Caledon Real Estate Search

Explore Caledon Properties for Sale

Caledon is the perfect blend of countryside charm and modern living. Known for its breathtaking natural beauty, this town is home to the famous Bruce Trail and the scenic Cheltenham Badlands, attracting nature lovers and adventure enthusiasts. Neighborhoods like Bolton, Southfields Village, and Palgrave offer a mix of contemporary Single-family homes and charming Bungalows surrounded by lush greenery. Explore modern Condos, stylish Townhomes, or undeveloped Land for future development. For business ventures, consider Commercial properties or indulge in luxury with Homes with a pool. Stay updated with Just-listed properties for the latest listings.

Caledon also boasts a thriving local food scene, with farmers' markets and restaurants serving farm-to-table cuisine. For families, the town provides excellent schools, recreational programs, and community centers. Caledon’s tranquil atmosphere, combined with its accessibility to Toronto via major highways, makes it a sought-after destination for those looking to escape city life without compromising on modern conveniences.

Narrow By Price Range

Newest Caledon Properties for Sale

58.33 Acres of Prime Whitebelt Land on Airport Rd - positioned directly in the path of GTA expansion, just north of the proposed Highway 413 corridor. This is where growth is heading. Located outside the Greenbelt, Oak Ridges Moraine, and Niagara Escarpment, this parcel offers a rare combination of scale, frontage, and reduced long-term development constraints. With over 1,000 feet of frontage on a key arterial route connecting Brampton to Caledon, the property is strategically positioned for future residential, employment, or mixed-use potential as urban boundaries expand. Priced at compelling per acre entry point for land bankers, developers, and investor groups looking to secure a foothold ahead of infrastructure-driven appreciation. Large parcels of this scale and positioning are becoming increasingly scarce along this corridor. Vendor Take-Back financing available (up to 50% for qualified buyers), offering flexible acquisition and enhanced leverage. Full marketing package available including maps, planning context, and growth overlays.

Airport Road, Caledon

4 Beds ⋅ 4 Baths ⋅ W13003888 MLS

This elegant bungalow has everything today's buyer could wish for-beautifully finished and move-in ready. Behind striking double iron gates, the full stone exterior and exquisite landscaping create an impressive first impression. Inside, coffered ceilings, rich crown moldings, and custom details flow throughout a layout designed for both family living and refined entertaining.The inviting family room with fireplace opens to a dream kitchen featuring a large central island, premium cabinetry, and built-in appliances-perfect for hosting or everyday comfort. A formal dining room offers the ideal space for celebrations and elegant dinners.The spacious primary bedroom is a private retreat with a grand 7-piece ensuite showcasing double vanities, a soaker tub, and glass shower, plus separate his-and-hers walk-in closets. Main-floor laundry adds everyday convenience.The completely finished basement provides exceptional living space, ready to entertain large gatherings with an impressive wet bar and open recreation area. Enjoy movie nights in the home theatre or stay active in the dedicated gym space-all within your own home.Set on a beautifully landscaped property, this home blends classic design with modern luxury at every turn. With no detail overlooked and nothing left to add, this residence defines effortless elegance and offers a truly turn-key lifestyle.

19728 Kennedy Road, Caledon

Situated in a busy commercial hub with constant foot traffic and a passionate sports-loving community, this sports bar and restaurant benefits from outstanding exposure and convenience. Its prime location within a popular plaza anchored by a major landmark cinema attracts regular crowds, especially during game nights and weekends. This fully operational, turnkey establishment presents an excellent opportunity to take over a successful, well-established sports bar with a loyal customer base and strong presence in the area. Perfect for entrepreneurs seeking a profitable venture in a lively dining and entertainment setting.

196 McEwan Dr E Drive, Caledon

Welcome to an extremely affordable business opportunity in a high demand market in the heart of Caledon's Bolton West community. This is a fantastic opportunity to own a fast-casual health food franchise in bustling AAA food destination plaza. This store has sales of approximately $450K making it a fantastic owner/operator business opportunity. This store has seen a ton of success in the past with sales over 500K and 600K. Currently being operated with a hands off ownership. This plaza has tons of visibility and parking located right off HWY 50 surrounded by residential, businesses, commercial plazas. This beautifully built-out Freshii draws a big lunch and dinner crowd. All equipment is in excellent condition. Can be easily converted to many different cuisines subject to the Landlord's approval. Please do not go direct or speak to staff. * Net Rent = $3,047.41 * TMI = $1,440.69 * Gross Rent = $4,488.10 + HST * Lease Expires January 31, 2028 * 2 X 5 Year Options To Renew * Fantastic Sales * Can be Rebranded *

