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$3,200,000
4 Beds ⋅ 3 Baths ⋅ W13766840 MLS
Set on 43+ acres with mature trees, open lawns, perennial and vegetable gardens, flagstone patios, and a large stream-fed pond, this exceptional country estate offers timeless character in a highly desirable setting. The circa-1900 stone residence, with a Napier Simpson addition, offers approximately 4,000 sqft of living space with 4 bedrooms, 2 bathrooms, generous principal rooms, tasteful finishes, and preserved historic details throughout. Additional features include an inground pool, a 2.5 car 2 storey coach house with a 1 bedroom studio suite, bank barn and detached garage/storage building. A rare offering with privacy, history, and true estate property appeal. This wonderful property is just minutes from all things' country and conveniently under an hour to the airport and city.

15668 Shaws Creek Road, Caledon
$899,900
3 Beds ⋅ 2 Baths ⋅ W13765474 MLS
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. A c.1860 Late Neoclassical home recognized on Caledon's Heritage Register, preserving a piece of Alton's history while remaining non-designated, with NO HERITAGE PERMIT CURRENTLY REQUIRED for renovations or alterations. 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.

1537 Queen Street E, Caledon
$779,900
2 Beds ⋅ 2 Baths ⋅ W13754344 MLS
Nestled in the heart of historic Alton, this charming home blends timeless character w/thoughtful modern updates, steps from the Alton Mill, Millcroft Inn & Spa, Osprey Valley, trails & dining. Set on a private & landscaped lot w/parking spaces for 4, the property features a spacious deck for BBQs & outdoor entertaining, patio w/hot tub, large shed, perfect for outdoor living, relaxing & gardening. Inside, the main level showcases original trim work, rustic hardwood floors, modern upgrades blending the home's historic charm w/elegant & custom updates. Two bright sunrooms offer relaxing spaces filled w/natural light. At the heart of the home lies a beautifully updated kitchen featuring ample cabinetry, quality finishes, & a built-in desk area for added functionality, ideal for both everyday living & entertaining. The walkout provides seamless access to the deck, making dining & hosting effortless. The dining room w/pot lights flows into a dedicated office w/built-in shelving, creating a functional & inviting layout. Cozy living rm w/custom built-in cabinetry adds warmth, style, a perfect retreat at the end of the day. The main level primary bdrm boasts pot lights, custom built-ins for closet space, & a stunning modern 3-pc ensuite w/lg walk-in shower, heated floors, skylight & granite vanity. Main level laundry & 4-pc bath serve the upper level, where a lg private bdrm includes custom closet cabinetry. Whether used as a guest room, primary suite alternative, or a creative studio. This upper-level space is both versatile & inviting. Throughout the home, numerous structural & "big ticket" updates provide peace of mind, ensuring that the property is as sound as it is beautiful. These improvements, combined with the home's preserved architectural charm, create a unique blend of old-world character & modern reliability. Welcome to a rare opportunity to enjoy cozy, historic village living in one of Caledon's most sought-after communities. Historical significance in photos.

1429 Queen Street, Caledon
$9,800,000
W13700330 MLS
This exceptional 10-acre development parcel presents a rare opportunity in the heart of Caledon East. Primely located on Airport Road, the property has Draft Plan Approval for 32 townhomes and a 10,000 sq. ft. commercial plaza, while incorporating an impressive approximately 5,000 sq. ft. heritage residence. Situated in a prime downtown location within one of Caledon's rapidly growing communities, the property offers an excellent combination of residential and commercial development potential. Caledon East is known for its charming village atmosphere and country character while providing convenient access to major urban centres. The site is ready to move forward, offering developers and investors an outstanding opportunity in a highly desirable location, less than a 10-minute drive north of Brampton. Please see the attached Site Plan Development concept / Draft Approval Conditions / Notice of Adoption Document for additional details.

