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1 Plummer Road, Caledon
$1,089,000
5 Beds ⋅ 3 Baths ⋅ W14115576 MLS
Welcome to 1 Plummer Road, a spacious family home on a premium corner lot in one of Bolton's most sought-after neighbourhoods. Offering more than 2,600 sq. ft. above grade, this 4-bedroom, 3-bathroom home provides the space, privacy and lifestyle growing families have been searching for. With no immediate neighbours behind, enjoy a large, private backyard surrounded by mature trees and an evergreen hedge.The bright eat-in kitchen features a breakfast area with a walkout to a huge covered deck, perfect for outdoor dining, entertaining or relaxing in your own private retreat. Double front doors lead to an elegant combined living and dining room with hardwood floors, while the separate family room impresses with a soaring two-storey ceiling, oversized windows and a cozy gas fireplace. A main floor office with French doors offers an ideal work-from-home space and could easily serve as an additional bedroom. Convenient main floor laundry adds to the home's functionality. Upstairs, all four bedrooms are generously sized, including the spacious primary suite featuring a walk-in closet, 5-piece ensuite and a Juliette balcony with French doors overlooking the family room below. The unspoiled basement offers endless potential to create the additional space your family needs. Enjoy peace of mind with numerous updates, including an owned furnace, A/C, heat pump and on-demand water heater (2024), water softener (2024), fridge (2026), dishwasher (2025), RO water filtration in kitchen, new eavestroughs and downspouts (2026), Wi-Fi-enabled in-ground sprinkler system, 200-amp electrical service, and a 240V EV charging outlet (2026), natural gas hook-up for BBQ, window coverings (2026). A double-car garage and private double driveway provide parking for four vehicles.Ideally located close to parks, excellent schools, shopping and everyday amenities, this is a rare opportunity to enjoy more space, more privacy and a wonderful neighbourhood to call home.

1 Plummer Road, Caledon

4 Woodlot Court, Caledon
$2,729,000
8 Beds ⋅ 7 Baths ⋅ W14115532 MLS
Your search ends in this very cul de sac! Welcome to 4 Woodlot Court...Multigenerational living at it's finest! This majestic property is nothing short of breathtaking! Situated on a 2 acre lot nestled among gorgeous custom built estate homes! Take in the extensively landscaped yard as you make your way up the long drive to approach a beautifully appointed custom built home featuring over 5,000sf of living space + a finished walk out basement! This property has been lovingly cared for and meticulously maintained inside and out! Pride of ownership is evident the moment you enter this 6 + 2 Bed, 8 bath home boasting soaring 13' vaulted ceilings at the main living space, tastefully upgraded finishes throughout, 3 beds including the Primary bedroom on the main floor + 3 additional beds on the upper level, large windows throughout which offer a sun drenched interior, beautifully finished chic and modern walk out basement featuring 9' ceilings a bar, recreation room, games area, home gym, utility room and plenty of additional storage. Enjoy the versatility of this home whether you occupy it as a bungalow or a 2 storey the possibilities are endless!! Featuring a SELF CONTAINED in law suite that offers a 2 bed, 2 bath floor plan featuring approx. 1,200sf with garage and rear yard access which is PERFECT for aging parents, teenage children or to generate additional rental income!. Host your favourite guests while you soak up the rays of summer in the pool surrounded by gorgeous mature trees in the private oasis of a backyard where you will find a pool house with a kitchenette, washroom, changeroom, outdoor BBQ set up and all that you require to throw the most perfect party! Comfortably store all of your toys, cars, boats or belongings in the massive heated garage which contains 4 doors with the ability to park 5 vehicles! A true rare gem that has so much to offer situated in a highly coveted pocket of beautiful Palgrave..this one must be seen!

4 Woodlot Court, Caledon

14294 Winston Churchill Boulevard, Caledon
$1,988,000
4 Beds ⋅ 3 Baths ⋅ W14114964 MLS
Backing onto protected conservation land with no rear neighbours, this 2.43-acre Terra Cotta estate sits steps from the Caledon Trailway and Terra Cotta Conservation Area. Mature forest frames the property, while open lawn and established perennial beds create spaces to play, entertain and unwind. Garden paths wind past the perennials and beneath a charming arbour to quiet seating areas, with fresh blooms from spring through fall and blazing autumn colour in the forest beyond. The fully fenced pool and patio area make your backyard a private resort. The heated saltwater pool is soft and gentle on skin and eyes, with no harsh chlorine smell, and the waterfall adds a soothing soundtrack to long summer afternoons. Heating extends the swim season from late spring into fall. The large patio offers room for dining, lounging and barbecues, all with the forest as your backdrop. Inside are 3,716 sq ft above grade plus a finished lower level, over 4,700 sq ft in all. The two-storey living room has a vaulted ceiling and a two-way wood-burning fireplace shared with the breakfast room. The kitchen features Miele appliances, including an oversized fridge, built-in oven, cooktop and flush-mount hood, and opens to a sunken family room that walks out to the yard. The main floor also has a formal dining room behind French doors, laundry with a walkout, and a 3-pc bath with heated floor and glass shower, steps from the pool. Upstairs, an open loft works as an office or reading nook, and four bedrooms include a primary suite with his-and-hers walk-in closets. The finished basement adds a large rec room plus a bonus room for a gym, guest room or office. Insulated double garage with epoxy floor. Morning coffee under the arbour, an evening swim beneath the trees: this is country living, minutes from town. Offers welcome Sunday, November 8 at 6 PM. Ontario's Conservation Land Tax incentive program reduces taxable property amount by 1.39 acres from the total area of 2.42 acres.

