Caledon Real Estate | Caledon Single Family Homes for Sale

Welcome!! to this Beautifully maintained Home,Nestled on a Sprawling 72x197 Feet * Premium Corner Lot* where your creative vision can flourish for present Living & future development opportunity. Nestled in the heart of charming Caledon East - Vibrant Community that perfectly blends Rural charm with Tranquility & modern Convenience. This Spacious recently painted Home offers 5+3 Bedrooms, 6 Washrooms, with Walk-out Basement. The inviting Main Floor showcases a Office Room with 3 Pc- Ensuite, Separate Warm Family Room , Formal Dinning Room and Bright Living Room with all over New Portlights, W/O to Balcony picturesqueing inviting Big Backyard, ideal for comfortable Family living and Effortless entertaining. This home is steps from Caledon Community Center, Local Good rating Schools, School bus route, Many Parks, Restaurants, and the Scenic Caledon Trails. With its combination of modern Amenities, Spacious design, and Excellent Location, this Home provides the perfect balance of Comfort, and Convenience for todays Lifestyle!!

28 Walker Road E, 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

$1,599,900

4 Beds ⋅ 4 Baths ⋅ W13434948 MLS

Welcome To 15252 Chinguacousy Rd, Caledon-An Exceptional Estate Home Extensively Rebuilt In 2008, Including The Finished Basement, Heated Saltwater Pool, And Stunning Professional Landscaping. Situated On A Private, Beautifully Treed 1.01-Acre Lot Just Minutes From Caledon Country Club, This Impressive Home Offers Nearly 3,700 Sq. Ft. Of Finished Living Space.Features Include Maple Hardwood & Heated Tile Flooring Throughout Both Levels, 2 Gas Fireplaces, Premium Finishes, And An Upgraded Family-Sized Kitchen With Quartz Counters & Centre Island. Spacious Living, Dining & Family Rooms. Large Primary Bedroom With Walk-In Closet & 4-Piece Ensuite, Plus 2 Additional Generous Bedrooms And 2.5 Bathrooms On The Main Level.The Finished Basement Offers A Large Recreation Room With Pool Table, Additional Bedroom, Bathroom, And Separate Access From The Rear Of The Heated & Insulated 3-Car Garage. Direct Interior Access Through The Mudroom, Laundry & Powder Room.Step Outside To Your Private Resort-Style Backyard Featuring A Heated Saltwater Pool, Hot Tub, Fire Pit, Treehouse, And Spectacular Landscaping. Parking For Up To 14 Vehicles. Offering The Perfect Blend Of Luxury, Privacy, Comfort & Countryside Charm-All Within Easy Reach Of City Conveniences.

15252 Chinguacousy Road, Caledon

$1,299,900

5 Beds ⋅ 4 Baths ⋅ W13432546 MLS

Welcome to a rare 10-acre luxury estate opportunity on the Niagara Escarpment, where a 3+2 bedroom raised bungalow sits on a beautifully manicured, south-facing lot that has been in the same family for over 50+ years. Perfectly positioned at the top of the escarpment between Kennedy Road and Heart Lake Road-steps to Devil's Pulpit Golf Course, close to the Caledon Flying Club, renowned cycling routes, the Bruce Trail, and a short drive to grocery stores, amenities, and Headwaters Hospital-this highly desirable property is surrounded by some of Caledon's most prestigious multimillion-dollar estate homes, making it an exceptional chance to build a custom luxury residence that fully leverages the rare topography, escarpment setting, and sweeping views. The existing home requires extensive rehabilitation, offering flexibility for those looking to renovate or rebuild in one of Ontario's most sought-after rural communities, with the breathtaking Niagara Escarpment as your backdrop.

3574 Escarpment Side Road, Caledon

$2,099,900

6 Beds ⋅ 5 Baths ⋅ W13429926 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

$2,998,000

5 Beds ⋅ 2 Baths ⋅ W13428300 MLS

Welcome To 16718 Caledon King Townline N An Exceptional Opportunity To Own A Private Country Estate On Nearly 25 Acres In Prestigious Palgrave. Tucked Behind A Gated Entrance And Surrounded By Mature Trees, This Remarkable Property Offers The Perfect Blend Of Luxury, Privacy, And Endless Potential. The Spacious 5-Bedroom Home Features Generous Principal Rooms,Soaring High Ceilings, Large Windows With Scenic Views, And A Warm, Functional Layout Ideal For Family Living Or Entertaining. Whether You're Looking To Create Your Dream Retreat Or Enjoy Peaceful Country Living, This Home Provides The Perfect Canvas. Ideal For Equestrian Enthusiasts Or Hobby Farmers, The Property Features A Well-Equipped 6-Stall Barn, Multiple Paddocks, Open Pastures, And Two Scenic Ponds That Enhance The Natural Beauty Of The Landscape. A Detached 1,200 Sq Ft Workshop And Oversized Garage Offer IncredibleFlexibility For Storage, Business Use, Equipment, Or Passion Projects. Step Outside And Enjoy Resort-Style Living With A Private Inground Pool, Expansive Green Space, And Complete Serenity All Just Minutes From Town Amenities. Conveniently Located Only 10 Minutes To Bolton, Schomberg, And Tottenham, With Easy Access To Major Routes. A Rare Offering Combining Lifestyle, Nature, Privacy, And The Opportunity To Own A Truly Special Property In One Of Caledon's Most Desirable Areas.

16718 Caledon King Townline N, Caledon

$1,650,000

6 Beds ⋅ 4 Baths ⋅ W13425962 MLS

Great Opportunity! Unique Property Two Houses On One Lot. Completely Renovated 2+1 Br Bungalow W/Fin One Br Basement Apartment. Bungalow Has Sep Living & Dining Rm, Master Offers W/I Closet . Kitchen W/Custom Built Cabinets/Pantry. 2 Story House Has Large Living And Family Rooms On Main Level,3Pc Bath & Kitchen,2nd Level Has 3 Bedrooms & 4Pc Bathroom. Insulated Bunkie with electricity. Updates in 2024:bungalow main floor flooring, main house upstairs bathroom. Roof replaced in 2022. water heater in 2025

5 O'reilly's Lane, Caledon

$2,089,999

5 Beds ⋅ 5 Baths ⋅ W13425920 MLS

Beautiful House In Caledon Woods Estates. Premier Destination For Luxury Resort Lifestyle. Golf At Your Doorstep, Mins To Shopping & Much More. This Executive Four Bedroom Two Story Home Sits On A Stunning 2.5+ Acre Setting With Caledon Woods Golf Course In Your Back Yard! Beautiful, Custom Main Floor Eat-In Kitchen With Porcelain Tiling & Counters, Jennair Built-In Appliances Chef's Kitchen & Pantry. Jennair; Fridge, 2 Stoves, 2 Hood Ranges, 2 Wine Fridges, 2 B/I Dishwashers, B/I Miele Coffee/Espresso Machine, All Elfs, All Window Coverings. Rental TanklessHwt.

27 McCauley Drive, Caledon

$1,269,900

5 Beds ⋅ 4 Baths ⋅ W13421512 MLS

Meticulously Maintained Detached Home Situated On An Oversized 59 X 110 Ft Corner Lot In The Highly Desirable Bolton West Community! Boasting 2,574 Sq Ft Above-Grade (As Per MPAC), Plus A Fully Finished 1,161 Sq Ft Basement (As Per iGuide Floor Plan)! Over 3,700 Sq Ft Of Total Living Space! This Beautifully Renovated Home Provides 4+1 Bedrooms, 4 Bathrooms, & Exceptional Living Space For The Entire Family! Stunning Brick & Stone Exterior Facade With Fully Landscaped Front & Rear Yards, Interlocking, Concrete Patio, Gazebo, Backyard Shed, & Inground Sprinkler System! The Main Floor Features 9 FT Ceilings, Hardwood Flooring Throughout, Spacious Principal Living & Dining Areas, & A Large Family Room With A Cozy Electric Fireplace & Feature Wall - Perfect For Entertaining! The Eat-In Kitchen Is Equipped With 24x24 Non-Slip Porcelain Tiles, Maple Cabinetry, Quartz Counters, Stainless Steel Appliances, Marble Backsplash, Pot Lights, & A Walk-Out To Your Landscaped Backyard - Plenty Of Space To Host Family Gatherings! Upper Level Provides 4 Spacious Bedrooms Including A Luxurious Primary Retreat Featuring A Renovated 5-Piece Ensuite Bathroom With Heated Floors, Freestanding Tub, & Walk-In Closet! Fully Finished Basement Offers A Large Recreation Area, Additional Bedroom Currently Used As A Gym, Smooth Ceilings, Pot Lights, 4-Piece Bathroom, & Tons Of Additional Space For Kids Or Entertaining! Renovated Top To Bottom With Pride Of Ownership Throughout! Updates Include Furnace (2025), Central A/C (2018), Main Entry Doors (2018), & Roof (2018)! Located Within Close Proximity To Excellent Schools, Parks, Walking Trails, Albion Bolton Community Centre, Restaurants, Grocery Stores, & Everyday Amenities! Minutes To Fortinos, Walmart, Home Depot, Canadian Tire, Garden Foods, Banks, Shops, & Downtown Bolton! Convenient Access To Highway 50, Highway 427, & Major Commuter Routes! A Rare Opportunity To Own A Turn-Key Family Home In One Of Bolton's Most Desirable Neighbourhoods!