16114 Airport Road, Caledon
$1,999,900
4 Beds ⋅ 3 Baths ⋅ W13428472 MLS
Welcome to a truly exceptional country estate nestled in the heart of Cheltenham, One of Caledon's most picturesque and historic villages. Set on a private 1.4-acre property with approximately 200 feet of frontage within the settlement area of Cheltenham, offering the potential for a lot severance! This beautifully preserved 1862 farmhouse offers over 3,700 Sq Ft of living space. Where historic character and modern comfort blend seamlessly. A tree-lined driveway leads to the stately home, Where tall windows, soaring ceilings, and spacious principal rooms create a bright and inviting atmosphere throughout. The flexible floor plan features four bedrooms, three bathrooms, multiple living and entertaining areas, a dedicated office, library/dining room, family room, and a versatile loft perfect for a studio, home gym, creative space, or additional living area. Modern geothermal heating and cooling, along with heated tile floors, provide efficient year-round comfort while preserving the home's timeless appeal. Outdoors, the property is a private retreat surrounded by mature trees and beautiful landscaping, featuring multiple patios, a sun-filled solarium, and a tranquil pond. Whether enjoyed as a full-time residence, weekend escape, or future investment opportunity with potential severance possibilities, the property offers exceptional versatility. Located within walking distance to the Cheltenham General Store, Credit River, Caledon Trailway, and the famous Cheltenham Badlands, while just minutes to The Pulpit Golf Club, Caledon Ski Club, local cafés, breweries, and conservation areas. Commuters will appreciate convenient access to major highways and being approximately 30 minutes from Toronto Pearson International Airport. A rare opportunity to own a landmark property in one of Caledon's most beloved communities, where small-town charm, natural beauty, and modern Living come together.

14700 Creditview Road, Caledon
$749,000
3 Beds ⋅ 1 Baths ⋅ W13620750 MLS
Prime mixed-use investment opportunity in the heart of historic downtown Bolton! This charming century home is zoned Institutional (IZ), offering exceptional flexibility for investors, business owners, or owner-occupiers. The main level features a commercial space ideal for a variety of uses, while the upper level offers a bright 2-bedroom, 1-bathroom residential apartment. Excellent opportunity for dual rental income or live-and-work potential. Situated on a high-visibility lot with ample parking in a growing, vibrant community. Updated roof (2025). A rare opportunity with endless potential!

69 King Street W, Caledon
$999,900
4 Beds ⋅ 2 Baths ⋅ W13612054 MLS
Welcome to 1510 Station Road, a beautifully updated home in the heart of Cheltenham, set on a rare 0.344-acre lot (~15,000 sq. ft.) surrounded by gardens, mature landscaping, and outdoor living spaces designed to be enjoyed year-round. Offering updated 4 bedrooms & 2 baths, this home blends historic character with modern comfort. Over $250k has been invested in thoughtful improvements, including a stunning fully renovated Primary Ensuite with walkout access to the gardens, featuring a custom double-sink vanity & freestanding soaker tub. The home also features custom solid wood built-in cabinetry throughout, providing exceptional storage and craftsmanship rarely found. Recent upgrades include a new roof and soffits (2021), updated electrical, plumbing & vapour barrier (2014), and wood siding (2022). The renovated kitchen combines functionality and style with a cathedral ceiling, custom cabinetry, reverse osmosis water filtration, new appliances (fridge, convection oven & microwave - Dec 2025), and a double-drawer dishwasher for added flexibility, savings & convenience when entertaining. Second-floor laundry includes a new stacked washer and dryer (Dec 2025) and a rough-in for a future bathroom. The private retreat gardens feature multiple outdoor spaces including a zen garden, firepit area, gazebo, large back deck, front patio, and an above-ground pool. A former chicken coop offers additional flexibility and potential for conversion into a sauna, studio, or hobby space. The barn and office area is a standout feature, offering extensive storage, two workshops, and a heated office-ideal for entrepreneurs, tradespeople, artists, hobbyists, or anyone working from home. Located within walking distance of parks, trails, river tubing, hiking, cycling, and other outdoor activities, this is a rare opportunity to own a move-in-ready property that offers character, functionality, and a true village lifestyle in one of Caledon's most charming communities.

1510 Station Road, Caledon
$899,000
3 Beds ⋅ 2 Baths ⋅ W13608084 MLS
Welcome to 15 Emma Street in Caledon East. This beautiful century home, built in 1879 in the Victorian Gothic style of the late 19th century, exudes a timeless charm and sense of warmth and welcome, steeped in history. Situated in the oldest section of Caledon East, it still offers the restful quietness of its early inhabitants, along with the amenities of a modern village, access to the Caledon Trailway at its doorstep and Main Street shopping a block away. The location is perfect for retired people, busy career couples or young families, who want to come home to a peaceful environment. As you walk toward the entrance, one of the main features of the house is the two-story bay window and perhaps the cedar tree, which is as old as the house. You enter through a glassed-in sun porch to the spacious L/R and D/R, with high ceilings and crown molding. Flowing from the D/R is a bonus room featuring a bay window and direct access to the porch, which could easily be an office, den or Primary Bedroom. All of these rooms have oak flooring. A door from the L/R leads to the large, country-style kitchen with maple cupboards, original maple floor, pine wainscoting, serving hatch to the dining room and original trap door to the basement. Open to the kitchen is the F/R - skylit and airy with double French doors to a private, wraparound deck with a covered sitting area. The main level has a laundry room with heated floors and a powder room off the kitchen with a door which leads to the composite deck and meticulous gardens. A maple banister welcomes you to the upper level and three bedrooms (one has a shower and vanity ensuite), plus the main bathroom featuring a whirlpool bathtub and a separate shower. Privacy fences and landscaped gardens surround a brick path to the garage, which features a large work bench, built-in cupboards and a storage loft. A generator that powers up the house is sure to please when you need it the most. This is a true gem of a country home!

