Caledon Detached

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  • 84 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W12394471

    84 Kennedy Road Cheltenham Caledon L7C 2A7
    Main Photo: 84 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W12394471

    84 Kennedy Road Caledon L7C 2A7 Cheltenham

    $2,998,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12394471
    Bedrooms:
    6
    Bathrooms:
    6
    Timeless elegance meets impeccable craftsmanship in this stunning Cheltenham estate. A rare find, this beautifully built 5+1 bed, 6 bath home in the sought-after Cheltenham community offers thoughtful design & exquisite details throughout. Chefs kitchen blending beauty & practicality, featuring a 48" Wolf gas range, Sub Zero fridge/freezer, Bosch dishwasher, built-in microwave, & custom quarter-sawn oak cabinetry. 5" solid white oak floors create an inviting atmosphere. The natural beauty of tumbled limestone, natural stone & marble in the kitchens, baths, & basement enhances the spaces timeless elegance, combining sophistication w/ comfort. The primary suite is a true sanctuary w/ heated floors, a spa-like steam shower, a romantic soaker tub, a spacious walk-in closet & focal fireplace. Every detail has been thoughtfully considered, from coffered ceilings in the dining room to vaulted ceilings in the family room & sunroom, adding architectural charm & grandeur. The main floor also includes a dedicated office, perfect for WFH or quiet study. Upstairs, 3 beds each w/ walk-in closets. Two share a Jack-&-Jill bath, while the 3rd has its own private ensuite creating private retreats for family & guests. Every detail, from custom millwork & extensive closet systems to solid wood doors, reflects timeless quality. Step outside to a beautifully landscaped yard, complete w/ irrigation system & a grand outdoor stone fireplace. The property boasts nearly an acre of lush grounds, with a 3-car garage plus an additional backyard workshop garage w/ a loft ideal for toys, landscape equipment & hobbies. For added versatility, theres a bright, welcoming 1-bed, 1-bath loft apartment w/ its own entrance, walk-in closet & separate laundry perfect for in-laws or rental income. The finished basement offers even more comfort w/ guest bed & bath, media & game zones, a bar, crafts room, gym, & a ton of storage, creating a warm, inviting and functional space for gatherings & daily life. More details
    Listed by ROYAL LEPAGE RCR REALTY
    LISTING DETAILS

  • 18805 Willoghby Road in Caledon: Rural Caledon House for sale : MLS®# W12422743

    18805 Willoghby Road Rural Caledon Caledon L7K 1V7
    Main Photo: 18805 Willoghby Road in Caledon: Rural Caledon House for sale : MLS®# W12422743

    18805 Willoghby Road Caledon L7K 1V7 Rural Caledon

    $1,840,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12422743
    Bedrooms:
    5
    Bathrooms:
    4
    ABSOLUTELY Gorgeous ! ! ! ! Excellent Location! Beautiful 4 +1 Bedroom , 4 Bathroom Home With A 3 Car Garage And Workshop Sits On A Gorgeously Landscaped 1 - Acre Lot. Once You Enter Everything Is Just Gorgeous! Living & Family Rooms are Enough To Gather Visitors & Family, Kitchen Is Magnificent W/ Center Isle & An Eat-In. An Entertainers Dream Backyard With An In-Ground Pool , Hot Tub , Cabana , Multiple Decks & Sitting Areas. Located Only Minutes To Caledon Village & Only 10 Minutes To Orangeville. Close To Tpc Osprey Valley Golf Course . More details
    Listed by HOMELIFE SILVERCITY REALTY INC.
    LISTING DETAILS

  • 5 Cedar Drive in Caledon: Rural Caledon House for sale : MLS®# W12477606

    5 Cedar Drive Rural Caledon Caledon L7K 1H4
    Main Photo: 5 Cedar Drive in Caledon: Rural Caledon House for sale : MLS®# W12477606

    5 Cedar Drive Caledon L7K 1H4 Rural Caledon

    $1,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12477606
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to Cedar Drive!!!! One of Caledon's most prestigious Estate Style developments. This 3.03 acre stunning property offers you close proximity to Toronto and only 30 minutes to Pearson. Surrounded by many walking/cycling trail systems & some of Canada's best golf courses including many unique dining experiences such as Rays Bakery, Caledon Hills and Good Lot Craft Breweries. Set well back from the road, you will enjoy the complete privacy you desire from towering 30 ft trees while affording lots of sunlight. Perfect for creating your own oasis. Cozy up to the wood burning fireplace in the living/dining rooms and enjoy the views from the large picture windows. This amazing home with 3+1 BR's and 3 Baths, will not disappoint from the hard wood flooring, to the walk out lower level to the quartz counter tops, stainless steel appliances, wrap around porch and a large front perennial garden. Just minutes on Hwy 10 to Brampton or Orangeville. Just a chip & a put to the Devils Pulpit and Osprey Valley Golf, a cast away from the Caledon Trout Club, a hop skip and a jump to the Caledon Trail Way & Bruce Trail and a snow shoe to the Caledon Ski Club. You will feel you are in Europe every time you drive along the Forks of the Credit Rd. This is a must see. Bathrooms have been freshly updated. More details
    Listed by SUTTON-HEADWATERS REALTY INC.
    LISTING DETAILS

