20051 Willoughby Road

FOR SALE
$2,099,900
20051 Willoughby Road, Caledon
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
20051 Willoughby Road
Browsing Limit Reached
Please Register for Unlimited Access
3
BEDROOMS
3
BATHROOMS
1
KITCHENS
8
ROOMS
W13573802
MLSID
Contact Us
Property Description
Beautiful custom-built Bungalow-Raised on a stunning 6+ acre treed rolling lot in sought-after Caledon. Featuring a small stream along the southwest portion of the property, this home offers privacy, natural beauty, and refined country living just minutes from amenities and 400-series highways .Inside showcases hardwood floors, crown moulding, cathedral and vaulted ceilings, elegant trim work, and a bright open layout. Enjoy an oversized heated 3-car garage with direct interior access, a chef-inspired kitchen with brand-new high-end appliances, spacious living room with gas fireplace, separate dining area, and walkout to a deck overlooking the property. The main level offers 3 generous bedrooms, including a primary suite with Ensuite bath, walk-in closet, and brand-new custom closet & organizers. The bright walkout lower level features high ceilings, large windows, drywall, rough-in bath, ample storage, and double-door access to the backyard, ready for your finishing touches. Perfect for luxury buyers, outdoor enthusiasts, and nature lovers seeking privacy, space, and refined country living in one of Caledon's most desirable locations.Highlights:6+ acre treed rolling lot with stream Custom-built Bungalow-Raised Heated oversized 3-car garage400 AMP electrical service with 200 AMP panels for house and garage. Brand-new high-end kitchen appliances. Bright walkout lower level with rough-in bath Close to parks, trails, Caledon Lake, fairgrounds, golf courses, amenities, and highways.
Sold History
List Date Sold Date Days Listed List Price Sold Price
2024-04-27 2024-05-13 16 $1,997,900 $1,997,900
Property Features
Built-In Oven, Carpet Free, Sump Pump, Water Purifier, Water Softener, Private
Property Details
Address
20051 Willoughby Road
Community
Postal Code
L7K 1W1
Property Type
Detached, Detached
Lot Size
331' x 783'
Taxes
$9,644 (2026
Basement
Full, Walk-Out
Heat Type
Forced Air
Heat Source
Propane
Water
Well
Parking Spaces
17
Garage Type
Attached
Listing contracted with Homelife Silvercity Realty Inc.
Similar Listings
19555 Shaws Creek Road, Caledon
4
BEDS
3
BATHS
$1,999,999
FOR SALE
Tucked away in one of Caledon's most picturesque countryside settings, this enchanting estate blends timeless character, architectural significance, and natural beauty into an offering unlike anything else on the market. From the moment you arrive, the home's storybook presence captivates, with a stunning wraparound porch, soaring cedar-clad ceilings, expansive skylights, wood- burning fireplace and an open-concept design. Rich in history, the home showcases beautifully restored beams and posts reclaimed from an 1854 barn in King Township, creating the charm and grandeur of a classic barn interior while offering all the comforts of modern living. Spanning approx. 4,500sqft on 7 acres, the thoughtfully designed layout is ideal for both entertaining and family living. The serene primary retreat offers a magical experience, allowing you to gaze at the stars from the comfort of your bed. Additional bedrooms feature vaulted ceilings, while the versatile third-floor loft is perfect as a guest suite, home office, studio, or children's retreat. A fully insulated 1200sqft garage/workshop with loft space provides exceptional flexibility for hobbyists, entrepreneurs, or additional storage. Outside, the remarkable grounds offer the perfect balance of open green space and private woodland trails, creating a peaceful setting for recreation and exploration year-round. Ideally situated near TPC Toronto at Osprey Valley, the Caledon Ski Club, premier equestrian facilities, extensive cycling and hiking trails, and local favourites such as GoodLot Farmstead Brewing Co., this property combines rural tranquility with exceptional amenities. Excellent schools in Belfountain and Alton further enhance it sappeal. A rare opportunity to own a truly distinctive estate where history, nature, and modern comfort come together in perfect harmony.