14294 Winston Churchill Boulevard, Caledon

7190 King Street, Caledon
$2,600,000
6 Beds ⋅ 4 Baths ⋅ W14114094 MLS
**Excellent opportunity** to acquire 10.45 acres in a prime location of Caledon offering endless possibilities, located close to King St and The Gore Rd. This spacious raised bungalow features 2146 sq. ft. of well-designed living space with 4 generous bedrooms and 3 bathrooms.The bright main level offers an open-concept layout with a country-style kitchen overlooking the family room, expansive living and dining areas, and spacious bedrooms. The fully finished walk-out basement includes its own kitchen, washroom, 2 additional bedrooms, and a large recreation area, making it ideal for extended family, multi-generational living, or potential income opportunities. Also, 2000 Sq Ft Barn with 2 large drive in doors. Surrounded by picturesque countryside while remaining conveniently close to major roads and everyday amenities, this exceptional property combines privacy, space, and outstanding future potential. Whether you're looking for a family estate or investment opportunity, this unique Caledon property is one you won't want to miss.

7190 King Street, Caledon

40 Walton Drive, Caledon
$2,899,900
4 Beds ⋅ 7 Baths ⋅ W14112872 MLS
Beyond the brick pillar entrance and picturesque birch-lined driveway awaits a captivating custom-built estate, where the glamour, individuality and architectural imagination of a remarkable era live on. Set on almost 3 acres in Caledon, this extraordinary residence celebrates authentic retro luxury with mid-century modern influences, a distinctive flat-roof design, dramatic brick feature walls, sunken living spaces, rich architectural details and wonderfully colourful original finishes, including distinctive Roman-style soaking tubs. Spanning three expansive levels with over 6,600 sq. ft. of interior space, this remarkable residence was designed for gracious living and entertaining, with formal living and dining rooms, an inviting kitchen and breakfast area with walkout to a screened-in porch, and a dramatic staircase and upper gallery. Four spacious bedrooms, each with its own ensuite, offer exceptional accommodation, while multiple walkouts reveal beautiful seasonal views. The expansive lower level continues the home's entertaining legacy with a games room, recreation room, gas fireplace, sunken built-in bar area, built-in aquarium, lush velvet wall treatments and walkout to the rear grounds. Outdoors, discover mature landscaping, woodland, a pond and an in-ground swimming pool. An attached three-car garage and detached two-car garage provide exceptional space for vehicles and hobbies. A rare surviving expression of 1970s custom-estate luxury, filled with unexpected details and delightful discoveries. For the true vintage enthusiast, this remarkable residence celebrates originality, architectural individuality and the art of living beautifully! Nestled within an established enclave of distinctive estate homes, this exceptional setting offers country tranquility with convenient access to scenic trails, conservation areas, equestrian facilities and the shops, restaurants, services and other amenities of nearby Bolton, Palgrave and surrounding communities.

