Refine Search
Map
Sort by
$829,000
3 Beds ⋅ 2 Baths ⋅ W13766884 MLS
Welcome to 8 Schaefer Place, a well-maintained detached home located on a quiet family-friendly court in desirable Bolton. This bright and inviting home offers 2+1 bedrooms and 2 full bathrooms. The main floor features a spacious living room with hardwood flooring and a bright eat-in kitchen. The large primary bedroom includes a walk-in closet, new broadloom and overlooks the backyard. This home comes complete with a fully finished basement with high ceilings and above grade windows. This additional living space includes a large family room featuring a gas fireplace, a second bedroom with double closet, a full 4 piece washroom, 2nd office or craft room and a large utility room with ample storage. Step outside to a fully fenced backyard with an interlock patio, mature landscaping, and a garden shed. An oversized garage offers plenty of room for parking and storage. Conveniently located close to schools, parks and modern recreation centre. Move-in ready and full of potential.

8 Schaefer Place, 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
$1,199,000
4 Beds ⋅ 2 Baths ⋅ W13758914 MLS
Welcome to Hilltop Drive. One of Caledon East's most desirable communities. This beautifully updated 4-level side-split offers the ideal blend of modern style, space, and functionality. Featuring four bedrooms and four distinct living levels, this home has been thoughtfully designed to accommodate every stage of family life. At the heart of the home is the stunning renovated kitchen, showcasing an impressive 5' x 9' island, modern cabinetry, stainless appliances, a temperature-controlled wine fridge, abundant storage, and stylish finishes throughout. The adjoining family room is bright and inviting, complete with a walk-out to the patio that seamlessly blends indoor and outdoor living. The upper-level features three spacious bedrooms and a beautifully renovated 4-piece bathroom. On the lower level, you'll find an additional family room with a second walk-out to the yard, a renovated 3-piece bathroom, a fourth bedroom, and a generous laundry room, offering the perfect setup for growing families, multi-generational living, or welcoming overnight guests. The finished fourth lower level provides even more versatile space, with another cozy family room, a beautiful wet bar and seating area, and an abundance of storage space. Summers just got better as you enjoy your own private backyard oasis, surrounded by mature trees, extensive stonework, large garden shed, exceptional privacy, and a beautiful saltwater pool - the perfect setting for entertaining family and friends. Don't miss this incredible opportunity to call this exceptional Caledon East property your forever home!

25 Hilltop Drive, 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
$1,114,000
3 Beds ⋅ 2 Baths ⋅ W13740006 MLS
PUBLIC OPEN HOUSE SATURDAY SEPTEMBER 5th 1-4PM. Welcome to this beautifully maintained bungalow offering the perfect blend of comfort, convenience, and exceptional outdoor living. Designed for effortless single-level living, this home features 3 bedrooms, 2 bathrooms, and multiple walkouts that create a seamless connection between the interior and the stunning surrounding landscape. Expansive windows fill the home with natural light while showcasing picturesque views of the beautifully landscaped grounds. The delightful kitchen is sure to impress with high-end appliances, granite countertops, and quality finishes. The inviting great room features hardwood flooring, a cozy gas fireplace, and walkouts at both ends, making it ideal for entertaining or simply enjoying the tranquil setting. The spacious primary suite includes a walkout to the deck, custom closet organizers, and built-in shelving. A finished laundry room adds everyday convenience. Step outside to your own private retreat, complete with extensive multi-level decking, lush perennial gardens, a peaceful stream, and mature trees. Unwind in the hot tub, indulge your green thumb, or enjoy hobbies in the detached heated garage with loft. A combination garden shed with dedicated kayak and bike storage provides additional functionality .Notable updates include a commercial-grade steel roof, a new furnace (2025), Garage roof 2026 and an automatic standby generator for added peace of mind. Offering refined interior finishes and spectacular outdoor spaces, this exceptional property is ideal for those looking to downsize without sacrificing quality, privacy, or lifestyle.

114 Kennedy Road, Caledon
$620,000
2 Beds ⋅ 2 Baths ⋅ W13739782 MLS
Discover Refined Boutique Condo Living At 50 Ann St! Unit 303 Offers Over 780 Sq. Ft. Of Sun-Drenched Space With A 2-Bedroom, 2-Bathroom Layout And 9 Ft Ceilings. Step Out Onto Your Private Balcony With Ideal Sun Exposure - An Urban Gardener's Dream For Growing Fresh Vegetables And Herbs. This Pet-Friendly, Green Building Features SmartONE Tech And High-Speed Internet. Exceptional Amenities Include A Rooftop Patio With Panoramic Views Of Bolton, Lower Patio, Party Room, Gym, Pet Spa, And An Overnight Guest Suite. Live Steps From Vibrant Downtown Bolton's Year-Round Festivals, Summer/Winter Markets, Ribfest, And Scenic River Trails Right Outside Your Door! (Note: Option To Rent An Additional Parking Space In The Building).

