Caledon Village Homes for Sale

Set on a spectacular and private 1-acre lot surrounded by rolling hills and mature greenery, this exceptional country property offers the perfect blend of luxury, comfort, and versatility. Featuring 4+1 bedrooms and 3 bathrooms, this beautifully finished home showcases an open-concept design with quality craftsmanship throughout. Bright, expansive living spaces are enhanced by large windows that capture breathtaking countryside views, while a stunning vaulted beam ceiling adds warmth, character, and a true sense of grandeur. The chef-inspired kitchen is designed for both everyday living and entertaining, featuring a centre island with sink, stainless steel appliances, built-in wall ovens, and induction cooktop. The elegant living room boasts bamboo hardwood flooring and a cozy wood-burning fireplace, complemented by a formal dining room and spacious family room. Step outside to a remarkable three-season covered porch overlooking your private backyard oasis, complete with an inground saltwater pool, hot tub, and beautifully landscaped grounds-perfect for relaxing or entertaining family and friends. Adding exceptional value, the fully self-contained in-law suite offers endless possibilities for multi-generational living, extended family, guests, or potential rental income. The main level is completed by two generous bedrooms and a beautifully appointed bathroom. Upstairs, you'll find the luxurious primary suite, an additional bedroom, and a spa-inspired 5-piece bathroom designed as the perfect retreat. Set in a peaceful country setting yet conveniently located within easy reach of nearby amenities, this one-of-a-kind property delivers the privacy, space, and lifestyle you've been searching for. Floor Plans Attached. Please note that some inside pictures have been virtually staged.

4314 Beech Grove Side Road, Caledon

$1,499,900

5 Beds ⋅ 3 Baths ⋅ W13665632 MLS

Welcome To 13 Snowberry Court Caledon. A Meticulously Updated Cape Cod Style Home In Sought After Caledon Village. Set On A 100 x 300 Ft Lot With A Private, Tree Lined Backyard, Rare Space For Families That Want Room To Breathe And Relax. A Stone Walkway And Covered Porch Welcome You In. The Renovated Kitchen Features Shaker Style Cabinetry, Quartz Counters, Stainless Steel Appliances, And Dual Skylights Flooding The Space With Natural Light. Open Concept Living/Dining With Walk Out To An Outdoor Dining Area-Ideal For Entertaining. Functional Mud Room With Built In Cabinetry Off The Utility Entrance. New Staircase (2022) Leads To Five WellProportioned Bedrooms. The Primary Bedroom Includes A Walk In Closet/Room And A Fully Renovated 5 Piece Ensuite (2019). Partially Finished Basement (Renovated 2023) Comes With A Dedicated Exercise Area And Media Space. Additional Updates: Metal Roof (2016), Windows (2013), Furnace/Heat Pump (2023/2024), Main Bathroom (2021), Eavestroughs/ Downspouts (2025) Sump Pump (2023), Water Softener (2026) And The List Goes On. Move In Ready With The Big Ticket Items Already Done. Book Your Showing Today, You Will Not Be Disappointed!!!

13 Snowberry Court, Caledon

$1,299,999

4 Beds ⋅ 3 Baths ⋅ W13619766 MLS

Every so often, a home comes along that offers more than beautiful finishes- it offers a new way of living. A home where plans revolve around staying in, time slows down, and every day feels a little more peaceful.Wake up to open countryside views, unwind beneath breathtaking sunsets, and enjoy the slower pace of country living without sacrificing convenience. Designed with families, entertainers, and multi-generational living in mind, the open-concept layout flows effortlessly, creating warm, inviting spaces to gather, celebrate, and make memories. Thoughtful renovations throughout mean every detail has been taken care of, allowing you to simply move in and enjoy from day one. Step outside and discover an outdoor space designed to be enjoyed year-round. Host summer dinners beneath the covered dining area, grill at the custom built-in BBQ, or relax in the 19' x 15' enclosed three-season deck-a true extension of the home where morning coffee, evening wine, and peaceful countryside views become part of your everyday routine. Mature apple and pear trees complete the backyard, adding seasonal beauty and fresh fruit to enjoy each year. Adding even more versatility is the fully insulated, custom-built 16' x 16' shed with hydro, creating the ultimate bonus space. Whether you envision a private home office, fitness studio, creative workspace, guest bunkie, games room, or workshop, this flexible space is ready to evolve with your lifestyle. Perfect for growing families, professionals working from home, multi-generational living, or buyers searching for their forever home, this property offers the rare combination of comfort, flexibility, and room to grow. Located just minutes from schools, parks, local amenities, and major commuter routes, you'll enjoy the tranquility of country living while remaining connected to everything you need. The views. The privacy. The possibilities. More than a home-it's a lifestyle designed for where you are today and everything that comes next..

