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4 Tranquility Court, Caledon
$1,949,000
6 Beds ⋅ 5 Baths ⋅ W13838406 MLS
Welcome to this private country retreat offering peaceful 2.6 acres of rural living, flexible space, income potential, and convenient access to nearby towns. Set on a quiet road with beautiful valley views and sought-after southwest exposure, this home is filled with natural light throughout the day. Ideally located just minutes to Tottenham, Schomberg, Bolton, Nobleton, Highway 9, the Caledon Rail Trail, scenic walking trails, Vince's Market, and the LCBO. The home features a dedicated main-floor office overlooking the front yard and a spacious lower-level gym with a full bathroom, large window, and walkout to the backyard. The lower level offers excellent flexibility for a guest suite, additional bedroom, recreation room, studio, or workspace. Outdoor living includes a large custom deck (2022), swim spa (2022), brand-new rollaway swim spa cover (2026), infrared sauna, sprinkler system, and shed on a concrete foundation (2022), all designed for relaxing and entertaining with sunset views. A fully self-contained heated floor nanny/in-law suite provides exceptional versatility and is currently generating approximately $2,400/month in rental income. The suite includes its own laundry, updated appliances, and an accessible walk-in shower, ideal for multi-generational living or mortgage support. Additional features include an oversized 4-car tandem garage with an extended bay and direct deck access, plus a large, professionally paved driveway with ample parking. Extensive updates include 19 replacement windows (2019 & 2025), upgraded well water system with new pressure tank and whole-home filtration, reverse osmosis systems in both units, new washers and dryers in both homes, updated appliances, additional spray-foam insulation, roof (2015), driveway (2018), and more. A well-maintained property offering space, flexibility, income potential, and a peaceful country lifestyle just minutes from everyday conveniences.

4 Tranquility Court, Caledon

4 Wolf Crescent, Caledon
$1,939,900
4 Beds ⋅ 3 Baths ⋅ W13686572 MLS
Set on an impressive 2.5-acre corner lot, 4 Wolf Crescent offers an incredible opportunity in one of Caledon's most sought-after areas. With expansive, usable land and uninterrupted views in every direction, this is a place where nature takes centre stage - designed for active, everyday living. Featuring a saltwater inground pool and a tranquil pond, the outdoor space is built for all seasons - summer days by the pool, room for kids to run and play, and winter skating right in your own backyard. With space to host, gather, and move, this property delivers a lifestyle that's hard to find. Inside, the 4-bedroom home has been well loved and is ready for its next chapter. The sunroom, with exposed brick, features a large dining area ideal for family meals, celebrations, and everyday living, all overlooking the property. A separate living space with a stone fireplace offers a comfortable place to unwind. With room to grow and the opportunity to make it your own, the home offers strong potential to evolve with your needs. Thoughtful updates include a new A/C (2025), repaved driveway (2021), 40-year shingles (2016), and a new sump pump. A gas-powered generator provides added reliability, ensuring power when it matters most. A rare opportunity to put down roots and create something truly special in an unforgettable setting.

4 Wolf Crescent, Caledon

7 Golfdale Court, Caledon
$1,799,000
5 Beds ⋅ 4 Baths ⋅ W13843274 MLS
Welcome to this beautifully maintained bungalow offering an abundance of space, comfort, and versatility. The main level features 3 bedrooms plus a separate Den/Office, providing the perfect space for a home office, study, or private workspace. The basement offers 2 Additional Bedrooms, making this home ideal for a growing family or multi-generational living. Featuring 4 washrooms, hardwood flooring throughout, and a spacious heated 3-car garage, this home combines functionality with comfort. The expansive approximately 154 x 426 ft lot offers an impressive 1.5 acres of beautifully landscaped grounds, excellent curb appeal, and plenty of room to enjoy the outdoors with exceptional privacy. The open-concept basement provides a large recreation area, perfect for entertaining guests, family gatherings, or creating a comfortable secondary living space. An additional sprinkler irrigation system makes lawn maintenance convenient and helps keep the beautifully landscaped property looking its best. With generous living space, extensive parking, a heated 3-car garage, and a spectacular 1.5-acre lot, this property offers a rare combination of space, privacy, and versatility.