40 Walton Drive, Caledon

19817 Main Street, Caledon
$850,000
4 Beds ⋅ 3 Baths ⋅ W14112750 MLS
Imagine Waking Up To The Gentle Sounds Of The Credit River, Enjoying Your Morning Coffee Surrounded By Nature, & Coming Home Each Day To Your Own Peaceful Riverside Escape. Welcome To 19817 Main Street, A Charming Detached 1.5-Storey Home Nestled In One Of Caledon's Most Desirable Villages, Where Country Cottage Charm Meets The Comfort And Convenience Of Village Living. Offering 4 Bedrooms, 2.5 Bathrooms, A Walk-Out Lower Level, And A 1.5-Car Garage, This One-Of-A-Kind Property Invites You To Slow Down, Unwind, And Embrace A Lifestyle Surrounded By Natural Beauty. Warm And Welcoming Living Spaces Are Filled With Natural Light And Picturesque Views Of The Credit River, Which Gracefully Winds Along The South And East Sides Of The Property. Step Outside And Discover Your Own Private Backyard Oasis. A Spacious Raised Deck Provides The Perfect Setting For Summer Gatherings, Outdoor Dining, Or Simply Relaxing While Taking In The River Views. Wander Through Lush Perennial Gardens, Retreat To The Charming Gazebo, Or Find Your Favourite Spot By The Water To Enjoy The Peaceful Sounds Of Nature. Whether Entertaining Family And Friends Or Savouring Quiet Moments, Every Season Offers Something Special. Discover Everything That Makes Alton Such A Wonderful Place To Call Home. Enjoy Championship Golf At Osprey Valley, Explore Scenic Hiking And Cycling Trails, Visit Local Cafés, Restaurants, Art Galleries, Parks, And The Historic Alton Mill, Or Indulge In A Relaxing Afternoon At The Millcroft Inn & Spa - All Within Walking Distance! Offering The Tranquility Of Cottage-Country Living Without Sacrificing Everyday Conveniences Or Commuter Accessibility, This Rare Riverside Property Is More Than Just A Home - It's An Opportunity To Embrace A Lifestyle Where Nature, Community, And Comfort Come Together Beautifully. Your Riverside Escape Awaits At 19817 Main Street. Come For The Views, Stay For The Lifestyle, And Fall In Love With The Possibilities! Immediate Occupancy!

19817 Main Street, Caledon

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

1 Cedar Drive, Caledon
$1,849,999
4 Beds ⋅ 4 Baths ⋅ W14112204 MLS
Client RemarksYour golf clubs, ski boots and paddle board called. They'd like to move to Caledon.Work, live and play. All in one pretty spectacular place. There are homes with backyards. And then there are homes with their own spring-fed pond, nearly 3 acres of forest, and a lifestyle that could give your favourite weekend getaway a run for its money. Welcome to 1 Cedar Drive. Tucked into the rolling hills of Caledon, where the golf is good, the ski hills are close, and coming home feels suspiciously like going on vacation. Beautifully renovated with just the right amount of sophistication, this four-bedroom country home knows how to make an entrance. Think gorgeous hardwood floors, a chef-worthy kitchen dressed in quartz and stainless steel, oversized windows framing the surrounding greenery, and a cathedral-ceiling family room with a fireplace that practically begs for a slow Sunday. There's a dedicated main-floor office, a generous mudroom for all the gear that comes with country life, and a primary suite with a five-piece ensuite, walk-in closet, and views worth waking up for. A property that works just as hard as you do. The commercially finished walkout lower level offers an entirely different kind of opportunity. With multiple rooms, two separate entrances, and a layout designed with versatility in mind, there's potential to accommodate multiple businesses, create additional income streams, or simply bring your work a little closer to home. From professional offices and wellness services to creative studios and beyond, it's a space with serious potential. Of course, when you do feel like venturing out, the Caledon Ski Club, Belfountain, Credit River, Hiking trails, and exceptional golf courses are practically in your backyard. Natural gas, Bell Fibe internet, and parking for 10+ vehicles take care of the practical stuff.

1 Cedar Drive, Caledon

17 Autumn Drive, Caledon
$1,877,900
5 Beds ⋅ 3 Baths ⋅ W14111574 MLS
Stripped back, rebuilt & completely transformed into a custom modern farmhouse bungalow on approx 1 acre in Caledon Village. Offering 4+1 bedrooms, 3 full bathrooms, over 4,100 sq. ft. of beautifully finished living space, including a finish bungalow bsmt w/ king-size 1-bedroom in-law bsmt apartment, this is anything but an ordinary bungalow. The striking exterior w/ Hardi cement-fibre board siding, bold black aluminum detailing, windows, oversized front door & white-oak-style garage doors. Inside, a dramatic foyer introduces custom wall mouldings, large-format tile, solid-core shaker doors. 7' interior drs, 7" poplar baseboards, detailing add architectural presence t-out. Spectacular sun-filled XL kitchen, dining, living space designed for both everyday family life and large-scale entertaining. 6 skylights, white oak hardwood flrs oversized 4-panel sliding glass dr flood the space w/ light. Dream custom kitchen, anchored by an extraordinary 8' x 15' quartz waterfall island accommodates serious cooking, effortless entertaining, features 2 sinks, 2 dishwashers, 2 pantries, wall-to-wall custom cabinetry, tiled backsplash, reverse-osmosis drinking water,LG appliances. Custom laundry/mudroom. 4 bdrm layout-The guest bathroom carries the custom aesthetic hexagon flr, oak vanity, Carrera-tiled shower, black fixtures. Mstr bdrm is private escape, custom wall mouldings, spa-inspired ensuite glass shower, black tile flooring, Theodore white oak vanity. White oak staircase 2,000+ sqft Bsmt, King-size 1-bedroom in-law aprtmnt lrg rec area, kids play space, glass-enclosed home gym. 3-piece bath, 2nd custom kitchen w/ island o/l the living area. XL 40' x 20' deck features substantial Douglas fir gazebo beams, cedar plank decking, glass railings. ***Lot Irregularities: 122.87 ft x 36.22 ft x 195.51 ft x 160.13 ft x 247.21 ft