  • 12 Matson Drive in Caledon: Palgrave House for sale : MLS®# W12546136

    12 Matson Drive Palgrave Caledon L7E 0A9
    Main Photo: 12 Matson Drive in Caledon: Palgrave House for sale : MLS®# W12546136

    12 Matson Drive Caledon L7E 0A9 Palgrave

    $1,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12546136
    Bedrooms:
    6
    Bathrooms:
    4
    A rare offering on one of Palgrave's most sought-after estate streets. Set on a picturesque 2.14-acre lot, 12 Matson Drive blends privacy and natural beauty in an exceptional raised bungalow. Surrounded by mature trees and frequently visited by local wildlife, this home offers a peaceful lifestyle just minutes from local amenities. Inside, natural light fills the spacious layout through oversized windows. Two inviting living rooms with a gas fireplace and the other with a wood-burning fireplace provide cozy gathering spaces for all seasons. The primary bedroom features large windows, a walk-in closet, and a private ensuite. The kitchen includes a gas burner, grill and fridge (sold as-is), with additional newer fridges located throughout the home. The lower level offers flexible space, including a room with a sink ideal for extended family or future in-law suite potential (buyer to verify local zoning). Recent upgrades include a new furnace (2025), water softener (2025), owned tankless water heater (2025), dishwasher (2025), new wood deck (2025), and modern glass deck railing (2025), and new Chamberlain garage doors (2025). A generator is housed in the garage. The oversized 3.5-car garage offers ample space for parking, storage, and tools. The gently sloping rear lot provides a serene, forested backdrop and endless potential for outdoor enjoyment. Skavana robot lawn mowers included. Appliances included in as-is condition. A rare opportunity to own a well-maintained, light-filled home in a highly desirable estate setting. Book your private showing today to experience 12 Matson Drive. More details
    Listed by Sotheby's International Realty Canada
    LISTING DETAILS

  • 2901 Charleston Side Road in Caledon: Caledon Village House for sale : MLS®# W12679666

    2901 Charleston Side Road Caledon Village Caledon L0N 1C0
    Main Photo: 2901 Charleston Side Road in Caledon: Caledon Village House for sale : MLS®# W12679666

    2901 Charleston Side Road Caledon L0N 1C0 Caledon Village

    $899,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12679666
    Bedrooms:
    3
    Bathrooms:
    2
    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 . More details
    Listed by RE/MAX REALTY SERVICES INC.
    LISTING DETAILS

  • 13080 Centreville Creek Road in Caledon: Rural Caledon House for sale : MLS®# W12742658

    13080 Centreville Creek Road Rural Caledon Caledon L7C 3A7
    Main Photo: 13080 Centreville Creek Road in Caledon: Rural Caledon House for sale : MLS®# W12742658

    13080 Centreville Creek Road Caledon L7C 3A7 Rural Caledon

    $2,299,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12742658
    Bedrooms:
    6
    Bathrooms:
    4
    Welcome to this beautiful home in Caledon, offering approximately 2,700 sqft of thoughtfullydesigned living space. Nestled on a fully fenced lot near the city, this residence features astriking blend of brick and stone construction. Inside, you'll find a spacious layout withfour bedrooms, with an additional two bedrooms in the finished basement. The basement includesa separate entrance, perfect for extended family or guests. The main floor is enhanced withnew kitchen upgrades, elegant porcelain tiles, and a vaulted ceiling in the living room, wherea cozy wood-burning fireplace awaits. The home also includes a unique loft space behind thegarage for extra storage. This stunning home also boasts an impressive 21 parking spaces!Whether you're hosting gatherings, have multiple vehicles, or need ample space for RVs andguests, this property has you covered. The expansive driveway and dedicated parking areaprovide unmatched convenience and flexibility for your lifestyle. Enjoy the peace of mind thatcomes with having plenty of room for everyone and everything. This home truly offers the bestin comfort and practicality don't miss out on this one-of-a-kind opportunity! More details
    Listed by NU-VISTA PINNACLE REALTY BROKERAGE INC
    LISTING DETAILS

