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For sale
$5,995,000
18387 THE GORE ROAD, Caledon, Ontario

18387 The Gore Road

Caledon, Ontario

Discover That Form A Private Paradise, This Stunning Property Boasts Over 10,000 Square Feet Of Gorgeous Living Space On Almost 25 Acres Of Prime Land. Lovingly Cared For And Kept in Perfect Shape, This One-Of-A-Kind Home Mixes Classic Charm With Timeless Beauty. Step Inside To Enjoy Top-Notch Woodwork, Warm Solid Walnut And Cherry, And High Ceilings That Make Every Moment Feel Magical. Huge Floor-To-Ceiling Windows Fill The Rooms With Sunshine, Smoothly Leading Out To A Massive Terrace From The Main Bedroom, Living Area, Dining Space, And Prep Kitchen. Treat Yourself To The Pro Chef's Kitchen, Complete With A Classic Pizza Oven Ready To Impress Your Friends And Fire Up Amazing Meals. A Whole Floor Built For Fun And Games, Flowing Right Into A Backyard Oasis Like Your Own Private Resort, Full Of Endless Chill Vibes And Joy. The Smart Design Keeps Everything Flowing Easily, Plus There's A Separate Workshop And Lush Garden. Drive Through The Grand Gates, And Those Tall Trees Welcome You With A Peaceful Hug That You'll Never Forget. This Isn't Just A House It's A Smart Investment And The Ultimate Blend Of Cozy Indoor Luxury And Dreamy Outdoor Living. Grab This Once-in-A-Lifetime Chance To Dive Into Pure Bliss Book Your Private Showing Today And Walk Into A World Of Total Wow! (id:63616)

5 Bedroom 5 Bathroom 5,000 - 100,000 ft2
For sale
$1,799,000
20603 WILLOUGHBY ROAD, Caledon, Ontario

20603 Willoughby Road

Caledon, Ontario

1 acre of land and over 4000 sf of living space in this Multi-Generational Ranch Style Home! 5 Bedrooms and 5 Bathrooms and plenty of space for the whole family. Stunning design features and materials used in this one of a kind home. Massive deck off main level creates a covered terrace for the expansive walk-out below. The 28' long Kitchen is a show stopper with commercial grade appliances, expansive island with drop for dining, quartz counters, custom cabinetry, walk out to deck and access to mud room and garage. Upper level features 2 large bedrooms and 2 - 5 piece bathrooms. Mudroom has sink and Pet wash area with custom cabinetry. Lower Level walk out features 3 bedrooms, 3 bathrooms, 39' laundry & utility room, 2 Cold Cellars (18' and 17'). The garden overlooks the horse trails and golf course. The property also has a huge 40' x 24' Workshop Building with Hydro. Another surprise can be found down the garden path and that is a custom fire pit area with large stone rocks brought in for seating. Unbelievable property. Truly one of a kind home nestled between a Horse Ranch and Golf Course with endless views of greenspace. 1 Acre feels like hundreds of acres! This is RARE in location - must be seen to be appreciated. **EXTRAS** See Highlighted Feature List for More Value Added Inclusions. (id:63616)

