61 Headwater Road

EXCLUSIVE COUNTRY RETREAT ON APPROX. 6.62 ACRES IN SOUGHT-AFTER RURAL CALEDON! An Extraordinary Opportunity To Own A Beautiful Countryside Property Offering Exceptional Privacy, Scenic Surroundings & An Incredible Lifestyle! Tucked Away Along A Long Private Driveway, This Impressive Property Showcases Gently Rolling Landscapes, Towering Mature Trees, Wide-Open Green Spaces & A Stunning Private Pond, Creating Your Own Peaceful Escape From The City! Featuring A Spacious 4-Bedroom, 4-Bathroom Detached Residence With Approx. 2,555 Sq. Ft. Of Total Finished Living Space, Including A Finished Basement Enhanced With Extensive Pot Lighting! Step Outside & Discover An Outdoor Paradise With Endless Room To Explore, Relax, Entertain & Enjoy Nature! The Expansive Grounds, Previously Used For Livestock, Include Fenced Enclosures, A Solid-Wood Chicken Coop & Additional Outbuildings, Offering Wonderful Possibilities For Country Hobbies & Rural Living! Create Unforgettable Memories Hosting Family & Friends In The Charming Wooden Gazebo, Complete With A Custom Stone-Built Wood-Fired Oven Ideal For Authentic Pizza, BBQs & Outdoor Culinary Experiences! With Nearly 7 Acres At Your Doorstep, Explore Exciting Opportunities For Future Home Expansion, A Secondary Dwelling, Workshop Or Other Accessory Buildings, Subject To Applicable Zoning, Permits & Municipal Approvals. LOCATION MEETS LIFESTYLE! Ideally Positioned Just East Of Hurontario Street, Offering Convenient Connectivity To Highway 10, Erin, Orangeville & Brampton While Preserving The Peace & Seclusion Of Country Living! An Exceptional Choice For Families, Nature Enthusiasts & Anyone Dreaming Of More Land, More Freedom & More Possibilities! FLEXIBLE CLOSING AVAILABLE! DISCOVER THE BEAUTY OF COUNTRY LIVING, THE LUXURY OF SPACE & THE PRIVILEGE OF OWNING YOUR OWN PRIVATE COUNTRYSIDE HAVEN! A MUST-SEE PROPERTY THAT TRULY STANDS APART!

Welcome to this well-maintained raised bungalow, ideally situated on a quiet court in Bolton's desirable South Hill neighbourhood. Featuring excellent curb appeal and a thoughtfully designed layout, this home offers hardwood flooring throughout, vinyl windows, and an open-concept kitchen with a centre island-perfect for everyday living and entertaining.The spacious great room showcases a vaulted ceiling, while the formal dining room impresses with its 12.5-ft ceiling. Three generously sized bedrooms include a private primary retreat on its own level, complete with a walk-in closet and 4-piece ensuite.The finished lower level offers above-grade windows, high ceilings, a gas fireplace, kitchen, 3-piece bath, and a separate entrance from the garage-providing exceptional flexibility for extended family or additional living

Priced to sell & great value in a mature pocket of Bolton! *Fully detached 2-Storey home built in an era where quality craftsmanship came first! This lovingly cared-for Bolton East home offers the solid structure, practical layout, and back-yard freedom that newer builds just can't replicate. Natural light pours across a sun-filled main level, where a bright family room and a spacious kitchen with a breakfast area both look out over your deep, fully fenced *118-foot deep backyard*. On the second level, three generous sized bedrooms offer tons of space, with the primary bedroom having its own ensuite bathroom. Complemented by a fully finished lower level featuring a 4th bedroom (or office), full bathroom, and rec space for more entertaining. Outside, host summer barbecues on the interlock patio beneath mature shade trees, and enjoy parking for six with *no sidewalk to clear. Well-kept, solid, and brimming with potential, this is your chance to move in and make it yours. *Year Built: 1985, Sq Ft Above Grade: 1512 sq ft, Roof: 2021 (approx 5 years), AC: 2012 (approx 14 years), Furnace: 2016 (approx 10 years), Windows: 2018 (approx 8 years). Pre-Home Inspection Available Upon Request.

