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26 Jolley Court in Caledon: Bolton East House for sale : MLS®# W13223332
26 Jolley Court Caledon L7E 1W4 
$939,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13223332
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome to 26 Jolley Crt, a beautifully renovated end-unit home offering turnkey living in a family-friendly neighbourhood in Bolton's south hill. Updated throughout, this home is move-in ready with bright, functional spaces and a practical layout designed for everyday comfort. The kitchen features a timeless neutral design with ample storage and a direct walkout to the backyard, creating a natural flow for indoor-outdoor living. The private yard includes an above-ground pool and the rare benefit of no rear neighbours, offering added privacy and space to relax or entertain. Upstairs offers three well-sized bedrooms. The primary bedroom includes an updated ensuite, while two additional bedrooms are served by a full main bathroom. The finished lower level adds valuable extra living space, ideal for a rec room, home office, gym, or playroom, along with an additional bathroom for convenience. Outside, the extended driveway provides parking for three vehicles, in addition to the attached garage. Ideally located close to great shopping, restaurants, schools, parks, and everyday amenities, this home offers convenience in a well-established, family-friendly community. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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115 Harvest Moon Drive in Caledon: Bolton West House for sale : MLS®# W13219880
115 Harvest Moon Drive Caledon L7E 2K7
$899,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13219880
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to 115 Harvest Moon Drive, a well-maintained raised bungalow nestled in one of Bolton's most desirable family-friendly neighborhoods. Offering 2+2 bedrooms, 3 bathrooms, and a spacious 2-car garage, this home provides the perfect blend of comfort, functionality, and versatility. The bright main floor features a welcoming living and dining area, a functional kitchen with ample storage, and generously sized bedrooms. The spacious primary bedroom offers the convenience of a private ensuite bathroom and dual closets, creating a comfortable retreat at the end of the day. From the main level, enjoy direct access to the backyard through the walkout, making indoor-outdoor living and entertaining effortless. The finished lower level offers additional living space with two bedrooms, a full bathroom, and a large recreation room, providing flexibility for extended family, guests, a home office, or a growing family. Step outside to enjoy the private backyard, perfect for relaxing, entertaining, or enjoying summer evenings. Conveniently located close to schools, parks, shopping, restaurants, and major commuter routes, this home offers exceptional convenience while maintaining a quiet residential setting. Whether you're upsizing, downsizing, or searching for your next family home, 115 Harvest Moon Drive presents a fantastic opportunity to own a versatile home in a sought-after Bolton neighborhood. More detailsListed by RE/MAX EXPERTS- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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13 Harvestview Avenue in Caledon: Bolton East House for sale : MLS®# W13220610
13 Harvestview Avenue Caledon L7E 1T5
$1,199,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13220610
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 13 Harvestview Ave! A beautifully maintained 4-bedroom, 4-bathroom detached home in the highly sought-after Bolton East community! Built by Pacific Homes, this stunning Princeton Model offers an upgraded open-concept layout designed for modern living and entertaining. Featuring thousands spent in upgrades throughout, this home showcases stylish finishes, spacious principal rooms, and a functional floor plan filled with natural light. Freshly painted and meticulously cared for, pride of ownership is evident throughout. The professionally finished basement includes a second kitchen with excellent in-law suite capability and endless potential for extended family living or additional space. Situated on a desirable pool-sized lot with ample room to create your dream backyard oasis. Conveniently located close to top-rated schools, parks, shopping, restaurants, and all major amenities. An exceptional opportunity to own a wonderful family home in one of Bolton's most desirable neighbourhoods! More detailsListed by RE/MAX NOBLECORP REAL ESTATE- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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17 Senator Way in Caledon: Bolton North House for sale : MLS®# W13220676
17 Senator Way Caledon L7E 2R9 OPEN HOUSE: Jun 06, 202612:00 PM - 02:00 PM EDTOpen House on Saturday, June 6, 2026 12:00PM - 2:00PMOPEN HOUSE: Jun 07, 202612:00 PM - 02:00 PM EDTOpen House on Sunday, June 7, 2026 12:00PM - 2:00PM
$899,999Residential Freehold- Status:
- Active