17 Autumn Drive, Caledon

152 Newhouse Boulevard, Caledon
$1,449,900
7 Beds ⋅ 7 Baths ⋅ W14110734 MLS
//3365 Sq Feet + Legal Basement Apartment// 4+3 Bedrooms & 7 Washrooms Stone & Brick Elevation Detached House In Prestigious Southfields Village Caledon Community!! **No House In Back** Your Search Ends Here With This Impeccably Maintained & Fully Loaded With Upgrades!! ***3 Bedrooms Legal 2nd Dwelling Basement Apartment*** Grand Double Door Main Entry! Luxury Custom Kitchen With Quartz Counter-Top, Massive Island, Custom Backsplash & High End Stainless Steel Appliances* Walk/Out To Patio From Breakfast Area! 2 Master Bedrooms, 3 Full Bathrooms On 2nd Floor & 4th Washroom In Loft Area [Total 7 Washrooms - 5 Upstairs & 2 In Basement] Primary Bedrooms Comes With 5 Pcs Ensuite & Walk-In Closet* All Bedrooms Are Generous Size!! Main Floor Featuring - Luxury Hardwood Flooring, 9 Ft Ceilings, 8 Ft Doors, Gorgeous Family Room With Fireplace, Upgraded Light Fixtures & Tons Of Natural Light** Bonus Space - Very Rare To Find House With 3rd Floor Loft With Full Washroom** Basement Is Currently Rented At $2400/Month & Tenant Is Willing To Stay* Must View House! Shows 10/10*

152 Newhouse Boulevard, Caledon

115 Grapevine Road, Caledon
$899,000
5 Beds ⋅ 4 Baths ⋅ W14110550 MLS
Welcome to this 4+1 bedroom, 4-bathroom semi-detached home, ideally situated on a cul-de-sacin one of the area's most desirable family-friendly neighbourhoods. Meticulously maintained and showcasing true pride of ownership, this move-in-ready home offers the perfect combination of style, comfort, and functionality. Designed for modern family living, the bright and open main floor features a large eat-in kitchen with a breakfast area that connects to the living and dining spaces-perfect for everyday living and effortless entertaining. Walk out directly from the kitchen to a private backyard, creating an ideal setting for summer barbecues, family gatherings, or peaceful evenings outdoors. Upstairs, you'll find a generous-sized primary bedroom, while the finished lower level offers a versatile fifth bedroom and additional living space, ideal for guests, a home office, or a recreation room. Located close to schools, parks, shopping, and everyday amenities, this home offers the lifestyle today's buyers are looking for. A great opportunity to own a spacious, turnkey home in a great community-simply move in and enjoy.

115 Grapevine Road, Caledon

17585 Mississauga Road Unit 14, Caledon
$1,399,000
5 Beds ⋅ 3 Baths ⋅ W14110286 MLS
Welcome To The Caledon Ski Club!!! Invite All Of Your Friends To Stay In This Spacious 5 Br, Open Concept Chalet With 2 1/2 Large Floors Of Living Space & Multiple W/O's on the upper and lower levels. Enjoy large lot With Lots Of Sunlight on this Ski-In/Ski-Out property. This lifts are 1 minute away. Take Advantage Of Living On One Of Ontario's Most Exclusive And Thriving Private Ski Clubs, You Will Have The Quiet Enjoyment Of 200 Acres To Walk The Dog, Hike, Mountain Bike, Snow Shoe, Cross Country Ski and swim in the pond. This Stunning ~3000+ Sq Ft of living space has been recently updated with paint inside and out. It is move in Ready!! The Open Concept offers an amazingly bright great room with sunset views of the west and the Vaulted Beams & 20ft ceiling heights reveal the Ski Hills at your finger tips. Walk Out To 2 Decks, and the back yard makes it feel as if the hills are coming into your home. This can be utilized as a year round opportunity or your cottage away from the city. Just a skip & a jump to the many Caledon trails, a cast away from the Credit River and the Caledon Trout Club and a chip and a put from the Devils Pulpit & Osprey. There is something to do in all seasons.

