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  • 7 Rolling Meadow Drive in Caledon: Caledon East House for sale : MLS®# W13824702

    7 Rolling Meadow Drive Caledon East Caledon L7K 0N2
    Main Photo: 7 Rolling Meadow Drive in Caledon: Caledon East House for sale : MLS®# W13824702
    $1,850,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13824702
    Bedrooms:
    5
    Bathrooms:
    3
    Welcome to 7 Rolling Meadow - an exceptional private custom estate nestled on 3.6 acres, featuring an expansive 316 ft frontage approximately 4,600 sq ft of living space, set within one of East Caledon's most desirable communities on a quiet dead-end street. Surrounded by mature trees & scenic natural beauty, this impressive property offers the perfect blend of luxury living, privacy, and everyday comfort. Set well back from the road, a large circular driveway and 3-car garage provide direct access to the mudroom & laundry. This beautifully maintained residence offers oversized principal rooms, timeless finishes, custom carpentry, a seamless indoor-outdoor living designed for both entertaining and family life.The heart of the home features a stunning designer kitchen complete with granite countertops, custom cabinetry, a centre island, breakfast bar, & high-end stainless steel appliances. The sun-filled breakfast area walks out to a sprawling deck overlooking the breathtaking property and its endless natural scenery - creating the perfect setting for morning coffee or evening gatherings. The bright open-concept great room boasts soaring ceilings, rich hickory hardwood flooring, elegant pot lights, electric fireplace, & large windows that bring the outdoors in. The spacious primary retreat offers a private escape: a walk-in closet, a 5-piece spa-like ensuite, and direct walkout access to the deck.This property is loaded with thoughtful upgrades including abundant storage, California shutters throughout, & Santos Mahogany hardwood flooring in the bedrooms. The finished lower level is ideal for multi-generational living or entertaining, featuring additional bedrooms, a private office, an exercise room, and a spacious recreation area boasting an electric fireplace custom finishes throughout. Substantial outbuildings - a 24 x 20 steel-built structure an 18 x 11 cedar-built - both serviced by electrical, complete this remarkable offering. More details
    Listed by SUTTON GROUP OLD MILL REALTY INC.
  • 27 Nailsworth Crescent in Caledon: Caledon East House for lease : MLS®# W13818876

    27 Nailsworth Crescent Caledon East Caledon L7C 1R3
    Main Photo: 27 Nailsworth Crescent in Caledon: Caledon East House for lease : MLS®# W13818876
    $3,100
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    W13818876
    Bedrooms:
    2
    Bathrooms:
    2
    Caledon East! Bright and modern 2-bedroom detached home on a professionally landscaped lot in a desirable community. Open-concept layout featuring an oversized kitchen with breakfast area, spacious great room with hardwood floors and gas fireplace, and walkout to a beautifully manicured backyard. Primary bedroom offers a 4-piece ensuite and walk-in closet. Main-floor laundry, 2-car garage, ample driveway parking, visitor parking, and a nearby parkette complete this fantastic home. More details
    Listed by RE/MAX REALTY SPECIALISTS INC.
  • 34 Boyces Creek Court in Caledon: Caledon East House for sale : MLS®# W13814360

    34 Boyces Creek Court Caledon East Caledon L7C 3S2
    Main Photo: 34 Boyces Creek Court in Caledon: Caledon East House for sale : MLS®# W13814360
    $1,369,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13814360
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome home to this beautifully designed 2-storey residence, offering the perfect blend of comfortable family living and outdoor entertaining. Inside, you'll find 4 generously sized bedrooms and 4 full bathrooms spread across two thoughtfully laid-out levels, ideal for growing families or those who love having extra space for guests, a home office, or a private retreat. The main floor offers bright, open living areas perfect for everyday life and entertaining alike. The tiled floors are heated to provide comfort and luxury to your everyday chores. The kitchen provides plenty of space for cooking and storage, combined marvelous stainless steel appliances to match. The upper level provides 4 quiet, private bedroom spaces, including a spacious primary suite with its own ensuite bath as well as walk in closets. The basement is finished that's capable of entertaining and housing guests or having in-laws! Step outside to your own backyard oasis, a sparkling private pool next to a well-appointed pool house, creating the ultimate space for summer gatherings, weekend relaxation, or simply unwinding after a long day. It's the kind of outdoor setup that turns every season into vacation season. Practical features round out the package, including a built-in 2-car garage offering secure parking and additional storage, a beautiful newly installed interlocking driveway. This home checks every box: room to grow, space to entertain, and a backyard built for making memories. Don't miss your chance to make it yours! More details
    Listed by SUTTON GROUP REALTY SYSTEMS INC.
  • 21 Boyces Creek Court in Caledon: Caledon East House for sale : MLS®# W13808824