5 Cedar Drive, Caledon
3+1
BEDS
3
BATHS
$1,799,000
FOR SALE
Welcome to Cedar Drive!!!! One of Caledon's most prestigious Estate Style developments. This 3.03 acre stunning property offers you close proximity to Toronto and only 30 minutes to Pearson. Surrounded by many walking/cycling trail systems & some of Canada's best golf courses including many unique dining experiences such as Rays Bakery, Caledon Hills and Good Lot Craft Breweries. Set well back from the road, you will enjoy the complete privacy you desire from towering 30 ft trees while affording lots of sunlight. Perfect for creating your own oasis. Cozy up to the wood burning fireplace in the living/dining rooms and enjoy the views from the large picture windows. This amazing home with 3+1 BR's and 3 Baths, will not disappoint from the hard wood flooring, to the walk out lower level to the quartz counter tops, stainless steel appliances, wrap around porch and a large front perennial garden. Just minutes on Hwy 10 to Brampton or Orangeville. Just a chip & a put to the Devils Pulpit and Osprey Valley Golf, a cast away from the Caledon Trout Club, a hop skip and a jump to the Caledon Trail Way & Bruce Trail and a snow shoe to the Caledon Ski Club. You will feel you are in Europe every time you drive along the Forks of the Credit Rd. This is a must see. Bathrooms have been freshly updated.
16735 Mississauga Road, Caledon
3
BEDS
2
BATHS
$1,750,000
FOR SALE
Welcome to the historic hamlet of Belfountain. A unique Hamlet just north of the Village of Terra Cotta and offers residents and visitors the memorable experience of experiencing quaint shops & food services just a 15 minute walk from this 10 acre gem. The house is move in ready & overlooks a stunning pond, inground cement pool with a walkout basement. The rolling nature of the land will not disappoint and is perfect for your hobby farm offering paddocks, barn and trails. The home has been extremely well maintained and the perennial gardens have been cared for by the original owner. The home sits well back from the road on elevated land offering an amazing westerly view of the Caledon Hills. A hop skip & a jump to the Bruce Trail, Caledon Trail and the Cataract/Elora Trail systems, A snow shoe from the Caledon Ski Club, just a cast away from the Caledon Trout Club and a chip & a put from the award winning golf such as Osprey Valley, Devils Pulpit and Caledon Golf & Country Club. This Charming Bungalow Features A 2 Car Attached Garage, 3 Bedrooms with the primary bedroom featuring a walk out to the large balcony overlooking the pond & pool. The basement boasts a walkout to the back paddocks & hobby farm. The property offers a barn with water, power and room for the storage of hay. There are 4 independent paddocks for the horses or other hobby farm pets. It's all available for the taking and can be yours.
15195 The Gore Road, Caledon
4
BEDS
3
BATHS
$1,700,000
FOR SALE
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.
20364 St Andrews Road, Caledon
4
BEDS
3
BATHS
$1,699,000
FOR SALE
2-Storey House On 8-10 Acre Farm, Less Than 1 Hour Escape From Toronto. Estate Homes In The Vicinity. An Oasis Of Tranquility And Peace. Use It As A Farm, Your Home Or Even As A Contractor's Yard. The Existing House Has 3 Bedrooms, And 3 Bathrooms. It Features A Large Inter looking Patio, Some New Windows, A New Bathroom, New Shed (All In 2018). The Property Features A Large Barn (In As Is Condition) With Water Service And Electricity.
98 William Crisp Drive, Caledon
4
BEDS
4
BATHS
$2,099,900
FOR SALE
Luxury Executive Detached Estate Home In Prestigious Osprey Mills, 3252 Sqft Of Above Ground on 98' x 215' Estate Lot. Featuring 10 Ft Main Floor Ceilings,9' Basement & 2nd Floor. Engineered Hardwood Flooring Throughout, Extended Height Kitchen Uppers + Stacked Uppers, Quartz Countertops Throughout, Stainless Steel Kitchen Appliances. See Schedule For Standard Features And Finishes. Taxes Not Assessed. OPEN HOUSE EVERY SATURDAY AND SUNDAY 12-5! Rent To Own Program available.
