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Explore Caledon Homes for Sale

Caledon is the perfect blend of countryside charm and modern living. Known for its breathtaking natural beauty, this town is home to the famous Bruce Trail and the scenic Cheltenham Badlands, attracting nature lovers and adventure enthusiasts. Neighborhoods like Bolton, Southfields Village, and Palgrave offer a mix of contemporary Single-family homes and charming Bungalows surrounded by lush greenery. Explore modern Condos, stylish Townhomes, or undeveloped Land for future development. For business ventures, consider Commercial properties or indulge in luxury with Homes with a pool. Stay updated with Just-listed properties for the latest listings.

Caledon also boasts a thriving local food scene, with farmers' markets and restaurants serving farm-to-table cuisine. For families, the town provides excellent schools, recreational programs, and community centers. Caledon’s tranquil atmosphere, combined with its accessibility to Toronto via major highways, makes it a sought-after destination for those looking to escape city life without compromising on modern conveniences.

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Newest Caledon Homes for Sale

3 Beds ⋅ 3 Baths ⋅ W13650024 MLS

First time offered! Nestled in one of Palgrave's most sought-after enclaves, this exceptional 3-bedroom plus den custom-built bungalow sits on a premium, ultra-private 1.5-acre ravine lot surrounded by mature woodlands. Thoughtfully designed so every room commands breathtaking, uninterrupted views of nature, this home offers an extraordinary blend of sophistication and peaceful seclusion. Enjoy your own exclusive private walking path winding through the property, allowing you to explore your serene, nature-filled surroundings in total privacy. Inside, a seamless open-concept layout showcases gleaming hardwood floors, pot lighting, and a gourmet kitchen flowing into the dining and great rooms. A magnificent double-sided fireplace anchors both the family and dining areas, creating a warm, elevated ambiance. The sprawling primary suite is intelligently positioned away from secondary bedrooms for ultimate quiet, featuring a walk-in closet and spa-like ensuite. Complete with a dedicated den ideal for remote work, this home is a rare private paradise in an elite community.

20 Buckstown Trail, Caledon

3 Beds ⋅ 2 Baths ⋅ W13648384 MLS

Motivated Seller! Welcome to 6 Wood Circle. A well loved 2-Storey Townhome in the Heart of Bolton East. With no neighbours to the rear it is a one of kind offering. 3 Bedrooms 2 Bathrooms with a large Finished Basement - Great For A Growing Family or Professionals. Prime location next to many schools, parks, shopping and dining.

6 Wood Circle, Caledon

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

Prime Location! 3.44 Acres Of Future Development Land Designated As "New Employment Area" In High Demand Area. All Flat Usable Land Conveniently Located With 2 Driveways Onto Hwy 10/Hurontario Between Old School Rd & King. Located In Very Close Proximity To Planned 413Highway, Easy Access To Hwy 410 & All Major Highways. Don't Miss This Investment Opportunity!

13478 Hurontario Street, Caledon

4 Beds ⋅ 3 Baths ⋅ W13428472 MLS

Welcome to a truly exceptional country estate nestled in the heart of Cheltenham, One of Caledon's most picturesque and historic villages. Set on a private 1.4-acre property with approximately 200 feet of frontage within the settlement area of Cheltenham, offering the potential for a lot severance! This beautifully preserved 1862 farmhouse offers over 3,700 Sq Ft of living space. Where historic character and modern comfort blend seamlessly. A tree-lined driveway leads to the stately home, Where tall windows, soaring ceilings, and spacious principal rooms create a bright and inviting atmosphere throughout. The flexible floor plan features four bedrooms, three bathrooms, multiple living and entertaining areas, a dedicated office, library/dining room, family room, and a versatile loft perfect for a studio, home gym, creative space, or additional living area. Modern geothermal heating and cooling, along with heated tile floors, provide efficient year-round comfort while preserving the home's timeless appeal. Outdoors, the property is a private retreat surrounded by mature trees and beautiful landscaping, featuring multiple patios, a sun-filled solarium, and a tranquil pond. Whether enjoyed as a full-time residence, weekend escape, or future investment opportunity with potential severance possibilities, the property offers exceptional versatility. Located within walking distance to the Cheltenham General Store, Credit River, Caledon Trailway, and the famous Cheltenham Badlands, while just minutes to The Pulpit Golf Club, Caledon Ski Club, local cafés, breweries, and conservation areas. Commuters will appreciate convenient access to major highways and being approximately 30 minutes from Toronto Pearson International Airport. A rare opportunity to own a landmark property in one of Caledon's most beloved communities, where small-town charm, natural beauty, and modern Living come together.

