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Welcome to this spacious and beautifully designed home offering over 3,500 sq. ft. of above-grade living space, plus a fully finished legal basement-perfect for extended family living or rental income. The main level features 4 generously sized bedrooms, each with its own private ensuite, providing exceptional comfort and privacy. Enjoy an elegant layout complete with a dedicated library/office, a cozy family room, and bright, open-concept kitchen, dining, and living areas-ideal for both entertaining and everyday living. The legal basement apartment adds tremendous value, offering 3 additional bedrooms, 2 full bathrooms, and a separate entrance-perfect for multigenerational living or generating rental income. Located in the highly sought-after Caledon East community, this home combines luxury and convenience, just minutes from top-rated schools, parks, shopping, and all essential amenities.

7 Beds ⋅ 7 Baths ⋅ W13565574 MLS

Welcome to this spacious and beautifully designed home offering over 3,500 sq. ft. of above-grade living space, plus a fully finished legal basement-perfect for extended family living or rental income. The main level features 4 generously sized bedrooms, each with its own private ensuite, providing exceptional comfort and privacy. Enjoy an elegant layout complete with a dedicated library/office, a cozy family room, and bright, open-concept kitchen, dining, and living areas-ideal for both entertaining and everyday living. The legal basement apartment adds tremendous value, offering 3 additional bedrooms, 2 full bathrooms, and a separate entrance-perfect for multigenerational living or generating rental income. Located in the highly sought-after Caledon East community, this home combines luxury and convenience, just minutes from top-rated schools, parks, shopping, and all essential amenities.

30 Albert Spencer Avenue, Caledon

Welcome to this stunning east-facing, fully detached home situated on a premium ravine lot! Featuring 5 spacious bedrooms, 4 bathrooms, and a premium elevation, this home offers luxury and functionality throughout. The grand open-to-above foyer, 9' ceilings, hardwood floors, and cozy gas fireplace create an elegant living space. The gourmet kitchen boasts quartz countertops, a centre island, stylish backsplash, and stainless-steel appliances. The primary bedroom features a walk-in closet and spa-inspired 6-piece ensuite. A legal builder's separate side entrance to the basement offers excellent future income potential. Additional highlights include California shutters, hardwood staircase with wrought iron pickets, second-floor laundry, central A/C, and a private backyard backing onto a ravine. An exceptional opportunity to own a beautifully upgraded home in a highly desirable location!

5 Beds ⋅ 4 Baths ⋅ W13551986 MLS

Welcome to this stunning east-facing, fully detached home situated on a premium ravine lot! Featuring 5 spacious bedrooms, 4 bathrooms, and a premium elevation, this home offers luxury and functionality throughout. The grand open-to-above foyer, 9' ceilings, hardwood floors, and cozy gas fireplace create an elegant living space. The gourmet kitchen boasts quartz countertops, a centre island, stylish backsplash, and stainless-steel appliances. The primary bedroom features a walk-in closet and spa-inspired 6-piece ensuite. A legal builder's separate side entrance to the basement offers excellent future income potential. Additional highlights include California shutters, hardwood staircase with wrought iron pickets, second-floor laundry, central A/C, and a private backyard backing onto a ravine. An exceptional opportunity to own a beautifully upgraded home in a highly desirable location!

50 Dundee Street, Caledon

Prime Location!!!! Welcome to this exceptional, extensively upgraded bungalow nestled on a spectacular 2.45-acre private estate in the heart of prestigious Rural Caledon. Surrounded by mature trees, a tranquil pond, and picturesque ravine views, this remarkable property offers the perfect balance of luxury, privacy, and versatility, all within easy reach of Caledon's amenities and major commuter routes. Thoughtfully renovated with over $300,000 in quality upgrades, the bright and inviting main level features a spacious living room highlighted by a large bay window, an electric fireplace, and abundant natural light. The formal dining room is enhanced with stylish pot lights, creating the perfect setting for family gatherings and entertaining. The beautifully updated kitchen is equipped with premium stainless steel KitchenAid appliances, porcelain flooring, ample cabinetry, and a sun-filled breakfast area overlooking the scenic grounds. The main floor offers 3 generously sized bedrooms, including a luxurious primary retreat complete with his-and-hers closets and a beautifully appointed 5-piece ensuite bath designed for comfort and relaxation.Adding incredible value and flexibility, the Fully finished walk-out basement apartment with its own separate entrance is ideal for multi-generational living or potential rental income. This self-contained lower level features a spacious great room, a second full kitchen, two beds, baths, and direct access to the backyard. Outside, enjoy the peace and serenity of country living with beautifully maintained grounds, mature trees, a private pond, ravine views, and endless outdoor space for recreation, gardening, or future possibilities. A newly paved asphalt driveway provides parking for 25+ vehicles, with additional parking available at the rear of the property-perfect for large families, contractors, transporters, recreational vehicles, or hosting gatherings. A must see property.