7 Golfdale Court, Caledon

44 Gibson Lake Drive, Caledon
$1,749,000
4 Beds ⋅ 4 Baths ⋅ W13563894 MLS
Welcome to 44 Gibson Lake Drive, a rare opportunity to own in one of Palgrave's most prestigious estate communities. Nestled on an exceptionally private, maturely treed lot and surrounded by beautiful custom homes, this spacious 2,200 sq. ft. residence offers the perfect blend of luxury, functionality, and convenience. Unlike many country properties, this home is serviced by municipal water and natural gas, providing comfort, reliability, and lower operating costs. The well-maintained home features 3+1 bedrooms and a bright, fully self-contained above-grade walkout in-law suite with a separate entrance, making it ideal for multigenerational living, extended family, guests, or potential income opportunities. Car enthusiasts, tradespeople, and hobbyists will appreciate the heated attached double garage with epoxy floors, as well as the additional heated detached 1.5-car garage offering valuable extra storage and workspace. The expansive 15,000 sq. ft. paved driveway provides ample parking for vehicles, trailers, and recreational equipment. Extensively landscaped grounds create a private outdoor retreat, while the large deck with elegant glass railings overlooks peaceful forest views. Additional features include two furnaces, central vacuum system, natural gas heating, municipal water service, multiple outbuildings, and recently updated gutters, fascia, and soffits. Ideally located just minutes to Bolton's shopping, restaurants, recreation facilities, schools, parks, and trails, with convenient access to major commuter routes and the GTA. Offering privacy, versatility, and exceptional value in one of Caledon's most sought-after communities, this is estate living at its finest.

44 Gibson Lake Drive, Caledon

15481 Mount Wolfe Road, Caledon
$1,699,000
6 Beds ⋅ 6 Baths ⋅ W13877788 MLS
Multigenerational Home with 2 In-Law Suites, or, in home business, income potential sitting on over 2 acres at the King/Caledon border. This detached country property offers nearly 6000 square feet of living space. Picture yourself relaxing on the covered front porch, enjoying the back deck, or cozying up by the warm fire in the living room while taking in the beauty and nature that surrounds this exceptional property. The original log home was expanded in 2005 and features a triple garage, spacious Family/Dining area with soaring ceiling and skylight overlooking billiard room with wet bar, sauna, plus TWO separate in-law suites, each with its own private entrance, kitchen, and bathroom. The entire lower level walks out at ground level to patio and landscaped yard, creating an easy connection between indoor and outdoor living, an Entertainers Dream! Outside, enjoy established perennial gardens, mature landscaping, and a variety of trees, all set within a peaceful natural setting. From the front porch, take in distant views of the city skyline. Additional features include natural gas heating, town water, and fibre-optic internet. Convenient access to the airport, Nobleton, Bolton, Tottenham and Schomberg. Golf courses nearby and The Caledon Trailway is just up the road, with local farm markets nearby. A rare opportunity to own a versatile country property with space, privacy and multiple possibilities. Roof 2019, upper windows sliding door 2020, eaves/capping, garage door seals 2024, flagstone walkway 2024, furnaces/a/c units2022/23, lower apt furnace 7yrs, toilets/showers replaced after town water hookup, see floor plans

15481 Mount Wolfe Road, Caledon

Lot 29 Con. 8 Highway 9 N/A, Caledon
$1,689,000
W13832504 MLS
Rare opportunity to build your dream home on a stunning ~14.4-acre lot in the prestigious Palgrave community, surrounded by luxurious multi-million-dollar estate residences. This gently rolling parcel, inspired by golf course greens, offers hydro on-site and exceptional privacy, with a natural thicket of trees ideally positioned for a secluded build. The lot includes permits and architectural drawings for a 5,000 sq ft estate featuring a pool and cabana, along with an additional proposal for a striking 10,000 sq ft modern residence. Majestic mature trees and private trails enhance the property's natural beauty, all while being just 15 minutes from Bolton and 40 minutes from Toronto. Whether you're planning a personal estate or seeking a high-potential investment, this property offers unmatched potential. Seller may consider VTB financing for qualified buyers. Buyer and their lawyer to conduct their own due diligence.

