Caledon Real Estate Search

Caledon Single Family Properties for Sale

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Newest Caledon Single Family Homes for Sale

$999,900
3 Beds 2 Baths W12909328 MLS® #
Welcome To 15472 McLaughlin Rd - A Rare & Private Cottage-Style Retreat On Approx. 0.761 Acres In Beautiful Inglewood, Caledon. Completely & Tastefully Restored/Renovated Inside & Out With No Expense Spared, This Stunning Home Blends Rustic Charm, Modern Comfort, Nature, Privacy & Endless Lifestyle Potential. Surrounded By Mature Trees, Perennial Gardens & Over 300 Ft Of River Frontage, This Property Offers A Peaceful Country Escape With The Convenience Of Nearby Amenities, Trails & Major Roads.Features Include Warm Wood & Stone Finishes Throughout, Vaulted Ceilings, Beautiful Light Fixtures, Country-Style Kitchen With Stainless Steel Appliances, Wood Stove, Fireplaces, Heated Bathroom Floor, Large Windows In Every Room & Multiple Walk-Outs With Serene Nature Views. Energy-Efficient Updates Help Keep Heat/Cooling/Hydro Costs At Approx. $230/Month. High-Speed Internet Approx. 150 Mbps Supports Work-From-Home Or Home-Based Business Needs.Outdoor Living Is Exceptional: Covered Front Porch, Gazebos With Lighting & Speakers, Hot Tub, Large Enclosed Dog Run, And Approx. 1,200 Sq.Ft. Two-Tier Deck With Glass Railings Overlooking The River & Greenery. Circular Driveway Offers Parking For 15+ Cars. Ideal For Empty Nesters, Active Retirees, Nature Lovers, Investors, Or Buyers Seeking Flexible Use Potential. Potential Uses May Include Airbnb, B&B, Home Occupation, In-Home Business, Chiropractor Or Dental Office, Subject To Buyer Due Diligence & Municipal/Zoning Approval. A One-Of-A-Kind Riverfront Property With Privacy, Character, Parking, Lifestyle & Long-Term Value. Don't Miss This Rare Caledon Opportunity! Must See To Appreciate Its Value & Everlasting Beauty! Pride of Ownership!

15472 Mclaughlin Road, Caledon

Listing courtesy of CANADA HOME GROUP REALTY INC..

$2,350,000
6 Beds 5 Baths W12824808 MLS® #
Sought after private 4 acre lot in a prestigious estate subdivision!This comprehensively renovated home offers a sophisticated living environment designed for those who value privacy, quality, and understated luxury. From the showpiece gourmet kitchen curated for high-level entertaining and everyday functionality. premium appliances, double wall ovens, dual dishwashers, and a discreet telescoping television & A walk-in pantry with secondary access-ideal for catered events or seamless hosting. Extending from the Kitchen is an opulent living room with vaulted ceiling & massive windows offering abundant natural light.The primary suite serves as a secluded retreat, complete with balcony & The spa-inspired eight-piece ensuite is thoughtfully appointed with a frameless glass shower, dual rain heads, and body jets, delivering a refined wellness experience for couples to enjoy! Multi level living allows for home office convenience . Don't miss the third-level covered crows nest deck offers panoramic vistas-an ideal setting for sunset views or evening relaxation. The fully finished walk-out lower level provides independent living accommodations, featuring a secondary kitchen, living area, bedroom, full bath, private office, and direct patio access to the gardens-well-suited for extended family, guests, or executive live-in support. A rare four-car garage with dedicated workshop space and a rear bay door for direct yard access is a car and hobbyist delight. The landscaped grounds are designed for both leisure and low maintenance, with curated gardens, a backyard fire feature for outdoor gatherings, a level lawn for recreation, and a secondary driveway offering ample additional parking, including space for recreational vehicles.Conveniently Set between Caledon East and Bolton, This property represents a rare convergence of architectural sophistication, functional luxury, and serene natural surroundings-offering an executive lifestyle without compromise.

21 Bartley Drive, Caledon

Listing courtesy of The Richie Group Inc..

