57 Kennedy Road
Cheltenham, Caledon, L7C 2M7
FOR SALE
$2,500,000
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4
BEDROOMS 6
BATHROOMS 1 + 1
KITCHENS 21
ROOMS W13505786
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Property Description
Experience the perfect balance of luxury, nature, and convenience. This property will appeal to the discerning buyer seeking something truly special. Inside 6,500 square feet of thoughtfully blends open-concept living with cozy private retreats. Nestled on a unique, secluded 1.88-acre lot, this is not just another estate - it's an exclusive haven waiting to be yours. Bask in natural light in the stunning 2-story great room flowing seamlessly into the well appointed kitchen that offers space for multiple cooks and seamless entertaining. The 2nd story primary suite is a private retreat, complete with a luxurious five-piece ensuite and a massive walk-in closet. Two additional bedrooms on this floor each feature their own ensuite baths and walk-in closets, ensuring comfort and privacy for family or guests. A fourth bedroom, conveniently located on the main floor, offers its own adjacent 3-piece bath. Need more flexibility? Two main-floor offices provide ideal work-from-home setups or creative spaces. The fully finished walk-up basement is a world of possibilities. With a second kitchen, exercise room, media room, 2-piece bath, and ample storage, it's ready to be transformed into the ultimate entertainment space or in-law suite. Outside is your private paradise, where the lush yard and pool are surrounded by mature trees, offering complete tranquility. A sweeping drive and 3-car garage in the front. An outdoor living space tailored for unforgettable gatherings, featuring an inground pool, a cabana with a 2-piece bath, expansive patios, and deck areas for dining, lounging, and family fun in the back. Beyond the property, the Caledon Trailway, Credit River and the quaint village of Cheltenham are nearby, or explore local gems like Terra Cotta and Belfountain. With Pearson Airport only 30 minutes and downtown Toronto an hour's drive, this property offers countryside living without compromise.
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Property Features
Auto Garage Door Remote, Built-In Oven, Countertop Range, Propane Tank, Storage, Trash Compactor, Water Heater Owned, Private, Propane
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Property Details
Address
57 Kennedy Road
Community
City
Postal Code
L7C 2M7
Property Type
Detached, Detached
Zoning
rr
Lot Size
100' x 753'
Acreage
1.9 Feet
Taxes
$8,025 (2026
Basement
Walk-Up, Finished
Exterior
Privacy, Patio, Landscaped
Heat Type
Forced Air
Heat Source
Propane
Water
Well
Pool
Inground
Parking Spaces
9
Garage Type
Attached
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Listing contracted with Keller Williams Edge Realty
Welcome to a one-of-a-kind longevity estate where nature, privacy & wellness-focused design converge on 2.71 picturesque acres. Ideally located near the Pulpit Club, Caledon Mountain Trout Club, Caledon Ski Club, Brampton Flying Club & Bruce Trail, this extraordinary property offers a private sanctuary just minutes from the city. Designed around health, recovery & connection, the grounds create an immersive outdoor wellness experience. Enjoy an inground saltwater pool, cold plunge, open-air shower, extensive grounding trails & curated gardens. A wood-fired pizza oven, outdoor bar, firepit, pool cabana, charming children's playhouse/bunkie & 3 decks provide multiple spaces to relax, entertain & connect. Inside, expansive windows bring abundant natural light & frame the surrounding landscape. The modern kitchen features marble countertops, stainless steel appliances & a striking backsplash, flowing into the dining area. The living room offers a stunning brick accent wall & wood-burning fireplace, while the bright home office w/ built-in desk & outdoor access provides an inspiring space for focused work. The main-floor primary suite is a tranquil retreat w/ luxurious 4-pc ensuite & walk-in shower. Upstairs, 3 spacious bedrooms & 2 well-appointed baths offer comfortable accommodations for family & guests. The 3rd-floor loft is a private wellness sanctuary featuring an infrared sauna & custom-built sauna. Additional highlights include heated marble bathroom floors, new hardwood flooring & a custom floor-to-ceiling glass wine cellar. For added comfort & peace of mind, the home features a backup generator, advanced air-quality systems, whole-home water treatment & major electrical upgrades.Elegant, modern & immersed in nature, 2814 Forks of the Credit Road is more than a home. It is a distinctive retreat designed for living, entertaining, recharging & enjoying life to its fullest.
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Experience exceptional space, privacy, and natural beauty in this impressive 2-storey residence set on approximately 1.62 acres in the sought-after Palgrave community. Offering approximately 4,758 sq. ft. of living space, this expansive home features 4 bedrooms, 5 bathrooms, a family room, and a 3-car attached garage with ample private driveway parking. Enjoy beautiful clear views surrounded by greenbelt and ravine landscapes, creating a peaceful and picturesque setting. Built to white-wall stage, the property includes the septic system, HVAC, plumbing for water, electrical, drywall, and insulation beneath the basement floor, providing an excellent opportunity to complete the interior to your own taste and specifications. A rare opportunity to create a truly customized luxury home in a serene countryside setting, while remaining conveniently connected to the amenities and communities of Caledon.