2 Ironhorse Crescent, Caledon

$2,969,000

5 Beds ⋅ 5 Baths ⋅ W13420422 MLS

Gorgeous Property! Welcome to 8 Coates Hill Crt in Palgrave Estates. This house has 5 bedrooms, 5 bath over 5700 sq.ft of living space. The home boasts meticulously maintained grounds featuring low-maintenance perennial gardens and expansive hardscaping. The award-winning backyard recognized by Landscape with a saltwater pool, 7-person hot tub, two outdoor kitchenettes, a cabana, an outdoor shower-perfect for outdoor dining and relaxation. Inside, the main floor features engineered hardwood flooring with a primary suite that includes a fireplace, a 6-piece ensuite, and a custom closet. The living room, with its cozy fireplace, and the dining room overlook stunning forested views. The chef's kitchen, equipped with high-end appliances, potlights, and smooth ceilings, walks out to a large upper deck ideal for alfresco dining. The finished walkout basement includes a personal gym wired for a sauna, large rec room with gas fireplace, windowed bedroom with cedar closet, and bathroom with shower. This estate is conveniently located close to markets, grocery stores, restaurants, and major highways (9, 50, 400 & 427). It is also near the Caledon Trail System, golf courses, and equestrian facilities.

8 Coates Hill Court, Caledon

$1,390,000

4 Beds ⋅ 5 Baths ⋅ W13417588 MLS

Welcome to this exceptional 4-bedroom, 5-bathroom home offering the perfect blend of luxury, comfort, and convenience in sought-after Caledon East. Designed with both family living and entertaining in mind, this spacious residence features four generously sized bedrooms, each complete with its own private ensuite bathroom and walk-in closet, providing comfort and privacy for every member of the household. The main floor boasts an open-concept layout with expansive principal rooms, ideal for hosting family gatherings and entertaining guests. The chef-inspired kitchen features a large center island, breakfast bar, ample cabinetry, and overlooks the inviting family room highlighted by a cozy gas fireplace. Step outside to the wooden deck and enjoy peaceful views of the surrounding green space, offering a private setting for relaxation, and entertaining. Additional features include a double-car garage, C-Vac, quality window coverings, and ample storage throughout. Nestled amidst picturesque farmland, conservation areas, golf courses, and ski clubs, this home offers a lifestyle that embraces both nature and recreation. Close to Orangeville and Brampton with all amenities.

7 Swamp Sparrow Court, Caledon

$977,707

4 Beds ⋅ 3 Baths ⋅ W13414738 MLS

RARELY OFFERED RIVERSIDE RETREAT IN THE HEART OF ALTON! Welcome To This Charming Detached 1.5-Storey Home Nestled Along The River In One Of Caledon's Most Sought-After Villages. Offering 4 Bedrooms, 2.5 Bathrooms, A Walk-Out Lower Level, And A 1.5-Car Garage, This Unique Property Blends Country Cottage Charm With The Convenience Of Village Living. Step Inside And Discover Warm, Inviting Living Spaces Filled With Natural Light And Picturesque River Views From Every Window As The Credit River Flows Along The South And East Sides Of The Property. Outdoors, You'll Find Your Own Private Oasis Featuring A Massive Raised Deck Overlooking The Backyard And River... Perfect For Entertaining, Relaxing, Or Simply Soaking In The Peaceful Surroundings. Follow The Steps Down To The Beautifully Landscaped Yard Where Perennial Gardens Bloom Throughout The Seasons, A Charming Gazebo Invites Quiet Afternoons, And The Gentle Sounds Of The River Create A Truly Tranquil Setting. Enjoy Morning Coffee On The Balcony, Spend Evenings Unwinding By The Water, And Experience The Feeling Of Cottage Living Every Day Of The Year. Located Within Walking Distance To Championship Golf At Osprey Valley, Scenic Hiking, Biking And Walking Trails, Charming Cafés, Restaurants, Shopping, Art Galleries, Parks, The Alton Mill And The Renowned Millcroft Inn & Spa. Conveniently Located For Commuters While Offering The Serenity Of A Countryside Escape, This Is A Rare Opportunity To Own One Of Alton's Most Desirable Riverside Properties. A Lifestyle Property Unlike Any Other... Where Nature, Community, And Convenience Come Together In Perfect Harmony. Tranquility Awaits You At 19817 Main Street In Alton. Offers Accepted At Any Time.

19817 Main Street, Caledon

$2,300,000

4 Beds ⋅ 4 Baths ⋅ W13242342 MLS

Welcome to 18655 Heart Lake Road, an exceptional 2-storey residence offering a breathtaking country escape! Set on a spectacular, private 15-acre lot with its own pond, rolling hills, and mature greenery, this property is a true sanctuary. This beautifully designed 3+1 bedroom, 4-bathroom home features bright, expansive living spaces framed by large windows with stunning scenic views. Enjoy a Chef's kitchen boasting a centre island, stainless steel appliances, built-in wall oven, and a cozy propane fireplace. A spectacular home addition features a private swim spa, ceramic tile, and a rustic woodstove. The elegant living room boasts coffered ceilings and a second propane fireplace, complemented by a formal dining room, a bonus family room, and a separate main-floor laundry entrance with double garage access. The double garage benefits from a second-story loft living space! Upstairs, find a spacious primary suite with a 5pc ensuite, plus two bright bedrooms sharing a second 5pc bath. The large basement recreation room features a ground-level walk-out, a below-grade bedroom with a 3pc ensuite, and an office. Complete with a second office space peering out to the pond, a full backup generator, and close proximity to conservation areas, golf, and highway access. Your dream lifestyle awaits-book your viewing today!

18655 Heart Lake Road, Caledon

$2,999,000

5 Beds ⋅ 6 Baths ⋅ W13242242 MLS

Custom-Built Estate Home offering 8,586 sq. ft. of luxury living space as per MPAC, set on 24+ acres of complete privacy in the prestigiousVillage of Terra Cotta. Built with no expense spared, this one-of-a-kind residence showcases imported stone, Brazilian hardwood floors, marblefinishes, heated flooring, German-engineered windows, custom millwork, and a lifetime metal roof (2024). The main level features 3 bedroomswith ensuite privileges including a primary retreat with walk-through closet, spa-inspired ensuite, and Juliette balcony. A gourmet kitchenoverlooks the family room and flows seamlessly into a sun-filled sunroom walkout, perfect for year-round enjoyment. The fully finished walkoutbasement boasts soaring 10 ft ceilings, heated floors throughout, a second kitchen, wine cellar, recreation room, 2 additional bedrooms, and a 3-car underground garage, in addition to a 4-car ground-level garage (7-car total). Designed for entertaining and multi-generational living, thisestate offers 3+2 bedrooms, 2 kitchens, and expansive space across 3 levels. Outdoors, enjoy professionally landscaped grounds withmanicured gardens, lush forests, extensive stonework, 2 private ponds connected by a bridge, hot tub, outdoor pizza oven, and multipleentertaining areas, creating the ultimate private retreat. A rare opportunity for the discerning buyer to own a magnificent estate property thatcombines luxury, serenity, and unmatched craftsmanship.

