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118 Waterbury Street, Caledon
$1,099,999
5 Beds ⋅ 4 Baths ⋅ W14097526 MLS
Designed for family living, this inviting 4+1 bedroom home in the heart of Bolton East offers the space, comfort, and updates today's families are looking for. Featuring hardwood flooring and crown moulding throughout, the open-concept main floor is ideal for everyday living and entertaining. Upstairs, four generous bedrooms are complemented by two recently renovated 5-piece bathrooms. The finished basement provides even more versatility, featuring an additional bedroom, 3-piece renovated bathroom and ample recreation space, ideal for extended family, guests, or a home office. Enjoy direct garage access through the laundry room and the convenience of a 2-car garage. Ideally situated in one of Bolton's most desirable family-friendly communities, close to excellent schools, parks, trails, bike paths, the community centre, library, and dog parks. A fantastic opportunity for first-time buyers and growing families seeking a move-in-ready home in a sought-after neighbourhood!

118 Waterbury Street, Caledon

20194 Main Street, Caledon
$820,000
3 Beds ⋅ 1 Baths ⋅ W14096330 MLS
*Where Serenity Meets Small-Town Charm!* Welcome To 20194 Main Street, A Charming 1.5-Storey Home Nestled In The Heart Of Alton, One Of Caledon's Most Coveted And Picturesque Villages! Situated On Over A Third Of An Acre, This Beautiful Property Offers 3 Bedrooms, 1 Bathroom, A Detached Single-Car Garage, And A Paved Driveway Accommodating 6 Additional Vehicles. Surrounded By Mature Trees And Nature's Beauty, The Spacious, Fully Fenced Lot Provides Exceptional Privacy And Endless Opportunities For Outdoor Entertaining, Gardening, Or Simply Relaxing In Your Own Peaceful Retreat. Experience The Lifestyle That Makes Alton Such A Desirable Place To Call Home! Enjoy Walking To Charming Local Favourites Like Gather Café, Restaurants, The Historic Alton Mill Arts Centre, And The Renowned Millcroft Inn & Spa. Nearby Conveniences Include Alton Public School, Parks , And Scenic Hiking, Walking, And Biking Trails. Golf Enthusiasts Will Appreciate Being Within Walking Distance Of TPC Toronto At Osprey Valley, Home Of The RBC Canadian Open, Offering World-Class Championship Golf Just Moments From Your Doorstep! An Exceptional Opportunity For First-Time Homebuyers, Downsizers, And Savvy Investors Alike! This Property Also Features Wonderful Existing Tenants Who Would Love To Stay, Offering Investors The Potential For Continued Rental Income In A Highly Sought-After Location. Whether You're Looking To Put Down Roots, Simplify Your Lifestyle, Or Add To Your Investment Portfolio, This Charming Home Offers The Perfect Balance Of Country Serenity And Everyday Convenience. Discover The Beauty Of Village Living At 20194 Main Street - Where Privacy, Tranquility, And Small-Town Charm Come Together To Create A Truly Special Place To Call Home!

20194 Main Street, Caledon

19617 Mountainview Road, Caledon
$2,800,000
3 Beds ⋅ 3 Baths ⋅ W14094660 MLS
50 Acres of Caledon Countryside Paradise! Rare opportunity to own approximately 50 acres of beautiful countryside in desirable Caledon! This charming sidesplit home features 3 bedrooms, 3 bathrooms, 2 walk-in closets, hardwood flooring and crown moulding throughout. The kitchen offers a walkout to a private backyard with an in-ground saltwater pool, custom brick BBQ and spacious entertaining area. Finished basement with recreation room and wood-burning fireplace. Property includes two large barns: 45' x 100' with hayloft, kitchen, animal stalls and 100-amp service, plus 45' x 40' with concrete floor and 60-amp service. Approximately 20 acres of farmable land, 14 acres of woodland and private trails. Ideal for hobby farming, equestrian enthusiasts and nature lovers. Just 10 minutes to Orangeville, 30 minutes to Brampton and 35 minutes to Newmarket. Close to conservation areas and scenic trails. Experience peaceful country living with endless possibilities!

19617 Mountainview Road, Caledon

4 Tomel Court, Caledon
$1,269,000
5 Beds ⋅ 4 Baths ⋅ W14092574 MLS
Pride of ownership shines throughout this beautiful home, offered for sale for the very first time! Ideally situated on a quiet cul-de-sac, this meticulously maintained residence offers approximately 2,500 sq. ft. of elegant living space with 4+1 spacious bedrooms and four bathrooms. Elegant French doors open to the combined living and dining areas, while the inviting family room features a sleek glass fireplace. The main level boasts new hardwood flooring throughout. The bright kitchen offers quartz countertops, pot lights, a separate breakfast area and a walkout to the stunning oversized backyard. Additional highlights include granite bathroom countertops, central vacuum and a beautiful skylight that fills the home with natural light. The impressive primary bedroom is a true showstopper, featuring a private ensuite and his-and-hers closets. A separate entrance leads to the finished basement, complete with its own kitchen and excellent potential for additional income or extended family living. The basement also includes a gas-line rough-in for a future fireplace. A rare opportunity you will not want to miss!