Lot 29 Con. 8 Highway 9 N/A, Caledon

Zimmerman Drive, Caledon
$1,498,000
W13753994 MLS
An exceptional opportunity to acquire approximately 5.63 acres of prime vacant land situated within the highly desirable Reddington Estates community, nestled in the prestigious Legacy Pines Golf Club enclave. This prominent corner parcel offers a unique combination of location, visibility, and future potential. Surrounded by rolling landscapes, mature trees, and executive-style residences, the property provides an ideal setting that blends luxury living with the tranquility of nature. Strategically positioned within an established adult lifestyle and retirement community, the site is complemented by attractive clusters of distinctive semi-detached and detached homes that contribute to the area's character, charm, and sense of community. Residents of Legacy Pines enjoy an exceptional quality of life centered around a renowned golf course while remaining conveniently close to shopping, restaurants, healthcare facilities, major transportation routes, and everyday amenities. The generous size and configuration of this parcel present exciting possibilities for future development, including the potential for custom estate residence, condominium development, boutique residential community, Lowrise retirement building, clusters of executive homes, recreational amenities, landscaped gardens, and other creative uses, subject to all necessary municipal approvals and planning requirements. This is a rare opportunity for developers, builders, investors, and visionary purchasers to secure a significant landholding within one of the area's most sought-after and established communities. Please refer to the accompanying Concept Illustration Image for a visual representation of potential development opportunities. Don't miss this unique chance to create something truly special within the exclusive and highly regarded Legacy Pines Golf Club community. Do not enter property without a appointment.

Zimmerman Drive, Caledon

16505 Mount Pleasant Road, Caledon
$1,399,900
4 Beds ⋅ 2 Baths ⋅ W13885712 MLS
TOP 5 reasons to BUY THIS BEAUTIFUL PROPERTY #1) RESORT/ Country style living at its BEST with excellent city access in Premium High Demand posh neighbourhood (on highly sought after Mount Pleasant Road) surrounded by EXPANSIVE Multi-Million $$$ Mansions !!! #2) Mature 1 ACRE LOT offering property with set back from the road & private driveway leading to custom built Home !!! #3) Breathtaking views of the TORONTO SKYLINE directly from the end of the driveway !!! #4) 2-Storeys/ 4-Bedrooms HOME with 2000+ Square Feet (above ground) HUGE living space !!! #5) Separate Living & Dining/ Family Rooms plus OFFICE/ DEN on main floor !!! DOUBLE (2) Car Garage with 12+ parkings on Driveway !!! Covered Front Porch to enjoy morning coffee or evening Wine !!! Multiple WALKOUTS to DECK & Huge Backyard to entertain guests !!! Enjoy being surrounded by Environmentally Protected Farm with No future Developments ever giving you peace of mind and privacy forever !!! Fibre Optics Internet at the Road !!! Natural Gas Services at the Home !!! Minutes to the High ranked Palgrave School !!! 10 mins to Bolton/ Caledon for all amenities ***Check DRONE/ Virtual Tour Videos for more***

16505 Mount Pleasant Road, Caledon

19 Birch Avenue, Caledon
$1,299,900
4 Beds ⋅ 3 Baths ⋅ W13763252 MLS
Welcome to this masterfully designed property in the heart of Palgrave, where timeless character meets uncompromising modern luxury. Enjoy absolute maintenance free comfort from the fresh stucco exterior & steel roof to the heated, patterned-concrete driveway, walkways & patios & a lush front lawn, putting green, & low-maintenance artificial turf, plus electronic entry gate with parking for 10-12 vehicles. Step through the substantial solid entry door into this beautiful 3+1 bedroom home, a warm, open-concept main floor washed in hardwood flooring. A custom chef's kitchen anchors the space with granite counters, stainless appliances, a gas range & a separate island. The dining area flows to the backyard oasis, while the main-floor family room and custom 3-piece bath open through custom sliding glass fully opening doors lead onto your private outdoor retreat. Upstairs, a charming primary suite with spa-inspired ensuite, two additional bedrooms, and a second 3-piece bath, plus laundry. Each bedroom with independent comfort thanks to a dedicated heat pump. A fully finished basement with private entry walk-up boasts a great room, bedroom and functional mechanical room all offering valuable additional living space. Outside is where this property truly shines: a fully fenced large private yard centred on a saltwater, cement in-ground pool with waterfall feature, artistic concrete, and turf surrounds, a gazebo bar with swings, and awnings for shaded lounging. A heated, insulated double garage/shop with loft storage, reached by an industrial folding staircase, houses the pool's mechanical systems and heating for the patterned concrete, all offers a rare workshop or storage solution. Complete with a whole home Generac Generator and Ubiquity security cameras, a Tesla EV charger & so much more. Just steps to Palgrave's charming main street, the Caledon Trailway, Palgrave pond & the tennis club.This is an extraordinary opportunity with bespoke customization at every turn!