    21 Boyces Creek Court Caledon East Caledon L7C 3S1
    Main Photo: 21 Boyces Creek Court in Caledon: Caledon East House for sale : MLS®# W13808824
    $1,199,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13808824
    Bedrooms:
    4
    Bathrooms:
    3
    Beautifully updated and exceptionally well cared for, this 2,409 sqft family home in sought-after Caledon East offers a warm, elevated style through thoughtful updates - truly move in ready! The bright, timeless kitchen features crisp white cabinetry, Quartz countertops and backsplash, centre island, stainless steel appliances, and a sunny breakfast nook overlooking the backyard. The open concept family room is warm and inviting, centred around a gas fireplace with updated mantle and custom shiplap feature wall - perfect for family movie nights. Large formal living room and dining room easily fits a 8 seat dining table. Four spacious bedrooms on the second floor. Primary bedroom is large enough for a King size bed, walk in closet with built in closet organizers, 5pc ensuite with soaker tub. Thoughtful updates continue throughout with a beautifully refreshed powder room with shiplap feature wall, stylish light fixtures, California shutters, and exceptional storage, including a custom mudroom closet conveniently located at the interior garage entry. You will love the backyard oasis, enjoying family dinners on the deck under the pergola. Stunning interlock stone walkways extend through the front, side and backyard. Set on a street you'll be proud to call home, surrounded by great neighbours and a welcoming community. Enjoy easy access to parks, Caledon East community centre, bike and walking trails, local shops and restaurants, and excellent public and Catholic schools. **Offers anytime** More details
    Listed by RE/MAX REALTY ENTERPRISES INC.
  • 5 Borland Crescent in Caledon: Caledon East House for sale : MLS®# W13808498

    5 Borland Crescent Caledon East Caledon L7C 3M4
    OPEN HOUSE: Sep 27, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, September 27, 2026 2:00PM - 4:00PM
    Main Photo: 5 Borland Crescent in Caledon: Caledon East House for sale : MLS®# W13808498
    $1,089,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13808498
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 5 Borland Crescent, where thoughtful updates, modern finishes, & comfortable living come together in the heart of Caledon East. This home offers nearly 3000 sqft of living space and a move-in-ready opportunity w/many major updates already completed. The beautifully updated kitchen features new cupboard doors, elegant waterfall-edge countertops, a modern backsplash, &a new range hood, creating a stylish & functional space ideal for everyday family living & entertaining. Floor-to-ceiling windows fill the space with natural light, creating a bright & airy main floor, complemented by 9-ft ceilings. Throughout the home, all 3 bedrooms feature new flooring, along with fresh paint & updated light fixtures. Both main-floor bathrooms have also been refreshed with new countertops & taps, adding a clean & contemporary feel. The finished basement features 9ft ceilings, its own kitchen, additional living space, one spacious bedroom, & a newly completed 3-piece bathroom. With its separate living area & kitchen, the basement provides excellent in-law suite potential or a versatile space for extended family, guests, or recreation. Need another bedroom? There's ample space in the main living area to create another bedroom! An added bonus is the updated basement electrical work, completed to accommodate a washer & dryer. Outside, enjoy your own private retreat complete with deck, paved patio, & pool-sized yard-perfect for unwinding or entertaining. W/extensive improvements completed (2024-2026), this home offers the opportunity to move in & enjoy without taking on a long list of immediate projects. Beyond the home itself, enjoy the convenience of being close to local restaurants, grocery stores, parks, schools, & Rock Garden Farms, making everyday errands, family outings, dining, & recreation easily accessible. This is a turn-key home that combines modern updates w/the convenience & charm of a well-established community. More details
    Listed by ROYAL LEPAGE RCR REALTY
  • 5 Valleygreen Crescent S in Caledon: Caledon East House for sale : MLS®# W13805668

