Caledon offers a unique blend of luxury estate living, scenic landscapes, family communities, and small-town charm within the GTA. Known for its larger properties, custom homes, growing developments, and access to nature, Caledon attracts buyers seeking more space, privacy, and a lifestyle-focused community. The Chantel Crisp Real Estate Team helps buyers and sellers navigate the Caledon real estate market with strategic guidance, local insight, and a highly tailored approach.
Homes For Sale In Caledon
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26 Marion Street in Caledon: Caledon East House for sale : MLS®# W13607914
26 Marion Street Caledon L7C 1K8 
$1,195,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13607914
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome 26 Marion St. . Beautiful Renovated and Upgraded Home, Great Open Concept Feel. Engineered Hardwood Flooring Throughout. Lots of Natural Light, Well Landscaped Mature Grounds, Great Kitchen Layout, 3 Exceptional Bedrooms, The Lower Level Has Cozy Recreation Room With Gas Fireplace, Washroom and Laundry Room. Fantastic Storage Space. Relaxing Backyard With 2 Garden Sheds, Mature Garden With Extensive Landscaping. An Excellent Family Home ! See Attached List of Upgrades & Renovations. Heated Garage More detailsListed by NORDALE REALTY & ASSOCIATES INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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47 Castelli Court in Caledon: Bolton North House for sale : MLS®# W13607732
47 Castelli Court Caledon L7E 2T6
$999,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13607732
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to this beautifully maintained 3-bedroom, 3-bathroom home, ideally situated on a quiet court in the highly sought-after North Hill community of Bolton. Offering the perfect combination of comfort, style and location, this home is ideal for growing families, professionals or anyone looking to enjoy a vibrant, family-friendly neighbourhood. Step inside to discover a bright and inviting layout designed for both everyday living and entertaining. Spacious principal rooms provide plenty of room to gather with family and friends, while the well-appointed kitchen overlooks the heart of the home, making meal preparation and hosting effortless. The generous primary bedroom offers a peaceful retreat complete with its own ensuite, while two additional bedrooms provide ample space for children, guests or a home office. Outside, enjoy a private backyard that's perfect for summer barbecues, relaxing evenings or creating lasting family memories. The quiet court setting offers minimal traffic, making it an ideal place for kids to play and neighbours to connect. Location is everything, and this home delivers. Walk to excellent schools, beautiful parks, playgrounds, scenic walking trails, shopping, restaurants and everyday amenities. With quick access to major commuter routes and everything Bolton has to offer just minutes away, you'll enjoy the perfect balance of convenience and community. Move-in ready and located in one of Bolton's most desirable neighbourhoods, this is an incredible opportunity to own a wonderful family home in North Hill. Don't miss your chance to make it yours!| More detailsListed by RE/MAX EXPERTS- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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128 Valleywood Boulevard in Caledon: Rural Caledon House for sale : MLS®# W13606864
128 Valleywood Boulevard Caledon L7C 1B3
$1,150,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13606864
- Bedrooms:
- 3
- Bathrooms:
- 3
Rare Bungalow in Valleywood, approx 2000 sq ft, Excellent Lot 60 x124 Feet, Carpet Free Hardwood Throughout, 3 Bedroom, 3 Bath, Master with 4 pc Ensuite and Walk In Closet. Granite Counters. Roof 2020/Furnace February 2022. New Eves 2021 Hook up Gas Line for BBQ More detailsListed by RE/MAX REALTY SERVICES INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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12806 Mississauga Road in Caledon: Rural Caledon House for sale : MLS®# W13606962
12806 Mississauga Road Caledon L7C 1W2
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13606962
- Bedrooms:
- 4
- Bathrooms:
- 3
Set on a half-acre lot (100 x 219 ft) along Mississauga Rd between Mayfield and Old School, this two-storey detached home offers 4,250+ sq ft of total living space, 3,000 of it above grade. The main and upper levels were rebuilt in 2011 (plumbing, electrical and HVAC included) and upgraded steadily since. The heart of the home is a large executive kitchen: premium granite counters, wall-to-wallDon't miss this one.custom cabinetry, ceramic tile backsplash, and a breakfast bar. Stainless appliances include a double fridge (2025), two built-in ovens, built-in microwave, 36" gas cooktop and range hood carpet-free interior pairs hardwood in the living areas and bedrooms with ceramic tile in the foyer, kitchen, baths and basement. Pot lights, a natural oak staircase, upgraded baths with premium vanities, and a large multi-functional basement complete the layout. Outside, a driveway that holds 10+ vehicles, an in-ground saltwater pool, a stamped concrete patio, and a detached garage/workshop with hydro and insulation. Mechanicals are a genuine strength: the home is fully spray-foam insulated and runs on a geothermal furnace and A/C that keeps costs low for its size, plus an owned hot water tank, 200-amp service, drilled well with UV and sediment purification, water softener, and updated pump, pressure tank and sump systems. Space, land and unbeatable quality of life on Caledon's southern edge, minutes from Brampton. Don't miss this one. More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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36 Coachwood Manor Court in Caledon: Bolton East House for sale : MLS®# W13605450