4 Tomel Court, Caledon

100 Walker Road W, Caledon
$1,034,000
4 Beds ⋅ 4 Baths ⋅ W14092190 MLS
Welcome to this stunning semi-detached home in the highly desirable community of West Caledon, set on a 49.21 x 107.64 ft lot that is roughly twice the size of a typical semi. It offers the space and privacy usually reserved for a detached home, with a single-car garage and driveway parking for three additional vehicles.Inside, 1,940 sq ft above grade (approx. 2,500 sq ft finished) is defined by 9 and 10-foot ceilings and hardwood flooring on both the main and upper levels. The chef-inspired kitchen is anchored by a large center island and granite countertops, and the living room is warmed by an electric fireplace.Upstairs, three bedrooms include a recently updated primary suite with a large walk-in closet and a spa-like 4-piece ensuite with double sinks and a spacious shower.The fully finished basement is an entertainer's paradise designed for modern lifestyles, with a flexible fourth bedroom or office and its own full bathroom, a rec room with movie screen, and a bar area with wine fridge.Step outside through the main level to a backyard oasis featuring a massive double-tiered deck, a refreshing above-ground pool, fire pit and a handy garden shed for extra storage.Enjoy absolute peace of mind for years to come with an extensive list of recent mechanical and structural upgrades: roof (2024), A/C (2025), water softener (2023), reverse osmosis system (2023), water heater (2018), attic insulation (2018) and humidifier.This turn-key property is completely ready for you to move in and enjoy. https://www.youtube.com/watch?v=Lv4eh1vcfkw

100 Walker Road W, Caledon

20909 Shaws Creek Road, Caledon
$1,069,000
4 Beds ⋅ 2 Baths ⋅ W14091658 MLS
A Storybook Country Escape in the Heart of Caledon! Tucked among mature trees and rolling hills, this one-of-a-kind country retreat offers the perfect blend of character, privacy, and outdoor living. Set on just over an acre, the property feels worlds away from the hustle of everyday life, yet remains conveniently close to charming villages, trails, ski hills, and local amenities. Inside, warmth and authenticity greet you at every turn. Soaring beamed ceilings, wide plank floors, and a stunning stone fireplace create an atmosphere that is both inviting and unforgettable. The spacious living and dining areas are designed for gathering with family and friends, while large windows frame beautiful views of the surrounding landscape. Upstairs, the primary suite is a peaceful sanctuary with its own sitting area and direct access to the backyard oasis. A third-level loft and additional bedroom provide flexible space for guests, a home office, creative studio, or quiet retreat. Outside is where this property truly shines. Wander along flagstone pathways through established perennial gardens, spend summer afternoons lounging by the pool, and gather around the firepit under a canopy of stars. The detached workshop offers endless possibilities for hobbyists, artists, gardeners, or extra storage. Whether you're searching for a full-time residence or a weekend escape, this remarkable property offers something increasingly difficult to find - a home with soul, surrounded by nature, where every season brings a new reason to fall in love.

20909 Shaws Creek Road, Caledon

14 Crestridge Drive, Caledon
$849,900
5 Beds ⋅ 3 Baths ⋅ W14090150 MLS
4 Bed 3 Bath Detached Home In Bolton's Highly Sought-After North Hill Community. Over 1,576 Sq. Ft. Of Above-Grade Living Space Plus A Finished Basement. Private Backyard With No Homes Directly Behind. Steps To The Park In A Family-Friendly Neighborhood. Original Owners Since The Home Was Built, With Pride Of Ownership Evident Throughout. The Bright And Functional Main Floor Offers Spacious Living And Dining Areas, An Eat-In Kitchen And A Convenient 3-Piece Bath With Walk-In Shower. Upstairs You'll Find 4 Well-Sized Bedrooms With Plenty Of Room For The Family. The Finished Basement Features A Versatile Room That Can Be Used As An Additional Bedroom Or Recreation Room, Along With A Bathroom, Laundry Area And Plenty Of Storage. Enjoy Added Backyard Privacy With No Homes Directly Behind-An Ideal Setting For Entertaining, Relaxing Or Spending Time Outdoors. Furnace, Central Air Conditioning And Asphalt Shingles Replaced In 2018, With The Rental Hot Water Tank Replaced In 2025. A Solid, Well-Maintained Home Offering An Excellent Opportunity To Update And Personalize To Your Own Taste In One Of Bolton's Most Desirable Established Neighborhoods, Close To Parks, Schools, Shopping And Amenities.