- MLS® Num:
- W13220676
- Bedrooms:
- 3
- Bathrooms:
- 4
Step into the perfect blend of modern elegance and thoughtful craftsmanship in this stunning turn-key home nestled in the heart of North Bolton! This meticulously renovated 3-bedroom 4-bathroom home showcases over $100,000 in premium upgrades. The generous lot configuration offers enhanced privacy and endless possibilities for outdoor enjoyment, perfect for entertaining guests or simply enjoying the tranquility of your own backyard retreat. Every detail inside has been carefully curated to deliver contemporary comfort and style. The thoughtful renovations flow seamlessly throughout, creating an inviting atmosphere that feels both luxurious and warmly welcoming. This home is ideally positioned to soak in the suburban charm with local amenities just minutes away. Local schools offer excellent educational opportunities, while the nearby bus station at Hwy 50 and Columbia Way ensures you're well-connected to the surrounding areas. Enjoy a stroll through the community, which is surrounded by ample restaurants, shops, and various local businesses, providing everything you need within reach. This house is more than just a place to live; it's a space to thrive, offering a perfect blend of luxury living and convenience that makes it not just a house, but a home. More detailsListed by RE/MAX NOBLECORP REAL ESTATE- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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26 Kennedy Road in Caledon: Cheltenham House for sale : MLS®# W13220846
26 Kennedy Road Caledon L7C 2A7
$1,325,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13220846
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to 26 Kennedy Road - where peaceful country living meets everyday comfort, just minutes from the city. Nestled on approximately 2/3 of an acre in the storybook village of Cheltenham, this beautifully updated 4-bedroom bungalow offers space to breathe, room to grow, and the kind of privacy that feels like a retreat. Inside, sun-drenched rooms glow with natural light, creating a warm and uplifting atmosphere throughout. Hardwood floors, fresh paint (2026), and new carpeting provide a crisp, move-in ready feel, while thoughtful upgrades blend seamlessly with the home's inviting character. The heart of the home is the spacious kitchen, complete with granite countertops, stainless steel appliances, and a bright breakfast area overlooking the backyard and pool - a place where mornings begin slowly and conversations linger long after dinner. The sunken family room, anchored by a new Napoleon gas fireplace (2025), offers garden views and a cozy setting for movie nights, quiet evenings, and holiday gatherings. All four bedrooms are tucked privately at the rear of the home, offering peaceful, light-filled spaces ideal for growing families, guests, or a dedicated home office. Step outside and summer truly comes alive. The fully refurbished 16' x 32' in-ground pool invites endless laughter and sun-soaked afternoons. Tiered decking and interlocking stone create the perfect setting for entertaining, while the charming backyard gazebo provides a shaded escape - a place to unwind, share stories, and build lasting memories with family and friends. With major upgrades including a Trane furnace (2020), Midea ducted heat pump (2025), Generac16kW generator, steel roof, and refurbished septic (2020), Brand New front load Washer (LG),you can enjoy peace of mind along with the lifestyle. This is more than a home, it's a place to slow down, connect, and truly live. More detailsListed by RE/MAX REALTRON REALTY INC.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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45 Sunkist Valley Road in Caledon: Bolton East House for sale : MLS®# W13221100
45 Sunkist Valley Road Caledon L7E 1T1
$1,199,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13221100
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome to 45 Sunkist Valley Road, a truly special family home nestled in one of Bolton's most sought-after yet quietly tucked-away neighbourhoods. Offering 4+1 bedrooms and a thoughtfully designed layout, this home provides the perfect balance of comfort, functionality, and space for a growing family. From the moment you arrive, you'll feel the warmth and sense of community that makes this hidden pocket of Bolton so desirable. Inside, spacious principal rooms invite family gatherings, while the additional bedroom offers flexibility for guests, a home office, or multigenerational living. Ample parking for 6 cars with no sidewalk for your growing drivers. Step outside and discover the backyard you've always dreamed of. The stunning deck overlooks the sparkling pool and creates the ultimate setting for entertaining family and friends. Whether you're hosting summer barbecues, celebrating life's milestones, or simply unwinding after a long day, this outdoor oasis is designed to bring people together and create lasting memories. A professionally maintained lawn with an in-ground sprinkler system keeps the property