$775,777
3 Beds 1 Baths W12863120 MLS® #
RBID HOME FOR SALE. HOMEOWNER RELOCATING ($775,777) Attention Developers, Investors, and Custom Builders. Rare opportunity to secure a premier corner lot in the prestigious enclave of Palgrave. This property offers a unique canvas for a luxury rebuild or a strategic value-add investment. Top 5 Reasons you will love the property: #1. Development Potential Unlock the full utility of this sprawling lot with the ability to build an Additional Residential Unit (ARU). Under Section 6 of the local zoning by-law, this property supports forward-thinking density. Key development standards include: Accessory Building Height: Maximum height of 4.5 metres. Lot Coverage: Up to 5% of the total lot area can be dedicated to accessory building, perfect for a detached garden suite, carriage house, or high-end workshop. Zoning standards, and specific ARU policies are governed by Section 6 of the Zoning By-law, offering a roadmap for your next project. #2. Charming 3-bedroom bungalow sits on a beautiful sprawling lot. #3. A workshop with electricity offers ample storage space for vehicles, tools, or hobby gear. #4. Situated in one of Caledon's most sought-after communities, you are steps away from world-class amenities. Minutes to the Caledon Equestrian Park, Albion Hills Conversation Area, and the Bruce Trail for hiking, skiing, and cycling. Only 10 minutes to the urban comforts of Bolton, including big-box retail, professional services, and fine dining. Easy access to Highway 50 and Highway 9, providing a smooth commute to the GTA and Pearson Airport (approx. 30 mins). Walking to Palgrave Public School, local parks, and the charming Caledon Hills Brewing Company. #5 Whether you are looking to build a multi-generational family estate or a high-yield investment property, 44 Brawton Drive provides the space, zoning flexibility, and location to make it a reality. Don't miss out on one of the last great development pockets in Palgrave!

44 Brawton Drive, Caledon

Listing courtesy of YOUR HOME SOLD GUARANTEED REALTY LEGACY HOUSE INC..

$2,350,000
6 Beds 5 Baths W12824808 MLS® #
Sought after private 4 acre lot in a prestigious estate subdivision!This comprehensively renovated home offers a sophisticated living environment designed for those who value privacy, quality, and understated luxury. From the showpiece gourmet kitchen curated for high-level entertaining and everyday functionality. premium appliances, double wall ovens, dual dishwashers, and a discreet telescoping television & A walk-in pantry with secondary access-ideal for catered events or seamless hosting. Extending from the Kitchen is an opulent living room with vaulted ceiling & massive windows offering abundant natural light.The primary suite serves as a secluded retreat, complete with balcony & The spa-inspired eight-piece ensuite is thoughtfully appointed with a frameless glass shower, dual rain heads, and body jets, delivering a refined wellness experience for couples to enjoy! Multi level living allows for home office convenience . Don't miss the third-level covered crows nest deck offers panoramic vistas-an ideal setting for sunset views or evening relaxation. The fully finished walk-out lower level provides independent living accommodations, featuring a secondary kitchen, living area, bedroom, full bath, private office, and direct patio access to the gardens-well-suited for extended family, guests, or executive live-in support. A rare four-car garage with dedicated workshop space and a rear bay door for direct yard access is a car and hobbyist delight. The landscaped grounds are designed for both leisure and low maintenance, with curated gardens, a backyard fire feature for outdoor gatherings, a level lawn for recreation, and a secondary driveway offering ample additional parking, including space for recreational vehicles.Conveniently Set between Caledon East and Bolton, This property represents a rare convergence of architectural sophistication, functional luxury, and serene natural surroundings-offering an executive lifestyle without compromise. (id:5764)

21 Bartley Drive, Caledon

Listing courtesy of The Richie Group Inc..

$1,480,000
2 Beds 1 Baths W12824910 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

Listing courtesy of PSR.