Set on an impressive 142-ft-deep lot backing directly onto a park, this spacious Valleywood home offers a rare combination of privacy, mature trees, and an expansive backyard that feels a world away from the typical subdivision setting. Inside, the thoughtful layout offers both connection and separation, with distinct living and dining rooms, a separate family room, and a renovated eat-in kitchen featuring quartz counters, generous cabinetry and ample storage. The bright breakfast area opens directly to the backyard, while the mudroom with laundry provides the everyday convenience of direct interior access to the double garage. A main-floor powder room adds further convenience. Upstairs, four generous bedrooms include an oversized primary retreat with walk-in closet and 5-piece ensuite. The additional 4-piece bathroom features an updated vanity, serving the remaining bedrooms with style and function. The finished lower level adds substantial living space, featuring a large recreation room, exercise room and a private bedroom with semi-ensuite access to the 4-piece bathroom. A den/office is conveniently located on the opposite side of the bathroom, creating a versatile setup for guests, extended family or a dedicated work-from-home space. Whether needed for work, hobbies, guests or family downtime, there is room here to accommodate it all. Conveniently located close to schools, parks, shopping, transit and major highways. *Some photos virtually staged.

//2332 Sq Ft - 4 Bedrooms Detached House + Finished Basement// Welcome To This Beautifully Maintained Double Car Garage Detached House In Caledon's Highly Desirable Valleywood Community, Offering The Perfect Blend Of Comfort, Functionality & Lifestyle! Situated On A Quiet, Family-Friendly Street, This Home Is Just Steps From A Large Park, Playground And Library, While Also Offering Convenient Access To Highway 410 For Commuters. Grand Open To Above Foyer! Rare To Find - Separate Living, Dining & Family Rooms With Gas Operated Fireplace & Hardwood Flooring In Main & 2nd Floors - Living Room Overlooking Front Yard With Bay Window! Whole House Is Freshly Painted* Family Size Kitchen With Stainless Steel Appliances Overlooking Backyard* 4 Spacious Bedrooms Including Master Bedroom With 5 Pcs Ensuite & Walk-In Closet* Whether You're Looking To Simplify Without Sacrificing Space Or Searching For A Detached Home With Room To Grow, This Exceptional Valleywood Property Offers Flexibility, Comfort And Lasting Value. This 2-Story Home Features A 2-Car Garage, Driveway Parking For 2 More Vehicles, And A Private Backyard Backing Onto Serene Green Space. Conveniently Located On School Bus Route, Close To Schools, Parks, Community Centers, Freeway, And Shopping. This Home Offers The Perfect Blend Of Nature And Amenities! Must View House!

Welcome to this beautifully maintained, move-in ready detached home in the highly desirable Rural Caledon community! Offering 2,167 sq. ft. of thoughtfully designed living space, this stunning residence features 3 spacious bedrooms and 4 bathrooms, perfect for growing families and professionals alike. The bright and functional layout boasts generously sized principal rooms, an inviting living area, and a modern kitchen ideal for everyday living and entertaining. Pride of ownership is evident throughout with meticulous upkeep and tasteful finishes. The spacious primary retreat offers a private en-suite and ample closet space, while the additional bedrooms provide comfort for the entire family. Situated in a sought-after neighborhood close to parks, schools, trails, and everyday amenities, this exceptional home delivers the perfect blend of comfort, style, and convenience. Simply move in and enjoy!

Discover this beautifully renovated modern country bungalow, nestled on a private, tree-lined lot in one of Caledon's most peaceful settings. Offering over 2,000 sq. ft. of finished living space, this home features a bright and spacious open-concept layout complemented by stunning 7-inch hardwood floors throughout the main living areas. The custom-designed kitchen showcases built-in appliances, elegant quartz countertops, and modern finishes, creating the perfect space for everyday living and entertaining. The fully finished basement, complete with a separate entrance, offers additional living and entertainment space, along with one bedroom and a full washroom. Step outside to your very own backyard retreat, featuring an expansive 14 x 22 ft. deck with a sunken hot tub, a cozy fire pit area, and plenty of room for kids to play, all surrounded by mature trees offering exceptional privacy. Extensively renovated with updated windows, bathrooms, electrical, plumbing, and flooring, plus a 200-amp electrical panel and EV charging outlet. Enjoy the perfect balance of peaceful country living and everyday convenience, just minutes from local amenities, Forks of the Credit Provincial Park, Caledon Ski Club, and several renowned golf courses.