14180 Heritage Road, Caledon

$1,339,900

5 Beds ⋅ 3 Baths ⋅ W13239958 MLS

Welcome home to this Cozy 3 bedroom family gem . The upper level offers 3 spacious bedrooms, a 4-pcbath with heated floor. Primary BR with double closets. The main floor flows beautifully with ceramic tile from the entrance through the bright, updated kitchen and hardwood floors in the cozy living and dining rooms. Living Room with gas fireplace and skylight. Step outside to a brand-new2-level deck (2025) with hot tub perfect for family fun. The private backyard oasis features a heated inground kidney-shaped pool, change house and garden shed with no homes behind. A separate entrance leads to the lower level with family room, office, gas fireplace, 3-pc bath with heated floor, and large windows. The basement adds a rec room, 5th bedroom, heated floors and laundry. The2-car garage is converted to a nanny suite with gas fireplace and 3-pc bath. Interlocking stone(2020) and 200-amp service complete this wonderful home.

12 Kevinwood Drive, Caledon

$1,499,000

4 Beds ⋅ 3 Baths ⋅ W13238180 MLS

Built by Charleston Homes, this quality-constructed, 3+1 bedroom custom bungalow, is set on a mature, private, park-like 2.05 acre lot, with an ornamental pond with a waterfall feature, bush, and small stream. Hardwood and porcelain tile flooring and 9-foot ceilings are found throughout, along with transom windows, vinyl casement windows, glass inserts in the front doors, side lights and elliptical glass above the front door. Maple "Barzotti" Kitchen with centre island with breakfast bar, SS appliances, tumbled marble backsplash, open to the Living. Dining has a coffered ceiling. Sunroom features 8-person hot tub plus garden door walk-out to a tiered deck and backyard. Primary w/ large walk-in closet, 5-piece ensuite w/ double sinks, jacuzzi tub & glass shower. Bright lower level has in-law suite potential w/ sep entry, Oak Kitchenette w/ granite countertop and breakfast bar, gas fireplace and nearby 4-pc bath. 4th bedroom or office has French doors. In addition to the attached 2-car garage, a detached approx. 20 ft. x 34 ft. workshop/garage offers hydro, a 240-volt, 60-amp service. This centrally located home is 10 minutes to all shopping amenities and the hospital in nearby Orangeville, is a 5-minute drive to Highways 10, 9, and Airport Rd for easy commuting and is a 45 min drive to TO. Recent upgrades include: furnace (2024), A/C (2025), humidifier (2025), well pump (2025), water softener (2024).

19976 Kennedy Road, Caledon

$4,499,000

4 Beds ⋅ 3 Baths ⋅ W13235354 MLS

This Parcel is Zoned RMD-705-H49A-H49B and RMD-706-H49A-H49B with 2.365 Acres and is Located Within the Phase 1 Community Area Under the Caledon Official Plan. A Rare Opportunity to Secure Land with neighbors such as Starlane & Meridian Homes. Ideally Situated Along The Mayfield Road Growth Corridor, This Property Falls Within An Area Identified For Future Urban Expansion And Development Planning By the Town of Caledon. The surrounding area is experiencing significant residential, mixed-use, commercial, and infrastructure growth, making this an outstanding opportunity for investors, developers, land bankers, or end users seeking future upside. The proposed planning framework for the area envisions new neighbourhoods, mixed-use communities, parks, schools, employment lands, and supporting infrastructure, further enhancing the long-term value of this strategic holding. A rare chance to acquire a premium parcel in a high-growth location. Property is Serviced By Municipal Water And Natural Gas and features A Beautiful Bungalow That Sits On A Flat, Clean Lot With No Home Behind, A Well-Maintained Residence With Immediate Enjoyment And Long-Term Investment Potential. Vendor Take-Back financing available (up to 50% for qualified buyers), offering flexible acquisition and enhanced leverage.

7236 Mayfield Road, Caledon

$1,448,000

5 Beds ⋅ 3 Baths ⋅ W13231492 MLS

Rare Opportunity in Caledon's Growing Urban Core! Discover the perfect blend of space, versatility, and future potential at 7770 Healey Road. Set on a sprawling 0.69-acre lot (150 x 200 ft) within Caledon's designated "New Community/Urban Area" (2025 Official Plan), this expansive 4 +1 bedroom, 3 bathroom raised bungalow offers 4,200 sq.ft.of finished living space. Perfectly positioned, you are just minutes from the convenient amenities of Bolton and located immediately north of the Planned Highway 413 Transportation Corridor. Key Features Include: 1) Dual-Living Versatility: With two full kitchens, two fireplaces, multiple bedrooms, and private entrances, this home is tailor-made for multi-generational living or as a possible income property. 2) Sun-Drenched Interiors: Spanning two levels, the home features oversized above-grade windows that bathe almost every room in natural light. 3) Thoughtful 2026 Upgrades: Freshly painted and boasting a newly renovated primary ensuite and a brand-new roof (2026), the home is move-in ready. Notable features include strip hardwood and ceramic flooring throughout, bright white kitchens, one with granite countertop, and an incredible basement level complete with a wet bar-perfect for hosting indoor gatherings. The heating system was also modernized to propane gas in 2019. 4) Outdoor Living: Start your mornings with coffee, watching the sunrise on the oversized covered front porch, or host memorable family gatherings in the expansive, picturesque backyard-an ideal canvas for outdoor events. 5) Unmatched Infrastructure: With an oversized double-car garage and parking for 10+ vehicles, this property is a dream for car enthusiasts, large families, or those who frequently host guests. 7770 Healey Road is more than just a beautiful and spacious home; it can also be a strategic investment in a rapidly burgeoning community. Schedule your private viewing today.

7770 Healey Road, Caledon

$1,268,900

5 Beds ⋅ 4 Baths ⋅ W13230434 MLS

Beautifully Designed Executive Home In The Highly Sought-After Community Of Rural CaledonOffering Approx. 2,900 Sq. Ft. Of Functional Living Space W/ Parking For Up To 6 Vehicles.This Spacious Home Features 5 Bdrms, 4 Full Baths, A Main Floor Office, And A Convenient MainFloor 4-Pc Bath. Ideal For Multi-Generational Living Or Potential Main Floor In-Law Setup.Bright Open-Concept Layout W/ Hardwood Flrs Throughout, 9-Ft Ceilings On Main & 2nd Flr,Separate Family Rm, Gas Fireplace, And Modern Kitchen Overlooking Living & Dining Areas.Spacious Primary Retreat W/ Luxurious 5-Pc Ensuite Including Soaker Tub & Glass Shower. AllAdditional Bdrms Feature Semi-Ensuite Access To Full Baths. Convenient 2nd Flr Laundry &Interior Access From Double Car Garage Through Mudroom. Oak Staircase, Quartz Vanities InBaths & Huge Basement. Located Minutes To Brampton, Trails, Golf Courses, Parks, Hwy 10,Schools, Amenities & Approx. 30 Mins To Pearson Airport. Expansive Backyard Offering Plenty OfOutdoor Space For Family Enjoyment & Entertaining.

30 Spinland Street, Caledon

$4,999,000

6 Beds ⋅ 5 Baths ⋅ W13228544 MLS

Belain Farm is a remarkable 96-acre country estate where equestrian living, natural beauty, and timeless heritage converge. Framed by a picturesque maple-lined driveway, private forests, scenic trails, open meadows, and sweeping pastoral views, this exceptional property offers an unparalleled country lifestyle in the heart of Caledon. At the heart of the estate sits a beautifully restored century brick residence, thoughtfully updated while preserving its historic character. Original pine floors, custom millwork, wood-burning fireplaces, and carefully curated finishes create warm and inviting living spaces. A separate studio building offers flexible space for a home office, fitness studio, artist's retreat, or guest accommodation. Designed for horse enthusiasts, the property features a 10-stall barn with a self-contained apartment, four paddocks with run-ins, a sand riding ring, expansive fields, and private trails throughout the property. Just 6 minutes from golf at Osprey Valley, home to the Canadian Open. Close to Woodbine, Angelstone, and Palgrave Equestrian Park, the property is ideally positioned for riders, trainers, and equestrian enthusiasts. Under 45 mins to Pearson International Airport. Beyond its equestrian appeal, Belain Farm offers unique income potential. Its authentic heritage architecture, mature forests, picturesque pond, and storybook setting have made it a sought-after backdrop for television series, feature films, commercials, and media productions. Nature lovers will appreciate the tranquil pond beneath a graceful willow tree, abundant wildlife, mature forests, and the peaceful beauty found throughout the landscape. Protected through the Ontario Farmland Trust, this extraordinary property represents an opportunity to own and steward a meaningful piece of Ontario's agricultural heritage. Located minutes from Belfountain, local shops, cafés, restaurants, and everyday conveniences.

