Refine Search
Sort by
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

38 Gentle Fox Drive, Caledon
$2,188,000
5 Beds ⋅ 5 Baths ⋅ W13841560 MLS
Welcome to 38 Gentle Fox Drive, a luxurious Caledon residence offering over 4,000 sq. ft. of space designed for both everyday comfort and memorable entertaining. With five bedrooms and 4+1 bathrooms, this home offers room for family and guests to gather while enjoying their own space. Pot lights throughout add a warm, polished feel, while the spacious kitchen centers around a large island that invites conversation, casual meals, and effortless hosting. The finished basement extends the living space and features a separate entrance, offering flexibility for extended family, guests, or recreation. Outdoors, a large pool sets the stage for summer gatherings and relaxing days at home. Generous in scale and built for an exceptional lifestyle, 38 Gentle Fox Drive is an opportunity to enjoy luxury living in Caledon.

38 Gentle Fox Drive, Caledon

14728 Heritage Road, Caledon
$2,174,900
4 Beds ⋅ 3 Baths ⋅ W13749034 MLS
Luxury Meets Nature A Private 29.5-Acre Retreat in Terra Cotta. Experience the perfect fusion of countryside tranquility and modern luxury in this stunning 4-bed, 3-bath estate perched atop one of Terra Cottas most desirable elevations. Situated on 29.5 acres of pristine land in the Niagara Escarpment this one-of-a-kind property offers direct access to the Bruce Trail, Credit Valley River, endless opportunities for hiking, fishing, cross-country skiing, and pond skating. Home Features: Chefs Kitchen Dream: Outfitted with a built-in Dacor double oven, Thermador induction cooktop, B/I dishwasher, wine fridge (75 bottles), fridge, upright freezer, and an instant hot water under-sink dispenser system all grounded by heated bamboo and porcelain flooring. Interior Comforts: 1 wood-burning F/P, formal dining room, sun-filled sunroom with W/O to a sunken hot tub, and a spacious games room . 2 Murphy beds. Premium Utility Systems: Reverse osmosis water filtration, water softener, two sump pumps, owned HWT, C/Vac, C/air, Generac backup generator (wired directly to the home), and a 2000-gallon cistern ensuring year-round reliability. More Highlights: 3 outdoor sheds, new aluminum roof, new energy-eff windows, and modern ELF throughout. Outdoor Experience: Enjoy ultimate privacy with a b/yard waterfall and pond, framed by mature maple trees and rolling woodland. Step onto one of the many walk-outs and immerse yourself in a peaceful setting perfect for morning coffees, family gatherings, or quiet evenings under the stars. Located in the heart of Terra Cotta. This estate offers rare access to natural beauty while remaining within a short drive of city conveniences. This is more than a lifestyle investment. Sch your private showing today and experience the serenity, space and elegance only Terra Cotta can offer. Equipped with Starlink satellite internet

14728 Heritage Road, Caledon

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

11 Prince Andrew Drive, Caledon
$2,144,000
5 Beds ⋅ 4 Baths ⋅ W13747140 MLS
Timeless Character, Exceptional Space & 2 Acres of Privacy. Discover the possibilities in this stately, all-brick residence, thoughtfully designed and built by its original owners. Offering over 5,000 sq. ft. of living space, this substantial home features a spacious, exceptionally well-planned layout with a natural flow that provides an ideal foundation for a seamless modern update. The main level features a welcoming family room with a striking marble fireplace and walkout to the deck, overlooking the expansive backyard. Upstairs, four generously sized bedrooms include a primary retreat with its own marble fireplace and a large ensuite, currently roughed-in and ready for completion to suit your vision. The lower level adds even more versatility, with a walkout to the breathtaking, park-like two-acre property, offering an incredible sense of privacy, serenity, and connection to nature. A fifth bedroom and bathroom on this level provide excellent space for guests, extended family, additional living accommodations. A lovely, updated lower-level kitchen provides the perfect foundation for a potential in-law suite or additional living space. While this home requires renovation and modernization, the underlying quality, generous proportions, thoughtful floor plan, and extraordinary setting present a rare opportunity to create something truly special. And then there's the location. Just minutes from Caledon East, you'll enjoy easy access to local amenities, schools, parks, the recreation centre, arena, swimming pool, shops, and more - all while coming home to your own private two-acre retreat. A remarkable opportunity to transform a solid, spacious family home into your dream estate in one of Caledon East's most desirable settings.

