Homes for Sale in Caledon, Ontario
Caledon Homes for Sale
Check out Caledon homes for sale on Buy Ontario Homes listings to end your search today! The listings below feature information, including HD photos, amenities, inclusions, and more, to ensure you get homes that fit your budget. From condos to detached homes or townhouses, we have listings for everyone. Book a house tour in person or virtually on our listings to shortlist properties. If you need more information or consultation, we have a real estate team for personalized assistance. Let’s make your search for houses for sale in Caledon easy and transparent. Reach out Now!
88 Humbershed Crescent Bolton West
88 Humbershed Crescent Caledon L7E 2X4 
$869,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13770806
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to this charming semi-detached home in a desirable Bolton neighbourhood, offering the perfect blend of functionality, comfort, and opportunity. Thoughtfully laid out, the home features a bright and inviting main floor with a functional kitchen, comfortable living spaces, and plenty of natural light throughout. Upstairs, you'll find three well-sized bedrooms offering flexibility for a growing family, guests, or a home office. The finished basement provides valuable additional living space, perfect for a recreation room, home gym, office, or entertainment area. Step outside to enjoy the backyard, an ideal setting for summer entertaining, family gatherings, or simply relaxing outdoors. With a practical layout, generous natural light, and plenty of potential to personalize and make it your own, this home is an excellent opportunity to get into one of Bolton's desirable communities. Note: some photos have been virtually staged More detailsListed by RE/MAX NOBLECORP REAL ESTATE- Mandeep Dhesi
- IDX Website
- 647-905-0370
- Contact by Email
14902 Mount Pleasant Road Rural Caledon
14902 Mount Pleasant Road Caledon L7E 3M3 $2,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13771366
- Bedrooms:
- 5
- Bathrooms:
- 5
Set on approximately 15.8 picturesque acres in scenic Caledon, this exceptional multi-residential country estate offers an outstanding combination of privacy, lifestyle and investment potential. Featuring 3 self-contained residential living spaces with a combined 5,500+ sq. ft of living space (to include a 1,200 sq ft guest house). Enjoy the 2 bungalow-style residences, this unique property is ideal for multi-generational living, investors, extended families or those seeking a private country retreat, all within approximately 1 hour of Toronto. Each living space offers a private entrance, ample parking, comfortable accommodations and numerous updates, providing excellent privacy and independence. A detached 4-stall barn adds further versatility with potential for equestrian use, workshop space, equipment or recreational vehicle storage, hobby farming and other agricultural-related uses. Beautifully maintained grounds feature a gated entrance, picturesque tree-lined driveway, mature landscaping, perennial gardens and multiple outdoor living areas, including expansive decks, pergola and gazebo. Property features include two wells, two septic systems, a 10kW automatic-start backup generator and fibre-optic internet service through Vianet to both dwellings. Recent improvements include newer roofs and windows on both residences, updated furnace and A/C systems, upgraded attic insulation in the main residence and a mini-split heat pump in the guest house. Ideally located near hiking trails, equestrian facilities, golf courses, local markets, shopping and amenities, with convenient access to Hwys 400, 427 & 407. An exceptional opportunity to live, invest, generate rental income, establish a hobby farm or enjoy a private country lifestyle in beautiful Caledon. More detailsListed by RE/MAX SPECIALISTS TAVSELLS INC.- Mandeep Dhesi
- IDX Website
- 647-905-0370
- Contact by Email
2 Cosbury Lane Rural Caledon
2 Cosbury Lane Caledon L7C 4H2 $679,999Residential Freehold- Status:
- Active
- MLS® Num:
- W13771438
- Bedrooms:
- 3
- Bathrooms:
- 2
