This property is an Entertainers Dream set on 0.87 acres in Caledon Village! Enjoy summer days by the heated saltwater inground pool and evenings on the expansive composite deck perfect for entertaining. Nestled on a quiet cul-de-sac in the highly sought-after Caledon Village, this exceptional property offers ultimate privacy, backing onto private conservation land with no rear neighbors. Set on a generous 0.87-acre lot, this spacious 4-level side split features 4 bedrooms and a 4-piece bathroom on the upper level. The main living space includes a cozy living room with a gas fireplace, a formal dining room, and an eat-in kitchen. You'll find three walkouts leading to the backyard oasis. The lower level offers a large recreation room, laundry area, and ample storage space ideal for growing families or those who love to entertain. Recent upgrades include: New saltwater pool liner (2024)New furnace & air conditioning, Updated water filtration system, Located just a 15-minute drive to Brampton or Orangeville, this home offers a perfect blend of rural tranquility and urban convenience. Don't miss your chance to own a private retreat in one of Caledon's most desirable neighborhoods.

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1677 Vaughan Dr, Caledon, Ontario L7K1C4

Welcome To This Rarely Offered 1 Acre Ravine Lot ((4+1 Bedroom 4 Bathroom Home W/ Walkout Basement /Triple Garage Located In Caledon Village)) Featuring: D/D entry, Hardwood Sweeps Throughout** A Large Eat In Kitchen With Centre Island And Quartz Countertop** A Separate Sunken Family Room/ Formal Dining Room & Living Room** Main Floor Office & Laundry, Main & Service Entrance** 3 Huge Car Garages ((3 Full washrooms on 2nd floor)) Master Bedroom Ensuite And Second Bedroom Ensuite** Eye-Catching Exterior W $$$ Spent On Professional Landscaping** Tranquil Lilly Pond with Waterfall, and multiple outdoor entertaining areas.....Highlights include 9ft Ceilings, Harwood flooring, crown moldings, S/S appliances, The finished basement provides a 2nd kitchen, Rec room, Hot tub, ideal for multi-generational living or extended family, Ample Parking.........Nestled in the heart of Caledon Village, minutes to commuter routes, schools, and conservation lands. A turn key estate home with exceptional living inside and out. Don't Miss!!!

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25 Giles Rd, Caledon, Ontario L7K0B6

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 Crt, Caledon, Ontario L7K0B5

This beautifully renovated detached home in Caledon Village offers the perfect blend of comfort, space, and privacy on a large 0.81-acre lot along Hurontario Street. Featuring 4 spacious bedrooms and 3 bathrooms, the home has been upgraded with new pot lights, fresh paint, modern flooring, and a brand new staircase with elegant iron pickets. The upgraded kitchen boasts granite countertops and stainless steel appliances, while the layout includes separate living, dining, and family rooms, with a cozy fireplace adding a classic touch. Ideal for car enthusiasts, the property includes a 3-car garage and parking for over 10 vehicles. Enjoy two walkouts to a large deck overlooking a private backyard with mature pear and apple trees, backing onto town-owned parkland with no immediate neighbors behind. The finished basement is perfect for entertaining, featuring a pool table and a spacious rec room. An additional 2 acres of vacant land located directly behind the property, owned by the Town of Caledon, is also currently for sale. Interested buyers are encouraged to conduct their own due diligence regarding this potential opportunity also An added bonus this home can operate as an unlicensed daycare for up to 5 children, and with the appropriate licensing, it has the potential to accommodate more than 6 children.

18555 Hurontario St, Caledon, Ontario L7K0X8

One of Kind! Custom built executive 4 bed, 3.5 bath bungalow offering 3145 sq ft of beautifully finished space with open concept main floor! Nearly 6300 sq ft in total!  A stunning cathedral ceiling spans the kitchen and living room, and centres upon the cozy stone-clad fireplace. The interior finishes are elevated with recessed lighting and wide plank hardwood floors throughout. The show-stopping white and wood kitchen with gleaming quartz counters is sure to impress. Both the main floor laundry room and Primary walk-in closet feature upgraded floor-to-ceiling cabinetry for ample storage and quartz counters. The Primary bath is a delight that offers a free-standing tub, private water closet, double vanity and glass shower. Enjoy quiet evenings on the quaint front porch or covered rear deck. So much more to see! Generous 100 x 150 ft lot on quiet street in sought after Caledon Village. Full Tarion New Home Warranty. Awesome commuter location - 15 mins to Brampton or Orangeville! Anticipated completion January 2026.

