Caledon Real Estate Search

Caledon Properties between $2,000,000 and $3,000,000 for Sale

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Newest Caledon Properties between $2,000,000 and $3,000,000 for Sale

$2,199,900
4 Beds 3 Baths W13215176 MLS® #
Luxury Meets Nature A Private 29.5-Acre Retreat in Terra Cotta. Experience the perfect fusion of countryside tranquility and modern luxury in this stunning 4-bed, 3-bath estate perched atop one of Terra Cottas most desirable elevations. Situated on 29.5 acres of pristine land in the Niagara Escarpment this one-of-a-kind property offers direct access to the Bruce Trail, Credit Valley River, endless opportunities for hiking, fishing, cross-country skiing, and pond skating. Home Features: Chefs Kitchen Dream: Outfitted with a built-in Dacor double oven, Thermador induction cooktop, B/I dishwasher, wine fridge (75 bottles), fridge, upright freezer, and an instant hot water under-sink dispenser system all grounded by heated bamboo and porcelain flooring. Interior Comforts: 1 wood-burning F/P, formal dining room, sun-filled sunroom with W/O to a sunken hot tub, and a spacious games room . 2 Murphy beds. Premium Utility Systems: Reverse osmosis water filtration, water softener, two sump pumps, owned HWT, C/Vac, C/air, Generac backup generator (wired directly to the home), and a 2000-gallon cistern ensuring year-round reliability. More Highlights: 3 outdoor sheds, new aluminum roof, new energy-eff windows, and modern ELF throughout. Outdoor Experience: Enjoy ultimate privacy with a b/yard waterfall and pond, framed by mature maple trees and rolling woodland. Step onto one of the many walk-outs and immerse yourself in a peaceful setting perfect for morning coffees, family gatherings, or quiet evenings under the stars. Located in the heart of Terra Cotta. This estate offers rare access to natural beauty while remaining within a short drive of city conveniences. This is more than a lifestyle investment. Sch your private showing today and experience the serenity, space and elegance only Terra Cotta can offer. Equipped with Starlink satellite internet (id:5764)

14728 Heritage Road, Caledon

Listing courtesy of RE/MAX HALLMARK REALTY LTD..

$2,199,900
4 Beds 3 Baths W13215176 MLS® #
Luxury Meets Nature A Private 29.5-Acre Retreat in Terra Cotta. Experience the perfect fusion of countryside tranquility and modern luxury in this stunning 4-bed, 3-bath estate perched atop one of Terra Cottas most desirable elevations. Situated on 29.5 acres of pristine land in the Niagara Escarpment this one-of-a-kind property offers direct access to the Bruce Trail, Credit Valley River, endless opportunities for hiking, fishing, cross-country skiing, and pond skating. Home Features: Chefs Kitchen Dream: Outfitted with a built-in Dacor double oven, Thermador induction cooktop, B/I dishwasher, wine fridge (75 bottles), fridge, upright freezer, and an instant hot water under-sink dispenser system all grounded by heated bamboo and porcelain flooring. Interior Comforts: 1 wood-burning F/P, formal dining room, sun-filled sunroom with W/O to a sunken hot tub, and a spacious games room . 2 Murphy beds. Premium Utility Systems: Reverse osmosis water filtration, water softener, two sump pumps, owned HWT, C/Vac, C/air, Generac backup generator (wired directly to the home), and a 2000-gallon cistern ensuring year-round reliability. More Highlights: 3 outdoor sheds, new aluminum roof, new energy-eff windows, and modern ELF throughout. Outdoor Experience: Enjoy ultimate privacy with a b/yard waterfall and pond, framed by mature maple trees and rolling woodland. Step onto one of the many walk-outs and immerse yourself in a peaceful setting perfect for morning coffees, family gatherings, or quiet evenings under the stars. Located in the heart of Terra Cotta. This estate offers rare access to natural beauty while remaining within a short drive of city conveniences. This is more than a lifestyle investment. Sch your private showing today and experience the serenity, space and elegance only Terra Cotta can offer. Equipped with Starlink satellite internet

14728 Heritage Road, Caledon

Listing courtesy of RE/MAX HALLMARK REALTY LTD..