14 Crestridge Drive, Caledon

68 Stowmarket Street, Caledon
$1,399,900
5 Beds ⋅ 6 Baths ⋅ W14090078 MLS
Absolutely Stunning Detached Home In Highly Desirable SouthFields Village, Caledon! This Immaculate 5-Bedroom, 6-Bathroom Residence Offers An Exceptional Blend Of Luxury, Comfort & Modern Living. Featuring A Spacious & Thoughtfully Designed Layout With 10-Ft Ceilings On The Main Floor & No Carpet Throughout, This Home Is Perfect For Families & Entertaining. The Welcoming Foyer Leads To Separate Living, Dining & Family Rooms, Providing Excellent Space For Every Occasion. The Bright Open-Concept Family Room Seamlessly Connects To The Modern Kitchen & Breakfast Area, Creating The Perfect Setting For Family Gatherings. The Kitchen Offers Ample Cabinetry, Generous Counter Space & A Spacious Breakfast Area. A Rare Main-Floor Bedroom Features A 4-Pc Ensuite & W/I Closet, Ideal For Guests, In-Laws Or Extended Family. The Second Floor Features A Luxurious Primary Bedroom Retreat With His & Her W/I Closets & A Spacious 5-Pc Ensuite. Additional Generously Sized Bedrooms Feature W/I Closets & Ensuite/Private Bath Access, Offering Exceptional Comfort & Privacy. Convenient Second-Floor Laundry Adds To The Functional Layout. Direct Garage Access Provides Added Convenience. No Side Walk, Situated In A Family-Friendly SouthFields Village Community, Close To Schools, Parks, Green Spaces, South Fields Community Centre, Library, Recreation, Shopping, Restaurants & Everyday Amenities. Convenient Access To Kennedy Rd, Mayfield Rd & Major Commuter Routes, With Easy Connectivity To Brampton, Bolton & The GTA. A Fantastic Opportunity To Own A Beautiful, Modern & Move-In Ready Home In One Of Caledon's Most Sought-After Communities!

68 Stowmarket Street, Caledon

7 Compton Court, Caledon
$1,199,000
4 Beds ⋅ 3 Baths ⋅ W14089740 MLS
Welcome to 7 Compton Court, a beautifully renovated home situated on a quiet, family-friendly court in Bolton. Offering 3+1 bedrooms, 2.5 bathrooms, and a fully finished basement, this turnkey property combines modern finishes, functional living space, and an exceptional backyard retreat. Situated on a 47.48 x 117.6 ft lot, the property features professional landscaping, an inground swimming pool, a double-car garage, and a spacious driveway accommodating 4-6 vehicles. Extensively upgraded throughout, the home underwent a complete interior renovation in 2022, including new windows. Additional improvements include a new roof and pool cover in 2023, new pool pump and sand filter in 2024, and a fully renovated garage in 2025 featuring epoxy flooring, Trusscore wall paneling, and a dedicated heating and cooling system with heat pump. The upgrades continued in 2026 with new garage doors and windows, pool heater and pump servicing, a new pool liner, and new backyard fencing. The beautifully landscaped backyard offers a private outdoor retreat, ideal for entertaining, summer gatherings, and relaxing by the pool. Conveniently located near schools, parks, shopping, and local amenities, this meticulously updated home presents an exceptional opportunity to enjoy move-in-ready living in one of Bolton's established residential communities.

7 Compton Court, Caledon

53 Holly Lane, Caledon
$1,969,900
4 Beds ⋅ 4 Baths ⋅ W14084040 MLS
Experience Luxury Estate Living in the prestigious Osprey Mills community, nestled in the picturesque countryside of Alton! Offering an exceptional blend of sophisticated design, spacious interiors and peaceful country surroundings, this stunning executive home is situated on an impressive 160' x 225' estate lot, providing remarkable privacy and room to enjoy the outdoors. Boasting approximately 3,500 sq. ft. of beautifully appointed above-grade living space, this residence features 4 generous bedrooms and 4 bathrooms, including 3 ensuites, making it ideal for growing families and those who love to entertain. Soaring 10' ceilings on the main level and 9' ceilings upstairs create an airy, grand atmosphere, complemented by elegant engineered hardwood flooring, quartz countertops and oversized 24" x 24" tile. At the heart of the home, a stunning white kitchen with centre island flows seamlessly into the inviting family room, creating the perfect setting for everyday living and memorable gatherings. The expansive grounds offer endless possibilities for outdoor entertaining, gardens, recreation or simply enjoying the tranquility of estate living. Beyond your doorstep, discover the charm of Alton, renowned for its scenic countryside, historic village atmosphere, Alton Mill Arts Centre, nearby Millcroft Inn & Spa, golf courses and beautiful trails. Enjoy the serenity of country living with convenient access to Orangeville, Caledon and the GTA. A rare opportunity to embrace an elevated lifestyle in one of the area's distinctive estate communities. With additional homes available in Osprey Mills, there's even an opportunity to bring family or friends close by. Discover the space, elegance and lifestyle you've been dreaming of. Welcome home!

