Rural Caledon Homes with 31-50 Approx Age

Rural Caledon Homes with 31-50 Approx Age

Welcome to Rural Caledon, a picturesque gem nestled in the heart of Ontario, Canada. Known for its stunning natural landscapes and charming rural ambiance, this enchanting neighborhood offers a unique blend of tranquility and community spirit. With rolling hills, lush forests, and serene waterways, Rural Caledon is the perfect retreat for those seeking a peaceful lifestyle while still being close to urban amenities.

The homes in this area, particularly those aged between 31 to 50 years, exude character and charm. Many of these residences feature timeless architectural styles that reflect the rich history of the region, often set on spacious lots that provide ample outdoor space for families and gardening enthusiasts alike. These homes are perfect for those who appreciate the craftsmanship of yesteryears, with features such as hardwood floors, cozy fireplaces, and expansive porches that invite relaxation and connection with nature.

Rural Caledon offers a variety of recreational opportunities, from hiking and biking trails to local parks and conservation areas, making it an ideal location for outdoor enthusiasts. The community is also known for its friendly atmosphere and strong sense of belonging, with local events and farmers' markets that bring residents together.

With its beautiful surroundings and charming homes, Rural Caledon is not just a place to live; it’s a lifestyle choice. Whether you’re looking to raise a family, retire in peace, or simply escape the hustle and bustle of city life, this neighborhood provides the perfect backdrop for your next chapter. Come discover the allure of Rural Caledon – where home truly feels like a haven.

Newest Rural Caledon Homes with 31-50 Approx Age

24 Royal Valley Drive, Caledon
$1,000,000
5 Beds ⋅ 4 Baths ⋅ W14125786 MLS
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.

24 Royal Valley Drive, Caledon

14294 Winston Churchill Boulevard, Caledon
$1,988,000
4 Beds ⋅ 3 Baths ⋅ W14114964 MLS
Backing onto protected conservation land with no rear neighbours, this 2.43-acre Terra Cotta estate sits steps from the Caledon Trailway and Terra Cotta Conservation Area. Mature forest frames the property, while open lawn and established perennial beds create spaces to play, entertain and unwind. Garden paths wind past the perennials and beneath a charming arbour to quiet seating areas, with fresh blooms from spring through fall and blazing autumn colour in the forest beyond. The fully fenced pool and patio area make your backyard a private resort. The heated saltwater pool is soft and gentle on skin and eyes, with no harsh chlorine smell, and the waterfall adds a soothing soundtrack to long summer afternoons. Heating extends the swim season from late spring into fall. The large patio offers room for dining, lounging and barbecues, all with the forest as your backdrop. Inside are 3,716 sq ft above grade plus a finished lower level, over 4,700 sq ft in all. The two-storey living room has a vaulted ceiling and a two-way wood-burning fireplace shared with the breakfast room. The kitchen features Miele appliances, including an oversized fridge, built-in oven, cooktop and flush-mount hood, and opens to a sunken family room that walks out to the yard. The main floor also has a formal dining room behind French doors, laundry with a walkout, and a 3-pc bath with heated floor and glass shower, steps from the pool. Upstairs, an open loft works as an office or reading nook, and four bedrooms include a primary suite with his-and-hers walk-in closets. The finished basement adds a large rec room plus a bonus room for a gym, guest room or office. Insulated double garage with epoxy floor. Morning coffee under the arbour, an evening swim beneath the trees: this is country living, minutes from town. Offers welcome Sunday, November 8 at 6 PM. Ontario's Conservation Land Tax incentive program reduces taxable property amount by 1.39 acres from the total area of 2.42 acres.

14294 Winston Churchill Boulevard, Caledon

17991 St. Andrew's Road, Caledon
$1,499,000
5 Beds ⋅ 4 Baths ⋅ W13871276 MLS
Welcome to this 4+1 bedroom, 4-level side-split situated on a private One Acre lot, offering the perfect blend of country living, modern comfort, and convenience. Ideally located, with an easy drive to Bolton and Brampton as well as Orangeville , this spacious home has been extensively renovated and upgraded throughout.The heart of the home is the stunning custom kitchen, featuring granite counter/ Lighting, large centre island, gas stove, and quality finishes. Additional interior upgrades include durable high-end engineered vinyl flooring, pot lights, upgraded vinyl-clad windows, a 200-amp electrical service, and a furnace upgraded in 2024, along with an updated central air-conditioning system. Exterior improvements include a 2017 roof, replaced soffits and siding, upgraded garage doors, exterior pot lighting, poured-concrete thruout areas, security cameras, and an electric vehicle charger. The property is also equipped with Starlink internet, an upgraded water softener, pump and pressure tank, and a septic system that was pumped in 2025. Adding tremendous versatility is a separate basement one-bedroom apartment with its own private side entrance-ideal for extended family, guests, or additional living space, as well as a large storage area. Enjoy peaceful country views and plenty of outdoor space, complete with a detached shed featuring heat and hydro, plus a chicken coop for hobbyists and those looking to embrace the country lifestyle. A rare opportunity to enjoy privacy, space, and country living while remaining within convenient reach of local amenities and major communities.Located in a desirable rural setting while remaining close to everyday amenities, this property also offers convenient access to world-class golf, including TPC Toronto at Osprey Valley, home of the RBC Canadian Open, as well as Paintbrush Golf Club and Devil's Pulpit Golf Association. A rare opportunity to enjoy spacious country living with exceptional privacy and future potential.

