Uplands Homes for Sale

EXCEPTIONAL BUNGALOW LIVING IN PRESTIGIOUS UPLANDS! Discover this immaculate 3-bedroom, 4-bathroom residence on an impressive 65+' wide lot in one of Thornhill's most sought-after upscale neighbourhoods. A striking open foyer welcomes you with an oversized skylight that fills the home with natural light, leading to spacious principal rooms featuring beautiful hardwood floors and an inviting layout designed for comfortable living and entertaining. The kitchen features granite countertops, stainless steel appliances, generous workspace and a centre island, opening seamlessly to the dining and living areas. The spacious primary retreat features a walk-in closet and luxurious ensuite with double sinks, a classic clawfoot soaker tub, separate shower and bidet. Main-level laundry and interior access to the 3-car garage add everyday convenience. Walk out from the upper living level to a spectacular private backyard oasis featuring an in-ground saltwater pool, gazebo, mature landscaping and inviting outdoor entertaining areas. The immaculate front gardens have received recognition for their exceptional presentation, enhancing the home's curb appeal. The expansive finished lower level extends across essentially the home's full footprint, offering a generous recreation room, additional sitting area, built-ins and abundant storage. Additional highlights include an in-ground sprinkler system, furnace and central air conditioning replaced approximately five years ago, and a rental hot water tank. Ideally located in prestigious Uplands, surrounded by distinguished homes and mature streetscapes, with convenient access to excellent schools, parks, golf, shopping, Promenade Mall, Bathurst Clark Resource Library, places of worship, public transit and Highways 7 and 407. A rare opportunity to enjoy spacious bungalow living, exceptional outdoor amenities and an outstanding address! Offers will be presented November 9, 2026. All measurements are approximate.

18 Glenforest Drive, Vaughan

$1,978,000

4 Beds ⋅ 3 Baths ⋅ N14126218 MLS

Prestigious 'Uplands' Area, Huge 80.45 X 143 Ft. Mature Lot. Golf & Ski Hills, Easy Access To Yonge Hwy 407, Hwy 7 & Shopping. Bright Open Concept, Living/Dining Room. Renovated Bathrooms. Stunning Sunroom/Solarium With Large Windows Overlooking Patio With Extensive Stone Work. Live Now Build Later With COA Approved Plan For Construction Of 5600 Sqft New Home Not Including The Basement. Permits Can Be Obtained Within Few Weeks.

9 Vistaview Boulevard, Vaughan

$1,739,900

5 Beds ⋅ 4 Baths ⋅ N14125188 MLS

Welcome to 99 Glenforest Road, a well-maintained, two-storey family home in Thornhill's sought-after Uplands community. With approximately 2,283 sq. ft. above grade and a beautifully finished basement, this spacious home offers comfort and versatility on a 50 x 130 ft. lot. Set on a quiet street and backing onto large estate lots, the pool-sized backyard is ideal for entertaining or unwinding beneath the gazebo (2025). Bright, spacious principal rooms make the main floor equally suited to everyday living and entertaining. The combined living and dining area welcomes gatherings, while the family-sized eat-in kitchen features two dishwashers, ample pantry cabinetry and a walkout to the backyard. An adjoining family room with hardwood floors and a fireplace offers an inviting place to relax. A main-floor laundry room with garage access and a separate entrance adds everyday convenience. Upstairs, four generous bedrooms include a spacious primary retreat with dual closets and a five-piece ensuite. The recently renovated basement features a separate side entrance, a three-piece bathroom, a spacious foyer, an L-shaped great room and a large room with potential for use as a bedroom. This versatile level offers additional family living space or potential rental income. Ideally located near schools, parks, community centres, places of worship and transit, this home presents an excellent opportunity in one of Vaughan's established, desirable neighbourhoods.

