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  • 47 Brookwater Crescent in Caledon: Rural Caledon House for sale : MLS®# W14114852

    47 Brookwater Crescent Rural Caledon Caledon L7C 4A4
    Main Photo: 47 Brookwater Crescent in Caledon: Rural Caledon House for sale : MLS®# W14114852
    $1,249,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W14114852
    Bedrooms:
    4
    Bathrooms:
    4
    Absolutely Stunning & Beautifully Upgraded 4 Bedroom Detached Home In Prestigious Southfield area in Caledon!!! Situated On A Quiet, Family Friendly Street, This Gorgeous, east facing Home Offers Modern Upgrades, Spacious Living & An Exceptional Location * Impressive Grand Entrance With Soaring Open To Above Staircase * 9 Ft Ceilings On Main Floor * Main Floor den *perfect place to be call home More details
    Listed by LIST N SOLD REALTY CORP.
  • 14294 Winston Churchill Boulevard in Caledon: Rural Caledon House for sale : MLS®# W14114964

    14294 Winston Churchill Boulevard Rural Caledon Caledon L7C 3E8
    Main Photo: 14294 Winston Churchill Boulevard in Caledon: Rural Caledon House for sale : MLS®# W14114964
    $1,988,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W14114964
    Bedrooms:
    4
    Bathrooms:
    3
    Backing onto protected conservation land with no rear neighbours, this 2.43-acre Terra Cotta estate sits steps from the Cataract Trailway and Terra Cotta Conservation Area. Mature forest frames the property, while open lawn and established perennial beds create spaces to play, entertain and unwind. Garden paths wind past the perennials and beneath a charming arbour to quiet seating areas, with fresh blooms from spring through fall and blazing autumn colour in the forest beyond. The fully fenced backyard is a private resort. The heated saltwater pool is soft and gentle on skin and eyes, with no harsh chlorine smell, and the waterfall adds a soothing soundtrack to long summer afternoons. Heating extends the swim season from late spring into fall. The large patio offers room for dining, lounging and barbecues, all with the forest as your backdrop. Inside are 3,716 sq ft above grade plus a finished lower level, over 4,700 sq ft in all. The two-storey living room has a vaulted ceiling and a two-way wood-burning fireplace shared with the breakfast room. The kitchen features Miele appliances, including an oversized fridge, built-in oven, cooktop and flush-mount hood, and opens to a sunken family room that walks out to the yard. The main floor also has a formal dining room behind French doors, laundry with a walkout, and a 3-pc bath with heated floor and glass shower, steps from the pool. Upstairs, an open loft works as an office or reading nook, and four bedrooms include a primary suite with his-and-hers walk-in closets. The finished basement adds a large rec room plus a bonus room for a gym, guest room or office. Insulated double garage with epoxy floor. Morning coffee under the arbour, an evening swim beneath the trees: this is country living, minutes from town. Offers welcome Sunday, November 8 at 6 PM. More details
    Listed by RE/MAX HALLMARK REALTY LTD.
  • House in Caledon

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    Main Photo: House in Caledon
    Residential Freehold
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  • 7190 King Street in Caledon: Rural Caledon House for sale : MLS®# W14114094

    7190 King Street Rural Caledon Caledon L7C 0S3
    Main Photo: 7190 King Street in Caledon: Rural Caledon House for sale : MLS®# W14114094
    $2,600,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W14114094
    Bedrooms:
    6
    Bathrooms:
    4
    **Excellent opportunity** to acquire 10.45 acres in a prime location of Caledon offering endless possibilities, located close to King St and The Gore Rd. This spacious raised bungalow features 2146 sq. ft. of well-designed living space with 4 generous bedrooms and 3 bathrooms.The bright main level offers an open-concept layout with a country-style kitchen overlooking the family room, expansive living and dining areas, and spacious bedrooms. The fully finished walk-out basement includes its own kitchen, washroom, 2 additional bedrooms, and a large recreation area, making it ideal for extended family, multi-generational living, or potential income opportunities. Also, 2000 Sq Ft Barn with 2 large drive in doors. Surrounded by picturesque countryside while remaining conveniently close to major roads and everyday amenities, this exceptional property combines privacy, space, and outstanding future potential. Whether you're looking for a family estate or investment opportunity, this unique Caledon property is one you won't want to miss. More details
    Listed by RE/MAX PRESIDENT REALTY
  • House in Caledon