18101 Shaws Creek Road, Caledon

$1,685,000

4 Beds ⋅ 3 Baths ⋅ W13224500 MLS

Welcome to this beautifully renovated bungalow in the heart of Caledon Village, offering the perfect blend of modern comfort and country charm. Situated on over half acre of meticulously landscaped property, this exceptional home features 3+1 spacious bedrooms and 3 bathrooms designed for both everyday living and tranquility. Step inside to discover a bright open-concept layout with stylish finishes and seamless flow throughout the main living areas. The renovated kitchen overlooks the dining and living spaces creating an inviting atmosphere for family gatherings and hosting guests. The fully finished basement provides additional living space with ample space for a gym, games room, and full entertainment. The space can easily be transformed into an excellent in-law suite offering flexibility for extended family, guests, or future income opportunities. Outside, enjoy your own private backyard retreat complete with mature landscaping, an in-ground pool, and plenty of green space to relax and unwind. Car enthusiats, hobbyists, and growing families will appreciate the impressive 3-car garage with ample outdoor parking. Located in the deisrable community of Caledon Village, this move-in ready home offers the tranquility of country living while remaining conveniently close to schools, parks, and major commuter routes. A rare opportunity to own a turn-key bungalow on a premium lot - don't miss it!

5 Massari Street, Caledon

$4,200,000

5 Beds ⋅ 3 Baths ⋅ W13224014 MLS

A Victorian reimagined, complete with a secret English garden. Just outside Belfountain, on nearly 15 acres of Caledon countryside, it is steeped in character and completely its own. The main house holds four bedrooms and three bathrooms, anchored by a bright central kitchen with the family room close at hand, cozy with its own fireplace. A breakfast nook looks out over perennial gardens and the pool beyond, with a screened Muskoka room just around the corner. The living room, with a dramatic architectural staircase as its focal point, overlooks the gardens and pond. A home you fall deeper into with every room. Waking up to gardens and pond, the main floor primary wing is a true sanctuary. A spa-like five piece ensuite, marble throughout, with soaker tub and steam shower. Upstairs, three additional bedrooms and a lovely five piece bath. Outside, the property opens into something rare. A 40 foot rectangular pool at the heart of the grounds, with a pool house and al fresco dining zone built for summer entertaining. A spring-fed pond with fountain and trails winding throughout. Heritage barn ruins that carry their own romance. (A family wedding was once held there, and the potential remains.) Once featured on the Caledon Garden Tour, the gardens include a spectacular Rhododendron forest. The outbuildings are exceptional. A detached two-car garage for the everyday and a heated three-bay garage for hobbies, toys, and your car collection, with one bay currently fitted as a sculpture studio. The garden cottage, a gym today complete with bathroom plus kitchen and laundry hookups, converts easily into a private one-bedroom suite for in-laws, older kids, or guests wanting their own world. A garden tea house overlooking the spring-fed pond, perfect for yoga or meditation. Minutes from Belfountain, close to great schools, skiing, hiking trails, golf, equestrian, local shops and restaurants. This is a home that holds everything.

16927 Winston Churchill Boulevard, Caledon

$1,049,900

5 Beds ⋅ 3 Baths ⋅ W13221100 MLS

Welcome to 45 Sunkist Valley Road, a truly special family home nestled in one of Bolton's most sought-after yet quietly tucked-away neighbourhoods. Offering 4+1 bedrooms and a thoughtfully designed layout, this home provides the perfect balance of comfort, functionality, and space for a growing family. From the moment you arrive, you'll feel the warmth and sense of community that makes this hidden pocket of Bolton so desirable. Inside, spacious principal rooms invite family gatherings, while the additional bedroom offers flexibility for guests, a home office, or multigenerational living. Ample parking for 6 cars with no sidewalk for your growing drivers. Step outside and discover the backyard you've always dreamed of. The stunning deck overlooks the sparkling pool and creates the ultimate setting for entertaining family and friends. Whether you're hosting summer barbecues, celebrating life's milestones, or simply unwinding after a long day, this outdoor oasis is designed to bring people together and create lasting memories. A professionally maintained lawn with an in-ground sprinkler system keeps the property looking its best all season long. Thoughtful updates and features throughout the home provide peace of mind and added value, including upgraded attic insulation completed in February 2024 for enhanced energy efficiency, a monitored alarm system, and a reverse osmosis water filtration system. The basement offers even more potential with a rough-in for a future bathroom, allowing you to customize the space to suit your family's evolving needs. Located on a quiet street in a family-friendly neighbourhood known for its welcoming atmosphere and pride of ownership, this is more than just a house-it's a place where children can grow, families can thrive, and memories can be made for years to come.Rarely does an opportunity arise to own a home that offers this combination of location, lifestyle, and future potential. Welcome home to 45 Sunkist Valley Road.

45 Sunkist Valley Road, Caledon

$2,398,888

4 Beds ⋅ 4 Baths ⋅ W13218000 MLS

Welcome to your private sanctuary in one of Palgrave's most sought-after estate neighborhoods - where each home is set on a sprawling lot and surrounded by the beauty of nature. This impressive residence sits proudly on 2.3 acres, offering the perfect blend of prestige, privacy, and peaceful living. With its stunning stone and stucco elevation, the home commands attention from the moment you arrive. A timeless facade and manicured grounds create undeniable curb appeal, setting the tone for what awaits inside. Step through the grand entrance to discover a beautifully designed floorplan that balances sophistication and comfort. Every room has been thoughtfully crafted to capture natural light and take full advantage of the tranquil surroundings. Whether hosting elegant gatherings or enjoying quiet family moments, this home delivers the perfect backdrop for both. Enjoy the serene setting, mature trees, and the sense of space only a true estate property can offer - all while being just minutes from Caledon's best schools, trails, and amenities

79 Amos Drive, Caledon

$1,567,000

5 Beds ⋅ 4 Baths ⋅ W13214024 MLS

Welcome to a home that truly elevates everyday living. Set on a beautifully private almost half-acre lot in one of Caledon East's most desirable enclaves, this fully renovated residence with over $120,000.00 spent and over 3500 SF of total living space offers a rare combination of luxury, space, and complete move-in readiness. Designed with both families and entertainers in mind, the home delivers a seamless blend of refined finishes and warm, inviting spaces. At its centre is a stunning 450 sq ft chef's kitchen-an extraordinary space that anchors the home and naturally brings people together. Thoughtfully designed and filled with light, it's equally suited for large gatherings or quiet mornings, making it one of the home's most memorable features. The main living areas are spacious and elegant, offering flexibility for both everyday life and hosting. Upstairs, generously sized bedrooms provide comfort and privacy, primary bedroom complete with 4pc ensuite including stand alone tub and shower, while the fully finished basement expands the living space-ideal for a home office, gym, media room, or guest retreat. Step outside and experience your own private oasis escape. The expansive backyard is beautifully landscaped and centred around an in-ground salt water pool and hot tub, creating a resort-like setting for summer and seasonal living. With an in-ground sprinkler system and ample space to relax or entertain, this outdoor environment is as functional as it is inviting. Complete with a double car garage and abundant parking for at least 8 cars, this home offers the tranquility of country-style living while remaining conveniently close to schools, amenities, and commuter routes. For buyers seeking a turnkey property with space to grow, entertain, and unwind-this is a rare and compelling opportunity. Homes offering this level of finish, on lots of this size, seldom come to market. Experience it before it's gone!

