Caledon Real Estate | Caledon Bungalow Properties for Sale

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

$824,800

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

$1,599,900

W13642450 MLS

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

$1,239,000

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

$3,200,000

4 Beds ⋅ 3 Baths ⋅ W13635326 MLS

Welcome to 20341 St. Andrews Road, Caledon-a rare country estate where exceptional outdoor living meets endless possibilities. Set on an impressive 77 acre parcel of beautifully maintained land, this property offers the perfect blend of privacy, space, and functionality. Surrounded by mature trees, manicured lawns, landscaped gardens, and a 2 acre pond the setting is nothing short of spectacular. Whether you're entertaining, enjoying quiet evenings outdoors, or simply taking in the peaceful countryside, every inch of this property has been designed to impress. A standout feature is the massive 64x32 dream garage detached shop-an incredible opportunity for hobbyists, contractors, car enthusiasts, or anyone needing substantial storage and workspace. With room for equipment, recreational vehicles, or a workshop, this versatile building adds tremendous value and flexibility to the property. Located in one of Caledon's most sought-after rural communities, you'll enjoy the best of both worlds: peaceful country living with convenient access to major highways, Orangeville, Brampton, and the Greater Toronto Area. The area is renowned for its rolling hills, scenic drives, conservation areas, golf courses, cycling routes, and extensive trail systems, making it a favourite destination for outdoor enthusiasts. Excellent schools, charming local villages, farmers' markets, and year-round community events further enhance the area's appeal. with 4 bedrooms including a large primary suite, fully finished lower level with walk out, huge windows, massive trail system with hardwood forest, there is something for everyone. This home must be seen to be appreciated.

20341 St Andrews Road, Caledon

$999,998

4 Beds ⋅ 3 Baths ⋅ W13629180 MLS

Att : Downsizers , upsizers !!! first time home buyers ,Grab the deal , Welcome to a move in ready ,Corner Detached bungalow under !!! one million in Caledon !!! great neighbourhood..mins away from 410 exit . Looking for more space, more parking and more value in Caledon? This beautiful bungalow delivers it all-without crossing the $1M mark !!! 6 Car parkings , fully upgraded from top to bottom , extra large 69 ft frontage , Covered porch for safety, 17 ft Ceiling above foyer area for the grand look .9 ft ceiling on main floor, modern light fixtures, hardwood floor , pot lights, stone accent wall , Califronia shutters ,sep living and family area with fire place .State of the art spacious Chef delight kitchen with granite counter tops .Huge Master bedroom includes Walk in closet and 5 piece ensuite with porcelein tiles, free standing tub , modern vanity with granite finish.Laundry room for convenience on main level and a second bathroom. Backyard includes custom deck, fruit trees, vegetable garden and much more . Well kept house. Basement is finished with one bedroom , rec room and a bathroom..property upgrades includes Bathrooms ( 2021),hardwood floor in living /family and dining area (2019)Smooth ceiling ,pot lights (2019),New front door and porch (2020),Custom deck ,Sprinkler system, Basement stairs railing (2019),windows , roof , hot water tank owned , recent drive way sealing etc. Staging has been removed , Property is vacant , Closing can be any time . Note: Coop Commission is 2.5 % Plus $1500 Bonus .Thanks

1 Kirkwood Crescent, Caledon

$3,199,000

12 Beds ⋅ 6 Baths ⋅ W13621866 MLS

10+ acre corner property featuring TWO homes, TWO separate driveways, and frontage on TWO roads (King Street/Centreville Creek Road). Theproperty offers five self-contained units in total, four within the main residence and one in the detached second home. The main residence is asubstantial raised bungalow offering over 8,000 sq ft of total living space with a walk-out basement. It features seven+three bedrooms, fourkitchens, generous principal rooms, and multiple walkouts/entrances. A second detached two-storey home offers over 1,900 sq ft above gradewith five bedrooms, allowing for separation and privacy between the residences. Homes ideal for large families, multi-generational living, orrental income potential. Properties with two standalone dwellings on a single parcel are rarely available. With over 800 feet of frontage,expansive acreage, and lots of parking space, this property presents a opportunity for investors, multi-family buyers, or those seeking space,income, and long-term value in one of Caledon's developing locations. Conveniently located approximately 3 km north of the future Highway 413corridor.

