15633 Kennedy Road

FOR SALE
$2,699,900
15633 Kennedy Road, Caledon
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
15633 Kennedy Road
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3 + 1
BEDROOMS
4
BATHROOMS
1
KITCHENS
9 + 4
ROOMS
W12724982
MLSID
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Property Description
Idyllic Rural Caledon Location, A Winding Driveway Takes You To A Breathtaking 25-Acre Estate WithRolling Hills, ~8 acres Farmland, Offering Unparalleled Privacy Complete With A Large Tranquil Pond. TheMid-Century, Architecturally Inspirational Home Boasts Over 4,000 Sq.Ft. Of Potential. Equipped With A Detached 1,800+ Sq.Ft. Garage/Heated Workshop. Enter The Home To 18-Ft Ceilings, A Skylit Open-Concept Foyer, And Original Charm Throughout. A Classic Formal Study (Once A Garage) Features RichWood Wainscoting & Built-In Bookcases Reminiscent Of The Victorian Era. The Grand Living RoomShowcases A Floor-To-Ceiling Brick Wood-Burning Fireplace, Soaring 20-Ft Vaulted Ceiling, PanoramicScenic Front Yard & Serene Water Views. A Formal Dining Room With Hardwood. Kitchen OverlookingBackyard Trees & Wildlife, With Unique Cabinetry, Walk-In Pantry, And Centre Island. At The South End, A Stunning Sunroom Surrounded By Oversized Windows & High Ceilings + Wood-Burning Stove (non-operational), Offers Year-Round Nature Views Of Your Private Paradise. The Main Level Also Includes A 2-Piece Bath And A Mudroom With Separate Entrance. Upstairs, The Primary Suite Boasts Built-In Closets AndA Spa-Sized 4-Piece Ensuite With A Jetted Tub, Alongside Two Additional Bedrooms And A 4-Piece MainBath. The Semi-Finished Lower Level Features A Spacious Rec Room, Extra Bedroom, Utility Room & A Walkout Mudroom with Roughed-In Bathroom Easily Convertible Into An In-Law Suite. A Rare OpportunityTo Own A Private Estate Just Minutes From Major Highways And Caledon Amenities,Terra Cotta, RenownedGolf Courses, Conservation Areas & 45-min commute to Pearson Airport. Your Dream Country Retreat Awaits.
Property Features
Lake/Pond, Golf, Greenbelt/Conservation, Wooded/Treed, Water Treatment, Water Softener, Water Heater Owned, Private, Wood, Living Room, Wood Stove, Other
Property Details
Address
15633 Kennedy Road
Community
Postal Code
L7C 2H7
Property Type
Detached, Detached
Zoning
OS-ORM/EPA2-ORM
Lot Size
502' x 2,223'
Acreage
25.0 Feet
Taxes
$9,170 (2025
Basement
Finished with Walk-Out
Exterior
Deck, Landscaped, Private Pond
Heat Type
Baseboard
Heat Source
Electric
Water
Well
Parking Spaces
15
Garage Type
Detached
Listing contracted with Revel Realty Inc.
17397 Humber Station Road, Caledon
4
BEDS
4
BATHS
$2,389,900
FOR SALE
Welcome to 17397 Humber Station Road, A Private Retreat Surrounded by Nature Experience the rare opportunity to own a fully updated bungalow set on a breathtaking 24 acre estate, where privacy, serenity, and natural beauty come together in perfect harmony. Thoughtfully designed for both everyday living and exceptional entertaining, this elegant home offers a spacious open-concept layout, a luxurious main floor primary suite, and a walkout to an expansive screened porch, perfect for peaceful evenings immersed in nature. At the heart of the home, the oversized chef's kitchen is a culinary showpiece, featuring premium appliances and ample space to prepare and enjoy meals with family and friends. Rich hardwood flooring flows throughout, complemented by vaulted ceilings with exposed wood beams, multiple fireplaces, and timeless architectural details that create a warm and inviting atmosphere. The fully finished walkout basement opens to a stunning backyard oasis, complete with a spectacular in-ground pool, cascading waterfall, and a large hot tub... your own private paradise. With four spacious bedrooms and countless upgrades throughout, this exceptional property offers a lifestyle of luxury and tranquility. This is more than a home, it's an escape.
14294 Winston Churchill Boulevard, Caledon
4
BEDS
3
BATHS
$2,389,000
FOR SALE
In the storybook hamlet of Terra Cotta, Caledon, just steps from the Cataract Trailway and Terra Cotta Conservation Area, this exceptional property offers elegance and a deep connection to nature. Nearly 2.5 acres back onto protected conservation land with no rear neighbours - only forest, fresh air, and birdsong. The lot blends cleared lawn and woodland, with sunny spaces for entertaining and shaded spots for quiet reflection. Your fenced backyard oasis is anchored by a heated saltwater pool with a waterfall, an expansive patio for barbecues and lounging, and the ultimate privacy of your own forest. Inside, vaulted ceilings and large windows flood the main living areas with natural light. The formal dining room sits off the foyer behind French doors, while the grand two-storey living room features a two-way wood-burning fireplace shared with the breakfast room. The chefs kitchen boasts top-of-the-line Miele appliances, including an oversized fridge, built-in oven, sleek cooktop, and flush-mount range hood. A spacious sunken family room off the breakfast and kitchen opens to the backyard. The main floor also offers a laundry room with a walkout and a spa-inspired 3-pc bath with heated floors and a glass shower, perfect after a swim. Upstairs, the open loft hallway provides space for an office, hangout space, or reading nook. Four bedrooms include a sprawling primary suite with his-and-hers walk-in closets. The finished basement offers a huge rec/games room plus a bonus room - ideal as a gym, extra bedroom, or office. An insulated double-car garage with epoxy flooring completes this property. From sunrise coffee on the patio to starlit swims beneath the trees, this Terra Cotta retreat is more than a home - its a lifestyle.
