Caledon Homes with 31-50 Approx Age

Caledon Homes with 31-50 Approx Age

Welcome to Caledon, Ontario—a picturesque gem nestled in the heart of Canada. Known for its stunning landscapes and vibrant community spirit, Caledon is a haven for those seeking a tranquil lifestyle without sacrificing modern conveniences. With its rolling hills, lush forests, and charming rural vistas, this town offers an idyllic backdrop for families, retirees, and everyone in between.

Caledon boasts a rich history, reflected in its diverse architecture and welcoming neighborhoods. Among its housing stock, you'll find a delightful selection of homes aged between 31 to 50 years. These properties often feature unique designs and character that newer constructions may lack, providing a warm, established feel. Many of these homes come with spacious lots, mature trees, and beautifully landscaped gardens, perfect for outdoor enthusiasts and those who love to entertain.

Residents enjoy a plethora of amenities, from local shops and restaurants to parks and recreational facilities. The town is renowned for its outdoor activities, including hiking, biking, and horseback riding in the nearby conservation areas. Families will appreciate the top-rated schools and community programs that foster a strong sense of belonging.

With its convenient access to major highways, Caledon is just a short drive from the bustling cities of Toronto and Brampton, making it an ideal location for commuters. Whether you’re drawn to the area's natural beauty or the charm of its historic homes, Caledon offers a unique blend of serenity and accessibility—truly a wonderful place to call home. Explore the possibilities today and discover your dream home in Caledon!

Newest Caledon Homes with 31-50 Approx Age

$1,208,000
4 Beds ⋅ 3 Baths ⋅ W13765494 MLS
One of Bolton's best kept secrets. Drive into a quiet cul-de-sac of well kept homes and spacious lots with mature trees. A quaint enclave walking distance to park and schools. Sunlight beams through the picture windows that overlook the beautiful gardens. Enjoy two separate outdoor spaces-patio off the living room or the deck + greenspace off the dining. Come home into the foyer that overlooks open to above dining room with wainscotting and farm beams ceiling. Modern kitchen with island, caesarstone counters that overlook sitting room with quartz counter and bar fridge for your morning coffee. All bedrooms are spacious with B/I shelves. Second floor washroom with custom tilework. This home is an absolute gem of a find.

336 Dingle Court, 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
$898,000
5 Beds ⋅ 3 Baths ⋅ W13740624 MLS
Attention investors! Rare investment opportunity in prime Bolton! Well-maintained bungalow on prime lot 35x150 ft renovated over the years, featuring two self-contained units with tenants willing to stay. Strong rental income of $4,700 monthly rent ($2,400 main floor and $2,300 basement).The bright main floor offers 3 bedrooms and 2 bathrooms with an open-concept living and dining area, a spacious eat-in kitchen with custom cabinetry, built-in appliances, backsplash, pantry, and ample storage. The primary bedroom features a 4-piece ensuite, good size two additional bedrooms share a 3-piece bathroom.Beautifully finished walk-out basement with lower-level apartment features additional separate entrance, 2 bedrooms, an excellent layout, engineered wood floors, pot lights, updated windows and doors, a stylish kitchen with custom cabinetry, granite countertops, stainless steel appliances, and a breakfast area with walk-out to a private interlocked patio. Separate washer and dryer.Ideally located within walking distance to downtown Bolton, parks, the Humber River trails, restaurants, shopping, schools, and everyday amenities.

94 Sackville Street, 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
$1,259,000
4 Beds ⋅ 4 Baths ⋅ W13732340 MLS
Welcome to 23 Deer Valley Drive, a beautifully maintained all brick family home set on a premium 142 foot deep lot in one of Bolton's most established family neighbourhoods. Lovingly cared for by its original owners, this home has been the backdrop for years of family memories and is ready to welcome its next chapter. Pride of ownership is evident throughout, thoughtfully updated over the years. The main floor offers a functional layout with a spacious formal living room, separate dining room, and a warm family room with a wood burning fireplace overlooking the backyard. The bright eat in kitchen features a breakfast area with a walkout to the patio. Direct access from the garage into the laundry and mudroom adds everyday convenience. Upstairs you will find four generous bedrooms, including a spacious primary retreat with a large walk in closet, private ensuite, and peaceful views overlooking the backyard and Foundry Park. Two full bathrooms on the upper level provide plenty of space for a growing family. The finished basement offers incredible flexibility with a large recreation room, bar area, additional sitting room with a bio flame fireplace, a bathroom, workshop, cold room, and plenty of storage. The backyard is designed for making memories, complete with a solar heated saltwater in-ground pool, stamped concrete patio, mature landscaping, and open views of the park behind. Whether you are hosting family and friends or enjoying a quiet evening at home, this is a space you will appreciate all summer long. This home has been meticulously maintained and thoughtfully improved over the years. Located close to excellent schools, parks, trails, recreation, shopping, restaurants, and all the amenities that make Bolton such a wonderful place to call home, this is a rare opportunity to own a home that has been truly loved and exceptionally cared for.