36 Coachwood Manor Court Caledon L7E 1X8
$1,249,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13605450
- Bedrooms:
- 4
- Bathrooms:
- 4
A rare opportunity to own a fully renovated home that is situated on a quiet and dead-end, family-friendly court. Children can safely play, and neighbours enjoy a true sense of community. Families will love the exceptional location, with several elementary schools within walking distance and two secondary schools within a 5 km radius. Parks, recreation facilities, shopping, restaurants, and everyday conveniences are all just minutes away. The main level showcases a spacious living room and a beautifully designed kitchen featuring a large island, elegant white cabinetry with gold accents, and stainless appliances. Enjoy direct walk-out access to the fully fenced yard where a large gazebo, perennial gardens and a beautiful fruit tree create a charming outdoor setting. The deck has been finished with waterproof paint for added durability and lasting enjoyment. An impressive upper-level family room offers a separate gathering space with soaring ceilings, oversized windows, and a stunning fireplace that adds warmth and character. Three bedrooms are privately situated from a separate staircase, each featuring custom feature-wall headboards that add both style and practical design. The finished lower level extends the home's versatility. The additional bedroom, kitchenette and impressive 4-piece bathroom are perfectly suited for multi-generational living, a guest suite or additional living space. Combining an outstanding location with modern design, this home is one you won't want to miss! More detailsListed by ONE PERCENT REALTY LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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118 Tundra Road in Caledon: Rural Caledon House for sale : MLS®# W13605454
118 Tundra Road Caledon L7C 4A6
$919,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13605454
- Bedrooms:
- 4
- Bathrooms:
- 4
!!! East Facing Freehold End Unit Townhouse with Finished Basement!!! Immaculate 3+1 Bedrooms House in Sought After Southfields Village Caledon Community!! Separate Living & Family Rooms W/ 9' Ceiling. Dark Hardwood on Main Floor & Oak Staircase! Loft In 2nd Level. Extravagant Family Size Kitchen with Quartz Counter & Back Splash & S/S Appliances Including Gas Line for Stove* Whole House Is Freshly & Professionally Painted* 3 Spacious Bedrooms! Over Sized Master Comes with Walk In Closet & Ensuite. 2 More Generous Size Bedrooms! Hardwood Flooring In Main & Second Floors! No Sidewalk To Accommodate Extra Parking! [Total 3 Car Parking] Oak Stairs with Iron Pickets! Loft Space In 2nd Floor As Bonus* High-End Finished Basement with Bedroom, Recreation Area & Full Spa Kind Washroom! Interlocked Extended Driveway & Patio! Beautifully Done Backyard with Shed & Interlocked Stone Patio! Walking Distance To Retail, Parks, Schools & Recreation Center! Must View House! With No Shortage Of Natural Light, Amazing Spaces For Entertaining and An Excellent Location This Truly Is The One! Shows 10/10 More detailsListed by RE/MAX REALTY SERVICES INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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77 Deer Ridge Trail in Caledon: Rural Caledon House for sale : MLS®# W13605496
77 Deer Ridge Trail Caledon L7C 3Z5
$1,279,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13605496
- Bedrooms:
- 6
- Bathrooms:
- 5
**2960 Sq Ft** //Greenpark Built Premium Stone Elevation With Finished Basement// Rare To Find 4+2 Bedrooms & 5 Washrooms// Luxury Stone Elevation Greenpark Built House in Southfields Village Of Caledon! Double Door Entry!! Separate Living, Dining & Family Rooms - Gas Fireplace In Family Room!! Hard Flooring in Main & 2nd Levels* Family Size Kitchen With Porcelain Floor, High-End Quartz Counter-Top, Backsplash & Built-In Appliances! Oak Stairs With Iron Pickets ! 3 Full Washrooms In 2nd Floor!! Master Bedroom Comes With Walk-In Closet & Fully Upgraded 5 Pcs Ensuite with Double Sink! **Carpet Free House** 4 Generous Size Bedrooms! Each Bedroom Is Connected To A Washroom! Freshly & Professionally Painted!! 2 Bedrooms Finished Basement With Full Washroom* Fully Done Driveway With Exposed Concrete! All Washrooms Counters Have Been Upgraded* Closet Organizers* Loaded With Exterior & Interior Pot Lights* Walking Distance To Etobicoke Creek, Parks, Schools, And Playground. Shows 10/10** More detailsListed by RE/MAX REALTY SERVICES INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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54 Losino Street in Caledon: Rural Caledon House for sale : MLS®# W13605658
54 Losino Street Caledon L7C 3N5
