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Detached Houses for Sale in Uplands Vaughan

Showing results 1 - 30 of 39

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Last Updated: August 08, 2026

50 Photos

58 Wigston Place, York, ON , MLS #N13650408 , Image - 1

58 Wigston Place Uplands, Vaughan, York, ON MLS® N13650408

Residential Freehold (Detached)

$3680000.0

5 Beds
5 Baths
5000 + sq-ft

' Truly Stunning & Dramatic' Boasting *5,004 Sq. Ft Of Luxurious Living& Superior Craftmanship!~ *** 240+ Feet Deep Lot/ Swim Pool Size Backyard!~ 3Ca

4 Photos

5 Helen Avenue, York, ON , MLS #N13651658 , Image - 1

5 Helen Avenue Uplands, Vaughan, York, ON MLS® N13651658

Residential Freehold (Detached)

$2990000.0

4 +2 Beds
6 Baths
3000-3500 sq-ft

Power of Sale! Rare luxury buying opportunity on one of Thornhill's most prestigious andsought-after streets. This grand French-European custom estate

50 Photos

37 Dundurn Crescent, York, ON , MLS #N13221722 , Image - 1

37 Dundurn Crescent Uplands, Vaughan, York, ON MLS® N13221722

Residential Freehold (Detached)

$1528000.0

Price drop by 1.4%

4 +1 Beds
5 Baths
2500-3000 sq-ft

Homes on this crescent rarely come to market. 37 Dundurn Cres is a 2,880 sq ft, 4-bedroom, 5-bath home sitting on a 39 x 101 ft lot backing onto Rosed

50 Photos

421 Flamingo Road, York, ON , MLS #N13515056 , Image - 1

421 Flamingo Road Uplands, Vaughan, York, ON MLS® N13515056

Residential Freehold (Detached)

$3290000.0

5 +1 Beds
7 Baths
5000 + sq-ft

A Rare Offering By Gluckstein Home, This Magnificent Custom Estate Offers Over 7,000 Sq. Ft. Of Luxurious Living Space, Including 5,388 Sq. Ft. Above

50 Photos

35 Idleswift Drive, York, ON , MLS #N13597512 , Image - 1

35 Idleswift Drive Uplands, Vaughan, York, ON MLS® N13597512

Residential Freehold (Detached)

$2598880.0

2 +2 Beds
4 Baths
3000-3500 sq-ft

Welcome to 35 Idleswift Drive, an exceptional offering in the prestigious Uplands community, where timeless elegance meets one of the area's most cove

40 Photos

8 Thornhill Avenue, York, ON , MLS #N12856466 , Image - 1

8 Thornhill Avenue Uplands, Vaughan, York, ON MLS® N12856466

Residential Freehold (Detached)

$3599000.0

Price drop by 12.2%

4 +1 Beds
6 Baths
5000 + sq-ft

**POWER OF SALE** Welcome to this exceptional Greenpark built, Princess Margaret Home in the prestigious Uplands community, just minutes from Thornhil

39 Photos

171 Langtry Place, York, ON , MLS #N13565774 , Image - 1

171 Langtry Place Uplands, Vaughan, York, ON MLS® N13565774

Residential Freehold (Detached)

$2799000.0

4 +1 Beds
7 Baths
3500-5000 sq-ft

Welcome To This Spectacular Home In One Of The Most Sought-After Neighbourhoods In Thornhill. With A Warm And Inviting Ambience, This Well-Maintained

21 Photos

44 Roxborough Lane, York, ON , MLS #N13630576 , Image - 1

44 Roxborough Lane Uplands, Vaughan, York, ON MLS® N13630576

Residential Freehold (Detached)

$1679000.0

4 +1 Beds
4 Baths
2000-2500 sq-ft

High Demand Rosedale Heights Area. Friendly, Quiet Street For Kids & Families. Close To Shopping, Schools, Place of Worship, Transit, Parks, & Communi

48 Photos

138 Centre Street, York, ON , MLS #N13461404 , Image - 1

138 Centre Street Uplands, Vaughan, York, ON MLS® N13461404

Residential Freehold (Detached)

$6999000.0

6 +3 Beds
10 Baths
5000 + sq-ft

Architectural Splendour Beyond Compare! A rare opportunity to own this breathtaking modern estate, masterfully crafted with Indiana natural limestone