4 Wolf Crescent, Caledon
4
BEDS
3
BATHS
$1,999,900
FOR SALE
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 powerwhen it matters most. A rare opportunity to put down roots and create something truly special in an unforgettable setting.
14700 Creditview Road, Caledon
4
BEDS
3
BATHS
$1,999,900
FOR SALE
Welcome to a truly exceptional country estate nestled in the heart of Cheltenham, One of Caledon's most picturesque and historic villages. Set on a private 1.4-acre property with approximately 200 feet of frontage within the settlement area of Cheltenham, offering the potential for a lot severance! This beautifully preserved 1862 farmhouse offers over 3,700 Sq Ft of living space. Where historic character and modern comfort blend seamlessly. A tree-lined driveway leads to the stately home, Where tall windows, soaring ceilings, and spacious principal rooms create a bright and inviting atmosphere throughout. The flexible floor plan features four bedrooms, three bathrooms, multiple living and entertaining areas, a dedicated office, library/dining room, family room, and a versatile loft perfect for a studio, home gym, creative space, or additional living area. Modern geothermal heating and cooling, along with heated tile floors, provide efficient year-round comfort while preserving the home's timeless appeal. Outdoors, the property is a private retreat surrounded by mature trees and beautiful landscaping, featuring multiple patios, a sun-filled solarium, and a tranquil pond. Whether enjoyed as a full-time residence, weekend escape, or future investment opportunity with potential severance possibilities, the property offers exceptional versatility. Located within walking distance to the Cheltenham General Store, Credit River, Caledon Trailway, and the famous Cheltenham Badlands, while just minutes to The Pulpit Golf Club, Caledon Ski Club, local cafés, breweries, and conservation areas. Commuters will appreciate convenient access to major highways and being approximately 30 minutes from Toronto Pearson International Airport. A rare opportunity to own a landmark property in one of Caledon's most beloved communities, where small-town charm, natural beauty, and modern Living come together.
1 Cedar Drive, Caledon
4
BEDS
4
BATHS
$1,950,000
FOR SALE
Welcome to 1 Cedar Drive, an exceptional estate set on nearly 3 acres of mature forest with a picturesque private spring-fed pond. Beautifully renovated throughout the main and second levels, this remarkable property offers the perfect blend of luxury, privacy, and natural beauty.The thoughtfully designed interior features a stunning chef's kitchen with quartz countertops and stainless steel appliances, bright open-concept living and dining spaces, new hardwood flooring, oversized windows that flood the home with natural light, a main-floor office, and a spacious laundry/mudroom. The impressive family room showcases soaring cathedral ceilings, a cozy fireplace, and a walkout to the breathtaking backyard. Upstairs, the primary retreat offers a spa-inspired 5-piece ensuite, walk-in closet, and tranquil views of the surrounding landscape, while three additional generously sized bedrooms provide ample space for family and guests. The finished walkout lower level offers exceptional versatility with multiple rooms and two separate entrances, creating endless possibilities for recreation, a home gym, office space, or multi-generational living. Outside, enjoy your own private oasis where the spring-fed pond provides year-round enjoyment-from swimming in the summer to skating in the winter-all surrounded by the serenity of nature. A long private driveway accommodates 10+ vehicles, and the property is conveniently serviced by natural gas and Bell Fibe internet. Ideally located on a quiet estate road just minutes from the Caledon Ski Club, Belfountain, premier golf courses, scenic trails, and the Credit River, this is a rare opportunity to own an extraordinary country estate while remaining close to everyday amenities.
14451 Winston Churchill Boulevard, Caledon
4
BEDS
4
BATHS
$1,900,000
FOR SALE
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.
7 Rolling Meadow Drive, Caledon
3+2
BEDS
3
BATHS
$1,899,999
FOR SALE
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. Click the 3D Virtual Tour!
