Caledon Homes with 16-30 Approx Age

Caledon Homes with 16-30 Approx Age

**Discover Caledon: A Hidden Gem in Ontario**

Nestled in the heart of Ontario, Caledon is a picturesque town that beautifully marries the charm of rural living with the conveniences of urban life. Known for its stunning landscapes, including rolling hills, lush forests, and serene conservation areas, Caledon offers a tranquil escape from the hustle and bustle of city living. With a population that values community and connection, this town is perfect for families, retirees, and anyone seeking a peaceful lifestyle.

Caledon is rich in history and culture, boasting a variety of local shops, restaurants, and recreational activities. Whether you’re exploring the scenic trails of the Caledon Trailway or enjoying a day at the Caledon Ski Club, there’s something for everyone. The town also hosts a number of community events throughout the year, fostering a strong sense of belonging among residents.

For those considering a move to this idyllic location, homes in Caledon that are 16-30 years old offer a unique blend of modern amenities and established neighborhoods. These properties often feature spacious layouts, contemporary designs, and mature landscaping, providing a perfect backdrop for family gatherings and entertaining friends. With a variety of styles available, from charming bungalows to elegant two-storey homes, you’re sure to find the perfect fit for your lifestyle.

Embrace the beauty and community spirit of Caledon, where your dream home awaits amidst nature’s finest offerings. Experience the best of both worlds in this enchanting town, where every day feels like a retreat.

Newest Caledon Homes with 16-30 Approx Age

$1,089,000
4 Beds ⋅ 4 Baths ⋅ W13771608 MLS
Beautiful, recently restyled, one of the BIGGEST houses on the street - 2304 sq.ft.- perfectly nestled in a very desirable location offers 4 spacious good-sized bedrooms and the rare convenience of 3 FULL bathrooms on the upper level plus a powder room on a main. A very practical layout features a modern kitchen, living and dining rooms, a cozy family room with a fireplace, and a walkout to a deck overlooking a scenic RAVINE and POND. Enjoy exceptional privacy with no rear neighbours and beautiful views of birds, geese, ducks, and nature year-round. The finished walkout basement provides valuable additional to living space, perfect for a recreation room, home office, or a growing family. Complete with a two-car garage, and a recently renovated driveway for two cars. Conveniently located near schools, parks, shopping. A wonderful opportunity to enjoy space, privacy, and nature in a sought-after community.

43 Crestridge Drive, Caledon
$2,899,000
6 Beds ⋅ 6 Baths ⋅ W13771530 MLS
Timeless elegance meets impeccable craftsmanship in this stunning Cheltenham estate. A rare find, this beautifully built 5+1 bed, 6 bath home in the sought-after Cheltenham community offers thoughtful design & exquisite details throughout. Chefs kitchen blending beauty & practicality, featuring a 48" Wolf gas range, Sub Zero fridge/freezer, Bosch dishwasher, built-in microwave, & custom quarter-sawn oak cabinetry. 5" solid white oak floors create an inviting atmosphere. The natural beauty of tumbled limestone, natural stone & marble in the kitchens, baths, & basement enhances the spaces timeless elegance, combining sophistication w/ comfort. The primary suite is a true sanctuary w/ heated floors, a spa-like steam shower, a romantic soaker tub, a spacious walk-in closet & focal fireplace. Every detail has been thoughtfully considered, from coffered ceilings in the dining room to vaulted ceilings in the family room & sunroom, adding architectural charm & grandeur. The main floor also includes a dedicated office, perfect for WFH or quiet study. Upstairs, 3 beds each w/ walk-in closets. Two share a Jack-&-Jill bath, while the 3rd has its own private ensuite creating private retreats for family & guests. Every detail, from custom millwork & extensive closet systems to solid wood doors, reflects timeless quality. Step outside to a beautifully landscaped yard, complete w/ irrigation system & a grand outdoor stone fireplace. The property boasts nearly an acre of lush grounds, with a 3-car garage plus an additional backyard workshop garage w/ a loft ideal for toys, landscape equipment & hobbies. For added versatility, theres a bright, welcoming 1-bed, 1-bath loft apartment w/ its own entrance, walk-in closet & separate laundry perfect for in-laws or rental income. The finished basement offers even more comfort w/ guest bed & bath, media & game zones, a bar, crafts room, gym, & a ton of storage, creating a warm, inviting and functional space for gatherings & daily life.