37 Photos

93 Downing Boulevard, York, ON , MLS #N13560608 , Image - 1

93 Downing Boulevard Uplands, Vaughan, York, ON MLS® N13560608

Residential Freehold (Detached)

$1960000.0

4 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to this beautifully maintained and recently renovated 4-bedroom, 4-bathroom family home, ideally situated on a bright, south-facing lot. Thoug

50 Photos

27 Green Acres Road, York, ON , MLS #N13623242 , Image - 1

27 Green Acres Road Uplands, Vaughan, York, ON MLS® N13623242

Residential Freehold (Detached)

$1699000.0

4 +2 Beds
4 Baths
3000-3500 sq-ft

Welcome To 27 Green Acres, A Beautifully Presented Family Home Offering Over 4500 Sq. Ft. Of Exceptional Living Space In One Of The Area's Most Desira

41 Photos

22 Longbridge Road, York, ON , MLS #N13616556 , Image - 1

22 Longbridge Road Uplands, Vaughan, York, ON MLS® N13616556

Residential Freehold (Detached)

$1699000.0

3 +2 Beds
3 Baths
1500-2000 sq-ft

Spacious Uplands ranch-style bungalow nestled on huge 80ft X 130ft lot meticulously kept by the same owners for over 20 years with many recent updates

23 Photos

65 Thornbank Road, York, ON , MLS #N12981646 , Image - 1

65 Thornbank Road Uplands, Vaughan, York, ON MLS® N12981646

Residential Freehold (Detached)

$4500000.0

3 +2 Beds
5 Baths
3500-5000 sq-ft

Rarely available executive bungalow backing directly onto Thornhill Golf Club, nestled in one of Thornhill's most prestigious neighbourhoods. Designed

2 Photos

208 Centre Street, York, ON , MLS #N13242850 , Image - 1

208 Centre Street Uplands, Vaughan, York, ON MLS® N13242850

Residential Freehold (Detached)

$2889000.0

Price drop by 3.7%

3 Beds
2 Baths
< 700 sq-ft

When the current owners purchased the property, it was with a clear vision to build in the Heart of Historic Thornhill . To bring that vision to life,

28 Photos

9 Vistaview Boulevard, York, ON , MLS #N13485240 , Image - 1

9 Vistaview Boulevard Uplands, Vaughan, York, ON MLS® N13485240

Residential Freehold (Detached)

$1898000.0

3 +1 Beds
3 Baths
1500-2000 sq-ft

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, Li

50 Photos

99 Dundurn Crescent, York, ON , MLS #N13590062 , Image - 1

99 Dundurn Crescent Uplands, Vaughan, York, ON MLS® N13590062

Residential Freehold (Detached)

$1649900.0

4 +1 Beds
5 Baths
2500-3000 sq-ft

Welcome to 99 Dundurn Crescent, a beautifully maintained detached home situated on a premium west-facing lot backing directly onto Rosedale Heights Pa

50 Photos

35 Riverside Boulevard, York, ON , MLS #N13576894 , Image - 1

35 Riverside Boulevard Uplands, Vaughan, York, ON MLS® N13576894

Residential Freehold (Detached)

$11500000.0

5 +2 Beds
9 Baths
5000 + sq-ft

Welcome to the finest residence ever offered in the prestigious Uplands community. Nestled among some of the area's most distinguished multi-million-d

20 Photos

45 Chilmar Crescent, York, ON , MLS #N13552814 , Image - 1

45 Chilmar Crescent Uplands, Vaughan, York, ON MLS® N13552814

Residential Freehold (Detached)

$1368900.0

4 +1 Beds
4 Baths
2000-2500 sq-ft

Welcome to this beautifully updated 2-storey detached home in the highly sought-after Uplands community! Offering 2,089 sq ft of above-grade living sp

27 Photos

29 Riverside Boulevard W, York, ON , MLS #N13118656 , Image - 1

29 Riverside Boulevard W Uplands, Vaughan, York, ON MLS® N13118656

Residential Freehold (Detached)

$8990000.0

Price drop by 8.3%

5 +1 Beds
9 Baths
5000 + sq-ft

Experience The Pinnacle Of Luxury Living In This Extraordinary Stone Mansion, Nestled On The Coveted 'Riverside Boulevard' In The Heart Of Thornhill.