11 Prince Andrew Drive, Caledon

8339 Finnerty Side Road, Caledon
$2,099,999
5 Beds ⋅ 5 Baths ⋅ W13754322 MLS
Set amidst 25 acres of serene, wooded landscape backing onto conservation land, this exceptional raised bungalow offers over 5,800 sq. ft. of refined living space in an extraordinarily private setting. Surrounded by towering trees and breathtaking natural views, the home seamlessly blends elegance, comfort, and resort style living. Designed for both everyday living and grand entertaining, the main level features a spacious living room with a wood-burning marble fireplace, soaring cathedral ceilings, and an effortless flow into the formal dining room and expansive kitchen complete with centre island, granite flooring, and walkout to an oversized patio and enclosed gazebo pavilion. Thermal windows throughout the home showcase spectacular views of the surrounding property. Hardwood flooring, a grand marble foyer, and generously sized bedrooms further elevate the home's timeless appeal. The fully finished lower level is an entertainer's dream, featuring a stunning flagstone wet bar open to an expansive family room with marble fireplace, dedicated spa room with sauna, hot tub, change rooms with shower. An ideal in-law or multi-generational living setup.

8339 Finnerty Side Road, Caledon

35 Arthur Griffin Crescent, Caledon
$1,999,999
8 Beds ⋅ 9 Baths ⋅ W13794746 MLS
Show Stopper !! Perfect Multi-Generational Home P.L.U.S. Income Property $2,500 / month. P.L.U.S. In-Law Suite. This NEW home has it all. Bedrooms - 6 + 2 in bsmt. Washrooms - 7 + 2 in bsmt. ALL 6 bedrooms have an ensuite bath. 2 Bedroom Legal Basement Apartment Sep Entrance and Laundry. No Side Walk, 6 Car Parking. Wooded Lot. 7 Walk-In Closets, Custom Walk-In Pantry, Large Linen Closet and many other storage closets. High ceilings - Main Floor - 10' & 12' Ceilings, 2nd Floor and Basement - 9' Ceilings. Hardscape Around Entire Property Exposed Aggregate. Custom Roller Shades and Window Coverings Throughout. ALL Work in this Home has been Professionally Done, Including the Festive Outdoor Lights, NO Expenses Spared. Way Too Many Upgrades to Mention, and a Steal at Under $2 Million. **EXTRAS** 3 Fridge, 2 Stoves, 1 Dishwasher, 2 Clothes Washers, 2 Dryers, Water Softener, Pot Filler, All Window Coverings, Custom Roller Shades, Stair Runner, Closet Organizers, Pull Out Pantry Shelves, Biometric Lock, 6 Ceiling Fans, Upgraded ELF