99 Glenforest Drive, Vaughan

$1,248,000

5 Beds ⋅ 4 Baths ⋅ N14115846 MLS

Welcome to 107 Roxborough Ln, a spacious and thoughtfully designed four-bedroom family home on a quiet, child-friendly cul-de-sac in Rosedale North. The upgraded kitchen features a large breakfast area, ample cabinetry, quartz countertops, and stainless steel appliances. The combined living and dining room includes a fireplace and opens to a private backyard. The semi-private family room is generously sized. Upstairs, the home offers a modern spiral staircase, new flooring, a large primary bedroom with a sitting area, walk-in closet, and a professionally designed ensuite bath. Additional bedrooms are spacious and share an upgraded bathroom. The finished basement includes a large recreation room and an additional bedroom, ideal for a nanny or guest suite. The professionally landscaped backyard offers ample space and privacy. The property features a double-car garage and is located in the desirable Rosedale Heights community, within walking distance to Walmart, Promenade,synagogues, restaurants, private and public schools, and close to major transit routes including 407, ETR, and Hwy 7. Don't miss this wonderful Property!

107 Roxborough Lane, Vaughan

$4,500,000

6 Beds ⋅ 5 Baths ⋅ N14111674 MLS

A one of a kind property sitting on an unmatched 100 'x 578' lot backing onto multiple Golf Courses (Thornhill Club & Uplands), the East Don River & situated on one of Vaughan's most coveted premium streets, Riverside Blvd. Sitting on approx 1.36 acres, this Frank Lloyd Wright inspired architectural WOW with West facing sunset views is ready for your personal touch. The options are limitless; Let this property inspire your creativity, build your dream home or tailor to your liking. The serene private setting is tranquility you didn't know existed in the GTA. Abundance of parking for your family or collection of luxury vehicles with existing 3 car garage (11 total spots). Just an 8 min walk to shops, restaurants & transit at Yonge Street. Just a 3 min drive to Highway 407 & 25 mins to Pearson Airport via the 407. Finally, it's time to make your move.

38 Riverside Boulevard, Vaughan

$2,388,000

11 Beds ⋅ 6 Baths ⋅ N14107774 MLS

Luxury Living In The Prestigious Bathurst & Flamingo Community!Welcome To This Impressive Home In Vaughan's Desirable Glen Forest Neighbourhood, Featuring A 3-Car Garage, Double-Door Entrance, Soaring Ceilings, Elegant Porcelain Flooring And Spacious Principal Rooms. The Main Floor Offers A Bright Living Room With A Large Window And Approximately 18-Foot Ceilings. The Beautifully Appointed Kitchen Features Quartz Countertops, Double Sink, Stainless Steel Appliances And A Premium Bosch Stove With Double Oven. The Bright Breakfast Area With Quartz Breakfast Bar Walks Out To The Patio. Enjoy The Spacious Family Room With Gas Fireplace, Large Windows And Pot Lights, Plus A Separate Main-Floor Office, Powder Room And Convenient Laundry Room. The Second Floor Features Hardwood Flooring Throughout And A Skylight. The Spacious Primary Bedroom Offers Panoramic Views, Two Walk-In Closets And A Luxurious 6-Piece Ensuite With Double Sinks, Glass Shower And Separate Enclosed Toilet Area. The Additional Bedrooms Are Generously Sized With Large Windows, Ample Closet Space And Ensuite Or Jack-And-Jill Bathroom Access. The Finished Basement Features A Separate Side Entrance, Full Kitchen, Two Showers, Laundry Area With Washer, Dryer And Sink, Plus Multiple Rooms Offering Excellent Flexibility For Guests, Extended Family, A Home Gym, Office Or Study, Conveniently Located Close To Parks, Schools, Shopping, Restaurants, Public Transit And Everyday Amenities, With Easy Access To Major Roads. A Fantastic Opportunity To Enjoy Space, Comfort And Versatility In A Desirable Vaughan Neighbourhood!