12760 HWY 50 N/A, Caledon

5 Beds ⋅ 5 Baths ⋅ W12974392 MLS

Welcome to one of Caledon's most sought-after neighbourhoods, Valleywood. Ideally located close to excellent schools, scenic nature trails, the local library, and a large community park with soccer fields and a playground, this beautifully maintained home offers an exceptional lifestyle for families and professionals alike.Boasting just over 4,000 sq. ft. of finished living space, this home features an open-concept living and dining area designed for comfortable everyday living and effortless entertaining. The living room is highlighted by a soaring cathedral ceiling, creating a bright, airy, and inviting space to gather with family and friends.The renovated kitchen is a true showpiece, showcasing custom modern cabinetry, quartz countertops, a centre island with breakfast bar for casual meals, and abundant storage. A convenient walk-out to the backyard seamlessly extends your living space outdoors-perfect for summer barbecues with a gas hook-up and relaxing evenings.The fully finished basement adds valuable additional living space, featuring a spacious recreation room ideal for entertaining, family movie nights, or hosting guests.

42 Valleybrook Crescent, Caledon

4 Beds ⋅ 5 Baths ⋅ W12968958 MLS

LUXURIOUS ESTATE on 3.937 ACRES Lot in prestigious PALGRAVE community. Property features very Spacious 4 Car Garage (2 Attached & 2 Detached- Perfect for Boat storage or Pickup truck), Huge Open concept Separate Living, Dinning & Family Room. Chefs Dream incredible Custom Gourmet Kitchen w/large pantry, Skyview & high-end appliances, Huge Solarium/Meditation Hall, Home Office/Yoga Studio/Sun Room, B/I Closets- Dressing Room- Custom Closet Organizers & Antique Architectural Ensuite, Elaborate SPA with Dry-Wet Sauna & bath Combo, Multiuse Guest Bedroom/Game or Exercise Room/ Theatre room, Inground Swimming Pool, Outdoor Shower, Fire-Pits, Hot Tub, Outdoor BBQ line, Cabana (Outhouse), Kids Play zone, Fully fenced Private Tennis Court, very spacious Garages, Storage Shed, BOSS Speaker System, Benches. Enjoy Private Camp-Ground & Party Ready Backyard, Plenty of Parking & Storage space throughout, Close to Parks, Trails, Campground, Recreational activity & School. Tones of Possibility for future expansion of additional outdoor activity in your Front & Backyard (i.e. Swings, Paintball, Tree House, Treetop Tracking, Basketball, Trampoline, Private Camping or Trail walking activity). It's Acreage Property But NO Well Water or NO Propane Tank **(Municipal Water & Natural Gas)**. This estate seamlessly combines urban comforts with a rural ambiance, blends modern amenities with historic charm, offering a serene retreat amidst Southern Ontario's scenic landscapes. Ideal for those seeking a luxurious lifestyle with ample space for private relaxations, grand-scale entertainment and recreational activities. Masterfully finished, truly unique estate, a real combination of Urban and Rural, Modern and Historic vibe. All fixtures attached to this lot are part of this property and its included in Purchase Price. You tube Video Tour (Search Address on You tube). Check the attached Property Feature Sheet as this space is not enough to explain full description of this estate in few words.

62 Gibson Lake Drive, Caledon

3 Beds ⋅ 2 Baths ⋅ W12948806 MLS

Come and experience what Spring is like in Alton with peepers peeping, ducks, geese, red-wing blackbirds, swans, deer, and wildlife! Elegantly perched on the hill, overlooking the lower Mill Pond, is this charming 3-bed, 1.5 bath, stone residence, known as the Algie Family House, with steep gable roofs, in the Victorian Gothic Style. Entrenched in area history, this home was once home to the parents of William Algie, known for constructing the Algie Family home, the neighboring red brick, William Algie House, and the stone mill complex, which operated as, The Beaver Knitting Mill, in 1881, where the Alton Mill currently stands, revitalized today. Comprised of the same local limestone as the Alton Mill, this home exudes warmth and character, sides, & backs to the forest, and sits on a mature .63 acre lot with southerly views. A covered side porch leads to a large Mud rm. Eat-in country Kitchen enjoys views over the b/yard & forest, home to many deer, turkeys, birds and wildlife. Intimate Family rm has forest views & a wood-burning fireplace. Dining open to the Sunroom w/ walkout to the yard. Large formal Living w/ hdwd flooring & large picture window as a focal point. 2nd level has a large walk-in linen. Primary w/ large walk-in closet. Bed #2 could also be used as a Primary w/ hdwd flring, a vaulted ceiling, a walk-in closet with built-in organizers & overlooks the pond. Bed #3 has laminate flring & o/looks the pond and grounds. Enjoy quaint restaurants, craft breweries, farmers markets, coffee shops, walking to neighbourhood parks, the bike pump track, the Alton Public School, the Caledon library, and nearby hiking trails and conservation areas with streams & waterfalls. Alton is a small village in Caledon, home to the Millcroft Inn & Spa, the Alton Mill Arts Centre, Hill Academy, TPC Toronto Golf course at Osprey Valley & more! All major shopping amenities in nearby Orangeville.1-hr to TO.