    5 Valleygreen Crescent S Caledon East Caledon L7C 1J3
    Main Photo: 5 Valleygreen Crescent S in Caledon: Caledon East House for sale : MLS®# W13805668
    $1,489,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13805668
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to a home that truly elevates everyday living. Set on a beautifully private almost half-acre lot in one of Caledon East's most desirable enclaves, this fully renovated residence with over $120,000.00 spent and over 3500 SF of total living space offers a rare combination of luxury, space, and complete move-in readiness. Designed with both families and entertainers in mind, the home delivers a seamless blend of refined finishes and warm inviting spaces. At its centre is a stunning 450 sq ft chef's kitchen-an extraordinary space that anchors the home and naturally brings people together. Thoughtfully designed and filled with light, it's equally suited for large gatherings or quiet mornings, making it one of the home's most memorable features. The main living areas are spacious and elegant, offering flexibility for both everyday life and hosting. Upstairs, generously sized bedrooms provide comfort and privacy, primary bedroom complete with 4pc ensuite including stand alone tub and shower, while the fully finished basement expands the living space-ideal for a home office, gym, media room, or guest retreat. Step outside and experience your own private oasis escape. The expansive backyard is beautifully landscaped and centered around an in-ground salt water pool and hot tub, creating a resort-like setting for summer and seasonal living. With an in-ground sprinkler system and ample space to relax or entertain, this outdoor environment is as functional as it is inviting. Complete with a double car garage and abundant parking for at least 8 cars, this home offers the tranquility of country-style living while remaining conveniently close to schools, amenities, and commuter routes. For buyers seeking a turnkey property with space to grow, entertain, and unwind-this is a rare and compelling opportunity. Homes offering this level of finish, on lots of this size, seldom come to market. Experience it before it's gone ! More details
    Listed by ROYAL LEPAGE CREDIT VALLEY REAL ESTATE
  • 6 Mccandless Court in Caledon: Caledon East House for sale : MLS®# W13803644

    6 Mccandless Court Caledon East Caledon L7C 3R7
    Main Photo: 6 Mccandless Court in Caledon: Caledon East House for sale : MLS®# W13803644
    $1,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13803644
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to one of Caledon East's most impressive family homes, offering nearly 4,000 sq. ft. of finished living space, including the professionally finished lower level, on an oversized premium lot.Hundreds of thousands have been invested in thoughtfully selected upgrades, improvements & amenities, creating a one-of-a-kind property. Beautifully maintained and finished throughout, this 4-bedroom, 4-bathroom residence features elegant finishes throughout, spacious principal rooms & a thoughtfully designed layout that balances comfortable family living with exceptional entertaining space.The backyard is a true private resort. Enjoy the sparkling pool, prepare meals in the outdoor kitchen, gather beneath the oversized custom automatic gazebo, or enjoy your own private bocce court. Whether hosting large celebrations or enjoying a quiet evening at home. The lower level provides a substantial extension of the home's living space, complete with a beautiful second living room spacious recreation area and convenient 3-piece bathroom, ideal for movie nights, game days, entertaining guests or simply relaxing with family.Meticulously maintained and thoughtfully upgraded, this turnkey home combines size, style, functionality and resort-style outdoor living in one remarkable package. A rare opportunity in one of Caledon East's most sought-after neighbourhoods, where every day can feel like a vacation and every room feels like home More details
    Listed by RE/MAX REALTY SPECIALISTS INC.
  • 44 George Crescent in Caledon: Caledon East House for sale : MLS®# W13802896