$2,199,999
3 Beds 3 Baths W13142918 MLS® #
Tucked into the rolling hills of Caledon and surrounded by mature trees, 22 Southridge Trail feels less like a home and more like an escape from the pace of everyday life. Set on over 10 acres in the sought-after Forks of the Credit area, this custom bungalow offers privacy, nature, and timeless design in one unforgettable setting. Inside, dramatic vaulted wood ceilings and oversized windows frame peaceful forest views while bringing warmth and character to the entire home. The great room is the showpiece, anchored by a stunning floor-to-ceiling stone fireplace and filled with natural light that shifts beautifully throughout the day. Every room feels connected to the landscape outside. The kitchen and living spaces flow effortlessly toward an expansive deck overlooking the trees, creating the perfect place for morning coffee, evening wine, or quiet weekends surrounded by nature. Here, the soundtrack is wind through the leaves and the occasional crackle from the fireplace. With over 3,100 sq ft above grade, the home offers 3 bedrooms, 3 bathrooms, and a spacious main-floor primary suite designed for comfort and easy everyday living. The unfinished lower level provides endless potential for future living space, a workshop, studio, or customized retreat tailored to your lifestyle. A new Generac generator adds valuable peace of mind, ensuring comfort and reliability year-round. Outside, the beautifully landscaped grounds blend seamlessly into the surrounding countryside, offering a true estate feel just minutes from Belfountain, the Caledon Ski Club, the Caledon Mountain Trout Club, golfing, hiking trails, and the Forks of the Credit. This is the kind of home people leave the city for. Quiet luxury, breathtaking surroundings, and room to finally breathe. (id:5764)

22 Southridge Trail, Caledon

Listing courtesy of RE/MAX ESCARPMENT REALTY INC..

$2,199,999
3 Beds 3 Baths W13142918 MLS® #
Tucked into the rolling hills of Caledon and surrounded by mature trees, 22 Southridge Trail feels less like a home and more like an escape from the pace of everyday life. Set on over 10 acres in the sought-after Forks of the Credit area, this custom bungalow offers privacy, nature, and timeless design in one unforgettable setting. Inside, dramatic vaulted wood ceilings and oversized windows frame peaceful forest views while bringing warmth and character to the entire home. The great room is the showpiece, anchored by a stunning floor-to-ceiling stone fireplace and filled with natural light that shifts beautifully throughout the day. Every room feels connected to the landscape outside. The kitchen and living spaces flow effortlessly toward an expansive deck overlooking the trees, creating the perfect place for morning coffee, evening wine, or quiet weekends surrounded by nature. Here, the soundtrack is wind through the leaves and the occasional crackle from the fireplace. With over 3,100 sq ft above grade, the home offers 3 bedrooms, 3 bathrooms, and a spacious main-floor primary suite designed for comfort and easy everyday living. The unfinished lower level provides endless potential for future living space, a workshop, studio, or customized retreat tailored to your lifestyle. A new Generac generator adds valuable peace of mind, ensuring comfort and reliability year-round. Outside, the beautifully landscaped grounds blend seamlessly into the surrounding countryside, offering a true estate feel just minutes from Belfountain, the Caledon Ski Club, the Caledon Mountain Trout Club, golfing, hiking trails, and the Forks of the Credit. This is the kind of home people leave the city for. Quiet luxury, breathtaking surroundings, and room to finally breathe.

22 Southridge Trail, Caledon

Listing courtesy of RE/MAX ESCARPMENT REALTY INC..

$2,599,000
6 Beds 5 Baths W13114550 MLS® #
Beautiful Bungalow with amazing views! A rare find, this custom built home in the sought-after Cheltenham community offers 3200sq ft upstairs and another 2690 sq ft downstairs, has soaring ceilings and windows in the sunken living room and master suite, hardwood floors, very large spacious rooms, a huge exercise room and tons of storage. There are 4 bedrooms upstairs with 2 full baths and 1 powder room. The custom kitchen has granite counters with tons of cabinets for storage, 2 sinks and spectacular views of both the front and back.The finished lower level offers separate access to an apartment with 2 large bedrooms, 1.5 baths, including it's own laundry and walk out to private patio, perfect for in-laws or rental income. The exercise room has separate access from the Main and Lower level. A standout feature is the expansive upper-level deck spanning nearly the entire width of the home, offering stunning views of the backyard. Accessible from the kitchen or the master suite, it's the perfect spot to enjoy your morning coffee or unwind while taking in the peaceful, natural surroundings. The property boasts 1.1 acres of lush grounds, with a 3-car garage plus an additional backyard workshop ideal for toys, landscape equipment & hobbies as well as a separate garden shed. Lush perennial flower gardens surround the house and an established vegetable garden is ready for your green thumb. A fully fenced pool completes this property on a quiet road with limited traffic. Just minutes from Brampton, the Pulpit Golf Club, Caledon Ski Club, and walking distance to the General Store, Credit River and Caledon Trail way. Surrounded by farm fields with a gorgeous view of the Escarpment, this property is perfect for those seeking tranquillity with the convenience of city life just a short drive away. Pearson Airport is a quick 30-minute drive. Station Road is scheduled to be surfaced in the next 30 days. Some furnishings available for sale. (id:5764)

