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4 Woodlot Court, Caledon
$2,729,000
8 Beds ⋅ 7 Baths ⋅ W14115532 MLS
Your search ends in this very cul de sac! Welcome to 4 Woodlot Court...Multigenerational living at it's finest! This majestic property is nothing short of breathtaking! Situated on a 2 acre lot nestled among gorgeous custom built estate homes! Take in the extensively landscaped yard as you make your way up the long drive to approach a beautifully appointed custom built home featuring over 5,000sf of living space + a finished walk out basement! This property has been lovingly cared for and meticulously maintained inside and out! Pride of ownership is evident the moment you enter this 6 + 2 Bed, 8 bath home boasting soaring 13' vaulted ceilings at the main living space, tastefully upgraded finishes throughout, 3 beds including the Primary bedroom on the main floor + 3 additional beds on the upper level, large windows throughout which offer a sun drenched interior, beautifully finished chic and modern walk out basement featuring 9' ceilings a bar, recreation room, games area, home gym, utility room and plenty of additional storage. Enjoy the versatility of this home whether you occupy it as a bungalow or a 2 storey the possibilities are endless!! Featuring a SELF CONTAINED in law suite that offers a 2 bed, 2 bath floor plan featuring approx. 1,200sf with garage and rear yard access which is PERFECT for aging parents, teenage children or to generate additional rental income!. Host your favourite guests while you soak up the rays of summer in the pool surrounded by gorgeous mature trees in the private oasis of a backyard where you will find a pool house with a kitchenette, washroom, changeroom, outdoor BBQ set up and all that you require to throw the most perfect party! Comfortably store all of your toys, cars, boats or belongings in the massive heated garage which contains 4 doors with the ability to park 5 vehicles! A true rare gem that has so much to offer situated in a highly coveted pocket of beautiful Palgrave..this one must be seen!

4 Woodlot Court, Caledon

40 Walton Drive, Caledon
$2,899,900
4 Beds ⋅ 7 Baths ⋅ W14112872 MLS
Beyond the brick pillar entrance and picturesque birch-lined driveway awaits a captivating custom-built estate, where the glamour, individuality and architectural imagination of a remarkable era live on. Set on almost 3 acres in Caledon, this extraordinary residence celebrates authentic retro luxury with mid-century modern influences, a distinctive flat-roof design, dramatic brick feature walls, sunken living spaces, rich architectural details and wonderfully colourful original finishes, including distinctive Roman-style soaking tubs. Spanning three expansive levels with over 6,600 sq. ft. of interior space, this remarkable residence was designed for gracious living and entertaining, with formal living and dining rooms, an inviting kitchen and breakfast area with walkout to a screened-in porch, and a dramatic staircase and upper gallery. Four spacious bedrooms, each with its own ensuite, offer exceptional accommodation, while multiple walkouts reveal beautiful seasonal views. The expansive lower level continues the home's entertaining legacy with a games room, recreation room, gas fireplace, sunken built-in bar area, built-in aquarium, lush velvet wall treatments and walkout to the rear grounds. Outdoors, discover mature landscaping, woodland, a pond and an in-ground swimming pool. An attached three-car garage and detached two-car garage provide exceptional space for vehicles and hobbies. A rare surviving expression of 1970s custom-estate luxury, filled with unexpected details and delightful discoveries. For the true vintage enthusiast, this remarkable residence celebrates originality, architectural individuality and the art of living beautifully! Nestled within an established enclave of distinctive estate homes, this exceptional setting offers country tranquility with convenient access to scenic trails, conservation areas, equestrian facilities and the shops, restaurants, services and other amenities of nearby Bolton, Palgrave and surrounding communities.

40 Walton Drive, 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

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

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

81 Matson Drive, Caledon
$2,299,000
3 Beds ⋅ 4 Baths ⋅ W13875376 MLS
Tucked away in the prestigious Palgrave community of Caledon, this exceptional private residence offers the perfect blend of timeless elegance, modern sophistication, and tranquil country living. Set on over two acres of beautifully landscaped grounds, this remarkable family home is ready to welcome its next owners. Beautifully renovated throughout the exterior, main floor, and second floor, the home showcases refined finishes, spacious principal rooms, and inviting living areas designed for both everyday comfort and elegant entertaining. A stunning sunroom offers picturesque views of the surrounding landscape, with two large skylights providing the perfect setting to relax and embrace the peaceful ambiance of nature. Step outside to your own private retreat, complete with an inground pool and expansive grounds ideal for entertaining, relaxation, and creating lasting memories. Offering exceptional privacy, beautifully reimagined living spaces, and an effortless connection to nature, this distinguished residence presents a rare opportunity to experience the very best of Caledon estate living. Come see it for yourself! (Note: Brand New Windows, Brand New Roof, Brand New HVAC, Fully Renovated Interior).

