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$4,400,000
6 Beds ⋅ 7 Baths ⋅ W13099056 MLS
Stunning Custom-Built Estate in Caledon Village!Only 2 years new, this luxurious, fully custom-built home sits on a premium over half acre lot in a quiet, family-friendly neighborhood. Featuring 6 spacious bedrooms and 7 washrooms, every bedroom offers its own private ensuite and walk-in closet-perfect for large or multi-generational families.This home is fully upgraded throughout, showcasing an elegant all-stone and precast exterior, 11 ft. ceilings on both main and second floors, and a 10 ft. ceiling walk-out basement ready for your finishing touches. Enjoy the warmth of 2 indoor fireplaces and 1 outdoor fireplace, creating a cozy and inviting atmosphere year-round.The heart of the home features a huge painted solid wood luxury kitchen, complemented by a separate spice kitchen-ideal for everyday cooking and entertaining. Bright and airy with 2 large skylights, Every room is enhanced with crown molding and LED lighting, adding a touch of modern elegance throughout. The main level also offers heated floors for added comfort.Designed for ultimate convenience, the home includes a 3-storey elevator for easy access between levels, 400-amp electrical service, and an EV charger in the garage. Additional highlights include a heated 4-car garage, extended driveway with parking for up to 15 vehicles, and two separate laundry rooms Enjoy seamless indoor-outdoor living with walk-out balconies from every bedroom, plus built-in speakers on both levels for a premium entertainment experience. Premium finishes and grand chandeliers A truly standout feature is the second-floor glass walk/bridge, offering a dramatic open view below-creating a unique experience reminiscent of the CN Tower glass floor. A rare architectural element that adds both style and conversation value. Ideally located within a 5-minute walk to transit and everyday amenities, including Tim Hortons and McDonald's, along with pharmacy, post office, and GO Bus access. View the virtual tour for more photos and detail

2874 Charleston Side Rd Side Road, Caledon
$3,999,000
7 Beds ⋅ 6 Baths ⋅ W13020788 MLS
This breathtaking custom-built luxury estate sits on a private 3.6-acre lot (165 Ft * 288 ft) and offers over 18,000 Sqft of total living space. Completed in 2021 with top-tier finishes throughout, this home features approx. 11,700 sqft above grade and an additional 7,000 sqft walk-out basement with panoramic windows - framed and partially finished with space for a theatre, gym, kitchen, bedroom, bath, and more. The great foyer welcomes you with soaring 22-ft ceilings. To the left is a formal living room; to the right , a private office. A stunning 19-foot ceiling family room with an upgraded fireplace flows into a designer kitchen with an 8' * 5' island, frigidaire & Monogram Appliances, walk-in pantry, and an incredible 27' & 16' sunroom featuring a skylight and floor-to ceiling views. The main floor also features a stylish laundry room with built-in sink and dog wash station. Upstairs, you'll find 6-bedrooms. The primary suite (18' * 23') includes a spa-like 5-piece ensuite, huge walk-in closet, and a private balcony. A second primary (20'*20') offers his & hers closets, ensuite, and a balcony access. All bedrooms feature walk-in closets and ensuite or semi-private baths, plus a 12' * 12' loft/ lounge area overlooking the family room below. Outside, enjoy 7 garage spots and parking for 35+ cars. Mechanically upgraded with 2 furnaces, 2 sub panels 400 amp service, 2 central vac systems, new chlorine system, new septic system, water softeners , purifiers, reverse osmosis, mood lighting throughout, and smart home ready with high internet. A rare opportunity to own a true dream home built for entertaining, family living, and total comfort - all within easy reach to Orangeville, Brampton, Mississauga, Vaughan, and Toronto. Some photos are virtually staged.