17585 Mississauga Road Unit 14, Caledon

14 Jack Kenny Court, Caledon
$1,399,990
4 Beds ⋅ 4 Baths ⋅ W14108560 MLS
Welcome to Your Dream Home in Bolton West! Discover luxury living in this brand-new model home built by Grand Brook Homes, featuring over $100,000 in upgrades! Situated on a quiet private court in the prestigious Bolton West community, this stunning home sits on an extra-deep, extra-wide premium lot and offers 4 spacious bedrooms and 4 bathrooms. Step inside to a bright, welcoming foyer, upgraded hardwood flooring throughout, soaring 9-foot ceilings on the main floor, and an impressive open-to-above staircase. The chef-inspired kitchen boasts custom cabinetry, granite countertops with a stunning waterfall peninsula island, stainless steel appliances, and upgraded 24" x 48" porcelain tiles. The open-concept breakfast area overlooks the backyard, creating the perfect space for everyday living and entertaining. The elegant great room features waffle ceilings, oversized windows, and a 50-inch electric fireplace with a custom feature wall. A separate dining room surrounded by windows is ideal for hosting family and friends. Upstairs, upgraded hardwood flooring continues throughout. The luxurious primary suite overlooks the backyard and features a spacious walk-in closet and a spa-inspired 5-pieceensuite with a freestanding tub and oversized walk-in shower. Three additional generously sized bedrooms offer large windows, ample closet space, and beautifully appointed bathrooms. An upgraded oak staircase with elegant railings and spindles adds sophistication to both levels. The unfinished basement includes a 3-piece bathroom rough-in, offering endless possibilities to customize your dream space. With only 5 of 7 exclusive homes remaining, seize this rare opportunity to own a beautifully upgraded home in one of Bolton's most sought-after communities! *Price Shown is Net of HST. APS will Include HST. Buyer is responsible to apply for HST rebate to CRA if Eligible.

14 Jack Kenny Court, Caledon

59 Raspberry Ridge Avenue, Caledon
$1,499,000
5 Beds ⋅ 6 Baths ⋅ W14107032 MLS
{STEP INSIDE} A premium lot that backs onto green space, and a home only two years old. Pull in, step through the door and look up: 10ft ceilings on the main level. Add a walkout basement and a ground floor bdrm with its own walk-in closet & 4pc ensuite, and this one works for a growing family or a downsizer who wants to skip the stairs. {MAIN LEVEL} The dining room has a coffered ceiling, hardwood & a large window, and it opens to the family room with its natural gas fireplace, so hosting flows from room to room. That fireplace earns its keep on a November evening. The kitchen has a large centre island, double sink & Corian counters, and looks over the backyard. Coffee at the island, then out the breakfast area walkout to the deck. The ground floor bdrm has hardwood, a large window, walk-in closet & 4pc ensuite. The laundry room has a sink, with garage & basement access. Double coat closet in the foyer and a 2pc powder room. {SECOND LEVEL}The primary bdrm has hardwood, his & hers walk-in closets and a 5pc ensuite with a separate stand-up shower & large windows. Bdrms 3 & 4 each have a walk-in closet & 4pc ensuite. Bdrm 5 has a double closet & 4pc ensuite. Every bedroom has its own bathroom, so mornings never turn into a line-up. An open concept den with hardwood adds room for a home office or play space. {BASEMENT} The unfinished walkout basement is large and overlooks green space. Finish it your way and the backyard becomes part of the plan. Walk out the door and the green space is right there. {LOCATION} Elizabeth Tarbox Park is a 6 min walk, and the Trans Canada Trail Pavilion Park is 13 min. Within a 20 min walk: a playground, arboretum, botanical garden & trail. Caledon East Community Complex & Soccer Complex are close by. Catchment schools: Caledon East PS (PK-8) & Humberview SS (9-12), plus French options ÉÉ des Quatre-Rivières & ÉS Jeunes sans frontières.

59 Raspberry Ridge Avenue, Caledon

71 Raspberry Ridge Avenue, Caledon
$1,619,000
5 Beds ⋅ 7 Baths ⋅ W14107008 MLS
{STEP INSIDE} Built by Countrywide just 2 years ago, this Caledon East home sits on a premium lot that backs onto green space. Step into the foyer with its 20 ft ceiling and the backyard is already pulling you through. The ground floor bdrm has a walk-in closet & 3pc ensuite, a real option for parents, guests or anyone who prefers to skip the stairs. With 5 bdrms and an ensuite for each, nobody has to share. {MAIN LEVEL} 10 ft ceilings on this level, with hardwood flooring in the combined living & dining room and tile flooring in the foyer, kitchen & breakfast area. The kitchen has granite countertops & a centre island, and it overlooks the backyard, so whoever is cooking never misses what is happening outside. The eat-in area walks out to the deck for easy mornings outside. The family room has a natural gas fireplace, large windows & a 20 ft ceiling, the room this house will live in. A butler's kitchen with a sink & a pantry with built-in shelving keep the prep work out of sight when you entertain. The laundry room has a tub, coat closet & access to the garage & basement, so the daily drop zone is sorted. {SECOND LEVEL} The primary bdrm has his & hers walk-in closets and a 5pc ensuite. Bdrms 2, 3 & 4 each have hardwood flooring, a walk-in closet & their own ensuite (3pc, 3pc & 4pc). The open landing works as a den or sitting area, so everyone gets a place to settle in without leaving the floor. {LOWER LEVEL} Unfinished walkout basement with large windows, a bright blank canvas that makes finishing it your way easy to picture. {LOCATION} Caledon East PS (PK-8) & Humberview SS (9-12) are the catchment schools, with French catchment schools nearby too. Elizabeth Tarbox Park, Trans Canada Trail Pavilion Park & the Caledon East Community Complex are close, with a playground, arboretum, botanical garden & trail within a 20 min walk. The fire station is nearby on Old Church Rd.