81 Matson Drive, Caledon

31 Ferrara Drive, Caledon
$3,290,000
4 Beds ⋅ 5 Baths ⋅ W13864284 MLS
Stunning custom-built home in prestigious Palgrave, Caledon, set on 1.62 acres with approx. 5200 sq. ft. of living space. Offering 4 bedrooms and 5 bathrooms, this exceptional home features 10-ft main-floor ceilings, 9-ft second-floor and basement ceilings, soaring two-storey open spaces, coffered ceilings, decorative mouldings, and a handcrafted oak staircase. The gourmet kitchen boasts custom cabinetry, granite countertops, a centre island, and breakfast bar, opening to spacious principal rooms with natural 3/4-inch oak hardwood flooring and a gas fireplace. The luxurious primary suite features a walk-in closet and ensuite with an oval tub and separate shower. Additional highlights include a dedicated home office, entertainment area, wrap-around balcony, three-car garage, upgraded electrical, insulated basement flooring, R60 attic insulation, high-efficiency furnace, and central air conditioning. Ideally located near Palgrave Forest, Caledon Trailway, Bolton, major commuter routes, and local amenities.

31 Ferrara Drive, Caledon

12 Ferrara Drive, Caledon
$2,200,000
4 Beds ⋅ 5 Baths ⋅ W13864276 MLS
Experience exceptional space, privacy, and natural beauty in this impressive 2-storey residence set on approximately 1.62 acres in the sought-after Palgrave community. Offering approximately 4,758 sq. ft. of living space, this expansive home features 4 bedrooms, 5 bathrooms, a family room, and a 3-car attached garage with ample private driveway parking. Enjoy beautiful clear views surrounded by greenbelt and ravine landscapes, creating a peaceful and picturesque setting. Built to white-wall stage, the property includes the septic system, HVAC, plumbing for water, electrical, drywall, and insulation beneath the basement floor, providing an excellent opportunity to complete the interior to your own taste and specifications. A rare opportunity to create a truly customized luxury home in a serene countryside setting, while remaining conveniently connected to the amenities and communities of Caledon.

12 Ferrara Drive, Caledon

40 Logan Road, Caledon
$2,200,000
4 Beds ⋅ 4 Baths ⋅ W13863568 MLS
An exceptional opportunity to complete and customize your dream estate in the prestigious Palgrave community of Caledon. Situated on a spectacular approx 1.495-acre lot surrounded by executive homes and natural beauty, this impressive 4,237 sq. ft. two-storey residence is currently under construction and fully framed, offering the perfect canvas to bring your vision to life.The home has already undergone significant progress, including completed framing, septic installation, and electrical rough-ins. Designed with a spacious and functional layout, the plans feature 4 bedrooms with ensuite bathrooms & W/I closets & generous principal rooms, and an unfinished basement ready for future customization.Enjoy the tranquility of country living with the convenience of municipal water and available services, all within one of Caledon's most sought-after estate neighbourhoods. Surrounded by conservation lands and scenic views, this rare offering provides the opportunity to personalize finishes and complete a custom home tailored to your lifestyle.A unique chance for builders, investors, or end-users to acquire a premium estate lot with substantial construction already in place in an exclusive Palgrave location.

