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For sale
$1,149,000
114 KENNEDY ROAD, Caledon, Ontario

114 Kennedy Road

Caledon, Ontario

PUBLIC OPEN HOUSE SUNDAY AUGUST 23 12-2PM. 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), 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. (id:63616)

3 Bedroom 2 Bathroom 1,100 - 1,500 ft2
For sale
$859,900
8 MORRA AVENUE, Caledon, Ontario

8 Morra Avenue

Caledon, Ontario

Fantastic opportunity awaits in Bolton's South Hill! This impeccably maintained 3 bed, 4 bath townhome features an open concept floor plan boasting tastefully upgraded finishes throughout including hardwood flooring, pot lights, stone countertops, finished basement, exterior landscaping, large primary bedroom with upgraded ensuite bath and walk in closet, 9' ceilings on the main, beautiful wainscotting and feature wall accents and much more! true pride of ownership and a turnkey home to call your own! Situated in the heart of Bolton in close proximity to plenty of retail amenities, schools, parks, restaurants, rec centre and more! (id:63616)

3 Bedroom 4 Bathroom 1,500 - 2,000 ft2
For sale
$1,900,000
14451 WINSTON CHURCHILL BOULEVARD, Caledon, Ontario

14451 Winston Churchill Boulevard

Caledon, Ontario

Escape The Ordinary. Discover Your Private Estate In Prestigious South Caledon Where Sophisticated Country Living Meets Modern Luxury. Nestled On A Breathtaking One-Acre Lot (150X300 Ft), This Newly Extended 4-Bedroom, Over 3,600 Sq Ft Masterpiece Backs Onto A Ravine With Terra Cotta Conservation At Your Doorstep, Privacy And Nature Embrace You At Every Turn. Extensively Renovated Top To Bottom In 2024-All With Permits-This Home Features New Plumbing, Electrical With 200 Amp Service, Septic, Furnace, A/C, Generator, Roof, Doors & Windows Throughout. Designed For Both Grand Entertaining And Intimate Family Living, The Open-Concept Kitchen, Dining & Family Rooms Flow Seamlessly Together. The Brand-New Chef's Kitchen Showcases A Large Island, Stone Counters, Matching Backsplash, And Top-Of-The-Line Stainless Steel Appliances. Large Windows Fill The Home With Natural Light. The Upper-Level Retreat Showcases Two Luxurious Primary Suites. The First Offers A Fireplace, Juliet Balcony Overlooking The Greenspace, Dual Walk-In Closets, And A Spa-Inspired Ensuite Complete With Heated Floors, A Soaker Tub, And An Oversized Glass Shower. The Second Includes Its Own Fireplace, Walk-In Closet, And Heated Ensuite Floors. Ceiling Fans Throughout The Bedrooms And Motorized Blinds Provide Year-Round Comfort, While Convenient Second-Floor Laundry Adds Everyday Ease. Attached Double Garage Plus An Incredible Detached 6-Car Garage/Workshop Offer Endless Possibilities For Car Collectors, Hobbyists, Home Gyms, Or Dream Workspaces. Enjoy A Large Gazebo, Fire Pit Area, And An Unmatched Outdoor Lifestyle. A Rare Opportunity For Families Or Anyone Seeking Space, Privacy, And Refined Country Living Near Town Amenities. (id:63616)

4 Bedroom 4 Bathroom 3,500 - 5,000 ft2
For sale
$1,599,900
15252 CHINGUACOUSY ROAD, Caledon, Ontario

15252 Chinguacousy Road

Caledon, Ontario

Welcome To 15252 Chinguacousy Rd, Caledon-An Exceptional Estate Home Extensively Rebuilt In 2008, Including The Finished Basement, Heated Saltwater Pool, And Stunning Professional Landscaping. Situated On A Private, Beautifully Treed 1.01-Acre Lot Just Minutes From Caledon Country Club, This Impressive Home Offers Nearly 3,700 Sq. Ft. Of Finished Living Space.Features Include Maple Hardwood & Heated Tile Flooring Throughout Both Levels, 2 Gas Fireplaces, Premium Finishes, And An Upgraded Family-Sized Kitchen With Quartz Counters & Centre Island. Spacious Living, Dining & Family Rooms. Large Primary Bedroom With Walk-In Closet & 4-Piece Ensuite, Plus 2 Additional Generous Bedrooms And 2.5 Bathrooms On The Main Level.The Finished Basement Offers A Large Recreation Room With Pool Table, Additional Bedroom, Bathroom, And Separate Access From The Rear Of The Heated & Insulated 3-Car Garage. Direct Interior Access Through The Mudroom, Laundry & Powder Room.Step Outside To Your Private Resort-Style Backyard Featuring A Heated Saltwater Pool, Hot Tub, Fire Pit, Treehouse, And Spectacular Landscaping. Parking For Up To 14 Vehicles. Offering The Perfect Blend Of Luxury, Privacy, Comfort & Countryside Charm-All Within Easy Reach Of City Conveniences. (id:63616)