14700 Creditview Road, Caledon

4 Beds ⋅ 3 Baths ⋅ W12945704 MLS

Prime Location! 3.44 Acres Of Future Development Land Designated As "New Employment Area" In HighDemand Area. All Flat Usable Land Conveniently Located With 2 Driveways Onto Hwy 10/HurontarioBetween Old School Rd & King. Located In Very Close Proximity To Planned 413Highway, Easy Access ToHwy 410 & All Major Highways. Don't Miss This Investment Opportunity!

13478 Hurontario Street, Caledon

3 Beds ⋅ 3 Baths ⋅ W13647958 MLS

Modern Elegance Meets Versatile Living! Bright, open-concept main level featuring a chef- inspired kitchen/dining area anchored by a warm gas fireplace. Offers 2 main-floor bedrooms & 2 full baths (inc. 4-pc). Walk out to an expansive, ultra-private deck surrounded by nature-ideal for relaxing or entertaining. Endless Potential: Fully finished lower level with rare separate entrance, massive rec room, sleek kitchenette, & additional bath. Turnkey setup for in-law suite, multi-generational families, or rental income potential. A truly exceptional property!

11 Maple Lane, Caledon

4 Beds ⋅ 5 Baths ⋅ W13646518 MLS

Located in one of the most desirable pockets of Caledon, 446 The Grange Side Road is situated on over 11 acres of wooded grounds and manicured open vistas. This exquisite, private country estate is the perfect blend of country character and contemporary design. Located in close proximity to many clubs and amenities that will appeal to skiers, golfers, cyclists, hikers and equestrians. The house has been thoughtfully designed and features 4 bedrooms and 4.5 bathrooms. An architecturally stunning staircase of steel and glass spans all three floors and allows the natural light to cascade through and into the home while complementing the Norwegian white oak wide plank floors and exposed square log timbers. The interior features over 3,400 square feet of above ground living space with heated floors in the living room, lower level bedroom entrance foyer, and all ensuite baths. There is a state of the art water purification system, 2 gas fireplaces in the living and dining rooms, a Koehler generator, central air conditioning system with two furnaces and humidification systems, extensive Lutron lighting and window blind system, and an electric mosquito shade system enclosing the covered outdoor entertainment area. The outdoor entertaining areas are tranquil and serene, with a covered deck area and three walkouts from main floor principal rooms overlooking the in-ground 16' x 50' heated gunite pool. Views from the pool overlook a spring-fed pond with a waterfall feature, a private meadow attracting flora and fauna, and a private walking trail.

446 The Grange Side Road, Caledon

2 Beds ⋅ 2 Baths ⋅ W13645326 MLS

Welcome to the prestigious Legacy Pines community in Palgrave, one of Caledon's most coveted neighbourhoods. Surrounded by conservation lands, rolling hills, and majestic pine forests, this exclusive enclave offers an exceptional lifestyle immersed in nature while backing directly onto the beauty of Legacy Pines Golf Course. This impeccably maintained 2-bedroom bungalow reflects true pride of ownership, featuring bright, inviting living spaces and tasteful modern finishes throughout. Beautifully landscaped gardens and raised flower beds create outstanding curb appeal, leading to a welcoming foyer with a skylight, double closet, and elegant French doors opening into the main living area. The open-concept layout is bathed in natural light from oversized windows and offers spacious living and dining areas accented by a charming bay window. The well-designed kitchen provides plenty of room for everyday living and entertaining, with a walk-out to the private rear deck overlooking a peaceful green space retreat, ideal for relaxing, outdoor dining, or hosting family and friends. The main level features a spacious primary bedroom with dual closets and a 4-piece ensuite complete with a jetted tub, a second bedroom, a 3-piece bath with a standalone shower, and a convenient laundry closet. Inside access to the garage is also located on the main floor, offering approximately 1,486 sq. ft. of living space. The fully finished lower level adds an additional 1,504 sq. ft. of versatile living space, including a large recreation room, office, utility room, finished panelled workshop, and abundant storage. Just minutes from Bolton, this exceptional home blends peaceful golf course living with convenient access to everyday amenities. Outdoor enthusiasts will enjoy nearby Palgrave Forest & Wildlife Area and the Caledon Trailway, offering kilometres of scenic hiking, cycling, and horseback riding trails.

28 Reddington Drive Unit 1, Caledon

3 Beds ⋅ 4 Baths ⋅ W13644680 MLS

Welcome to this beautifully maintained, move-in ready detached home in the highly desirable Rural Caledon community! Offering 2,167 sq. ft. of thoughtfully designed living space, this stunning residence features 3 spacious bedrooms and 4 bathrooms, perfect for growing families and professionals alike. The bright and functional layout boasts generously sized principal rooms, an inviting living area, and a modern kitchen ideal for everyday living and entertaining. Pride of ownership is evident throughout with meticulous upkeep and tasteful finishes. The spacious primary retreat offers a private en-suite and ample closet space, while the additional bedrooms provide comfort for the entire family. Situated in a sought-after neighborhood close to parks, schools, trails, and everyday amenities, this exceptional home delivers the perfect blend of comfort, style, and convenience. Simply move in and enjoy!