50 Ann Street Unit 303, Caledon
$758,900
3 Beds ⋅ 2 Baths ⋅ W13719502 MLS
Welcome to 50 Ann Street! Rarely offered, this exceptional 1,055 sq.ft. suite features one of the largest 2-bedroom + den(+ parking + locker) in the building and one of its most sought-after floor plans. Ideally located on the 3rd floor, it offers southeast views over the heart of downtown Bolton, just steps to shops, restaurants, cafés, parks, and scenic trails. Offering 2 bedrooms, a spacious den, 2 full bathrooms, and 2 private covered balconies, this beautifully upgraded residence is meticulously maintained, move-in ready, and shows like a model home. The bright open-concept design is enhanced by soaring 9-foot ceilings and dramatic floor-to-ceiling windows that flood the living and dining areas with natural light. At the heart of the home is a stunning designer kitchen featuring a 7+ ft. centre island with double waterfall-edge quartz countertops, upgraded backsplash, under-cabinet lighting, premium range hood, full-size stainless steel appliances, and quartz countertops throughout. Extended luxury laminate flooring and custom window coverings complete the sophisticated interior. Walk out from the kitchen to a covered balcony, perfect for morning coffee or evening entertaining.The primary suite accommodates a king-size bed and features a walk-in closet, a beautifully upgraded 3-piece ensuite with a frameless glass shower, premium tile, quartz vanity, and private balcony access. The generous second bedroom offers a double closet and elegant glass sliding doors, while the oversized den provides exceptional flexibility as a family room, home office, or guest space. Full-size washer and dryer included. Enjoy premium amenities including a rooftop terrace with panoramic views, party room with patio, fitness centre,guest suite, and pet spa. Includes 1 owned parking space and 1 owned locker. With luxury finishes, exceptional space, and an unbeatable location with easy access to Highways 427 & 400, this is a rare opportunity in one of Bolton's most desirable residences.

50 Ann Street Unit 316, Caledon
$729,999
3 Beds ⋅ 2 Baths ⋅ W13718858 MLS
Welcome to 92 Ellwood Drive, nestled in one of Bolton's most family-friendly and established neighbourhoods. Situated on a private 78-foot corner lot, this charming home offers a peaceful setting with plenty of potential. Featuring 2+1 bedrooms and a cozy, functional layout, the home includes a rear addition with a separate entrance and access to the finished basement-ideal for extended family, guests, or added flexibility. Massive 2 car tandem garage with work bench. New roof done this year! Enjoy the convenience of being within walking distance to shops, restaurants, schools, and parks. A fantastic opportunity for first-time buyers, downsizers, or anyone looking to make a home their own in a sought-after Bolton community! The possibilites and potential are endless -- make this your dream home, starter home, forever home. Close to great schools, daycares in walking distance, places of worship, grocery stores and more

92 Ellwood Drive, Caledon
$759,900
3 Beds ⋅ 2 Baths ⋅ W13718420 MLS
Boutique condo living in the heart of Downtown Bolton! Set beside the Humber River and surrounded by the charm of Bolton's historic downtown, this spacious 2-bedroom + den, 2-bathroom suite at 50 Ann offers approximately 1,055 sq. ft. of beautifully designed living space. Located on the top floor with desirable south-facing exposure, the suite is filled with natural light through expansive floor-to-ceiling windows and features soaring 9-foot ceilings throughout. The bright open-concept living and dining area flows seamlessly into a modern kitchen complete with granite countertops, ceramic backsplash, stainless steel appliances, ample cabinetry and a large centre island with seating. The primary bedroom features a walk-in closet, private 3-piece ensuite and its own balcony. A generous second bedroom and separate den provide the flexibility today's buyers are looking for, whether you need a home office, nursery, guest room or additional living space. A second balcony off the main living area, ensuite laundry and owned underground parking complete the suite.50 Ann delivers the boutique lifestyle with an impressive collection of amenities including a fitness centre, yoga studio, guest suite, pet spa, party room with patio access, rooftop lounge, rooftop dining area and patio with BBQs.Step outside and enjoy Downtown Bolton at your doorstep, with restaurants, shops, parks and recreation nearby. Public transit is also conveniently located just steps away, with the nearest street transit stop approximately a 2-minute walk from the building. Quick access to Highway 50 and 400-series highways makes getting around easy. Space. Location. Lifestyle. If you've been waiting for condo living without compromising on space, this is the one to see.