1749 Station Road, Caledon

Listing courtesy of TAILOR MADE REAL ESTATE INC..

$2,599,000
6 Beds 5 Baths W13114550 MLS® #
Beautiful Bungalow with amazing views! A rare find, this custom built home in the sought-after Cheltenham community offers 3200sq ft upstairs and another 2690 sq ft downstairs, has soaring ceilings and windows in the sunken living room and master suite, hardwood floors, very large spacious rooms, a huge exercise room and tons of storage. There are 4 bedrooms upstairs with 2 full baths and 1 powder room. The custom kitchen has granite counters with tons of cabinets for storage, 2 sinks and spectacular views of both the front and back.The finished lower level offers separate access to an apartment with 2 large bedrooms, 1.5 baths, including it's own laundry and walk out to private patio, perfect for in-laws or rental income. The exercise room has separate access from the Main and Lower level. A standout feature is the expansive upper-level deck spanning nearly the entire width of the home, offering stunning views of the backyard. Accessible from the kitchen or the master suite, it's the perfect spot to enjoy your morning coffee or unwind while taking in the peaceful, natural surroundings. The property boasts 1.1 acres of lush grounds, with a 3-car garage plus an additional backyard workshop ideal for toys, landscape equipment & hobbies as well as a separate garden shed. Lush perennial flower gardens surround the house and an established vegetable garden is ready for your green thumb. A fully fenced pool completes this property on a quiet road with limited traffic. Just minutes from Brampton, the Pulpit Golf Club, Caledon Ski Club, and walking distance to the General Store, Credit River and Caledon Trail way. Surrounded by farm fields with a gorgeous view of the Escarpment, this property is perfect for those seeking tranquillity with the convenience of city life just a short drive away. Pearson Airport is a quick 30-minute drive. Station Road is scheduled to be surfaced in the next 30 days. Some furnishings available for sale.

1749 Station Road, Caledon

Listing courtesy of TAILOR MADE REAL ESTATE INC..

$2,250,000
6 Beds 3 Baths W13101838 MLS® #
Nestled on a private and beautifully 10.01 acre parcel in Caledon, this exceptional ranch-style stucco and brick bungalow offers the perfect blend of peaceful country living and functional versatility. Boasting nearly 400 feet of frontage along Highway 9, the property provides outstanding exposure while maintaining a serene, resort-like setting winding driveway highlighted by a stunning, professionally landscaped backyard oasis.The home has been thoughtfully updated throughout, featuring refreshed main floor flooring that enhances the warmth and flow of the living spaces. Large windows are strategically placed across the home, allowing natural light to pour in and creating bright, inviting interiors while showcasing picturesque views of the surrounding property. The main level offers 3 spacious bedrooms and a beautifully updated, high-end open-concept gourmet kitchen, complete with premium appliances, modern finishes, and ample workspace-perfectly designed for both everyday living and entertaining. Adjacent to the main living area is a charming 3-season sunroom, offering a tranquil space to relax while enjoying eye-catching views of the landscaped grounds and mature trees throughout the seasons.The fully finished, sun-filled walkout basement provides exceptional additional living space, featuring 3 further bedrooms and a large, versatile layout ideal for extended family, guests, or multi-generational living arrangements. Adding tremendous value and functionality to the property are 2 impressive workshops-one measuring approximately 35 x 48 and the other 35 x 50-offering extensive space for hobbyists, contractors, tradespeople, or those seeking a home-based business opportunity. These outbuildings significantly enhance the property's usability and appeal.This is a rare opportunity to own a beautifully maintained and updated bungalow on a picturesque 10-acre property with substantial frontage, privacy, and unmatched versatility in a highly desirable Caledon location.