53 Holly Lane, Caledon

8 Victoria Street E, Caledon
$3,500,000
6 Beds ⋅ 3 Baths ⋅ W14082134 MLS
Rare 2.85-Acre Property Near Kennedy Road N & King Street | Existing Home | Custom Estate Opportunity. An exceptional opportunity to own 2.85 acres in a desirable rural setting near Kennedy Road North and King Street! Featuring an existing house and an expansive parcel of land, this property offers a unique opportunity for those looking to enjoy country living, build a magnificent custom estate, or secure a property with long-term investment potential. Imagine designing your dream residence with generous outdoor space, privacy, and room to create a truly remarkable lifestyle. The property offers an opportunity for buyers to explore permitted uses and future possibilities, subject to applicable zoning regulations, municipal approvals, and planning requirements. Whether you are envisioning a spectacular custom-built home or looking to invest in land for the future, this is an opportunity to explore the possibilities of owning a substantial acreage property in a sought-after location. Bring your vision and discover the potential!

8 Victoria Street E, Caledon

331 King Street E, Caledon
$1,679,000
6 Beds ⋅ 3 Baths ⋅ W14080542 MLS
Welcome to 331 King Street East, a rare opportunity to own nearly an acre in the heart of Bolton! Situated on an impressive 110.31 x 355.49 ft lot, this 0.947-acre property offers exceptional potential for homeowners, builders and investors. The spacious raised bungalow features 3 bedrooms on the main level, an additional 3 bedrooms in the finished lower level, a second kitchen and a detached workshop. An ideal opportunity to build your custom dream home on an estate-sized lot, explore future development possibilities, or land bank the property while generating rental income from the existing residence. Surrounded by mature trees and greenery, the property offers privacy and space just minutes from downtown Bolton, shopping, schools and major routes. Whether you're looking to build, invest or enjoy the existing home, this property presents a unique opportunity in a sought-after location. Future development potential is subject to municipal approvals and buyer's due diligence.

331 King Street E, Caledon

8 Gardenia Way, Caledon
$999,900
4 Beds ⋅ 3 Baths ⋅ W14080042 MLS
//2332 Sq Ft - 4 Bedrooms Detached House + Finished Basement// Welcome To This Beautifully Maintained Double Car Garage Detached House In Caledon's Highly Desirable Valleywood Community, Offering The Perfect Blend Of Comfort, Functionality & Lifestyle! Situated On A Quiet, Family-Friendly Street, This Home Is Just Steps From A Large Park, Playground And Library, While Also Offering Convenient Access To Highway 410 For Commuters. Grand Open To Above Foyer! Rare To Find - Separate Living, Dining & Family Rooms With Gas Operated Fireplace & Hardwood Flooring In Main & 2nd Floors - Living Room Overlooking Front Yard With Bay Window! Whole House Is Freshly Painted* Family Size Kitchen With Stainless Steel Appliances Overlooking Backyard* 4 Spacious Bedrooms Including Master Bedroom With 5 Pcs Ensuite & Walk-In Closet* Whether You're Looking To Simplify Without Sacrificing Space Or Searching For A Detached Home With Room To Grow, This Exceptional Valleywood Property Offers Flexibility, Comfort And Lasting Value. This 2-Story Home Features A 2-Car Garage, Driveway Parking For 2 More Vehicles, And A Private Backyard Backing Onto Serene Green Space. Conveniently Located On School Bus Route, Close To Schools, Parks, Community Centers, Freeway, And Shopping. This Home Offers The Perfect Blend Of Nature And Amenities! Must View House!

