Bolton East Homes for Sale

Bolton East Homes for Sale

Welcome to Bolton East, a charming neighborhood nestled in the picturesque town of Caledon, Ontario. Known for its welcoming atmosphere and family-friendly vibe, Bolton East is the perfect blend of suburban tranquility and vibrant community life. This area boasts a rich history, with tree-lined streets and beautifully maintained parks that invite residents to explore the great outdoors.

One of the standout features of Bolton East is its access to nature. The neighborhood is surrounded by lush green spaces, including the serene Humber River and various hiking trails that offer breathtaking views throughout the seasons. Families will appreciate the nearby schools, recreational facilities, and community events that foster a strong sense of belonging. With a variety of shops, restaurants, and local businesses, residents have everything they need right at their fingertips.

For those looking to call Bolton East home, there are an array of homes for sale that cater to diverse tastes and budgets. From charming bungalows to modern two-story family homes, the real estate options here are sure to impress. Many properties feature spacious backyards, perfect for summer barbecues and outdoor gatherings. The neighborhood is also well-connected to major highways, making commuting to Toronto and the surrounding areas a breeze.

Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Bolton East offers a welcoming community and a variety of homes that make it an ideal place to settle down. Explore the possibilities and discover your dream home in this delightful neighborhood today!

Newest Bolton East Homes for Sale

142 King Street E, Caledon
$1,499,999
4 Beds ⋅ 4 Baths ⋅ W14112426 MLS
Completely Renovated 2+2 Bedroom, 4 Bathroom Riverfront Bungalow with Dual Basement Apartments! Welcome to this fully renovated detached bungalow nestled on a massive riverfront lot, offering the ultimate combination of residential comfort, income potential, and business opportunity. This exceptional property features two self-contained basement apartments, each with its own separate entrance and private laundry, making it ideal for multi-generational living or strong rental income.The main level offers 2 spacious bedrooms and 2 modern bathrooms, showcasing high-end finishes and a functional open layout that's perfect for everyday living. The two lower-level apartments each feature 1 bedroom, 1 bathroom, and a full kitchen, providing independent living spaces for tenants or extended family.Outdoors, you'll find an impressive detached 7-car heated garage/workshop, complete with a professional paint booth - perfect for automotive use, trades, or creative business ventures. The expansive driveway fits up to 20 vehicles, while the wide frontage allows for maximum signage and exposure for entrepreneurs looking to operate from home. Located just 2 minutes from Bolton's city centre and within walking distance to the Royal Courtyard Shopping Centre at Queen & King, you'll enjoy easy access to shops, restaurants, and amenities. With Highway 427 only 15 minutes away, convenience and connectivity are unmatched. A rare, fully upgraded property offering versatility, income potential, and riverfront serenity - all in one incredible package!

142 King Street E, Caledon
118 Waterbury Street, Caledon
$1,099,999
5 Beds ⋅ 4 Baths ⋅ W14097526 MLS
Designed for family living, this inviting 4+1 bedroom home in the heart of Bolton East offers the space, comfort, and updates today's families are looking for. Featuring hardwood flooring and crown moulding throughout, the open-concept main floor is ideal for everyday living and entertaining. Upstairs, four generous bedrooms are complemented by two recently renovated 5-piece bathrooms. The finished basement provides even more versatility, featuring an additional bedroom, 3-piece renovated bathroom and ample recreation space, ideal for extended family, guests, or a home office. Enjoy direct garage access through the laundry room and the convenience of a 2-car garage. Ideally situated in one of Bolton's most desirable family-friendly communities, close to excellent schools, parks, trails, bike paths, the community centre, library, and dog parks. A fantastic opportunity for first-time buyers and growing families seeking a move-in-ready home in a sought-after neighbourhood!