71 Raspberry Ridge Avenue, Caledon

114 Kennedy Road, Caledon
$899,995
3 Beds ⋅ 2 Baths ⋅ W14105554 MLS
Now offered well below original purchase price with additional negotiable bonus incentive!!! 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), Garage roof 2026 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.

114 Kennedy Road, Caledon

1 Flaherty Lane, Caledon
$2,999,999
7 Beds ⋅ 6 Baths ⋅ W14104730 MLS
Introducing a residence of unrivaled grandeur, where architectural brilliance meets timeless sophistication. Set behind a picturesque winding driveway on 10+ pristine acres of professionally landscaped grounds, this extraordinary custom estate offers over 7500 SQFT of exquisitely curated living space, masterfully designed for those who appreciate uncompromising luxury. Every room is a showcase of exceptional craftsmanship, from soaring vaulted ceilings and intricate hand-carved architectural details to bespoke finishes that define elegance at every turn. The spectacular formal dining room comfortably hosts 20+ guests beneath a magnificent hand-carved ceiling, while the chef-inspired gourmet kitchen features illuminated back-lit stone countertops, premium appliances, and a stunning fireplace that creates the perfect gathering space. Designed to impress, the home offers Gated Driveway ,5 luxurious bedrooms, an executive office,2 gourmet kitchens, multiple private parking', and a breathtaking hand-carved oak staircase that serves as the architectural centerpiece of the residence. The spectacular resort-inspired solarium provides the ultimate wellness retreat with a sauna and a hot tub, offering year-round relaxation in complete privacy. An exceptional private in-law suite includes 2 additional bedrooms, a full bathroom, kitchen, and spacious living room, making it ideal for extended family, guests, or multi-generational living. Every window captures breathtaking views of rolling lawns, mature trees, and meticulously landscaped gardens, creating a peaceful sanctuary unlike any other. The expansive grounds provide endless possibilities for entertaining, recreation, or simply enjoying the serenity and exclusivity of country estate living. This remarkable multigenerational property seamlessly blends elite craftsmanship, timeless elegance, and resort-style luxury, creating a residence that is as functional as it is a legacy estate.

1 Flaherty Lane, Caledon

25 Mccandless Court, Caledon
$1,319,999
4 Beds ⋅ 4 Baths ⋅ W14103128 MLS
Welcome To 25 McCandless Court, A Stunning 3000+ sq ft plus finished basement 4-Bedroom, 4-Bathroom Home In One Of Caledon East's Most Sought-After Neighbourhoods. Thoughtfully Designed For Both Functionality And Elegance, This Spacious Property Offers 9-Foot Ceilings, Hardwood Floors, And An Open Concept Main Floor. The Gourmet Kitchen Walks Out To A Fully Fenced, Professionally Landscaped Backyard Oasis Featuring A Heated Inground Pool, Interlock Patio, And Charming Cabana - Perfect For Entertaining Or Relaxing In Total Privacy. Cozy Up By The Fireplace In The Inviting Family Room, Or Work From Home In The Private Main Floor Den. Direct Garage Entry Adds Everyday Convenience. The Primary Suite Is A True Retreat With Two Walk-In Closets And A Spa-Like Ensuite, While Every Additional Bedroom Enjoys Its Own Ensuite Bath. The Finished Basement Expands The Living Space With A Wet Bar, Recreation Area, Second Fireplace, Second Laundry Room, Exercise Room, Cold Cellar, And Rough-In Bath. Extras Include A Water Softener, Reverse Osmosis Water Purifier, Main Floor Laundry, And Ample Storage. Truly Move-In Ready, This Exceptional Home Blends Comfort, Space, And Style In One Of Caledon East's Premier Communities.