8 Gardenia Way, Caledon

5 Snowberry Court, Caledon
$998,000
4 Beds ⋅ 3 Baths ⋅ W14034844 MLS
This home has the lot and location! Lovingly maintained 4-bedroom, 2.5-bathroom home for sale in Caledon Village within walking distance to Caledon Central Public School (K-8) nestled on a quiet court, with gorgeous perennial gardens in the front and backyard and a majestic weeping willow as a backdrop! Covered front porch with composite decking (26), upgraded windows, roof shingles w/ eaves, leaf guard, downspouts & chimney (24/25), garage doors (26), furnace, and A/C (2022). This property offers endless possibilities! Enjoy being a short 10-min drive to all amenities in nearby Orangeville & Caledon East. Nearby public transit (Go Bus at Hwy 10/Charleston). This beautiful family home is centrally located and close to skiing, golfing, art centers, breweries, Hockley Valley Resort, and Highways 10 and 9, & Airport Road for easy commuting. 1 hour to Toronto.

5 Snowberry Court, Caledon

20 Goodfellow Crescent, Caledon
$1,199,000
5 Beds ⋅ 4 Baths ⋅ W14034802 MLS
Welcome to 20 Goodfellow Crescent, a substantially expanded 4-bedroom home offering exceptional space, flexibility and thoughtful upgrades directly across from a park. The renovated kitchen features quartz counters, centre island, stainless steel appliances, integrated Miele dishwasher, soft-close cabinetry, tiled backsplash, pot lights, crown moulding and porcelain flooring. Just off the kitchen, a separate permitted rear addition created an impressive approx. 350 sq. ft. family room with hardwood floors, gas fireplace and garden doors to the backyard. A second permitted multi-level extension added valuable living space across 3 levels, creating a main-floor laundry and foyer with interior garage access, side-yard entry and a second staircase to the basement. Upstairs, it created the spacious primary suite with walk-in closet, 4-piece ensuite and walkout to an approx. 8' x 8' deck overlooking the yard. Three additional bedrooms include a generous secondary bedroom with semi-ensuite access to the main 4-piece bath. The fully finished basement offers a kitchen, bedroom, open living/recreation area, 3-piece bath, second laundry and storage, plus a permitted cantina/cold cellar extension with utility tub and hot/cold running water. The garage was extended approx. 8 ft. with permit, creating an oversized approx. 2.5-car garage with high ceilings and excellent workshop/storage potential. Outside, enjoy a large covered front porch completed with permit, ample driveway parking with no sidewalk, backyard gates on both sides, gazebo, pergola, patterned concrete and a permitted 10' x 12' brick/stone shed. Updates include roof (2021), landscaping/armour stone and gazebo (2023), backyard patterned concrete (2024), main-floor flooring, pot lights and front entry improvements (2025), furnace (2025) and freshly painted basement (2026). See feature sheet for additional updates. Exceptional space inside and out, with room to live, gather and grow.

20 Goodfellow Crescent, Caledon

76 North Riverdale Drive, Caledon
$1,498,888
6 Beds ⋅ 4 Baths ⋅ W14033038 MLS
RARE OPPORTUNITY IN THE HEART OF INGLEWOOD! -Prepare to be impressed by the space inside! this substantial brick home offers over 3,100 sq. ft. above grade, FOUR bedrooms upstairs and room for the whole family to spread out! Set on an impressive 80-foot-wide lot in an established, family-friendly neighbourhood, it combines generous living space with the privacy and charm of village life. Step inside and discover bright, welcoming principal rooms designed for both entertaining and everyday comfort. A spacious living and dining area, inviting family room with fireplace, and well-appointed kitchen with granite counters and stone backsplash provide plenty of places to gather. Hardwood flooring adds warmth, while a flexible main-floor room makes an ideal home office, playroom or quiet retreat. Upstairs, the primary bedroom enjoys its own ensuite, complemented by three additional bedrooms-a layout families are always searching for. The newly finished, permitted WALKOUT LOWER LEVEL adds another dimension, with TWO additional bedrooms with new Jack & Jill bathroom, a kitchenette & generous recreation space. Perfect for extended family, overnight guests, teens or simply having room to enjoy your favourite hobbies. Step outside to a private patio & beautifully landscaped backyard, where mature trees create a peaceful setting for summer barbecues, morning coffee & relaxed evenings. And beyond the property, Inglewood offers a lifestyle that's hard to match. Explore scenic walking and cycling trails, meet friends at popular Coywolf Coffee, discover nearby golf courses and spend weekends hiking the breathtaking Forks of the Credit. Enjoy the warmth of a close-knit village community with convenient access to surrounding towns and everyday amenities. SIX BEDROOMS IN TOTAL, a versatile walkout design and a wonderful setting-this is the kind of home you need to see in person to appreciate. Book your showing and discover the space waiting inside!