118 Waterbury Street, Caledon
7 Compton Court, Caledon
$1,199,000
4 Beds ⋅ 3 Baths ⋅ W14089740 MLS
Welcome to 7 Compton Court, a beautifully renovated home situated on a quiet, family-friendly court in Bolton. Offering 3+1 bedrooms, 2.5 bathrooms, and a fully finished basement, this turnkey property combines modern finishes, functional living space, and an exceptional backyard retreat. Situated on a 47.48 x 117.6 ft lot, the property features professional landscaping, an inground swimming pool, a double-car garage, and a spacious driveway accommodating 4-6 vehicles. Extensively upgraded throughout, the home underwent a complete interior renovation in 2022, including new windows. Additional improvements include a new roof and pool cover in 2023, new pool pump and sand filter in 2024, and a fully renovated garage in 2025 featuring epoxy flooring, Trusscore wall paneling, and a dedicated heating and cooling system with heat pump. The upgrades continued in 2026 with new garage doors and windows, pool heater and pump servicing, a new pool liner, and new backyard fencing. The beautifully landscaped backyard offers a private outdoor retreat, ideal for entertaining, summer gatherings, and relaxing by the pool. Conveniently located near schools, parks, shopping, and local amenities, this meticulously updated home presents an exceptional opportunity to enjoy move-in-ready living in one of Bolton's established residential communities.

7 Compton Court, Caledon
13 Dovaston Gate, Caledon
$1,150,000
4 Beds ⋅ 4 Baths ⋅ W14046108 MLS
Welcome to 13 Dovaston Gate., a beautifully maintained detached home offering approximately 4109 sq. ft. of total finished living space in one of Bolton East's most sought after family neighborhoods. This home is carpet free and offers 4 good size bedrooms and ample closet space. Basement is finished with a 3 piece bath and all electrical and plumbing roughed in for your finishing touches.

13 Dovaston Gate, Caledon
33 Fountainbridge Drive, Caledon
$899,000
4 Beds ⋅ 4 Baths ⋅ W13876220 MLS
Built in an era where quality craftsmanship came first, this lovingly cared-for Bolton East home offers the solid structure, practical layout, and back-yard freedom that newer builds just can't replicate. Natural light pours across a sun-filled main level, where a bright family room and a spacious kitchen with a breakfast area both look out over your deep, fully fenced 118-foot yard. Up standard stairs accented with wrought iron pickets, three generous bedrooms offer room to grow, complemented by a fully finished lower level featuring a 4th bedroom, full bath, and rec room. Outside, host summer barbecues on the interlock patio beneath mature shade trees, and enjoy parking for six with no sidewalk to clear. Well-kept, solid, and brimming with potential, this is your chance to move in and make it yours. *Year Built: 1985, Sq Ft Above Grade: 1512 sq ft, Roof: 2021 (approx 5 years), AC: 2012 (approx 14 years), Furnace: 2016 (approx 10 years), Windows: 2018 (approx 8 years). Pre-Home Inspection Available Upon Request.

33 Fountainbridge Drive, Caledon
8 Waterbury Street, Caledon
$979,000
4 Beds ⋅ 2 Baths ⋅ W13874914 MLS
5 Reasons Why You Will Love This Detached 2-Storey Home: 1) The upper floor features a 4-piece bathroom, hardwood flooring and three bedrooms, each offering a window for natural light and a closet. 2) The main floor offers a spacious living room and modern kitchen with smooth ceilings and pot lights throughout. The kitchen is complete with stainless steel appliances and flows seamlessly into the breakfast area, which provides a walkout to the backyard. 3) The backyard offers a true oasis with an in-ground saltwater heated pool, creating the perfect setting for summer enjoyment and entertaining. 4) Enjoy the privacy of a quiet cul-de-sac, along with a double-car garage and a spacious driveway accommodating up to four vehicles. 5) Location Is Close To Shopping, Schools, Parks & Highways!

