Rural Caledon Homes with 31-50 Approx Age

Rural Caledon Homes with 31-50 Approx Age

Welcome to the enchanting neighborhood of Rural Caledon, Ontario, where the serene beauty of nature meets the charm of community living. Nestled in the picturesque hills of Caledon, this area is renowned for its stunning landscapes, lush forests, and sprawling farmland, making it a perfect retreat for those seeking tranquility away from the hustle and bustle of city life.

Rural Caledon boasts a rich history, with homes that reflect its heritage. Many residences in this area fall into the 31-50 year age range, offering a unique blend of character and modern living. These homes often feature spacious layouts, mature trees, and expansive yards, providing ample space for families to grow and thrive. The architectural styles range from classic country cottages to more contemporary designs, ensuring that there is something for everyone.

The community is tightly knit, with friendly neighbors who often come together for local events and activities. Enjoy the best of both worlds with easy access to outdoor adventures, including hiking and biking trails, while being just a short drive from the vibrant amenities of Caledon’s town center. From charming local shops to delightful eateries, everything you need is within reach.

Rural Caledon is also known for its excellent schools and family-friendly environment, making it an ideal place to raise children. With its breathtaking landscapes and warm community spirit, Rural Caledon invites you to discover the perfect home where you can create lasting memories. Come explore the beauty of this remarkable neighborhood and find your dream home today!

Newest Rural Caledon Homes with 31-50 Approx Age

$1,049,000
4 Beds ⋅ 4 Baths ⋅ W13675932 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
$2,499,922
5 Beds ⋅ 3 Baths ⋅ W13668634 MLS
fully upgraded (renovated), no one lived after Renovate, on Airport Rd on big lot, good size 4 bedrooms, Sep living and family rooms. Finished Basement with Sep Entrance, new shed on backyard with lot (Good for private parties), 30*40 feet workshop on the property w/Hydro facility double door Entry. 200 Amps, can be used for repair shop for cars or welding workshop. Property is the boundary line of New Hwy 413. Can be convert in commercial zoning for future.( Need to apply for Zoning to City).

13186 Airport Road E, Caledon
$1,590,000
2 Beds ⋅ 2 Baths ⋅ W13658068 MLS
A rare Power of Sale opportunity set on nearly 7 breathtaking, private acres backing right onto protected Crown land, complete with its own picturesque pond. This classic brick bungalow delivers incredible space, total seclusion, and impressive future upside for buyers, investors, or renovators looking to capture a prime Caledon address. The main floor is bright, warm, and open, centered around a stylish kitchen equipped with a massive quartz island, sleek stainless steel appliances, and elegant pendant lighting. The main living and dining area enjoys sweeping, serene views of the surrounding woodland through large picture windows, anchored by a charming wood stove for cozy winter evenings. The master bedroom features a private ensuite bath and a direct walkout to a sun-filled sunroom overlooking the natural scenery. A flexible second bedroom works perfectly as a quiet home office or guest room, while the bright lower level already has the ground work in place for two additional bedrooms with generous above-grade windows. Outside, the property includes an attached two-car garage alongside an expansive driveway with parking for up to 12 vehicles. Equipped with well water, septic, and a water softener system. Enjoy the peaceful calm of scenic country living with local trails at your doorstep, while staying just minutes from convenient town amenities. Property is sold "As Is, Where Is" under Power of Sale.

18802 Heart Lake Road, Caledon
$799,000
3 Beds ⋅ 2 Baths ⋅ W13647280 MLS
Welcome to this well-kept raised bungalow on a quiet cul-de-sac in desirable Valleywood, Caledon. Offering comfortable main-level living with a fully finished lower level, this home delivers practical space and flexibility in a family-friendly neighbourhood known for peaceful streets, parks, and convenient access to amenities. The open-concept upper level features a functional layout with gas cooking, living and dining areas, one bedroom, and a 3-piece bath. The finished lower level adds two more bedrooms (one with a built-in desk and Murphy bed-ideal as a flexible office, guest room, or kids' space), a4-piece bathroom, laundry, and extra living area. Total finished space is approximately1,350-1,400 sq ft. Outside you'll find a fully fenced, landscaped yard with a small deck-perfect for kids, pets,or quiet outdoor time. A double-car garage provides secure parking and storage. Located in Valleywood, you're close to neighbourhood parks and trails, the Margaret Dunn Valleywood Library, and Brampton Christian School. Easy Highway 410 access makes commuting simple, while Bolton's shops and services are just minutes away. A practical, move-in-ready home that offers solid value on a quiet street-ideal for a small family, downsizers seeking one-level living with extra space below, or anyone looking for a peaceful Caledon location with room to grow.

7 Bradwick Court, Caledon
$1,845,000
5 Beds ⋅ 3 Baths ⋅ W13625882 MLS
Welcome to this beautifully maintained 4+1-bedroom home nestled on a picturesque 1-acre mature lot in the heart of Caledon. Offering the perfect blend of comfort, functionality, and privacy, this property is ideal for families, multi-generational living, or those seeking extra space.The bright and inviting interior features four spacious bedrooms and two well-appointed 3-piece bathrooms. The lower level offers exceptional flexibility with a separate entrance, an additional bedroom with an 11'8 x 7'11 walk-in closet, a full 4-piece bathroom, large Rec Room and other storage areas-perfect for extended family, guests, or potential in-law accommodations.Step outside to enjoy the tranquility of the expansive, tree-lined property, providing plenty of room for outdoor entertaining, gardening, or simply relaxing in a peaceful country setting. Ample parking accommodates multiple vehicles with ease, making it convenient for family and visitors alike.Located in a sought-after South Caledon setting, this exceptional property offers the charm of country living while remaining within easy reach of amenities, schools, parks, and commuter routes. A rare opportunity to own a spacious home on a beautiful one-acre lot with endless possibilities.For investors, this property offers future development potential being designated Employment within Caledon's Official Plan. Newly installed Municipal Water connection available at the lot line for a Buyer to connect at the Buyer's expense should they choose to convert to Municipal water. Buyer to verify all information for their own needs and purposes.

13143 Heart Lake Road, Caledon
$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
$1,299,000
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
$1,999,999
4 Beds ⋅ 3 Baths ⋅ W13457850 MLS
Tucked away in one of Caledon's most picturesque countryside settings, this enchanting custom built home spans approx4500sqft situated on 7 acres. It 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. 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. With Orangeville, Erin and Caledon Village a short drive away this property combines rural tranquility with exceptional amenities. 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
$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
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