Welcome to 39 Credit Road - a truly exceptional custom-built estate tucked away on a quiet dead-end street in the charming village of Cheltenham. Set on a rare 370-foot deep lot, spanning almost an acre of breathtaking property backing directly onto the Credit River, this one-of-a-kind home offers the perfect blend of privacy, luxury, and natural beauty. A long, private driveway sets the tone as you arrive, leading to an impressive residence designed for both everyday living and elevated entertaining. Inside, you'll find 3,500 sq. ft. of thoughtfully curated living space, featuring four spacious bedrooms and an expansive open-concept layout. Wide-plank white oak hardwood flooring flows throughout, adding warmth and sophistication to every room. The heart of the home is a stunning chef's kitchen, complete with premium Thermador appliances, a large centre island with quartz countertops, custom cabinetry, and a spacious kitchen pantry with oak cabinetry, a true showpiece for those who love to cook and entertain. Everyday convenience is elevated with a functional mudroom offering direct access from the garage, along with a well-appointed laundry area. The home also features a bonus recreation space designed for ultimate comfort and entertaining, complete with a wet bar, secondary washer and dryer, and a fully integrated steam wardrobe, a luxurious addition. A standout feature is the expansive upper-level deck spanning nearly the entire width of the home, complete with sleek glass railings for unobstructed views of the stunning backyard. It's the perfect spot to enjoy your morning coffee or unwind while taking in the peaceful, natural surroundings. Seamless indoor-outdoor living is achieved with oversized custom sliding doors that open to a covered porch, creating the perfect setting for al fresco dining. The backyard is nothing short of spectacular. This is more than a home, it's a lifestyle property that must be experienced in person to be fully appreciated.

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39 Credit Rd, Caledon, Ontario L7C3J3

Welcome to 1510 Station Road, a beautifully updated home in the heart of Cheltenham, set on a rare 0.344-acre lot (~15,000 sq. ft.) surrounded by gardens, mature landscaping, above ground pool and outdoor living spaces designed to be enjoyed year-round. Upgrades: -Offers 4 updated bedrooms and 2 bathrooms-Over $250,000 invested in thoughtful improvements -Fully renovated Primary Suite with walkout access to the gardens -Fridge, convection oven, & microwave (Dec 2025), Stacked washer and dryer in second-floor laundry (Dec 2025), Wood siding in 2022, New roof and soffits in 2021, Electrical, plumbing, and vapour barrier in 2014. Updated flooring throughout. Reverse osmosis water filtration system. Renovated kitchen with cathedral ceiling and custom cabinetry & double-drawer dishwasher for added flexibility, savings, and convenience -Rough-in for a future bathroom on the second floor -Private retreat gardens with a zen garden, fire pit area, gazebo, large back deck, front patio, and above-ground pool. -Barn and office area with extensive storage, 2 workshops, and a heated office, ideal for entrepreneurs, tradespeople, artists, hobbyists, or anyone working from home. Also includes a former chicken coop with potential for a sauna, studio, or hobby space. -Outdoor lifestyle location within walking distance of parks, trails, river tubing, patio, and an above-ground pool. A former chicken coop offers additional flexibility and potential for conversion into a sauna, studio, or hobby space. Enjoy peaceful Caledon living just minutes from Brampton, Georgetown, Orangeville, Bolton, and Mississauga. This is a rare opportunity to own a move-in-ready property that offers character, functionality, and a true village lifestyle.

1510 Station Rd, Caledon, Ontario L7C3M2

Potential For 3 Separate Building Lots. One Of Cheltenham's Most Private Estates, 2 Acres, With An Amazing 200 Feet Frontage, Has The Enjoyment Of Over 10 Acres, Backing Onto Protected Nec. Land, And Siding Onto A Stunning Ravine With Gorgeous Babbling Brook, Complete "MAGIC". Original House, Completely Renovated, Family Room Has Multi Walkouts. Mud Room Has Heated Floors, 3pc Bath, Main Floor Laundry Room. Walk-Out To Covered Deck, Hottub (As Is). 3rd & 4th Level Has 3 Bedroom In Law Suite, (Ground Floor) Heated Floors, Laundry, Walkout To Covered Private Deck.

104 Kennedy Rd, Caledon, Ontario L7C2A7

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.