143 Green Lake Road, Caledon
3+1
BEDS
4
BATHS
$1,799,000
FOR SALE
Discover the rare opportunity to enjoy a Muskoka-inspired waterfront lifestyle without leaving the GTA. Nestled within the exclusive and private Green Lake, its just 45 minutes from Downtown Toronto! An extraordinary 2.36-acre waterfront lot offers over 300 feet of pristine shoreline on one of Caledon's most coveted private spring-fed lakes.**Green Lake's crystal-clear waters, 60-foot-deep at its centre, stocked with trout and bass, create an exceptional four-season playground where mornings begin with coffee by the water, afternoons are spent boating, swimming or fishing from your private dock, and evenings end with lakeside entertaining beneath the stars. Ideally situated just minutes from TPC Toronto at Osprey Valley, host of the RBC Canadian Open, The Pulpit Club, Caledon Ski Club and miles of scenic trails, this is country living at its finest with effortless access to the city. The impressive post-and-beam log residence blends timeless craftsmanship with modern comfort, while a heated and insulated detached garage/workshop, charming guest log bunkie with full foundation and 3-piece bath, plus a backup generator provide exceptional flexibility for family and guests. Beautiful flagstone walkways wind through professionally landscaped gardens to an extraordinary outdoor setting featuring a private sandy beach, gazebo, dock and outdoor kitchen, all thoughtfully designed to embrace spectacular lake views. Properties of this calibre are rarely offered. Whether as a full-time residence or executive weekend retreat, this is more than a home-it's a place where generations gather, lifelong traditions begin and every season offers a reason to escape. An exceptional opportunity to own one of Caledon's most remarkable and rare waterfront settings!
5 Massari Street, Caledon
3+1
BEDS
3
BATHS
$1,685,000
FOR SALE
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!
9 Mccartney Drive, Caledon
3+2
BEDS
3
BATHS
$1,649,900
FOR SALE
Nestled on approx 2.73 picturesque acres in a quiet cul-de-sac just outside Caledon East, this beautifully maintained 3+2-bedroom family home offers the perfect blend of privacy, space, and convenience. The property features spacious principal rooms and a thoughtfully designed expansion of the living room and primary suite, while adding a comfortable family room ideal for everyday living and a sunroom for natural light. The fully finished walk-out lower level offers excellent versatility with a large recreation room, an additional 2-bedroom, and direct access to the expansive backyard surrounded by mature greenery and a small trail. The primary retreat features a 4-piece ensuite, oversized walk-in closet, and a generous sitting area. A fireplace in the dining room creates a warm atmosphere, while the walk-out to the deck provides the perfect setting for outdoor dining and entertaining. Additional features include a double-car garage with direct access to the laundry/mud room, ample parking, and a peaceful country setting only minutes from everyday amenities. Conveniently located close to excellent schools, shopping, parks, trails, golf courses, and commuter routes, including Airport Rd, Hwy 10, and Hwy 410 access. Enjoy the tranquillity of country living while remaining just a short drive to Caledon East, Brampton, and Orangeville.
14877 The Gore Road, Caledon
3+1
BEDS
2
BATHS
$1,588,000
FOR SALE
Visit the REALTOR website for further information about this Listing. Charming Century Home on 13.24 Acres - A Hobby Farmer's Dream. Escape to the countryside and discover this charming century home nestled amongst mature trees on a picturesque 13.24-acre property. Offering the perfect blend of rural tranquility and practical acreage, approximately 60% of the land is workable while the remaining 40% features beautiful wooded areas and a peaceful pond, creating a private natural retreat. Set on a generous 250'x 2,160' lot, this property is ideal for hobby farmers, outdoor enthusiasts, or anyone seeking space to grow and explore. Outbuildings include a 24'x 16' workshop for projects and storage, as well as a 12' x 30' chicken coop ready for your feathered friends. Inside, the home offers 3+1 bedrooms and a functional layout designed for family living. The spacious kitchen and dining area provide plenty of room for gathering and entertaining, while the convenient main-floor laundry adds everyday practicality. Relax in the inviting family room featuring a cozy propane fireplace, or unwind in the living room warmed by a charming wood-burning stove. Located just a 5-minute drive from the local elementary school, this property offers the best of country living with amenities close at hand. Whether you're dreaming of hobby farming, raising animals, gardening, or simply enjoying the beauty of nature, this unique property offers endless possibilities. Don't miss your opportunity to own this exceptional rural retreat.
