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

$5,499,000
4 Beds ⋅ 4 Baths ⋅ W13601824 MLS
Extraordinary Caledon estate where privacy, a tranquil setting, natural beauty, and endless opportunity come together on approximately 86 spectacular acres. Tucked away among the rolling hills, this remarkable property offers an exceptional blend of open pasture, productive hay fields, mature hardwood forest, scenic trails, and breathtaking countryside views in every direction. The beautiful home is designed to embrace its surroundings, featuring soaring ceilings, expansive windows that flood the interior with natural light and an open-concept layout. The fully finished walkout lower level seamlessly extends your living space outdoors, leading to a resort-inspired backyard complete with a saltwater inground pool, spacious patios, and multiple areas to relax while taking in the peaceful landscape. For those seeking space to work, create, or operate a business from home, the impressive approximately 3,000 sq. ft. heated workshop offers exceptional flexibility with dedicated office space, generous storage, and room for countless uses. The property also features a traditional barn and fenced pasture with convenient livestock watering access, making it well suited for hobby farming, equestrian pursuits, or a variety of agricultural ventures. Whether you're dreaming of a family estate, multi-generational living, a home-based business, hobby farm, or simply investing in one of Caledon's most desirable rural settings, this property offers outstanding potential both today and for the future. Minutes from the amenities of Caledon and within easy commuting distance to Pearson International Airport and the GTA. Enjoy nearby golf courses, equestrian facilities, skiing, cycling, hiking trails, charming restaurants, boutique shopping, and excellent schools-all while coming home to a setting that feels worlds away. A truly rare offering where lifestyle, land, and limitless possibilities meet.

18250 Duffy's Lane, Caledon
$1,079,000
4 Beds ⋅ 4 Baths ⋅ W13597720 MLS
Beautifully updated and move-in ready family home in Caledon's quiet, safe and highly desirable community of Valleywood. Offering approximately 2,200 sq ft above grade plus a finished basement, this bright and meticulously maintained home is perfect for first-time buyers or growing families. Freshly painted throughout, the functional layout features a combined living and dining room, an upgraded kitchen with stainless steel appliances, and a sunny breakfast area with walk-out to the patio and private backyard. Enjoy exceptional privacy with no neighbours behind, backing onto a large park with mature trees creating a peaceful natural setting. The shed has power and makes a great workshop. A standout feature of the home is the spacious separate family room located between the main and second floor, complete with soaring cathedral ceilings and a cozy gas fireplace, the perfect place for relaxing or family movie nights.Upstairs offers three generously-sized bedrooms including a spacious primary retreat with a large walk-in closet and renovated 4-piece ensuite. A second bedroom also features a walk-in closet, while the third bedroom enjoys access to a 4-piece semi-ensuite.The finished basement adds incredible living space with brand new laminate flooring, a large rec room with built-in bookcases, wet bar, second laundry room, plenty of room for entertaining, games or a home gym, plus an additional bedroom and a 3-piece bathroom. Ideally located within walking distance to parks, trails and the library, and just minutes to shopping, everyday conveniences and Highway 410 for easy commuting. Situated in the sought-after Mayfield Secondary School district, this is the perfect place to start or grow your family!

150 Royal Valley Drive, Caledon
$1,299,000
4 Beds ⋅ 3 Baths ⋅ W13543156 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 BBQs, 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
$1,349,900
4 Beds ⋅ 5 Baths ⋅ W13533608 MLS
Enjoy pool days in every season - all from the comfort of home! Set on a beautiful 1-acre lot along a paved country road and surrounded by towering mature trees, this spacious 2-storey home offers comfort, character, and a truly unique resort-style lifestyle.With over 3000 sq. ft. of living space, 4 bedrooms, and 5 bathrooms, this entertainer's dream is designed for everyday comfort and memorable gatherings. The enclosed pool area is a true showstopper, featuring an indoor inground pool, a cozy sitting area with a wood-burning fireplace, three clear roll-up doors, and patio doors leading to a covered outdoor dining space.The bright, open kitchen features ceiling-height cabinetry, a centre island with breakfast bar, modern pot lighting, and a walk-out from the breakfast area directly to the pool. The main level also offers multiple living spaces, including a formal dining room with fireplace, a living room with a second fireplace, and a spacious family room. Premium Jatoba hardwood flooring adds warmth and quality throughout the living, dining, and sitting areas.Upstairs, you'll find four bedrooms and two bathrooms. Major updates include a top-of-the-line geothermal system installed in 2016, central air conditioning with lifetime warranty, triple-pane thermal windows replaced approximately 9 years ago with lifetime warranty, and a 30-year three-tab shingle roof completed in September 2024. The hot water tank is owned, and the propane tank has been recently serviced. Outside, enjoy a detached 2-car garage, with loft and 3pc bathroom. This property boasts peaceful mature-treed surroundings, and plenty of outdoor space with lighting- all just a short drive to town amenities. A rare opportunity to enjoy privacy, space, and year-round poolside living.

19211 Mountainview Road, Caledon
$1,199,000
5 Beds ⋅ 4 Baths ⋅ W13533350 MLS
Show with Confidence! Beautiful Fantastic 4 Bedroom With 4 Bath Home In The Sought-After Neighborhood In Valleywood. Large Basement Completely Renovated In 2021 Finished With An Awesome Bar, Exercise Rm And New Bath. Large Eat In Kitchen With Walk Out To A Huge Deck And Summer Retreat In The Gazebo. Massive Primary Bedroom With Spa-Like Ensuite And Walk In Closet. Basement 1268 Sqft. Great Family Friendly Neighborhood.