35 Arthur Griffin Crescent, Caledon

62 Gibson Lake Drive, Caledon
$1,999,999
4 Beds ⋅ 5 Baths ⋅ W12968958 MLS
LUXURIOUS ESTATE on 3.937 ACRES Lot in prestigious PALGRAVE community. Property features very Spacious 4 Car Garage (2 Attached & 2 Detached- Perfect for Boat storage or Pickup truck), Huge Open concept Separate Living, Dinning & Family Room. Chefs Dream incredible Custom Gourmet Kitchen w/large pantry, Skyview & high-end appliances, Huge Solarium/Meditation Hall, Home Office/Yoga Studio/Sun Room, B/I Closets- Dressing Room- Custom Closet Organizers & Antique Architectural Ensuite, Elaborate SPA with Dry-Wet Sauna & bath Combo, Multiuse Guest Bedroom/Game or Exercise Room/ Theatre room, Inground Swimming Pool, Outdoor Shower, Fire-Pits, Hot Tub, Outdoor BBQ line, Cabana (Outhouse), Kids Play zone, Fully fenced Private Tennis Court, very spacious Garages, Storage Shed, BOSS Speaker System, Benches. Enjoy Private Camp-Ground & Party Ready Backyard, Plenty of Parking & Storage space throughout, Close to Parks, Trails, Campground, Recreational activity & School. Tones of Possibility for future expansion of additional outdoor activity in your Front & Backyard (i.e. Swings, Paintball, Tree House, Treetop Tracking, Basketball, Trampoline, Private Camping or Trail walking activity). It's Acreage Property But NO Well Water or NO Propane Tank **(Municipal Water & Natural Gas)**. This estate seamlessly combines urban comforts with a rural ambiance, blends modern amenities with historic charm, offering a serene retreat amidst Southern Ontario's scenic landscapes. Ideal for those seeking a luxurious lifestyle with ample space for private relaxations, grand-scale entertainment and recreational activities. Masterfully finished, truly unique estate, a real combination of Urban and Rural, Modern and Historic vibe. All fixtures attached to this lot are part of this property and its included in Purchase Price. You tube Video Tour (Search Address on You tube). Check the attached Property Feature Sheet as this space is not enough to explain full description of this estate in few words.

62 Gibson Lake Drive, Caledon

6425 Old Church Road, Caledon
$1,999,900
6 Beds ⋅ 5 Baths ⋅ W13780834 MLS
Exceptional newer custom-built residence offering 4,088 sq. ft. above grade, thoughtfully designed w/ premium finishes, timeless elegance & endless potential. From the moment you step inside the breathtaking 20-ft grand foyer, you'll appreciate the quality craftsmanship showcased t/o.Featuring 7.5-in engineered hardwood flooring t/o, smooth ceilings, 10-ft main floor ceilings, 9-ft upper ceilings & extensive custom millwork incl. 7.5-in baseboards & 4.5-in door & window casings, every detail has been carefully curated. Architectural coffered ceilings elevate the Liv Rm, office, hallways & primary bdrm, while elegant wainscotting detailing enhances the Fam Rm & formal Din Rm. The stunning custom kitchen is the heart of the home, complete w/ quartz countertops, premium cabinetry & an O/C layout ideal for entertaining.The spacious Liv Rm is anchored by a cozy gas fireplace, while the formal Din Rm/home office showcases refined custom detailing. Upstairs, you'll find 5 generously sized bdrms, an upper-level laundry rm & luxurious baths featuring quartz countertops, porcelain tile finishes, glass shower enclosures & heated floors in 2 baths.The impressive open-riser staircase w/ modern glass railings adds a sophisticated architectural touch. The unfinished 1685sqft lower level offers incredible future potential w/ a fully roughed-in kitchen & bath, heated floors & a functional 2-bdrm layout, making it ideal for multi-generational living, an in-law suite or future income potential.Outside, enjoy a beautifully finished interlock driveway & backyard patio, a 4-car tandem garage & parking for an add'l 5 vehicles. Enjoy easy access to Caledon East Village, local shops, restaurants, grocery stores, parks, community centres, golf courses, top-rated schools, scenic conservation areas, walking & cycling trails & major routes incl. Hwy 410, Hwy 10 & Hwy 50 for an easy commute t/o the GTA. A rare opportunity to own a newer custom home where luxury & future potential come together!