8 Waterbury Street, Caledon
172 Bell Air Drive, Caledon
$1,899,000
5 Beds ⋅ 4 Baths ⋅ W13864098 MLS
Welcome to 172 Bell Air Drive, a one of a kind fully renovated, turnkey home offering resort-style living in the heart of Bolton a home designed to enjoy. Set on a 12,000 sq. ft. lot backing onto heritage trails,enclosed by maintenance-free vinyl fencing, this distinctive property combines custom finishes, generous outdoor space and everyday functionality. Enjoy summers by the inground pool, unwind in the separate self cleaning hot tub all year round and entertain on the expansive 1,500sq. ft. maintenance-free vinyl deck. A dedicated BBQ area, convenient outdoor shower and firepit tucked into a corner of the property complete the setting for relaxed afternoons and enjoy a quiet evening under the stars. A versatile four season flex studio provides additional space for acards room, home office, hobbies or personal retreat. Renovated from top to bottom, the carpet-free interior features hardwood flooring on the main and second levels, high-end stainless steel appliances and thought fully incorporated custom kitchen with skylights, Second-floor laundry adds everyday convenience. The basement offers a separate entrance, 2 bedrooms,a kitchen and its own laundry-an ideal layout for extended family or multigenerational living. Epoxy-finished garage flooring with custom storage cabinets, extra freezers and additional sink with seperate entrance leading out to an extra-wide driveway accommodating up to 8 cars,with no sidewalk, add further practicality. Literally minutes from schools, grocery stores, restaurants and everyday amenities is priceless while still bringing the getaway to you.

172 Bell Air Drive, Caledon
56 Fountainbridge Drive, Caledon
$1,249,000
6 Beds ⋅ 4 Baths ⋅ W13874110 MLS
Welcome to 56 Fountainbridge Drive, a detached 2-storey brick home on Bolton's South Hill with no houses behind for extra privacy. This home offers about 3209 sq ft Livable area (2264Sqft above grade & 945 Legal Basement Apartment) and 4 good-size bedrooms. The main floor has a combined living and dining room with hardwood floors, a family room with a gas fireplace and walkout to the yard, and a kitchen with a breakfast area that walks out to the deck. The large primary bedroom has a 4-piece ensuite and a walk-in closet. The basement is a legal 2-bedroom apartment, great for extended family or rental income to help with the mortgage. The big items are already done, with a new roof in 2025 (papers available), a new furnace in 2024, and a new dishwasher and stove in 2026. Attached double garage and a double driveway with parking for 4 cars. Central air and gas heating on a 44.29 x 122.60 ft lot. Walk to schools, church, shops, supermarket and parks. Quiet and friendly family neighborhood with easy access to Highway 50 and a short drive to Highway 427. A great home for a growing family or a buyer looking for income.

56 Fountainbridge Drive, Caledon
115 Meadowvale Court, Caledon
$949,900
4 Beds ⋅ 2 Baths ⋅ W13873808 MLS
Tucked away on a quiet, family-friendly court just steps from downtown Bolton and its walking trails, 115 Meadowvale Court is the kind of place where you can finally design the home you've been picturing. The lot is approximately 60 x 118 feet, with a private, peaceful backyard ready for gardens, summer evenings, a play space, or whatever you can dream up. A double car garage and private double driveway provide ample parking for four vehicles. This 4-bedroom backsplit offers just over 1,800 sq ft of living space with great bones and a layout that works beautifully for a growing or extended family. The main level features a spacious living and dining room with large bay-style windows and hardwood floors, plus a galley-style kitchen with a window over the sink, just waiting to be reimagined into the main floor of your dreams. A few steps down, a huge family room with an authentic stone gas fireplace walks out to the backyard. You'll also find a laundry room, a 2-piece bath, and a side entrance with easy access to the basement and to a bedroom (or home office), ideal for guests, in-laws, or working from home. Upstairs are three bedrooms and a fresh 3-piece bath. The unfinished basement adds approximately 600 sq ft of open space with large windows, a true canvas for a rec room, gym, or whatever suits your family. Very clean and well cared for, this original home is ready for your cosmetic updates and personal style. Whether you're a family looking to customize your dream home or a contractor ready to put your touch on it, this is a wonderful opportunity in a lovely, established Bolton neighbourhood. Come see the potential!