$779,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13605658
- Bedrooms:
- 3
- Bathrooms:
- 3
//Facing Park - Freehold With Backyard// Immaculate 3 Bedrooms Luxury Freehold Town House In Executive Caledon Southfields Village Community!! Open Concept Main Floor With 9 Feet High Ceiling Layout & Filled With Natural Light! Modern Style Kitchen With Back Splash, Granite Countertop & S/S Appliances!! Hardwood Flooring In Main & Brand New Laminate In 2nd Floor! Loaded With Pot Lights! Master Bedroom Comes With Walk-In Closet & 4 Pcs Ensuite!! 3 Good Size Bedrooms!! Laundry Is Conveniently Located In 2nd Floor. Partially Finished Basement With Recreation Space, Gas Operated Fireplace & Brand New Laminate Floor** Walkout To Fenced Backyard* Premium Lot Facing Park!! 2 Mins Drive to "St. Evan Catholic Elementary School" & "Tony Pontes Public School" Walking Distance To School, Park and Few Steps To Etobicoke Creek!! Whole House Is Freshly & Professionally Painted** No Side Walk For Extra Parking ** 3 Cars Parking Including Garage! Must View House! Shows 10/10* More detailsListed by RE/MAX REALTY SERVICES INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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5651 The Grange Side Road in Caledon: Rural Caledon House for sale : MLS®# W13606030
5651 The Grange Side Road Caledon L7C 0G5
$1,575,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13606030
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome to your own private Caledon retreat, where nature, tranquility, and exceptional craftsmanship come together. A long, winding driveway leads you through a breathtaking canopy of towering whispering pines and mature hardwood forest, creating a truly unforgettable approach to this custom-built bungalow. Thoughtfully designed for comfortable living, the spacious bungalow features a fully finished walkout basement, abundant storage, and versatile living spaces ideal for family, entertaining, or multi-generational living. A Private Sanctuary in the Hills of Caledon. Welcome to an extraordinary 26-acre estate where nature, privacy, and timeless craftsmanship create a lifestyle that's second to none. Arrive home via a long, winding driveway through a majestic forest of towering whispering pines and mature hardwoods, setting the stage for this exceptional custom-built bungalow nestled in one of Caledon's most picturesque settings. Designed to embrace its spectacular surroundings, this energy-efficient home offers spacious, thoughtfully designed living with a fully finished walkout basement and an abundance of storage. Large windows invite the outdoors in, filling the home with natural light and showcasing peaceful views in every season .Step outside to an expansive multi-level deck, perfect for entertaining, family gatherings, or simply relaxing while immersed in the sights and sounds of nature. Explore your own private walking trails winding throughout the property, offering a true Muskoka-inspired retreat just minutes from the city. Despite its peaceful seclusion, you're only moments from Caledon's renowned restaurants, charming cafés, boutique shopping, golfing. Whether you're looking for a forever home, a peaceful escape, or a place where family and friends naturally gather, this remarkable property delivers. More than just a home, it's a destination you'll be proud to call your own, don't let this one pass you by. More detailsListed by RE/MAX WEST REALTY INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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14130 Creditview Road in Caledon: Rural Caledon House for sale : MLS®# W13601720
14130 Creditview Road Caledon L7C 1Y4
$4,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13601720
Situated at the intersection of King Road and Creditview Road, and neighbouring the highly sought-after and picturesque village of Cheltenham Village, this exceptional approximately 70.5-acre corner property offers a rare opportunity to own a substantial parcel in one of Caledon's most desirable rural communities. The property features a charming 2-bedroom residence along with three existing outbuildings, including a spacious three-section driving shed measuring approximately 24' x 36', 12' x 72', and 40' x 20'.Surrounded by prestigious custom-built estate homes, scenic horse farms, and beautiful countryside landscapes, this property presents the ideal setting to build a dream estate while enjoying privacy, tranquility, and an upscale rural lifestyle. The highly desirable corner location provides excellent frontage, accessibility, and long-term potential.Conveniently located just minutes from urban amenities, the property is approximately 10 minutes to Brampton and 20 minutes to Orangeville, with quick access to Highways 410 and 401 for commuters. The surrounding area is well known for its natural beauty and recreational attractions, including nearby schools, the scenic Forks of the Credit Provincial Park, and the popular Caledon Trail system offering year-round outdoor