5 Valleygreen Crescent S, Caledon

$849,900

3 Beds ⋅ 2 Baths ⋅ W13213154 MLS

Welcome To 33 Hesp!! This Lovely 1175 Sqft Detach 4 Level Backsplit Offers 3+1 Bdrm, 1.5 Baths And Located In A Sought After Charming Bolton Neighbourhood. Freshly Painted. All New Berber Broadloom. This Lovely Home Offers A Family Size Eat-In Kitchen O'rlooking The Family Rm. Spacious Combined Lrm/Drm W/Gleaming Hardwood Flrs, Pot Lights & Crown Mldg. Upper Level W/3 Generous Size Bdrms All W/New Berber. Partially Updated 4Pc Main Bath. Lower Level W/Entertainers Size Family Rm W/Wood F/P & New Berber. Great Size 4th Bdrm/Den W/New Berber. Bright Updated 2Pc Bath. Separate Side Entrance. Ground Level W/Door Entrance Into The Unfinished Laundry/Furnace Rm. Cantina W/Included Shelves & Workbench. Great Size Lot W/No Sidewalk Offering Add'nl Parking. Fenced Rear Yard W/Patio Area. Polished Up Garage Area W/Newer Concrete Slab. Conveniently Close To All Amenities. Roof Approx 2019, Furnace Approx 2016

33 Hesp Drive, Caledon

$1,398,000

5 Beds ⋅ 4 Baths ⋅ W13212734 MLS

Located on a prestigious country cul-de-sac, minutes to Orangeville amenities, this quality, custom-built brick bungalow has a partly finished basement with a separate entry. Constructed in 2004 with a thoughtfully designed, functional floorplan, this immaculate home offers approx. 4000 sq.ft. of finished living space, has pro-landscaped interlocking stone front and side walkways, extensive wrap-around rear decking (approximately 1000 sq. ft), perennial gardens, fruit trees & grapevines, a fenced backyard, an approx. 12 ft. x 19 ft. garden shed with electric heat & hydro, an irrigation system in the front & backyard, a hardwired automatic generator (2012) and is set on a mature .86-acre private lot. Hardwood flooring, crown moulding, California shutters, 9-foot ceilings and pot lighting are some of the qualities found thru/o this home. Oak Kitchen w/ walk-in pantry, granite c-tops, c-island, b-bar and walk/o to deck. Great Room w/ coffered ceiling, gas fireplace. Formal Dining and Office have French doors & could be used as bedrooms. Primary has walk-in closet w/ organizers, 5-piece ensuite w/ jacuzzi tub, glass shower & double sinks. Beds #2 & #3 share Jack & Jill 5-piece bath. Loft has h/w, four skylights, & also could be a wonderful den/music/kids space or bedroom. Partially finished basement has sep entry & Cold Rm. Large Rec has a Kitchenette, pot lighting, ceramic flooring. Bed has semi-ensuite to a 3-piece bathroom. Large unfinished man cave currently used as a workshop with many 110/220 outlets, pony panel and has a nearby rough-in. Furnace & A/C (2021), Roof reshingled & skylights (2019). Eco Flo septic, Irrigation system, municipal water & natural gas. Near luxury resorts, golf, skiing & breweries. Centrally located, this home has easy commuter access to the GTA and cottage country via Highways 10, 9, and Airport Rd. Mins to all Orangeville amenities, shopping, farmers' markets, the hospital, 45 mins to Pearson Airport and a 1 hr drive to Toronto.

8 Castlewood Court, Caledon

$3,799,000

6 Beds ⋅ 7 Baths ⋅ W13210558 MLS

Exquisite Custom-Built Luxury Estate Situated On A Private 2-Acre Lot In Prestigious Palgrave, Offering Breathtaking Views And Unmatched Privacy. Built In 2021, This Remarkable Residence Features 6,332 Sq Ft Above Grade Plus A Fully Finished 2,311 Sq Ft Walk-Up Basement And An Additional 250 Sq Ft Sunroom, Totaling Approximately 8,893 Sq Ft Of Refined Living Space. Showcasing A Striking Modern Stone And Stucco Exterior With A Rare 4-Car Garage, The Home Is Designed With Exceptional Attention To Detail, Blending Elegance With Everyday Functionality. The Main Level Features A Spacious Foyer, Living And Dining Areas, And A Private Office Highlighted By Soaring 20-Ft Ceilings. 11-Ft Ceilings On The Main Floor, 10-Ft Ceilings On The Second Level, And 9-Ft Ceilings In The Basement. The Second Floor Features 5 Spacious Bedrooms, Each With Its Own Full Washroom And Walk-In Closets. Approximately $400K In Recent Upgrades Elevate The Property, Including Professional Landscaping, Upgraded Stonework, Full Perimeter Fencing, An Extended Wrap-Around Driveway, Elegant Gated Entry, And A Water Softener System. The Grand Double-Height Foyer Leads To Elegant Living And Dining Spaces With Designer Lighting, A Sunroom, And A Sophisticated Family Room With Custom Stone Feature Wall And Linear Fireplace. The Chef-Inspired Kitchen Boasts An Oversized Island, Quartz Countertops, Custom Backsplash, And Premium Built-In Appliances. The Fully Finished Walk-Up Basement Offers A Large Recreation Area, Full Kitchen, Bedroom, And Bathroom With A Separate Entrance, Ideal For Extended Family Living. Hardwood Throughout Including Basement. Full Tarion Warranty Including Basement. A True Statement Of Luxury, Craftsmanship, And Estate Living In One Of Caledon's Most Sought-After Communities.

20 Stinson Street, Caledon

$1,298,000

5 Beds ⋅ 3 Baths ⋅ W13206484 MLS

Located on a paved country road, this 3+2 bedroom, 3-bathroom raised bungalow set on a private, treed 2.89-acre lot features a pond, stream, bush, trails, fenced backyard, circular driveway, and a detached approx. 24 ft. x 30 ft. outbuilding with excellent workshop potential. An ideal property for nature lovers, hobbyists, and extended family living! The main level features an oak kitchen with stainless steel appliances, bright living spaces, and a south-facing deck overlooking the private backyard. The Living room offers hardwood flooring and a propane gas fireplace. Fabulous for extended family or in-law living, the finished basement with above-ground windows includes a spacious rec room with a gas woodstove, laundry area, hobby/workshop, 3-piece bath, bedrooms #4 & #5, and a cold room. The home has a steel roof, vinyl siding, and vinyl casement/awning windows, along with a ground-source heat pump and a fenced backyard. The attached, insulated approx. 23 x 23-foot garage is propane-heated w/ 11 ft. ceiling, a 16 x 10 ft. insulated roll-up steel door, and includes a vertical platform lift (elevator) for enhanced accessibility. An 8 ft. x 12 ft. greenhouse has water, hydro and propane heater. A fabulous opportunity combining privacy, functionality, and natural beauty in a tranquil setting close to major commuter highways 10, 9, and Airport Road. Minutes to all shopping amenities and hospital in nearby Orangeville, 20 mins to Brampton, 1hr to Toronto and 45 minutes to Pearson Airport.

18599 Horseshoe Hill Road, Caledon

$1,899,999

5 Beds ⋅ 3 Baths ⋅ W13191010 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

$1,039,000

4 Beds ⋅ 4 Baths ⋅ W13181956 MLS

Welcome to this stunning semi-detached home located in the highly desirable community of West Caledon. Offering 1,940 square feet of pristine main living space and a total of 2,500 square feet of finished area, this property perfectly blends modern elegance with ultimate functionality. Nestled on a generous 49.21 by 107.64-foot lot, the exterior features a single-car garage with a driveway that comfortably accommodates three additional vehicles. Step inside to an impressive main floor boasting soaring 9-foot and 10-foot ceilings, complemented by gleaming hardwood floors that run throughout both the first and second levels. The heart of the home is the chef-inspired kitchen, fully equipped with an expansive center island and premium granite countertops. Unwind in the inviting living room next to the sleek electric fireplace, or retreat upstairs to the three spacious bedrooms. This includes a luxurious recently updated primary suite featuring a massive walk-in closet and a spa-like 4-piece ensuite complete with a double sink and a spacious shower. The fully finished basement is an entertainer's paradise designed for modern lifestyles, offering a flexible fourth bedroom/office layout complete with its own separate bathroom. Enjoy cinematic experiences at home with the built-in projector and large movie screen, or host guests in the dedicated bar area with wine fridge. Step outside through the main level to a backyard oasis featuring a massive double-tiered deck, a refreshing above-ground pool, fire pit and a handy garden shed for extra storage. Enjoy absolute peace of mind for years to come with an extensive list of recent mechanical and structural upgrades. New roof (2024), AC (2025), water heater (2018), water softener (2023), water reverse osmosis purifier (2023), attic insulation (2018), humidifier. This turn-key property is completely ready for you to move in and enjoy. https://www.youtube.com/watch?v=Lv4eh1vcfkw

100 Walker Road W, Caledon

$1,700,000

4 Beds ⋅ 3 Baths ⋅ W13176406 MLS

Discover an extraordinary and spectacular 20 acres of land sitting on approximately 400ft frontage on the prestigious Gore Road of East Caledon. Property contains beautiful surroundings: nature, mature trees, and a huge natural pond - very scenic and a much desired lot. Property features 4 + 1 bedrooms, finished basement with a walk-out to the back yard - perfect for entertaining all year round and offering endless opportunities for outdoor activities and relaxation. This property has endless possibilities for future development - even the possibility for two houses! Don't miss out on this rare offering in a sought after area of East Caledon.