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    Main Photo: House in Caledon
    Residential Freehold
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  • 27Z 1 Ambition Way in Caledon: Rural Caledon Condo Townhouse for sale : MLS®# W14109942

    27Z 1 Ambition Way Rural Caledon Caledon L7C 4L1
    Main Photo: 27Z 1 Ambition Way in Caledon: Rural Caledon Condo Townhouse for sale : MLS®# W14109942
    $599,999
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W14109942
    Bedrooms:
    3
    Bathrooms:
    3
    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! ***RARE 3 Bedroom Upper Level Mixer Exterior End Model, 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. More details
    Listed by INTERCITY REALTY INC.
  • 14 17585 Mississauga Road in Caledon: Rural Caledon House for sale : MLS®# W14110286

    14 17585 Mississauga Road Rural Caledon Caledon L7K 0E9
    Main Photo: 14 17585 Mississauga Road in Caledon: Rural Caledon House for sale : MLS®# W14110286
    $1,399,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W14110286
    Bedrooms:
    5
    Bathrooms:
    3
    Welcome To The Caledon Ski Club!!! Invite All Of Your Friends To Stay In This Spacious 5 Br, Open Concept Chalet With 2 1/2 Large Floors Of Living Space & Multiple W/O's on the upper and lower levels. Enjoy large lot With Lots Of Sunlight on this Ski-In/Ski-Out property. This lifts are 1 minute away. Take Advantage Of Living On One Of Ontario's Most Exclusive And Thriving Private Ski Clubs, You Will Have The Quiet Enjoyment Of 200 Acres To Walk The Dog, Hike, Mountain Bike, Snow Shoe, Cross Country Ski and swim in the pond. This Stunning ~3000+ Sq Ft of living space has been recently updated with paint inside and out. It is move in Ready!! The Open Concept offers an amazingly bright great room with sunset views of the west and the Vaulted Beams & 20ft ceiling heights reveal the Ski Hills at your finger tips. Walk Out To 2 Decks, and the back yard makes it feel as if the hills are coming into your home. This can be utilized as a year round opportunity or your cottage away from the city. Just a skip & a jump to the many Caledon trails, a cast away from the Credit River and the Caledon Trout Club and a chip and a put from the Devils Pulpit & Osprey. There is something to do in all seasons. More details
    Listed by SUTTON-HEADWATERS REALTY INC.
  • 115 Grapevine Road in Caledon: Bolton West House for sale : MLS®# W14110550

    115 Grapevine Road Bolton West Caledon L7E 2M6
    Main Photo: 115 Grapevine Road in Caledon: Bolton West House for sale : MLS®# W14110550
    $899,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W14110550
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to this 4+1 bedroom, 4-bathroom semi-detached home, ideally situated on a cul-de-sacin one of the area's most desirable family-friendly neighbourhoods. Meticulously maintained and showcasing true pride of ownership, this move-in-ready home offers the perfect combination of style, comfort, and functionality. Designed for modern family living, the bright and open main floor features a large eat-in kitchen with a breakfast area that connects to the living and dining spaces-perfect for everyday living and effortless entertaining. Walk out directly from the kitchen to a private backyard, creating an ideal setting for summer barbecues, family gatherings, or peaceful evenings outdoors. Upstairs, you'll find a generous-sized primary bedroom, while the finished lower level offers a versatile fifth bedroom and additional living space, ideal for guests, a home office, or a recreation room. Located close to schools, parks, shopping, and everyday amenities, this home offers the lifestyle today's buyers are looking for. A great opportunity to own a spacious, turnkey home in a great community-simply move in and enjoy. More details
    Listed by RE/MAX WEST REALTY INC.
  • 152 Newhouse Boulevard in Caledon: Rural Caledon House for sale : MLS®# W14110734