50 Ann Street Unit 515, Caledon
$850,000
4 Beds ⋅ 2 Baths ⋅ W13718400 MLS
PREMIUM CORNER BUILDING LOT IN DOWNTOWN BOLTON. Rare opportunity in the Heart of Bolton. Prime corner lot offering 132 ft X 65.87 on full municipal services in one of Bolton's most established neighbourhoods. Situated on an impressive 8,633 Sq Ft. lot. This property presents exceptional potential for families, builders, investors and those looking to construct or create a custom home in a sought-after location. An opportunity to create your dream family home in established Bolton. Many new builds in the area. The existing residence is not "Heritage" and offers renovation potential for those looking to customize a home to their own taste and lifestyle, rather than paying a premium for someone else's renovations. A detached garage provides additional utility and storage. The generous corner lot configuration offers enhanced design flexibility, with a spacious backyard offering plenty of room for children to play and for family entertaining, as well as excellent redevelopment potential, subject to all municipal approvals. The home also features a sunroom and flexible space with potential for a family/rec-room setup, providing additional possibilities for a growing family. Located within walking distance to schools, parks, shopping, restaurants and Downtown Bolton amenities, with convenient access to major commuter routes. An increasingly rare opportunity to secure a detached home on a premium in-town lot in a mature, established family-friendly community. Property being sold in as-is condition. Buyer to conduct their own due diligence regarding zoning, permits, redevelopment potential and future use. A unique opportunity to renovate, customize and build your vision in one of Caledon's most desirable communities.

173 Victoria Street, Caledon
$687,925
3 Beds ⋅ 2 Baths ⋅ W13699854 MLS
FREEHOLD | SOUTHFIELDS | MOVE-IN READY! Beautifully maintained home with $$$ in upgrades, offering modern comfort, style, and exceptional value. Features include brand-new oven & dishwasher, SECURITY CAMERAS with no monthly fee, POT lights, 9-ft ceilings, PREMIUM dark oak hardwood floors, elegant oak staircase, spacious open-concept layout, walk-out patio, upstairs laundry, walk-in closet, and GARAGE ACCESS TO HOME. Prime walkable location-just minutes to Southfields Recreation & Aquatic Centre, EXCELLENT ACCESS TO SCHOOLS, TRANSIT, Near Apex URGENT CARE MEDICAL CLINIC, PHYSIO, EXTRAYS, DOCTORS, INDOOR SWIMMING POOL and other amenities. Perfect for families, first-time buyers, seeking a low-maintenance freehold home in a vibrant community! Modern Living - CLOSE TO EV CHARGING STATIONS, AND CLOSE TO NEW 413 HIGHWAY.

13 Birchfield Crescent, Caledon
$1,359,000
5 Beds ⋅ 2 Baths ⋅ W13699698 MLS
Welcome to this beautifully and extensively renovated bungalow situated in the desirable, family-friendly community of Caledon Village. Thoughtfully updated throughout, renovations include new windows, flooring, doors, appliances, and much more, creating a stylish, move-in-ready home with modern finishes and a functional, carpet-free layout. The bright and spacious living room showcases an impressive custom-built media wall with integrated LED lighting and a cozy fireplace, creating an inviting space for both everyday living and entertaining. The beautifully updated kitchen features quartz countertops and porcelain tile flooring, offering an attractive combination of contemporary design and functionality. A generous family room provides additional living and entertaining space and features its own fireplace, separate front entrance, and walk-out to the backyard, adding excellent versatility to the home's layout. The finished basement significantly expands the available living space and includes two additional bedrooms and a wet bar, making it ideal for extended family, overnight guests, a recreation area, home office, or additional entertainment space.Step outside to an entertainer's dream backyard. The large, fully fenced property features a beautiful inground saltwater pool, providing the perfect setting for summer gatherings, relaxing poolside, and enjoying the outdoors. The welcoming front porch/deck is finished with modern glass railings, further enhancing the home's attractive curb appeal, while the spacious driveway provides ample parking for family and guests.Ideally located close to parks, schools, shopping, recreation, and everyday amenities, with convenient access to Highway 10, this exceptional property combines modern renovations, generous living space, a private backyard retreat, and an excellent Caledon Village location.A wonderful opportunity to own a turnkey home offering comfort, style, versatility, and outstanding indoor and outdoor living space.

