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Caledon detached homes for sale
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15316 Mount Wolfe Road in Caledon: Rural Caledon House for sale : MLS®# W12137148
15316 Mount Wolfe Road Caledon L7E 3N7 
$3,950,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12137148
- Bedrooms:
- 5
- Bathrooms:
- 4
MAJOR PRICE IMPROVEMENT! 2 houses on 52.89 acres with 3 ponds, barn, workshop, pool, mature forest, open rolling meadows, private beach with volleyball court, barn with office & basketball court, groomed trail network. Minutes to Nobleton/Bolton. The main executive residence is placed on a hill with western views over the pool & large ponds in the valley below. Come admire the sunset views. Sun-filled 5 bedroom 4 bathroom brick main home with fully finished walk-out lower level opens directly onto pool area. Updated kitchen with granite counters offers long views over the property along with a walk-in pantry. Elegant living room with fireplace flows directly into the dining room & adjoins the kitchen - a perfect design for entertaining. The main floor also offers a private office with countryside views and casual family room. A 2nd floor laundry too! 4-bedroom 2nd home is privately sited on the southern side of the property -- perfect for extended family use or generate monthly income! The century barn was previously used as an art studio & has 1000 sq ft office, bathroom, basketball court + additional storage space. You must walk to the main pond to see the beach, dock, beach volleyball court and water's edge gazebo. Come enjoy the outdoors all year round More detailsListed by MOFFAT DUNLAP REAL ESTATE LIMITED- WEI WANG
- Bay Street Group Inc.
- 1 (647) 9147337
- Contact by Email
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98 William Crisp Drive in Caledon: Alton House for sale : MLS®# W12166885
98 William Crisp Drive Caledon L7K 2R7
$2,099,900Residential Freehold- Status:
- Active
- MLS® Num:
- W12166885
- Bedrooms:
- 4
- Bathrooms:
- 4
Luxury Executive Detached Estate Home In Prestigious Osprey Mills, 3252 Sqft Of Above Ground on 98' x 215' Estate Lot. Featuring 10 Ft Main Floor Ceilings,9' Basement & 2nd Floor. Engineered Hardwood Flooring Throughout, Extended Height Kitchen Uppers + Stacked Uppers, Quartz Countertops Throughout, Stainless Steel Kitchen Appliances. See Schedule For Standard Features And Finishes. Taxes Not Assessed. OPEN HOUSE EVERY SATURDAY AND SUNDAY 12-5! VTB Mortgage Options and Rent To Own Program available. More detailsListed by ASHLEY, C., REALTY INC.- WEI WANG
- Bay Street Group Inc.
- 1 (647) 9147337
- Contact by Email
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18161 Heart Lake Road in Caledon: Rural Caledon House for sale : MLS®# W12174448
18161 Heart Lake Road Caledon L7K 2A4
$2,249,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12174448
- Bedrooms:
- 3
- Bathrooms:
- 3
Stone House Farm; Modernized century stone-built farmhouse on 30 acres of paddocks, farmland and hardwood forest. A nearly 3,000 sq. ft. sophisticated residence with spacious living rooms, wood-burning fireplaces and open concept kitchen, all surrounded by new picture framed thermal windows with views over the countryside. The primary bedroom wing has a walk-through closet and a 4-pc ensuite. Large organic vegetable garden compliments the 1,800 sq. ft. barn and a further 1,000 sq. ft. insulated workshop/barn - both with lifetime metal roofing. Ample room to grow. Minutes away from Caledon Village and East Caledon. 10 minutes south of Orangeville. Super convenient. The airport is 40 minutes. More detailsListed by MOFFAT DUNLAP REAL ESTATE LIMITED- WEI WANG
- Bay Street Group Inc.