84 Kennedy Road, Caledon
$829,000
3 Beds ⋅ 2 Baths ⋅ W13766884 MLS
Welcome to 8 Schaefer Place, a well-maintained detached home located on a quiet family-friendly court in desirable Bolton. This bright and inviting home offers 2+1 bedrooms and 2 full bathrooms. The main floor features a spacious living room with hardwood flooring and a bright eat-in kitchen. The large primary bedroom includes a walk-in closet, new broadloom and overlooks the backyard. This home comes complete with a fully finished basement with high ceilings and above grade windows. This additional living space includes a large family room featuring a gas fireplace, a second bedroom with double closet, a full 4 piece washroom, 2nd office or craft room and a large utility room with ample storage. Step outside to a fully fenced backyard with an interlock patio, mature landscaping, and a garden shed. An oversized garage offers plenty of room for parking and storage. Conveniently located close to schools, parks and modern recreation centre. Move-in ready and full of potential.

8 Schaefer Place, Caledon
$5,995,000
5 Beds ⋅ 5 Baths ⋅ W13756116 MLS
Discover That Form A Private Paradise, This Stunning Property Boasts Over 10,000 Square Feet Of Gorgeous Living Space On Almost 25 Acres Of Prime Land. Lovingly Cared For And Kept in Perfect Shape, This One-Of-A-Kind Home Mixes Classic Charm With Timeless Beauty. Step Inside To Enjoy Top-Notch Woodwork, Warm Solid Walnut And Cherry, And High Ceilings That Make Every Moment Feel Magical. Huge Floor-To-Ceiling Windows Fill The Rooms With Sunshine, Smoothly Leading Out To A Massive Terrace From The Main Bedroom, Living Area, Dining Space, And Prep Kitchen. Treat Yourself To The Pro Chef's Kitchen, Complete With A Classic Pizza Oven Ready To Impress Your Friends And Fire Up Amazing Meals. A Whole Floor Built For Fun And Games, Flowing Right Into A Backyard Oasis Like Your Own Private Resort, Full Of Endless Chill Vibes And Joy. The Smart Design Keeps Everything Flowing Easily, Plus There's A Separate Workshop And Lush Garden. Drive Through The Grand Gates, And Those Tall Trees Welcome You With A Peaceful Hug That You'll Never Forget. This Isn't Just A House It's A Smart Investment And The Ultimate Blend Of Cozy Indoor Luxury And Dreamy Outdoor Living. Grab This Once-in-A-Lifetime Chance To Dive Into Pure Bliss Book Your Private Showing Today And Walk Into A World Of Total Wow!

18387 The Gore Road, Caledon
$1,399,900
4 Beds ⋅ 4 Baths ⋅ W13755670 MLS
Rarely does a property of this calibre become available, where traditional elegance and contemporary design come together so beautifully. Filled with natural light and timeless charm, this impeccably maintained detached brick home is nestled on a quiet cul-de-sac in the highly sought-after Bolton community.Strawberry Hill Court is regarded as one of Bolton's most desirable streets, surrounded by nature, ravines, scenic trails, and an abundance of tranquility. Offering approximately 4,200 sq. ft. of living space, this exceptional family home features four generously sized bedrooms and an inviting, thoughtfully designed layout.The main floor showcases 9-ft ceilings and a bright, open-concept design ideal for both everyday family living and entertaining. Enjoy breathtaking views of the picturesque backyard from the sun deck, complete with mature trees and spectacular sunsets.Step outside to your own private backyard oasis, featuring an inground saltwater pool, outdoor bar, gas fire pit, and beautifully finished patterned concrete. Professional landscaping throughout the exterior enhances the home's exceptional curb appeal and creates a resort-like setting.Conveniently located close to schools, parks, shopping, dining, and entertainment, with the 427 extension approximately 15 minutes away. A rare opportunity to own a beautifully appointed home in one of Bolton's most desirable locations.A truly exceptional family home designed to be enjoyed for years to come. Don't miss this opportunity!

43 Strawberry Hill Court, Caledon
$899,999
3 Beds ⋅ 3 Baths ⋅ W13745664 MLS
Welcome to 13 Paulette Way, a spacious raised bungalow set on a generous pie-shaped lot in an established Bolton East neighbourhood. This versatile home offers an excellent layout for families, downsizers or multigenerational living. The main level features a bright living room, eat-in kitchen with adjoining dining area and walkout to the patio, a spacious primary bedroom with 4-piece ensuite, an additional bedroom and a second full bathroom. An upper level offers a spacious third bedroom, providing added privacy and flexibility. The finished basement provides plenty of additional living space with a large recreation area, additional room, 3-piece bathroom, laundry and storage. Direct access to the attached double garage adds everyday convenience. Outside, the deep pie-shaped lot provides a spacious backyard with plenty of room for entertaining, gardening and outdoor enjoyment. Roof replaced in 2022 and garage door in 2025. Conveniently located close to schools, parks, shopping and everyday amenities.