6 Maple Grove Road, Caledon
$635,000
3 Beds ⋅ 2 Baths ⋅ W13694818 MLS
Charming 3-Bedroom Home in the Heart of Historic Cheltenham Nestled in the picturesque village of Cheltenham, this inviting 3-bedroom, 2-bath, two-storey home blends small-town charm with the beauty of Caledon's natural surroundings. Set in an old historic mill village along the scenic Credit River, the property offers tranquil views, rolling hilly terrain, and a warm community atmosphere. Enjoy easy access to the Caledon Railway Trail and the renowned Bruce Trail-perfect for hiking, cycling, and year-round outdoor adventures. Explore nearby landmarks like the Cheltenham Badlands and Forks of the Credit, or stroll to the Cheltenham General Store, just a short walkaway for your morning coffee or local goods. Whether you're seeking a serene retreat or a family-friendly home surrounded by nature and history, this property captures the essence of countryside living-only minutes from urban conveniences.

1442 Mill Street, Caledon
$967,000
3 Beds ⋅ 2 Baths ⋅ W13694712 MLS
Welcome to 50 Hilltop Court, tucked away on a quiet cul-de-sac in a sought-after Bolton neighborhood and ideally located next to Foundry Park. This well-maintained raised bungalow offers a fantastic combination of privacy, location and comfortable living, with easy access to the Humber River, Edelweiss Park, HVHT trails and downtown Bolton. The main level features hardwood flooring, three bedrooms and a bright, functional layout, while the lower-level family room offers a warm and inviting space complete with a wood-burning fireplace and custom cabinetry. The home has been exceptionally cared for, with a newer furnace, on-demand hot water and a freshly paved driveway. Outside is where this property really stands apart. The private, fully fenced and beautifully treed backyard feels like your own secluded retreat, surrounded by established, low-maintenance perennial gardens, mature greenery, abundant birdlife and even the occasional visiting deer. With parking for six vehicles, an attached garage and one of the most private settings on the court, this is a rare opportunity to enjoy peaceful living while still being just minutes from everything Bolton has to offer, with convenient access to the GTA.

50 Hilltop Court, Caledon
$639,999
2 Beds ⋅ 2 Baths ⋅ W13693714 MLS
Welcome to 50 Ann Condos in the heart of Downtown Bolton! This well-maintained 4-year-old 2-bedroom, 2-bathroom suite features 10-ft ceilings, modern finishes, large windows, 1 parking space, and 1 locker. Enjoy a stylish kitchen with quartz countertops and stainless steel appliances, plus fantastic amenities including a rooftop lounge, BBQ area, gym, yoga studio, and pet spa. Conveniently located near restaurants, shops, trails, and conservation areas.

50 Ann Street Unit 401, Caledon
$2,389,000
3 Beds ⋅ 2 Baths ⋅ W13687636 MLS
92.82 Acres of Fertile Land & Country Living in Caledon. Escape to your own slice of rural paradise, just south of Orangeville. This 86-acre property offers the perfect blend of income potential, natural beauty, and comfortable country living. The 3-bedroom brick bungalow features a walkout basement complete with its own kitchen - ideal for extended family or in-law living. Start your mornings in the sun-drenched sunroom, with a walkout to the deck, perfect for taking in the peaceful surroundings. Approximately 60 acres of tenanted crop land offer immediate income potential, while the remaining acreage is a magical mixed forest, home to a meandering creek, a small pond, and abundant wildlife - a true haven for nature lovers. A generous stand of maple trees means you can even start your own family sugar bush.

21170 Shaws Creek Road, Caledon
$724,900
4 Beds ⋅ 2 Baths ⋅ W13684128 MLS
LOCATION, STYLE & EXCEPTIONAL VALUE! Welcome to this beautifully appointed 3+1 bedroom home, ideally situated just minutes from Highway 410, Trinity Common Mall, shopping, dining, schools and every amenity you could wish for. Step inside and be greeted by a spacious main floor den-perfect for a home office, study or guest bedroom. Elegant hardwood stairs with wrought-iron spindles lead to the bright and inviting main living area, where thoughtful design meets everyday functionality. The heart of the home is the gourmet kitchen, featuring sleek quartz countertops, a convenient breakfast bar and plenty of space for entertaining and flows seamlessly into your formal dining room. The generously sized family room creates an ideal setting for both relaxed family living and hosting guests. Step outside to enjoy the second-floor deck with a built-in screen, offering a wonderful outdoor retreat for morning coffee, summer dinners or evening entertaining. Upstairs, the spacious king-sized primary bedroom provides a true retreat, complete with a walk-in closet and luxurious 5-piece semi-ensuite. Additional bedrooms offer plenty of space for family or guests. Outside, a brand-new interlock walkway runs alongside the driveway, creating a beautiful finished touch while providing the perfect opportunity for additional parking-a valuable feature for families with multiple vehicles or those who love to entertain.Offering an ideal combination of space, style, location and versatility, this home is an excellent opportunity for first-time buyers, growing families or investors looking for a property with strong appeal and exceptional value. Move-in ready and perfectly positioned close to everything you need-this is one you won't want to miss!