5 Beds ⋅ 4 Baths ⋅ W13550756 MLS

Prime Location!!!! Welcome to this exceptional, extensively upgraded bungalow nestled on a spectacular 2.45-acre private estate in the heart of prestigious Rural Caledon. Surrounded by mature trees, a tranquil pond, and picturesque ravine views, this remarkable property offers the perfect balance of luxury, privacy, and versatility, all within easy reach of Caledon's amenities and major commuter routes. Thoughtfully renovated with over $300,000 in quality upgrades, the bright and inviting main level features a spacious living room highlighted by a large bay window, an electric fireplace, and abundant natural light. The formal dining room is enhanced with stylish pot lights, creating the perfect setting for family gatherings and entertaining. The beautifully updated kitchen is equipped with premium stainless steel KitchenAid appliances, porcelain flooring, ample cabinetry, and a sun-filled breakfast area overlooking the scenic grounds. The main floor offers 3 generously sized bedrooms, including a luxurious primary retreat complete with his-and-hers closets and a beautifully appointed 5-piece ensuite bath designed for comfort and relaxation.Adding incredible value and flexibility, the Fully finished walk-out basement apartment with its own separate entrance is ideal for multi-generational living or potential rental income. This self-contained lower level features a spacious great room, a second full kitchen, two beds, baths, and direct access to the backyard. Outside, enjoy the peace and serenity of country living with beautifully maintained grounds, mature trees, a private pond, ravine views, and endless outdoor space for recreation, gardening, or future possibilities. A newly paved asphalt driveway provides parking for 25+ vehicles, with additional parking available at the rear of the property-perfect for large families, contractors, transporters, recreational vehicles, or hosting gatherings. A must see property.

15553 The Gore Road, Caledon

Welcome to this exceptional 5-bedroom detached home offering approx. 3,400 sq. ft. of elegant living space. Featuring a grand double-door entry, 9-ft ceilings, hardwood floors, and a beautiful oak staircase, this home blends style with comfort. The open-concept layout showcases spacious living, dining, and family areas filled with natural light, along with a modern eat-in kitchen perfect for entertaining. Boasting 2 primary bedrooms and ensuite access from every bedroom, plus 3 full baths on the upper level and main-floor laundry for added convenience. Enjoy ultimate privacy with no homes behind. The finished basement apartment includes 3 bedrooms, 2 bathrooms, separate laundry, and a private entrance-ideal for rental income or extended family. A rare offering in one of Caledon's most desirable communities.

5 Beds ⋅ 7 Baths ⋅ W12956478 MLS

Welcome to this exceptional 5-bedroom detached home offering approx. 3,400 sq. ft. of elegant living space. Featuring a grand double-door entry, 9-ft ceilings, hardwood floors, and a beautiful oak staircase, this home blends style with comfort. The open-concept layout showcases spacious living, dining, and family areas filled with natural light, along with a modern eat-in kitchen perfect for entertaining. Boasting 2 primary bedrooms and ensuite access from every bedroom, plus 3 full baths on the upper level and main-floor laundry for added convenience. Enjoy ultimate privacy with no homes behind. The finished basement apartment includes 3 bedrooms, 2 bathrooms, separate laundry, and a private entrance-ideal for rental income or extended family. A rare offering in one of Caledon's most desirable communities.

146 Newhouse Boulevard, Caledon

$1,448,888

Set on 5+ acres with an impressive 544 ft frontage, this private countryside estate offers rolling hills, a serene stream, open meadow, and sweeping views-just minutes from Bolton and Caledon East. A renovated bungalow with finished walk-out basement provides immediate comfort, or build your dream home using ready concept plans for a ~4,500 sq ft luxury residence. Equipped with a drilled well (approx. 2010), with town water and gas available, plus high-speed internet in the area. A new septic system supports up to a 4,000 sq ft home. Rarely does a property combine natural beauty, privacy, and build-ready potential so seamlessly-an exceptional opportunity to create a signature estate in one of Caledon's most prestigious rural settings.First photo is the front elevation CONCEPT.Some of the photos are staged virtually.

4 Beds ⋅ 2 Baths ⋅ W13058188 MLS

Set on 5+ acres with an impressive 544 ft frontage, this private countryside estate offers rolling hills, a serene stream, open meadow, and sweeping views-just minutes from Bolton and Caledon East. A renovated bungalow with finished walk-out basement provides immediate comfort, or build your dream home using ready concept plans for a ~4,500 sq ft luxury residence. Equipped with a drilled well (approx. 2010), with town water and gas available, plus high-speed internet in the area. A new septic system supports up to a 4,000 sq ft home. Rarely does a property combine natural beauty, privacy, and build-ready potential so seamlessly-an exceptional opportunity to create a signature estate in one of Caledon's most prestigious rural settings.First photo is the front elevation CONCEPT.Some of the photos are staged virtually.