17991 St. Andrew's Road, Caledon

4310 BOSTON MILLS Road, Caledon
$1,299,000
4 Beds ⋅ 3 Baths ⋅ W13867480 MLS
Spacious 3+1 Bedroom Home with Detached Shop on Scenic 1.2 Acres. Welcome to one of Caledon's most sought after locations. Nestled on a beautifully landscaped 1.2 acre property, this lovingly maintained side-split family home offers the perfect blend of comfort, space and functionality. Featuring 3+1 spacious bedrooms, 2.5 bathrooms and an oversized garage, this home is designed for both everyday living and entertaining. The bright, expansive kitchen offers convenient garage access and opens through glass sliding doors to a large deck overlooking a well-manicured backyard-an ideal setting for family BBQ's, outdoor gatherings, or simply relaxing in your own private oasis. Enjoy evenings around the ready-to-use fire pit, creating lasting memories with family and friends. Adding exceptional value is the impressive 20' x 30' detached shop with hydro, offering endless possibilities such as a workshop, storage space, hobby area, or home-based business. The upper-level features three generously sized bedrooms, including a spacious primary retreat, along with two well-appointed bathrooms. The finished lower level boasts a large family room with glass sliding doors providing a walkout to the backyard, a fourth bedroom, laundry room and a bar area that's perfect for entertaining guests. The finished basement offers abundant storage, a cold cellar and a versatile room currently used as a home office. Pride of ownership is evident throughout this exceptional property. Opportunities like this are rare-don't miss your chance to make this remarkable home your own. Book your private showing today.

4310 BOSTON MILLS Road, Caledon

18599 Horseshoe Hill Road, Caledon
$1,298,000
5 Beds ⋅ 3 Baths ⋅ W13794850 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

19555 Shaws Creek Road, Caledon
$1,849,000
4 Beds ⋅ 3 Baths ⋅ W13760370 MLS
Tucked away in one of Caledon's most picturesque countryside settings, this enchanting custom built home spans approx4500sqft situated on 7 acres. A fully insulated 1200sqft garage/workshop with loft space provides exceptional flexibility for car enthusiasts, hobbyists, or additional storage. With Orangeville, Erin and Caledon Village a short drive away this property combines rural tranquility with exceptional amenities. The home blends 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.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. Outside, the remarkable grounds offer the perfect balance of open green space and private woodland trails. 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. The new 413 highway will significantly increase the accessibility to the City and beyond. Excellent schools in Belfountain and Alton further enhance its appeal. A rare opportunity to own a truly distinctive estate where history, nature, and modern comfort come together in perfect harmony.

19555 Shaws Creek Road, Caledon

14190 Mount Hope Road, Caledon
$1,749,000
5 Baths ⋅ W13708236 MLS
ATTENTION DEVELOPERS AND INVESTORS!! This dream country home on 1 acre is sure to impress you. LOCATED ON PRIME DEVELOPMENT LAND WITH RM zoning which allows for severing the lot and building multiple residential homes OR A MULTIPLEX and many other uses permitted. Call LA for more details on the approved secondary plan which is adjacent to the site plan. This property and home are within minutes to the city, schools and community center. Walk out from the open concept gourmet kitchen, patio with newer pressure treated deck. Large 20x40 FT Quantum hut heated workshop! This beauty offers over 3200 SF of living space. New 3 piece washroom in recreational room area separate from the 2 bedroom self contained in-law suite. This home offers 4+3 spacious bedrooms, brand new premium hardwood flooring on second level, new 5 pc ensuite washroom with stand alone tub & faucet, a large shower with multiple jets & glass door. Rent out the house or live in and enjoy until ready to build. New waffle ceiling and custom crown molding throughout. Triple car garage with large mezzanine with lots of storage space. Perennial gardens, fruit trees, freshly painted throughout. Do not miss out on this opportunity to invest and turn a large profit!! The secondary plan in surrounding area has been approved which has a positive impact on the value of this property. Now zoned RM as per Town of Caledon. Potential to sever 150x 150 feet lot in the back to build 3 detached homes upon approved application to sever permitted as per the planning department and the RM zoning.

14190 Mount Hope Road, Caledon

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

6785 Highway 9 Road, Caledon

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