- 1 (647) 9147337
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17522 Mount Hope Road in Caledon: Palgrave House for sale : MLS®# W12182582
17522 Mount Hope Road Caledon L7E 3L1
$1,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12182582
- Bedrooms:
- 3
- Bathrooms:
- 2
Need massive garage space (nearly 2500 sq ft) without the price tag of a mansion? This rare find offers exactly that - plenty of room for your workshop, vehicles, or toys, without the burden of an oversized, expensive home. And with Caledon now permitting garden suites, this rare find offers the exciting potential to convert that garage into a separate residence. Nestled on just under an acre and surrounded by mature, towering trees, this two-bedroom bungalow offers privacy, space, and peaceful country living. Enjoy quiet mornings or evening drinks on the stone front patio, taking in the tranquil rural views. Inside, youll find a functional layout with town water and natural gas already in place, offering a country setting with city convenience. The 3rd bedroom has been converted into a convenient home office, while the kitchen offers potential for expansion into either the living room or the spacious laundry area. Love entertaining? The large, covered porch ensures your BBQs go on, rain or shine. The basement, featuring above-grade windows, invites natural light and is ready for your open-concept design. Perfect for the weekend warrior, hobbyist, or anyone in need of serious garage space - this is the needle in the haystack youve been searching for. Dont miss out - come take a look! More detailsListed by RE/MAX WEST ESTATE REALTY- WEI WANG
- Bay Street Group Inc.
- 1 (647) 9147337
- Contact by Email
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9 Walton Drive in Caledon: Palgrave House for sale : MLS®# W12244131
9 Walton Drive Caledon L7E 0A2
$1,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12244131
- Bedrooms:
- 4
- Bathrooms:
- 4
Cedar Mills Transformation! Since 2010, this exceptional home has undergone a thoughtful and extensive renovation. Originally designed as a four-bedroom layout, the interior has been reimagined to feature a luxurious, oversized walk-in closet. Every inch of flooring has been upgraded with rich plank wood, elegant porcelain and stone tile. Freshly painted walls are now complemented by refined trim and baseboard detailing, while polished ceilings shine with recessed pot lighting. The heart of the home - the kitchen - has been beautifully updated with thick stone countertops, coordinated cabinetry, high-end fixtures, and a spacious center island with a breakfast bar. An elegant custom staircase railing adds a touch of sophistication, while flexible living and dining spaces can be easily tailored to suit your needs. The expanded family room offers comfort and class, complete with a striking wet bar, a skylight that invites natural light. Two stunning refaced gas fireplaces - one with sleek porcelain and the other with timeless stone. Step outside from either of the two main-floor walkouts to enjoy peaceful gardens, kept lush by an in-ground irrigation system. The roof lines have been redesigned, and a striking stone façade offers a more stately feel. With no neighbors visible on three sides, privacy is your everyday luxury. Downstairs, the fully finished lower level features a second kitchen, bedroom, and recreation room perfect for extended family or independent adult children. With its own private entrance, this space welcomes multi-generational living or income potential. And don't worry about parking there's room for everyone. Take a moment to appreciate the care and investment that have gone into this remarkable home crafted to offer peace, beauty, and joy for years to come. Make Your Move. More detailsListed by RE/MAX WEST ESTATE REALTY- WEI WANG
- Bay Street Group Inc.
- 1 (647) 9147337
- Contact by Email
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32 Albert Spencer Avenue in Caledon: Caledon East House for sale : MLS®# W12250664
32 Albert Spencer Avenue Caledon L7C 4G4
$1,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12250664
- Bedrooms:
- 4
- Bathrooms:
- 5
"Prepare to be captivated! This isn't just a home; it's a 3572 sq ft (as per MPAC) masterpiece of luxury living. Imagine soaring 10-foot ceilings on the main floor and 9-foot ceilings on the second and basement levels, creating an expansive feel throughout. The gourmet kitchen is a chef's dream, fully upgraded and ready for culinary adventures. With four generously sized bedrooms, there's plenty of room for everyone.Location? Prime Caledon East! You're just steps away from sports grounds, convenient shopping, and public transit, making life a breeze.This home isn't just a place to live; it's a lifestyle upgrade waiting to happen. Don't miss the chance to experience this mesmerizing property!" More detailsListed by RE/MAX REALTY SERVICES INC.- WEI WANG
- Bay Street Group Inc.