73 Hutton Crescent, Caledon
$1,699,000
6 Beds ⋅ 3 Baths ⋅ W13462988 MLS
Welcome to the country escape everyone talks about but rarely finds. Tucked away on a private, quiet court in rural Caledon, this beautifully renovated home sits on 2.72 acres of pure tranquility, offering the perfect blend of modern comfort and peaceful country living, just a short drive from Caledon East, Caledon Village, and Orangeville. Step outside and experience your own backyard haven: a heated inground saltwater pool, a cozy fire pit for unforgettable evenings under the stars, ample space for kids to run and play freely, concrete pad for basketball court or ice rink in the Winter, garden beds and a walking trail, all framed by mature trees for the ultimate privacy. With a driveway that accommodates 10 vehicles, this property is designed for both relaxation and gathering. Inside, over $300K in upgrades have transformed this home into a turnkey retreat. Stunning wide-plank luxury vinyl flooring, fresh paint and pot lights throughout. The thoughtful main floor layout includes a formal living room with bay window, and a beautiful kitchen open to the dining area with extended cabinetry, additional sink and walkout to the patio. A spacious mudroom/laundry room offers direct garage access and sliding doors to a fenced dog pen. The two-car garage includes a convenient mezzanine for extra storage. With two bedrooms and a full 3-piece bath on the main level, plus a second-floor primary retreat, additional bedroom, charming playroom with reading nook, and a spa-inspired 5-piece bath, there's space for the whole family. The newly renovated basement adds even more versatility with two bedrooms, a full 3-piece bath, and a large, bright recreation space complete with an electric fireplace, perfect for movie nights, games, or a home gym. Professionally landscaped and meticulously maintained, this is your opportunity to leave behind the city grind and subdivision life and finally own the space, privacy, and lifestyle you've been dreaming of.

12 Glenn Court, Caledon
$1,999,999
4 Beds ⋅ 3 Baths ⋅ W13457850 MLS
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.

19555 Shaws Creek Road, Caledon
$1,338,000
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
$2,199,999
5 Beds ⋅ 5 Baths ⋅ W13197086 MLS
Set amidst 25 acres of serene, wooded landscape backing onto conservation land, this exceptional raised bungalow offers over 5,800 sq. ft. of refined living space in an extraordinarily private setting. Surrounded by towering trees and breathtaking natural views, the home seamlessly blends elegance, comfort, and resort style living.Designed for both everyday living and grand entertaining, the main level features a spacious living room with a wood-burning marble fireplace, soaring cathedral ceilings, and an effortless flow into the formal dining room and expansive kitchen complete with centre island, granite flooring, and walkout to an oversized patio and enclosed gazebo pavilion. Thermal windows throughout the home showcase spectacular views of the surrounding property. Hardwood flooring, a grand marble foyer, and generously sized bedrooms further elevate the home's timeless appeal.The fully finished lower level is an entertainer's dream, featuring a stunning flagstone wet bar open to an expansive family room with marble fireplace, dedicated spa room with sauna, hot tub, change rooms with shower. An ideal in-law or multi-generational living setup.

8339 Finnerty Side Road, 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
$1,550,000
5 Beds ⋅ 3 Baths ⋅ W13133928 MLS
It Doesn't Get Better Than This Location - A Private Country Oasis Just Minutes From the City. Just a short drive from Highway 410 lies this beautiful bungalow nestled among mature trees with breathtaking views of the Caledon countryside. Welcome to 1741 Old School Road, where peaceful country living meets everyday convenience only minutes from Brampton and Georgetown.This spacious bungalow offers 3+2 bedrooms and 3 bathrooms, making it ideal for families, multi-generational living, or those looking for extra space. The main floor features three bedrooms, including a generous primary suite complete with a private ensuite bathroom. The bright and functional layout also includes a large family room and stunning views from nearly every window.The fully finished basement offers two additional bedrooms, another full bathroom, and direct access to the garage through a separate entrance-providing excellent flexibility for extended family or potential in-law living.Step outside and enjoy your own private retreat. Relax in the gazebo while listening to the tranquil pond and taking in panoramic countryside views. The expansive fully fenced backyard creates the perfect setting for entertaining, family gatherings, or simply unwinding in nature. It's hard to believe you're only 10 minutes from downtown Brampton.The property also features a two-car garage, mature landscaping, and exceptional privacy, all while being conveniently located near Alloa Public School, Georgetown Hospital, shopping, and Terra Cotta Conservation Area. Enjoy nearby trails, outdoor recreation, and everything Caledon's sought-after lifestyle has to offer. A rare opportunity to enjoy the beauty of country living without sacrificing convenience.

1741 Old School Road, Caledon
$5,750,000
4 Beds ⋅ 2 Baths ⋅ W13103560 MLS
Attention Developers & Investors.......Exceptional opportunity to acquire 44.74 acres in Caledon, Primely located close to Airport Road & Olde Base Line Road - an area experiencing rapid growth and transformation. This prime agricultural property features a spacious 4-bedroom farmhouse, a 45' x 80' pole barn with 13' door and hydro, a 40' x 60' heated driving shed, and a 40' x 80' bank barn. Additional amenities include three grain silos with capacities of approximately 8,500, 5,000, and 3,000 bushels. Natural Gas & Municipal Water. This Property is surrounded by ongoing development projects, this property offers tremendous future potential for investors and developers.Do not enter property without a confirmed appointment.

5775 Olde Base Line Road, Caledon
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