40 Logan Road, Caledon

16718 Caledon King Townline N, Caledon
$2,999,995
5 Beds ⋅ 2 Baths ⋅ W13861262 MLS
A Rare Gated Country Estate Set On Just Under 25 Acres, Where Privacy, Natural Beauty And Exceptional Versatility Come Together. From The Moment You Enter The Gates, A Long Private Drive Leads You Through Mature Trees And Park-Like Surroundings Toward A Residence Completely Hidden From The Road, Creating An Extraordinary Sense Of Seclusion And Escape. Ideally Located Just Minutes From Bolton, Tottenham And Schomberg, This Impressive 5-Bedroom Home Offers Generous Principal Rooms, Abundant Natural Light And Exceptional Space For Family Living And Entertaining. Outdoors, Enjoy Your Own Private Retreat With An In-Ground Pool, Two Scenic Ponds And Expansive Grounds Ideal For Relaxing, Entertaining And Enjoying The Countryside. Equestrian Features Include A 6-Stall Barn And Paddocks, While The Approx. 1,200 Sq. Ft. Workshop Offers Outstanding Flexibility For Car Collectors, Hobbyists, Contractors, Storage Or A Home-Based Business. This Unique Property Delivers The Freedom And Privacy Of Country Living While Remaining Within Convenient Reach Of Surrounding Communities And The GTA. Whether Envisioned As A Luxury Family Estate, Equestrian Property, Hobby Farm Or Private Country Retreat, Opportunities Of This Scale And Character Are Increasingly Difficult To Find. From The Gated Entrance And Hidden Residence To The Pool, Ponds, Barn, Paddocks And Workshop, This Is A Truly Special Estate That Must Be Experienced In Person.

16718 Caledon King Townline N, Caledon

79 Amos Drive, Caledon
$2,299,888
4 Beds ⋅ 4 Baths ⋅ W13859942 MLS
Discover space, privacy, and timeless curb appeal at 79 Amos Drive, set on 2.3 acres in one of Palgrave's sought-after estate neighbourhoods. Surrounded by mature trees and expansive properties, this impressive stone-and-stucco residence offers a peaceful setting with room to breathe. A grand entrance welcomes you into a thoughtfully designed layout with inviting spaces for entertaining and everyday family living. Large windows draw in natural light and frame views of the surrounding greenery, connecting the home to its beautiful setting. From gatherings with friends to quiet evenings at home, the residence offers a comfortable balance of elegance and warmth. Outside, manicured grounds and the generous acreage create space to relax, gather, and enjoy the outdoors. Experience the privacy and sense of retreat that define estate living, with convenient access to local schools, trails, and Caledon amenities.

79 Amos Drive, 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

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

9 Moraine Place, Caledon
$1,999,000
3 Beds ⋅ 4 Baths ⋅ W13823288 MLS
Refined country living in one of Palgrave's most sought-after executive enclaves. Privately positioned on nearly 2 acres, this impressive custom bungalow delivers space, privacy, and resort-inspired outdoor living. Beautifully landscaped grounds surround a stunning saltwater in-ground pool, expansive patio, and impressive covered outdoor kitchen, creating an exceptional setting for entertaining, relaxed family days, and evenings spent outdoors. Mature trees and established landscaping enhance the sense of privacy and give the property the feel of a secluded retreat. Inside, cathedral ceilings welcome you into the grand foyer and elegant living room, creating a bright and airy first impression. At the heart of the home, the spacious eat-in kitchen offers abundant cabinetry and generous prep space. Just beyond, the sun-filled solarium provides a peaceful place to enjoy morning coffee, casual meals or quiet evenings while overlooking the beautifully landscaped backyard. Thoughtfully designed for convenient main-floor living, the home features a spacious primary retreat complete with a walk-in closet and ensuite, well-proportioned secondary bedrooms, main-floor laundry, and a functional mudroom with direct access to the backyard. The partially finished lower level provides plenty of opportunity to expand. An oversized 3 car garage and generous driveway provide ample parking and storage. Offering an exceptional combination of executive bungalow living, nearly 2 private acres and resort-style outdoor amenities, this property is designed to be enjoyed inside and out. Tucked away in a prestigious Caledon neighbourhood, yet minutes to major commuting routes, golf, conservation areas and amenities, this is country living without compromising convenience.