    44 George Crescent Caledon East Caledon L7C 1G2
    Main Photo: 44 George Crescent in Caledon: Caledon East House for sale : MLS®# W13802896
    $1,695,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13802896
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 44 George Crescent - an exceptional country estate in the prestigious executive community of Caledon East. Set on a spectacular 2-acre property surrounded by mature trees and established landscaping, this beautifully maintained all-brick, two-storey home offers over 5,000 sq. ft. of finished living space, combining timeless character, generous proportions, and remarkable privacy. The grounds are truly special, featuring mature trees, berry bushes, established gardens, and picturesque views. The expansive backyard offers a peaceful private retreat with plenty of room for entertaining, gardening, and enjoying the outdoors. Inside, the home offers four bedrooms and an impressive array of principal rooms, including a family room with fireplace, formal living and dining rooms, dedicated home office, and a large eat-in kitchen. The recently updated kitchen is bright and functional, with a walkout providing direct access to the beautiful backyard. Upstairs, a skylight floods the bedroom-level hallway with natural light, creating a bright and welcoming atmosphere. The finished lower level provides exceptional additional living space, featuring a huge recreation room, gym area, games room, potential additional bedroom, fireplace insert, and walkout to the private grounds - perfect for family activities, entertaining, hobbies, or a guest/teen retreat. Additional features include multiple fireplaces, an outstanding three-car garage, and several large garden sheds providing excellent storage and workspace. Caledon East offers an outstanding family lifestyle, with excellent schools, arenas, a swimming pool, tennis courts, soccer fields, and the Caledon Trailway all nearby.44 George Crescent is more than a home - it is a private country retreat in one of Caledon's most desirable communities, where nature, recreation, and everyday amenities are all at your fingertips. More details
    Listed by RE/MAX REALTY SPECIALISTS INC.
  • 54 Ash Hill Avenue in Caledon: Caledon East House for sale : MLS®# W13802332

    54 Ash Hill Avenue Caledon East Caledon L7C 4E8
    Main Photo: 54 Ash Hill Avenue in Caledon: Caledon East House for sale : MLS®# W13802332
    $1,299,800
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13802332
    Bedrooms:
    7
    Bathrooms:
    7
    ON 5OFT LOT " Gorgeous Home In The Pathways Community Of Caledon East!This Upgraded Home Features A Beautiful Stone-And-Brick Front Elevation!!A Gorgeous 2-Storey Foyer With Oversized Windows!!high Ceiling In The Living/Dining And Family Room!!' 10ft Ceilings On The Main Floor!! Open-Concept Layout & An Upgraded Kitchen With Stainless Steel Appliances!!Quartz Countertop & An Island!! Family Room Has A Cozy Gas Fireplace And Overlooks The Large Fenced Backyard!! Crown Moulding In Hallway!! finished Bsmt apartment !! Open To The Above Entrance With A Large Chandelier!!?outside Pot Light All Around House !! upgraded light fixtures paid $$$$$, & 3 Bedroom Legal Basement Apartment, More details
    Listed by RE/MAX GOLD REALTY INC.
  • 28 Billy Court in Caledon: Caledon East House for sale : MLS®# W13802070