7555 Old Church Road, Caledon

$1,448,000

Rare Opportunity in Caledon's Growing Urban Core! Discover the perfect blend of space, versatility, and future potential at 7770 Healey Road. Set on a sprawling 0.69-acre lot (150 x 200 ft) within Caledon's designated "New Community/Urban Area" (2025 Official Plan), this expansive 4 +1 bedroom, 3 bathroom raised bungalow offers 4,200 sq.ft.of finished living space. Perfectly positioned, you are just minutes from the convenient amenities of Bolton and located immediately north of the Planned Highway 413 Transportation Corridor. Key Features Include: 1) Dual-Living Versatility: With two full kitchens, two fireplaces, multiple bedrooms, and private entrances, this home is tailor-made for multi-generational living or as a possible income property. 2) Sun-Drenched Interiors: Spanning two levels, the home features oversized above-grade windows that bathe almost every room in natural light. 3) Thoughtful 2026 Upgrades: Freshly painted and boasting a newly renovated primary ensuite and a brand-new roof (2026), the home is move-in ready. Notable features include strip hardwood and ceramic flooring throughout, bright white kitchens, one with granite countertop, and an incredible basement level complete with a wet bar-perfect for hosting indoor gatherings. The heating system was also modernized to propane gas in 2019. 4) Outdoor Living: Start your mornings with coffee, watching the sunrise on the oversized covered front porch, or host memorable family gatherings in the expansive, picturesque backyard-an ideal canvas for outdoor events. 5) Unmatched Infrastructure: With an oversized double-car garage and parking for 10+ vehicles, this property is a dream for car enthusiasts, large families, or those who frequently host guests. 7770 Healey Road is more than just a beautiful and spacious home; it can also be a strategic investment in a rapidly burgeoning community. Schedule your private viewing today.

5 Beds ⋅ 3 Baths ⋅ W13231492 MLS

Rare Opportunity in Caledon's Growing Urban Core! Discover the perfect blend of space, versatility, and future potential at 7770 Healey Road. Set on a sprawling 0.69-acre lot (150 x 200 ft) within Caledon's designated "New Community/Urban Area" (2025 Official Plan), this expansive 4 +1 bedroom, 3 bathroom raised bungalow offers 4,200 sq.ft.of finished living space. Perfectly positioned, you are just minutes from the convenient amenities of Bolton and located immediately north of the Planned Highway 413 Transportation Corridor. Key Features Include: 1) Dual-Living Versatility: With two full kitchens, two fireplaces, multiple bedrooms, and private entrances, this home is tailor-made for multi-generational living or as a possible income property. 2) Sun-Drenched Interiors: Spanning two levels, the home features oversized above-grade windows that bathe almost every room in natural light. 3) Thoughtful 2026 Upgrades: Freshly painted and boasting a newly renovated primary ensuite and a brand-new roof (2026), the home is move-in ready. Notable features include strip hardwood and ceramic flooring throughout, bright white kitchens, one with granite countertop, and an incredible basement level complete with a wet bar-perfect for hosting indoor gatherings. The heating system was also modernized to propane gas in 2019. 4) Outdoor Living: Start your mornings with coffee, watching the sunrise on the oversized covered front porch, or host memorable family gatherings in the expansive, picturesque backyard-an ideal canvas for outdoor events. 5) Unmatched Infrastructure: With an oversized double-car garage and parking for 10+ vehicles, this property is a dream for car enthusiasts, large families, or those who frequently host guests. 7770 Healey Road is more than just a beautiful and spacious home; it can also be a strategic investment in a rapidly burgeoning community. Schedule your private viewing today.

7770 Healey Road, Caledon

$1,439,900

Gorgeous Greenpark Executive Legal Basement Home On Ravine Lot Without Sidewalk With Huge Driveway!! Grand Double Door Entrance Leads To Huge Foyer!! Chef's Delight Gourmet Dream Kitchen With Centre Island!! Huge Pantry!! Main Floor Has Executive Office/Den!! 9 Feet Ceilings!! Family Room With Fireplace Views Ravine!! Child Friendly Quite Street!! Has Two Master Bdrms! 6 Pc Ensuite And Huge Walk-In Closet In Master Bdrm! 2nd Master W/Ensuite Bath & W/I Closet.

7 Beds ⋅ 6 Baths ⋅ W13090710 MLS

Gorgeous Greenpark Executive Legal Basement Home On Ravine Lot Without Sidewalk With Huge Driveway!! Grand Double Door Entrance Leads To Huge Foyer!! Chef's Delight Gourmet Dream Kitchen With Centre Island!! Huge Pantry!! Main Floor Has Executive Office/Den!! 9 Feet Ceilings!! Family Room With Fireplace Views Ravine!! Child Friendly Quite Street!! Has Two Master Bdrms! 6 Pc Ensuite And Huge Walk-In Closet In Master Bdrm! 2nd Master W/Ensuite Bath & W/I Closet.

42 Brookwater Crescent, Caledon

$1,429,888

Nestled in the heart of Caledon, this breathtaking property boasts 3659 sq ft of living space with 4 spacious bedrooms with ample closet space and 2.5 bathrooms. Aprx 3700 Sq Ft!! Come & Check Out This 1 Year Old Fully Detached Luxurious & Newly Painted Home Boasts A Stunning Stone & Stucco Exterior And Situated On A 43Ft Wide Lot. Main Floor Features Separate Family Room, Combined Living & Dining Room. Huge Den On The Main Floor. Fully Upgraded Chef's Kitchen Is Equipped With 8/8 Appliances & Central Island. Crown Moulding & Harwood Floor Throughout The House. Second Floor Offers 5 Good Size Bedrooms . Master Bedroom With 5 Pc Ensuite Bath & Walk-in Closet. Separate Entrance To Unfinished Basement.