9 Moraine Place, Caledon

21 Edgewild Drive, Caledon
$12,998,888
6 Beds ⋅ 7 Baths ⋅ W13809174 MLS
Welcome to The Grand Palgrave Manor, a landmark custom estate set on 3.16 professionally landscaped acres in prestigious Palgrave, backing onto the renowned Caledon Equestrian Park. Offering approx. 13,780 sq. ft. of finished living space, this extraordinary 6-bedroom, 10-bath residence showcases uncompromising craftsmanship, privacy and scale. A striking timber-frame design, natural stone exterior, Bavarian windows & doors, custom millwork, solid wood doors, plaster crown mouldings, wide-plank wood flooring and a nearly 20-ft Great Room reflect exceptional attention to detail. The chef's kitchen features Parker House cabinetry, granite island, Wolf range, Sub-Zero refrigeration, Miele appliances, espresso station and adjoining servery. The primary retreat offers a fireplace, custom dressing rooms and spa-inspired ensuite. Resort-calibre amenities include a home theatre, billiards/games room, home gym, art studio, playroom, wine-tasting room and separate refrigerated red & white wine cellars. Outdoors, a spectacular covered timber-frame loggia features an outdoor kitchen with BBQ, wood-fired pizza oven and wood-burning fireplace, surrounded by ponds with dual waterfalls, illuminated private walking paths, integrated sports court and fire-pit retreat. A true automotive collector's dream with 7 garage doors and indoor parking for up to 12 vehicles across two levels, epoxy garage flooring, and heated garage floors. Radiant heated floors, Generac whole-home generator, security, integrated speakers, heated driveway apron and front porch complete this rare offering. Enjoy exceptional privacy in one of Caledon's most coveted estate communities, surrounded by rolling countryside, equestrian pursuits, trails, golf and the charm of Palgrave, while remaining within convenient reach of the GTA. A private world created for exceptional living, entertaining and collecting.

21 Edgewild Drive, 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

35 Brawton Drive, Caledon
$1,999,000
3 Beds ⋅ 5 Baths ⋅ W13736076 MLS
Welcome to 35 Brawton Drive, an impressive family residence situated in the highly desirable community of Palgrave, Caledon. Offering outstanding curb appeal, this substantial brick home is complemented by a beautifully maintained property, mature surroundings, a large paved driveway, attached double-car garage and an inviting covered front porch. 3 Bedrooms. 5 Washrooms, Large double garage, Step outside and discover your own private backyard oasis, highlighted by a large inground swimming pool with slide, expansive poolside patio, attractive interlocking stonework and beautifully manicured lawns. The thoughtfully designed outdoor space provides an exceptional setting for entertaining family and friends, summer barbecues or simply relaxing poolside in the privacy of your own backyard. The home's impressive exterior, generous proportions and established landscaping create a wonderful combination of traditional character and comfortable family living. Multiple walkouts provide a natural connection between the home and the outdoor entertaining areas, while the spacious yard offers plenty of room beyond the pool for children, pets and recreation. Located in Palgrave, one of Caledon's most sought-after communities, This property offers the peaceful atmosphere and natural beauty the area is known for while remaining conveniently connected to surrounding amenities. A wonderful opportunity to own a spacious palgrave home with excellent curb appeal, a double garage and a spectacular resort-inspired backyard - perfect for families who love to entertain and enjoy outdoor living.

35 Brawton Drive, 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

3 Valley Hill Drive, Caledon
$2,149,900
5 Beds ⋅ 5 Baths ⋅ W13680644 MLS
//4.02 Private Acres - 4105 Sq Ft Above Grade Per Floor Plan// Demanding Palgrave Area// Immaculate Custom Home In Prestigious Stonehart Estates, Nestled On A Child-Safe Cul-De-Sac Street** Outstanding Curb Appeal & Offers Spectacular Views From Each Window* Grand Double Door Main Entry* Comes With Dedicated Work-From-Home Office & A Den! Family Size Kitchen With Elite Appliances & Center Island* Formal Living, Dining, Family Area With Hardwood Flooring & Breakfast Area! Walk-Out To A Large Composite Deck Perfect For Outdoor Gatherings* Hardwood Floors In Main & 2nd Levels* 3 Full Washrooms In 2nd Floor* Each Bedroom Has Direct Access To A Washroom* Rare To Find Over 2200 Sq Ft Finished Walk-Out Basement* Property Has Massive Driveway & Can Accommodate Total 13 Cars Parking* Finished Basement With Family Room & Bedroom! In Addition A Completely Finished Basement [Completed In 2023], Ideal For Multi-Generational Living, Features Two Bedrooms, A Private Entrance To The Backyard & A Separate Entrance From The Garage! Whole House Is Freshly & Professionally Painted* Prime Location: Conveniently Located Near Top-Rated Schools, Scenic Trails, Bolton, Schaumburg, And Paul Grace, This Home Offers A Perfect Blend Of Luxury, Comfort, & Accessibility. Shows 10/10. Must View House!