4 Bedroom 4 Bathroom 1,500 - 2,000 ft2
For sale
$229,900
18 KING STREET E, Caledon, Ontario

18 King Street E

Caledon, Ontario

Turnkey optical Boutique & clinic- King st East, Bolton location. Exceptional high visibility optical store for sale on bustling king st east situated directly alongside service Ontario and an active network medical practices. This location delivers continuous built in built daily foot traffic right to your front door, Perfect for licensed opticians, Optometrist or investor seeking fully operational practice. Complete with high-end leasehold improvement, modern frame displays and dispensing desk includes diagnostic equipment eye exam room setup. Office furniture and sale-ready inventory. (id:63616)

1,000 ft2
For sale
$1,199,000
25 LEARMONT Avenue, Caledon, Ontario

25 Learmont Avenue

Caledon, Ontario

Welcome to this beautifully maintained family home offering a functional layout, quality finishes, and plenty of space to grow. The inviting front entry features a spacious walk-in closet, setting the tone for the thoughtfully designed interior. Modern white lighting throughout creates a bright and welcoming atmosphere. The main level showcases rich hardwood flooring, elegant granite countertops, and a practical floor plan that is perfect for both everyday living and entertaining. Upstairs, durable engineered laminate flooring provides a seamless, low-maintenance finish throughout the second level. The fully finished basement adds exceptional versatility, featuring an additional bedroom, full bathroom, utility room, and a spacious recreation area. With rough-in space available for a future kitchen, it offers excellent potential for extended family or in-law living (basement is not a legal secondary suite). Outside, you'll appreciate the attractive landscaping, double-car garage with modern black garage doors featuring window inserts, and ample parking. Move-in ready and meticulously cared for, this home offers the perfect combination of comfort, style, and functionality. (id:63616)

5 Bedroom 4 Bathroom 2,995 ft2
For sale
$979,000
32 CAMINO REAL DRIVE, Caledon, Ontario

32 Camino Real Drive

Caledon, Ontario

Welcome to this exquisite 2 -Storey detached house nestled in Highly sought-after Brand-new community in Caledon. This double-door entrance house offers 1976 sq-ft of Living space above grade, functional layout to modern elevation and tasteful upgrades from designer hardwood floors to matching Oak stairs. As you enter you are welcomed by high ceilings and a spacious formal living room perfect for entertaining guests. The heart of the home is an upgraded kitchen featuring stainless steel appliances, center island and extended length cabinets with elegant finishes that include soft close features. Family room is great both in size and comfort. This beautifully crafted house second floor features 4 generous sized bedrooms including primary bedroom with 5 Piece ensuite washroom, and with separate laundry room. Located in a family-friendly neighborhood, this home offers easy access to all parks, public transit, major shopping centers and major highways, making your daily commute and weekend getaways a breeze. This is your chance to own a stylish, functional, and ideally located home in one of Caledon's most desirable communities. (id:63616)

4 Bedroom 3 Bathroom 1,500 - 2,000 ft2
For sale Open House
$1,269,000
37 ROYAL FERN CRESCENT, Caledon, Ontario

37 Royal Fern Crescent

Caledon, Ontario

Welcome to this amazing, well kept, remarkable detached home with 4 spacious bedroom & 3.5 washrooms. Main floor features include hardwood floor, double door entry, 9 ft ceiling, combined living & dining room, private den, open concept kitchen with center island, breakfast area, and a sliding door walkout, family room with gas fireplace & powder room. 2nd floor features include four spacious bedrooms, 3 washrooms & convenient laundry. Master bedrooms has dual walk-in closets and a private ensuite. One secondary bedroom has its own private balcony. Premium lot with no sidewalk/walkway. Easy access to schools, parks & highways. Move-in ready. (id:63616)