$1,847,000
4 Beds 3 Baths W12745078 MLS® #
Welcome to true Caledon estate living. Set on a stunning 1-acre lot with parking for 11 vehicles, this fully updated all-brick 5-level backsplit offers approximately 4,500 sq ft of luxurious living space, multiple entrances, and a private backyard oasis backing onto picturesque farmland.14432 Innis Lake Road is a bright and expansive home thoughtfully designed for large or multigenerational families. The main level features an elegant living and dining area ideal for entertaining, flowing seamlessly into a chef's kitchen complete with an oversized island and walkout to a spacious deck. The upper level boasts three generously sized bedrooms, including a primary retreat with private balcony, along with a spa-inspired 5-piece bath featuring a freestanding tub and curbless shower.The walkout level offers a cozy family room with a wood-burning fireplace, an additional bedroom, a modern 3-piece bath, backyard access, and a convenient private side entrance. The two-level basement is an entertainer's dream, showcasing a wet bar, billiards lounge, second fireplace, recreation space, 2-piece bath, second kitchen rough-in, and a separate entrance.Outside, enjoy exceptional amenities including a triple-car garage, expansive 11-car driveway, multiple decks, gazebo, koi pond, and a versatile workshop/coop. Recent upgrades to the roof, furnace, and AC provide peace of mind. Located in sought-after rural Caledon, this remarkable estate offers the perfect blend of luxury, functionality, and privacy. A truly must-see property. (id:5764)

14432 Innis Lake Road, Caledon

Listing courtesy of SUTTON GROUP QUANTUM REALTY INC..

$1,847,000
4 Beds 3 Baths W12745078 MLS® #
Welcome to true Caledon estate living. Set on a stunning 1-acre lot with parking for 11 vehicles, this fully updated all-brick 5-level backsplit offers approximately 4,500 sq ft of luxurious living space, multiple entrances, and a private backyard oasis backing onto picturesque farmland.14432 Innis Lake Road is a bright and expansive home thoughtfully designed for large or multigenerational families. The main level features an elegant living and dining area ideal for entertaining, flowing seamlessly into a chef's kitchen complete with an oversized island and walkout to a spacious deck. The upper level boasts three generously sized bedrooms, including a primary retreat with private balcony, along with a spa-inspired 5-piece bath featuring a freestanding tub and curbless shower.The walkout level offers a cozy family room with a wood-burning fireplace, an additional bedroom, a modern 3-piece bath, backyard access, and a convenient private side entrance. The two-level basement is an entertainer's dream, showcasing a wet bar, billiards lounge, second fireplace, recreation space, 2-piece bath, second kitchen rough-in, and a separate entrance.Outside, enjoy exceptional amenities including a triple-car garage, expansive 11-car driveway, multiple decks, gazebo, koi pond, and a versatile workshop/coop. Recent upgrades to the roof, furnace, and AC provide peace of mind. Located in sought-after rural Caledon, this remarkable estate offers the perfect blend of luxury, functionality, and privacy. A truly must-see property.

14432 Innis Lake Road, Caledon

Listing courtesy of SUTTON GROUP QUANTUM REALTY INC..

$2,899,999
4 Beds 3 Baths W12665728 MLS® #
Discover the perfect blend of luxury and convenience with this stunning property that featuresTWO separate homes within the property. This property is ideal for a family that care to havetheir immediate family nearby. This dream home is nestled in the serene surroundings of Caledon, and is located in the beautiful Terra-Cotta Caledon. This property is perfect forthose seeking tranquillity with the convenience of city life just a short drive away from the city. These picturesque views from this immaculate four-bedroom home have a peaceful and private40 acre lot, with towering and mature trees in a gorgeous wildflower Garden. Relax and unwindwhile listening to the sound of nature, whether on the main deck or the second deck that hasaccess from the kitchen with a beautiful, breathtaking view. The second floor is overlooking thestunning tall trees filled with nature and a beautiful panoramic view thatyou just won't want to leave. The living rooms of her beautiful ash masonry from all anglesof the house, not to mention the fireplace in the master room. The Eden kitchen features a skylight and floor-to-ceiling windows from both sides overlooking the backyard and wildlifeenjoying the second home that is featured on this property and is renovated from top to bottom. The second one includes a meeting with a board room a bathroom a full bathroom, and a kitchenand not to mention the beautiful surrounding nature around the second house as well. Wildlifeabounds with birds, turkeys, and deer come for a visit and you will not want to leave the home.This property is managed to conservation area skiing, luxury God, is on a spa resort 45 minutes to Pearson airport. This property comes with gated entry. Both homes have separate meters. Hur ryand make this your dream home.