6425 Old Church Road, Caledon

50 Stratford Drive, Caledon
$1,999,900
8 Beds ⋅ 6 Baths ⋅ W13742038 MLS
Welcome To 50 Stratford Drive, Caledon. A Luxury Residence Where Timeless Elegance Meets Modern Sophistication. Offering Approx. 3,713 Sq. Ft. Of Exceptional Living Space Plus A Fully Finished 3-Bedroom Basement, This One-Of-A-Kind Home Features Premium Upgrades Throughout. The Striking Stone & Brick Exterior, High-End Exterior Finishes, Elegant Double-Door Entry, And Distinctive Architectural Appeal Create Unmatched Curb Appeal In The Community. Inside, Soaring11-Ft Ceilings On The Main Floor And 10-Ft Ceilings On The Second Level & Basement Enhance The Grand Scale Of The Home. Rich Hardwood Flooring, Designer Light Fixtures, Smooth Ceilings, Crown Moulding, 7-Inch Baseboards, Coffered Ceilings, And Expansive Windows Showcase Exceptional Attention To Detail. The Gourmet Kitchen Is A True Showpiece, Featuring Upgraded Marble Countertops, Oversized Centre Island, Marble Backsplash, Extensive Cabinetry, And A Spacious Breakfast Area With Walk-Out To The Deck. The Open-Concept Layout Includes A Beautiful Family Room With Fireplace, Perfect For Entertaining And Everyday Living. The Luxurious Primary Retreat Features A Coffered Ceiling, His-And-Her Walk-In Closets, And A Spa-Inspired 5-PieceEnsuite. Additional Bedrooms Offer Generous Space, Walk-In Closets, And Semi-Ensuite Access. The Fully Finished Basement Offers 3 Bedrooms, A Full Kitchen, 2 Full Bathrooms, 10-Ft Ceilings, And A Separate Walk-Up Entrance, Providing Exceptional Flexibility For Extended Family Or Guests. Enjoy Your Private Backyard Oasis, Perfect For Relaxing And Entertaining. Additional Highlights Include Main-Floor Laundry, Garage Access, Separate Side Entrance, 200-AmpElectrical Service, Premium Lighting, And High-End Finishes Throughout. A Rare Opportunity To Own A Truly Exceptional Caledon Residence Combining Luxury, Space, Functionality, And Unmatched Curb Appeal.

50 Stratford Drive, 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

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

17043 The Gore Road, Caledon
$1,999,000
2 Beds ⋅ 4 Baths ⋅ W13700140 MLS
Exceptional opportunity to own over 3 acres of flat, fully fenced land with endless potential to build your dream home or expand your investment portfolio. The property currently features two upgraded residences: a charming 1.5-storey, 2-bedroom home and a separate 1-bedroom bungalow, offering excellent flexibility and income potential. Also included are two newly built, insulated steel buildings measuring approximately 40' x 80' and 27' x 28'. The larger building features a dedicated office and washroom, making it ideal for contractors, trades, storage, or business operations. With ample parking for 40+ vehicles, an automatic gated entrance, and a spacious layout, the property is perfectly suited for contractor or business use. Enjoy a peaceful setting with a ravine directly behind the property, while golf courses and nature trails are conveniently nearby. The existing setup currently generates income, making this an attractive opportunity for investors seeking immediate potential. A rare combination of land, income potential, multiple dwellings, and substantial outbuildings-ideal for investors, contractors, and those looking to create their own estate property.

17043 The Gore Road, Caledon

21 Bartley Drive, Caledon
$1,998,500
6 Beds ⋅ 5 Baths ⋅ W13857336 MLS
Privately set on 4 acres in a prestigious estate subdivision, this comprehensively renovated residence delivers modern sophistication, exceptional privacy and understated luxury. Designed for both impressive entertaining and everyday living, the showpiece gourmet kitchen features premium appliances, double wall ovens, dual dishwashers, a concealed telescoping television and a walk-in pantry with secondary access-perfect for seamless hosting or catered events. The adjoining living room is equally striking, with soaring vaulted ceilings and expansive windows filling the space with natural light and showcasing the surrounding landscape. The private primary suite is a true retreat, complete with balcony and spa-inspired 8-piece ensuite featuring frameless glass shower, dual rain heads and body jets. Multi-level living provides excellent flexibility for home office space, while the third-level covered crow's-nest deck captures panoramic views and spectacular sunsets. The fully finished walk-out lower level offers ideal accommodations for extended family or guests, with a second kitchen, living area, bedroom, full bath, private office and direct patio access. A rare 4-car garage includes dedicated workshop space and a rear bay door with direct yard access. Landscaped grounds feature curated gardens, a fire feature, level lawn area for soccer games or events and a secondary driveway with additional parking, including space for recreational vehicles. Ideally located between Caledon East and Bolton, this exceptional property combines peaceful country privacy with sophisticated modern living and remarkable functionality.