26 Del Grappa Street, Caledon

5 Beds ⋅ 3 Baths ⋅ W13642622 MLS

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

1 Plummer Road, Caledon

Rare opportunity to own 11.24 acres for sale in the heart of Caledon! Surrounded by mature trees and enhanced by a large private pond, this peaceful country retreat is ideal for nature lovers, outdoor enthusiasts, or anyone seeking a tranquil escape from city life. Enjoy breathtaking views, abundant wildlife, and complete privacy in a truly picturesque setting.Along, oversized driveway leads to a raised bungalow with a substantial addition, offering a fantastic opportunity to renovate, customize, or create your dream country home. Recently installed 200-amp electrical service panel provides a solid foundation for future completion. Whether you're looking for a private family estate, weekend retreat, or long-term investment, this unique property offers endless possibilities. Conveniently located with easy access to Hwy 9 and nearby communities, the property also benefits from the proposed Gore Road widening, which may further enhance future accessibility and long-term value. This stunning Managed Forest property offers substantial property tax savings while providing the perfect balance of privacy, natural beauty, and future potential. A truly one-of-a-kind opportunity to own a premium Caledon acreage offering privacy, scenic beauty, tax advantages, and unlimited potential.

18954 The Gore Road, Caledon

Exceptional opportunity to own a beautiful 1.03-acre vacant lot ( Lot is located north of 13597 Heritage Rd & Directly Opposite 13614 Heritage Rd. PIN #142580067 ) In South Caledon's most sought-after rural locations. This premium clear and level parcel offers a picturesque setting with expansive countryside views, providing the perfect canvas to design and build your custom dream home. Surrounded by prestigious estate properties and rolling landscapes, the lot combines the tranquility of country living with the convenience of being just minutes from schools, shopping, major highways, and urban amenities. Whether you are looking to build your forever home or invest in one of Caledon's most desirable communities, this property offers outstanding potential in a prime location. Enjoy the privacy, natural beauty, and peaceful surroundings while remaining within easy commuting distance of the GTA. Please do not walk the property without a confirmed appointment.

Heritage Road, Caledon

5 Beds ⋅ 3 Baths ⋅ W13638756 MLS

Welcome to 30 Borland Crescent, a beautifully maintained, turn-key bungalow nestled on a quiet, mature street in the heart of Caledon East. Upon arrival, you are greeted by excellent curb appeal with interlock driveway and stone planters. Inside offers the ease of main-floor living without compromising on space or style, this exceptional home is thoughtfully designed for comfortable everyday living and effortless entertaining.Off the foyer, beautiful French doors open into the front room currently used as a music room but is the 3rd bdrm offering a versatile space. The bright, open-concept floor plan is filled with natural light & features a spacious living room, dining area, and a beautifully updated kitchen w/new custom quartz countertops, & abundant cabinetry. The spacious primary suite provides a walk-in closet and private ensuite. A finished lower level significantly expands the living space & features an extra bedroom, a beautifully updated 3pc bathroom, a dedicated home office, craft room, and home gym-offering endless possibilities for work, hobbies, fitness, or accommodating overnight guests. In the backyard, the interlocking patio & mature landscaping creates space for relaxing or room for kiddos 6x8 shed for added storage. Convenient in-ground sprinkler system (+gardens!) and a 8000kw Generac generator for added peace of mind. Lovingly cared for and truly move-in ready, this home offers the perfect combination of comfort, functionality, and low-maintenance living.Ideally located in one of Caledon East's most sought-after neighbourhoods, you'll enjoy easy access to parks, schools, walking trails, and everyday amenities. Whether you're downsizing, a professional seeking the convenience of bungalow living, or simply looking for a beautifully maintained home in a vibrant community, this is an exceptional opportunity not to be missed.

30 Borland Crescent, Caledon

2 Baths ⋅ W13637120 MLS

Pre-cast commercial unit located on the second floor, featuring two separate entrances, abundant natural light, and impressive high ceilings. This clean, modern office space offers a functional layout with multiple private offices, ample surface parking, and a professional setting ideal for a variety of business uses. An excellent opportunity for professional, or administrative businesses seeking a move-in-ready workplace. Space includes mens and ladies washrooms. One of the offices has a private shower.

77 Pillsworth Road Unit 5-7, Caledon

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