15 Emma Street, Caledon
$1,139,000
3 Beds ⋅ 2 Baths ⋅ W13551826 MLS
Nestled in the heart of scenic Palgrave, overlooking the historic village pond, this enchanting board and batten century home, complete with a brick garage, is where timeless character meets thoughtful modern living. This is the kind of home that captures your heart the moment you arrive. Beautifully updated with fresh paint throughout, every space feels bright, welcoming, and ready for its next chapter. The custom kitchen and cozy breakfast nook create the perfect place to gather. Refinished hardwood floors add warmth to the inviting living room, where oversized windows flood the home with natural light and are beautifully complemented by Hunter Douglas window coverings. Upstairs, you'll find two spacious bedrooms, each featuring walk-in closets, along with a beautifully appointed four-piece bathroom. The fully finished walkout lower level offers exceptional versatility with a generous recreation room, dedicated office space, an additional bedroom, a three-piece bathroom, laundry room, and cantina. Outdoor living is equally inviting, step through the breezeway onto the deck and unwind as the sun sets over the water, entertain with ease, or launch your canoe for a peaceful paddle across the pond. Every season brings a new backdrop to enjoy from your own backyard. Just steps from Palgrave Rotary Park and the expansive 306-hectare Forest and Wildlife Area, you'll enjoy endless opportunities for walking, hiking, cycling, and exploring nature, all while being only minutes from the vibrant town of Bolton and convenient Highway 9 access.This is more than a beautiful home, it's a lifestyle rooted in community, nature, and the enduring charm of one of Caledon's most treasured villages.

17265 50 Highway, Caledon
$6,800,000
6 Beds ⋅ 4 Baths ⋅ W13531474 MLS
Bursting with charm and storied in history. This 1864 gem and 5 out buildings are with period features and old world character. The Alexander Smith farmhouse is a good representation of the vernacular style known as "Ontario Gothic". This style is the L-Shaped floor plan, polychromatic brick patterning, buff brick quoins and voussoirs. The residence also has coursed polychromatic end chimneys, a projecting bay window, lancet & paired gable windows. A porch with decorative bargeboards wraps around the NE corner of the house. Attached to the NW corner of the house is the summer kitchen & brick carriage house with the original farm bell on the roof. Located across the farm lane, are the 5 out buildings. The buildings consist of the chicken house, implement shed, and three timber frame barns set in a U-Shape, all with medium pitched gable roofs & board and batten cladding. The farm complex is surrounded by a mix of open fields, natural growth cedar & areas of reforestation. A cedar rail fence lines the property. Make this property your hobby farm or transform it into an income property by way of hosting events like weddings or corporate gatherings. How about turning it into a wellness retreat or a bed & breakfast. Even add additional outbuildings and increase your income capabilities. The opportunities at this farm complex are endless.

14650 Heart Lake Road, Caledon
$1,489,000
4 Beds ⋅ 2 Baths ⋅ W13509642 MLS
Visit the REALTOR website for further information about this Listing. Charming Century Home on 13.24 Acres - A Hobby Farmer's Dream. Escape to the countryside and discover this charming century home nestled amongst mature trees on a picturesque 13.24-acre property. Offering the perfect blend of rural tranquility and practical acreage, approximately 60% of the land is workable while the remaining 40% features beautiful wooded areas and a peaceful pond, creating a private natural retreat. Set on a generous 250'x 2,160' lot, this property is ideal for hobby farmers, outdoor enthusiasts, or anyone seeking space to grow and explore. Outbuildings include a 24'x 16' workshop for projects and storage, as well as a 12' x 30' chicken coop ready for your feathered friends. Inside, the home offers 3+1 bedrooms and a functional layout designed for family living. The spacious kitchen and dining area provide plenty of room for gathering and entertaining, while the convenient main-floor laundry adds everyday practicality. Relax in the inviting family room featuring a cozy propane fireplace, or unwind in the living room warmed by a charming wood-burning stove. Located just a 5-minute drive from the local elementary school, this property offers the best of country living with amenities close at hand. Whether you're dreaming of hobby farming, raising animals, gardening, or simply enjoying the beauty of nature, this unique property offers endless possibilities. Don't miss your opportunity to own this exceptional rural retreat.