looking its best all season long. Thoughtful updates and features throughout the home provide peace of mind and added value, including upgraded attic insulation completed in February 2024 for enhanced energy efficiency, a monitored alarm system, and a reverse osmosis water filtration system. The basement offers even more potential with a rough-in for a future bathroom, allowing you to customize the space to suit your family's evolving needs. Located on a quiet street in a family-friendly neighbourhood known for its welcoming atmosphere and pride of ownership, this is more than just a house-it's a place where children can grow, families can thrive, and memories can be made for years to come.Rarely does an opportunity arise to own a home that offers this combination of location, lifestyle, and future potential. Welcome home to 45 Sunkist Valley Road. More detailsListed by RE/MAX EXPERTS- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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15 Ash Hill Avenue in Caledon: Caledon East House for sale : MLS®# W13222022
15 Ash Hill Avenue Caledon L7C 4E8
$1,229,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13222022
- Bedrooms:
- 4
- Bathrooms:
- 4
Power of Sale, 15 Ash Hill Avenue. Situated on a 38.06 x 112.86 ft lot, this spacious 4-bedroom detached home offers 3,076 sq ft above grade as per MPAC. This property presents exceptional potential for end-users, renovators, or investors looking to customize and add value. Located in a desirable neighbourhood close to parks, schools, shopping, transit, and major amenities. More detailsListed by RE/MAX REALTRON DAVID SOBERANO GROUP- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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500 Glasgow Road in Caledon: Bolton West House for sale : MLS®# W13222672
500 Glasgow Road Caledon L7E 0T4
$3,288,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13222672
- Bedrooms:
- 3
- Bathrooms:
- 5
Set On A Spectacular 1.615-Acre Lot In Caledon, 500 Glasgow Rd Offers Luxury Living Surrounded By Privacy And Professionally Landscaped Grounds. This Impressive Residence Features Approximately 3,946 Sq. Ft. Above Grade Plus A Fully Finished 3,946 Sq. Ft. Walkout Basement. An Oversized Driveway And Gated Entrance Provide Exceptional Curb Appeal, Security, And Privacy. The Main Floor Features A Formal Living Room, Dedicated Wine Room, And A Bright Open-Concept Kitchen With Built-In Appliances Combined With The Dining Area, Highlighted By Floor-To-Ceiling Windows That Flood The Home With Natural Light. Throughout The Home You'll Find Coffered Ceilings, Hardwood Flooring, Pot Lights, Multiple Built-In Fireplaces With Feature Walls, And An Upper-Level Office. The Primary Suite Offers A Spa-Inspired 6-Piece Ensuite Complete With A Freestanding Tub, Two Separate Showers, A Walk-In Closet With Custom Built-In Organizers, A Private Sunroom Overlooking Mature Trees, And A Walkout To Its Own Personal Balcony. The Additional Bedrooms Each Feature Their Own Ensuite Bathrooms And Hardwood Flooring. The Fully Finished Walkout Basement Is Designed For Entertaining And Everyday Enjoyment, Featuring A Gym With Sauna, Wine Cellar, Spacious Open-Concept Recreation Area With Wet Bar, And A Full Second Kitchen With Built-In Appliances. Step Outside To Your Own Private Backyard Retreat Complete With A Built-In Pool, Outdoor BBQ Area With Pizza Oven, Covered Loggia, And Extensive Green Space. Enjoy The Perfect Blend Of Luxury, Privacy, And Convenience Just Minutes To Shops, Schools, Transit, And Major Highways. More detailsListed by SALERNO REALTY INC. and HARVEY KALLES REAL ESTATE LTD.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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16927 Winston Churchill Boulevard in Caledon: Rural Caledon House for sale : MLS®# W13224014
16927 Winston Churchill Boulevard Caledon L7K 1H9
$4,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13224014
- Bedrooms:
- 5
- Bathrooms:
- 3
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. More detailsListed by ROYAL LEPAGE RCR REALTY- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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5 Massari Street in Caledon: Caledon Village House for sale : MLS®# W13224500
5 Massari Street Caledon L7K 0B6
$1,725,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13224500