Welcome to Newlove! This is the perfect family home, set on an oversized pie-shaped lot along a quiet, friendly, sidewalk-free street, close to all amenities. With its ideal proportions, this home is well suited to variety of lifestyles! The main floor features an airy family room with a cozy gas fireplace and a walk-out to your beautiful garden. For added convenience, you will also find main floor laundry and an additional bathroom, along with a handy side entrance. A few steps up, the open concept living and dining room is filled with natural light from a large bay window. The generously sized eat-in kitchen offers plenty of space for family meals and walks out to the back deck, making summer barbecues a breeze.The upper level is home to a spacious primary bedroom with a large walk-in closet and a beautifully renovated ensuite. Two additional bedrooms and a 4-piece bathroom complete this level.The fully finished basement offers even more living space, with a large recreation room, a 2-piece bathroom, a dedicated tool room, and a generous crawls pace for plenty of storage. The garage fits a small vehicle and includes built-in tool storage. Step outside to a backyard made for enjoying, with plenty of room for the kids to run and play, an easy-to-maintain garden, a patio and deck for entertaining, and an additional storage shed. Ideally located close to Highway 50, the Highway 427 extension, groceries, restaurants, golf, and more.This move-in ready home is waiting for you to make it your own!

Rebuilt to the studs in 2025 and finished like new. This charming two-storey, with its classic farmhouse bones dating to 1883, now has everything new inside the walls: new HVAC, roof, windows, plumbing and electrical, plus waterproofing and a septic service in March 2026. Highlighted by an eye-catching exterior transformation, a functional floor plan, upgraded main living areas with generous natural light, a stylish built-in coffee bar, powder room and laundry. Features a desirable main-floor primary bedroom wing set privately at the back, complete with a direct walk-out to the stone patio. Set on an expansive lot with mature trees, the elevated backyard, fire pit, and stone benches create the ultimate private retreat for outdoor hosting. Convenient 3-car parking (2 driveway spaces plus 1 garage space) with double-sided garage access, and direct door-to-door school bus service right at your front entrance. Experience countryside tranquility with modern conveniences: top-rated local schools, recreation centres, Bruce Trail access, and quick 400-series highway access. Move-in ready: the character of a classic farmhouse, with everything new inside the walls. Don't miss this complete package!

Opportunity For Multi-Family Living In This Spacious 3+2 Bedroom Fully Renovated Raised Bungalow. Upstairs there are 2 Large Skylights That Offer A Bright Open Concept Main Floor Living Space, Complete with Fireplace. Kitchen Features Lovely Quartz Countertops And Backsplash, Pot Filler And Abundant Cabinet Space. Kitchen and Dining Area Open Up To Walk Out To Large Deck & Gazebo. Lower Level Offers Separate Living Space With Kitchen And 2 Bedrooms. All Within Walking Distance To Downtown Bolton, Community Path Along River, And So Much More. Some Photographs have been virtually staged.

Welcome to 9 Sant Farm Drive in the desirable neighbourhood of East Bolton! Offering over 3,100 square feet of total living space including a partly finished basement, this home features a unique multi-level layout similar to a raised bungaloft style home, offering split-level accessibility that makes it comfortable for all ages. Bright, fresh, and meticulously well maintained, this inviting home seamlessly blends original architectural character with turnkey updates. It has been freshly painted throughout, and boasts newly sanded and finished floors. The expansive basement includes a full washroom and endless possibilities with a roughed-in kitchen for an easy renovation and a large bonus storage room under the front porch. This property sits on a beautiful, sunlit corner lot complete with a double-car garage, a spacious driveway, a private backyard, ample storage space, storage sheds, and a built-in gazebo. Set on a quiet street in a wonderful, family-friendly neighbourhood, this home is steps from Sant Farm Park, top-rated local schools, and community amenities. Enjoy a safe, welcoming community with a convenient access to shopping, local trails, and everyday essentials.