5 Bedroom 5 Bathroom 2,000 - 2,500 ft2
For sale
$999,900
15472 MCLAUGHLIN ROAD, Caledon, Ontario

15472 Mclaughlin Road

Caledon, Ontario

Welcome To 15472 McLaughlin Rd - A Rare & Private Cottage-Style Retreat On Approx. 0.761 Acres In Beautiful Inglewood, Caledon. Completely & Tastefully Restored/Renovated Inside & Out With No Expense Spared, This Stunning Home Blends Rustic Charm, Modern Comfort, Nature, Privacy & Endless Lifestyle Potential. Surrounded By Mature Trees, Perennial Gardens & Over 300 Ft Of River Frontage, This Property Offers A Peaceful Country Escape With The Convenience Of Nearby Amenities, Trails & Major Roads.Features Include Warm Wood & Stone Finishes Throughout, Vaulted Ceilings, Beautiful Light Fixtures, Country-Style Kitchen With Stainless Steel Appliances, Wood Stove, Fireplaces, Heated Bathroom Floor, Large Windows In Every Room & Multiple Walk-Outs With Serene Nature Views. Energy-Efficient Updates Help Keep Heat/Cooling/Hydro Costs At Approx. $230/Month. High-Speed Internet Approx. 150 Mbps Supports Work-From-Home Or Home-Based Business Needs.Outdoor Living Is Exceptional: Covered Front Porch, Gazebos With Lighting & Speakers, Hot Tub, Large Enclosed Dog Run, And Approx. 1,200 Sq.Ft. Two-Tier Deck With Glass Railings Overlooking The River & Greenery. Circular Driveway Offers Parking For 15+ Cars. Ideal For Empty Nesters, Active Retirees, Nature Lovers, Investors, Or Buyers Seeking Flexible Use Potential. Potential Uses May Include Airbnb, B&B, Home Occupation, In-Home Business, Chiropractor Or Dental Office, Subject To Buyer Due Diligence & Municipal/Zoning Approval. A One-Of-A-Kind Riverfront Property With Privacy, Character, Parking, Lifestyle & Long-Term Value. Don't Miss This Rare Caledon Opportunity! Must See To Appreciate Its Value & Everlasting Beauty! Pride of Ownership! (id:63616)

3 Bedroom 2 Bathroom 1,100 - 1,500 ft2
For sale
$999,990
27 TERRASTONE COURT, Caledon, Ontario

27 Terrastone Court

Caledon, Ontario

Well Maintained Raised Bungalow On Quiet Crt On Bolton's South Hill, Great Curb Appeal, Hdwd T/O, Vinyl Windows, Open Concept Kitchen W/ Centre Island, Great Room W/ Vaulted Ceiling, Formal Dining Rm W/ 12.5' Ceiling, 3 Spacious Bdrms, Incl. A Lrg Master Bdrm On Sep. Level For Privacy, W/I Closet & 4Pc Ensuite. Finished Bsmt W/ Sep. Entrance From Garage, Above Grade Windows, High Ceilings, Gas Fireplace, Kitchen, 3Pc Bath (id:63616)

5 Bedroom 4 Bathroom 1,500 - 2,000 ft2
For sale
$1,150,000
85 DEROSE AVENUE, Caledon, Ontario

85 Derose Avenue

Caledon, Ontario

This Beautiful Detached 2-storey Turn Key Home, Offering Modern Living and Exceptional Space. Landscaped Walkway, Spacious Driveway with Ample Parking, Bright, Stylish Interior Featuring Oversized Windows, Pot Lights, Elegant Crown Moulding and No Carpet Throughout. Stunning Renovated Kitchen, Extensive Cabinetry, Stone Countertops, White Backsplash, and Stainless Steel Appliances, Designed with Abundant Storage and Workspace, Plus a Walk-Out to a Large Wooden Deck-Perfect for Entertaining. Formal Dining Room Ideal for Hosting, and a Cozy Fireplace in the Living Area.Primary Bedroom features a Walk-In Closet and Private Ensuite Bath.Finished Basement with Separate Entrance Adds Versatility and In-law Potential. Enjoy a Large Private Fenced Backyard Complete With Garden Shed, Renovated Bathrooms with Sleek, Modern Finishes Throughout. Exterior Pot Lights Enhance Curb Appeal. Move-In Ready and Perfect for Families. This subdivision consists of only single family residential homes. There are no townhouses or semis in this quiet subdivision.Convenient Access to Emil Kolb Parkway and Coleraine (id:63616)