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Luxury Executive Detached Estate Home In Prestigious Osprey Mills on 3/4 Acre CORNER Lot, 4331 Sq.ft. Of Above Ground Featuring 10'+ Ceilings on Main Floor,9' Basement & 2nd Floor. Engineered Hardwood Flooring and Quartz Counters Throughout. See Schedule For Standard Features & Finishes and Floorplan. Home is For Sale by Builder. Purchaser to sign Builder APS and Responsible for All Closing Costs. Taxes Not Assessed. RENT TO OWN PROGRAM AVAILABLE.
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Beautiful Bungalow with amazing views! A rare find, this custom built home in the sought-after Cheltenham community offers 3200sq ft upstairs and another 2690 sq ft downstairs, has soaring ceilings and windows in the sunken living room and master suite, hardwood floors, very large spacious rooms, a huge exercise room and tons of storage. There are 4 bedrooms upstairs with 2 full baths and 1 powder room. The custom kitchen has granite counters with tons of cabinets for storage, 2 sinks and spectacular views of both the front and back.The finished lower level offers separate access to an apartment with 2 large bedrooms, 1.5 baths, including it's own laundry and walk out to private patio, perfect for in-laws or rental income. The exercise room has separate access from the Main and Lower level. A standout feature is the expansive upper-level deck spanning nearly the entire width of the home, offering stunning views of the backyard. Accessible from the kitchen or the master suite, it's the perfect spot to enjoy your morning coffee or unwind while taking in the peaceful, natural surroundings. The property boasts 1.1 acres of lush grounds, with a 3-car garage plus an additional backyard workshop ideal for toys, landscape equipment & hobbies as well as a separate garden shed. Lush perennial flower gardens surround the house and an established vegetable garden is ready for your green thumb. A fully fenced pool completes this property on a quiet road with limited traffic. Just minutes from Brampton, the Pulpit Golf Club, Caledon Ski Club, and walking distance to the General Store, Credit River and Caledon Trail way. Surrounded by farm fields with a gorgeous view of the Escarpment, this property is perfect for those seeking tranquillity with the convenience of city life just a short drive away. Pearson Airport is a quick 30-minute drive. Some furnishings available for sale.
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Set amidst 25 acres of serene, wooded landscape backing onto conservation land, this exceptional raised bungalow offers over 5,800 sq. ft. of refined living space in an extraordinarily private setting. Surrounded by towering trees and breathtaking natural views, the home seamlessly blends elegance, comfort, and resort style living. Designed for both everyday living and grand entertaining, the main level features a spacious living room with a wood-burning marble fireplace, soaring cathedral ceilings, and an effortless flow into the formal dining room and expansive kitchen complete with centre island, granite flooring, and walkout to an oversized patio and enclosed gazebo pavilion. Thermal windows throughout the home showcase spectacular views of the surrounding property. Hardwood flooring, a grand marble foyer, and generously sized bedrooms further elevate the home's timeless appeal. The fully finished lower level is an entertainer's dream, featuring a stunning flagstone wet bar open to an expansive family room with marble fireplace, dedicated spa room with sauna, hot tub, change rooms with shower. An ideal in-law or multi-generational living setup.
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Welcome to 38 Gentle Fox Drive, a luxurious Caledon residence offering over 4,000 sq. ft. of beautifully appointed space, five bedrooms, and 4+1 bathrooms on a premium ravine lot. Extensively upgraded throughout, this exceptional home showcases marble tile flooring, upgraded "Vintage" hardwood throughout, solid interior doors, upgraded trim, smooth ceilings, and detailed 9-foot ceilings on all three levels. The upgraded kitchen is designed for effortless entertaining, featuring a large centre island, granite and marble countertops, and premium Sub-Zero and Wolf appliances. Additional interior upgrades include upgraded shower fixtures, closet organizers throughout, interior and exterior pot lights, a water softener, upgraded insulation, and Phantom screens at both the front and back doors. The finished walk-up basement with a separate entrance further enhances the home's appeal, featuring upgraded in-floor heating, a full basement kitchen, and a full gym-ideal for extended family, guests, and recreation. Outside, extensive upgrades include full front and rear landscaping, a pool, a cedar pavilion with a covered sitting area, and a full cabana with a kitchen area, creating an impressive outdoor retreat against a scenic ravine backdrop. Combining substantial upgrades, refined finishes, and exceptional indoor and outdoor living spaces, 38 Gentle Fox Drive offers an extraordinary luxury lifestyle in Caledon.