76 North Riverdale Drive, Caledon

15252 Chinguacousy Road, Caledon
$1,599,900
4 Beds ⋅ 4 Baths ⋅ W14031462 MLS
Wow! Resort-Style Living On 1 Acre Treed Lot, Unbelievably Close To The City. Heated Saltwater Pool, Hot Tub, Treehouse, Firepit, Sports Pad, W/Golf Course Across The Street - Summer & Winter Fun! Quintessential Country-Living Home Has Wrap-Around Porch & Oozes Upscale Charm Inside & Out. Custom Built Home {{Built 2008}}. This Impressive Home Offers Approx 3,500 Sq. Ft. Of Finished Living Space Features Open Concept Living W/Maple Hardwood & Heated Tile Flooring Throughout Both Fully Finished Levels, 2 Gas Fireplaces, Lots Of Walk-Outs To Deck/Patio. Upgraded Family-Sized Kitchen With Quartz Counters, Heated Tile Flooring & Centre Island. Spacious Living, Dining & Family Rooms. Large Primary Bedroom With Walk-In Closet & 4-Piece Ensuite, Plus 2 Additional Generous Bedrooms And 2.5 Bathrooms On The Main Level.The Finished Basement with Heated Tile Flooring Offers A Large Recreation Room With Pool Table, Additional Bedroom, Bathroom, And Separate Access From The Rear Of The Heated & Insulated 3-Car Garage. Direct Interior Access Through The Mudroom, Laundry & Powder Room.Step Outside To Your Private Resort-Style Backyard Featuring A Heated Saltwater Pool, Hot Tub, Fire Pit, Treehouse, And Spectacular Landscaping. 3 Car Garage & Parking For Up To 14 Vehicles. Offering The Perfect Blend Of Luxury, Privacy, Comfort & Countryside Charm-All Within Easy Reach Of City Conveniences.

15252 Chinguacousy Road, Caledon

190 Longwood Drive, Caledon
$1,079,000
3 Beds ⋅ 4 Baths ⋅ W14030960 MLS
Welcome to 190 Longwood Drive, a beautifully maintained detached home nestled in Bolton's desirable North Hill community. Situated on an impressive 50 x 140 ft lot with no rear neighbours, this spacious 2-storey residence offers the perfect combination of quality craftsmanship, functionality, and outdoor living. Featuring 3 generously sized bedrooms, 4 bathrooms, and parking for 5+ vehicles, this home is designed to accommodate every stage of family life. Step inside to discover timeless finishes, including solid oak hardwood flooring and staircase, a beautifully crafted solid maple kitchen with granite countertops, and an inviting eat-in kitchen and dining area ideal for everyday living and entertaining. A thoughtfully designed main floor offers interior garage access, a convenient side entrance, and a laundry/mudroom area with access to the backyard deck. Upstairs, three spacious bedrooms provide ample room to unwind, complemented by generous closet space throughout. The finished basement adds valuable living space with a versatile open-concept layout, additional bathroom, and dedicated storage. Step outside to your private backyard retreat, surrounded by mature trees with plenty of room to entertain, garden, or create your dream outdoor oasis. With its expansive lot, peaceful setting, and convenient access to Bolton's schools, parks, shopping, and everyday amenities, 190 Longwood Drive is an exceptional opportunity to enjoy the space and lifestyle you've been looking for!

190 Longwood Drive, Caledon

3 Natureview Court, Caledon
$1,649,000
5 Beds ⋅ 4 Baths ⋅ W14029196 MLS
Situated In Boltons Most Sought After North Hill. Gorgeous 4+1 Bedroom, 4 Bathroom Home Nestled on a Cul de Sac With Walk-Out To An Entertainers Dream Backyard featuring a Large Deck, Heated Outdoor Pool, Landscaping, Bar Shed and Low Maintenance Astro-Turf. Newly Renovated Main Floor with Designer Kitchen featuring High-end appliances, pot filler, and Large Waterfal Island. Pot lights throughout main floor. Stunning Layout and Design! Open Concept Great Room with Built-In Custom Bookshelves, Gas Fireplace, Crown Mouldings and Hardwood Flooring. Main Floor Laundry Room with Access to Garage. Basement In-Law Suite potential, 1 bedroom, 1 bath, Laundry Hook-up, Walk-Out access to Pool and Backyard. Nature at your doorstep. Close to the Humber River, scenic walking trails, and Caledon's rolling green spaces. Enjoy a lifestyle defined by outdoor elegance-morning walks, cycling, and year-round recreation set against a backdrop of natural beauty. Bolton's charming downtown offers an inviting mix of boutique shops, cafés, and upscale dining options along Queen Street. Nearby retail centers provide effortless access to premium groceries, services, and daily essentials. Access to respected public and Catholic schools nearby. Everything you need just minutes away! Connected Yet Serene. This location offers convenient access to major routes while preserving the tranquility of Caledon living. Enjoy the best of both worlds-refined suburban luxury with seamless connectivity to the GTA.