14877 The Gore Road, Caledon
$11,900,000
3 Beds ⋅ 1 Baths ⋅ W13443814 MLS
Welcome to your own private sanctuary nestled behind a treed ravine, opening up into farm fields currently being farmed. This 98.6 acre parcel is designated white belt along with some greenbelt acreage.This property is adjacent to the current Bolton West Urban expansion area with potential future development possibilities.Come build your dream home - or make a land investment with great potential!!Buildings are being sold on "as is" basis.No access to barn interior due to livestock present.No access to house on first showing.

13708 The Gore Road, Caledon
$4,200,000
5 Beds ⋅ 3 Baths ⋅ W13224014 MLS
A Victorian reimagined, complete with a secret English garden. Just outside Belfountain, on nearly 15 acres of Caledon countryside, it is steeped in character and completely its own. The main house holds four bedrooms and three bathrooms, anchored by a bright central kitchen with the family room close at hand, cozy with its own fireplace. A breakfast nook looks out over perennial gardens and the pool beyond, with a screened Muskoka room just around the corner. The living room, with a dramatic architectural staircase as its focal point, overlooks the gardens and pond. A home you fall deeper into with every room. Waking up to gardens and pond, the main floor primary wing is a true sanctuary. A spa-like five piece ensuite, marble throughout, with soaker tub and steam shower. Upstairs, three additional bedrooms and a lovely five piece bath. Outside, the property opens into something rare. A 40 foot rectangular pool at the heart of the grounds, with a pool house and al fresco dining zone built for summer entertaining. A spring-fed pond with fountain and trails winding throughout. Heritage barn ruins that carry their own romance. (A family wedding was once held there, and the potential remains.) Once featured on the Caledon Garden Tour, the gardens include a spectacular Rhododendron forest. The outbuildings are exceptional. A detached two-car garage for the everyday and a heated three-bay garage for hobbies, toys, and your car collection, with one bay currently fitted as a sculpture studio. The garden cottage, a gym today complete with bathroom plus kitchen and laundry hookups, converts easily into a private one-bedroom suite for in-laws, older kids, or guests wanting their own world. A garden tea house overlooking the spring-fed pond, perfect for yoga or meditation. Minutes from Belfountain, close to great schools, skiing, hiking trails, golf, equestrian, local shops and restaurants. This is a home that holds everything.

16927 Winston Churchill Boulevard, Caledon
$1,699,000
3 Baths ⋅ W13065306 MLS
8-10 Acre Farm With 2-Storey House, Less Than 1 Hour Escape From Toronto. Estate Homes In The Vicinity. An Oasis Of Tranquility And Peace. Use It As A Farm, Your Home Or Even As A Contractor's Yard. The Existing House Has 3 Bedrooms, And 3 Bathrooms. It Features A Large Inter looking Patio, Some New Windows, A New Bathroom, New Shed (All In 2018). The Property Features A Large Barn (In As Is Condition) With Water Service And Electricity.

20364 St. Andrews Road, Caledon
$1,098,000
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
$908,000
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
$11,999,000
4 Beds ⋅ 3 Baths ⋅ W12743468 MLS
Exceptional frontage on Mountainview Road and 15811 St. Andrews Road, this expansive190.47-acre parcel presents a rare opportunity to acquire prime countryside land. The propertyfeatures picturesque farmland enhanced by ponds, mature trees, and natural surroundings,offering privacy and scenic beauty at every turn. The Trans Canada Trail borders the southboundary, adding long-term value and lifestyle appeal. Ideally located adjacent to CaledonEast, the land offers significant potential for equestrian use, agricultural operations, orfuture income-generating opportunities. Existing improvements include two residentialdwellings, one cottage, a classic bank barn, a horse paddock with six stalls, and a largegarage, making this a versatile estate with outstanding development and investment potential.

15864 Mountainview Road, Caledon