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Exceptional newer custom-built residence offering 4,088 sq. ft. above grade, thoughtfully designed w/ premium finishes, timeless elegance & endless potential. From the moment you step inside the breathtaking 20-ft grand foyer, you'll appreciate the quality craftsmanship showcased t/o.Featuring 7.5-in engineered hardwood flooring t/o, smooth ceilings, 10-ft main floor ceilings, 9-ft upper ceilings & extensive custom millwork incl. 7.5-in baseboards & 4.5-in door & window casings, every detail has been carefully curated. Architectural coffered ceilings elevate the Liv Rm, office, hallways & primary bdrm, while elegant wainscotting detailing enhances the Fam Rm & formal Din Rm. The stunning custom kitchen is the heart of the home, complete w/ quartz countertops, premium cabinetry & an O/C layout ideal for entertaining.The spacious Liv Rm is anchored by a cozy gas fireplace, while the formal Din Rm/home office showcases refined custom detailing. Upstairs, you'll find 5 generously sized bdrms, an upper-level laundry rm & luxurious baths featuring quartz countertops, porcelain tile finishes, glass shower enclosures & heated floors in 2 baths.The impressive open-riser staircase w/ modern glass railings adds a sophisticated architectural touch. The unfinished 1685sqft lower level offers incredible future potential w/ a fully roughed-in kitchen & bath, heated floors & a functional 2-bdrm layout, making it ideal for multi-generational living, an in-law suite or future income potential.Outside, enjoy a beautifully finished interlock driveway & backyard patio, a 4-car tandem garage & parking for an add'l 5 vehicles. Enjoy easy access to Caledon East Village, local shops, restaurants, grocery stores, parks, community centres, golf courses, top-rated schools, scenic conservation areas, walking & cycling trails & major routes incl. Hwy 410, Hwy 10 & Hwy 50 for an easy commute t/o the GTA. A rare opportunity to own a newer custom home where luxury & future potential come together!
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Privately set on 4 acres in a prestigious estate subdivision, this comprehensively renovated residence delivers modern sophistication, exceptional privacy and understated luxury. Designed for both impressive entertaining and everyday living, the showpiece gourmet kitchen features premium appliances, double wall ovens, dual dishwashers, a concealed telescoping television and a walk-in pantry with secondary access-perfect for seamless hosting or catered events. The adjoining living room is equally striking, with soaring vaulted ceilings and expansive windows filling the space with natural light and showcasing the surrounding landscape. The private primary suite is a true retreat, complete with balcony and spa-inspired 8-piece ensuite featuring frameless glass shower, dual rain heads and body jets. Multi-level living provides excellent flexibility for home office space, while the third-level covered crow's-nest deck captures panoramic views and spectacular sunsets. The fully finished walk-out lower level offers ideal accommodations for extended family or guests, with a second kitchen, living area, bedroom, full bath, private office and direct patio access. A rare 4-car garage includes dedicated workshop space and a rear bay door with direct yard access. Landscaped grounds feature curated gardens, a fire feature, level lawn area for soccer games or events and a secondary driveway with additional parking, including space for recreational vehicles. Ideally located between Caledon East and Bolton, this exceptional property combines peaceful country privacy with sophisticated modern living and remarkable functionality.
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Beautifully crafted custom-built bungalow nestled on a spectacular 1.4-acre estate lot, thoughtfully designed with an open-concept layout and a setting that feels as though it was sculpted into the surrounding rolling hills. This exceptional property showcases meticulous landscaping, breathtaking views from every window, and an outdoor retreat featuring an in-ground pool, cabana, pond, fire pit, custom-built playhouse, expansive decks, and elegant flagstone pathways. A fully paved 15-car driveway leads to a heated and insulated detached workshop/garage, offering the perfect space for motor enthusiasts, hobbyists, crafting, or additional storage. Ideally located just 8 minutes to Hwy 400, 5 minutes to Orangeville, and approximately 25 minutes to Brampton, this stunning home offers approximately 3,500 sq. ft. of beautifully finished living space. The open-concept interior features a gourmet kitchen with granite countertops, hardwood flooring, and luxurious finishes throughout. The living room boasts a stunning marble ceiling detail and a two-sided stone fireplace shared with the formal dining room. A spacious great room with custom built-ins creates the perfect gathering space. The impressive primary retreat features a fireplace, spa-inspired ensuite, walk-in closet, baby room/office and walk-outs leading to the deck and pool area. The family room with fireplace overlooks the backyard paradise, creating a seamless connection between indoor and outdoor living. The newly finished basement offers a second kitchen, recreation/living space, full bathroom, and powder room - ideal for entertaining or extended family. Additional features include: New septic system (2023).New furnace & air conditioning (2024).New exterior stucco finish. Four wood-burning fireplaces with built-in air circulation. No carpet throughout. New porcelain tile in foyer A truly remarkable home and property located just north of historic Alton, offering privacy, luxury, and an unmatched lifestyle
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