21 Bartley Drive, Caledon

6785 Highway 9 Road, Caledon
$1,995,000
6 Beds ⋅ 3 Baths ⋅ W13700560 MLS
Nestled on a private and beautifully 10.01 acre parcel in Caledon, this exceptional ranch-style stucco and brick bungalow offers the perfect blend of peaceful country living and functional versatility. Boasting nearly 400 feet of frontage along Highway 9, the property provides outstanding exposure while maintaining a serene, resort-like setting winding driveway highlighted by a stunning, professionally landscaped backyard oasis.The home has been thoughtfully updated throughout, featuring refreshed main floor flooring that enhances the warmth and flow of the living spaces. Large windows are strategically placed across the home, allowing natural light to pour in and creating bright, inviting interiors while showcasing picturesque views of the surrounding property. The main level offers 3 spacious bedrooms and a beautifully updated, high-end open-concept gourmet kitchen, complete with premium appliances, modern finishes, and ample workspace-perfectly designed for both everyday living and entertaining. Adjacent to the main living area is a charming 3-season sunroom, offering a tranquil space to relax while enjoying eye-catching views of the landscaped grounds and mature trees throughout the seasons.The fully finished, sun-filled walkout basement provides exceptional additional living space, featuring 3 further bedrooms and a large, versatile layout ideal for extended family, guests, or multi-generational living arrangements. Adding tremendous value and functionality to the property are 2 impressive workshops-one measuring approximately 35 x 48 and the other 35 x 50-offering extensive space for hobbyists, contractors, tradespeople, or those seeking a home-based business opportunity. These outbuildings significantly enhance the property's usability and appeal.This is a rare opportunity to own a beautifully maintained and updated bungalow on a picturesque 10-acre property with substantial frontage, privacy, and unmatched versatility in a highly desirable Caledon location.

6785 Highway 9 Road, Caledon

20511 Main Street, Caledon
$1,990,000
6 Beds ⋅ 5 Baths ⋅ W13435052 MLS
Beautifully crafted custom-built bungalow nestled on a spectacular 1.4-acre estate lot, thoughtfully designed with an open-concept layout and a setting that feels as though it was sculpted into the surrounding rolling hills. This exceptional property showcases meticulous landscaping, breathtaking views from every window, and an outdoor retreat featuring an in-ground pool, cabana, pond, fire pit, custom-built playhouse, expansive decks, and elegant flagstone pathways. A fully paved 15-car driveway leads to a heated and insulated detached workshop/garage, offering the perfect space for motor enthusiasts, hobbyists, crafting, or additional storage. Ideally located just 8 minutes to Hwy 400, 5 minutes to Orangeville, and approximately 25 minutes to Brampton, this stunning home offers approximately 3,500 sq. ft. of beautifully finished living space. The open-concept interior features a gourmet kitchen with granite countertops, hardwood flooring, and luxurious finishes throughout. The living room boasts a stunning marble ceiling detail and a two-sided stone fireplace shared with the formal dining room. A spacious great room with custom built-ins creates the perfect gathering space. The impressive primary retreat features a fireplace, spa-inspired ensuite, walk-in closet, baby room/office and walk-outs leading to the deck and pool area. The family room with fireplace overlooks the backyard paradise, creating a seamless connection between indoor and outdoor living. The newly finished basement offers a second kitchen, recreation/living space, full bathroom, and powder room - ideal for entertaining or extended family. Additional features include: New septic system (2023).New furnace & air conditioning (2024).New exterior stucco finish. Four wood-burning fireplaces with built-in air circulation. No carpet throughout. New porcelain tile in foyer A truly remarkable home and property located just north of historic Alton, offering privacy, luxury, and an unmatched lifestyle