12478 Kennedy Road, Caledon
$1,289,900
4 Beds ⋅ 2 Baths ⋅ W13683548 MLS
Tucked away in the scenic hamlet of Alton, Ontario, just steps from the area's best hiking trails, world-class golf, local artisan shops & fine dining, this charming modern rustic log home is a rare opportunity to own a slice of serenity w/o compromising on convenience. Offering a perfect blend of timeless character & modern comforts, this 3+1 bed, 2 bath home sits on a beautifully private 1-acre lot. As you approach the house, you're immediately struck by the inviting water feature & the warmth of the log/timber construction, which blends seamlessly into the natural surroundings & driveshed w/power ideal for hobbyists, extra storage, or a workshop. Step inside & be greeted by open concept living/dining/kitchen area boasting exposed log beams, wide-plank hdwd floors anchored by a massive wood-burning fireplace crafted from reclaimed brick, spacious kitchen w/breakfast bar, an abundance of counter space & open to the dining area, perfect for hosting or enjoying a quiet night in. Versatile main floor bedroom offers flexible usage as a home office, formal dining room, or den. The great rm is a stunning space featuring soaring ceilings, propane fireplace, oversized windows & a w/o to the back deck, filled with sunshine by day & warm glow by night. Updated 3-pc bath w/walk-in shower, stylish finishes & convenient main flr laundry. Upstairs, you'll find 2 generously sized bedrooms offering ample closet space, warm wood details, peaceful treetop views & updated 4-pc bath w/modern fixtures & a classic clawfoot tub. Primary bedroom is enhanced by a bonus loft space that overlooks the great room below. Use it as private reading retreat, yoga/workout area. The lower-level rec room is perfect for hosting gatherings w/bar, w/o to backyard, & add'l bedroom. In the backyard, soak your cares away in the hot tub, gather w/family & friends around the massive firepit, or enjoy outdoor dining and entertaining under the covered gazebo. Bonus bunkie & pizza oven completes this backyard.

1762 Queen Street, Caledon
$1,449,000
3 Beds ⋅ 2 Baths ⋅ W13678788 MLS
Welcome to this charming bungalow nestled on a private 10-acre property in the sought-after Belfountain area of Caledon. Surrounded by mature forest with direct access to the Bruce Trail and nearby Forks of the Credit, this peaceful retreat offers the perfect blend of nature and comfort. Enjoy convenient access to Caledon Ski Club and some of Ontario's top golf courses, including a 10-minute drive to TPC Toronto at Osprey Valley. The home features 3 bedrooms and 2 bathrooms with a practical single-storey layout ideal for easy living. An attached 1.5-car garage with breezeway provides convenient covered access and additional storage. Enjoy the privacy of your expansive acreage, complete with a pole barn at the rear of the property-perfect for storage, hobbies, or equipment. The aging asphalt is a blank canvas, Resurface it into your own tennis or pickleball court. The large area is also situated perfectly for a new pool and outdoor living area. Whether you're seeking a quiet family home, weekend escape, or a property with room to expand, this unique setting delivers space, seclusion, and natural beauty. Experience the best of Caledon's countryside. Roof done 2021 and new furnace and heat pump done 2021 as well.

16703 Mississauga Road E, Caledon
$1,495,000
3 Beds ⋅ 2 Baths ⋅ W13675214 MLS
Escape to the countryside and discover this remarkable 25+ acre property, offering exceptional privacy, breathtaking panoramic views. A charming treed long circular ending driveway winds through the property and leads to a 3-bedroom viceroy cottage, beautifully positioned to take advantage of the spectacular 360-degree views of rolling hills, open countryside, and a picturesque pond. Surrounded by nature, the property provides a peaceful and private setting where you can enjoy the beauty of country living, scenic walking trails, expansive open spaces, and incredible views in every direction. Whether enjoying quiet mornings overlooking the pond, exploring the acreage, or simply appreciating the tranquility of the surrounding landscape, this is a truly special rural setting. The existing residence offers character and charm while providing an excellent opportunity for renovation, restoration, or future custom home build. With its substantial acreage and spectacular setting, the property may also provide an outstanding footprint for those looking to design and build a custom country estate, subject to all applicable municipal and conservation authority approvals. Enjoy the privacy and serenity of rural living without sacrificing convenience. Ideally situated with access to major highways, shopping, schools, recreation, and everyday amenities, the property is approximately 15 minutes from Brampton and within approximately 45 minutes of Toronto, making it an excellent option for those seeking a country lifestyle within commuting distance of the GTA. A rare opportunity to acquire over 25 acres of picturesque Caledon countryside with rolling terrain, beautiful views, a pond, established driveway, existing residence, and tremendous future potential.