5651 The Grange Side Road, Caledon
3+2
BEDS
3
BATHS
$1,575,000
FOR SALE
Welcome to your own private Caledon retreat, where nature, tranquility, and exceptional craftsmanship come together. A long, winding driveway leads you through a breathtaking canopy of towering whispering pines and mature hardwood forest, creating a truly unforgettable approach to this custom-built bungalow. Thoughtfully designed for comfortable living, the spacious bungalow features a fully finished walkout basement, abundant storage, and versatile living spaces ideal for family, entertaining, or multi-generational living. A Private Sanctuary in the Hills of Caledon. Welcome to an extraordinary 26-acre estate where nature, privacy, and timeless craftsmanship create a lifestyle that's second to none. Arrive home via a long, winding driveway through a majestic forest of towering whispering pines and mature hardwoods, setting the stage for this exceptional custom-built bungalow nestled in one of Caledon's most picturesque settings. Designed to embrace its spectacular surroundings, this energy-efficient home offers spacious, thoughtfully designed living with a fully finished walkout basement and an abundance of storage. Large windows invite the outdoors in, filling the home with natural light and showcasing peaceful views in every season .Step outside to an expansive multi-level deck, perfect for entertaining, family gatherings, or simply relaxing while immersed in the sights and sounds of nature. Explore your own private walking trails winding throughout the property, offering a true Muskoka-inspired retreat just minutes from the city. Despite its peaceful seclusion, you're only moments from Caledon's renowned restaurants, charming cafés, boutique shopping, golfing. Whether you're looking for a forever home, a peaceful escape, or a place where family and friends naturally gather, this remarkable property delivers. More than just a home, it's a destination you'll be proud to call your own, don't let this one pass you by.
5112 King Street, Caledon
4
BEDS
2
BATHS
$1,575,000
FOR SALE
Welcome to this beautifully renovated century home, perfectly situated on a picturesque and private 1-acre property surrounded by mature trees and set well back from the road. Offering the perfect blend of historic charm and modern updates, this character-filled residence provides a peaceful country setting while remaining conveniently close to all amenities. Step inside to discover spacious principal rooms enhanced by impressive 9-foot ceilings and quality flooring throughout. The thoughtfully updated interior features premium flooring, high-end porcelain tile in the kitchen and bathrooms, and beautifully renovated bathrooms designed with both style and functionality in mind. The bright and inviting kitchen showcases custom solid wood cabinetry and a walkout to the deck, making it ideal for everyday living and entertaining alike. Outside, the detached 2-car garage/workshop with a large loft above offers exceptional versatility and endless possibilities for hobbyists, storage, a studio, or future customization. Significant updates provide peace of mind, including a fully replaced roof (2020), furnace (2020), and extensive interior renovations throughout. Ideally located just minutes from Brampton and less than 10 minutes to Highway 410, this exceptional property offers the perfect balance of rural tranquility and urban convenience. A rare opportunity to own a beautifully updated century home on a stunning private lot.
3585 Boston Mills Road, Caledon
3+2
BEDS
4
BATHS
$2,000,000
FOR SALE
Set on just over 1 acre in highly desirable South Caledon, this beautifully renovated bungalow is surrounded by picturesque farms, estate homes, and tranquil countryside views. Offering a perfect blend of charm, modern décor, and quality upgrades throughout, this spacious residence features 5 bedrooms, including 3 on the main floor, and an impressive open-concept layout ideal for everyday living and entertaining. The heart of the home is the entertainer's dream chef's kitchen, showcasing marble countertops, high-end appliances, ample cabinetry and storage, and a seamless connection to the main living areas. Elegant, heated flooring, Custom woodwork & Wainscotting details, distinctive porcelain tile, skylights, and a stunning double-sided stone fireplace add warmth, character, and sophistication throughout the home. The luxurious primary bedroom retreat features a beautifully appointed ensuite complete with laundry area, wet bar, steam shower, separate toilet cubicle, and upscale finishes. Additional main-floor highlights include an inviting den, a bright sun-filled living room with heated floors, and a modern geothermal heating system for year-round comfort and efficiency. The finished lower level offers excellent flexibility with 2 additional bedrooms, a full bathroom, recreation room, kitchen, and separate laundry area. With a walk-up to the garage, this space is ideally suited for extended family, in-law living, or multi-generational use. Outdoors, enjoy a large multi-level deck overlooking the scenic surroundings, a fenced and gated private inground swimming pool with upgraded liner, and a relaxing hot tub. The property also features ample driveway parking and a beautiful, covered porch, creating wonderful curb appeal and a welcoming entrance. Recent upgrades include a new well pump and new pressure tank, both completed in 2025.A rare opportunity to enjoy country living, modern comfort, and exceptional privacy in one of South Caledon's most desirable settings.