25 Mccandless Court, Caledon

6 Mccandless Court, Caledon
$1,425,000
4 Beds ⋅ 4 Baths ⋅ W14101702 MLS
Welcome to one of Caledon East's most impressive family homes, offering nearly 4,000 sq. ft. of finished living space, including the professionally finished lower level, on an oversized premium lot.Hundreds of thousands have been invested in thoughtfully selected upgrades, improvements & amenities, creating a one-of-a-kind property. Beautifully maintained and finished throughout, this 4-bedroom, 4-bathroom residence features elegant finishes throughout, spacious principal rooms & a thoughtfully designed layout that balances comfortable family living with exceptional entertaining space.The backyard is a true private resort. Enjoy the sparkling pool, prepare meals in the outdoor kitchen, gather beneath the oversized custom automatic gazebo, or enjoy your own private bocce court. Whether hosting large celebrations or enjoying a quiet evening at home. The lower level provides a substantial extension of the home's living space, complete with a beautiful second living room spacious recreation area and convenient 3-piece bathroom, ideal for movie nights, game days, entertaining guests or simply relaxing with family.Meticulously maintained and thoughtfully upgraded, this turnkey home combines size, style, functionality and resort-style outdoor living in one remarkable package. A rare opportunity in one of Caledon East's most sought-after neighbourhoods, where every day can feel like a vacation and every room feels like home

6 Mccandless Court, Caledon

7 Snellview Boulevard, Caledon
$1,099,000
3 Beds ⋅ 3 Baths ⋅ W14101602 MLS
Welcome to 7 Snellview Boulevard, ideally situated in the heart of highly sought-after South Caledon. This exceptional fully detached residence reflects true pride of ownership and thoughtful attention to detail throughout. Offering 3 spacious bedrooms and 3 well-appointed bathrooms, the home features 9-foot ceilings on the main level and a well-designed layout with separate living and dining rooms, perfectly suited for both everyday comfort and elegant entertaining. A grand double-door entry opens to an impressive foyer and spacious hallway, immediately setting a welcoming and upscale tone. Throughout the home, you'll find hardwood flooring, crown moulding, pot lights, and modern light fixtures, creating a bright and sophisticated ambiance. Main floor powder room with a custom upgraded sink. The upgraded kitchen is both functional and stylish, showcasing stainless steel appliances, granite countertops, and a contemporary backsplash, seamlessly connecting to the main living space. The upper level offers three generously sized bedrooms with modern decor. Bathrooms are tastefully updated with quartz countertops. An unfinished basement presents an excellent opportunity to create additional versatile living space, complete with a roughed-in bathroom and finished foyer area, ready for your personal touch. This home is tastefully painted in designer-selected colours and enhanced by professionally landscaped front and rear yards. The backyard is an entertainer's dream, featuring a stamped concrete patio and a charming garden shed. Ideally located just steps from schools, parks, shopping, and everyday amenities, with quick access to Highway 410, this impressive home truly must be seen to be appreciated.

7 Snellview Boulevard, Caledon

8 Pearen Heights, Caledon
$1,518,885
4 Beds ⋅ 4 Baths ⋅ W14100650 MLS
Discover the exceptional Stationlands Elevation B by Rosehaven Homes, a stunning 2,749 sq. ft. detached residence in Caledon's sought-after Mayfield Collection. Thoughtfully designed for family living and entertaining, the main level offers a welcoming foyer, generous living and dining rooms, a spacious family room and an inviting kitchen with centre island and breakfast area. Upstairs, four well-proportioned bedrooms include a beautiful primary retreat with walk-in closet and private ensuite, while a convenient second-floor laundry makes daily life easier. The additional bedrooms enjoy an ensuite and a semi-ensuite arrangement shown on the builder plan. Highlights include a double garage, 9-foot second-floor ceilings, upgraded 8-foot main-floor doorways, a separate side door and an upgraded shower in Ensuite 2. Situated on a regular 11.60 m x 27.50 m lot, this is an outstanding opportunity to secure a brand-new Rosehaven home with a limited-time builder incentive. Trim-stage inventory: exterior/interior colours may still be selectable subject to builder approval; no electrical, HVAC or plumbing changes. All specifications and dimensions to be verified with builder.

8 Pearen Heights, Caledon

10 Pearen Heights, Caledon
$1,180,555
3 Beds ⋅ 3 Baths ⋅ W14100648 MLS
Discover an exceptional opportunity to own a brand-new Rosehaven Homes Dennison Elevation C on a desirable corner lot in Caledon! This thoughtfully designed 3-bedroom detached home combines stylish curb appeal with inviting everyday comfort. A welcoming covered porch opens to a bright, practical layout featuring a spacious great room with a gas fireplace, a contemporary kitchen with breakfast bar and a sun-filled breakfast area with a sliding door to the backyard. Upstairs, retreat to a generous primary bedroom with walk-in closet and private ensuite, alongside two additional bedrooms, a family bathroom and convenient second-floor laundry. Builder upgrades include 9-foot second-floor ceilings, elegant 8-foot main-floor doorways and a side-door corner entrance. A private attached garage and additional driveway parking complete this appealing home. Trim-stage inventory offers a chance to choose eligible interior colours, while electrical, HVAC and plumbing changes are not available.