5 Beds ⋅ 3 Baths ⋅ W13216110 MLS

Nestled in the heart of Caledon, this breathtaking property boasts 3659 sq ft of living space with 4 spacious bedrooms with ample closet space and 2.5 bathrooms. Aprx 3700 Sq Ft!! Come & Check Out This 1 Year Old Fully Detached Luxurious & Newly Painted Home Boasts A Stunning Stone & Stucco Exterior And Situated On A 43Ft Wide Lot. Main Floor Features Separate Family Room, Combined Living & Dining Room. Huge Den On The Main Floor. Fully Upgraded Chef's Kitchen Is Equipped With 8/8 Appliances & Central Island. Crown Moulding & Harwood Floor Throughout The House. Second Floor Offers 5 Good Size Bedrooms . Master Bedroom With 5 Pc Ensuite Bath & Walk-in Closet. Separate Entrance To Unfinished Basement.

85 James Walker Avenue, Caledon

$1,424,900

Welcome to Valleywood, one of Caledon's most sought-after communities, ideally located just off Highway 410 and minutes from shopping, parks, and top-rated schools including the coveted Mayfield Secondary School. This elegant family home delivers more than 3,300 sq. ft. plus a beautifully finished basement - perfect for growing or multi-generational families. Step through the grand double-door entry into a bright and inviting main floor designed for both comfort and connection. The combined living and dining rooms offer a seamless space for entertaining, while the updated kitchen boasts a large centre island, custom cabinetry, stainless steel appliances, and Jenn Air induction cooktop, perfect for family gatherings and everyday meals. The spacious family room with its cozy gas fireplace provides the ideal setting for relaxing evenings together. A main-floor den adds valuable versatility and can be used as a home office, study, or even a guest bedroom. Upstairs, you'll find four generous bedrooms and three fully-renovated bathrooms; each bedroom with direct access to a bathroom. Two bedrooms feature their own private ensuites. Solid oak hardwood flooring runs throughout the main and upper levels, adding warmth and timeless elegance. The finished basement expands the living space even further, with a newer full kitchen, large recreation and living areas, a bedroom, and a three-piece bathroom. It offers endless possibilities for an in-law suite, nanny quarters, or potentially legalizing it for rental opportunities with its existing separate entrance via the laundry room. Outside, enjoy a quiet, landscaped backyard with inground sprinklers and a large patio perfect for Summer barbecues and family fun. A double car garage and room for three cars in the driveway complete this impressive property.

5 Beds ⋅ 5 Baths ⋅ W12944088 MLS

Welcome to Valleywood, one of Caledon's most sought-after communities, ideally located just off Highway 410 and minutes from shopping, parks, and top-rated schools including the coveted Mayfield Secondary School. This elegant family home delivers more than 3,300 sq. ft. plus a beautifully finished basement - perfect for growing or multi-generational families. Step through the grand double-door entry into a bright and inviting main floor designed for both comfort and connection. The combined living and dining rooms offer a seamless space for entertaining, while the updated kitchen boasts a large centre island, custom cabinetry, stainless steel appliances, and Jenn Air induction cooktop, perfect for family gatherings and everyday meals. The spacious family room with its cozy gas fireplace provides the ideal setting for relaxing evenings together. A main-floor den adds valuable versatility and can be used as a home office, study, or even a guest bedroom. Upstairs, you'll find four generous bedrooms and three fully-renovated bathrooms; each bedroom with direct access to a bathroom. Two bedrooms feature their own private ensuites. Solid oak hardwood flooring runs throughout the main and upper levels, adding warmth and timeless elegance. The finished basement expands the living space even further, with a newer full kitchen, large recreation and living areas, a bedroom, and a three-piece bathroom. It offers endless possibilities for an in-law suite, nanny quarters, or potentially legalizing it for rental opportunities with its existing separate entrance via the laundry room. Outside, enjoy a quiet, landscaped backyard with inground sprinklers and a large patio perfect for Summer barbecues and family fun. A double car garage and room for three cars in the driveway complete this impressive property.

124 Royal Valley Drive, Caledon

$1,399,999

Situated on a premium corner lot along a quiet and highly sought-after street, this exceptional residence offers the perfect blend of space, comfort, and style. Featuring 4+1 bedrooms and 4 bathrooms, the home provides approximately 2,974 sq. ft. above grade, plus an additional 1,487 sq. ft. of beautifully finished basement space. Designed with a bright and functional open-concept layout, the home showcases generously sized principal rooms, a spacious kitchen with an oversized breakfast area, and separate living and dining rooms ideal for both everyday living and entertaining. The professionally finished basement includes its own kitchen, bedroom, and private entrance, offering excellent flexibility for extended family or potential income opportunities. The exterior is beautifully landscaped with extensive upgrades completed throughout the years. Located in a welcoming family-oriented neighbourhood, this home is just minutes from major commuter routes, parks, shopping, schools, and scenic walking trails. Recent updates include shingles (2022), backyard landscaping (2020), furnace (2021), and basement renovations (2014-2015). A remarkable opportunity you won't want to miss!

