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

$1,499,500
6 Beds ⋅ 7 Baths ⋅ W13829062 MLS
Welcome to an exceptional over 5,000 sq. ft. estate home set on 2.5 private acres in sought-after Tamarack Estates, just minute from Orangeville. Offering an impressive combination of space, privacy and versatility, this extraordinary property is ideally suited to multigenerational living, an extended family, or those who simply want room for everyone to live comfortably under one roof. A interlock brick driveway leads to the three-car garage and grand entrance. Step inside to an impressive open foyer featuring a dramatic chandelier and elegant spiral staircases connecting the levels, immediately showcasing the scale and character of this home.The spacious eat-in kitchen features an oversized centre island and built-in desk, with an open connection to the dining area. A separate formal dining room with hardwood flooring provides an elegant setting for larger gatherings, while the formal living room offers another sophisticated space to entertain or relax.Also on the main level a spacious primary suite with a luxurious six-piece ensuite, while another bedroom enjoys its own three-piece ensuite. An additional office with built-in desk and shelving provides an ideal work-from-home space. A bright sunroom/solarium offers a walkout to the deck, creating a wonderful connection to the surrounding property. With multiple walkouts throughout the home, there are plenty of opportunities to enjoy the expansive grounds.The lower level is where the home's incredible versatility really comes to life. Designed almost as a home within the home, the basement features a second kitchen, generous living space, a gas fireplace, sauna and three-piece bathroom, along with extensive storage and a workshop. Multiple walkouts provide excellent natural access and flexibility. The workshop area could potentially be adapted to additional living or bedroom space. Come fill this home with love and family

16 Tanglewood Drive, Caledon
$1,299,000
3 Beds ⋅ 3 Baths ⋅ W13822200 MLS
Imagine coming home to space, and privacy of 1.03 acres - welcome to 19982 Kennedy Rd - surrounded by mature trees, this beautifully maintained 3-bedroom residence offers, 3 bathrooms, a 2-car garage, ample parking, a finished basement, creating approx 3000 sq ft of living space. Step inside to timeless Indian slate flooring and a warm, inviting interior. The chef-inspired kitchen is truly the heart of the home, featuring a Viking propane cooktop with professional hood vent, built-in oven and microwave, granite countertops, custom cabinetry, pot drawers and a generous centre island perfect for gathering. The spacious living room offers space for entertaining, while the family room with wood-burning fireplace creates a cozy retreat. A bright spacious 3-season sunroom extends the living space and opens onto a deck overlooking the private grounds - an ideal spot for morning coffee, summer dining or evening relaxation. Hardwood stairs lead to the upper level where you'll find three well-appointed bedrooms, including a spacious primary retreat with a 4-piece ensuite. The recently renovated finished basement adds exceptional flexibility with a large recreation room, potential 4th bedroom or office, durable vinyl flooring, abundant storage and a bonus workshop. Outside, the pool-sized backyard is framed by mature trees, western exposure and features; propane BBQ hookup, a fire pit, an over-sized shed, offering plenty of room to entertain, play or simply enjoy the peace and privacy of your surroundings. Recent 2026 improvements include a new propane furnace with 10 year transferable warranty, and a new propane hot water tank, and online propane monitoring. Located near renowned golf courses, Island Lake Conservation Area, Forks of the Credit, shopping, dining, schools and healthcare, minutes to Orangeville, easy commute to Brampton and the GTA. Well Pump 2024 (no water bill), Propane Furnace 2026, Propane Hot water tank 2026, Manual Generator Connection.

19982 Kennedy Road, Caledon
$899,000
4 Beds ⋅ 3 Baths ⋅ W13811730 MLS
Gorgeous Family Home In An Amazing Location! This beautifully maintained four-bedroom home is just a 2-minute walk to Lina Marino Park-featuring basketball courts, soccer fields, and an exceptional playground. The Main Floor Has A Specious Eat In Kitchen With Pull-Up Seating To Granite Kitchen Island And Walk-Out To Back Deck-perfect for family meals and entertaining. The inviting living room includes a cozy gas fireplace, while the formal dining room provides the ideal space for hosting guests. At the front of the home, a large sunlit room offers versatility as a bright home office, a formal living area, or a welcoming receiving room-the choice is yours! Upstairs, you'll find four spacious bedrooms, including a luxurious primary suite with a gas fireplace, walk-in closet, and a four-piece ensuite. A generous flex space on this level can be used as a second office, playroom, homework area, or family lounge. The unfinished basement features high ceilings, a rough-in for a bathroom, and endless potential to customize to your needs. Don't miss the opportunity to own this incredible home in a sought-after community! Roof, Soffits & Eaves (2022), Upstairs Bath (2022), Furnace & Ac (2021), Windows (2019),Double-Car Heated Garage, Freshly painted.

193 Royal Valley Drive, 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
$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
$2,099,999
5 Beds ⋅ 5 Baths ⋅ W13754322 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
$1,125,000
5 Beds ⋅ 4 Baths ⋅ W13736464 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
$1,299,000
5 Beds ⋅ 5 Baths ⋅ W13694024 MLS
Welcome to Valleywood, one of Caledon's most sought-after communities, ideally located just off Highway 410 and minutes from shopping, parks, and top-rated schools including the coveted Mayfield Secondary School. This elegant family home delivers more than 3,300 sq. ft. plus a beautifully finished basement - perfect for growing or multi-generational families. Step through the grand double-door entry into a bright and inviting main floor designed for both comfort and connection. The combined living and dining rooms offer a seamless space for entertaining, while the updated kitchen boasts a large centre island, custom cabinetry, stainless steel appliances, and Jenn Air induction cooktop, perfect for family gatherings and everyday meals. The spacious family room with its cozy gas fireplace provides the ideal setting for relaxing evenings together. A main-floor den adds valuable versatility and can be used as a home office, study, or even a guest bedroom. Upstairs, you'll find four generous bedrooms and three fully-renovated bathrooms; each bedroom with direct access to a bathroom. Two bedrooms feature their own private ensuites. Solid oak hardwood flooring runs throughout the main and upper levels, adding warmth and timeless elegance. The finished basement expands the living space even further, with a newer full kitchen, large recreation and living areas, a bedroom, and a three-piece bathroom. It offers endless possibilities for an in-law suite, nanny quarters, or potentially legalizing it for rental opportunities with its existing separate entrance via the laundry room. Outside, enjoy a quiet, landscaped backyard with inground sprinklers and a large patio perfect for Summer barbecues and family fun. A double car garage and room for three cars in the driveway complete this impressive property.

124 Royal Valley Drive, Caledon
$1,899,900
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 recroom 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.

14190 Mount Hope 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
$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
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