13 Paulette Way, Caledon
$1,949,000
3 Beds ⋅ 3 Baths ⋅ W13740848 MLS
Tucked into the rolling hills of Caledon and surrounded by mature trees, 22 Southridge Trail feels less like a home and more like an escape from the pace of everyday life. Set on over 10 acres in the sought-after Forks of the Credit area, this custom bungalow offers privacy, nature, and timeless design in one unforgettable setting. Inside, dramatic vaulted wood ceilings and oversized windows frame peaceful forest views while bringing warmth and character to the entire home. The great room is the showpiece, anchored by a stunning floor-to-ceiling stone fireplace and filled with natural light that shifts beautifully throughout the day. Every room feels connected to the landscape outside. The kitchen and living spaces flow effortlessly toward an expansive deck overlooking the trees, creating the perfect place for morning coffee, evening wine, or quiet weekends surrounded by nature. Here, the soundtrack is wind through the leaves and the occasional crackle from the fireplace. With over 3,100 sq ft above grade, the home offers 3 bedrooms, 3 bathrooms, and a spacious main-floor primary suite designed for comfort and easy everyday living. The unfinished lower level provides endless potential for future living space, a workshop, studio, or customized retreat tailored to your lifestyle. A new Generac generator adds valuable peace of mind, ensuring comfort and reliability year-round. Outside, the beautifully landscaped grounds blend seamlessly into the surrounding countryside, offering a true estate feel just minutes from Belfountain, the Caledon Ski Club, the Caledon Mountain Trout Club, golfing, hiking trails, and the Forks of the Credit. This is the kind of home people leave the city for. Quiet luxury, breathtaking surroundings, and room to finally breathe.

22 Southridge Trail, Caledon
$1,099,000
3 Beds ⋅ 3 Baths ⋅ W13719880 MLS
Welcome to this beautifully maintained home nestled in a family-friendly Bolton neighbourhood, offering a wonderful combination of comfort, functionality, and thoughtful updates. With welcoming curb appeal & an inviting interior, this home is truly move-in ready and offers plenty of space for families to grow & enjoy. Step inside to a bright & welcoming main floor featuring 9ft ceilings, beautiful engineered hardwood flooring, updated windows and blinds. An inviting layout designed for both everyday living and entertaining. The spacious living & dining areas flow into the updated kitchen & eating area, creating a comfortable space for family gatherings. Upstairs, enjoy convenient 2nd floor laundry room +3 spacious bedrooms, each w/a walk-in closet, along with an updated 4-pc main bathroom. Double doors open to primary suite w/a walk-in closet & beautifully updated 4-pc ensuite, creating a comfortable private retreat. The finished basement adds valuable living space & features a cozy gas fireplace, making it the perfect spot for movie nights, a playroom, home office, gym, or additional family space. Outside, enjoy the composite deck and 10x12 gazebo, creating the perfect setting for summer entertaining, family BBQs, or relaxing in the backyard. The durable composite shed (metal roof) provides additional storage, while the premium metal roof on the home offers peace of mind and long-term durability. Thoughtful updates throughout, including the renovated main floor, updated second-floor bathrooms and flooring, updated windows, updated insulation, and modern smart-home features (smart front-door lock, Chamberlain MyQ garage door opener with camera, and MyQ video doorbell) ,make this home truly move-in ready. Ideally located close to parks, schools, walking trails, shopping, restaurants, & all that Bolton has to offer, with convenient access to major roads for commuters. A fantastic opportunity to move into a beautiful, well-cared-for home in a great community!

46 Cross Country Boulevard, Caledon
$1,150,000
4 Beds ⋅ 4 Baths ⋅ W13713210 MLS
Welcome to 90 Coolspring Crescent, tucked away on a quiet, highly sought-after crescent in Bolton's prestigious South Hill community. This spacious 3+1 bedroom, 4-bathroom detached home offers over 2,200 sq. ft. above grade and a functional layout with generous principal rooms, including separate living and dining areas, a large family room with fireplace, family-sized kitchen and convenient main-floor laundry. Upstairs, the spacious primary bedroom features a walk-in closet and private 5-piece ensuite, complemented by two additional bedrooms and a full 4-piece bathroom. The finished walkout basement provides exceptional additional living space with a separate entrance, second kitchen, recreation room, bedroom and 3-piece bathroom, making it well suited for extended family or multigenerational living. Step outside to the impressive covered upper deck featuring a wood-clad ceiling, glass railings and outdoor cooking area, overlooking the fenced backyard and covered lower patio. Complete with a built-in 2-car garage, private double driveway and parking for up to six vehicles. A versatile family home offering substantial indoor and outdoor living space close to parks, schools and everyday amenities.

