Caledon Homes for Sale

Caledon Homes for Sale

Welcome to Caledon, Ontario – a picturesque gem nestled in the heart of Canada! Known for its stunning landscapes and serene rural charm, Caledon offers a perfect blend of small-town warmth and modern conveniences. With lush green spaces, rolling hills, and charming communities, this vibrant town is a haven for nature lovers and families alike.

Caledon boasts a rich history, with its roots dating back to the early 1800s. Today, it continues to thrive, offering a plethora of outdoor activities, from hiking and biking to horseback riding along scenic trails. The town is also home to several conservation areas, including the breathtaking Caledon Trailway and the stunning Forks of the Credit Provincial Park, making it an ideal location for those who appreciate the great outdoors.

As for real estate, Caledon is currently experiencing a surge in homes for sale, catering to a diverse range of buyers. Whether you’re in search of a cozy bungalow, a spacious family home, or an elegant estate, you’ll find a variety of options that suit your lifestyle and budget. The local real estate market is characterized by its charming properties, many of which feature sprawling yards, modern amenities, and breathtaking views of the surrounding countryside.

With its strong sense of community, excellent schools, and easy access to major urban centers, Caledon is not just a place to live; it’s a place to thrive. Explore the homes for sale in this enchanting town and discover the perfect setting for your next chapter. Your dream home in Caledon awaits!

Newest Caledon Homes for Sale

$959,000
4 Beds ⋅ 4 Baths ⋅ W13772718 MLS
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!

150 Royal Valley Drive, Caledon
$924,990
4 Beds ⋅ 3 Baths ⋅ W13772302 MLS
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!

4 Archbury Circle, Caledon
$1,089,000
4 Beds ⋅ 4 Baths ⋅ W13771608 MLS
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.

43 Crestridge Drive, Caledon
$2,899,000
6 Beds ⋅ 6 Baths ⋅ W13771530 MLS
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.

84 Kennedy Road, Caledon
$2,800,000
5 Beds ⋅ 5 Baths ⋅ W13771366 MLS
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.

14902 Mount Pleasant Road, Caledon
$869,000
4 Beds ⋅ 4 Baths ⋅ W13770806 MLS
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

88 Humbershed Crescent, Caledon
$1,399,000
8 Beds ⋅ 6 Baths ⋅ W13769634 MLS
Immaculate 3700 sq ft detached home featuring 5+3 bedrooms and 6 bathrooms, complete with a legal second dwelling unit. This stone-and-brick beauty sits on a deep lot backing onto a ravine, offering privacy and scenic views. The main level showcases upgraded porcelain tile, 9 ft ceilings, a living/dining area, and a spacious family room with a gas fireplace. The chef's kitchen includes a breakfast bar, seamless quartz countertops and backsplash, an eat-in area with walkout to the deck, and wide-plank oak-stained hardwood carried throughout with matching staircase and iron pickets. The primary bedroom offers his-and-her walk-in closets and a spa-like ensuite with double sinks, soaker tub, and separate shower; the second bedroom also features a walk-in closet. Pot lights throughout the living/dining, great room, kitchen, and exterior. A ground-floor in-law suite includes an open-concept kitchen with quartz counters, 1 bedroom, 1 bathroom, laundry, and walkout to the backyard. The legal basement apartment offers 3 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, 6 above-grade windows, and separate laundry. Additional features include electric car charger wiring and a BBQ gas line installed by the builder.

574 Queen Mary Drive, Caledon
$954,000
4 Beds ⋅ 3 Baths ⋅ W13768978 MLS
Welcome to this bright, spacious, and exceptionally functional 3-bedroom bungalow inthe highly sought-after community of Valleywood, Caledon. From the moment you stepinside, you will love the abundance of natural light and the seamless flow of the home.The main level features beautiful hardwood floors stretching across the spacious livingroom, large formal dining room, and all three bedrooms. At the heart of the home is afantastic, family-sized kitchen boasting abundant counter and cabinet space, which walksout directly to a private deck and yard-making it absolutely perfect for entertaining andsummer BBQs. The primary bedroom serves as a peaceful retreat, complete with its ownprivate 4-piece ensuite. For added convenience, the 2-car garage offers direct, seamlessaccess right into the home.Downstairs, the fully finished basement completely doubles your living space and feelsincredibly bright thanks to large windows that let in tons of natural light. This massive,open-concept area is fantastic for many different options, whether you need an in-lawsuite, multi-generational living, or the ultimate recreation hub. It comes fully equippedwith a second kitchen featuring a gas stove, a cozy gas fireplace in the large great room,an additional washroom, and a dedicated office space that could easily serve as a 4thbedroom.Perfectly situated for effortless commuting, this property offers unbeatable access toHighway 10 and Highway 410, alongside easy public transit connections. It is alsoideally positioned between major healthcare facilities, offering quick and convenientproximity to both Brampton Civic Hospital and Headwaters Health Care Centre inOrangeville. This versatile Valleywood gem truly has it all!