3 Valley Hill Drive, Caledon

20 Buckstown Trail, Caledon
$2,199,999
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

255 Amos Drive, Caledon
$2,499,900
4 Beds ⋅ 5 Baths ⋅ W13629928 MLS
Set in the prestigious neighborhood of Palgrave, this exceptional 4,000 sq ft residence is a masterclass in luxury living and refined design. Surrounded by lush landscapes and tranquil natural beauty, the home offers an unparalleled blend of elegance and comfort. From the moment you step inside, you're greeted by soaring 10' ceilings, expansive windows, and an abundance of natural light that highlights every carefully curated detail. The gourmet kitchen is a chef's dream, complete with premium Subzero Wolf Built-in appliances, custom cabinetry, and a spacious island perfect for entertaining. Rich finishes, designer fixtures, and thoughtfully designed living spaces create a seamless flow throughout the home. The primary suite is a private retreat, featuring a spa-inspired ensuite and generous his & her walkin closets with custom organizers, while additional bedrooms offer comfort and style for family and guests alike with private Ensuites and Custom Closets. Outside, the property continues to impress with beautifully landscaped grounds, ideal for both quiet relaxation and hosting unforgettable gatherings. Located in one of Caledon's most sought-after communities, this home delivers the perfect balance of serene country living and upscale sophistication-an extraordinary opportunity to experience luxury at its finest.

255 Amos Drive, Caledon

16158 Mount Pleasant Road, Caledon
$3,699,000
5 Beds ⋅ 7 Baths ⋅ W13618062 MLS
Welcome to your Dream Home nestled in the picturesque countryside of Palgrave! This recently constructed, estate home sits on over 3 acres of meticulously landscaped grounds, offering unparalleled privacy and tranquility. This home includes custom high-end finishes throughout over 9,400 square feet of luxurious living space, including a fully finished open-concept 3000 square foot basement with 10' high ceiling, lookout windows, and residential elevator. With timeless architectural design and attention to detail, this home has it all; high ceilings, oak stairs and railing with wrought iron pickets, wide plank hardwood flooring, large format porcelain tiles, solid poplar trim and doors, custom cabinetry, interior and exterior potlights, beautiful light fixtures, crown moulding, convenient second floor laundry room, and 20' high open to above great room with gas fireplace. With 4 + 1 bedrooms and 7 bathrooms, including a lavish master ensuite with heated floors, freestanding tub, and spacious shower with spa system, every inch of this residence exudes sophistication and comfort. Gorgeous custom chef's kitchen perfect for entertaining with large island, quartz countertops and backsplash, walk in pantry and coffee/wine bar. Designed specifically for this one-of-a-kind property, the home seamlessly integrates indoor and outdoor living with large windows inviting breathtaking views of the surrounding natural beauty. Close proximity to numerous local and provincial parks, conservation areas, farmers markets, golf courses and walking trails. Schedule your private viewing today.

16158 Mount Pleasant Road, Caledon

18250 Duffy's Lane, Caledon
$5,499,000
4 Beds ⋅ 4 Baths ⋅ W13601824 MLS
Extraordinary Palgrave estate where privacy, a tranquil setting, natural beauty, and endless opportunity come together on approximately 86 spectacular acres. Tucked away among the rolling hills, this remarkable property offers an exceptional blend of open pasture, productive hay fields, mature hardwood forest, scenic trails, and breathtaking countryside views in every direction. The beautiful home is designed to embrace its surroundings, featuring soaring ceilings, expansive windows that flood the interior with natural light and an open-concept layout. The fully finished walkout lower level seamlessly extends your living space outdoors, leading to a resort-inspired backyard complete with a saltwater inground pool, spacious patios, and multiple areas to relax while taking in the peaceful landscape. For those seeking space to work, create, or operate a business from home, the impressive approximately 3,000 sq. ft. heated workshop offers exceptional flexibility with dedicated office space, generous storage, and room for countless uses. The property also features a traditional barn and fenced pasture with convenient livestock watering access, making it well suited for hobby farming, equestrian pursuits, or a variety of agricultural ventures. Whether you're dreaming of a family estate, multi-generational living, a home-based business, hobby farm, or simply investing in one of Palgrave's most desirable rural settings, this property offers outstanding potential both today and for the future. Minutes from the amenities of Caledon and within easy commuting distance to Pearson International Airport and the GTA. Enjoy nearby golf courses, equestrian facilities, skiing, cycling, hiking trails, charming restaurants, boutique shopping, and excellent schools-all while coming home to a setting that feels worlds away. A truly rare offering where lifestyle, land, and limitless possibilities meet.