8 Kevinwood Drive, Caledon

$1,357,777

4 Beds ⋅ 4 Baths ⋅ W13617900 MLS

Visit REALTOR website for additional information. This exceptional two-story family home features a stunning backyard pool oasis, a grand circular driveway, in-law suite with its own completely separate entrance. Prime location near a great school. In the heart of Caledon Village, this beautiful 2 storey home sits on a 1.2 acre corner lot, has an attached 2 car garage, large circular driveway for 8 cars, in-law suite with separate entrance through garage, huge yard for kids to play and fenced in patio, pool, cabana and hot tub. This home has 4 bedrooms, 3 1/2 baths, large galley kitchen with quartz countertops, island and SS fridge, gas stove and microwave. Newer baths, hardwood floors throughout, crown moulding, newly painted, professionally finished basement with in-law suite with space for gym or home office. Metal roof with 50 year warranty, brand new furnace and a/c. New insulation, siding & eaves. Walkout to professionally done, two-tone interlock patio with beautiful salt water, gas heated pool, hot tub and fire pit. This is the central gathering spot for family gatherings and relaxation. Whether it's a multi-generational setup, a savvy rental income stream, or your own private retreat, this rare property checks every single box. Close to Caledon Ski Club and Hockley Valley.

12 Meadow Drive, Caledon

$2,999,999

6 Beds ⋅ 7 Baths ⋅ W13598670 MLS

Experience luxury in this newly constructed custom estate set on a rare premium 70' x 342' lot spanning over half an acre. Offering more than 6,200 sq. ft. of sophisticated above-grade living space plus an unfinished 3,000 sq. ft. basement with 10-ft ceilings and multiple walkouts, this exceptional home is designed for grand entertaining and comfortable everyday living. Thoughtfully crafted with premium finishes throughout, it features 6 spacious bedrooms, 6.5 bathrooms, and a private elevator connecting all floors.The main level showcases soaring 11-ft ceilings, heated floors, oversized windows, premium hardwood and large-format tile flooring, along with a convenient main-floor bedroom with its own ensuite. The chef-inspired kitchen is equipped with premium JennAir appliances, a spacious spice kitchen, walk-in pantry, wet bar, and generous prep space. Upstairs, each bedroom offers its own ensuite, creating the perfect retreat for family and guests.Additional highlights include a smart home system, built-in speakers, and a 400-amp electrical panel. Ideally located just minutes from Highway 410, top-rated schools, conservation areas, Caledon Trail, Osprey Valley Golf Club, and Caledon Ski Club, this remarkable estate offers the perfect blend of luxury, privacy, and convenience.

2882 Charleston Side Road, Caledon

$1,599,000

4 Beds ⋅ 4 Baths ⋅ W13504738 MLS

Welcome to 29 Hayleyvale Rd located in the heart of Caledon Village, set on a private over half-acre lot surrounded by mature trees and landscaped grounds. With plenty of space inside and out, this home is perfect for families who enjoy both comfort and entertaining. The main floor features a renovated kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a large centre island that opens to the dining area overlooking the backyard. Hardwood floors, crown moulding, and large windows bring in great natural light throughout the home. Upstairs offers spacious bedrooms including a large primary retreat and updated bathrooms with modern finishes. The finished lower level adds even more living space with a cozy lounge, recreation area, games room, and full bathroom. Step outside to your own backyard retreat featuring an in-ground pool, large patio area, covered outdoor lounge with TV, screened-in sunroom, fire pit area, and plenty of yard space to enjoy. Located just minutes from prestigious golf courses, parks, and scenic trails, this property offers an incredible outdoor lifestyle while still being close to schools and commuter routes.