9 Maple Grove Rd, Caledon, Ontario L7K0Z2

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 St, Caledon, Ontario L7K0X8

Welcome To 43 McCort Drive, A Beautifully Maintained Family Home Nestled In The Heart Of Caledon Village with over 2,977 sqft of living space. This Thoughtfully Designed Home Combines Comfort, Style, And Flexibility That Is Ideal For Those Seeking A Harmonious Blend Of Indoor Elegance And Outdoor Serenity. Step Inside To Discover An Inviting Floor Plan That Effortlessly Balances Communal And Private Spaces. The Main Level Features A Bright, Open-Concept Living And Dining Area That Flows Seamlessly Into The Kitchen. Picture-Filled Windows Flood The Rooms With Natural Light, While Tasteful Finishes Create A Warm, Welcoming Ambiance. The Kitchen Is Equipped For Modern Life With Extensive Counter Space, Ample Cupboards, Breakfast Area and Walk Out To Deck. Upstairs, The Layout Offers A Generous Primary Bedroom Including 4pc Ensuite Bathroom And Walk In Closet. The Floorplans Show Smart Transitions And Flow Between Rooms Showing Thoughtfulness In Space Allocation And Usability.  Downstairs, You'll Find Versatile Space Ideal For Media/Games, Recreation, Or The Basement For Extra Storage. Outside, The Lot Provides Both Curb Appeal And Private Retreat. Mature Landscaping Frames The House, And Outdoor Spaces Are Perfect For Al Fresco Dining, Gardening, Or Quiet Relaxation. The Rear Yard Invites Residents To Enjoy Sunshine And Fresh Air Away From The Bustle Of Busy Streets. Location Is A Standout: Close To Amenities, Schools, Parks, And Main Roads, While Still Offering That Quiet, Village-Like Feel. Its Ideal For Families, Professionals, Or Anyone Seeking Peace Without Sacrificing Convenience. Its A Place To Live Well, Entertain Well, And Settle In. With Its Tasteful Interiors, Versatile Layout, And Prime Setting, This Home Wont Last Long. Schedule Your Viewing Today And Discover What Makes This Property Truly Special. Generac Generator, Roof - 2025, Vinyl Floor - 2025, Irrigation System, Security System, Public School Across The Street, Extensive Award Winning Landscaping.

43 Mccort Dr, Caledon, Ontario L7K0B4

Welcome to this stunning, newly built home offering 6,200 sq ft of above-grade living space, plus an additional 3,000 sq ft of unfinished basement. This exquisite property is set on a 70 ft frontage by 342 ft depth lot. Throughout the home, high-end custom finishes and meticulous attention to detail add timeless sophistication. Features include: 6 Bedrooms & 6.5 Bathrooms, Custom Elevator. The main floor boasts eye-catching 12 ft ceilings, custom hardwood and oversized tile flooring, oversized windows, and heated flooring. It also includes a main floor bedroom suite, a den, main floor laundry, and a triple-car oversized garage. The chef's luxury kitchen comes with custom Jen-Air appliances, a second spice kitchen, a spacious walk-in pantry, and a wet bar, making this an entertainer's dream. The upper floor offers five spacious bedrooms, including two prime suites with multiple walkouts to private decks, providing charming views. Additional features on this level include an upper floor laundry, an upper floor furnace, and heated flooring. This home is equipped with a smart system, built-in sound system, and a 400-amp panel. The 3,000 sq ft unfinished basement space, boasting 11 ft ceilings and multiple walkouts, awaits your personal touch, ready to be transformed into the space of your dreams. Ideally located just minutes from Highway 410 and Brampton, this property is close to public schools and conservation areas like Forks of the Credit. It is surrounded by year-round recreational opportunities. Enjoy a peaceful walk along the stunning Caledon Trail or tee off at the nearby Osprey Valley Golf Club, home to the RBC Canadian Open. For skiing and snowboarding enthusiasts, the Caledon Ski Club is just minutes away, offering world-class slopes, programs, and a terrain park.