20054 Horseshoe Hill Road, Caledon
3+2
BEDS
4
BATHS
$1,999,900
FOR SALE
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.
9 Maple Grove Road, Caledon
4
BEDS
4
BATHS
$1,999,000
FOR SALE
Brand new and move-in ready. This custom built 4 bed, 3.5 bath bungalow offers 3145 sq ft of exquisitely finished space on the main floor. Nearly 6300 sq ft in total! A stunning cathedral ceiling spans the kitchen and centres upon the cozy stone-clad gas fireplace in the living room. Recessed lighting and wide plank hardwood floors throughout. The show-stopping white and hardwood kitchen with white quartz counters & continuous backsplash is sure to impress, with a built-in lower seating area, cabinetry on both sides of the island, walk-in pantry, pot filler and statement glass cabinets. The laundry room has been upgraded with an oversized stainless steel sink, tons of cabinetry and natural light, open shelving, clothes hanging bar, quartz countertops, and even a stop-n-drop for coats and shoes as you enter from the garage. The Primary suite is a dream, offering privacy through separation from the other bedrooms, a walk-in closet outfit with upgraded built-in cabinetry and countertop, and a 5pc ensuite with heated floors, free-standing tub, private water closet, double vanity and glass shower. So much more to see! Generous 100 x 150 ft lot on quiet street in sought after Caledon Village. Tarion New Home Warranty. Awesome commuter location - 15 mins to Brampton or Orangeville!
3 Country Lane Drive, Caledon
4
BEDS
4
BATHS
$1,999,000
FOR SALE
TIRED OF SEEING EXPENSIVE HOMES ON TINY LOTS? This sprawling Palgrave private estate is painted by nature with towering trees so you can escape. Most house designs have to conform to a narrow lot, with no such constraint here; this is a rare wide lot and this home takes full advantage of that. When you arrive, you'll notice the circular drive winds gracefully around landscaping reaching skyward. As you step inside you are surrounded by interesting visuals; a grand vaulted ceiling, floating staircase and polished granite floors. Many of the views are framed with wall sized windows... notice no drapes are required. The home is beautifully positioned to welcome the morning sunrise into the kitchen, which is large enough to host the entire family, designed to be the heart of the home, with easy access to the sundeck to accommodate indoor/outdoor entertaining. The main floor office is tucked away from the home's living areas providing a quiet space to work without interruption. The intercom system is fully functional so you know you are wired for sound. Parents deserve privacy, and the master bedroom delivers on this promise; it occupies the entire left wing on the second floor. It is also worth mentioning the staircase to the walkout basement is not a centre hall plan but tucked to one side allowing a more open continuous space on the lower level. This design also allows for more light to cascade through, the result is a bright, inviting level that doesn't feel like a basement at all. Complete with a second kitchen, it's perfectly suited for large gatherings, or multi generational living. Some homes simply feel right the moment you walk through the door. Trust your first instinct - come experience this property for yourself!