29 Hayleyvale Road, Caledon

$1,379,000

4 Beds ⋅ 3 Baths ⋅ W13501222 MLS

Some homes are built. This one was crafted. Set in Caledon Village, this home has been transformed into something truly rare: a craftsman-quality renovation executed by a master cabinet maker, where every finish, every detail, every joint, reflects pride of ownership. The top-to-bottom renovation left nothing untouched. The showpiece kitchen is anchored by multiple slabs of granite, built-in Thermador appliances, bespoke millwork showcasing the owner's design and carpentry expertise, and a built-in seating area overlooking the expansive back yard. Step outside to the rear patio, perfect for sunset dinners on the deck or shaded afternoons under the covered porch. The home sits on a spectacular 114' X 282' lot, backing onto mature woodland. Privacy, birdsong, and green-space are your backyard neighbours. The side-split layout works brilliantly for families, with three large bedrooms with custom built-in storage, and two fully renovated full bathrooms on the top floor. The main floor offers a chef's kitchen, dining area, and formal living room. The lower level features a huge additional family room with large above-grade windows and a gas fireplace, an additional bedroom or office with great views, and a huge guest bathroom with laundry facilities. The basement level provides plenty of storage with high ceilings and potential for use as a 3rd living space or games room. Outside, the oversized three-car heated garage with epoxy floors, hot and cold waterlines, and soaring ceilings is a statement in itself; equally at home for the car enthusiast, the workshop devotee, or anyone who simply refuses to compromise on storage. This is Caledon Village living at its finest: country-scale privacy, a serene and tucked-away setting, and a renovation built with the kind of care and craftsmanship that simply cannot be replicated. 3+1 Bedrooms | 3 Full Baths | Professional Grade Kitchen | 3-Car Heated Garage | 0.74-Acre Lot Backing onto Woodland | Exquisite Renovation

16 Snowberry Court, Caledon

$1,389,000

5 Beds ⋅ 2 Baths ⋅ W13489022 MLS

Welcome to this charming fully renovated bungalow located in the desirable and family-friendly community of Caledon Village. This carpet-free home features a bright and spacious living room with a custom built-in media wall and LED lighting, along with cozy fireplaces in both the living and family rooms. The updated kitchen offers quartz countertops and porcelain tile flooring. Spacious family room with separate access from the front yard and walk-out access to the backyard, offering added convenience and functionality. Basement has a wet bar. Situated on a fully fenced lot with a beautiful inground saltwater pool, perfect for summer entertaining. Enjoy the front porch deck with modern glass railings. Finished basement with 2 bedrooms provides additional living space ideal for extended family or guests. Conveniently located close to parks, schools, amenities, and within walking distance to Hwy 10.

6 Maple Grove Road, Caledon

$1,399,000

5 Beds ⋅ 2 Baths ⋅ W13410836 MLS

Welcome to Caledon Village, where small-town charm meets exceptional versatility. This beautifully upgraded bungalow offers the perfect blend of family living, outdoor enjoyment, and dedicated workspace on a picturesque property designed to grow with your lifestyle. Inside, warm hardwood floors flow throughout the main level, leading to a stunning renovated kitchen featuring granite countertops, a centre island, wine fridge, and an open-concept layout ideal for family gatherings & entertaining. The bright living and dining areas create a welcoming atmosphere, while three spacious bedrooms and updated bathrooms complete the main floor. A separate entrance leads to the finished lower level offering two bedrooms, a large recreation room, and a custom craft room that also serves perfectly as a home office, studio, or flexible family space. Outside, the property truly shines. Mature apple, cherry and pear trees, an elderberry bush, vegetable gardens, perennial beds, greenhouse, sheds, chicken coop, deck, and firepit create an incredible outdoor setting for families who appreciate nature and self-sufficiency. Kids will love the custom elevated treehouse complete with slide & zip line. A huge highlight is the fully heated and insulated workshop, accessed by its own separate driveway. Complete with a garage bay and dedicated shop area, this exceptional space is ideal for home-based businesses, hobbyists or anyone requiring substantial workspace and storage. Its separate access allows business or hobby activities to operate independently without interfering with family life or enjoyment of the home. Located in the heart of Caledon Village, you'll enjoy a unique rural community with restaurants, pharmacy, variety store, tennis courts, baseball diamonds, Quarry Beach, and Tim Hortons all nearby. Conveniently situated for commuting to the GTA & only minutes from Orangeville's extensive amenities, this is a rare opportunity to live, work, and thrive in one exceptional property!