19 Birch Avenue, Caledon

44 Pineridge Drive, Caledon
$1,249,000
3 Beds ⋅ 2 Baths ⋅ W13475252 MLS
This is the opportunity you've been waiting for! Located in a family-friendly neighbourhood surrounded by multi-million-dollar homes, this property offers exceptional potential and outstanding value. Welcome to 44 Pineridge Drive, a charming bungalow nestled in the sought-after Gibson Lake community. Featuring a spacious open-concept layout, this home offers a large kitchen with plenty of storage, a generous dining room with a walkout to the patio, and an inground concretepool-perfect for entertaining family and friends. The finished basement provides additional living space, complete with a cozy fireplace, above-grade windows, and a separate side entrance, offering excellent flexibility for extended family living or future possibilities. Conveniently located close to schools, parks, and golf courses, this home combines comfort, convenience, and incredible potential. Don't miss this fantastic opportunity to own in a highly desirable location!

44 Pineridge Drive, Caledon

17265 50 Highway, Caledon
$1,139,000
3 Beds ⋅ 2 Baths ⋅ W13551826 MLS
Nestled in the heart of scenic Palgrave, overlooking the historic village pond, this enchanting board and batten century home, complete with a brick garage, is where timeless character meets thoughtful modern living. This is the kind of home that captures your heart the moment you arrive. Beautifully updated with fresh paint throughout, every space feels bright, welcoming, and ready for its next chapter. The custom kitchen and cozy breakfast nook create the perfect place to gather. Refinished hardwood floors add warmth to the inviting living room, where oversized windows flood the home with natural light and are beautifully complemented by Hunter Douglas window coverings. Upstairs, you'll find two spacious bedrooms, each featuring walk-in closets, along with a beautifully appointed four-piece bathroom. The fully finished walkout lower level offers exceptional versatility with a generous recreation room, dedicated office space, an additional bedroom, a three-piece bathroom, laundry room, and cantina. Outdoor living is equally inviting, step through the breezeway onto the deck and unwind as the sun sets over the water, entertain with ease, or launch your canoe for a peaceful paddle across the pond. Every season brings a new backdrop to enjoy from your own backyard. Just steps from Palgrave Rotary Park and the expansive 306-hectare Forest and Wildlife Area, you'll enjoy endless opportunities for walking, hiking, cycling, and exploring nature, all while being only minutes from the vibrant town of Bolton and convenient Highway 9 access.This is more than a beautiful home, it's a lifestyle rooted in community, nature, and the enduring charm of one of Caledon's most treasured villages.

17265 50 Highway, Caledon

1 Herriot Street, Caledon
$899,999
4 Beds ⋅ 2 Baths ⋅ W14028706 MLS
Welcome to 1 Herriot St., a wonderful opportunity to own a home in the charming community of Palgrave, Caledon. Situated on a quiet, family-friendly street surrounded by the natural beauty Caledon is known for, this property offers a great blend of comfort, privacy and convenience.Enjoy the best of small-town living while remaining within easy reach of major highways, local amenities, schools, parks, trails and everything the surrounding Caledon community has to offer. The area offers a quiet setting, a spacious lot, and plenty of room to enjoy indoor and outdoor living. and a peaceful setting without giving up convenient access to the GTA.Inside, the home offers a welcoming layout with comfortable living spaces and plenty of potential to make the property your own. The outdoor space provides an excellent setting for entertaining, relaxing or enjoying time with family.A fantastic opportunity in a sought-after Caledon location - don't miss your chance to make 1 Herriot St. your new home!

1 Herriot Street, Caledon