Wow, This Is An Absolute Must-See Showstopper, Priced To Sell Immediately! This Stunning 3-Bedrooms, 2-Washrooms Home Sits On A Premium Corner Lot In Caledon, Offering Unbeatable Value And Convenience! Step Inside And Be Greeted By An Elegant Foyer, Creating A Grand First Impression With Huge Living Room! The 9' High Ceilings On The Main And Second Floor Enhance The Sense Of Space And Airiness. The Open-Concept Great Room Is Perfect For Relaxing And Entertaining, While The Gleaming Hardwood Floors On The Main And Second Level Add A Touch Of Elegance And Luxury. The Designer Chefs Kitchen Is A True Standout, Quartz Counter Tops, High-End Stainless Steel Appliances, And Stylish Finishes, Making It Both Functional And Stunning! The Master Bedroom Is A Private Retreat, Offering Walk-In Closets! All Three Bedrooms Are Generously Sized, Offering Ample Space And Comfort For The Whole Family. Premium Laminate Floors Through Out Third Floor! Enjoy The Beautifully Landscaped Sideyard! Central Air Conditioning Ensures Comfort Throughout The Year. With Premium Finishes, Thoughtful Design, And A Prime Lot Location, This Home Offers The Best Of Luxury And Practicality! ! Home With A Small POTL Fees Of $81! Steps To School, Park, And Amenities. Stylish Living Space With Plenty Of Room To Grow! Dont Miss Out On This Incredible Opportunity Schedule Your Viewing Today Before Its Gone! More detailsListed by RE/MAX GOLD REALTY INC.- Mandeep Dhesi
- IDX Website
- 647-905-0370
- Contact by Email
84 Kennedy Road Cheltenham
84 Kennedy Road Caledon L7C 2A7 $2,899,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13771530
- 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 detailsListed by ROYAL LEPAGE RCR REALTY- Mandeep Dhesi
- IDX Website
- 647-905-0370
- Contact by Email
43 Crestridge Drive Bolton North
43 Crestridge Drive Caledon L7E 2T9 $1,089,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13771608
- Bedrooms:
- 4
- Bathrooms:
- 4
Beautiful, recently restyled, one of the BIGGEST houses on the street - 2304 sq.ft.- perfectly nestled in a very desirable location offers 4 spacious good-sized bedrooms and the rare convenience of 3 FULL bathrooms on the upper level plus a powder room on a main. A very practical layout features a modern kitchen, living and dining rooms, a cozy family room with a fireplace, and a walkout to a deck overlooking a scenic RAVINE and POND. Enjoy exceptional privacy with no rear neighbours and beautiful views of birds, geese, ducks, and nature year-round. The finished walkout basement provides valuable additional to living space, perfect for a recreation room, home office, or a growing family. Complete with a two-car garage, and a recently renovated driveway for two cars. Conveniently located near schools, parks, shopping. A wonderful opportunity to enjoy space, privacy, and nature in a sought-after community. More detailsListed by SUTTON GROUP-ADMIRAL REALTY INC.- Mandeep Dhesi
- IDX Website
- 647-905-0370
- Contact by Email
4 Archbury Circle Bolton East
4 Archbury Circle Caledon L7E 2H6 OPEN HOUSE: Sep 12, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, September 12, 2026 2:00PM - 4:00PMOPEN HOUSE: Sep 13, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 13, 2026 2:00PM - 4:00PM$924,990Residential Freehold- Status:
- Active
- MLS® Num:
- W13772302
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome To 4 Archbury Circle, A Beautifully Upgraded, Move-In-Ready Home In Desirable South Bolton Offering Exceptional Indoor & Outdoor Living. The Inviting Main Floor Features Hardwood Flooring, Crown Moulding, Pot Lights, A Large Bay Window, Custom Staircase Wall Moulding & A Striking Fireplace Feature Wall. The Bright Kitchen Features Quartz Countertops, A Large Centre Island, Shaker-Style Cabinetry, Arabesque Backsplash, Stainless Steel Appliances, Under-Cabinet Lighting & A Walkout From The Dining Area To The Backyard. Upstairs, New Hardwood Flooring (2025) Leads To A Spacious Primary Retreat With Juliet Balcony, Walk-In Closet PLUS Wall-To-Wall Custom Built-In Wardrobe Cabinetry. The Stunning Primary Ensuite Was Completely Renovated In 2025 With Premium Riobel Matte-Black Faucet with Brushed-Gold Handles, Custom 60" Double Vanity With Onyx Wood Finish, Stone Countertop, Dual LED Backlit Mirrors, Oversized Frameless Glass Shower With Riobel Rainfall System, Recessed Niche, Linear Drain, OVE Fully Electric Smart Toilet, Designer Tile & Floor-To-Ceiling Wood-Slat Feature Wall. The Freshly Painted Finished Basement Offers A Spacious Rec Room, Additional Bedroom, Walk-In Closet, Pot Lights, Laundry Room & Ample Storage. Enjoy A Private, Fully Fenced Backyard With Poured Concrete, Landscaped Gardens & Large Raised Wood Deck With Separate Dining & Lounge Areas. Furnace & A/C Approx. 4 Years Old. Excellent Opportunity For First-Time Buyers, Families Or Downsizers, Close To Schools, Parks, Shopping, Amenities & Major Highways! More detailsListed by RE/MAX PREMIER INC.- Mandeep Dhesi
- IDX Website
- 647-905-0370
- Contact by Email
150 Royal Valley Drive Rural Caledon
150 Royal Valley Drive Caledon L7C 1B3 $959,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13772718
- Bedrooms:
- 4
- Bathrooms:
- 4