82 Marilyn Street, Caledon
4
BEDS
4
BATHS
$2,199,000
FOR SALE
Welcome to 82 Marilyn St. Situated on a highly sought after lot backing on to Caledon East Green space with a meandering creek. This 2 storey, four bedroom home with in-law suite has been meticulously updated. Upon entering the home, you will see the owner has added an entirely new stair case with accent lighting. 6" White Oak Hardwood has been Used. 6" Engineered white oak hardwood planks throughout the main and Second Floor. The main floor has been updated to an open concept kitchen and Family Room Design with Island seating. This new Chef's kitchen provides a Miele centric cooking experience. The 36" Gas cooktop and hood along with a Miele double wall oven. The Bosche SS Refrigerator, integrated Dishwasher, built in Microwave and KitchenAid Wine Cooler round out this beautiful kitchen. The family room has a beautiful Open Gas Oak Log Set complete with walnut Mantle. The main floor has a convenient Oversized Laundry area just off the garage. On the second floor, the Primary bedroom and 5 pc ensuite which also contains a very large highly functional Walk-in Closet. In the basement, 5" Engineered White Oak Hardwood forms the base for the new owners special In-Law Suite with added 3pc bathroom. There is also a large recreation room with Fireplace. The New Windows, Doors, Riobel Faucets, Roof and HVAC will provide the new owners with years of comfort.
5 Coates Hill Court, Caledon
4
BEDS
5
BATHS
$2,487,000
FOR SALE
A rare opportunity to own a private estate with beautiful views of the Toronto skyline. Set on a fully landscaped and fenced lot, this property offers exceptional privacy, space, and comfort just minutes from the city. The outdoor setting is designed for memorable gatherings and entertaining, featuring a saltwater pool with pool house, a spacious covered pavilion with cathedral ceilings, fireplace, and theatre, plus a wood sauna and large workshop. The pavilion comfortably accommodates large family events and celebrations, while the expansive lawn and mature trees create a scenic backdrop. Trails offer added enjoyment for walking and outdoor recreation. Inside, the home offers generous principal rooms, an open-concept layout, and large windows that bring in natural light and showcase the surrounding grounds. The upper level features four spacious bedrooms, including a primary suite with walk-in closet and spa-inspired ensuite. The finished lower level provides additional entertaining space and a home office, ideal for both family living and working from home. A unique property offering privacy, versatility, and exceptional outdoor living just beyond the city. A three-car garage provides ample parking and storage, with a separate workshop located at the rear - ideal for hobbyists, car enthusiasts, creative projects, or additional workspace.
18161 Heart Lake Road, Caledon
3
BEDS
3
BATHS
$2,399,000
FOR SALE
Price Drop $200,000. 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-piece 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.
13080 Centreville Creek Road, Caledon
4+2
BEDS
4
BATHS
$2,299,000
FOR SALE
Welcome to this beautiful home in Caledon, offering approximately 2,700 sqft of thoughtfullydesigned living space. Nestled on a fully fenced lot near the city, this residence features astriking blend of brick and stone construction. Inside, you'll find a spacious layout withfour bedrooms, with an additional two bedrooms in the finished basement. The basement includesa separate entrance, perfect for extended family or guests. The main floor is enhanced withnew kitchen upgrades, elegant porcelain tiles, and a vaulted ceiling in the living room, wherea cozy wood-burning fireplace awaits. The home also includes a unique loft space behind thegarage for extra storage. This stunning home also boasts an impressive 21 parking spaces!Whether you're hosting gatherings, have multiple vehicles, or need ample space for RVs andguests, this property has you covered. The expansive driveway and dedicated parking areaprovide unmatched convenience and flexibility for your lifestyle. Enjoy the peace of mind thatcomes with having plenty of room for everyone and everything. This home truly offers the bestin comfort and practicality don't miss out on this one-of-a-kind opportunity!
118 William Crisp Drive, Caledon
4
BEDS
5
BATHS
$2,199,900
FOR SALE
Luxury Executive Detached Estate Home In Prestigious Osprey Mills on Large 98' x 215' Lot, 3975 Sq.ft. Of Above Ground Featuring 10 Ft Main Floor Ceilings,9' Basement & 2nd Floor. Engineered Hardwood Flooring and Quartz Counters Throughout. See Schedule For Standard Features And 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.
8339 Finnerty Side Road, Caledon
3+2
BEDS
5
BATHS
$2,499,000
FOR SALE
Gorgeous Spacious Raised Bungalow Nestled Amongst Towering Trees on Beautiful Private & Peaceful 25 Acres Backing Onto Conservation Area. Over 5800 Sq.Ft. Of Living Space. Lovely Home With Large Living Room With Wood Burning Marble Fireplace, Cathedral Ceilings, Open to Separate Dining Room And To Entertainers Sized Kitchen With Island, Granite Floor And Walk-Out To An Oversized Deck 33x35 Ft. And a Gaxebo 21.5 x 12 Ft. With 2 End Doors, All Thermal Windows And Ceramic Floor. Full Ensuite With Jacuzzi Marble Floors And Walls. High-Quality Thermal Windows With Spectacular Views Of The Amazingly Beautiful Property. Hardwood Throughout. Large Foyer With Marble Floors. 4 Large Bedrooms 2 In Lower. Lower Level Features A Beautiful Flagstone Wet Bar/Kitchen Open To Large Family Room 39.6X31 Ft. Above Grade Family Room W/Marble Fireplace. Entertainers Delight Spa Room, Sauna, His & Hers Change Rooms & Shower. An Entertainer's Dream And Fantastic In-Law Setup. Cold/Storage & Electrical Rooms.
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