15139 Rockside Road, Caledon

Listing courtesy of RE/MAX REALTY SPECIALISTS INC..

$1,114,900
5 Beds 4 Baths W12599184 MLS® #
Immaculate Investors dream! This luxurious turn key bungaloft home and property is located in a highly desirable family neighborhood located on a safe and quiet court for your kids enjoyment. The park is an added bonus for the kids! This upgraded home is fully tenanted with A+++ tenants and incurs a 5% cap rate on investment. You can live in and rent the other portion to obtain rental income or the tenants are willing to stay or leave. This beautiful home has been extensively renovated with porcelain tile throughout entire main level. Upgraded toilets and modern renovated 4 washrooms. Gourmet modern open concept kitchen with granite counters, integrated breakfast bar. Top of the line black stainless steel appliances included. Hardwood in living room and all 3 bedrooms. Huge 20' ceiling height and gorgeous vaulted ceilings making the space even more spacious feeling. Extras include: Pot lights and upgraded light fixtures throughout. Custom ceiling design is being installed for added luxurious design and appeal which gives you the wow factor you are looking for in your new home. Inground sprinklers with wifi timer, furnace 2016, roof shingles approx. 8 yrs, gas stove in main kitchen also has electric hook up, natural gas BBQ hook up in back yard, new sewer line Dec 2023, all attached RING security system hardware. Close to great catholic and public schools. Easy commute 30 minutes to Toronto. Minutes to downtown Bolton, restaurants, bike and walking trails and the Humber riiver. This house checks all the boxes! A must see! Open House Satu

19 Terrastone Court, Caledon

Listing courtesy of LPT REALTY.

$1,999,999
6 Beds 4 Baths W12546136 MLS® #
A rare offering on one of Palgrave's most sought-after estate streets. Set on a picturesque 2.14-acre lot, 12 Matson Drive blends privacy and natural beauty in an exceptional raised bungalow. Surrounded by mature trees and frequently visited by local wildlife, this home offers a peaceful lifestyle just minutes from local amenities. Inside, natural light fills the spacious layout through oversized windows. Two inviting living rooms with a gas fireplace and the other with a wood-burning fireplace provide cozy gathering spaces for all seasons. The primary bedroom features large windows, a walk-in closet, and a private ensuite. The kitchen includes a gas burner, grill and fridge (sold as-is), with additional newer fridges located throughout the home. The lower level offers flexible space, including a room with a sink ideal for extended family or future in-law suite potential (buyer to verify local zoning). Recent upgrades include a new furnace (2025), water softener (2025), owned tankless water heater (2025), dishwasher (2025), new wood deck (2025), and modern glass deck railing (2025), and new Chamberlain garage doors (2025). A generator is housed in the garage. The oversized 3.5-car garage offers ample space for parking, storage, and tools. The gently sloping rear lot provides a serene, forested backdrop and endless potential for outdoor enjoyment. Skavana robot lawn mowers included. Appliances included in as-is condition. A rare opportunity to own a well-maintained, light-filled home in a highly desirable estate setting. Book your private showing today to experience 12 Matson Drive.

12 Matson Drive, Caledon

Listing courtesy of Sotheby's International Realty Canada.