Beautifully updated and move-in ready family home in Caledon's quiet, safe and highly desirable community of Valleywood. Offering approximately 2,200 sq ft above grade plus a finished basement, this bright and meticulously maintained home is perfect for first-time buyers or growing families. Freshly painted throughout, the functional layout features a combined living and dining room, an upgraded kitchen with stainless steel appliances, and a sunny breakfast area with walk-out to the patio and private backyard. Enjoy exceptional privacy with no neighbours behind, backing onto a large park with mature trees creating a peaceful natural setting. The shed has power and makes a great workshop.A standout feature of the home is the spacious separate family room located between the main and second floor, complete with soaring cathedral ceilings and a cozy gas fireplace, the perfect place for relaxing or family movie nights.Upstairs offers three generously-sized bedrooms including a spacious primary retreat with a large walk-in closet and renovated 4-piece ensuite. A second bedroom also features a walk-in closet, while the third bedroom enjoys access to a 4-piece semi-ensuite.The finished basement with separate entrance through garage side door, adds incredible living space with brand new laminate flooring, a large rec room with built-in bookcases, wet bar,second laundry room, plenty of room for entertaining, games or a home gym, plus an additional bedroom and a 3-piece bathroom.Ideally located within walking distance to parks, trails and the library, and just minutes to shopping, everyday conveniences and Highway 410 for easy commuting. Situated in the sought-after Mayfield Secondary School district, this is the perfect place to start or grow your family! More detailsListed by RE/MAX REALTY SERVICES INC.- Mandeep Dhesi
- IDX Website
- 647-905-0370
- Contact by Email
20 Flemington Drive Rural Caledon
20 Flemington Drive Caledon L7C 1B5 $734,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13772824
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to Valleywood! This lovely community in Caledon is conveniently located just off the 410 highway and Hurontario Street. Tucked away from the hustle and bustle this attached row home (no maintenance fees) is just perfect for a first time buyer or downsizer! This home features hardwood flooring throughout the main floor and a walk out to the back patio. The kitchen has been recently renovated (2026) and is ready for you to move in and enjoy time with the family around the beautiful island! The upper level features two spacious bedrooms plus a double door entry primary bedroom that spans the back of the home. Offering you a semi ensuite bathroom and a wall to wall closet.The basement is finished as a great hang out spot with tons of storage, a roughed in bathroom and a huge laundry room. Come visit us and see what living in Valleywood is all about! Great neighbours, quiet living and country just down the road. More detailsListed by CENTURY 21 MILLENNIUM INC.- Mandeep Dhesi
- IDX Website
- 647-905-0370
- Contact by Email
21 Waterbury Street Bolton East
21 Waterbury Street Caledon L7E 1X2 OPEN HOUSE: Sep 13, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 13, 2026 2:00PM - 4:00PM$895,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13772864
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to this 2-storey freehold townhouse in the highly sought-after Bolton East community. Featuring a renovated main level with bright open-concept kitchen, 2-piece bathroom, direct access to garage, walkout to a large deck (with gas hook-up), landscaped and fully fenced backyard that is perfect for entertaining, kids, pets or a quiet evening to sit back after a long day. The updated staircase takes you to the upper level offering 3 spacious bedrooms filled with natural light and generous closet space, large hall closet for extra storage and 2 full bathrooms. The finished basement can have many different uses - a recreation room, office, home gym, or additional living space - the possibilities are endless. Additional costly updates completed include new windows (2025), new front door, back sliding door and interior fire rated garage door (all 2025), driveway extension (2020), backyard irrigation system (2024), backyard deck (2022), attic insulation (2025), furnace and air conditioner (both 2022). Parking for up to three vehicles with a private driveway and garage adds everyday convenience. Located near top-rated schools, parks, trails, bike paths, a vibrant community center, library, and dog parks, this home perfectly blends comfort, modern updates, and lifestyle appeal. An excellent opportunity for families or first-time buyers looking for move-in-ready living! A MUST SEE!! More detailsListed by RE/MAX PROFESSIONALS INC.- Mandeep Dhesi
- IDX Website
- 647-905-0370
- Contact by Email
4845 Escarpment Side Road Rural Caledon
4845 Escarpment Side Road Caledon L7C 0A7 $2,498,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13764100
- Bedrooms:
- 5
- Bathrooms:
- 3
