Caledon Village Detached

1-12/16
  • 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
    $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.
  • 50 Kevinwood Drive in Caledon: Caledon Village House for sale : MLS®# W12767282

    50 Kevinwood Drive Caledon Village Caledon L7K 0Z1
    Main Photo: 50 Kevinwood Drive in Caledon: Caledon Village House for sale : MLS®# W12767282
    $1,579,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12767282
    Bedrooms:
    6
    Bathrooms:
    4
    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! More details
    Listed by EXIT REALTY HARE (PEEL)
  • 12 Kevinwood Drive in Caledon: Caledon Village House for sale : MLS®# W12843778

    12 Kevinwood Drive Caledon Village Caledon L7K 0Z1
    Main Photo: 12 Kevinwood Drive in Caledon: Caledon Village House for sale : MLS®# W12843778
    $1,389,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12843778
    Bedrooms:
    5
    Bathrooms:
    3
    Welcome home to this Cozy 3 bedroom family gem . The upper level offers 3 spacious bedrooms, a 4-pc bath 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-new 2-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. The 2-car garage is converted to a 6.1 x 5.49 Metre nanny suite with gas fireplace and 3-pc bath and Kitchen (kitchen needs stove pug outlet). Interlocking stone (2020) and 200-amp service complete this wonderful home. Listing Brokerage Or Seller Does Not Warrant The Retrofit Status Of Garage Nanny Suite. More details
    Listed by ROYAL LEPAGE CERTIFIED REALTY
  • 17 Travelled Road in Caledon: Caledon Village House for sale : MLS®# W12851118

    17 Travelled Road Caledon Village Caledon L7K 1B7
    Main Photo: 17 Travelled Road in Caledon: Caledon Village House for sale : MLS®# W12851118
    $1,399,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12851118
    Bedrooms:
    5
    Bathrooms:
    2
    Dream Bungalow & Workshop in the Heart of Caledon Village! A beautifully upgraded home Ideal for home-based businesses, hobbyists, car-buffs, trades or people with storage needs! Inside, features warm hardwood floors throughout and a stunning renovated kitchen complete with granite counters, centre island, and wine fridge, all open to a bright dining area & gracious living room. Three generously sized bedrooms and updated bathrooms complete the main floor. A separate entry to a finished lower level, with two bedrooms, a spacious rec room, and a custom craft room that also functions beautifully as a home office or creative studio. An attached 1.5-car garage is convenient, but the true highlight is a separate driveway leading to a fully heated and insulated workshop. Featuring a garage bay plus a hardwood-floored shop area, this impressive space is ideal for woodworking, car projects, a home occupation, or serious hobbyists needing dedicated workspace. Outside, The grounds have been lovingly cultivated with mature trees including apple, cherry, pear, an elderberry bush, along with vegetable gardens and perennial beds. Other features include a greenhouse, sheds, chicken coop, back deck, and firepit area-perfect for relaxing evenings! For the adventurous, a custom elevated treehouse complete with slide and zip line adds a magical touch that kids (and kids at heart) will love. Located in the charming rural subdivision of Caledon Village, this property offers the rare balance of peaceful country living with excellent convenience. It's an easy commute to the GTA and just minutes south of Orangeville for shopping and major amenities. Yet within the village itself you'll find restaurants, a variety store, pharmacy, tennis courts, baseball diamonds, and Quarry Beach-perfect for volleyball and paddle boarding. Even Tim Hortons is within walking distance, making this a truly unique rural community. This exceptional property offers the rare opportunity to live, work & play! More details
    Listed by The Richie Group Inc.
  • 29 Hayleyvale Road in Caledon: Caledon Village House for sale : MLS®# W12903282

    29 Hayleyvale Road Caledon Village Caledon L7K 0X5
    Main Photo: 29 Hayleyvale Road in Caledon: Caledon Village House for sale : MLS®# W12903282
    $1,850,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12903282
    Bedrooms:
    4
    Bathrooms:
    4
    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 Molding, 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 More details
    Listed by CAPITAL NORTH REALTY CORPORATION
  • 9 Maple Grove Road in Caledon: Caledon Village House for sale : MLS®# W12959038

    9 Maple Grove Road Caledon Village Caledon L7K 0Z2
    Main Photo: 9 Maple Grove Road in Caledon: Caledon Village House for sale : MLS®# W12959038
    $1,999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12959038
    Bedrooms:
    4
    Bathrooms:
    4
    This gorgeous bungalow is looking for a family to call it home! Custom built open concept with 4 bed, 3.5 bath and 3145 sq ft of exquisitely finished space. Nearly 6300 sq ft in total! A stunning cathedral ceiling spans the kitchen and centres upon the cozy stone-clad gas fireplace adorned with a farmhouse chandelier in the living room. The interior finishes are elevated with recessed lighting and wide plank hardwood floors throughout. The show-stopping white and hardwood kitchen with gleaming quartz counters & continuous backsplash is sure to impress, with a built-in lower seating area, cabinetry on both sides of the island, walk-in pantry, pot filler for added convenience and statement glass cabinets. The laundry room has it all - cuteness and practicality with an oversized stainless steel sink, tons of cabinetry and natural light, open shelving, clothes hanging bar, quartz countertops, and even a stop-n-drop for coats and shoes. The Primary suite is a dream, offering privacy through separation from the other bedrooms, a walk-in closet outfit with built-in cabinetry and countertop, and a 5pc ensuite with heated floors, free-standing tub, private water closet, double vanity and glass shower. So much more to see! Generous 100 x 150 ft lot on quiet street in sought after Caledon Village. Tarion New Home Warranty. Awesome commuter location - 15 mins to Brampton or Orangeville! To be completed May 2026: Final grading, grass seeding, rear deck railing (black alum. pickets) and steps, interlock path to front door and steps, driveway to be widened to 3 car. More details
    Listed by RIGHT AT HOME REALTY
  • 11 Meadow Drive in Caledon: Caledon Village House for sale : MLS®# W13007786