15195 The Gore Road, Caledon

$1,289,000

5 Beds ⋅ 4 Baths ⋅ W13166964 MLS

Welcome to This 4+1 Bedroom Custom Designed Home in Highly Desirable Area in Southfields, Caledon! This Beautifully Rare Home Includes Custom Trim Woodwork Throughout! Custom Wainscotting, High End Upgraded Window and Door Trim, 7.25 Inch Crown Molding Throughout, 8.5 Inch Tall Baseboards, Upgraded Lighting Throughout! Custom Designed Cabinets and Wall Units! Granite and Quartz Counters, Potlights Throughout, Gorgeous Hardwood Floors Throughout Home, NO CARPET!! Upgraded Washrooms, Upper Level Sun-Filled Custom Designed Laundry Room That Will Make You Love Doing Laundry! 24x12 Porcelain Tiles! Fully Finished Custom High-End Basement with Tall Ceilings, In Law Suite With Full Kitchen, Bedroom with Murphy Bed and Built In Shelving and Full 3-Pc Washroom! Large Two Levelled Deck Complete With Huge Gazebo! Too Many Upgrades To List! Fantastic Area With All Amenities, Groceries, Community Center, Restaurants, Parks, Amazing Schools and Minutes to the 410!! Take Nearby Relaxing Drives Throughout Forks of The Credit and Belfountain Areas!

10 Learmont Avenue, Caledon

$1,589,900

4 Beds ⋅ 3 Baths ⋅ W13166442 MLS

6 Acre estate property in Cedar Mills Estates, Caledon Hills. Blessed with 3 acre spring fed pond. Cottage country style living! Rare opportunity! Spaciously laid out 4 bedroom raised bungalow with multiple walk outs overlooking natural landscape and pond. Family room and sunroom. Update this home at your leisure while enjoying nature's amenities. One-of-a-kind property, don't miss your chance!

16140 Mount Hope Road, Caledon

$3,499,999

5 Beds ⋅ 5 Baths ⋅ W13162680 MLS

Welcome to this one-of-a-kind raised bungalow estate, situated on a breathtaking 4.5-acre manicured lot & offering approx.7,000 sqft of luxurious living space. Designed for both grand entertaining & comfortable family living, this exceptional home showcases high-end finishes, incredible amenities, & resort-style outdoor features. MAIN LEVEL offers approx.3,480 sqft with 10 ft ceilings & hardwood floors. A grand foyer welcomes you into the spacious Great Room featuring a gas fireplace & skylight. Formal Dining Room impresses with chandelier lighting, pot lights, mood lighting, and a coffered ceiling. Separate Living Room also features elegant coffered ceilings. The gourmet chefs kitchen is truly spectacular, with ceramic flooring, granite countertops & oversized islands, Sub-Zero built-in fridge/freezer, commercial-grade double oven stove, Bosch dishwasher, 3 sinks, wet bar, & walkout to a massive maintenance-free deck installed in 2024. This level also features 4 spacious bedrooms, including a luxurious Primary Retreat with walkout to a private deck, his & her closets, crown moulding & 5-piece ensuite. FULLY FINISHED LOWER LEVEL is an entertainers paradise featuring a huge Recreation Room with fireplace, wet bar, & 2 walkouts to the patio.Games Room with pool table, foosball & air hockey. Media Room with projector, fully equipped Gym with Sauna, second Kitchen with pantry & garage access. Spacious bedroom with 2-piece ensuite, built-in shelving & W/O to patio. Cantina with B/I shelving. Geothermal heating & cooling with dual-zone controls.OUTSIDE: Enjoy your own private resort featuring a Saltwater Pool with new liner, underground plumbing & concrete surround(2023).Tennis court with artificial turf & auto ball machine. Irrigation system & beautifully landscaped grounds. 5-car garages. New epoxy floor in the attached garage. Circular driveway accommodating up to 20 vehicles. Immaculately maintained estate offers luxury, privacy & unparalleled entertainment amenities.

15634 Mountainview Road, Caledon

$1,199,000

4 Beds ⋅ 4 Baths ⋅ W13148642 MLS

Welcome to your Bolton Dream Home! This home boasts over 2500 SF above-grade and offers four generously-sized bedrooms and four bathrooms, perfect for a full-size family and those who love to entertain. The main floor features an open concept design that invites natural light and creates a spacious, airy atmosphere. Step into the beautiful kitchen where modern finishes meet functionality. Enjoy a seamless walkout to the beautifully landscaped fully fenced rear yard with NO backyard neighbours and optimal privacy, ideal for outdoor gatherings and relaxation. The finished open-concept basement offers additional living space, complete with a second kitchen, dining space, entertainment, and home gym - the perfect space for guests or additional hosting. This home truly combines comfort and contemporary style in a fantastic location in Bolton on a family-friendly street, walking distance to schools, parks, shops, splash pads, and more! The perfect home for your growing family. Original owners with extreme pride of ownership!

182 Waterbury Street, Caledon

$1,309,000

3 Beds ⋅ 3 Baths ⋅ W13147614 MLS

Nestled on a serene, tree-lined 1.03 acre in Caledon, this stunning 3-bedroom, 3-bathroom, residence offers of beautiful living space 2,104 sq. ft above grade + 850 sq ft lower level, a 2-car garage extra deep, and driveway parking for 12 cars. Step inside and be warmly welcomed by timeless Indian slate flooring that sets the tone for the home's inviting character. The heart of the home is a chef-inspired kitchen designed for both everyday living and entertaining, featuring a Viking propane stovetop with professional-grade hood vent, KitchenAid built-in oven with warmer and microwave, granite countertops, custom cabinetry, pot drawers, and a generous central island perfect to gather. The spacious living room provides an elegant setting for entertaining, while the cozy family room with wood-burning fireplace offers the perfect place to unwind. A sun-filled 3-season sunroom extends your dining space and opens onto a deck overlooking the tranquil, private surroundings with western exposure-ideal for morning coffee or evening relaxation. Elegant hardwood stairs lead to the upper level, where you'll find three well-appointed bedrooms, including a primary retreat complete with a 4-piece ensuite.The recently renovated basement enhances the home's versatility, featuring durable vinyl flooring, a large recreation room, a flexible office or potential 4th bedroom, above grade windows, cold cellar, abundant storage, and a bonus workshop-ideal for projects. Outdoors, the pool-sized backyard offers endless potential, complete with a fire pit and x-large shed, all framed by mature trees for exceptional privacy. Meticulously maintained, this property blends peaceful rural living with convenient access to renowned golf at Osprey and Devil's Pulpit, scenic trails at Island Lake Conservation and Forks of the Credit, and approx. 5km to shopping, dining, and Headwaters Hospital healthcare. Easy commuting distance to Caledon Village, Orangeville, Brampton, and the GTA

19982 Kennedy Road, Caledon

$1,450,000

5 Beds ⋅ 3 Baths ⋅ W13140028 MLS

Welcome To Fully Updated, All-Brick BUNGALOW Nestled On An Acre Of Beautifully Landscaped Land Backing Onto Scenic Farmland. This Bright & Expansive Home Features Well-Designed Living Space, Perfect For Large Families The Main Level: An Elegant Living/Dining Area Perfect For Family Gatherings That Leads To A White Bright Kitchen With An Walk Out To The Outdoor Deck. The Main Level : Boasts Three Large Bedrooms, A Luxurious 4-Piece Bath With Shower, And Private Balcony Off The Primary Suite. The Walkout Level: Features A Cozy Family Room With Wood Burning Fireplace, An Additional Bedroom, A Modern 3 Pc Bath & A Walkout To the Backyard Plus A Private Side Entrance. The Lower Level Basement- Is An Entertainment Haven With A room A 3 Piece Bath, Additional Rec Area, Plus A Separate Entrance Leading To Next rental unit with Two Bedroom , extended kitchen with 3 Piece full washroom . A Spacious Car Garage, 5 Bedroom and 3 Bathroom .