- 1 (647) 9147337
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1681 Vaughan Drive in Caledon: Caledon Village House for sale : MLS®# W12250786
1681 Vaughan Drive Caledon L7K 1C4
$1,399,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12250786
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to 1681 Vaughan Drive A Private Oasis in Caledon Village. Nestled on a quiet cul-de-sac in the highly sought-after Caledon Village, this charming 2-storey home offers a rare blend of exclusivity, tranquility, and space on a beautifully landscaped 0.72-acre lot. Step inside to discover a warm and inviting layout featuring a four-season heated sunroom with serene, private viewsperfect for relaxing year-round. The spacious living room includes a charming gas fireplace, while the entertainers kitchen is equipped with elegant quartz countertops and ample workspace.With 4 generously sized bedrooms, including a primary suite with ensuite, this home is designed for comfort and functionality. Bright, airy rooms throughout are filled with natural light, creating an open and welcoming feel. The large open-concept basement offers endless possibilities for a rec room, gym, or home officewith plenty of space to make it your own. Recent updates include:Freshly painted throughout, New furnace (2023), New air conditioner (2024), Ideally located just a short 15-minute drive to both Brampton and Orangeville, this home combines peaceful rural living with urban convenience. More detailsListed by RE/MAX SPECIALISTS TAVSELLS INC.- WEI WANG
- Bay Street Group Inc.
- 1 (647) 9147337
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19982 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12266955
19982 Kennedy Road Caledon L7K 1Y3
$1,420,900Residential Freehold- Status:
- Active
- MLS® Num:
- W12266955
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to this lovingly maintained two-storey gem tucked away on a scenic 1.03-acre lot in Caledon's idyllic countryside. This charming 3 bedroom and 3 bathroom home offers the perfect blend of peaceful rural living with the convenience of being just a short drive to the vibrant amenities of Caledon Village, Orangeville and Brampton. Step inside to discover 2,161square feet of warm and inviting living space, featuring oak hardwood floors, slate tile, wood California shutters, and a functional layout that flows effortlessly from room to room. The spacious living room and family room offer plenty of space to relax or entertain. At the heart of the home is the kitchen; thoughtfully designed with custom cabinetry and crown moulding, granite countertops, and high-end appliances; including a Viking propane cooktop. Step into the cozy 3-season sunroom and enjoy your morning coffee while overlooking a private, tree-lined backyard. With mature trees, and lush landscaping; this outdoor space offers exceptional privacy and a deep connection to nature. Upstairs, you'll find three generous bedrooms, including the primary suite complete with a 4-piece ensuite bathroom. The recently renovated basement adds even more living space, with a recreation room, office, cold cellar, ample storage, and a bonus workshop tucked neatly beneath the sunroom; perfect for hobbyists or tinkerers. This home has been meticulously updated and maintained, nestled on a quiet and maintained road, this home offers all the beauty of rural living. Enjoy proximity to conservation areas, golf courses, scenic trails, and the hospital. Caledon is known for its tight-knit community, excellent schools, and family-friendly lifestyle; all within easy commuting distance to the GTA. A true country gem with timeless character, thoughtful upgrades, and room to grow; do not miss your chance to own a peaceful slice of Caledon. Additional info regarding mechanicals, structure, & updates/renovations is available. More detailsListed by Trilliumwest Real Estate Brokerage Ltd- WEI WANG
- Bay Street Group Inc.
- 1 (647) 9147337
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4780 Escarpment Side Road in Caledon: Rural Caledon House for sale : MLS®# W12311726
4780 Escarpment Side Road Caledon L7C 2S1
$12,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12311726
- Bedrooms:
- 7
- Bathrooms:
- 5
"Woodlands" a 7-bedroom, 5-bathroom, two residence property nestled on 65 acres of tall trees and beautifully landscaped gardens. Situated on the prestigious Escarpment Sideroad and St. Andrews Road, amongst several large estates, across from Paintbrush & minutes to Devils Pulpit Golf courses. Main residence has a 14 foot floor-to-ceiling great room, open concept kitchen made of marble & onyx. The prominent, two way, floor-to-ceiling fireplace divides the main floor living room and dining room. Easy access to the wrap-around deck from all corners of the flor. Two primary suites both with walk-in closets and 5-piece ensuites. Lower level walk-out is an entertainers oasis with living room, wine cellar, recreation room, mirrored exercise room, two above-grade bedrooms and an exquisitely designed ten person wet bar. The modern "Pool House" has an additional two bedrooms with floor-to-ceiling windows, a large 3-piece wet room and views over the modern designed infinity pool and hot tub. The outdoor dining area can easily accommodate a large number of guests. Nestled amongst the tall pines is the tennis court, manicured gardens and a further fire pit area. A total of 6,000 sq. ft. of living space. More detailsListed by MOFFAT DUNLAP REAL ESTATE LIMITED- WEI WANG
- Bay Street Group Inc.