20511 Main Street, Caledon

17 Autumn Drive, Caledon
$1,959,000
5 Beds ⋅ 3 Baths ⋅ W13781438 MLS
Stripped back, rebuilt & completely transformed into a custom modern farmhouse bungalow on approx 1 acre in Caledon Village. Offering 4+1 bedrooms, 3 full bathrooms, over 4,100 sq. ft. of beautifully finished living space, including a finish bungalow bsmt w/ king-size 1-bedroom in-law bsmt apartment, this is anything but an ordinary bungalow. The striking exterior w/ Hardi cement-fibre board siding, bold black aluminum detailing, windows, oversized front door & white-oak-style garage doors. Inside, a dramatic foyer introduces custom wall mouldings, large-format tile, solid-core shaker doors. 7' interior drs, 7" poplar baseboards, detailing add architectural presence t-out. Spectacular sun-filled XL kitchen, dining, living space designed for both everyday family life and large-scale entertaining. 6 skylights, white oak hardwood flrs oversized 4-panel sliding glass dr flood the space w/ light. Dream custom kitchen, anchored by an extraordinary 8' x 15' quartz waterfall island accommodates serious cooking, effortless entertaining, features 2 sinks, 2 dishwashers, 2 pantries, wall-to-wall custom cabinetry, tiled backsplash, reverse-osmosis drinking water,LG appliances. Custom laundry/mudroom. 4 bdrm layout-The guest bathroom carries the custom aesthetic hexagon flr, oak vanity, Carrera-tiled shower, black fixtures. Mstr bdrm is private escape, custom wall mouldings, spa-inspired ensuite glass shower, black tile flooring, Theodore white oak vanity. White oak staircase 2,000+ sqft Bsmt, King-size 1-bedroom in-law aprtmnt lrg rec area, kids play space, glass-enclosed home gym. 3-piece bath, 2nd custom kitchen w/ island o/l the living area. XL 40' x 20' deck features substantial Douglas fir gazebo beams, cedar plank decking, glass railings. ***Lot Irregularities: 122.87 ft x 36.22 ft x 195.51 ft x 160.13 ft x 247.21 ft

17 Autumn Drive, 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

22 Southridge Trail, Caledon
$1,949,000
3 Beds ⋅ 3 Baths ⋅ W13740848 MLS
Tucked into the rolling hills of Caledon and surrounded by mature trees, 22 Southridge Trail feels less like a home and more like an escape from the pace of everyday life. Set on over 10 acres in the sought-after Forks of the Credit area, this custom bungalow offers privacy, nature, and timeless design in one unforgettable setting. Inside, dramatic vaulted wood ceilings and oversized windows frame peaceful forest views while bringing warmth and character to the entire home. The great room is the showpiece, anchored by a stunning floor-to-ceiling stone fireplace and filled with natural light that shifts beautifully throughout the day. Every room feels connected to the landscape outside. The kitchen and living spaces flow effortlessly toward an expansive deck overlooking the trees, creating the perfect place for morning coffee, evening wine, or quiet weekends surrounded by nature. Here, the soundtrack is wind through the leaves and the occasional crackle from the fireplace. With over 3,100 sq ft above grade, the home offers 3 bedrooms, 3 bathrooms, and a spacious main-floor primary suite designed for comfort and easy everyday living. The unfinished lower level provides endless potential for future living space, a workshop, studio, or customized retreat tailored to your lifestyle. A new Generac generator adds valuable peace of mind, ensuring comfort and reliability year-round. Outside, the beautifully landscaped grounds blend seamlessly into the surrounding countryside, offering a true estate feel just minutes from Belfountain, the Caledon Ski Club, the Caledon Mountain Trout Club, golfing, hiking trails, and the Forks of the Credit. This is the kind of home people leave the city for. Quiet luxury, breathtaking surroundings, and room to finally breathe.