1380 Queen Street W, Caledon

6 Beds ⋅ 5 Baths ⋅ W12945346 MLS

Access this property through a new paved (2026) circular driveway with plenty of parking for multiple vehicles. This beautiful 3.7-acre property offers space, flexibility, and great potential for extended families or additional income. The main home is a spacious ranch-style bungalow, and there's also a separate apartment for added versatility. A standout feature is the large barn/workshop, complete with a full mezzanine-perfect for hobbies, storage, or keeping your recreational equipment. You'll enjoy the quiet feel of country living while still being conveniently located-just 30 minutes from Pearson Airport and only minutes from schools, gyms, and everyday amenities. If you enjoy the outdoors, you'll love the easy access to nearby trails, parks, and conservation areas. Inside the main home, you'll find a modern, updated kitchen, four bedrooms, and a spa-like bathroom with a sauna. The bright solarium is a great place to relax and take in the surrounding views. Additional features include hardwood floors, a two-sided fireplace, a wood stove, and plenty of charm throughout. The lower level is ideal for multigenerational living, offering a comfortable in-law suite with its own kitchen, a large great room with a wood-burning fireplace, and lots of storage space. In addition, there is a fully self-contained apartment with its own private separate entrance. It features a spacious great room with a walk-out, a kitchenet, and a bedroom with its own ensuite bathroom.

7454 Old Church Road, Caledon

3 Beds ⋅ 2 Baths ⋅ W12945004 MLS

Welcome to the historic hamlet of Belfountain. A unique Hamlet just north of the Village of Terra Cotta and offers residents and visitors the memorable experience of experiencing quaint shops & food services just a 15 minute walk from this 10 acre gem. The house is move in ready & overlooks a stunning pond, inground cement pool with a walkout basement. The rolling nature of the land will not disappoint and is perfect for your hobby farm offering paddocks, barn and trails. The home has been extremely well maintained and the perennial gardens have been cared for by the original owner. The home sits well back from the road on elevated land offering an amazing westerly view of the Caledon Hills. A hop skip & a jump to the Bruce Trail, Caledon Trail and the Cataract/Elora Trail systems, A snow shoe from the Caledon Ski Club, just a cast away from the Caledon Trout Club and a chip & a put from the award winning golf such as Osprey Valley, Devils Pulpit and Caledon Golf & Country Club. This Charming Bungalow Features A 2 Car Attached Garage, 3 Bedrooms with the primary bedroom featuring a walk out to the large balcony overlooking the pond & pool. The basement boasts a walkout to the back paddocks & hobby farm. The property offers a barn with water, power and room for the storage of hay. There are 4 independent paddocks for the horses or other hobby farm pets. It's all available for the taking and can be yours.

16735 Mississauga Road, Caledon

3 Beds ⋅ 2 Baths ⋅ W12938814 MLS

Charming bungalow with a fully equipped workshop and exceptional exposure, ideal for commuters and home-based businesses. Conveniently located with quick access to a main road, close to GO Transit, and near Hwy 10 for maximum visibility. Situated on approximately half an acre, this property features a private driveway with ample parking for multiple vehicles, trailers, or work equipment. Zoning permits home occupation and daycare use, offering excellent flexibility for entrepreneurs or professionals working from home. The impressive 26 x 30 ft detached shop is insulated and heated, with water service, rough-in for in-floor heating, 12 ft ceilings, and a 10 ft roll-up door-perfect for contractors or hobbyists. Both the home and shop feature durable steel roofs, and a generator hookup is already in place. The bungalow offers an open-concept kitchen and living area, three bedrooms, and a full basement with great potential. Enjoy outdoor living with a covered front porch, large back deck, above-ground pool (can be removed), and plenty of space for gardens or family use. An excellent opportunity for contractors, small business owners, or professionals seeking exposure and convenience. Just minutes to Orangeville and Caledon Village.