5 Beds ⋅ 4 Baths ⋅ W13500958 MLS

Situated on a premium corner lot along a quiet and highly sought-after street, this exceptional residence offers the perfect blend of space, comfort, and style. Featuring 4+1 bedrooms and 4 bathrooms, the home provides approximately 2,974 sq. ft. above grade, plus an additional 1,487 sq. ft. of beautifully finished basement space. Designed with a bright and functional open-concept layout, the home showcases generously sized principal rooms, a spacious kitchen with an oversized breakfast area, and separate living and dining rooms ideal for both everyday living and entertaining. The professionally finished basement includes its own kitchen, bedroom, and private entrance, offering excellent flexibility for extended family or potential income opportunities. The exterior is beautifully landscaped with extensive upgrades completed throughout the years. Located in a welcoming family-oriented neighbourhood, this home is just minutes from major commuter routes, parks, shopping, schools, and scenic walking trails. Recent updates include shingles (2022), backyard landscaping (2020), furnace (2021), and basement renovations (2014-2015). A remarkable opportunity you won't want to miss!

37 Christensen Avenue, Caledon

$1,399,995

OPEN HOUSE - SUNDAY JULY 26TH 2PM TO 4PM * The perfect home for summer, this executive residence is ideally located in the heart of Caledon East. Offering four spacious bedrooms and three bathrooms, the home welcomes you with a large foyer and an impressive double staircase, reflecting the care and thoughtful updates it has received over time. Hardwood flooring extends throughout most principal rooms, while the kitchen features stainless steel appliances and a generous breakfast area with a walkout to the pool. The kitchen overlooks the sunken family room, which offers an additional walkout and creates a comfortable, connected living space. The backyard is a beautifully designed private oasis, complete with a stunning 20x40 saltwater pool with two stairways, a separate change house with a two-piece bathroom, and an outdoor shower. Expansive stone patios and walkways include integrated conversation areas, complemented by a fully equipped cabana/bar with hot and cold running water and granite countertops. Recent pool updates include a brand-new liner in 2026, a new high-output Natural Gas heater in 2024, and a new pump motor in 2024. Additional exterior highlights include extensive new fencing completed last year and a full underground sprinkler system. The unfinished basement offers exceptional potential, featuring 1200+ sqft with high ceilings and a completely separate entrance from the garage.

4 Beds ⋅ 4 Baths ⋅ W13478224 MLS

OPEN HOUSE - SUNDAY JULY 26TH 2PM TO 4PM * The perfect home for summer, this executive residence is ideally located in the heart of Caledon East. Offering four spacious bedrooms and three bathrooms, the home welcomes you with a large foyer and an impressive double staircase, reflecting the care and thoughtful updates it has received over time. Hardwood flooring extends throughout most principal rooms, while the kitchen features stainless steel appliances and a generous breakfast area with a walkout to the pool. The kitchen overlooks the sunken family room, which offers an additional walkout and creates a comfortable, connected living space. The backyard is a beautifully designed private oasis, complete with a stunning 20x40 saltwater pool with two stairways, a separate change house with a two-piece bathroom, and an outdoor shower. Expansive stone patios and walkways include integrated conversation areas, complemented by a fully equipped cabana/bar with hot and cold running water and granite countertops. Recent pool updates include a brand-new liner in 2026, a new high-output Natural Gas heater in 2024, and a new pump motor in 2024. Additional exterior highlights include extensive new fencing completed last year and a full underground sprinkler system. The unfinished basement offers exceptional potential, featuring 1200+ sqft with high ceilings and a completely separate entrance from the garage.

13 Mckee Drive, Caledon

Welcome to 3156 Escarpment Side Road! This stunning country estate is tucked away just off the 17th hole of the world-renowned Pulpit Golf Club. This distinct brick home offers peaceful country living surrounded by mature forest with panoramic views of the city skyline and the Niagara Escarpment. Walking distance to The Devil's Pulpit Club and less than 4 minutes from The Devil's Paintbrush Golf Course-both top 20 golf courses in Canada! This spacious property offers plenty of privacy while being minutes from all that Caledon has to offer: Caledon Ski Club, local cafés, breweries, conservation areas, and so much more! Commuters will appreciate convenient access to major highways and being approximately 30 minutes from Toronto Pearson International Airport. A rare opportunity to call one of Caledon's most beloved locations home! Enjoy the convenience of an oversized detached garage with a loft above! Rich architectural elements take centre stage, anchored by a floor-to-ceiling stone wall framing a dramatic curved wood staircase. Sunlit main and upper living areas feature broad oak-toned hardwood flooring, cozy wood-burning stove features, and expansive bay windows that capture serene views of the surrounding natural landscape. Extremely functional layout with endless potential! Don't miss out on this one!

3 Beds ⋅ 3 Baths ⋅ W13622106 MLS

Welcome to 3156 Escarpment Side Road! This stunning country estate is tucked away just off the 17th hole of the world-renowned Pulpit Golf Club. This distinct brick home offers peaceful country living surrounded by mature forest with panoramic views of the city skyline and the Niagara Escarpment. Walking distance to The Devil's Pulpit Club and less than 4 minutes from The Devil's Paintbrush Golf Course-both top 20 golf courses in Canada! This spacious property offers plenty of privacy while being minutes from all that Caledon has to offer: Caledon Ski Club, local cafés, breweries, conservation areas, and so much more! Commuters will appreciate convenient access to major highways and being approximately 30 minutes from Toronto Pearson International Airport. A rare opportunity to call one of Caledon's most beloved locations home! Enjoy the convenience of an oversized detached garage with a loft above! Rich architectural elements take centre stage, anchored by a floor-to-ceiling stone wall framing a dramatic curved wood staircase. Sunlit main and upper living areas feature broad oak-toned hardwood flooring, cozy wood-burning stove features, and expansive bay windows that capture serene views of the surrounding natural landscape. Extremely functional layout with endless potential! Don't miss out on this one!