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to this beautifully renovated bungalow in the heart of Caledon Village, offering the perfect blend of modern comfort and country charm. Situated on over half acre of meticulously landscaped property, this exceptional home features 3+1 spacious bedrooms and 3 bathrooms designed for both everyday living and tranquility. Step inside to discover a bright open-concept layout with stylish finishes and seamless flow throughout the main living areas. The renovated kitchen overlooks the dining and living spaces creating an inviting atmosphere for family gatherings and hosting guests. The fully finished basement provides additional living space with ample space for a gym, games room, and full entertainment. The space can easily be transformed into an excellent in-law suite offering flexibility for extended family, guests, or future income opportunities. Outside, enjoy your own private backyard retreat complete with mature landscaping, an in-ground pool, and plenty of green space to relax and unwind. Car enthusiats, hobbyists, and growing families will appreciate the impressive 3-car garage with ample outdoor parking. Located in the deisrable community of Caledon Village, this move-in ready home offers the tranquility of country living while remaining conveniently close to schools, parks, and major commuter routes. A rare opportunity to own a turn-key bungalow on a premium lot - don't miss it! More detailsListed by ROYAL LEPAGE RCR REALTY- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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578 Dougall Avenue in Caledon: Rural Caledon House for sale : MLS®# W13219494
578 Dougall Avenue Caledon L7C 3Z4
$1,599,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13219494
- Bedrooms:
- 5
- Bathrooms:
- 5
Welcome to 578 Dougall Avenue in the highly sought-after Southfields Village community of Caledon - a stunning corner-lot detached home offering over 4,000 sq. ft. of beautifully finished living space. Showcasing exceptional curb appeal with professionally landscaped grounds and elegant dual-tone concrete aggregate detailing, this impressive residence features 4 spacious bedrooms plus a loft, 5 bathrooms, and a finished basement, perfect for growing families or multi-generational living. Step inside to discover rich hardwood flooring on the main floor, soaring 9-foot ceilings, and an abundance of natural light throughout. The kitchen is designed to impress with granite countertops, a stylish backsplash, centre island, and ample cabinetry, seamlessly flowing into the inviting family room with fireplace - ideal for everyday living and entertaining. The upper level offers generously sized bedrooms, including a primary bedroom complete with an ensuite and walk-in closet. The fully finished basement extends the home's versatility with a spacious media and entertainment area, an additional bedroom featuring a walk-in closet and private ensuite bathroom, plus a separate enclosed room ideal for a home office, gym, playroom, studio, or flex space to suit your lifestyle needs. Outside, enjoy a fully fenced backyard complete with a gazebo and garden shed, creating the perfect outdoor setting for entertaining, relaxing, and family gatherings. Conveniently located near parks, schools, shopping, and major commuter routes, this exceptional home combines comfort, elegance, and convenience in one of Caledon's most desirable neighbourhoods. More detailsListed by INTERNATIONAL REALTY FIRM, INC.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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54 De Rose Avenue in Caledon: Bolton West House for sale : MLS®# W13217810
54 De Rose Avenue Caledon L7E 1B4
$1,379,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13217810
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to 54 Derose Ave, in the heart of Bolton. A truly exceptional Home that backs onto a premium ravine lot with all breathtaking panoramic views of Bolton. Whether you enjoy spectacular sunsets and unmatched privacy right from your own backyard Oasis, or you enjoy sitting with a glass of wine watching the snow fall in your own professionally enclosed porch, this house will not disappoint you. This meticulously maintain residence offers 2500 ft. of elegant living space featuring 4 + 1 spacious bedrooms and four washrooms designed with comfort and functionality in mind. The brand new custom design kitchen is a true showpiece featuring a large centre island with sink, gold accents, brand new custom cabinetry, quartz countertops, stainless steel appliances, built-in hood fan and a pot filler above the stove. Overlooking the walkout deck, this stunning kitchen perfectly blend style and punctuality creating the ideal space for cooking, entertaining and enjoying the beautiful backyard views. Boasting true pride of ownership this home features a functional finish basement with three separate entrances, which includes a walk out to the backyard, offering incredible flexibility and potential for an in-laws suite or future rental income. Step outside to your own private backyard retreat surrounded by nature, tranquillity and stunning elevated views that are rarely offered in Bolton. Whether relaxing with family or entertaining guest, this property delivers the perfect balance of luxury space and serenity. This is a rare opportunity to own a premium ravine property in one of Bolton's most sought after neighborhoods. This is a must see home that truly stands apart!! More detailsListed by RE/MAX EXPERTS- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
Data was last updated June 1, 2026 at 06:15 PM (UTC)
John Walkinshaw
Broker
Carley Leggett
Sales Representative
4711 Yonge St. 10th FLR 106430
Toronto, ON, M2N 6K8