3 Bedroom 4 Bathroom 1,500 - 2,000 ft2
For sale
$2,149,000
33 GIBSON LAKE DRIVE, Caledon, Ontario

33 Gibson Lake Drive

Caledon, Ontario

Nestled in the rolling hills of Caledon, this stunning Palgrave residence offers the perfect balance of rural tranquility and upscale living. Renowned for its scenic beauty, spacious properties, and welcoming community, Palgrave remains one of the most desirable areas near the Oak Ridges Moraine-ideal for families, retirees, and nature lovers alike. Situated on just over 2 acres of private land, this move in ready dream home has been extensively renovated in 2025, showcasing: A brand-new custom kitchen with quartz countertops and top-of-the-line appliances. Upgraded flooring throughout. A newly designed powder room, office, and laundry room. A luxurious primary suite featuring a spacious walk-in closet with custom organizers throughout for easy access and a spa-inspired ensuite with heated floors and a large walk-in shower. An additional fully renovated upper bathroom, also with heated floors for year-round comfort. Step outside to your own private oasis, complete with a large inground pool. Set against serene views of nature. An oversized double garage plus parking for up to 8 vehicles ensures plenty of space for family and guests.This home is the perfect blend of comfort, elegance, and lifestyle ready for you to move in and enjoy. (id:63616)

3 Bedroom 4 Bathroom 2,500 - 3,000 ft2
For sale
$3,495,000
16089 SHAWS CREEK ROAD, Caledon, Ontario

16089 Shaws Creek Road

Caledon, Ontario

Stunning Restored Victorian Farmhouse on 57 Private Acres with Barn & Trails Originally built in 1860 by the McEachern family, this Grand Victorian farmhouse has been beautifully restored, blending timeless craftsmanship with modern comfort. Privately set on 57acres, this rare country retreat features high ceilings, original stonework, hardwood and tile flooring, and countless preserved architectural details including limestone windowsills, gingerbread trim, and a dramatic spiral wood staircase. The spacious 3-bedroom home features an updated open-concept kitchen that flows seamlessly into a large dining area ideal for family gatherings and entertaining. The sun-filled living room is accented with original plaster crown molding and oversized windows that frame views of the garden. The luxurious primary suite offers a spa-like ensuite bath and a huge walk-in closet. Nearly every window offers a postcard-worthy view whether overlooking the historic stone ice house(which could serve as a studio or workshop), the Mennonite-restored bank barn, the fenced paddocks, vegetable gardens, or open meadows. Equestrian-ready, the bank barn features 5 stalls, a wash stall, tack room, and spacious hayloft. There's also a large heated workshop for hobbies or home business use. The land is enrolled in a managed forest program for significant tax savings, and private trails invite riding, hiking, mountain biking, and exploring. Located on a quiet country road just minutes from Caledon amenities, near the GO Train, and within easy commuting distance to the city. Live the country dream with all the comforts of modern living and the beauty of historic charm. (id:63616)

3 Bedroom 3 Bathroom 2,000 - 2,500 ft2
For sale
$1,198,000
19 ST. MICHAEL'S CRESCENT, Caledon, Ontario

19 St. Michael's Crescent

Caledon, Ontario

Located in one of the most sought out streets on the North Hill of Bolton. This beautiful 4 bedroom home is situated on a deep 50 x 120 Foot Lot. Basement has been refreshed boasting 2 bedrooms, kitchen, soaker tub and walkout to a beautiful backyard. Garage has new slab poured, new door motors, doors are fairly new. Upgraded insulation in attic. Soffits replaced 2025, Eavestrough & downspouts with Leaf Filters replaced 2025. HWT + Furnace owned. C02 & Fire Detectors are hardwired. Located near Schools, Recreation Centre and Natural life to go on beautiful strolls in the woods. Remote control powered blinds in Kitchen. Natural Gas Line to Deck, Vent line run for tankless water heater, touchless faucet in kitchen, auto sensor lights in kitchen. (id:63616)

6 Bedroom 4 Bathroom 1,500 - 2,000 ft2
For sale
$1,999,900
20054 HORSESHOE HILL ROAD, Caledon, Ontario

20054 Horseshoe Hill Road

Caledon, Ontario

Discover the perfect blend of charm, space, and modern living at this beautiful country property in the heart of Caledon. Situated on 4 Acres this home offers a cottage-like feel just minutes from city conveniences.Step inside to a warm and inviting layout featuring a sun-filled kitchen with breakfast area, a spacious family room, and a serene sunroom overlooking the property. The upper level offers three bedrooms, two with private walk-out decks, plus a den and spa-inspired washrooms including his & hers walk-in closets.The finished lower level includes three additional bedrooms and a full washroom, ideal for extended family or guests. A brand-new 900 sq. ft. addition with a roughed-in basement apartment gives you the opportunity to create your own personal touch.Outdoors, enjoy a barn, garden shed, and endless room for hobbies, recreation, and entertaining. With three natural gas fireplaces and a cozy wood-burning option, this property truly balances comfort and country. Detached 4.10 x 3.14m, oversized garage (790 sf). Automatic Back Up Generator for whole home. If you're looking for a family retreat or a unique investment opportunity, 20054 Horseshoe Hill Road offers the lifestyle you've been waiting for. (id:63616)