14811 Creditview Road, Caledon

$1,049,000

4 Beds ⋅ 3 Baths ⋅ W13139708 MLS

Welcome to this stunning newer-built detached home in one of Caledon's most sought-after communities! Built in 2021, this beautifully maintained single-car garage home is being offered for sale for the very first time and showcases modern living with countless upgrades throughout. Step inside to discover a bright and functional layout featuring upgraded finishes, stylish flooring, an upgraded kitchen with premium cabinetry, sleek countertops, and stainless steel appliances. The open-concept design is perfect for both everyday living and entertaining. Upstairs, you'll find spacious bedrooms, upgraded bathrooms, and plenty of natural light throughout the home. Pride of ownership is evident in every detail, making this property truly move-in ready. Located in a family-friendly neighbourhood with no sidewalk and is close to schools, parks, transit, and all major amenities, this is an incredible opportunity to own a modern home in a rapidly growing area of Caledon. Perfect for families, first-time buyers, or investors alike! Located in an ideal location by highway, plazas, parks, schools and mount pleasant go station.

34 Eberly Woods Drive, Caledon

$1,797,000

6 Beds ⋅ 6 Baths ⋅ W13137658 MLS

Caledon/King border. NATURAL GAS, TOWN WATER, FIBRE OPTIC! Multigenerational or home business with PRIVATE spaces and ++ views. Maybe you want the possibility to earn additional income !! 3 kitchens, 6 bath, private entrances to outside and/or in home. Windows surround the main floor of this beautiful home with lots of privacy, great for entertaining, multi-gen living, separate home business space, gym space, yoga studio or growing family. This home has a flagstone walkway leading to a covered porch, natural log walls in main living area creating that warm cozy feeling upon entering, tons of windows, skylight, dining/family area overlooking a games billiard room, entire back of home has multiple walkouts to a large patio area. The additional units within the almost 6000 sq ft of living space are versatile and theres plenty of parking. Lower kitchen so handy for outdoor entertaining and party room snacks. Easy access to airport, highways, Equestrian centre and views of the city and neighbouring ponds while enjoying privacy. Close to Local Farm markets, walking trails, towns while still enjoying the luxury of Natural gas heating, town water and fibre optic internet. The property has many beautiful trees, perennials, birds and areas for backyard bon fires, vegetable gardens, chickens, pets and children. The original Caledon log home was built around 1998 and then a large addition was completed in 2005. Many of the high ticket items have been replaced in the past few years such as roof(2019),furnaces & air conditioners(2022-23), upper apt kitchen(2020), bathrms, upper windows & lower sliding doors (2022-23), flagstone walkway (2024), eaves&fascia 2024, garage seals 2024, Septic pumped June 2026, hook up to town water 2023 ($50k++), fibre optic internet etc. If you are looking for a beautiful home this could be the property for you. Look at floor plans (regarding two sep apt units which could be used for home office bus, potential income, family or adult kids spaces

15481 Mount Wolfe Road, Caledon

$869,900

3 Beds ⋅ 3 Baths ⋅ W13127456 MLS

Welcome to this well-maintained 2-storey link home in desirable North Bolton, offering over 1,500 sq ft of above-grade living space plus approximately 800 sq ft of finished basement space. Featuring 3 spacious bedrooms, 3 bathrooms, and a large recreation area in the basement, this home is perfect for families. The main floors showcase hardwood flooring and offer a bright, open-concept living and dining space alongside a well-sized kitchen. Private double driveway with built-in garage providing ample parking. Conveniently located near parks, schools, and amenities in a family-friendly neighbourhood.

118 Senator Way, Caledon

$748,000

3 Beds ⋅ 2 Baths ⋅ W13127340 MLS

Nestled in the charming and peaceful village of Alton, this beautifully renovated detached home offers the perfect blend of modern comfort and small-town charm. Featuring 3 spacious bedrooms, this move-in-ready property has undergone extensive top-to-bottom renovations in 2025, showcasing quality finishes and thoughtful updates throughout.The inviting main floor features a bright open-concept living and dining area, ideal for both everyday living and entertaining guests. The stunning modern kitchen is complete with elegant granite countertops, extended-height cabinetry offering abundant storage, stainless steel appliances, and a stylish contemporary backsplash.Upstairs, you'll find 3 generously sized bedrooms filled with natural light, providing comfortable accommodations for families or guests alike. The home also offers excellent functionality with a large private driveway providing ample parking, along with newly constructed front and rear decks perfect for outdoor enjoyment and entertaining.Recent major upgrades include new windows, a new roof, and a new gas furnace, offering added efficiency, comfort, and peace of mind for years to come. A spacious detached garage provides additional parking, workshop potential, or extra storage space. Freshly painted both inside and out, the entire property has been thoughtfully updated with a clean and modern aesthetic.Ideally located just minutes from the renowned Millcroft Spa and the prestigious Osprey Valley Golf Club, host of the Canadian Open, this exceptional property also offers convenient access to Orangeville, Mono, and Brampton, making it an ideal choice for commuters and lifestyle buyers alike. Some images have been virtually staged for illustrative purposes only.

19774 Main Street, Caledon

$480,000

2 Beds ⋅ 1 Baths ⋅ W13126006 MLS

Nestled in the heart of Ferndale Park-a unique 34-acre cooperative with shared ownership, access to shared parks, trails and riverfront along the Credit River, and exclusive use of your own yard This property is perfectly located in the picturesque village of Cheltenham and features low cost for the year of $1,497.95 which includes your property tax (annual total $397.95 property tax & annual total $1,100 maintenance fees). This delightful home sits on the east side of the river, perfectly positioned to overlook the lush riverside park. Step inside to the perfect mudroom with plenty of room for your shoes and coats. Another door leads to open concept living with a natural gas fireplace at the heart of it all. The kitchen overlooks the dining and living area and has a walkout to the backyard perfect for barbecuing and enjoying outdoor meals. The attached garage has plenty of space for your toys and/or workshop. It doesn't get any better than this. Low-cost cottage-like living is just a short 10-minute drive to Brampton and Georgetown, 20 minutes to Orangeville, 30 minutes to Pearson International and 50 minutes to downtown Toronto making for an easy commute Metal Roof 2019, New Fuse Panel 2013 , Loft is accessed by ladder Financing thru Duca Credit Union - 30% down needed.

13 Old Pavilion Road, Caledon

$2,599,000

6 Beds ⋅ 5 Baths ⋅ W13114550 MLS

Beautiful Bungalow with amazing views! A rare find, this custom built home in the sought-after Cheltenham community offers 3200sq ft upstairs and another 2690 sq ft downstairs, has soaring ceilings and windows in the sunken living room and master suite, hardwood floors, very large spacious rooms, a huge exercise room and tons of storage. There are 4 bedrooms upstairs with 2 full baths and 1 powder room. The custom kitchen has granite counters with tons of cabinets for storage, 2 sinks and spectacular views of both the front and back.The finished lower level offers separate access to an apartment with 2 large bedrooms, 1.5 baths, including it's own laundry and walk out to private patio, perfect for in-laws or rental income. The exercise room has separate access from the Main and Lower level. A standout feature is the expansive upper-level deck spanning nearly the entire width of the home, offering stunning views of the backyard. Accessible from the kitchen or the master suite, it's the perfect spot to enjoy your morning coffee or unwind while taking in the peaceful, natural surroundings. The property boasts 1.1 acres of lush grounds, with a 3-car garage plus an additional backyard workshop ideal for toys, landscape equipment & hobbies as well as a separate garden shed. Lush perennial flower gardens surround the house and an established vegetable garden is ready for your green thumb. A fully fenced pool completes this property on a quiet road with limited traffic. Just minutes from Brampton, the Pulpit Golf Club, Caledon Ski Club, and walking distance to the General Store, Credit River and Caledon Trail way. Surrounded by farm fields with a gorgeous view of the Escarpment, this property is perfect for those seeking tranquillity with the convenience of city life just a short drive away. Pearson Airport is a quick 30-minute drive. Station Road is scheduled to be surfaced in the next 30 days. Some furnishings available for sale.