51 Glenforest Drive, Vaughan

$1,850,000

5 Beds ⋅ 4 Baths ⋅ N14094114 MLS

Welcome to this beautifully maintained and recently renovated 4-bedroom, 4-bathroom family home, ideally situated on a bright, south-facing lot. Thoughtfully updated throughout, this home features newer hardwood flooring, a new furnace and central air conditioning unit, as well as a professionally installed alarm and camera security system for added peace of mind. The custom eat-in kitchen boasts granite countertops, stainless steel appliances, and a walkout to a spacious deck overlooking a charming gazebo and professionally landscaped backyard-perfect for entertaining or relaxing outdoors. The spacious primary suite offers a large 5-piece ensuite and a separate sitting area. The main floor features a warm and inviting family room with a wood-burning fireplace, elegant formal living and dining rooms, and a convenient laundry room with direct access to the garage. The finished lower level adds exceptional versatility with a second kitchen, making it ideal for extended family, entertaining, or multi-generational living. Ideally located close to top-rated schools, parks, public transit, Promenade Shopping Centre, and an excellent selection of shops and restaurants, this exceptional home offers the perfect blend of style, comfort, modern upgrades, and everyday convenience.

93 Downing Boulevard, Vaughan

$1,448,000

5 Beds ⋅ 4 Baths ⋅ N14030576 MLS

Rosedale Heights fully detached, fully upgraded 4 bdrm home. This home is beautifully maintained and move in ready. This unique opportunity offers an ideal blend of comfort & functionality. A great Thornhill location offering a superb lifestyle surrounded by great schools, shops, malls & transportation. Hardwood flooring, custom tile flow throughout the main living areas. A striking oversized skylight above the staircase fills the upper level with natural light, enhancing the home's bright & airy feel. The thoughtfully designed kitchen features S/S appls, gas stove, granite built in table & ample cabinetry, seamlessly connecting to the spacious family room perfect for entertaining. The finished basement extends the home's living space with engineered hardwood flooring & additional bedroom. Ideal rec room with 3pc bathroom. Step outside to a beautifully finished concrete patio & private backyard oasis, complete with an enclosed swim spa. LRP style design designed for year round enjoyment. Act fast won't last long!

171 Rosedale Heights Drive, Vaughan

$6,900,000

6 Beds ⋅ 6 Baths ⋅ N14028496 MLS

Situated on a gated ~150x200 ft corner lot in the exclusive Uplands enclave, this 5,500 sqft 5 Bedroom custom estate offers a highly engineered, generational retreat among Thornhill's most significant properties. With the potential to expand or sever the lot to build additional dwellings, this offering is best not to be overlooked. The Bellevue Mansion was custom-built for absolute endurance and security, functioning as a true fortress. Featuring a personal park oasis concealed behind a private perimeter of 400+ mature evergreens and iron fencing, you can have the privacy you deserve with endless possibilities for your ultimate vision. In addition, enjoy the luxury of living across from true Canadian wildlife at the picturesque Oakbank Pond Park. Inside, the all South-facing interiors are flooded with natural light thanks to the large-scale windows, 10-foot ceilings, and crystal chandeliers. The finishes project quiet confidence and exceptional quality: an imported Italian kitchen outfitted with Sub-Zero, Wolf, and Miele appliances, alongside radiant heated floors, Brazilian hardwood, and oversized solid wood doors. Designed for seamless multi-generational living, the floorplan uniquely features the potential for 3 primary suites, with the capability to form more bedrooms if need be. Featuring self-contained wellness and entertainment spaces, the home is complete with a fitness studio, natural wood sauna, walk-in wine cellar, games lounge with a bar, and an executive office with sunset views over the water. Be sure to book your private tour.