22 Southridge Trail, Caledon

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

14451 Winston Churchill Boulevard, Caledon
$1,900,000
4 Beds ⋅ 4 Baths ⋅ W13445462 MLS
Escape The Ordinary. Discover Your Private Estate In Prestigious South Caledon Where Sophisticated Country Living Meets Modern Luxury. Nestled On A Breathtaking One-Acre Lot (150X300 Ft), This Newly Extended 4-Bedroom, Over 3,600 Sq Ft Masterpiece Backs Onto A Ravine With Terra Cotta Conservation At Your Doorstep, Privacy And Nature Embrace You At Every Turn. Extensively Renovated Top To Bottom In 2024-All With Permits-This Home Features New Plumbing, Electrical With 200 Amp Service, Septic, Furnace, A/C, Generator, Roof, Doors & Windows Throughout. Designed For Both Grand Entertaining And Intimate Family Living, The Open-Concept Kitchen, Dining & Family Rooms Flow Seamlessly Together. The Brand-New Chef's Kitchen Showcases A Large Island, Stone Counters, Matching Backsplash, And Top-Of-The-Line Stainless Steel Appliances. Large Windows Fill The Home With Natural Light. The Upper-Level Retreat Showcases Two Luxurious Primary Suites. The First Offers A Fireplace, Juliet Balcony Overlooking The Greenspace, Dual Walk-In Closets, And A Spa-Inspired Ensuite Complete With Heated Floors, A Soaker Tub, And An Oversized Glass Shower. The Second Includes Its Own Fireplace, Walk-In Closet, And Heated Ensuite Floors. Ceiling Fans Throughout The Bedrooms And Motorized Blinds Provide Year-Round Comfort, While Convenient Second-Floor Laundry Adds Everyday Ease. Attached Double Garage Plus An Incredible Detached 6-Car Garage/Workshop Offer Endless Possibilities For Car Collectors, Hobbyists, Home Gyms, Or Dream Workspaces. Enjoy A Large Gazebo, Fire Pit Area, And An Unmatched Outdoor Lifestyle. A Rare Opportunity For Families Or Anyone Seeking Space, Privacy, And Refined Country Living Near Town Amenities.

14451 Winston Churchill Boulevard, Caledon

14190 Mount Hope Road, Caledon
$1,899,900
5 Baths ⋅ W13708236 MLS
ATTENTION DEVELOPERS AND INVESTORS!! This dream country home on 1 acre is sure to impress you. LOCATED ON PRIME DEVELOPMENT LAND WITH RM zoning which allows for severing the lot and building multiple residential homes OR A MULTIPLEX and many other uses permitted. Call LA for more details on the approved secondary plan which is adjacent to the site plan. This property and home are within minutes to the city, schools and community center. Walk out from the open concept gourmet kitchen, patio with newer pressure treated deck. Large 20x40 FT Quantum hut heated workshop! This beauty offers over 3200 SF of living space. New 3 piece washroom in recroom area separate from the 2 bedroom self contained in-law suite. This home offers 4+3 spacious bedrooms, brand new premium hardwood flooring on second level, new 5 pc ensuite washroom with stand alone tub & faucet, a large shower with multiple jets & glass door. Rent out the house or live in and enjoy until ready to build. New waffle ceiling and custom crown molding throughout. Triple car garage with large mezzanine with lots of storage space. Perennial gardens, fruit trees, freshly painted throughout. Do not miss out on this opportunity to invest and turn a large profit!! The secondary plan in surrounding area has been approved which has a positive impact on the value of this property. Now zoned RM as per Town of Caledon.