    11 Meadow Drive Caledon Village Caledon L7K 1A2
    Main Photo: 11 Meadow Drive in Caledon: Caledon Village House for sale : MLS®# W13007786
    $1,499,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13007786
    Bedrooms:
    4
    Bathrooms:
    3
    Step into 11 Meadow, a breathtaking and very rare bungalow that feels like your own private resort. From the moment you enter the sunlit foyer, with its clean railings and natural light pouring in, the home sets a warm and welcoming tone. The space opens up into a true backyard escape. A heated saltwater pool sits at the center, paired with a cabana that's perfect for entertaining and hosting. This pool and cabana area is fully fenced, giving you privacy when you want it, while the rest of the property remains open, offering wide, natural views and a sense of space. Clean turf, a playground in the back, and beautifully finished surfaces complete the setting. As the sun goes down, park-like lighting wraps the entire yard, creating a calm, glowing atmosphere that feels like a getaway right at home. Inside, the kitchen is bright and functional, featuring a skylight, stainless steel appliances, and easy access to the backyard. The layout flows naturally, making everyday living feel easy and connected. A beautiful hallway leads to the bedroom wing, creating privacy from the main living areas. Four great-sized bedrooms offer comfort and flexibility for any family. The primary bedroom is a true retreat, featuring its own fireplace and a jacuzzi that gives you a spa-like experience right at home. The garage stands out with its clean epoxy finish and built-in projector setup, perfect for movie nights or watching the game. This home is also a DIY dream, with storage throughout, a dedicated workman-style bench area in the backyard, and additional storage sheds to keep everything organized. The property also features a private driveway with space for over 20 vehicles, making it perfect for large families, guests, or gatherings. By night, both the front and backyard light up beautifully, making the entire property feel calm, private, and inviting. All of this is set in Caledon Village, in a peaceful neighborhood with a long history. More details
    Listed by SMARTWAY REALTY
  • 20 Glassford Court in Caledon: Caledon Village House for sale : MLS®# W13020788

    20 Glassford Court Caledon Village Caledon L7K 0K7
    Main Photo: 20 Glassford Court in Caledon: Caledon Village House for sale : MLS®# W13020788
    $3,999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13020788
    Bedrooms:
    7
    Bathrooms:
    6
    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. More details
    Listed by INDEX REALTY BROKERAGE INC.
  • 170 Troiless Street in Caledon: Caledon Village House for lease : MLS®# W13029450

    170 Troiless Street Caledon Village Caledon L7K 1C3
    Main Photo: 170 Troiless Street in Caledon: Caledon Village House for lease : MLS®# W13029450
    $3,000
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    W13029450
    Bedrooms:
    3
    Bathrooms:
    2
    Corner Detached House With Lot Of Natural Light. Living & Dinning Room. Eat-In Kitchen, Good Sized 3 Bedrooms. Primary Bedroom With Ensuite And W/I Closet. Renovated Kitchen, S/S Appliances, No Carpet In The House. Large Driveway. Big Lot Full Of Greenery. Pot Lights. Lot Of Storage. Looking For Aaa Tenants. No Smoking More details
    Listed by iCloud Realty Ltd.
  • 170 Troiless Street in Caledon: Caledon Village House for sale : MLS®# W13039980

    170 Troiless Street Caledon Village Caledon L7K 1C3
    Main Photo: 170 Troiless Street in Caledon: Caledon Village House for sale : MLS®# W13039980
    $899,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13039980
    Bedrooms:
    3
    Bathrooms:
    2
    Here's your chance to own a Corner Detached House With Huge Lot 71.9 Ft. X 134 Ft.!! Lot Of Natural Light. Living & Dinning Room. Eat-In Kitchen, Good Sized 3 Bedrooms. Renovated Kitchen, S/S Appliances, Primary Bedroom With Ensuite And W/I Closet. No Carpet In The House. Pot Lights. Full Of Greenery. Bonus Feature is The "CV" Zoning (Village Commercial)! Many Permissible Uses. Lots Of Outdoor Storage, Large Driveway With Ample Parking. More details
    Listed by ROYAL LEPAGE CERTIFIED REALTY
  • 18493 Hurontario Street in Caledon: Caledon Village House for sale : MLS®# W13067948

    18493 Hurontario Street Caledon Village Caledon L7K 0X8
    Main Photo: 18493 Hurontario Street in Caledon: Caledon Village House for sale : MLS®# W13067948
    $949,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13067948
    Bedrooms:
    3
    Bathrooms:
    1
    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. More details
    Listed by SUTTON GROUP REALTY SYSTEMS INC.
  • Bachl 19734 Airport Road in Caledon: Caledon Village House for lease : MLS®# W13083214

    Bachl 19734 Airport Road Caledon Village Caledon L7K 0A3
    Main Photo: Bachl 19734 Airport Road in Caledon: Caledon Village House for lease : MLS®# W13083214
    $1,150
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    W13083214
    Bedrooms:
    1
    Bathrooms:
    1
    County Living in an Amazing Neighborhood.2nd floor Bachelor Apartment, 1 Parking Space, Separate Entrance, all utility included (Hydro, Heat Water) More details
    Listed by ADENAT REAL ESTATE LTD.
1-12/16
Data was last updated May 17, 2026 at 03:15 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.