3 Oakbank Road, Vaughan

$1,349,000

4 Beds ⋅ 3 Baths ⋅ N13886816 MLS

Welcome to this beautifully updated detached home in the highly sought-after Rosedale North community of Thornhill. Thoughtfully renovated and meticulously maintained, this move-in-ready residence combines modern updates, exceptional functionality, and a rare sense of privacy.At the centre of the home is a stunning renovated chef's kitchen, complete with a commercial-style gas range and hood, extensive cabinetry, generous counter space, and an oversized breakfast bar that is perfect for everyday family living and entertaining. The spacious layout features four well-appointed bedrooms and renovated bathrooms, offering plenty of room for a growing family.Extensive updates include new double front entry doors, a new garage door, 2024 roof replacement, irrigation system, professional landscaping, enhanced paver stone work, and a comprehensive security system with cameras. The bright, open-concept finished basement provides valuable additional living space, ideal for a family room, home office, gym, media room, or children's play area.Outside, enjoy a private backyard retreat surrounded by mature landscaping, abundant natural light, and beautiful unobstructed sunset views. With no homes directly behind and additional separation on one side, the property offers an exceptional level of privacy that is rarely available in the neighbourhood.A double-car garage and private driveway provide ample parking and storage. Ideally located within walking distance to VIVA transit, with convenient connections to TTC subway service, GO Bus, and GO Train routes. Top-rated schools, parks, places of worship, restaurants, shopping, Starbucks, Shoppers Drug Mart, and everyday amenities are all close by.A rare opportunity to own a turnkey family home offering space, privacy, extensive updates, and an outstanding Thornhill location.

67 Chilmar Crescent, Vaughan

$3,380,000

3 Beds ⋅ 2 Baths ⋅ N13871606 MLS

Nestled in the prestigious Uplands enclave of Thornhill, this exceptional 100 x 250 ft estate property presents a rare opportunity to create a truly remarkable residence on an expansive, private lot. Surrounded by distinguished multi-million-dollar estates, mature trees, and beautiful parks, this property offers the ideal setting for building a luxurious custom home in one of Thornhill's most sought-after neighborhoods. The existing residence provides an opportunity to live in, rent, renovate, or build your dream estate while enjoying the privacy and character of this established community. The generous lot size and mature, treed backyard create endless possibilities for a grand custom residence, spectacular outdoor living spaces, and a private retreat designed for today's luxury lifestyle. Enjoy an exceptional location just minutes from the Uplands Golf & Ski Club, Ladies' Golf Club of Toronto, The Thornhill Club, Promenade Mall, Yonge Street, and major highways including Hwy 407 and Hwy 7. With excellent schools, parks, shopping, dining, and everyday amenities nearby, this property seamlessly combines the tranquility of an established estate neighborhood with the convenience of an outstanding Thornhill location. A rare opportunity to secure an oversized estate lot in one of Thornhill's most desirable enclaves and create a residence that reflects your vision, lifestyle, and legacy.

19 Oakbank Road, Vaughan

$1,288,000

5 Beds ⋅ 4 Baths ⋅ N13860982 MLS

Exceptional 4-Bedroom Detached Home Nestled In The Highly Sought-After Rosedale Heights Community Of Vaughan, Surrounded By Mature Trees And Beautiful Landscaping That Creates Exceptional Curb Appeal. This Bright And Spacious Open-Concept Home Features Hardwood Flooring Throughout, Pot Lights, Crown Moulding And Wainscotting, Offering A Perfect Blend Of Elegance And Everyday Family Comfort. The Dining Room Is Enhanced By A Large Front Bay Window, While The Family Room Is Filled With Natural Light And Overlooks The Private, Professionally Landscaped Backyard. The Front And Backyard Are Fully Interlocked, Creating A Beautiful, Low-Maintenance Outdoor Setting Ideal For Relaxing And Entertaining. The Spacious Gourmet Kitchen Features Stainless Steel Appliances, Breakfast Bar Seating And A Charming Breakfast Banquette, Perfect For Family Meals And Gatherings. The Second Floor Offers Four Generously Sized Bedrooms, Convenient Second-Floor Laundry, And A Primary Retreat Complete With A Walk-In Closet And 4-Piece Ensuite. The Finished Basement Provides Additional Living Space With A Large Recreation Room, Two Additional Rooms And A Bathroom, Offering Endless Possibilities For A Growing Family, Home Office Or Guest Space. Ideally Located Close To Top-Rated Schools, Parks, Shopping, Restaurants, Places Of Worship, TTC, Highway 407 And All Essential Amenities. A Rare Opportunity To Own A Beautifully Maintained Home In One Of Vaughan's Most Established And Desirable Neighbourhoods!

51 Chilmar Crescent, Vaughan

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