14190 Mount Hope Road, Caledon

14190 Mount Hope Road, Caledon
$1,899,900
7 Beds ⋅ 5 Baths ⋅ W13620646 MLS
ATTENTION DEVELOPERS AND INVESTORS!! This dream country home on 1 acre is sure to impress you. LOCATED ON PRIME DEVELOPMENT LAND WITH RM zoning which allows for severing the lot and building multiple residential homes OR A MULTIPLEX and many other uses permitted. This property and home are within minutes to the city, schools and community center. Walk out from the open concept gourmet kitchen, patio with newer pressure treated deck. Large Quantum hut heated workshop! This beauty offers over 3200 SF of living space. New 3 piece washroom in recroom area separate from the 2 bedroom self contained in-law suite. This home offers 4+2 spacious bedrooms, brand new premium hardwood flooring on second level, new 5 pc ensuite washroom with stand alone tub & faucet, a large shower with multiple jets & glass door. New waffle ceiling and custom crown molding throughout. Triple car garage with large mezzanine with lots of storage space. Perennial gardens, fruit trees, freshly painted throughout. Do not miss out on this opportunity to invest and turn a large profit!! The secondary plan in surrounding area has been approved which has a positive impact on the value of this property. Now zoned RM as per Town of Caledon.

14190 Mount Hope Road, Caledon

48 Edmund Street, Caledon
$1,869,000
8 Beds ⋅ 6 Baths ⋅ W13705594 MLS
Welcome to this beautifully lanscaped, bright, well maintained 5 Bedroom with 6 Bathroom Home. It boasts 3 kitchen and 2 separate in-law type living spaces - One studio and One with 2 separate rooms off the living area with separate entry to both spaces. This home has a 3 car garage with garage door remote entry and parking for 8 cars on the driveway!! The open concept layout has a chef's kitchen with custom cherrywood cabinets and quartz backsplash and countertops; it overlooks the family room with gorgeous coffered ceiling , fireplace and walkout to the backyard porch. The entire home has many windows that allow in natural lighting, potlights, crown moulding, and hardwood flooring with upgraded 7.5" baseboards. 3 fireplaces (1 gas & 2 Electric), All the bedrooms have built -in closet systems and cabinetry. Smoke Dectectors & carbon Monoxide Detectors on all floors, Garage entry into home, Central Vac, Water Softner, A/C, Security Camera's and monitoring system, the features continue!! The 5th bedroom can be used as a media room/office on the main floor of the home with customer cabinertry with countertop and media wall. The home has 2 separate laundry rooms; one on the main level and one on the lower level accessible to both basement suites. 2 cold storage rooms.The quiet family neighbourhood is surrounded by walking trails and this home is close to shopping, schools and all amenities.

48 Edmund Street, Caledon

7 Rolling Meadow Drive, Caledon
$1,850,000
5 Beds ⋅ 3 Baths ⋅ W13824702 MLS
Welcome to 7 Rolling Meadow - an exceptional private custom estate nestled on 3.6 acres, featuring an expansive 316 ft frontage approximately 4,600 sq ft of living space, set within one of East Caledon's most desirable communities on a quiet dead-end street. Surrounded by mature trees & scenic natural beauty, this impressive property offers the perfect blend of luxury living, privacy, and everyday comfort. Set well back from the road, a large circular driveway and 3-car garage provide direct access to the mudroom & laundry. This beautifully maintained residence offers oversized principal rooms, timeless finishes, custom carpentry, a seamless indoor-outdoor living designed for both entertaining and family life.The heart of the home features a stunning designer kitchen complete with granite countertops, custom cabinetry, a centre island, breakfast bar, & high-end stainless steel appliances. The sun-filled breakfast area walks out to a sprawling deck overlooking the breathtaking property and its endless natural scenery - creating the perfect setting for morning coffee or evening gatherings. The bright open-concept great room boasts soaring ceilings, rich hickory hardwood flooring, elegant pot lights, electric fireplace, & large windows that bring the outdoors in. The spacious primary retreat offers a private escape: a walk-in closet, a 5-piece spa-like ensuite, and direct walkout access to the deck.This property is loaded with thoughtful upgrades including abundant storage, California shutters throughout, & Santos Mahogany hardwood flooring in the bedrooms. The finished lower level is ideal for multi-generational living or entertaining, featuring additional bedrooms, a private office, an exercise room, and a spacious recreation area boasting an electric fireplace custom finishes throughout. Substantial outbuildings - a 24 x 20 steel-built structure an 18 x 11 cedar-built - both serviced by electrical, complete this remarkable offering.

7 Rolling Meadow Drive, Caledon