three separate units, the property provides a unique opportunity for extended family, multi-generational living, rental potential or a combination of uses. A rare opportunity to own a substantially renovated rural property where all the work has already been done-just move in and enjoy the possibilities.3 Air conditioners, 3 furnaces and 3 water heaters, all owned.

18137 Cataract Road, Caledon

4 Beds ⋅ 2 Baths ⋅ W13718400 MLS

PREMIUM CORNER BUILDING LOT IN DOWNTOWN BOLTON. Rare opportunity in the Heart of Bolton. Prime corner lot offering 132 ft X 65.87 on full municipal services in one of Bolton's most established neighbourhoods. Situated on an impressive 8,633 Sq Ft. lot. This property presents exceptional potential for families, builders, investors and those looking to construct or create a custom home in a sought-after location. An opportunity to create your dream family home in established Bolton. Many new builds in the area. The existing residence is not "Heritage" and offers renovation potential for those looking to customize a home to their own taste and lifestyle, rather than paying a premium for someone else's renovations. A detached garage provides additional utility and storage. The generous corner lot configuration offers enhanced design flexibility, with a spacious backyard offering plenty of room for children to play and for family entertaining, as well as excellent redevelopment potential, subject to all municipal approvals. The home also features a sunroom and flexible space with potential for a family/rec-room setup, providing additional possibilities for a growing family. Located within walking distance to schools, parks, shopping, restaurants and Downtown Bolton amenities, with convenient access to major commuter routes. An increasingly rare opportunity to secure a detached home on a premium in-town lot in a mature, established family-friendly community. Property being sold in as-is condition. Buyer to conduct their own due diligence regarding zoning, permits, redevelopment potential and future use. A unique opportunity to renovate, customize and build your vision in one of Caledon's most desirable communities.

173 Victoria Street, Caledon

2 Beds ⋅ 3 Baths ⋅ W13717132 MLS

LISTED MLS Pricing is PURCHASE PRICE NET OF HST REBATE. If applicable** The Social by Zancor Homes, stylish and contemporary Urban Town Located in Caledon. Move In Ready! Two Bedroom, 2.5 bathroom unit, 2 Car Parking ( 1 Interior, 1 Exterior). Covered Terrace with private entrance. Spacious and bright open unit, with Stainless steel appliances, white washer and dryer. No Development Charges, No Occupancy Fees, 1 Year Free Maintenance (Est $269.99/ month) 3 Stainless Steel Appliance Package& Stacked Washer/Dryer Located close to all Amenities / Future highway access and Coming Soon Plaza.

553 Tim Manley Avenue Unit 7Z, Caledon

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