7048 King Street, Caledon

$3,999,999

6 Beds ⋅ 7 Baths ⋅ W13621500 MLS

Welcome to an extraordinary private estate set on over 38 acres in the rolling countryside of Caledon. This rare offering combines luxury living, natural beauty, and future potential with approximately 1,800 ft of frontage and possible estate residential development potential (buyer to verify). The residence offers over 5,300 sq ft of total living space with breathtaking views of the surrounding landscape, including a serene pond and approximately 12 acres of forest. Expansive windows flood the home with natural light while framing stunning northwest-facing vistas.Featuring 4+2 bedrooms and multiple living areas, the home is ideal for family living and entertaining. Enjoy two wood-burning fireplaces, a walk-out lower level, and seamless indoor-outdoor flow to a large deck overlooking the peaceful setting. The property also includes a detached 6-car, 900 sq ft shop, offering ample space for vehicles, hobbies, or storage.Private trails wind throughout the property, creating a true retreat-like experience with endless outdoor recreation opportunities. Located in one of Caledon's most sought-after rural enclaves, just a short drive to Orangeville, Erin, and major commuter routes, this property delivers the perfect balance of privacy and convenience.Important Disclaimer: Proposed severance/subdivision concepts are preliminary only and subject to approvals from all governing authorities. Seller and Listing Brokerage make no representations or warranties regarding approvals, rezoning, development potential, servicing, or future use. All information, measurements, dimensions, acreage, and development concepts are approximate and subject to change without notice. Buyers must conduct their own independent due diligence regarding zoning, permitted uses, development potential, environmental matters, servicing, taxes, permits, and planning requirements through their own professional advisors. Property being sold "as is, where is."

4175 Beech Grove, Caledon

$2,900,000

6 Beds ⋅ 4 Baths ⋅ W13616516 MLS

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

7190 King Street, Caledon

$829,999

4 Beds ⋅ 2 Baths ⋅ W13612494 MLS

Welcome to this charming brick bungalow nestled in the heart of sought-after Bolton West, where comfort, character, and community come together. From the inviting front verandah to the private backyard, this home offers a warm and welcoming atmosphere that's perfect for families, downsizers, or anyone looking to enjoy peaceful living inan established neighbourhood. Inside, you'll find a functional layout filled with natural light and timeless charm. The finished lower level expands your living space with a cozy recreation room featuring a wood-burning fireplace, two additional bedrooms, and a 3-piece bathroom-ideal for extended family, overnight guests, or a home office.

307 Pearl Street, Caledon

$1,150,000

3 Beds ⋅ 3 Baths ⋅ W13606864 MLS

Rare Bungalow in Valleywood, approx 2000 sq ft, Excellent Lot 60 x124 Feet, Carpet Free Hardwood Throughout, 3 Bedroom, 3 Bath, Master with 4 pc Ensuite and Walk In Closet. Granite Counters. Roof 2020/Furnace February 2022. New Eves 2021 Hook up Gas Line for BBQ

128 Valleywood Boulevard, Caledon

$1,575,000

5 Beds ⋅ 3 Baths ⋅ W13606030 MLS

Welcome to your own private Caledon retreat, where nature, tranquility, and exceptional craftsmanship come together. A long, winding driveway leads you through a breathtaking canopy of towering whispering pines and mature hardwood forest, creating a truly unforgettable approach to this custom-built bungalow. Thoughtfully designed for comfortable living, the spacious bungalow features a fully finished walkout basement, abundant storage, and versatile living spaces ideal for family, entertaining, or multi-generational living. A Private Sanctuary in the Hills of Caledon. Welcome to an extraordinary 26-acre estate where nature, privacy, and timeless craftsmanship create a lifestyle that's second to none. Arrive home via a long, winding driveway through a majestic forest of towering whispering pines and mature hardwoods, setting the stage for this exceptional custom-built bungalow nestled in one of Caledon's most picturesque settings. Designed to embrace its spectacular surroundings, this energy-efficient home offers spacious, thoughtfully designed living with a fully finished walkout basement and an abundance of storage. Large windows invite the outdoors in, filling the home with natural light and showcasing peaceful views in every season .Step outside to an expansive multi-level deck, perfect for entertaining, family gatherings, or simply relaxing while immersed in the sights and sounds of nature. Explore your own private walking trails winding throughout the property, offering a true Muskoka-inspired retreat just minutes from the city. Despite its peaceful seclusion, you're only moments from Caledon's renowned restaurants, charming cafés, boutique shopping, golfing. Whether you're looking for a forever home, a peaceful escape, or a place where family and friends naturally gather, this remarkable property delivers. More than just a home, it's a destination you'll be proud to call your own, don't let this one pass you by.