2882 CHARLESTON Sdrd, Caledon, Ontario L7K0V9

Welcome to 50 Kevinwood Drive in Caledon Village, a rare chance to own a beautifully upgraded family home on nearly half an acre with no homes behind and stunning sunset views. With approximately 2,600 sq ft above grade and approx 4,000 sq ft of finished living space, this property combines comfort, style, and functionality with over 4,700 sq ft total useable space. The main floor boasts a gourmet kitchen, completely redone in 2022 with quartz counters and backsplash, farmhouse sink, moveable island, under-counter lighting, gas stove, and motorized garbage cupboard. From the Breakfast area, walk out to a massive deck (stained 2025) overlooking a private, landscaped backyard.  Separate living & dining area plus a cozy family room with gas fireplace (2017). Elegant touches include 7-inch baseboards on the main floor, 6-inch on the second, and a new circular staircase with railings (2022).Upstairs find 4 generous bedrooms and 2 updated bathrooms (2015). The primary suite features a 4-piece ensuite, 2 closets with built-ins, and space for a sitting area. The finished walkout basement adds versatility with an exercise room, separate entrance, 2 bedrooms, a kitchen, and a 3-pc bath perfect for extended family, guests, or rental potential. Meticulously maintained! Roof shingles (2022), furnace and AC (2015), 200-amp service (ESA inspected 2009), and a heated, insulated garage (2022) with 220V outlet ready for adding EV charging. Garage doors replaced in 2015, driveway repaved in 2019 and resealed in 2025.Outdoor spaces are equally impressive, with landscaping completed in 2010 and 2020, creating a private oasis with plenty of room for entertaining. Smart touches like Alexa voice command for main floor lighting complete the package. Blending modern updates with timeless charm, this exceptional property offers space, privacy, and tranquility, just minutes from amenities and commuter routes. Don't miss your chance to make 50 Kevinwood Drive your forever home!

50 Kevinwood Dr, Caledon, Ontario L7K0Z1

Welcome to 6 Massari St in Caledon Village - a meticulously maintained 2 storey estate home offering - 2500 sq/ft above grade plus a fully finished basement (1431 sq/ft as per MPAC) with in-law potential. Situated on just under an acre lot , the property features professional landscaping, a tranquil Lilly Pond with Waterfall, and multiple outdoor entertaining areas.....Highlights include 9ft Ceilings, Harwood flooring, coffered ceilings, a granite kitchen, and an upgraded primary suite with spa-inspired ensuite. A sunken family room with fireplace and California shutters adds elegance and warmth........The finished basement provides a 2nd kitchen, bedroom & bath, ideal for multi-generational living or extended family (Currently an office). Outdoor spaces include an English Style Garden, sandy fire pit area, and year round serenity...........Nestled in the heart of Caledon Village, minutes to commuter routes, schools, and conservation lands. A turn key estate home with exceptional living inside and out

6 Massari St, Caledon, Ontario L7K0B6

Detached Home  Located Right In The Heart Of Caledon Village. Great Opportunity For Investors, Ideal For Builders, Or To Live And Work. This Newly Renovated 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 willing to Stay .

2901 Charleston Sdrd, Caledon, Ontario L0N1C0

Just 25 minutes from the Greater Toronto Area, 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. 11,000  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 from the GTA.

20 Glassford Crt, Caledon, Ontario L7K0K7

Welcome to 1681 Vaughan Drive  A Private Oasis in Caledon Village. Nestled on a quiet cul-de-sac in the highly sought-after Caledon Village, this charming 2-storey home offers a rare blend of exclusivity, tranquility, and space on a beautifully landscaped 0.72-acre lot. Step inside to discover a warm and inviting layout featuring a four-season heated sunroom with serene, private viewsperfect for relaxing year-round. The spacious living room includes a charming gas fireplace, while the entertainers kitchen is equipped with elegant quartz countertops and ample workspace.With 4 generously sized bedrooms, including a primary suite with ensuite, this home is designed for comfort and functionality. Bright, airy rooms throughout are filled with natural light, creating an open and welcoming feel. The large open-concept basement offers endless possibilities for a rec room, gym, or home officewith plenty of space to make it your own. Recent updates include:Freshly painted throughout, New furnace (2023), New air conditioner (2024), Ideally located just a short 15-minute drive to both Brampton and Orangeville, this home combines peaceful rural living with urban convenience.