4 Bedroom 4 Bathroom 2,500 - 3,000 ft2
For rent
$3,900 Monthly
255 MACDONALD STREET, Caledon, Ontario

255 Macdonald Street

Caledon, Ontario

Timeless character meets sophisticated, effortless living in this beautifully curated 3bdrm, 2.5 bath century home. Beyond it's classic white-picket fence appeal, this exceptional residence offers a rare combination of heritage charm, designer sensibility and modern-day comfort, all within easy commuting distance of the city. A private garden oasis unfolds beyond the home, where lush perennial gardens, mature greenery and meandering cobblestone pathways create an enchanting sense of escape. The beautifully appointed outdoor spaces invite long summer evenings beneath the pergola, illuminated by atmospheric patio lighting and designed for memorable al fresco dining under the stars. A thoughtfully placed children's play structure ensures the garden is as functional for family life as it is beautiful. Inside, natural light floods the interiors, reflecting off crisp white walls and highlighting the warmth of rich hardwood and timeless tile flooring. The heart of the home is an inviting eat-in kitchen, beautifully appointed with a generous center island, breakfast bar and granite countertops. Powder-room, laundry area add a layer of practical luxury, while multiple walk-outs seamlessly connect the interior to the garden beyond. The sitting room is both elegant and welcoming, anchored by a sophisticated gas fireplace that creates an inviting focal point for quiet evenings and relaxed gatherings. An adjoining flexible room offers exceptional versatility equally suited to a refined dining room or additional lounging space. Upstairs the serene primary suite offers a private 3-piece en suite, complimented by two additional bedrooms and a beautifully finished 4-piece bath. This is a home with soul. Lovingly maintained and thoughtfully enjoyed over the years, it is not simply a property it is an invitation to slow down, entertain beautifully, raise a family and create a life rooted in community. A distinctive century home with enduring appeal, ready for it's next chapter. (id:63616)

3 Bedroom 3 Bathroom 1,500 - 2,000 ft2
For sale
$1,339,900
12 KEVINWOOD DRIVE, Caledon, Ontario

12 Kevinwood Drive

Caledon, Ontario

Welcome home to this Cozy 3 bedroom family gem . The upper level offers 3 spacious bedrooms, a 4-pcbath with heated floor. Primary BR with double closets. The main floor flows beautifully with ceramic tile from the entrance through the bright, updated kitchen and hardwood floors in the cozy living and dining rooms. Living Room with gas fireplace and skylight. Step outside to a brand-new2-level deck (2025) with hot tub perfect for family fun. The private backyard oasis features a heated inground kidney-shaped pool, change house and garden shed with no homes behind. A separate entrance leads to the lower level with family room, office, gas fireplace, 3-pc bath with heated floor, and large windows. The basement adds a rec room, 5th bedroom, heated floors and laundry. The2-car garage is converted to a nanny suite with gas fireplace and 3-pc bath. Interlocking stone(2020) and 200-amp service complete this wonderful home. (id:63616)

5 Bedroom 3 Bathroom 1,100 - 1,500 ft2
For sale
$980,000
27 TERRASTONE COURT, Caledon, Ontario

27 Terrastone Court

Caledon, Ontario

Welcome to this well-maintained raised bungalow, ideally situated on a quiet court in Bolton's desirable South Hill neighbourhood. Featuring excellent curb appeal and a thoughtfully designed layout, this home offers hardwood flooring throughout, vinyl windows, and an open-concept kitchen with a centre island-perfect for everyday living and entertaining.The spacious great room showcases a vaulted ceiling, while the formal dining room impresses with its 12.5-ft ceiling. Three generously sized bedrooms include a private primary retreat on its own level, complete with a walk-in closet and 4-piece ensuite.The finished lower level offers above-grade windows, high ceilings, a gas fireplace, kitchen, 3-piece bath, and a separate entrance from the garage-providing exceptional flexibility for extended family or additional living space. (id:63616)

5 Bedroom 4 Bathroom 1,500 - 2,000 ft2
For sale
$799,000
65 COOLSPRING CRESCENT, Caledon, Ontario

65 Coolspring Crescent

Caledon, Ontario

Welcome to 65 Coolspring Crescent a beautifully maintained, carpet-free 3 bedroom, 3 bathroom semi-detached home in the highly desirable South Hill community of Bolton! Offering approximately 1,800 sq. ft. of comfortable living space above grade, this move-in-ready family home is situated on a quiet, family-friendly crescent and backs directly onto a park, providing a wonderful sense of privacy and an ideal setting for families.The bright and functional layout features gleaming parquet and ceramic flooring throughout, a welcoming double-door entry, and a spacious oak kitchen with a family-sized eat-in area. The upper-level family room is a standout feature, offering a cozy gas fireplace and a large Palladian window - the perfect space to relax with the family or entertain guests.Upstairs, the generous primary bedroom features a walk-in closet and a private 4-piece ensuite, while two additional well-sized bedrooms offer plenty of room for children, guests or a home office. The partially finished basement adds valuable living space with a versatile recreation room, ideal for a growing family, teenagers or extended family.Enjoy the convenience of a paved driveway, fully fenced yard and direct access to the park from the rear - an exceptional combination of indoor comfort and outdoor enjoyment.Located in desirable Bolton South Hill, close to schools, parks, recreation, shopping, restaurants and everyday amenities. Bolton offers a strong family-oriented community with a wide range of schools, services and recreational opportunities.A fantastic opportunity for first-time buyers, growing families or those looking to move into one of Bolton's established residential communities. This is a home you won't want to miss! (id:63616)

3 Bedroom 3 Bathroom 1,500 - 2,000 ft2