18606 Horseshoe Hill Road, Caledon
$899,000
3 Beds ⋅ 2 Baths ⋅ W13666250 MLS
Welcome to this beautifully crafted custom-built home nestled in the heart of the charming village of Inglewood. Boasting timeless curb appeal, this elegant two-storey residence offers a perfect blend of comfort, style, and tranquility. Step inside to a grand foyer highlighted by a stunning spiral staircase, setting the tone for the sophisticated interior. The main floor features a large living room, ideal for quiet relaxation, as well as an open-concept dining area complete with an extended server-perfect for entertaining. The well-appointed kitchen showcases a large breakfast bar, abundant cabinetry, quartz countertops, and built-in appliances, making it both functional and stylish. Upstairs, the spacious primary bedroom is a true retreat, featuring a beautiful bay window and a walk-in closet. The luxurious 5-piece bathroom is thoughtfully designed with a separate soaker tub and an oversized standalone shower, offering a spa-like experience at home. The finished basement provides additional living space with a generous recreation room and a large cold cellar, catering to all your storage and lifestyle needs. Outdoors, enjoy a large backyard with a newer deck, ready for your personal touches. Exceptionally private, the property backs onto serene green space - an extension of the Caledon Trail System -offering peaceful views and direct access to nature. Located in a quiet and quaint community, this home is within walking distance to local favourites including coffee shops, a bike shop, spa, and ice cream shop. Just minutes from multiple golf courses and scenic walking trails, this property presents a wonderful lifestyle opportunity for those seeking both relaxation and convenience!!! Some photos are virtually staged.

15637 McLaughlin Road, Caledon
$1,149,000
5 Beds ⋅ 2 Baths ⋅ W13661626 MLS
Nestled in the highly desirable, family friendly Mono-Mills community of Caledon, this beautifully updated detached raised bungalow is the family home you've been waiting for! Set on an expansive, exceptionally private yard surrounded by mature trees, lush landscaping & a garden shed, this property offers the perfect blend of comfort, space, privacy & modern updates. Step inside & you'll immediately appreciate the warm, inviting atmosphere & thoughtful renovations throughout. This home features 5 bedrooms & 2 beautifully updated bathrooms, making this the perfect property for growing families. The bright, open living room showcases a stunning bay window that fills the space with natural light, while gleaming hardwood floors & pot lights create a polished yet welcoming feel. The recently renovated kitchen is truly the heart of the home, featuring gorgeous granite countertops, a large island/breakfast bar, beautiful cabinetry & stainless- steel appliances. It's the perfect space for preparing family meals, entertaining guests or gathering together at the end of the day. The spacious dining room opens directly to the backyard , making indoor-outdoor entertaining effortless. The main floor offers 3 generously sized bedrooms, while the lower level provides 2 additional bedrooms, a beautifully renovated bathroom & an expansive recreation area that gives your family all the room it needs to relax, play & entertain. The lower level has been extensively renovated, including a brand new heat pump & furnace installed in 2025. Step outside & discover your own private backyard retreat. The large yard provides plenty of room for children to play, family gatherings, gardening and summer entertaining. Nearby parks, playgrounds and a basketball court are just steps away, offering an incredible setting for an active family. This is more than just a house-it's the complete family package with room to grow and all come together in one exceptional perfect property.

6 Palace Street, Caledon
$1,899,900
4 Beds ⋅ 2 Baths ⋅ W13659008 MLS
A rare opportunity in the Caledon countryside! Welcome to 15135 Rockside road, a truly unique property featuring two detached residences on one lot, offering exceptional space, privacy and flexibility for today's modern family. The main residence is a distinctive loft-style detached home featuring 4 bedrooms and plenty of room for family living, while the separate 1-bedroom, 1-storey detached residence creates an incredible opportunity for extended family, adult children, guests, a private home office or other permitted uses. An ideal setup for multigenerational families looking to live close together while still enjoying their own separate space and privacy. Surrounded by the natural beauty and peaceful rural character that Caledon is known for, this property offers a welcome escape from subdivision living without giving up access to the greater Toronto area. Enjoy a community renowned for its scenic countryside, extensive trail network, conservation areas, golf, cycling and outdoor recreation. Whether you're looking to bring generations of family together, create a private country retreat or simply want a property offering more possibilities than the typical detached home, 15135 Rockside road is a rare offering that must be seen to be fully appreciated. Two homes. One property. Endless possibilities. SEE ADDITIONAL REMARKS TO DATA FORM. Some photos are virtually staged.