5 Bedroom 4 Bathroom 2,500 - 3,000 ft2
For sale
$1,149,000
65 STOWMARKET STREET N, Caledon, Ontario

65 Stowmarket Street N

Caledon, Ontario

Stunning 4-bedroom home in the sought-after Southfields community featuring a carpet-free interior with hardwood flooring, elegant oak staircase, 9-ft smooth ceilings, pot lights, and California shutters throughout. Modern kitchen with quartz countertops, centre island, and stainless steel appliances. Spacious primary bedroom offers His & Her closets and a 3-piece ensuite. Convenient second-floor laundry. Professionally finished basement with architectural drawings, with permit application for a future second dwelling unit currently at an advanced stage with the Town of Caledon, including side-entrance potential. Beautifully landscaped backyard with stamped concrete, oversized patio, gazebo, and storage shed. Prime location just steps to community centre, gym, schools, parks, shops, and cafes, with quick access to Hwy 410. A must-see family home! (id:63616)

4 Bedroom 3 Bathroom 2,000 - 2,500 ft2
For sale
$1,250,000
73 WRIGHT CRESCENT, Caledon, Ontario

73 Wright Crescent

Caledon, Ontario

Fabulous Family Sized Home, Huge Finished Basement, True Double Garage. Premium 50 Ft x 140 Ft Lot On Bolton's Coveted North Hill With Cultivated Landscape, Stunning Kidney Shaped Pool, Large Sundeck, Great 10 Ft x 12 Ft Shed. Numerous Recent Upgrades. 2022 Roof, 2024 Driveway. No Sidewalk. Situated in Friendly Family Neighborhood. Minutes Away from Parks, Schools, Recreation Centre, Shops and So Much More. Come See For Yourself - You Won't Be Disappointed! (id:63616)

5 Bedroom 4 Bathroom 1,500 - 2,000 ft2
For sale
$8,933,000
2097 GRANGE SIDE ROAD, Caledon, Ontario

2097 Grange Side Road

Caledon, Ontario

One of Caledon's Most Spectacular Estates with Breathtaking Views of the Caledon Landscape and Toronto Skyline, this estate is the epitome of luxury living and grand entertaining. Featuring 9 bedrooms and 9 bathrooms, this magnificent home has been meticulously designed to offer the perfect balance of family comfort and sophisticated entertaining spaces.Soaring ceilings and expansive windows throughout create a sense of openness, allowing natural light to flood the home and showcasing the stunning views from every room. The design effortlessly blends luxurious living areas with spaces made for gathering, while walkouts from every level lead to a variety of terraces, patios, and the beautifully landscaped grounds.The gourmet kitchen is a chef's dream, complete with high-end appliances, custom cabinetry, and a large centre island. The formal dining room and great room with a fireplace are perfect for hosting guests, while the cozy English pub in the basement provides a warm, inviting atmosphere for intimate gatherings. The basement also boasts a walkout to a patio, ideal for enjoying the outdoors in style.The estate also includes a nanny suite for added privacy and convenience, as well as a 4-bay garage with loft space above perfect for extra storage or a home office.Indulge in ultimate relaxation with your indoor pool, surrounded by high-end finishes and ample lounging space. Whether you're enjoying the private, serene outdoor spaces or hosting friends and family, this estate is built for both relaxation and entertainment.This one-of-a-kind estate sits is located just moments from Caledon's finest amenities, offering both seclusion and convenience. (id:63616)

9 Bedroom 9 Bathroom 5,000 - 100,000 ft2