90 Coolspring Crescent, Caledon
$1,069,000
4 Beds ⋅ 4 Baths ⋅ W13713074 MLS
Set on a premium 30' x 110' lot with no homes directly behind, this exceptional 4-bedroom, 4-bathroom residence offers the perfect blend of privacy, functionality, and modern family living. With pride of ownership evident throughout, this is a home you'll want to see in person! From the moment you step inside, you'll appreciate the thoughtfully designed layout featuring rich hardwood flooring, abundant pot lights, and beautiful finishes throughout. The kitchen is truly the heart of the home, offering a stylish, functional space perfect for everyday family life, hosting guests, and an open concept to the family room. The spacious finished basement takes entertaining to the next level with an impressive man cave and versatile recreation space, ideal for a home theatre, games room, sports lounge, or a space for kids. Step outside and enjoy your own private backyard oasis, complete with a beautiful pergola, landscaped grounds, garden shed, and plenty of room to relax, entertain, and enjoy summer evenings. With no property directly behind, the backyard offers added privacy and openness that is increasingly hard to find. Everyday living is made easy with main-floor laundry and convenient direct access to the garage, while the private driveway provides parking for up to four vehicles. Location is outstanding! Walk to nearby schools and parks, while being just minutes from shopping, restaurants, transit, community amenities, and everything Bolton has to offer. This is more than just a house - it's a home that checks the boxes for today's family. With its spacious layout, large kitchen, finished basement, private backyard with no neighbours behind, ample parking, and amenities, opportunities like this don't come along often. Don't just drive by - book your private showing and come experience 111 Emily Carr Crescent for yourself. You'll want to see everything this exceptional home has to offer!

111 Emily Carr Crescent, Caledon
$949,000
4 Beds ⋅ 4 Baths ⋅ W13708700 MLS
Opportunity strikes in the heart of Bolton! Lovingly owned and maintained by the same family for over 20 years, this impressive home offers 4 bedrooms and 4 bathrooms - filled with natural light, spacious enough to host memorable family gatherings, yet warm and cozy enough to truly feel like home. Perfect for growing families, multi-generational living, or anyone craving a little more space to breathe. The large, partially finished basement is a blank canvas - renovate to suit your lifestyle, or let the kids reclaim it as their own adventure zone. Step outside to a beautiful backyard complete with a shed for all your garden tools and weekend projects. Nestled in sought-after Bolton, you're just steps from top-rated schools, parks, grocery, shopping, and major highways. All of this...and still under a million. Some things really are too good to pass up!

15 Tarquini Crescent, Caledon
$854,900
2 Beds ⋅ 3 Baths ⋅ W13697482 MLS
Welcome to 92 Rolling Hills Lane, a premium executive townhome in the sought-after Stoneridge Estates, an exclusive private community in Bolton. This 2-bedroom, 3-bathroom home offers the ideal balance of space, comfort, privacy, and low-maintenance living-perfect for an executive couple, downsizers, or professionals seeking a refined lifestyle. The bright, open-concept main level features hardwood floors and spacious living and dining areas, ideal for both everyday living and entertaining. The primary bedroom is a true retreat with two walk-in closets and a private ensuite with double sinks. A well-sized second bedroom is perfect for guests, family, or a home office. Convenient second-floor laundry with washer and dryer adds everyday ease. Enjoy a rare ravine-backed setting, offering privacy and a peaceful backdrop from your patio and backyard. The finished walk-out basement expands the living space, opening directly to the patio and providing a versatile area for relaxing, entertaining, or family use. Ideal for those downsizing without sacrificing space, privacy, or outdoor living. For buyers not ready for condo living, this executive townhome in Stoneridge Estates offers a compelling alternative-private community living, ravine views, and outdoor space in one of Bolton's most desirable enclaves. Don't miss your chance to experience 92 Rolling Hills Lane-book your private showing today.

92 Rolling Hills Lane, Caledon
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