17 Travelled Road, Caledon

$1,369,900

6 Beds ⋅ 6 Baths ⋅ W13410412 MLS

Oversized 115.9 x 273.26 Feet Lot* // All City Services Including Gas Line, Water Line & Sewer // Live In Nature's Beauty On A Quiet Court In Caledon! Beautifully Renovated 5-Bedroom Home With A 2-Bedroom Finished Basement, Located Just Minutes From Hwy 410 (Main Intersection: Hwy 10 & Charleston Rd). This Home Sits On A Huge Ravine Lot, Offering Privacy And Stunning Natural Views. Features Include A Custom Kitchen With Quartz Countertops, Hardwood Floors On The Main And Second Levels, And A Hardwood Staircase With Iron Pickets. Freshly Painted Throughout With Brick And Stone Elevation And Parking For Up To 8 Cars. A Perfect Blend Of Luxury, Space, And Tranquility In One Of Caledon's Most Desirable Locations!

14 Snowberry Court, Caledon

$1,339,900

5 Beds ⋅ 3 Baths ⋅ W13239958 MLS

Welcome home to this Cozy 3 bedroom family gem . The upper level offers 3 spacious bedrooms, a 4-pcbath with heated floor. Primary BR with double closets. The main floor flows beautifully with ceramic tile from the entrance through the bright, updated kitchen and hardwood floors in the cozy living and dining rooms. Living Room with gas fireplace and skylight. Step outside to a brand-new2-level deck (2025) with hot tub perfect for family fun. The private backyard oasis features a heated inground kidney-shaped pool, change house and garden shed with no homes behind. A separate entrance leads to the lower level with family room, office, gas fireplace, 3-pc bath with heated floor, and large windows. The basement adds a rec room, 5th bedroom, heated floors and laundry. The2-car garage is converted to a nanny suite with gas fireplace and 3-pc bath. Interlocking stone(2020) and 200-amp service complete this wonderful home.

12 Kevinwood Drive, Caledon

$1,685,000

4 Beds ⋅ 3 Baths ⋅ W13224500 MLS

Welcome to this beautifully renovated bungalow in the heart of Caledon Village, offering the perfect blend of modern comfort and country charm. Situated on over half acre of meticulously landscaped property, this exceptional home features 3+1 spacious bedrooms and 3 bathrooms designed for both everyday living and tranquility. Step inside to discover a bright open-concept layout with stylish finishes and seamless flow throughout the main living areas. The renovated kitchen overlooks the dining and living spaces creating an inviting atmosphere for family gatherings and hosting guests. The fully finished basement provides additional living space with ample space for a gym, games room, and full entertainment. The space can easily be transformed into an excellent in-law suite offering flexibility for extended family, guests, or future income opportunities. Outside, enjoy your own private backyard retreat complete with mature landscaping, an in-ground pool, and plenty of green space to relax and unwind. Car enthusiats, hobbyists, and growing families will appreciate the impressive 3-car garage with ample outdoor parking. Located in the deisrable community of Caledon Village, this move-in ready home offers the tranquility of country living while remaining conveniently close to schools, parks, and major commuter routes. A rare opportunity to own a turn-key bungalow on a premium lot - don't miss it!

5 Massari Street, Caledon

Caledon Village Homes for Sale

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