    152 Newhouse Boulevard Rural Caledon Caledon L7C 4E1
    OPEN HOUSE: Oct 25, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 25, 2026 2:00PM - 4:00PM
    Main Photo: 152 Newhouse Boulevard in Caledon: Rural Caledon House for sale : MLS®# W14110734
    $1,449,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W14110734
    Bedrooms:
    7
    Bathrooms:
    7
    //3365 Sq Feet + Legal Basement Apartment// 4+3 Bedrooms & 7 Washrooms Stone & Brick Elevation Detached House In Prestigious Southfields Village Caledon Community!! **No House In Back** Your Search Ends Here With This Impeccably Maintained & Fully Loaded With Upgrades!! ***3 Bedrooms Legal 2nd Dwelling Basement Apartment*** Grand Double Door Main Entry! Luxury Custom Kitchen With Quartz Counter-Top, Massive Island, Custom Backsplash & High End Stainless Steel Appliances* Walk/Out To Patio From Breakfast Area! 2 Master Bedrooms, 3 Full Bathrooms On 2nd Floor & 4th Washroom In Loft Area [Total 7 Washrooms - 5 Upstairs & 2 In Basement] Primary Bedrooms Comes With 5 Pcs Ensuite & Walk-In Closet* All Bedrooms Are Generous Size!! Main Floor Featuring - Luxury Hardwood Flooring, 9 Ft Ceilings, 8 Ft Doors, Gorgeous Family Room With Fireplace, Upgraded Light Fixtures & Tons Of Natural Light** Bonus Space - Very Rare To Find House With 3rd Floor Loft With Full Washroom** Basement Is Currently Rented At $2400/Month & Tenant Is Willing To Stay* Must View House! Shows 10/10* More details
    Listed by RE/MAX REALTY SERVICES INC.
  • 17 Autumn Drive in Caledon: Caledon Village House for sale : MLS®# W14111574

    17 Autumn Drive Caledon Village Caledon L7K 0T4
    Main Photo: 17 Autumn Drive in Caledon: Caledon Village House for sale : MLS®# W14111574
    $1,877,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W14111574
    Bedrooms:
    5
    Bathrooms:
    3
    Stripped back, rebuilt & completely transformed into a custom modern farmhouse bungalow on approx 1 acre in Caledon Village. Offering 4+1 bedrooms, 3 full bathrooms, over 4,100 sq. ft. of beautifully finished living space, including a finish bungalow bsmt w/ king-size 1-bedroom in-law bsmt apartment, this is anything but an ordinary bungalow. The striking exterior w/ Hardi cement-fibre board siding, bold black aluminum detailing, windows, oversized front door & white-oak-style garage doors. Inside, a dramatic foyer introduces custom wall mouldings, large-format tile, solid-core shaker doors. 7' interior drs, 7" poplar baseboards, detailing add architectural presence t-out. Spectacular sun-filled XL kitchen, dining, living space designed for both everyday family life and large-scale entertaining. 6 skylights, white oak hardwood flrs oversized 4-panel sliding glass dr flood the space w/ light. Dream custom kitchen, anchored by an extraordinary 8' x 15' quartz waterfall island accommodates serious cooking, effortless entertaining, features 2 sinks, 2 dishwashers, 2 pantries, wall-to-wall custom cabinetry, tiled backsplash, reverse-osmosis drinking water,LG appliances. Custom laundry/mudroom. 4 bdrm layout-The guest bathroom carries the custom aesthetic hexagon flr, oak vanity, Carrera-tiled shower, black fixtures. Mstr bdrm is private escape, custom wall mouldings, spa-inspired ensuite glass shower, black tile flooring, Theodore white oak vanity. White oak staircase 2,000+ sqft Bsmt, King-size 1-bedroom in-law aprtmnt lrg rec area, kids play space, glass-enclosed home gym. 3-piece bath, 2nd custom kitchen w/ island o/l the living area. XL 40' x 20' deck features substantial Douglas fir gazebo beams, cedar plank decking, glass railings. ***Lot Irregularities: 122.87 ft x 36.22 ft x 195.51 ft x 160.13 ft x 247.21 ft More details
    Listed by CENTURY 21 MILLENNIUM INC.
  • 1 Cedar Drive in Caledon: Rural Caledon House for sale : MLS®# W14112204