  • 14432 Innis Lake Road in Caledon: Rural Caledon House for sale : MLS®# W12745078

    14432 Innis Lake Road Rural Caledon Caledon L7C 2Y7
    Main Photo: 14432 Innis Lake Road in Caledon: Rural Caledon House for sale : MLS®# W12745078

    14432 Innis Lake Road Caledon L7C 2Y7 Rural Caledon

    $1,847,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12745078
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to true Caledon estate living. Set on a stunning 1-acre lot with parking for 11 vehicles, this fully updated all-brick 5-level backsplit offers approximately 4,500 sq ft of luxurious living space, multiple entrances, and a private backyard oasis backing onto picturesque farmland.14432 Innis Lake Road is a bright and expansive home thoughtfully designed for large or multigenerational families. The main level features an elegant living and dining area ideal for entertaining, flowing seamlessly into a chef's kitchen complete with an oversized island and walkout to a spacious deck. The upper level boasts three generously sized bedrooms, including a primary retreat with private balcony, along with a spa-inspired 5-piece bath featuring a freestanding tub and curbless shower.The walkout level offers a cozy family room with a wood-burning fireplace, an additional bedroom, a modern 3-piece bath, backyard access, and a convenient private side entrance. The two-level basement is an entertainer's dream, showcasing a wet bar, billiards lounge, second fireplace, recreation space, 2-piece bath, second kitchen rough-in, and a separate entrance.Outside, enjoy exceptional amenities including a triple-car garage, expansive 11-car driveway, multiple decks, gazebo, koi pond, and a versatile workshop/coop. Recent upgrades to the roof, furnace, and AC provide peace of mind. Located in sought-after rural Caledon, this remarkable estate offers the perfect blend of luxury, functionality, and privacy. A truly must-see property. More details
    Listed by SUTTON GROUP QUANTUM REALTY INC.
    LISTING DETAILS

  • 13171 Chinguacousy Road in Caledon: Cheltenham House for sale : MLS®# W12791312

    13171 Chinguacousy Road Cheltenham Caledon L7C 3H3
    Main Photo: 13171 Chinguacousy Road in Caledon: Cheltenham House for sale : MLS®# W12791312

    13171 Chinguacousy Road Caledon L7C 3H3 Cheltenham

    $4,399,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12791312
    Bedrooms:
    3
    Bathrooms:
    2
    Prime 10-Acre Parcel In An Expanding Caledon Location Featuring Clear, Level, And Highly Usable Land. Situated At The Corner Of Chinguacousy Road And Old School Road, Just Minutes From Brampton, This Property Offers Excellent Visibility And Access To Major Routes. The Proposed Highway 413 Corridor Is Planned South Of The Property, Further Strengthening The Area's Long-Term Growth Outlook. Surrounded By Ongoing Development And Infrastructure Improvements, This Is A Strong Opportunity For Agricultural Use, Custom Estate Living, Or Strategic Long-Term Investment. An Existing Approx. 1,800 Sq Ft Bungalow Is Currently Tenanted And Is Being Sold In "As Is, Where Is" Condition. Buyer And Buyer's Agent To Conduct Their Own Due Diligence More details
    Listed by iCloud Realty Ltd.
    LISTING DETAILS

  • 10 RIVERWOOD Terrace in Caledon: Bolton East House for sale : MLS®# W12824484

    10 RIVERWOOD Terrace Bolton East Caledon L7E 1S1
    Main Photo: 10 RIVERWOOD Terrace in Caledon: Bolton East House for sale : MLS®# W12824484

    10 RIVERWOOD Terrace Caledon L7E 1S1 Bolton East

    $1,798,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12824484
    Bedrooms:
    5
    Bathrooms:
    4
    PLEASE TAKE NOTE!!!...THIS ONE OF A KIND CUSTOM INTERIOR BUNGALOW-LOFT IS NOT OF BUILDER GRADE QUALITY!!! EXTREMELY RARE WITH WALK-OUT BASEMENT ON A PIE SHAPED LOT/2 CAR GARAGE/ EXTRA STORAGE ROOMS IN BSMT BELOW GARAGE PAD...CAN BE USED AS WINE ROOM/SAUNA-STEAM RM/WORK SHOP ETC.!!!TOTALLY GUTTED OUT AND REDONE INTERIOR WITH HIGH END CUSTOM QUALITY FINISHINGS!!! THIS HOME WILL NOT DISSAPPOINT!!! APPROX. $400,000 SPENT IN UPGRADES AND IT DEFINATELY SHOWS...EVERYTHING IS NEW!!! FINISHED FROM TOP TO BOTTOM!!!NEW!!! NEW!!!NEW!!!PATIO DECK OF MAIN FLOOR KITCHEN!! UPGRADED APPLIANCES THRU-OUT!!IDEAL FOR GENERATIONAL FAMILY OR DOWNSIZING FOR EMPTY NESTERS!!! CUSTOM UPGRADES GALORE!!! More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS

  • 17 Norton Boulevard in Caledon: Bolton East House for sale : MLS®# W12824910

    17 Norton Boulevard Bolton East Caledon L7E 2C6
    Main Photo: 17 Norton Boulevard in Caledon: Bolton East House for sale : MLS®# W12824910

    17 Norton Boulevard Caledon L7E 2C6 Bolton East

    $1,480,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12824910
    Bedrooms:
    2
    Bathrooms:
    1
    Prestigious South Hill Building Opportunity Welcome to 17 Norton Drive, gracefully positioned in an exclusive and secluded pocket of highly coveted South Hill, Bolton. Surrounded by established estate homes and mature streetscapes, this exceptional property presents a rare opportunity for the discerning builder, investor, or end user.Set on a premium 53' x 109' lot, this offering comes approved for severance into two distinguished parcels (subject to minor conditions to be satisfied by the seller for building permit issuance). Thoughtfully prepared, the property includes two professional architectural renderings, each envisioning an elegant ~3,400 sq ft luxury residence, providing a seamless pathway from acquisition to construction. Adding further value, the seller is willing to assist the buyer in building a custom brand-new home at very competitive pricing, creating a truly turnkey opportunity for those looking to build with confidence and efficiency. Whether your vision is to craft two bespoke luxury homes or to secure the full oversized property to build one extraordinary custom estate, the versatility and upside here are truly compelling. Exceptional value in a prestigious neighbourhood - priced to sell. A rare and refined opportunity to build new in one of Bolton's most desirable enclaves. Interested in only one of the lots? We can discuss this opportunity as well. More details
    Listed by PSR
    LISTING DETAILS

  • 116 Frank Johnston Road in Caledon: Bolton West House for sale : MLS®# W12841658

    116 Frank Johnston Road Bolton West Caledon L7E 2L7
    Main Photo: 116 Frank Johnston Road in Caledon: Bolton West House for sale : MLS®# W12841658

    116 Frank Johnston Road Caledon L7E 2L7 Bolton West

    $1,299,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12841658
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to this spacious and beautifully maintained 4+1 bedroom, 4 bathroom detached home, featuring a finished basement and 7-car parking perfect for large families or entertaining guests.Step inside to a bright, open-concept main floor with large windows and natural light throughout. The family-sized kitchen offers plenty of cabinet space and a walk-out to a professionally interlocked patio complete with a charming gazebo ideal for outdoor gatherings and summer BBQs.Enjoy the convenience of a main floor laundry room with direct garage access, and a versatile upper-level family room currently used as an additional bedroom, plus 4 spacious bedrooms upstairs with ample closet space.The finished basement offers an open-concept kitchen and recreation room, a 3-piece bathroom, and an additional bedroom perfect for in-law suite or extended family.Located in the sought-after Bolton West community, close to parks, schools, and amenities. Dont miss this incredible opportunity! More details
    Listed by ROYALTY PLUS REALTY CORP.
    LISTING DETAILS

  • 13207 Centreville Creek Drive in Caledon: Rural Caledon House for sale : MLS®# W12861058

    13207 Centreville Creek Drive Rural Caledon Caledon L7C 3B8
    Main Photo: 13207 Centreville Creek Drive in Caledon: Rural Caledon House for sale : MLS®# W12861058

    13207 Centreville Creek Drive Caledon L7C 3B8 Rural Caledon

    $2,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12861058
    Bedrooms:
    4
    Bathrooms:
    3
    Exceptional Opportunity for Buyers & Investors! Set on an expansive 10-acre parcel, this unique beautiful property features a cozy 3+1 Bedroom detached home with Finished Basement** Offers tremendous potential for future growth and investment** Ideally located near Healey Road and in proximity to the proposed Highway 413 corridor, offering excellent future connectivity and long-term investment potential** Perfect for long-term investment, agricultural use, or building your custom dream estate. The land includes productive farmland with mature apple trees, adding both charm and value** A rare offering-don't miss this opportunity to secure a prime piece of land with endless possibilities. More details
    Listed by RE/MAX REALTY SPECIALISTS INC.
    LISTING DETAILS
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Data was last updated August 16, 2026 at 02:15 AM (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.
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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.