14700 Creditview Rd, Caledon, Ontario L7C3G1

Welcome to 26 Kennedy Road - where peaceful country living meets everyday comfort, just minutes from the city. Nestled on approximately 2/3 of an acre in the storybook village of Cheltenham, this beautifully updated 4-bedroom bungalow offers space to breathe, room to grow, and the kind of privacy that feels like a retreat. Inside, sun-drenched rooms glow with natural light, creating a warm and uplifting atmosphere throughout. Hardwood floors, fresh paint (2026), and new carpeting provide a crisp, move-in ready feel, while thoughtful upgrades blend seamlessly with the home's inviting character. The heart of the home is the spacious kitchen, complete with granite countertops, stainless steel appliances, and a bright breakfast area overlooking the backyard and pool - a place where mornings begin slowly and conversations linger long after dinner. The sunken family room, anchored by a new Napoleon gas fireplace (2025), offers garden views and a cozy setting for movie nights, quiet evenings, and holiday gatherings. All four bedrooms are tucked privately at the rear of the home, offering peaceful, light-filled spaces ideal for growing families, guests, or a dedicated home office. Step outside and summer truly comes alive. The fully refurbished 16' x 32' in-ground pool invites endless laughter and sun-soaked afternoons. Tiered decking and interlocking stone create the perfect setting for entertaining, while the charming backyard gazebo provides a shaded escape - a place to unwind, share stories, and build lasting memories with family and friends. With major upgrades including a Trane furnace (2020), Midea ducted heat pump (2025), Generac16kW generator, steel roof, and refurbished septic (2020), Brand New front load Washer (LG),you can enjoy peace of mind along with the lifestyle. This is more than a home, it's a place to slow down, connect, and truly live.

26 Kennedy Rd, Caledon, Ontario L7C2A7

Charming 3-Bedroom Home in the Heart of Historic Cheltenham Nestled in the picturesque village of Cheltenham, this inviting 3-bedroom, 2-bath, two-storey home blends small-town charm with the beauty of Caledon's natural surroundings. Set in an old historic mill village along the scenic Credit River, the property offers tranquil views, rolling hilly terrain, and a warm community atmosphere. Enjoy easy access to the Caledon Railway Trail and the renowned Bruce Trail-perfect for hiking ,cycling, and year-round outdoor adventures. Explore nearby landmarks like the Cheltenham Badlands and Forks of the Credit, or stroll to the Cheltenham General Store, just a short walkaway for your morning coffee or local goods .Whether you're seeking a serene retreat or a family-friendly home surrounded by nature and history, this property captures the essence of countryside living-only minutes from urban conveniences.

1442 Mill St, Caledon, Ontario L7C1S1

Welcome to your own 'Paradise in Caledon' a charming home set on over 1.25 acre with the CreditRiver running through this serene property. Featuring a modern interior with carpet-free hardwood floors, stainless steel appliances, a spacious bedroom and bathroom, plus a workshop shed on the property. Truly one of a kind with endless potential. Ideally located just down the road from the Caledon Trailway and minutes to major highways. This property benefits from the Conservation Land Tax Incentive Program, resulting in a reduction in property taxes.

2424 Olde Base Line Rd, Caledon, Ontario L7C0J3

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 Rd, Caledon, Ontario L7C3G6

Prime 10-Acre Parcel In An Expanding Caledon Location Featuring Clear, Level, And Highly Usable Land. Situated At The Corner Of Chinguacousy Road And Old School Road, Just Minutes From Brampton, This Property Offers Excellent Visibility And Access To Major Routes. The Proposed Highway 413 Corridor Is Planned South Of The Property, Further Strengthening The Area's Long-Term Growth Outlook. Surrounded By Ongoing Development And Infrastructure Improvements, This Is A Strong Opportunity For Agricultural Use, Custom Estate Living, Or Strategic Long-Term Investment. An Existing Approx. 1,800 Sq Ft Bungalow Is Currently Tenanted And Is Being Sold In "As Is, Where Is" Condition. Buyer And Buyer's Agent To Conduct Their Own Due Diligence

13171 Chinguacousy Rd, Caledon, Ontario L7C3H3

Timeless elegance meets impeccable craftsmanship in this stunning Cheltenham estate. A rare find, this beautifully built 5+1 bed, 6 bath home in the sought-after Cheltenham community offers thoughtful design & exquisite details throughout. Chefs kitchen blending beauty & practicality, featuring a 48" Wolf gas range, Sub Zero fridge/freezer, Bosch dishwasher, built-in microwave, & custom quarter-sawn oak cabinetry. 5" solid white oak floors create an inviting atmosphere. The natural beauty of tumbled limestone, natural stone & marble in the kitchens, baths, & basement enhances the spaces timeless elegance, combining sophistication w/ comfort. The primary suite is a true sanctuary w/ heated floors, a spa-like steam shower, a romantic soaker tub, a spacious walk-in closet & focal fireplace. Every detail has been thoughtfully considered, from coffered ceilings in the dining room to vaulted ceilings in the family room & sunroom, adding architectural charm & grandeur. The main floor also includes a dedicated office, perfect for WFH or quiet study. Upstairs, 3 beds each w/ walk-in closets. Two share a Jack-&-Jill bath, while the 3rd has its own private ensuite creating private retreats for family & guests. Every detail, from custom millwork & extensive closet systems to solid wood doors, reflects timeless quality. Step outside to a beautifully landscaped yard, complete w/ irrigation system & a grand outdoor stone fireplace. The property boasts nearly an acre of lush grounds, with a 3-car garage plus an additional backyard workshop garage w/ a loft ideal for toys, landscape equipment & hobbies. For added versatility, theres a bright, welcoming 1-bed, 1-bath loft apartment w/ its own entrance, walk-in closet & separate laundry perfect for in-laws or rental income. The finished basement offers even more comfort w/ guest bed & bath, media & game zones, a bar, crafts room, gym, & a ton of storage, creating a warm, inviting and functional space for gatherings & daily life.