Private 24.9 acres across from the Paintbrush Golf Course, positioned high on Caledon's Escarpment, this custom, architect-designed 4+1 bed, 2.5 bath has beautiful curb appeal on a park-like, idyllic setting and features country views from every window, sun all day in the south-facing backyard & in-ground pool, rolling hiking trails w/ nature in abundance (turkey, deer, songbirds), and Toronto city skyline views beyond the mature trees. The main level features oak-pegged flooring & crown moulding. Living w/ French doors & wood-burning fireplace framed w/ a pine hearth & surround. Bright & spacious two-toned Kitchen is warm & inviting, w/ granite c-tops, travertine b/splash, center island w/ b-bar is open to the Family w/ a propane gas fireplace, south-facing views, and a sliding-door walk-out to the pro-landscaped pool & patio area. The Primary features an elegant 5-piece ensuite w/ pocket door, skylights, in-floor heating, a glass shower, bidet, soaker tub & long country views. If you look closely, you may even spot the CN Tower through the trees in the distance! Bedrooms 2, 3 and 4 have closets, enjoy beautiful views & share a 4-piece bathroom w/ skylights. Bedroom 5 is in the partially fin bsmt. A Breezeway/Mud rm offers additional access to the home & backyard. It leads to an unfin/uninsulated rm w/ garage access, with potential for workshop, gym, storage or bonus rm! Daikin Heat pump (2020). Enjoy local quaint restaurants, arts centers, craft breweries, farmer's markets, coffee shops, nearby conservation areas, the Caledon Trailway, the Bruce Trail (across the street!), and the Caledon Ski Club. For golf enthusiasts, this property is steps to the Paintbrush, 10 mins to the Pulpit Club, and is 20 minutes to the TPC Toronto at Osprey Valley. There is paved road access to major arteries for ease in commuting to the city or to the north. Enjoy being a 5-min drive to Caledon East, 20 mins to Orangeville & a 1-hour drive to TO. A wonderful central location! More detailsListed by CENTURY 21 MILLENNIUM INC.- Mandeep Dhesi
- IDX Website
- 647-905-0370
- Contact by Email
1537 Queen Street E Alton
1537 Queen Street E Caledon L7K 0C2 OPEN HOUSE: Sep 13, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 13, 2026 2:00PM - 4:00PM$899,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13765474
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 1537 Queen St E, a charming mid-1860s home in the heart of Alton on a 10,495 square-foot (0.241 acre) lot. This 3-bedroom + den, 2-bath home offers an open-concept main floor with an updated kitchen, living and dining areas, main-floor primary bedroom and laundry. Hardwood flooring, a rear deck and fully fenced, treed lot add to the home's character and function. The detached 2-car garage is heated, powered and equipped with an EV charger, creating flexible space for a home gym, office, workshop, studio or hobby space in addition to vehicle parking. For golf lovers, this home is just minutes from Tournament Players Club, TPC Toronto at Osprey Valley, Canada's only TPC Network property, host of the RBC Canadian Open in 2025 and 2026, returning in 2027. Outdoor recreation is close to home. Shaw's Creek winds through Alton within walking distance, while nearby Upper Credit Conservation Area offers trails, forests, wetlands and meadows. Caledon Ski Club is ~10-minute drive, offering skiing, snowboarding and other four-season recreation. Close to Alton Public School, Alton Mill Arts Centre, Millcroft Inn & Spa, local shops and cafés, with Orangeville just minutes away. A character-filled home with a large private lot, flexible bonus space and access to some of Caledon's best golf, trails, skiing and village amenities. More detailsListed by RE/MAX MILLENNIUM REAL ESTATE- Mandeep Dhesi
- IDX Website
- 647-905-0370
- Contact by Email
336 Dingle Court Bolton North
336 Dingle Court Caledon L7E 4T1 $1,208,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13765494
- Bedrooms:
- 4
- Bathrooms:
- 3
One of Bolton's best kept secrets. Drive into a quiet cul-de-sac of well kept homes and spacious lots with mature trees. A quaint enclave walking distance to park and schools. Sunlight beams through the picture windows that overlook the beautiful gardens. Enjoy two separate outdoor spaces-patio off the living room or the deck + greenspace off the dining. Come home into the foyer that overlooks open to above dining room with wainscotting and farm beams ceiling. Modern kitchen with island, caesarstone counters that overlook sitting room with quartz counter and bar fridge for your morning coffee. All bedrooms are spacious with B/I shelves. Second floor washroom with custom tilework. This home is an absolute gem of a find. More detailsListed by VANGUARD REALTY BROKERAGE CORP.- Mandeep Dhesi
- IDX Website
- 647-905-0370
- Contact by Email
Data was last updated September 11, 2026 at 04:15 PM (UTC)
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