18250 Duffy's Lane, Caledon

7 Dolan Drive, Caledon
$2,375,000
5 Beds ⋅ 7 Baths ⋅ W13570924 MLS
Welcome to 7 Dolan Drive, an exceptional executive estate in the heart of picturesque Palgrave. Offering nearly 5,000 sq. ft. of luxurious living space, this impressive residence features 5 bedrooms, 7 bathrooms, and sits on a premium 78 x 196 ft. lot surrounded by the natural beauty and tranquility of one of Caledon's most sought-after communities.The elegant interior showcases 10-ft. ceilings on the main floor, custom millwork, and white oak hand-scraped hardwood flooring throughout. Designed for both family living and entertaining, the main level features a formal dining room, private office, two powder rooms, and a stunning chef-inspired kitchen with premium finishes, oversized island, and butler's pantry overlooking the spacious family room.Step outside to a covered loggia complete with a fireplace, built-in BBQ, and hot tub, creating the perfect year-round outdoor entertaining space.The upper level offers five generously sized bedrooms, each with its own private ensuite. The luxurious primary suite features a gas fireplace, custom built-ins, and a spa-inspired 5-piece ensuite with heated floors.The expansive lower level boasts 9-ft. ceilings and rough-ins for heated flooring, kitchen, bathroom, and laundry, providing endless possibilities for future customization, extended family living, or recreation.Ideally located just minutes from scenic trails, equestrian facilities, golf courses, top-rated schools, and major highways, this remarkable property offers the perfect blend of elegant country living and modern convenience. A rare opportunity to own a distinguished estate in one of Palgrave's most prestigious neighbourhoods. 2 Hrs notice required for showings

7 Dolan Drive, 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

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

16609 Mount Wolfe Road, Caledon
$3,490,000
5 Beds ⋅ 5 Baths ⋅ W13512124 MLS
Welcome to 16609 Mount Wolfe Rd a Custom-built Luxury Estate Set on 2.92 Private Acres in Caledon, Offering Over 4700 Sq Ft Above Grade (as Per Mpac). From the Moment You Arrive Through the Automated Wrought Iron Gates, You're Greeted by a Serene Water Feature, Setting the Tone for What Lies Ahead. This 2011 Stone Bungalow Features Timeless Craftsmanship, Top-tier Materials, and Space to Live, Work, and Entertain inComfort. The Main Level Boasts 10-ft Ceilings, Radiant Heated Hickory and Marble Floors, and 8-ft Custom-stained Doors Throughout. The Gourmet Kitchen Includes Cherry Cabinetry, Granite Counters, Dual Islands, Sub-zero and Wolf Appliances. Enjoy a Grand Family Room and Formal Dining Area, With Limestone Fireplaces Both Designed for Gatherings and Day-to-day Elegance. The Executive Office/Cigar Room is Fully Appointed With a Fireplace and Professional-grade Ventilation Built For Productivity, Designed for Prestige. Ideal for Work Hard Play Hard. A True Highlight is the Oversized Main-floor Gym, Complete With Its Own Hot Tub, Perfect for Wellness and Recovery. The Luxurious Primary Suite Offers a Limestone Fireplace, Walk-in Closet, Steam Shower, Jacuzzi Tub, and Radiant Flooring. The Fully Finished Walkout Basement Includes a Soundproof Theatre With Reclining Chairs, a 900-bottle Climate-controlled Wine Cellar, and a Separate 2-bedroom Apartment With Private Kitchen, Laundry, and Its Own Entrances. But What Truly Sets This Estate Apart Are the Two Fully Equipped Workshops, Ideal for Contractors, Car Collectors, or Business Owners. Each Shop Offers 2,400sqft, 400 Amps, Separate Metering, and Heating All Accessed via Their Own Private, Fully Paved Driveway and Parking Area, Completely Separate From the Main Home Entrance. Outdoors, Enjoy a Heated Pool, Pool House With Washroom, Hot Tub, Outdoor Kitchen, Bar Area, and Professional Landscaping With Water Features. This Estate is Built for High-performance Living. SEE ATTACHMENTS

16609 Mount Wolfe Road, 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

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