    28 Billy Court Caledon East Caledon L7C 3X3
    Main Photo: 28 Billy Court in Caledon: Caledon East House for sale : MLS®# W13802070
    $1,629,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13802070
    Bedrooms:
    4
    Bathrooms:
    5
    Welcome to 28 Billy Court, an exceptional luxury residence in Caledon East, where refined elegance meets resort-style living. Set on a 202-ft-deep lot in a family-friendly neighbourhood, this impressive home showcases high-end finishes, an impressive layout and a spectacular backyard retreat. A grand foyer with soaring 11.8-ft ceilings welcomes you to a light-filled main level with 9-ft ceilings, elegant trims and baseboards, expansive windows and natural light. Private home office, formal living and dining rooms are ideal for entertaining. The gourmet kitchen features premium Viking appliances, double wall ovens, 6-burner gas range with pot filler, integrated fridge, quartz counters, undermount double sink, oversized breakfast bar with sink, contemporary backsplash and modern window coverings. Open-concept breakfast area walks out to the backyard. Family room overlooks the pool and features a striking feature-wall gas fireplace. Enjoy the private outdoor oasis with inground pool, pool lounge, BBQ area and fire pit. Full-size soundproof cabana includes separate electrical panel, hot water tank, wet bar, 2-piece washroom and outdoor shower, with potential for a garden suite, subject to approvals. Garden shed with pool equipment plus front & rear irrigation. Main-level laundry/mudroom offers side-yard access and direct entry to the 3-car garage. Luxurious primary retreat with his-and-hers walk-in closets and spa-inspired 5-piece ensuite with massive soaker tub and standalone shower. Two additional bedrooms share a 4-piece semi-ensuite with separate vanities. Fourth bedroom features a private 4-piece ensuite, ideal for nanny, in-law or guest suite. Expansive unfinished lower level offers approximately 1,682 sq. ft. of additional living space, with potential for separate entrance, subject to approvals. Close to parks, schools, Caledon Trailway and Caledon East Community Complex, this remarkable home offers luxury, privacy, recreation and family living. More details
    Listed by ROYAL LEPAGE RCR REALTY
  • 35 Arthur Griffin Crescent in Caledon: Caledon East House for sale : MLS®# W13794746

    35 Arthur Griffin Crescent Caledon East Caledon L7C 4E9
    Main Photo: 35 Arthur Griffin Crescent in Caledon: Caledon East House for sale : MLS®# W13794746
    $1,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13794746
    Bedrooms:
    8
    Bathrooms:
    9
    Show Stopper !! Perfect Multi-Generational Home P.L.U.S. Income Property $2,500 / month. P.L.U.S. In-Law Suite. This NEW home has it all. Bedrooms - 6 + 2 in bsmt. Washrooms - 7 + 2 in bsmt. ALL 6 bedrooms have an ensuite bath. 2 Bedroom Legal Basement Apartment Sep Entrance and Laundry. No Side Walk, 6 Car Parking. Wooded Lot. 7 Walk-In Closets, Custom Walk-In Pantry, Large Linen Closet and many other storage closets. High ceilings - Main Floor - 10' & 12' Ceilings, 2nd Floor and Basement - 9' Ceilings. Hardscape Around Entire Property Exposed Aggregate. Custom Roller Shades and Window Coverings Throughout. ALL Work in this Home has been Professionally Done, Including the Festive Outdoor Lights, NO Expenses Spared. Way Too Many Upgrades to Mention, and a Steal at Under $2 Million. **EXTRAS** 3 Fridge, 2 Stoves, 1 Dishwasher, 2 Clothes Washers, 2 Dryers, Water Softener, Pot Filler, All Window Coverings, Custom Roller Shades, Stair Runner, Closet Organizers, Pull Out Pantry Shelves, Biometric Lock, 6 Ceiling Fans, Upgraded ELF More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
  • 30 Albert Spencer Avenue in Caledon: Caledon East House for sale : MLS®# W13785848

    30 Albert Spencer Avenue Caledon East Caledon L7C 4G4
    Main Photo: 30 Albert Spencer Avenue in Caledon: Caledon East House for sale : MLS®# W13785848
    $1,379,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13785848
    Bedrooms:
    7
    Bathrooms:
    7
    Welcome to this spacious and beautifully designed home offering over 3,500 sq. ft. of above-grade living space, plus a fully finished legal basement-perfect for extended family living or rental income. The main level features 4 generously sized bedrooms, each with its own private ensuite, providing exceptional comfort and privacy. Enjoy an elegant layout complete with a dedicated library/office, a cozy family room, and bright, open-concept kitchen, dining, and living areas-ideal for both entertaining and everyday living. The legal basement apartment adds tremendous value, offering 3 additional bedrooms, 2 full bathrooms, and a separate entrance-perfect for multigenerational living or generating rental income. Located in the highly sought-after Caledon East community, this home combines luxury and convenience, just minutes from top-rated schools, parks, shopping, and all essential amenities. More details
    Listed by SUTTON GROUP-ADMIRAL REALTY INC.
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Data was last updated September 25, 2026 at 02:13 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.