115 Meadowvale Court, Caledon
25 Sir Lancelot Court, Caledon
$1,149,990
5 Beds ⋅ 4 Baths ⋅ W13864362 MLS
Welcome to this exceptional 4-bedroom, 4-bathroom home nestled on a quiet private court in Bolton's prestigious South Hill community. Thoughtfully upgraded throughout, this residence combines timeless elegance with modern comfort and functionality. A grand foyer with soaring ceilings welcomes you into bright, open-concept living and dining spaces featuring rustic hardwood flooring, smooth ceilings, and pot lights. The fully renovated kitchen is a true showpiece, offering upgraded cabinetry, quartz countertops, and sleek black stainless-steel appliances, overlooking the inviting family room with a cozy gas fireplace. The elegant maple staircase with black wrought-iron spindles adds a sophisticated architectural touch. Upstairs, generously sized bedrooms feature hardwood floors, large closets, and abundant natural light. The luxurious primary suite offers a walk-in closet and a beautifully renovated spa-inspired 3-piece ensuite. A renovated main bathroom showcases chic porcelain tile and quartz finishes. The finished basement provides exceptional flexibility, featuring a spacious recreation room easily adaptable as an additional bedroom, a second kitchen with stainless-steel appliances and granite countertops, a full bathroom, and a cantina for convenient storage-ideal for extended family or entertaining. Enjoy the privacy and tranquility of a low-traffic court, along with a large concrete area extending from the front of the home into the backyard, perfect for summer gatherings and outdoor entertaining. The driveway accommodates up to 4 vehicles. Ideally located near shopping, schools, parks, highways, and public transit, this beautifully upgraded home offers the perfect combination of style, space, and location. Truly a home you'll be proud to call your own!

25 Sir Lancelot Court, Caledon
5 Southbury Manor Drive, Caledon
$1,389,000
6 Beds ⋅ 4 Baths ⋅ W13858304 MLS
Welcome to 5 Southbury Manor Drive, an impressive family residence situated in the highly sought-after South Hill community of Bolton. Offering approximately 2,582 sq.ft. of spacious living space, this well-proportioned home features 4 bedrooms and 4 bathrooms, providing an ideal layout for growing families, entertaining and everyday living. Finished basement with great potential for an in-law suite with a separate entrance! Set on an approximately 5,048 sq.ft. lot, the property combines generous interior space with the comfort of an established, family-oriented neighbourhood. Enjoy a location that places you close to schools, parks, shopping, dining, recreation and everyday conveniences, with St. John the Baptist Elementary School just a short distance away. Outdoor enthusiasts will appreciation Bolton's abundance of green space and recreational amenities, including access to the scenic Humber Valley Heritage Trail and the Humber River corridor. Offering an exceptional combination of space, location and lifestyle, 5 Southbury Manor Drive present a wonderful opportunity to establish your next chapter in one of Bolton's desirable residential communities.

5 Southbury Manor Drive, Caledon
17 Norton Boulevard, Caledon
$1,149,000
2 Beds ⋅ 1 Baths ⋅ W13855298 MLS
Prestigious South Hill Building Opportunity. Welcome to 17 Norton Drive, gracefully positioned in an exclusive and secluded pocket of highly coveted South Hill, Bolton. Surrounded by established estate homes and mature streetscapes, this exceptional property presents a rare opportunity for the discerning builder, investor, or end user. Set on a premium 53' x 109' lot, this offering comes approved for severance into two distinguished parcels (subject to minor conditions to be satisfied by the seller for building permit issuance). Thoughtfully prepared, the property includes two professional architectural renderings, each envisioning an elegant ~3,400 sq ft luxury residence, providing a seamless pathway from acquisition to construction. Adding further value, the seller is willing to assist the buyer in building a custom brand-new home at very competitive pricing, creating a truly turnkey opportunity for those looking to build with confidence and efficiency. Whether your vision is to craft two bespoke luxury homes or to secure the full oversized property to build one extraordinary custom estate, the versatility and upside here are truly compelling. Exceptional value in a prestigious neighbourhood - priced to sell. A rare and refined opportunity to build new in one of Bolton's most desirable enclaves. Interested in only one of the lots? We can discuss this opportunity as well.

17 Norton Boulevard, Caledon
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