Lovely, immaculately kept home in prestigious Caledon Village, set on a spectacular lot with a 193-ft frontage widening to 165 ft at the rear. The gorgeous kitchen offers stainless steel appliances, a pantry, glass-door accent cabinetry, pot-and-pan drawers, and beautiful backyard views. Formal dining and separate living rooms feature hardwood floors and large windows, while the main-floor family room with fireplace, wet bar, and garden doors opens onto a large deck overlooking the picturesque, landscaped grounds. The spacious primary bedroom includes a sitting area, walk-in closet, and 2-piece ensuite; all bedrooms have hardwood. Partially finished basement with rec room. Steps to village shops and dining, the 35-km Caledon Trailway, and minutes to Forks of the CreditProvincial Park and Bel fountain Conservation Area - country charm with commuter convenience via Hwy 10.

Beautiful 3+2 Bedroom Bungalow with a WALKOUT BASEMENT!! Welcome to this stunning fully renovated bungalow nestled in the heart of Alton. This home features 3 spacious bedrooms on the main floor plus 2 full washrooms and a beautifully finished basement with 2 additional bedrooms and a 4 pc bathroom perfect for extended family or guests. Enjoy your private backyard oasis with an in-ground pool, relaxing hot tub, and plenty of space for entertaining on this expansive lot. A true blend of comfort, style, and outdoor luxury, this home has it all!! Close to all major amenities.

Welcome to 44 Castelli Court, an immaculate 3-bedroom home nestled in the highly desirable North Hill neighbourhood of Bolton! Offering just over 1,700 sq. ft. of beautifully maintained living space, this home is the perfect blend of comfort, style and functionality. From the moment you step inside, you'll appreciate the pride of ownership and exceptional care throughout. Featuring a spacious and inviting layout, generously sized principal rooms and three well-appointed bedrooms, there's plenty of room for the whole family to enjoy. Parking is a rare bonus, with a private driveway accommodating up to four vehicles plus a double-car garage, providing parking for six cars in total! Lardge deck which is perfect for bbq's and entertaining. Located on a quiet, family-friendly court in one of Bolton's most sought-after neighbourhoods, you'll love the convenience of nearby schools, parks, shopping and everyday amenities. A wonderful opportunity to own a home where everything has been thoughtfully cared for and all that's left to do is move in and enjoy!

Located in the desirable South Hill community of Bolton, welcome to 249 Leavens Court. This beautifully updated home features 3 bedrooms, 3 bathrooms, and a finished basement complete with a Cozy rec room with rough ins for future kitchen/laundry room.The open-concept main floor offers a fully updated, generously sized kitchen that flows seamlessly into the expansive family room overlooking the backyard-perfect for both everyday living and entertaining.Situated on an oversized 45' x 124' lot with great patio an above ground pool in a quiet, family-friendly court, this property provides plenty of space for children to play and families to enjoy the outdoors. Conveniently located within walking distance to schools, parks, shopping, and other amenities, plus just a four-minute walk to 24-hour public transit, this home offers an exceptional combination of comfort, space, and convenience.

4 Bed 3 Bath Detached Home In Bolton's Highly Sought-After North Hill Community. Over 1,576 Sq. Ft. Of Above-Grade Living Space Plus A Finished Basement. Private Backyard With No Homes Directly Behind. Steps To The Park In A Family-Friendly Neighborhood. Original Owners Since The Home Was Built, With Pride Of Ownership Evident Throughout. The Bright And Functional Main Floor Offers Spacious Living And Dining Areas, An Eat-In Kitchen And A Convenient 3-Piece Bath With Walk-In Shower. Upstairs You'll Find 4 Well-Sized Bedrooms With Plenty Of Room For The Family. The Finished Basement Features A Versatile Room That Can Be Used As An Additional Bedroom Or Recreation Room, Along With A Bathroom, Laundry Area And Plenty Of Storage. Enjoy Added Backyard Privacy With No Homes Directly Behind-An Ideal Setting For Entertaining, Relaxing Or Spending Time Outdoors. Furnace, Central Air Conditioning And Asphalt Shingles Replaced In 2018, With The Rental Hot Water Tank Replaced In 2025. A Solid, Well-Maintained Home Offering An Excellent Opportunity To Update And Personalize To Your Own Taste In One Of Bolton's Most Desirable Established Neighborhoods, Close To Parks, Schools, Shopping And Amenities.

P-O-W-E-R O-F S-A-L-E! POWER OF SALE!, 1468 SQ.', 3 BEDROOMS, 3 BATHS,SERVICE ENTRANCE FROM MAIN FLOOR TO GARAGE.ON LARGE LOT, DESIRABLE LOCATION.