3 Natureview Court, Caledon

1 Herriot Street, Caledon
$899,999
4 Beds ⋅ 2 Baths ⋅ W14028706 MLS
Welcome to 1 Herriot St., a wonderful opportunity to own a home in the charming community of Palgrave, Caledon. Situated on a quiet, family-friendly street surrounded by the natural beauty Caledon is known for, this property offers a great blend of comfort, privacy and convenience.Enjoy the best of small-town living while remaining within easy reach of major highways, local amenities, schools, parks, trails and everything the surrounding Caledon community has to offer. The area offers a quiet setting, a spacious lot, and plenty of room to enjoy indoor and outdoor living. and a peaceful setting without giving up convenient access to the GTA.Inside, the home offers a welcoming layout with comfortable living spaces and plenty of potential to make the property your own. The outdoor space provides an excellent setting for entertaining, relaxing or enjoying time with family.A fantastic opportunity in a sought-after Caledon location - don't miss your chance to make 1 Herriot St. your new home!

1 Herriot Street, Caledon

98 De Rose Avenue, Caledon
$1,270,000
4 Beds ⋅ 3 Baths ⋅ W14028516 MLS
Welcome to 98 De Rose Ave located in Bolton. This charming two-story brick home offers, timeless appeal, a welcoming presence and plenty of potential to make it your own. Featuring a double car garage, private driveway with ample parking and a beautifully landscape front yard.This spacious four bedroom home offers a wonderful opportunity for families looking for comfort space and the chance to make this home their own. The primary bedroom features a walk-in closet and a four piece en suite while the well-designed layout Includes spacious living room, separate dining room, and inviting family room. The bright kitchen overlooks the deck making it perfect for enjoying outdoor living and entertaining families and friends. The unfinished basement offers endless possibilities to create additional living space tailored to your needs. A fantastic opportunity to settle into a welcoming Bolton Community.

98 De Rose Avenue, Caledon

21 Birchview Drive, Caledon
$1,289,000
4 Beds ⋅ 4 Baths ⋅ W14013908 MLS
OPEN HOUSE SUN OCT 25th FROM 2-4 PM! Space to live, room to create & freedom to enjoy it all! Set on 2.52 private acres in sought-after Tamarack Estates, this beautifully updated 3+1 bedroom, 4-bath bungalow offers over 3200 sq ft of living space surrounded by mature trees, expansive lawns & sunny open areas. Whether you enjoy gardening, outdoor hobbies, recreation or simply relaxing in nature, this property offers the space & privacy to make it your own. A heated 2-car garage with workbench, shelving & 60 amp provision for Level 2 EV charging is ideal for projects, while the separate drive shed provides valuable storage for equipment & seasonal essentials. Private double driveway offers ample parking. The south-facing backyard is an entertainer's delight, featuring an expansive deck wrapping from the living room to the kitchen & a large gazebo for shaded dining, BBQs & gatherings. Inside, cathedral ceilings, exposed beams & expansive windows fill the open-concept main floor with warmth & natural light. The living room showcases peaceful backyard views, a stone surround gas fireplace & sliding doors to the deck. The chef-inspired kitchen features a generous centre island, quartz countertops, abundant cabinetry, induction cooktop & double ovens. A bright breakfast area walks out to the deck, while the spacious dining room is perfect for hosting. The primary retreat offers a walk-in closet with built-in organizers & 4 pc ensuite. Two additional bedrooms, main bath, powder room & laundry complete the main floor. Finished lower level adds a rec room, exercise area, office/media space, 4th bedroom, 3 pc bath & ample storage, providing flexible space for guests, hobbies or working from home. Enjoy the best of both worlds, a private country setting with room to pursue your passions, yet just min from shopping, parks, golf, skiing & major commuter routes. A wonderful opportunity to enjoy the space, versatility & natural beauty of Tamarack Estates!