15135 Rockside Road, Caledon
$1,590,000
2 Beds ⋅ 2 Baths ⋅ W13658068 MLS
A rare Power of Sale opportunity set on nearly 7 breathtaking, private acres backing right onto protected Crown land, complete with its own picturesque pond. This classic brick bungalow delivers incredible space, total seclusion, and impressive future upside for buyers, investors, or renovators looking to capture a prime Caledon address. The main floor is bright, warm, and open, centered around a stylish kitchen equipped with a massive quartz island, sleek stainless steel appliances, and elegant pendant lighting. The main living and dining area enjoys sweeping, serene views of the surrounding woodland through large picture windows, anchored by a charming wood stove for cozy winter evenings. The master bedroom features a private ensuite bath and a direct walkout to a sun-filled sunroom overlooking the natural scenery. A flexible second bedroom works perfectly as a quiet home office or guest room, while the bright lower level already has the ground work in place for two additional bedrooms with generous above-grade windows. Outside, the property includes an attached two-car garage alongside an expansive driveway with parking for up to 12 vehicles. Equipped with well water, septic, and a water softener system. Enjoy the peaceful calm of scenic country living with local trails at your doorstep, while staying just minutes from convenient town amenities. Property is sold "As Is, Where Is" under Power of Sale.

18802 Heart Lake Road, Caledon
$1,189,900
2 Beds ⋅ 2 Baths ⋅ W13656460 MLS
Watch the video and imagine the lifestyle - bright open spaces, peaceful parkette views, family gatherings, movie nights, and effortless bungalow living surrounded by nature and convenience. Experience The Perfect Harmony Of Sophisticated Living In This Stunning Bungalow Offering Over 3,000 Sq. Ft. Of Bright, Thoughtfully Designed Space. Less Than 15 Years Old And Meticulously Maintained, This Move-In-Ready Home Blends Modern Comfort, Low-Maintenance Living, And A Warm Family-Friendly Lifestyle. Perfectly Positioned On A Spacious Road Facing A Charming Parkette, With School, School Bus Pickup, And Mailbox Just Steps Away, This Home Offers A Rare Balance Of Openness, Safety, And Everyday Convenience. Natural Light Pours Through Expansive Windows Into Generous Living Spaces Featuring A Cozy Fireplace, Spacious Bedrooms, And An Upgraded Open-Concept Kitchen With Quartz Finishes, Premium Appliances, And A Central Island Designed For Gathering And Entertaining. Double-Glazed Windows Create A Peaceful Indoor Retreat While Keeping The Home Warm And Energy Efficient Year-Round. The Fully Finished Oversized Basement Elevates Everyday Living With A Spectacular 4K Home Theatre And Surround Sound, Fitness Space, Large Office, Bar, And Entertainment Area Ideal For Celebrations And Family Gatherings. Step Outside Into A Private Tree-Lined Backyard Featuring A Deck, Natural Gas BBQ Hookup, Garden, And Full Sprinkler System Designed For Effortless Outdoor Enjoyment. Enjoy Peace Of Mind With Nearby OPP And Fire Station Services, While Being Within Walking Distance To A Vibrant Community Centre Offering Swimming Pool, Fitness Centre, Basketball Courts, Hockey Arenas, Library, Banquet Halls, Outdoor Rinks, And Scenic Nature Trails. Complete With Smart Security Systems, Two-Car Garage, And Ample Parking, This Is A Rare Opportunity To Enjoy Peaceful Bungalow Living Where Nature, Recreation, And Modern Convenience Come Together Beautifully.

52 Atchison Drive, Caledon
$549,800
1 Beds ⋅ 2 Baths ⋅ W13656034 MLS ⋅ River's Edge Bolton BLDG.
Welcome to River's Edge Luxury Building, featuring a spacious and thoughtfully designed one-bedroom suite with 9-foot ceilings and two bathrooms. This bright, open-concept layout seamlessly combines the living, dining, and kitchen areas, enhanced by laminate flooring throughout the living room, dining room, and bedroom. The modern kitchen offers granite countertops, a convenient breakfast bar, and ample workspace-perfect for both everyday living and entertaining. The Walk-in Closet can be converted to a baby/toddler room. Exceptional building amenities, including visitor parking, indoor swimming pool, sauna, car wash, gym, party/games room and guest suite. Great location within walking distance to shops, parks, restaurants, library, community centers. This residence is set in a tranquil, scenic environment with just steps to the Humber Valley Heritage Trail where you can enjoy the views of the Humber River and surroundings. Move-in ready; closing anytime, unit is vacant. Property offered for lease as well.