- 1 (647) 9147337
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16 Mccoll Drive in Caledon: Inglewood House for sale : MLS®# W12340835
16 Mccoll Drive Caledon L7C 1J4
$2,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12340835
- Bedrooms:
- 4
- Bathrooms:
- 4
Imagine living on 2.5 acres of beautifully landscaped property - peaceful, serene, private, a gorgeous pool area, fully fenced, a long driveway, and a uniquely designed home..Located in The Heart Of The Caledon Hills, Inglewood, this Architect Designed Bungaloft offers 2800 Sq Ft w/ unique features: exposed barn beams, fieldstone fireplaces, slate flooring, gorgeous kitchen, 4 bedrooms, 4 bathrooms, 6 Walkouts, 3 Fireplaces, Living Room w/ 12 ft ceilings, a loft area, a Covered Patio, a Landscaped Courtyard overlooking the pool, variety of mature trees & perennials, a Wine Cellar, a bar area, a gym, All kinds of storage areas And An Oversized Double Garage w/ access to the lower level ... All this on 2.5 Acres! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- WEI WANG
- Bay Street Group Inc.
- 1 (647) 9147337
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187 Hickman Street in Caledon: Bolton West House for sale : MLS®# W12369919
187 Hickman Street Caledon L7E 2P5
$1,498,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12369919
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to 187 Hickman St located in the high demand and highly sought after neighborhood of downtown Bolton. This lovely raised bungalow home is nestled on a premium deep ravine lot surrounded by private conservation setting - inground pool (2018) amongst professionally landscaped grounds. Home features an incredible spacious layout and amazing views from elevated rooms. walk out to new large deck overlooking backyard, humber river and valley. Large windows, smooth ceilings , designer light fixtures and new paint throughout, upgraded exquisite kitchen, washrooms and bedrooms which feature built in storage. Finished Basement with kitchenette / bar, open concept for recreation, additional bedroom, laundry / mud room entrance to / from garage and walk out to resort style backyard perfect for entertaining and every day enjoyment with family or peacefulness . Built in entertainment wall unit, water system , softener and filtration , pool equipment with cleaning robot and covers, many upgrades throughout, a must see! More detailsListed by NOBLE HILL REALTY INC.- WEI WANG
- Bay Street Group Inc.
- 1 (647) 9147337
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150 Taylorwood Avenue in Caledon: Bolton North House for sale : MLS®# W12370410
150 Taylorwood Avenue Caledon L7E 1H8
$1,199,999Residential Freehold- Status:
- Active
- MLS® Num:
- W12370410
- Bedrooms:
- 4
- Bathrooms:
- 4
Stunning 3+1 Bedroom Detached 2-Story Home with an Impressive Sunroom. Welcome to this meticulously maintained, move-in-ready gem. Thoughtfully designed living space. Perfect for families and entertainers alike, this home seamlessly blends modern elegance with everyday convenience. A double garage and driveway parking for up to 4 cars ensure effortless access. Inside, you'll be captivated by sleek quartz kitchen countertops, engineered hardwood floors, and contemporary glass-railing staircasesall designed to impress.This fully integrated smart home is compatible with Google and Alexa, providing you with seamless control over window shades, lighting, and more directly from your phone voice. Set schedules and automate your home with ease! The second level features 3 spacious bedrooms, offering flexibility and comfort, while the fully finished basement adds valuable living space, complete with an additional bedroom and bathroom.Step into the expansive backyard oasis, where a beautifully designed sunroom provides the perfect setting for relaxation, year-round entertaining, or simply enjoying the outdoors in comfort. Beyond the sunroom, a lush grassy area offers ample space for outdoor activities, with the potential to add a pool in the future. Additional features include a water softener system throughout the home and an owned water heater eliminating monthly rental fees and ensuring long-term savings. Located in the heart of Bolton, this home is just a short walk from top-rated schools, parks, gym and all the amenities this vibrant town has to offer. More than just a home this is a lifestyle. Dont miss your chance to make it yours! Currently unfurnished. Pictures were taken when furnished. Approximately 3000 of total Sq.ft including sunroom and the basement. More detailsListed by GEMSTONES REAL ESTATE BROKERAGE INC.- WEI WANG
- Bay Street Group Inc.
- 1 (647) 9147337
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Data was last updated September 29, 2025 at 08:15 PM (UTC)
Wei Wang @ Bay Street Group Inc. Brokerage
Location
#500 – 8300 Woodbine Ave
Markham, ON L3R9Y7