1749 Station Road, Caledon

$1,549,000

4 Beds ⋅ 7 Baths ⋅ W13104412 MLS

Discover the perfect blend of luxury and tranquility in this stunning detached home backing onto a serene ravine. Situated on a premium corner lot with no side neighbors and no sidewalk, this home offers unparalleled privacy and curb appeal. Step inside to soaring 10-foot ceilings on the main floor, 9-foot ceilings on both the second floor and the basement, creating an open and airy ambiance throughout. The custom-designed kitchen is a chef's dream, featuring exquisite granite countertops, sleek pot lights, and a seamless flow into the sunlit breakfast area. It features 4 bedroom, 4 washroom, a spacious den on the main floor provides the perfect space for a home office or library. Surrounded by breathtaking nature trails, this home offers the perfect escape while being just moments away from modern conveniences.

60 Deer Ridge Trail, Caledon

$4,400,000

6 Beds ⋅ 7 Baths ⋅ W13099056 MLS

Stunning Custom-Built Estate in Caledon Village!Only 2 years new, this luxurious, fully custom-built home sits on a premium over half acre lot in a quiet, family-friendly neighborhood. Featuring 6 spacious bedrooms and 7 washrooms, every bedroom offers its own private ensuite and walk-in closet-perfect for large or multi-generational families.This home is fully upgraded throughout, showcasing an elegant all-stone and precast exterior, 11 ft. ceilings on both main and second floors, and a 10 ft. ceiling walk-out basement ready for your finishing touches. Enjoy the warmth of 2 indoor fireplaces and 1 outdoor fireplace, creating a cozy and inviting atmosphere year-round.The heart of the home features a huge painted solid wood luxury kitchen, complemented by a separate spice kitchen-ideal for everyday cooking and entertaining. Bright and airy with 2 large skylights, Every room is enhanced with crown molding and LED lighting, adding a touch of modern elegance throughout. The main level also offers heated floors for added comfort.Designed for ultimate convenience, the home includes a 3-storey elevator for easy access between levels, 400-amp electrical service, and an EV charger in the garage. Additional highlights include a heated 4-car garage, extended driveway with parking for up to 15 vehicles, and two separate laundry rooms Enjoy seamless indoor-outdoor living with walk-out balconies from every bedroom, plus built-in speakers on both levels for a premium entertainment experience. Premium finishes and grand chandeliers A truly standout feature is the second-floor glass walk/bridge, offering a dramatic open view below-creating a unique experience reminiscent of the CN Tower glass floor. A rare architectural element that adds both style and conversation value. Ideally located within a 5-minute walk to transit and everyday amenities, including Tim Hortons and McDonald's, along with pharmacy, post office, and GO Bus access. View the virtual tour for more photos and detail

2874 Charleston Side Rd Side Road, Caledon

$1,439,900

7 Beds ⋅ 6 Baths ⋅ W13090710 MLS

Gorgeous Greenpark Executive Legal Basement Home On Ravine Lot Without Sidewalk With Huge Driveway!! Grand Double Door Entrance Leads To Huge Foyer!! Chef's Delight Gourmet Dream Kitchen With Centre Island!! Huge Pantry!! Main Floor Has Executive Office/Den!! 9 Feet Ceilings!! Family Room With Fireplace Views Ravine!! Child Friendly Quite Street!! Has Two Master Bdrms! 6 Pc Ensuite And Huge Walk-In Closet In Master Bdrm! 2nd Master W/Ensuite Bath & W/I Closet.

42 Brookwater Crescent, Caledon

$3,764,990

5 Beds ⋅ 6 Baths ⋅ W13085210 MLS

Presenting the Ellesmere Elevation "A" by Carringwood Homes, a distinguished 5,535 sqft estate residence located within the coveted Hillview Estates on Hunsden. Positioned on an expansive 1.21-acre property, this home blends elegant country charm with modern luxury, offering five generously sized bedrooms, each complete with its own private ensuite, perfectly suited for growing families or multi-generational living. The exterior makes an immediate impression with its stately three-car garage, while inside, the thoughtfully designed layout features a grand Great Room, formal living and dining areas, a private den, and an expansive chef-inspired kitchen ideal for both daily living and entertaining. Enhancing functionality and flow, a walk-in pantry with a convenient servery is perfectly placed between the kitchen and dining room, allowing for effortless hosting. Every element of the home reflects careful planning and elevated craftsmanship. This exceptional residence continues the legacy of the original Hillview Estates in Caledon, located at Hillview Place and Highway 50-an enclave celebrated for redefining luxury country living. Known for its collection of elegant homes set among rolling hills and mature woodlands, it remains one of the region's most desirable communities. Now, just minutes north, Hillview Estates on Hunsden carries that tradition forward. Featuring expansive estate lots, timeless architectural design, and uncompromising attention to detail, this is a rare opportunity to enjoy refined living in a serene, natural setting where sophistication and tranquility coexist. The home isn't built yet, as the buyer you can choose all interior and finishes, you will have the opportunity to work with our Decor Specialist to select all interior colours and finishes to make this home your own.

Lot 2B Hunsden Side Road, Caledon

$1,799,900

5 Beds ⋅ 4 Baths ⋅ W13078722 MLS

Discover the perfect blend of charm, space, and modern living at this beautiful country property in the heart of Caledon. Situated on 4 Acres this home offers a cottage-like feel just minutes from city conveniences.Step inside to a warm and inviting layout featuring a sun-filled kitchen with breakfast area, a spacious family room, and a serene sunroom overlooking the property. The upper level offers three bedrooms, two with private walk-out decks, plus a den and spa-inspired washrooms including his & hers walk-in closets.The finished lower level includes three additional bedrooms and a full washroom, ideal for extended family or guests. A brand-new 900 sq. ft. addition with a roughed-in basement apartment gives you the opportunity to create your own personal touch.Outdoors, enjoy a barn, garden shed, and endless room for hobbies, recreation, and entertaining. With three natural gas fireplaces and a cozy wood-burning option, this property truly balances comfort and country. Detached 4.10 x 3.14m, oversized garage (790 sf). Automatic Back Up Generator for whole home. If you're looking for a family retreat or a unique investment opportunity, 20054 Horseshoe Hill Road offers the lifestyle you've been waiting for.

20054 Horseshoe Hill Road, Caledon

$16,800,000

7 Beds ⋅ 9 Baths ⋅ W13078716 MLS

15466 & 15430 Gore Road Stonebridge Estate. An Extraordinary, Fully Renovated Estate By Award-Winning Chatsworth Fine Homes With Interiors By Jane Lockhart Designs. Set In East Caledon, This Private 52.5-Acre Retreat Features Forested Grounds, Three Ponds, A Cascading Stream, A Protected Spring-Fed Lake, And A 2-Km Nature Trail. The Main Residence Offers A Grand Great Room, Formal Dining Area, Two-Way Fireplace, Custom Champagne Bar, And Walk-Out To A Stunning Terrace. The Gourmet Kitchen Includes An Attached Morning Kitchen And Premium Appliances. The Luxurious Primary Suite Features Dual Ensuites, Steam Showers, And A Bespoke Dressing Room. Upstairs, Find Three Ensuite Bedrooms, A Private Library, And An Entertainment Lounge With Walk-Out To The Resort-Style Pool. The Home Also Includes 2 Wet Bars, Custom Ice Cream Parlour, Salon And Spa, Gym With Cushioned Flooring, Trackman Golf Simulator, And A Striking Glass-Domed Conservatory. Outdoor Living Features A Covered Lounge With Automated Screens And Fireplace, Hot Tub With Waterfall, Professional Landscaping, Golf Green, Scenic Lookout, And Curated Gardens. Additional Residences Include A One-Bedroom Coach House, A Three-Bedroom Guest House With Basement And Fireplaces, And A Beach House With A Private Swimmable Pond And White Sand. Two Heated Garages With EV Chargers Complete This Exceptional Offering. Stonebridge Is A Rare Blend Of Natural Beauty, Refined Design, And Resort-Style Living.

15466 The Gore Road, Caledon

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