60 Ann Street Unit 309, Caledon
$799,000
3 Beds ⋅ 2 Baths ⋅ W13647280 MLS
Welcome to this well-kept raised bungalow on a quiet cul-de-sac in desirable Valleywood, Caledon. Offering comfortable main-level living with a fully finished lower level, this home delivers practical space and flexibility in a family-friendly neighbourhood known for peaceful streets, parks, and convenient access to amenities. The open-concept upper level features a functional layout with gas cooking, living and dining areas, one bedroom, and a 3-piece bath. The finished lower level adds two more bedrooms (one with a built-in desk and Murphy bed-ideal as a flexible office, guest room, or kids' space), a4-piece bathroom, laundry, and extra living area. Total finished space is approximately1,350-1,400 sq ft. Outside you'll find a fully fenced, landscaped yard with a small deck-perfect for kids, pets,or quiet outdoor time. A double-car garage provides secure parking and storage. Located in Valleywood, you're close to neighbourhood parks and trails, the Margaret Dunn Valleywood Library, and Brampton Christian School. Easy Highway 410 access makes commuting simple, while Bolton's shops and services are just minutes away. A practical, move-in-ready home that offers solid value on a quiet street-ideal for a small family, downsizers seeking one-level living with extra space below, or anyone looking for a peaceful Caledon location with room to grow.

7 Bradwick Court, Caledon
$699,900
3 Beds ⋅ 2 Baths ⋅ W13648384 MLS
Motivated Seller! Welcome to 6 Wood Circle. A well loved 2-Storey Townhome in the Heart of Bolton East. With no neighbours to the rear it is a one of kind offering. 3 Bedrooms 2 Bathrooms with a large Finished Basement - Great For A Growing Family or Professionals. Prime location next to many schools, parks, shopping and dining.

6 Wood Circle, Caledon
$824,800
2 Beds ⋅ 2 Baths ⋅ W13645326 MLS
Welcome to the prestigious Legacy Pines community in Palgrave, one of Caledon's most coveted neighbourhoods. Surrounded by conservation lands, rolling hills, and majestic pine forests, this exclusive enclave offers an exceptional lifestyle immersed in nature while backing directly onto the beauty of Legacy Pines Golf Course. This impeccably maintained 2-bedroom bungalow reflects true pride of ownership, featuring bright, inviting living spaces and tasteful modern finishes throughout. Beautifully landscaped gardens and raised flower beds create outstanding curb appeal, leading to a welcoming foyer with a skylight, double closet, and elegant French doors opening into the main living area. The open-concept layout is bathed in natural light from oversized windows and offers spacious living and dining areas accented by a charming bay window. The well-designed kitchen provides plenty of room for everyday living and entertaining, with a walk-out to the private rear deck overlooking a peaceful green space retreat, ideal for relaxing, outdoor dining, or hosting family and friends. The main level features a spacious primary bedroom with dual closets and a 4-piece ensuite complete with a jetted tub, a second bedroom, a 3-piece bath with a standalone shower, and a convenient laundry closet. Inside access to the garage is also located on the main floor, offering approximately 1,486 sq. ft. of living space. The fully finished lower level adds an additional 1,504 sq. ft. of versatile living space, including a large recreation room, office, utility room, finished panelled workshop, and abundant storage. Just minutes from Bolton, this exceptional home blends peaceful golf course living with convenient access to everyday amenities. Outdoor enthusiasts will enjoy nearby Palgrave Forest & Wildlife Area and the Caledon Trailway, offering kilometres of scenic hiking, cycling, and horseback riding trails.

28 Reddington Drive Unit 1, Caledon
$15
2 Baths ⋅ W13637120 MLS
Pre-cast commercial unit located on the second floor, featuring two separate entrances, abundant natural light, and impressive high ceilings. This clean, modern office space offers a functional layout with multiple private offices, ample surface parking, and a professional setting ideal for a variety of business uses. An excellent opportunity for professional, or administrative businesses seeking a move-in-ready workplace. Space includes mens and ladies washrooms. One of the offices has a private shower.

77 Pillsworth Road Unit 5-7, Caledon