34 Kirkwood Crescent, Caledon
$2,795,000
4 Beds ⋅ 3 Baths ⋅ W13768664 MLS
Welcome to 15 Caledon Mountain Drive, a one-of-a-kind, turn-key, country retreat set on 3.3 private acres in the charming village of Belfountain. Tucked away in the sought after Caledon Mountain Estates. This beautifully reimagined home offers over 4000 Sq Ft of finished living space which was completely gutted and extensively renovated by Caledon Build In 2020. Blending modern design with the tranquillity of its natural surroundings. The thoughtfully designed interior features Canadian-made engineered hardwood flooring, a custom kitchen with Fox Custom Woodworks and new high-end integrated appliances, and bright, spacious principal rooms designed for everyday living and entertaining. Major 2020 improvements include a new metal roof, Marvin windows (lifetime warranty), exterior brick and Maibec siding, all new insulation, kitchen, flooring, bathrooms, extensive landscaping and more. Outdoors, enjoy your own private backyard oasis surrounded by mature trees and expansive green space, complete with an in-ground pool by Solda Pools (2019). Tucked away at the back of the property, with it's own private driveway, is a separate freestanding studio featuring an expansive main level, loft-style upper space, balcony, and 2-piece washroom - ideal for a creative studio, home office, gym, or additional recreational space. A 2 car garage and a newly paved oversized driveway provide ample parking. Nestled in the heart of Belfountain, only minutes to local cafes and butcher shops, the town of Erin, Caledon Ski Club, Pulpit Club Golf courses, TPC at Osprey Valley and so much more! This exceptional property offers tranquility, privacy and country living while remaining close to the village, conservation areas, trails, parks, local shops and dining, dnd convenient commuter routes connecting to Caledon and the GTA. Under 40 minutes to Pearson Airport.

15 Caledon Mountain Drive, Caledon
$2,499,000
4 Beds ⋅ 4 Baths ⋅ W13768554 MLS
Escape to a home that truly understands the meaning of "space." Situated on an expansive lot, this custom-built masterpiece offers over 3,500 square feet of thoughtfully designed living area. This isn't just a house; it's a lifestyle upgrade for families who want room to breathe without sacrificing modern convenience. The heart of the home features a stunning open-concept floor plan that manages to feel incredibly cozy despite its grand scale. Flooded with natural light through large, picturesque windows, the main level is designed for effortless connection. This home includes a rare, dedicated Arts and Crafts room-perfect for a home studio, classroom, or hobby space plus a 3-car garage with enough parking for the whole extended family. Whether you're hosting a holiday dinner or enjoying a quiet evening by the fire, the "dreamy country" aesthetic provides a warm, timeless backdrop.

13905 Kennedy Road, Caledon
$979,990
4 Beds ⋅ 3 Baths ⋅ W13768340 MLS
LISTED MLS Pricing is PURCHASE PRICE NET OF HST REBATE ** If Qualified and applicable. Inventory Home Quick Move In Ready 30-60 Days. 4 Bedroom, 2.5 Bathroom, Hardwood Throughout, Smooth Ceilings, Potlights, Stone Counters, ** No Sidewalk and backing onto field of future school.

12 Damara Road Unit Lot 80, Caledon
$1,599,000
7 Beds ⋅ 6 Baths ⋅ W13768250 MLS
Showstopper! Welcome To This Fully Upgraded Corner Home In A Prime Caledon Location, Offering3,224 Sq. Ft. Of Above-Grade Living Space Plus Two Finished Basement Apartments. With Over$350K Invested In Upgrades, This Home Features A Striking Stone And Brick Exterior, Approximately $90K In Professional Landscaping, And Full Interlocking Across The Front, Around The House, And Throughout The Entire Backyard. The Large Rear Deck And Front Porch Feature Glass Railings, While Exterior Pot Lights Add Beautiful Curb Appeal. The Bright, Spacious Interior Offers 9-Ft Ceilings On The Main Floor, Smooth Ceilings, Pot Lights & California Shutters Throughout, Large Windows, And An Abundance Of Natural Light. No Carpet Anywhere, With Hardwood Flooring And Wood Staircases Throughout, Including Both Staircases. The Upgraded Two-Tone Kitchen Features Upgraded Countertops, Upgraded Backsplash, And An Upgraded Custom Range Hood. Additional Main-Floor Highlights Include A Formal Dining Room And Gas Fireplace. The Primary Bedroom Offers Two Walk-In Closets And A 5-Piece Ensuite, While Every Additional Bedroom Upstairs Features Ensuite Access. Approximately $100K Was Invested In The Finished Basement, Complete With A $15K Separate Side Entrance From The Builder. The Basement Includes One 1-Bedroom Apartment And One 2-Bedroom Apartment, Each With A Separate Kitchen, Full Bathroom, And Laundry. A Double-Car Garage And 6 Car Driveway Provide Parking For 8 Vehicles. A Beautifully Finished, Move-In-Ready Home Offering Luxury, Space, And Versatility Inside And Out. **Legal Basement Apartment**

1 Breckonwood Street, Caledon
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