$2,998,000
6 Beds 6 Baths W12394471 MLS® #
Timeless elegance meets impeccable craftsmanship in this stunning Cheltenham estate. A rare find, this beautifully built 5+1 bed, 6 bath home in the sought-after Cheltenham community offers thoughtful design & exquisite details throughout. Chefs kitchen blending beauty & practicality, featuring a 48" Wolf gas range, Sub Zero fridge/freezer, Bosch dishwasher, built-in microwave, & custom quarter-sawn oak cabinetry. 5" solid white oak floors create an inviting atmosphere. The natural beauty of tumbled limestone, natural stone & marble in the kitchens, baths, & basement enhances the spaces timeless elegance, combining sophistication w/ comfort. The primary suite is a true sanctuary w/ heated floors, a spa-like steam shower, a romantic soaker tub, a spacious walk-in closet & focal fireplace. Every detail has been thoughtfully considered, from coffered ceilings in the dining room to vaulted ceilings in the family room & sunroom, adding architectural charm & grandeur. The main floor also includes a dedicated office, perfect for WFH or quiet study. Upstairs, 3 beds each w/ walk-in closets. Two share a Jack-&-Jill bath, while the 3rd has its own private ensuite creating private retreats for family & guests. Every detail, from custom millwork & extensive closet systems to solid wood doors, reflects timeless quality. Step outside to a beautifully landscaped yard, complete w/ irrigation system & a grand outdoor stone fireplace. The property boasts nearly an acre of lush grounds, with a 3-car garage plus an additional backyard workshop garage w/ a loft ideal for toys, landscape equipment & hobbies. For added versatility, theres a bright, welcoming 1-bed, 1-bath loft apartment w/ its own entrance, walk-in closet & separate laundry perfect for in-laws or rental income. The finished basement offers even more comfort w/ guest bed & bath, media & game zones, a bar, crafts room, gym, & a ton of storage, creating a warm, inviting and functional space for gatherings & daily life.

84 Kennedy Road, Caledon

Listing courtesy of ROYAL LEPAGE RCR REALTY.

$4,324,900
6 Beds 5 Baths W10438905 MLS® #
Stunning Victorian Reproduction home with over 6600 square feet of total living space, perfectly located on a dream 15+ acre oasis amongst a quiet collection of estate homes. Just minutes from Caledon East and Orangeville. The backyard includes a luxurious oversized copper-ionized pool with built-in safety ledge, custom cabana milled on site with wet bar, wood burning fireplace & laundry. 30' x 40' heated and insulated drive shed, approx. 5 acres of cleared land with 10+ acres of forest and trails, custom built stream and waterfall, fully engineered outdoor hockey rink with drainage & lighting (potential to convert to a pickleball or tennis court), tobogganing hill and play set, and fully manicured lawns with gorgeous gardens. Inside, find an expansive, yet cozy living space filled with natural light. Custom dove-tailed wood cabinetry in the kitchen with 2 dishwashers, stone countertops and heated slate flooring. Open concept living area with a beautiful view & walk out to the newly refinished patio (2024). Vaulted ceilings in the living room. Formal dining room which could be easily converted to a main floor primary with ensuite. Main floor laundry. High speed internet throughout the home and backyard. 5 large bedrooms on the second floor plus an additional bedroom in the basement. Bright primary bedroom with spa-like ensuite. 6 bathrooms total. Sauna and games room in the walk-out basement.

3 RUTLAND HILL Court, Caledon

Listing courtesy of Harvey Kalles Real Estate Ltd., Brokerage, Port Carling,.

$1,280,000
4 Beds 2 Baths W10895408 MLS® #
Located in the coveted Hamlet of Cataract, abutting the Forks of the Credit Provincial Park, this fully renovated (2021-current), upgraded home features over 2,000 sq. ft. of living space just minutes from Belfountain, TPC Osprey Golf Course, Caledon Ski Club, and a quick drive to Erin, Orangeville, and Highway 10. Completely move-in ready, the interior includes engineered hardwood and pot lights throughout the main level (both '22). An abundance of natural light floods the open concept living room, dining room, and chef's kitchen from the recently replaced windows ('22). The kitchen includes beautiful white cabinetry, black stainless-steel appliances, quartz countertops, built-in wall oven, and stunning farmhouse sink (all '22). Main floor bathroom was upgraded with tub, tile, vanity and more in '24. Enjoy your luxurious primary bedroom, perfectly set up with it's own ensuite, walk-in closet (upgraded in '23) and walk-out to your private deck with hot tub. A separate entrance takes you to the fully finished basement, complete with a large recreation area, office and large basement bedroom with its own ensuite (completed in '22). A quiet, tree-lined and fully fenced yard is the perfect hide-away, complete with a beautiful wrap-around deck, quiet sitting area, fire pit and beautiful landscaping throughout. EV charging outlet on front drive and 200amp electrical panel upgrade completed in '21. The perfect low-maintenance home for empty nesters, retirees, or families!

61 WILLIAM ST N/A E, Caledon

Listing courtesy of Harvey Kalles Real Estate Ltd., Brokerage, Port Carling,.

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