3156 Escarpment Side Road, Caledon

Welcome to this spacious Ironstone model, ideally located in the desirable Pathways community. This beautifully appointed home features dark hardwood flooring throughout and an inviting, functional layout. The chef-inspired kitchen offers Corian countertops, an oversized island, and professional-grade appliances. The main floor is complete with a porcelain-tiled foyer. The second floor offers four spacious bedrooms, including a primary suite with a 5-piece ensuite and walk-in closet. Complete with a fully finished basement featuring an additional bedroom, recreation space, and full bath. This home shows beautifully and is completely move-in ready!

9 Beds ⋅ 4 Baths ⋅ W13627786 MLS

Welcome to this spacious Ironstone model, ideally located in the desirable Pathways community. This beautifully appointed home features dark hardwood flooring throughout and an inviting, functional layout. The chef-inspired kitchen offers Corian countertops, an oversized island, and professional-grade appliances. The main floor is complete with a porcelain-tiled foyer. The second floor offers four spacious bedrooms, including a primary suite with a 5-piece ensuite and walk-in closet. Complete with a fully finished basement featuring an additional bedroom, recreation space, and full bath. This home shows beautifully and is completely move-in ready!

23 Boyces Creek Court, Caledon

Pride of ownership shines throughout this updated, custom-built Grand Brook home offering ~2,400 sq.ft. above grade. Situated on a premium, landscaped oversized pie-shaped lot with an impressive 100-ft frontage, this property features a extra wide driveway with 7 car parking space. Over $100k has been invested in a spectacular private backyard oasis with professional landscaping; a swimming pool ;a custom cabana complete with a TV & wet bar; a large retractable awning-perfect for outdoor entertaining/family gatherings. The interior is recently renovated with quality and tasteful upgrades. The chef's kitchen features quartz countertops, solid hardwood cabinetry, a designer pantry, porcelain flooring, and a spacious eat-in area overlooking the pool through new patio doors. The adjoining family room overlooks the kitchen and offers a cozy fireplace, hardwood flooring, automated power blinds, and an inviting atmosphere. The impressive 17-ft grand foyer welcomes guests with a grand, wainscoted wall staircase, stunning light fixture, extensive pot lighting, and an oversized front hall guest closet. The combined living/dining room features a beautiful new double door entry and gleaming new hardwood floors. The main floor features an upgraded 2-piece powder room and a laundry room with a window, closet, and convenient access to a heated oversized double garage. California shutters throughout add elegance and privacy. The second floor offers 4 generously sized bedrooms with large closets and parquet flooring. The spacious primary bedroom features a walk-in closet and a luxurious, fully updated ensuite complete with a soaker tub and heated floors. The finished basement provides exceptional versatility and can serve as an in-law suite, featuring a full kitchen, full bathroom, 2 additional rooms, and a cantina. This meticulously maintained home combines exceptional craftsmanship, quality upgrades, and outstanding indoor/outdoor living in a highly sought-after neighbourhood.

6 Beds ⋅ 4 Baths ⋅ W13570778 MLS

Pride of ownership shines throughout this updated, custom-built Grand Brook home offering ~2,400 sq.ft. above grade. Situated on a premium, landscaped oversized pie-shaped lot with an impressive 100-ft frontage, this property features a extra wide driveway with 7 car parking space. Over $100k has been invested in a spectacular private backyard oasis with professional landscaping; a swimming pool ;a custom cabana complete with a TV & wet bar; a large retractable awning-perfect for outdoor entertaining/family gatherings. The interior is recently renovated with quality and tasteful upgrades. The chef's kitchen features quartz countertops, solid hardwood cabinetry, a designer pantry, porcelain flooring, and a spacious eat-in area overlooking the pool through new patio doors. The adjoining family room overlooks the kitchen and offers a cozy fireplace, hardwood flooring, automated power blinds, and an inviting atmosphere. The impressive 17-ft grand foyer welcomes guests with a grand, wainscoted wall staircase, stunning light fixture, extensive pot lighting, and an oversized front hall guest closet. The combined living/dining room features a beautiful new double door entry and gleaming new hardwood floors. The main floor features an upgraded 2-piece powder room and a laundry room with a window, closet, and convenient access to a heated oversized double garage. California shutters throughout add elegance and privacy. The second floor offers 4 generously sized bedrooms with large closets and parquet flooring. The spacious primary bedroom features a walk-in closet and a luxurious, fully updated ensuite complete with a soaker tub and heated floors. The finished basement provides exceptional versatility and can serve as an in-law suite, featuring a full kitchen, full bathroom, 2 additional rooms, and a cantina. This meticulously maintained home combines exceptional craftsmanship, quality upgrades, and outstanding indoor/outdoor living in a highly sought-after neighbourhood.