3 Carroll Court, Caledon
4
BEDS
4
BATHS
$1,850,000
FOR SALE
Welcome to 3 Carroll Court, a rare legacy estate offering the perfect blend of country privacy and small-town charm in the heart of Palgrave. Nestled on a breathtaking .59 acre lot, this property is bounded by the scenic Humber River valley on one side and the Caledon Recreational Trailway on the other, offering year-round outdoor adventures right at your doorstep. The beautifully maintained residence caters to the most discerning buyers, featuring an updated kitchen, a bright breakfast bay, and modernized upper bathrooms. The main level impresses with a formal reception room, an elegant dining space, and a striking family room with soaring cathedral ceilings and a massive floor-to-ceiling stone fireplace. Upstairs, four spacious bedrooms await, including a private primary retreat with a luxurious, European-inspired ensuite overlooking the forest. A unique walkthrough leads to a peaceful reading loft that gazes over the family room below. The walk-out basement expands your living space with a professional home office, a versatile recreation and media room with a natural gas fireplace, an impressive floor-to-ceiling pine library, and direct access to the spectacular grounds. Outside, a backyard oasis awaits, featuring pristine lawns, lush gardens, a refreshing pool, and a fully fenced perimeter perfect for pets and children. Car enthusiasts and hobbyists will marvel at the massive, custom 3-car garage and workshop, designed to comfortably accommodate up to five vehicles alongside a built-in workbench. Situated on a quiet, safe court of just six unique homes, you are within walking distance of top-tier schools, local parks, and charming village amenities. This is more than a home; it is a peaceful, nature-filled sanctuary to raise your family and create a lifetime of memories.
18805 Willoghby Road, Caledon
4+1
BEDS
4
BATHS
$1,840,000
FOR SALE
ABSOLUTELY Gorgeous ! ! ! ! Excellent Location! Beautiful 4 +1 Bedroom , 4 Bathroom Home With A 3 Car Garage And Workshop Sits On A Gorgeously Landscaped 1 - Acre Lot. Once You Enter Everything Is Just Gorgeous! Living & Family Rooms are Enough To Gather Visitors & Family, Kitchen Is Magnificent W/ Center Isle & An Eat-In. An Entertainers Dream Backyard With An In-Ground Pool , Hot Tub , Cabana , Multiple Decks & Sitting Areas. Located Only Minutes To Caledon Village & Only 10 Minutes To Orangeville. Close To Tpc Osprey Valley Golf Course .
15246 The Gore Road, Caledon
3+2
BEDS
3
BATHS
$1,799,999
FOR SALE
POWER OF SALE. CONTRACTOR & INVESTOR DREAM! A spectacular value-add opportunity awaits in this custom-designed, all-brick bungalow nestled on a magnificent 1.21-acre, tree-lined gated lot in prestigious Caledon. Surrounded by multi-million dollar luxury estates, this property combines incredible architectural bones, a grand footprint, and massive sweat-equity potential. Main Level Layout: Step through a double-door entry into an expansive L-shaped foyer, highlighted by a dramatic, sun-drenched skylight and a soaring curved oak staircase. The primary living space features premium crown molding and a massive bay window, leading into a separate den anchored by a brick fireplace. The oversized eat-in kitchen includes an center island layout, stainless steel appliances, and sleek oversized floor tiles. Offers 3 main-floor bedrooms, including a primary retreat with a walk-in closet and a 3-piece ensuite. Income/Multi-Family Ready Lower Level: The elevated, above-ground walk-out basement is a separate living oasis. It features a stunning stone-surround wood stove, custom built-ins, and a bar area convertible into a full second kitchen. Complete with 2 additional bright bedrooms, a flexible home office/den, a full bathroom, a bright double-door mudroom entry, and dedicated laundry. Ideal for rental income or multi-generational families. The Grounds: The sprawling 1.21-acre property is a private country escape, surrounded by mature trees. It includes a massive detached 3-car garage/workshop, a large paved yard with parking for 13+ vehicles, a stone patio, and a fenced chicken coop area. Property sold strictly "As-Is, Where-Is" under Power of Sale. RREA related to Seller.
DIALOG CONTENT
Would you like to receive Similar Listing Alerts as soon as they are uploaded to MLS®?
How would you rate our website?
Would you like to rate us on Google?
Yes
296568610