21 Birchview Drive, Caledon

7735 Old Church Road, Caledon
$4,350,000
4 Beds ⋅ 5 Baths ⋅ W14011644 MLS
Exceptional distinguished Caledon estate, custom-built luxury bungalow over 7700+ sq.ft. of living space set on 10 meticulously maintained acres, offering an extraordinary blend of elegance, privacy & resort-inspired living. Beyond the gated entrance, mature trees, breathtaking gardens & beautifully landscaped grounds create a spectacular country retreat. The sophisticated main level features 3 bedrooms, a dedicated office, gracious principal rooms & a distinctive sunken sunroom. The gourmet kitchen is appointed with honed granite countertops, built-in Sub-Zero refrigerator & freezer, Ultraline gas stove with double oven, KitchenAid double-drawer dishwasher & a butler's pantry. Inviting dining area opens to a stone gazebo & elevated patio, creating a beautiful setting for effortless in & outdoor entertaining. Spacious primary retreat W/fireplace offers generous walk-in closets, luxurious 5-piece ensuite with heated floors. Impressive lower level is designed for exceptional entertaining, highlighted by a spectacular built-in aquarium feature wall. An expansive recreation & games area is complemented by a well-appointed bar with beverage fridge, ice maker & dishwasher, plus a gym, family room, fourth bedroom, additional bathrooms, cantina & storage. An ideal space for multi-generational living or a nanny suite. Convenient access to the pool makes hosting family & friends seamless. Step outside to your own private oasis featuring a saltwater inground pool, outdoor wet bar, entertainment area, cabana & outdoor shower. From tranquil mornings surrounded by nature to unforgettable summer gatherings, this remarkable property offers a lifestyle few estates can match. The exceptional outbuildings include an oversized attached 3-car garage, a second oversized detached 3-car garage, a 6-stall barn & a separate shed. With remarkable grounds, generous living spaces & outstanding amenities, this is a rare opportunity to experience distinguished country living in beautiful Caledon.

7735 Old Church Road, Caledon

105 Walker Road W, Caledon
$1,299,000
5 Beds ⋅ 4 Baths ⋅ W13885846 MLS
Welcome to this exceptional detached home in the highly desirable Caledon East community,offering the perfect blend of elegance, comfort, and modern family living. Featuring impressivecurb appeal with a grand double-door entrance, double car garage, and spacious driveway, thisbeautifully designed residence showcases 9-ft ceilings, hardwood flooring, sun-filled livingspaces, and a stylish oak staircase with iron pickets. The thoughtfully designed layout offersgenerous principal rooms, a private office, an inviting family area, and a chef-inspiredkitchen complete with quartz countertops, stainless steel appliances, and a large centreisland. Upstairs, enjoy 5 spacious bedrooms, convenient upper-level laundry, and a luxuriousprimary retreat with a spa-like ensuite. Situated on a premium deep lot in a family-friendlyneighbourhood, close to parks, schools, recreation, and major routes, this stunning home offerspeaceful living just minutes from Brampton.

105 Walker Road W, Caledon

16505 Mount Pleasant Road, Caledon
$1,399,900
4 Beds ⋅ 2 Baths ⋅ W13885712 MLS
TOP 5 reasons to BUY THIS BEAUTIFUL PROPERTY #1) RESORT/ Country style living at its BEST with excellent city access in Premium High Demand posh neighbourhood (on highly sought after Mount Pleasant Road) surrounded by EXPANSIVE Multi-Million $$$ Mansions !!! #2) Mature 1 ACRE LOT offering property with set back from the road & private driveway leading to custom built Home !!! #3) Breathtaking views of the TORONTO SKYLINE directly from the end of the driveway !!! #4) 2-Storeys/ 4-Bedrooms HOME with 2000+ Square Feet (above ground) HUGE living space !!! #5) Separate Living & Dining/ Family Rooms plus OFFICE/ DEN on main floor !!! DOUBLE (2) Car Garage with 12+ parkings on Driveway !!! Covered Front Porch to enjoy morning coffee or evening Wine !!! Multiple WALKOUTS to DECK & Huge Backyard to entertain guests !!! Enjoy being surrounded by Environmentally Protected Farm with No future Developments ever giving you peace of mind and privacy forever !!! Fibre Optics Internet at the Road !!! Natural Gas Services at the Home !!! Minutes to the High ranked Palgrave School !!! 10 mins to Bolton/ Caledon for all amenities ***Check DRONE/ Virtual Tour Videos for more***

16505 Mount Pleasant Road, Caledon

15685 Innis Lake Road, Caledon
$899,900
12 Beds ⋅ 6 Baths ⋅ W13883578 MLS
Welcome to a truly unique property offering an exceptional blend of investment potential, versatility, and expansive land in a highly desirable location. Discover a rare investment opportunity with living and income-generating potential in a desirable location just minutes from Brampton in Caledon. Situated on approximately 1.44 acres, this unique property features three separate buildings comprising a reported 3,753 sq. ft. Fourplex and two additional self-contained units, offering a total of six potential residential accommodations. An excellent opportunity for buyers seeking to occupy one unit while potentially generating rental income from the others, subject to applicable requirements. The property has separate utility metering, providing added convenience for multi-unit use. Enjoy the benefits of expansive land, proximity to urban amenities, and potential long-term flexibility. Property is being sold in "AS IS, WHERE IS" condition.

15685 Innis Lake Road, Caledon

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