enjoyment.Golf enthusiasts will appreciate close proximity to the renowned TPC Toronto at Osprey Valley, host of the RBC Canadian Open, as well as the prestigious Devil's Pulpit Golf Association. Winter recreation is equally exceptional with skiing, snowboarding, and family programs available nearby at the Caledon Ski Club.Additional property features include a 100-amp electrical service, wireless internet availability, drilled well, septic system, and the added convenience of municipal water connection availability near the property line. Buyers and cooperating agents are advised to complete their own due diligence regarding future uses, permits, and development potential. More detailsListed by RE/MAX SPECIALISTS TAVSELLS INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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18250 Duffy's Lane in Caledon: Rural Caledon House for sale : MLS®# W13601824
18250 Duffy's Lane Caledon L7E 3C4
$5,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13601824
- Bedrooms:
- 4
- Bathrooms:
- 4
Extraordinary Caledon estate where privacy, a tranquil setting, natural beauty, and endless opportunity come together on approximately 86 spectacular acres. Tucked away among the rolling hills, this remarkable property offers an exceptional blend of open pasture, productive hay fields, mature hardwood forest, scenic trails, and breathtaking countryside views in every direction. The beautiful home is designed to embrace its surroundings, featuring soaring ceilings, expansive windows that flood the interior with natural light and an open-concept layout. The fully finished walkout lower level seamlessly extends your living space outdoors, leading to a resort-inspired backyard complete with a saltwater inground pool, spacious patios, and multiple areas to relax while taking in the peaceful landscape. For those seeking space to work, create, or operate a business from home, the impressive approximately 3,000 sq. ft. heated workshop offers exceptional flexibility with dedicated office space, generous storage, and room for countless uses. The property also features a traditional barn and fenced pasture with convenient livestock watering access, making it well suited for hobby farming, equestrian pursuits, or a variety of agricultural ventures. Whether you're dreaming of a family estate, multi-generational living, a home-based business, hobby farm, or simply investing in one of Caledon's most desirable rural settings, this property offers outstanding potential both today and for the future. Minutes from the amenities of Caledon and within easy commuting distance to Pearson International Airport and the GTA. Enjoy nearby golf courses, equestrian facilities, skiing, cycling, hiking trails, charming restaurants, boutique shopping, and excellent schools-all while coming home to a setting that feels worlds away. A truly rare offering where lifestyle, land, and limitless possibilities meet. More detailsListed by COLDWELL BANKER RONAN REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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15626 Mclaughlin Road in Caledon: Inglewood House for sale : MLS®# W13602086
15626 Mclaughlin Road Caledon L7C 1M3
$1,199,999Residential Freehold- Status:
- Active
- MLS® Num:
- W13602086
- Bedrooms:
- 4
- Bathrooms:
- 3
Nestled in the idyllic Village of Inglewood, this charming 4 bedroom stone home is overflowing with character and timeless curb appeal. From the impressive front facade through to the over 350 feet deep expansive yard this property is sure to please! A 2001 addition and numerous upgrades have all taken into consideration the original stonework, workmanship and historic nature of the home resulting in a seamless transition from old to new. Inside you'll discover more stunning stonework, spacious principal rooms, and a warm, welcoming atmosphere. Backyard is a private and lush sanctuary. A peaceful and tranquil space adorned with charming water features. Property depth extends right through to Lorne Street offering an almost 65 feet frontage in the rear. Walk out from the kitchen and enjoy morning coffee on the covered stone patio. Relax and enjoy the hot tub and gazebo while enjoying nature's views. The heart and soul of the home is the bright sun filled kitchen. Open concept entertaining area boasts a stunning stone feature wall, stone floors, large center island/breakfast bar, appliances, coffee station area and French doors opening to the covered patio. Gas hook up for BBQ. Spacious living room and large formal dining room with barn doors. Side door entrance and 2-piece main floor powder room with vanity round off the main level. Upper level provides 4 good-sized bedrooms, with the primary enjoying its own 4 piece ensuite and a spectacular walk out to lovely terrace overlooking the extensive backyard. 2 full bathrooms both with heated flooring. Finished lower level provides a cozy recreation room with a fireplace, stone flooring, laundry room and storage area. More detailsListed by ROYAL LEPAGE FLOWER CITY REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
Data was last updated July 27, 2026 at 02:15 PM (UTC)
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