23 Deer Valley Drive, Caledon
$2,250,000
4 Beds ⋅ 4 Baths ⋅ W13722256 MLS
Luxurious Caledon escape awaits in this executive home. Refined country living meets exceptional convenience. Set on2beautifully groomed acres with private pond, this expansive, lovingly maintained bungalow offers an extraordinary lifestyle so close to the city. From the moment you arrive, the setting is impressive, yet it is what's inside that truly sets this home apart. With over 7,500sf of bright, stunning space, this remarkable residence features 4 king-sized bdrms, 3.5 marble & stone baths, indoor heated pool, sun-filled gym/yoga room, &floor-to-ceiling windows showcasing sweeping views of the lush grounds & 2 stone patios.Designed for both effortless living & unforgettable entertaining.The main floor offers one-level living, private office, double-sided fireplaces,2 formal living spaces one includes an impressive20' cathedral ceiling ideal for billiards, entertaining, or enjoying the grandeur of the space.The expansive kitchen is equally impressive, with granite countertops,raised bar,48"stainless fridge/freezer,double wall ovens,&walk-in pantry,all open to a generous breakfast area&peaceful solarium overlooking the tranquil landscape. Truly fit for a King!Adding to the property's extraordinary story, the Duke of Kent, Queen Elizabeth II's cousin, once called this estate home during a stay in the 1990s,reportedly enjoying breakfast&afternoon tea daily in the home's gorgeous solariums.Approached by an oversized stone driveway with ample parking,the property offers 3-car garage&convenient mudroom separate from the main-floor laundry.Imagine the freedom of having your own private retreat to swim/exercise/entertain/unwind year-round, even skate/hockey in winter without memberships,commuting,or giving up GTA amenities. Inglewood offers the best of both worlds:Peaceful rural setting,yet connected to Orangeville, Brampton & Hwy 410. A truly remarkable property!An unforgettable setting!A home with a story to tell!Come experience it. You have to see it to believe it!

4 Ingleview Drive, Caledon
$999,000
4 Beds ⋅ 4 Baths ⋅ W13719968 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 with separate entrance through garage side door, 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
$1,399,000
4 Beds ⋅ 3 Baths ⋅ W13719478 MLS
Stunning Family Home in Desirable Bolton North - Welcome to this exceptional detached home in the highly sought-after community of Bolton North. Lovingly cared for by its original owner, this residence showcases true pride of ownership and has been meticulously maintained inside and out. Nestled on a quiet, family-friendly street, you'll enjoy the perfect balance of peaceful living and convenience, with parks, walking trails, schools, and everyday amenities just moments away. Offering four generously sized bedrooms, this home is designed for growing families. Large windows throughout fill the space with natural light, while the spacious primary retreat features a large ensuite bathroom, creating the perfect place to unwind. The main level boasts elegant hardwood flooring and a stunning modern staircase that serves as a beautiful focal point. At the heart of the home is the beautifully renovated kitchen, complete with a spectacular 6-foot island featuring a striking stone waterfall countertop. Perfect for entertaining and everyday living, this space is designed to bring family and friends together. Enjoy extra living space in the finished basement, offering endless possibilities for a recreation room, home office, gym, or family gathering area. Step outside to your beautifully landscaped backyard, where summer memories await. Relax, entertain, and enjoy the impressive 16' x 31' inground pool, offering the ultimate private retreat for family and friends. This is a rare opportunity to own a truly cherished home in one of Bolton's most desirable neighbourhoods-a property that has been exceptionally cared for and is ready for its next chapter.

18 Mccabe Crescent, Caledon
$1,799,900
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
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