2 Terry Street, Caledon

4 Beds ⋅ 3 Baths ⋅ W12922180 MLS

NEW PRICE + EXTERIOR FACELIFT IN PROGRESS! DECEPTIVELY SPACIOUS MASTERPIECE! Family-friendly living meets luxury in this detached home, masterfully rebuilt "to-the-studs" (2025). Perfect for parents, the school bus stops right at your front door, with top-tier schools just minutes away! Quick closing available! PRIME CENTRAL LOCATION: Enjoy unbeatable convenience just minutes from everyday amenities and local hot spots! Quick access to Tim Hortons, Starbucks, gas stations, LCBO, and fine dining at the historic Villa Caledon Inn. Outdoor enthusiasts will love proximity to the famous Bruce Trail network, while local events like the Brampton Fall Fair are nearby. LUXURY INTERIOR: The sun-drenched main level features an open flow, anchored by a renovated chef's kitchen with a center island & coffee station. The expansive floor plan stretches back to a private Primary Wing Retreat with a spa-calibre ensuite & sliding doors to the yard. Upstairs finds 3 bright bedrooms and a large 4 piece bath. A "fortress of quality" with all-new HVAC, roof, windows, plumbing, electrical, waterproofed exterior, and serviced septic (2026). Oversized garage features rare dual drive-through doors to a massive deep lot featuring an outdoor firepit-a premium canvas ready for your custom landscaping, pool, or workshop. Why buy a tight semi or townhouse when your family can enjoy turn-key detached luxury on a massive lot? Can be sold furnished. Exceptional value under $910K! This is a premier value in the market.

19772 Airport Road, Caledon

3 Beds ⋅ 3 Baths ⋅ W12918200 MLS

Stunning Restored Victorian Farmhouse on 57 Private Acres with Barn & Trails Originally built in 1860 by the McEachern family, this Grand Victorian farmhouse has been beautifully restored, blending timeless craftsmanship with modern comfort. Privately set on 57acres, this rare country retreat features high ceilings, original stonework, hardwood and tile flooring, and countless preserved architectural details including limestone windowsills, gingerbread trim, and a dramatic spiral wood staircase. The spacious 3-bedroom home features an updated open-concept kitchen that flows seamlessly into a large dining area ideal for family gatherings and entertaining. The sun-filled living room is accented with original plaster crown molding and oversized windows that frame views of the garden. The luxurious primary suite offers a spa-like ensuite bath and a huge walk-in closet. Nearly every window offers a postcard-worthy view whether overlooking the historic stone ice house(which could serve as a studio or workshop), the Mennonite-restored bank barn, the fenced paddocks, vegetable gardens, or open meadows. Equestrian-ready, the bank barn features 5 stalls, a wash stall, tack room, and spacious hayloft. There's also a large heated workshop for hobbies or home business use. The land is enrolled in a managed forest program for significant tax savings, and private trails invite riding, hiking, mountain biking, and exploring. Located on a quiet country road just minutes from Caledon amenities, near the GO Train, and within easy commuting distance to the city. Live the country dream with all the comforts of modern living and the beauty of historic charm.

16089 Shaws Creek Road, Caledon

5 Beds ⋅ 3 Baths ⋅ W12917100 MLS

Rare opportunity to acquire a premier 25-acre land parcel in the high-growth Cheltenham corridor. This exceptional property features a bungalow that has undergone a complete, high-end professional renovation, offering a sophisticated 3+2 bedroom layout. The interior boasts a grand double-door entrance, designer kitchen, and spa-inspired bathrooms-all finished with premium brand-new quartz countertops and contemporary fixtures.Agricultural & Income Potential:The expansive 25 acres of flat, usable farmland offer diverse agricultural or land-banking possibilities. Supplementing the residence is a substantial 3,500 sq. ft. barn, providing an ideal footprint for a home-based business, hobbyist, or as a high-yield rental for immediate secondary income.Strategic Location & Growth:Perfectly positioned just minutes from Highway 410, this property sits within an area slated for significant infrastructure improvements and planned highway expansions. This is a "triple-threat" asset for families seeking a turnkey estate, investors looking for cash flow, or developers identifying long-term capital appreciation in a rapidly evolving community.

2330 King Street N, Caledon

An exceptional opportunity to own a well established, highly successful MedSpa in a prime location near a major highway and a busy strip mall, ensuring constant visibility and steady foot traffic. This thriving business has built a strong and loyal client base, with consistent repeat clientele and excellent growth potential.The space features 8 fully equipped treatment rooms, including a dedicated physiotherapy and exercise room, offering the ability to provide a wide range of services under one roof. The clinic is designed with a modern, upscale aesthetic, creating a welcoming and professional environment for clients.All furniture is included in the sale, making this a true turnkey opportunity for an owner-operator or investor looking to step into a profitable business with minimal setup required. Ideal for medical professionals, entrepreneurs, or investors seeking a reputable, income generating business in the growing health and wellness industry.

1 Queensgate Boulevard Unit 5, Caledon

6 Baths ⋅ W12915530 MLS

Location, Location, Location! Commercial Building In Bolton Core Area. It Has Commercial Zoning With Additional Usage. Main Floor Has 2040 Sq Feet, Comprised Of 4 Different Units With Individual 2 Pc Washrooms. Upstairs There Are Two 900 Sq Foot Bedroom Apartments With 4pc Bathrooms. Excellent Investment Property For Redevelopment.

62 Queen Street S, Caledon

Start Your Search

Prev
1
...
34
35
36
...
38
of 38
Next