22 Ashbury Crescent, Caledon

Welcome to this beautifully maintained family home nestled in the heart of charming Caledon East - a tranquil yet vibrant community that perfectly blends rural charm with modern convenience. Finished top to bottom, this spacious home offers a thoughtfully designed layout featuring 4 bedrooms and 3.5 bathrooms, ideal for comfortable family living and effortless entertaining. The inviting main floor showcases a warm family room with cozy fireplace, formal dining room, bright living room with gleaming hardwood floors, and a stunning four-season sunroom addition (2023) complete with heated floors overlooking the private backyard oasis. The fully finished lower level provides outstanding flexibility with a large recreation room featuring a fireplace, updated wainscotting, new carpet and fresh paint (2026), a 3-piece bathroom (2024), and a walkout to a covered patio area. The beautifully landscaped backyard offers mature trees, exceptional privacy, and a spacious new deck (2024) - the perfect place to relax, entertain, and enjoy the peaceful surroundings. This meticulously cared-for home also features numerous updates including: New dishwasher (2026), New washer & dryer (2023), New fridge (2022), Front windows replaced (2019), Front walkway & railing (2019), Shingles replaced (2016). Extras: Generac generator & Irrigation system. Just steps from the Caledon East Community Complex, scenic trail systems, cafés, bakeries, golf courses, and conservation areas, this is countryside living without compromise. A rare offering in one of Caledon East's most sought-after communities - this exceptional property truly must be experienced to be appreciated.

4 Beds ⋅ 4 Baths ⋅ W13163524 MLS

Welcome to this beautifully maintained family home nestled in the heart of charming Caledon East - a tranquil yet vibrant community that perfectly blends rural charm with modern convenience. Finished top to bottom, this spacious home offers a thoughtfully designed layout featuring 4 bedrooms and 3.5 bathrooms, ideal for comfortable family living and effortless entertaining. The inviting main floor showcases a warm family room with cozy fireplace, formal dining room, bright living room with gleaming hardwood floors, and a stunning four-season sunroom addition (2023) complete with heated floors overlooking the private backyard oasis. The fully finished lower level provides outstanding flexibility with a large recreation room featuring a fireplace, updated wainscotting, new carpet and fresh paint (2026), a 3-piece bathroom (2024), and a walkout to a covered patio area. The beautifully landscaped backyard offers mature trees, exceptional privacy, and a spacious new deck (2024) - the perfect place to relax, entertain, and enjoy the peaceful surroundings. This meticulously cared-for home also features numerous updates including: New dishwasher (2026), New washer & dryer (2023), New fridge (2022), Front windows replaced (2019), Front walkway & railing (2019), Shingles replaced (2016). Extras: Generac generator & Irrigation system. Just steps from the Caledon East Community Complex, scenic trail systems, cafés, bakeries, golf courses, and conservation areas, this is countryside living without compromise. A rare offering in one of Caledon East's most sought-after communities - this exceptional property truly must be experienced to be appreciated.

41 Marilyn Street, Caledon

Discover a rare blend of historic character and modern luxury with this enchanting home, tucked away on a serene street in the heart of Bolton and backing onto the Humber River. Originally built circa 1886, this residence has been thoughtfully updated to meet the demands of contemporary living while preserving its timeless soul. The interior boasts a modern kitchen complete with a large centre island hosting a gas range, granite counters & an open dining area-perfect for hosting family and friends. The main floor living room surrounds a beautiful gas fireplace with classic hardwood floors and piano nook. The rear family room offers a quiet space for family game night, media options and a walkout to the rear patio overlooking the River. There is also the convenience of a main floor laundry room. Upstairs you will love the Primary bedroom that serves as your private sanctuary offering a 3 piece ensuite bath with heated tile floor, walk-in closet and walk-out to a balcony with great view of the River. Three more spacious bedrooms complete the 2nd floor with an updated main bathroom boasting beautiful tile and glass details. The basement level offers a large exercise or games room and separate utility/storage room for off season items and access to additional crawlspace storage. This beautiful home is set on an expansive, park-like lot - a nature lover's dream, featuring lush gardens, outdoor shower and towering mature trees that provide ultimate privacy. Whether you are sipping morning coffee overlooking the water or enjoying the peaceful seclusion of your oversized yard, this property offers a unique opportunity to own a piece of history in a premium riverside setting. Lots of parking including the carport, driveway surface parking and additional gravel lane/pad on west side of house. Easy walk to shops, cafes and restaurants and a short commute to Pearson Airport or major connecting highways.

4 Beds ⋅ 3 Baths ⋅ W13110416 MLS

Discover a rare blend of historic character and modern luxury with this enchanting home, tucked away on a serene street in the heart of Bolton and backing onto the Humber River. Originally built circa 1886, this residence has been thoughtfully updated to meet the demands of contemporary living while preserving its timeless soul. The interior boasts a modern kitchen complete with a large centre island hosting a gas range, granite counters & an open dining area-perfect for hosting family and friends. The main floor living room surrounds a beautiful gas fireplace with classic hardwood floors and piano nook. The rear family room offers a quiet space for family game night, media options and a walkout to the rear patio overlooking the River. There is also the convenience of a main floor laundry room. Upstairs you will love the Primary bedroom that serves as your private sanctuary offering a 3 piece ensuite bath with heated tile floor, walk-in closet and walk-out to a balcony with great view of the River. Three more spacious bedrooms complete the 2nd floor with an updated main bathroom boasting beautiful tile and glass details. The basement level offers a large exercise or games room and separate utility/storage room for off season items and access to additional crawlspace storage. This beautiful home is set on an expansive, park-like lot - a nature lover's dream, featuring lush gardens, outdoor shower and towering mature trees that provide ultimate privacy. Whether you are sipping morning coffee overlooking the water or enjoying the peaceful seclusion of your oversized yard, this property offers a unique opportunity to own a piece of history in a premium riverside setting. Lots of parking including the carport, driveway surface parking and additional gravel lane/pad on west side of house. Easy walk to shops, cafes and restaurants and a short commute to Pearson Airport or major connecting highways.