6785 Highway 9 Road, Caledon

Listing courtesy of RE/MAX SPECIALISTS TAVSELLS INC..

$2,995,000
5 Beds 5 Baths W13024184 MLS® #
Set on approximately 15.8 acres this exceptional opportunity to acquire a distinctive, income-producing multi-residential estate in the heart of scenic Caledon. Seamlessly combining rural charm with strong investment potential, this remarkable property features 3 self-contained residential units, a detached barn, and picturesque countryside views-all located within an hour of Toronto. Ideally suited for multi-generational living, savvy investors, or those seeking a private lifestyle retreat or hobby farm, the property offers outstanding versatility and long-term value. The 4-stall barn presents endless possibilities for equestrian use, workshop space, storage, or an agri-focused lifestyle. Each residence is thoughtfully designed with its own private entrance, generous parking, and modern updates throughout, providing both comfort and independence for occupants. Enjoy the convenience of nearby amenities including hiking trails, equestrian facilities, golf courses, and local markets, along with easy access to Highways 400, 427, and 407. The grounds showcase a gated entry, a tree-lined driveway, mature landscaping, perennial gardens, and multiple outdoor living spaces including a pergola, gazebo, and expansive decks-perfect for relaxing or entertaining. Additional features include two wells, two septic systems, a 10kW auto-start backup generator, and fiber-optic internet service via Vianet to both dwellings. Recent upgrades include new roofs and windows on both homes, updated furnace and air conditioning systems, attic insulation in the main residence, and a mini-split heat pump in the guest house. A rare offering in one of Caledon's most desirable rural enclaves-move in, invest, or create your ideal country lifestyle.

14902 Mount Pleasant Road, Caledon

Listing courtesy of RE/MAX SPECIALISTS TAVSELLS INC..

$2,289,000
4 Beds 4 Baths W13003888 MLS® #
This elegant bungalow has everything today's buyer could wish for-beautifully finished and move-in ready. Behind striking double iron gates, the full stone exterior and exquisite landscaping create an impressive first impression. Inside, coffered ceilings, rich crown moldings, and custom details flow throughout a layout designed for both family living and refined entertaining.The inviting family room with fireplace opens to a dream kitchen featuring a large central island, premium cabinetry, and built-in appliances-perfect for hosting or everyday comfort. A formal dining room offers the ideal space for celebrations and elegant dinners.The spacious primary bedroom is a private retreat with a grand 7-piece ensuite showcasing double vanities, a soaker tub, and glass shower, plus separate his-and-hers walk-in closets. Main-floor laundry adds everyday convenience.The completely finished basement provides exceptional living space, ready to entertain large gatherings with an impressive wet bar and open recreation area. Enjoy movie nights in the home theatre or stay active in the dedicated gym space-all within your own home.Set on a beautifully landscaped property, this home blends classic design with modern luxury at every turn. With no detail overlooked and nothing left to add, this residence defines effortless elegance and offers a truly turn-key lifestyle. (id:5764)

19728 Kennedy Road, Caledon

Listing courtesy of UPPERSIDE REAL ESTATE LIMITED.

$2,289,000
4 Beds 4 Baths W13003888 MLS® #
This elegant bungalow has everything today's buyer could wish for-beautifully finished and move-in ready. Behind striking double iron gates, the full stone exterior and exquisite landscaping create an impressive first impression. Inside, coffered ceilings, rich crown moldings, and custom details flow throughout a layout designed for both family living and refined entertaining.The inviting family room with fireplace opens to a dream kitchen featuring a large central island, premium cabinetry, and built-in appliances-perfect for hosting or everyday comfort. A formal dining room offers the ideal space for celebrations and elegant dinners.The spacious primary bedroom is a private retreat with a grand 7-piece ensuite showcasing double vanities, a soaker tub, and glass shower, plus separate his-and-hers walk-in closets. Main-floor laundry adds everyday convenience.The completely finished basement provides exceptional living space, ready to entertain large gatherings with an impressive wet bar and open recreation area. Enjoy movie nights in the home theatre or stay active in the dedicated gym space-all within your own home.Set on a beautifully landscaped property, this home blends classic design with modern luxury at every turn. With no detail overlooked and nothing left to add, this residence defines effortless elegance and offers a truly turn-key lifestyle.

19728 Kennedy Road, Caledon

Listing courtesy of UPPERSIDE REAL ESTATE LIMITED.

$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..

$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..

$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..

$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.

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