10 Pearen Heights, Caledon

70 Stratford Drive, Caledon
$1,644,161
4 Beds ⋅ 4 Baths ⋅ W14100636 MLS
Discover the impressive Palgrave Elevation B by Rosehaven Homes: a beautifully designed, 3,042 sq. ft. detached residence where generous proportions and thoughtful details make every day feel extraordinary. The welcoming entrance leads to an elegant formal dining room, a private main-floor library ideal for working from home, and a spacious great room with fireplace. The bright kitchen features a centre island and an inviting breakfast area, perfectly arranged for entertaining and everyday family life. Upstairs, four well-proportioned bedrooms offer comfort and privacy, including a luxurious primary retreat with walk-in closets and ensuite, plus convenient second-floor laundry as illustrated on the builder's plan. Enjoy 10-foot ceilings on the main floor, 9-foot ceilings upstairs, impressive 8-foot main-floor doorways, a double garage, and approximately $40,500 in finished upgrades in addition to other selected structural upgrades. Set on a 41-foot detached lot in Caledon's Mayfield Collection, this finished inventory home presents a remarkable opportunity for buyers seeking space, sophistication and new-home appeal. Offered as finished inventory with no further customization.

70 Stratford Drive, Caledon

30 Spinland Street, Caledon
$1,190,000
5 Beds ⋅ 4 Baths ⋅ W14099282 MLS
Beautifully Designed Executive Home In The Highly Sought-After Community Of Rural Caledon Offering Approx. 2,900 Sq. Ft. Of Functional Living Space W/ Parking For Up To 6 Vehicles.This Spacious Home Features 5 Bdrms, 4 Full Baths, A Main Floor Office, And A Convenient Main Floor 4-Pc Bath. Ideal For Multi-Generational Living Or Potential Main Floor In-Law Setup.Bright Open-Concept Layout W/ Hardwood Flrs Throughout, 9-Ft Ceilings On Main & 2nd Flr, Separate Family Rm, Gas Fireplace, And Modern Kitchen Overlooking Living & Dining Areas.Spacious Primary Retreat W/ Luxurious 5-Pc Ensuite Including Soaker Tub & Glass Shower. All Additional Bdrms Feature Semi-Ensuite Access To Full Baths. Convenient 2nd Flr Laundry & Interior Access From Double Car Garage Through Mudroom. Oak Staircase, Quartz Vanities In Baths & Huge Basement. Located Minutes To Brampton, Trails, Golf Courses, Parks, Hwy 10, Schools, Amenities & Approx. 30 Mins To Pearson Airport. Expansive Backyard Offering Plenty Of Outdoor Space For Family Enjoyment & Entertaining.

30 Spinland Street, Caledon

62 Wright Crescent, Caledon
$1,074,000
4 Beds ⋅ 4 Baths ⋅ W14098216 MLS
Welcome to this beautifully maintained family home in desirable Bolton North! Reflecting true pride of ownership, this inviting home is nestled on a quiet family-friendly Crescent/Street surrounded by mature trees and backing onto peaceful green space with no homes directly behind. Set on a premium, irregularly shaped lot with an impressive 124-ft rear width and depths of approximately 168 ft on one side and over 217 ft on the other, this exceptional property offers a beautiful natural setting and outstanding potential. Enjoy the convenience of being just minutes from downtown Bolton, parks, schools and everyday amenities. The welcoming main level features a sun-filled living room with a beautiful bay window, a formal dining room with walk-out access to the expansive upper deck, and a spacious eat-in kitchen with a breakfast area overlooking the backyard. The cozy family room, complete with fireplace, provides the perfect place to relax and gather with family. A convenient two-piece powder room and direct access to the double garage complete this level. The second floor offers a generous primary bedroom with a three-piece semi-ensuite, a second well-sized bedroom with access to the same semi-ensuite, a third bedroom, and an additional four-piece main bathroom. The finished walk-out lower level adds exceptional living space, featuring a fourth bedroom with its own three-piece ensuite, an open-concept recreation room with walk-out access to the beautiful backyard, a workshop, laundry closet and ample storage. An ideal space for an in-law suite, nanny suite, or multigenerational family living. Step outside to enjoy the expansive deck, lush green surroundings, pretty gardens and raised vegetable garden. Backing onto green space and offering a generous lot, this property presents a wonderful opportunity to enjoy comfortable family living, outdoor entertaining and the potential to make this special home your own.

62 Wright Crescent, 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

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