145 Albert Street, Caledon

Welcome To 25 McCandless Court, A Stunning 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.

4 Beds ⋅ 4 Baths ⋅ W13632512 MLS

Welcome To 25 McCandless Court, A Stunning 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

Amazing Opportunity in Prime Caledon! Escape to nearly 6 acres at the highly sought-after corner of Airport Road and Beech Grove Sideroad. Nestled in one of Caledon's most desirable locations, this exceptional property offers complete privacy while remaining just minutes from shopping, amenities, and scenic trails. The main floor showcases a bright, sun-filled open-concept design, recently renovated with a modern kitchen, new flooring, and stylish pot lights throughout. Enjoy seamless indoor-outdoor living with a walkout from the dining area to a spacious deck, or relax on the private balcony off the primary bedroom while taking in the beautiful surroundings. The expansive primary suite features two walk-in closets, a walkout to the deck, and a luxurious 4-piece ensuite. The fully finished walkout basement is a true showstopper, offering incredible living space and endless possibilities. A rare and valuable bonus: the property currently generates substantial monthly income, making it an outstanding investment opportunity. Whether you're looking for a private family retreat, an income-producing property, or both, this remarkable estate is a must-see. Don't Miss This Incredible Opportunity!

3 Beds ⋅ 3 Baths ⋅ W13485630 MLS

Amazing Opportunity in Prime Caledon! Escape to nearly 6 acres at the highly sought-after corner of Airport Road and Beech Grove Sideroad. Nestled in one of Caledon's most desirable locations, this exceptional property offers complete privacy while remaining just minutes from shopping, amenities, and scenic trails. The main floor showcases a bright, sun-filled open-concept design, recently renovated with a modern kitchen, new flooring, and stylish pot lights throughout. Enjoy seamless indoor-outdoor living with a walkout from the dining area to a spacious deck, or relax on the private balcony off the primary bedroom while taking in the beautiful surroundings. The expansive primary suite features two walk-in closets, a walkout to the deck, and a luxurious 4-piece ensuite. The fully finished walkout basement is a true showstopper, offering incredible living space and endless possibilities. A rare and valuable bonus: the property currently generates substantial monthly income, making it an outstanding investment opportunity. Whether you're looking for a private family retreat, an income-producing property, or both, this remarkable estate is a must-see. Don't Miss This Incredible Opportunity!

5812 Beech Grove Side Road, Caledon

Build Your Dream in the Caledon Hills. Discover the perfect blend of privacy, nature, and convenience on this picturesque 5-acre property nestled in the rolling hills of Caledon. Featuring scenic Caledon Creek flowing through the land, this unique offering provides an exceptional opportunity to build your dream home or create the ultimate country retreat. The property previously supported a residence and includes valuable existing infrastructure, including a long private driveway, well, and partial septic system. A 53' x 12' trailer currently on-site is equipped with hydro, water, and a holding tank, making it suitable for year-round use while you plan your future build or enjoy weekend escapes from the city. Surrounded by nature yet conveniently located just minutes from Orangeville and Caledon East for shopping, dining, and everyday amenities, this property offers the tranquility of country living without sacrificing accessibility. With downtown Toronto approximately one hour away, you can enjoy the best of both worlds-peaceful rural surroundings and an easy commute to the city. Whether you're envisioning a custom estate home, a recreational getaway, or a private sanctuary in the countryside, this rare Caledon property is ready to bring your vision to life.

W13441268 MLS

Build Your Dream in the Caledon Hills. Discover the perfect blend of privacy, nature, and convenience on this picturesque 5-acre property nestled in the rolling hills of Caledon. Featuring scenic Caledon Creek flowing through the land, this unique offering provides an exceptional opportunity to build your dream home or create the ultimate country retreat. The property previously supported a residence and includes valuable existing infrastructure, including a long private driveway, well, and partial septic system. A 53' x 12' trailer currently on-site is equipped with hydro, water, and a holding tank, making it suitable for year-round use while you plan your future build or enjoy weekend escapes from the city. Surrounded by nature yet conveniently located just minutes from Orangeville and Caledon East for shopping, dining, and everyday amenities, this property offers the tranquility of country living without sacrificing accessibility. With downtown Toronto approximately one hour away, you can enjoy the best of both worlds-peaceful rural surroundings and an easy commute to the city. Whether you're envisioning a custom estate home, a recreational getaway, or a private sanctuary in the countryside, this rare Caledon property is ready to bring your vision to life.

18023 Horseshoe Hill Road, Caledon