20 Glassford Court, Caledon
$1,899,999
5 Beds ⋅ 3 Baths ⋅ W13517430 MLS
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
$1,685,000
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
$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
$1,549,900
5 Beds ⋅ 3 Baths ⋅ W13436220 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 Well Proportioned 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
$1,399,000
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
$1,389,000
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
$1,379,000
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
$1,369,900
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
$1,357,777
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
$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
$1,299,999
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
$1,149,900
4 Beds ⋅ 3 Baths ⋅ W13209342 MLS
Stately 4-bedroom, 2.5-bathroom home sitting on a large lot in Caledon Village! Enjoy abundant driveway parking plus a triple-car garage. A charming front porch welcomes you inside the spacious entrance foyer with a double closet, where you'll be greeted by abundant natural light and tasteful tones. The formal living room features French doors and a bay window overlooking the front yard. On the opposite side of the home, you'll find the dining room, which leads into the kitchen and breakfast area with a walk-out to the backyard. Off the kitchen is the bright family room, also with backyard access. Completing the main floor is a 2-piece bathroom, a laundry room, and inside entry from the garage. The stairway to the second floor leads to the large primary suite with a walk-in closet and a private 5-piece ensuite bathroom, along with three additional spacious bedrooms and a 4-piece bathroom. The basement features a large recreation space, storage room, and utility area. The backyard, with abundant open green space and mature trees, offers endless possibilities for outdoor enjoyment. Located near schools, parks, trails, amenities, commuting routes, golf courses, and more, your next home awaits.

18555 Hurontario Street, Caledon
$949,999
3 Beds ⋅ 1 Baths ⋅ W13067948 MLS
Beautifully renovated between 2022 and 2023, this charming 3-bedroom, 1-bathroom detached bungalow is ideally located in the heart of Caledon Village, just a short stroll from quaint shops, schools, and local amenities. Set along a well-traveled main road, the home occupies a versatile lot surrounded by both residential and commercial properties. Its high-visibility location offers unique potential, ideal for buyers seeking convenience, strong curb appeal, and the possibility of a home-based business (subject to municipal approvals). A modern glass railing and patterned concrete steps lead to a stylish open-concept main floor. The inviting living area features an electric fireplace with a decorative mantel, adding warmth and elegance. The chef-inspired kitchen boasts Dacor stainless steel appliances, quartz countertops, porcelain backsplash, a center island, a coffee nook, a spice rack, and a bright bay window. The adjacent dining area includes a walk-out to a fully fenced backyard with a newly installed privacy fence. The main level includes two well-proportioned bedrooms with large closets and built-in organizers, along with a beautifully updated 3-piece bathroom. The upper-level primary bedroom offers a walk-in closet with custom organizers, built-in shelving, and a cozy sitting area. The partially finished basement adds further potential, with space for a fourth bedroom and a large recreation room. Additional features include a powered detached garage, a generous lot with a 2022-installed hot tub, and driveway parking for up to 8 vehicles.

18493 Hurontario Street, Caledon
$899,900
3 Beds ⋅ 2 Baths ⋅ W12679666 MLS
Charming Heritage Gem with Professional 20*24 workshop Located Right In The Heart Of Caledon Village. Home Offers Three Bedrooms . This Home Offers Open Concept Layout With Three Bedrooms, 2 Bathrooms, Large Living Room, Kitchen, Main Floor Office, Insulated 20X24 Workshop. Huge Lot With A Lot Of Potential In A Prime Location. Location Between Orangeville And Brampton. Easy Access To Hwy 410. Current Tenant Pays $2500+Garage Rented out separately $600 Monthly .

2901 Charleston Side Road, Caledon
$389,000
W13545906 MLS
A rare and outstanding opportunity to acquire a well-established, independently-owned Japanese restaurant in a high-traffic, highly visible location surrounded by strong residential and commuter traffic. This turnkey operation has built a loyal and growing customer base over 16years, earning a reputation for quality, consistency, and excellent service in the community. The restaurant boasts a fully equipped, professional kitchen, a bright and inviting dining area with 64 seats, and a smooth, efficient layout designed for both dine-in and takeout service. Sales have remained strong and stable, with excellent potential for further growth through extended hours, delivery platforms, catering, or additional marketing. LLBO licensed. The lease offers favorable, Rent providing long term stability and peace of mind for the next owner. This is an ideal opportunity for an experienced restaurateur, a hands-on owner-operator, or an investor looking to enter the thriving foodservice industry with a proven, income-generating business already in place. Staff is well-trained and cooperative with a smooth transition.

18492 Hurontario Street, Caledon