    1 Cedar Drive Rural Caledon Caledon L7K 1H4
    OPEN HOUSE: Oct 25, 2026
    01:00 PM - 03:00 PM EDT
    Open House on Sunday, October 25, 2026 1:00PM - 3:00PM
    Main Photo: 1 Cedar Drive in Caledon: Rural Caledon House for sale : MLS®# W14112204
    $1,849,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W14112204
    Bedrooms:
    4
    Bathrooms:
    4
    Client RemarksYour golf clubs, ski boots and paddle board called. They'd like to move to Caledon.Work, live and play. All in one pretty spectacular place. There are homes with backyards. And then there are homes with their own spring-fed pond, nearly 3 acres of forest, and a lifestyle that could give your favourite weekend getaway a run for its money. Welcome to 1 Cedar Drive. Tucked into the rolling hills of Caledon, where the golf is good, the ski hills are close, and coming home feels suspiciously like going on vacation. Beautifully renovated with just the right amount of sophistication, this four-bedroom country home knows how to make an entrance. Think gorgeous hardwood floors, a chef-worthy kitchen dressed in quartz and stainless steel, oversized windows framing the surrounding greenery, and a cathedral-ceiling family room with a fireplace that practically begs for a slow Sunday. There's a dedicated main-floor office, a generous mudroom for all the gear that comes with country life, and a primary suite with a five-piece ensuite, walk-in closet, and views worth waking up for. A property that works just as hard as you do. The commercially finished walkout lower level offers an entirely different kind of opportunity. With multiple rooms, two separate entrances, and a layout designed with versatility in mind, there's potential to accommodate multiple businesses, create additional income streams, or simply bring your work a little closer to home. From professional offices and wellness services to creative studios and beyond, it's a space with serious potential. Of course, when you do feel like venturing out, the Caledon Ski Club, Belfountain, Credit River, Hiking trails, and exceptional golf courses are practically in your backyard. Natural gas, Bell Fibe internet, and parking for 10+ vehicles take care of the practical stuff. More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
  • 142 King Street E in Caledon: Bolton East Commercial for sale : MLS®# W14112412

    142 King Street E Bolton East Caledon L7E 3G2
    Main Photo: 142 King Street E in Caledon: Bolton East Commercial for sale : MLS®# W14112412
    $1,499,999 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    W14112412
    Total Area:
    18,686.13 sq. ft.
    Completely Renovated 2+2 Bedroom, 4 Bathroom Riverfront Bungalow with Dual Basement Apartments!Welcome to this fully renovated detached bungalow nestled on a massive riverfront lot, offering the ultimate combination of residential comfort, income potential, and business opportunity. This exceptional property features two self-contained basement apartments, each with its own separate entrance and private laundry, making it ideal for multi-generational living or strong rental income.The main level offers 2 spacious bedrooms and 2 modern bathrooms, showcasing high-end finishes and a functional open layout that's perfect for everyday living. The two lower-level apartments each feature 1 bedroom, 1 bathroom, and a full kitchen, providing independent living spaces for tenants or extended family.Outdoors, you'll find an impressive detached 7-car heated garage/workshop, complete with a professional paint booth - perfect for automotive use, trades, or creative business ventures. The expansive driveway fits up to 20 vehicles, while the wide frontage allows for maximum signage and exposure for entrepreneurs looking to operate from home.Located just 2 minutes from Bolton's city centre and within walking distance to the Royal Courtyard Shopping Centre at Queen & King, you'll enjoy easy access to shops, restaurants, and amenities. With Highway 427 only 15 minutes away, convenience and connectivity are unmatched. A rare, fully upgraded property offering versatility, income potential, and riverfront serenity - all in one incredible package! More details
    Listed by RE/MAX EXPERTS
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Data was last updated October 25, 2026 at 04:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.