5651 The Grange Side Road, Caledon

$2,450,000

5 Beds ⋅ 3 Baths ⋅ W13597554 MLS

Custom bungalow offering over 5,000 sq ft of finished living space in Bolton. Situated on just over 1/2 an acre. Surrounded by open fields along the rear and north side, this property delivers a rare combination of privacy, and space. The home features a large covered front porch and massive interlocked driveway providing ample private parking, complemented by a double car garage with interior access. Spacious main level highlighted by large windows that flood the home with natural light. The functional layout includes 3 generously sized bedrooms, 2 bathrooms (including a 5-piece ensuite), a private office, and a large living room with a fireplace and walk-out to the backyard patio. The main kitchen features an island, breakfast bar, and separate dining area. An additional front family room and formal dining/entertainment space provide flexibility forgatherings and everyday comfort.The fully finished basement offers a separate entrance, ideal for an in-law suite or potential rental income. Basement includes a 2nd full kitchen & dining area, 2 additional bedrooms, aspacious living room with a cozy wood-burning fireplace, and a large entertainment area complete with a wet bar, coffee/drink station, and pool table setup. A dedicated laundry area,storage, and workshop space complete the lower level.The backyard features a large patio area perfect for entertaining, along with expansive greenspace ideal for families, outdoor activities, or simply enjoying the peaceful surroundings. A rare opportunity to own a sprawling bungalow on a premium lot with multi-generational living potential in a highly sought-after location.

12792 Humber Station Road, Caledon

$1,199,900

3 Beds ⋅ 3 Baths ⋅ W13593684 MLS

Comfortable and Functional Family Home in Bolton. Welcome to this stunning raised bungalow, perfectly situated on a quiet cul-de-sac in the heart of Bolton. This rare ravine lot offers a large, irregular pie-shaped property with the ultimate backyard retreat- a private ravine setting filled with birdsong and framed by breathtaking sunsets. Main Level Features: Bright , practical and spacious layout with 3 bedrooms and 3 bathrooms. Primary bedroom on the main floor with a 3-piece ensuite and walk-in closet. Open-concept design featuring a large eat-in kitchen with walk-out to the deck, ideal for morning coffee or evening dinners overlooking nature. Combined living and dining area with newly laid engineered hardwood flooring, updated trim, pot lights, and a stunning built-in feature wall with electric fireplace in the main living room that adds warmth to family gatherings. Renovated main bathroom and refreshed staircase with new railing and pickets add a modern touch. Basement Highlights: Full-size open-concept kitchen with plenty of space for extended family or hosting friends. Bright recreation/family room with a cozy gas fireplace, perfect for movie night or game. Tile flooring throughout, a 3-piece bathroom, and laundry room for convenience. Exterior & Location: Double car garage with an interlock driveway and walkway. New soffit pot lights and a lawn sprinkler system. Landscaped front yard and a backyard retreat like no other- private, serene, and alive with birds, all set against the backdrop of beautiful evening sunsets. Walking distance to parks, schools, shops, and all amenities. Easy commute via Hwy 427 and the upcoming Hwy 413.This home combines modern upgrades, functionality, and a one-of-a-kind natural setting the perfect choice for families looking for comfort, convenience, and a touch of tranquility right in Bolton.

63 Rolling Hills Lane, Caledon

$10,900,000

7 Beds ⋅ 5 Baths ⋅ W13589386 MLS

WOODLANDS is an extraordinary 7-bedroom, 5-bathroom estate offering two distinct residences set on approximately 63 private acres of mature forest, scenic trails, and meticulously landscaped gardens. Perfectly positioned at the prestigious corner of Escarpment Sideroad and St. Andrews Road, surrounded by grand country estates and directly across from Paintbrush Golf Club, while just minutes to Devil's Pulpit Golf Association. The main residence is highlighted by a breathtaking 14-foot floor-to-ceiling great room and an elegant open-concept marble and onyx kitchen. A dramatic two-sided floor-to-ceiling fireplace beautifully separates the principal living and dining rooms, while expansive wraparound terraces provide seamless indoor-outdoor living from every principal space. Two luxurious primary suites each feature walk-in closets and spa-inspired 5-piece ensuites. The walk-out lower level is designed for exceptional entertaining, complete with a spacious family room, wine cellar, recreation area, mirrored fitness studio, two above-grade bedrooms, and a custom 10-person wet bar. The contemporary Pool House offers two additional bedrooms, dramatic floor-to-ceiling windows, a spacious 3-piece wet room, and stunning views over the infinity-edge pool and hot tub. Outdoor entertaining is equally impressive with an expansive dining terrace, championship tennis court, beautifully manicured gardens, woodland walking trails, and a tranquil fire pit setting surrounded by towering pines. Offering approximately 6,000 sq. ft. of total living space, WOODLANDS presents a truly exceptional private estate in one of Caledon's most coveted locations.

4780 Escarpment Side Road, Caledon

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