42 Photos

60 Parr Place, York, ON , MLS #N13568898 , Image - 1

60 Parr Place Uplands, Vaughan, York, ON MLS® N13568898

Residential Freehold (Detached)

$5800000.0

6 +1 Beds
9 Baths
5000 + sq-ft

Grandeur On Parr Place Thornhills Only Entry Gated Community Located Amongst Like Mansions. Custom Built Design By David Small. This Craftsman-Inspire

50 Photos

165 Parr Place, York, ON , MLS #N13468918 , Image - 1

165 Parr Place Uplands, Vaughan, York, ON MLS® N13468918

Residential Freehold (Detached)

$7238000.0

5 +1 Beds
6 Baths
5000 + sq-ft

Proudly presenting this opulent and grand masterpiece located in the sought after Uplands gated entry exclusive community, prominently positioned atop

39 Photos

52 Janesville Road, York, ON , MLS #N13426858 , Image - 1

52 Janesville Road Uplands, Vaughan, York, ON MLS® N13426858

Residential Freehold (Detached)

$1599000.0

Price drop by 3.0%

4 +1 Beds
4 Baths
2500-3000 sq-ft

Beautiful Family Home Located In The Highly Coveted Thornhill Flamingo Community! This Bright, Sun-Filled, And Spacious 4+1 Bedroom, 4 Bathroom Detach

37 Photos

98 Rosedale Heights Drive, York, ON , MLS #N13536820 , Image - 1

98 Rosedale Heights Drive Uplands, Vaughan, York, ON MLS® N13536820

Residential Freehold (Detached)

$1588000.0

4 +3 Beds
4 Baths
3000-3500 sq-ft

Welcome to 98 Rosedale Heights Dr., a beautifully maintained family home situated on a premium, private corner lot in one of Thornhill's most desirabl

33 Photos

145 Roseborough Crescent, York, ON , MLS #N13427034 , Image - 1

145 Roseborough Crescent Uplands, Vaughan, York, ON MLS® N13427034

Residential Freehold (Detached)

$1619000.0

Price drop by 4.7%

4 +1 Beds
4 Baths
2000-2500 sq-ft

JUST REDUCED TO SELL, Exceptional, Rosedale Heights Residence - Fully Renovated & Move-In Ready Nestled on one of the neighborhood's most sought-after

46 Photos

112 Trafalgar Square, York, ON , MLS #N13541858 , Image - 1

112 Trafalgar Square Uplands, Vaughan, York, ON MLS® N13541858

Residential Freehold (Detached)

$1495000.0

4 +2 Beds
4 Baths
2000-2500 sq-ft

Wonderful Property Situated In A Highly Desirable Neighbourhood Surrounded By High Ranked Schools, Community Centres, Shopping Plazas, Walmart And Mo

33 Photos

120 Janesville Road, York, ON , MLS #N13509650 , Image - 1

120 Janesville Road Uplands, Vaughan, York, ON MLS® N13509650

Residential Freehold (Detached)

$1525000.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to 120 Janesville Road, a spacious family home in the highly sought-after Uplands community, located in Thornhill, city of Vaughan. Offering a

44 Photos

171 Rosedale Heights Drive, York, ON , MLS #N13500768 , Image - 1

171 Rosedale Heights Drive Uplands, Vaughan, York, ON MLS® N13500768

Residential Freehold (Detached)

$1528000.0

4 +1 Beds
4 Baths
2000-2500 sq-ft

Welcome to this BEAUTIFUL move-in ready 4 bedroom home, in the highly sought-after Uplands community of Thornhill! an ideal place for families to sett

45 Photos

80 Callaway Court, York, ON , MLS #N13427442 , Image - 1

80 Callaway Court Uplands, Vaughan, York, ON MLS® N13427442

Residential Freehold (Detached)

$5680000.0

5 +1 Beds
6 Baths
5000 + sq-ft

Great Value / Quality Construction! ~ Magnificent Gated Mansion Approx. 7,600 Sq Ft + Finished Basement On A Mature Treed Lot 100 x 225 Ft - $$$ * Sur

41 Photos

67 Chilmar Crescent, York, ON , MLS #N13453010 , Image - 1

67 Chilmar Crescent Uplands, Vaughan, York, ON MLS® N13453010

Residential Freehold (Detached)

$1480000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to this beautifully updated detached home in the highly sought-after Rosedale North community of Thornhill. Thoughtfully renovated and meticul

32 Photos

20 Uplands Avenue, York, ON , MLS #N13429736 , Image - 1

20 Uplands Avenue Uplands, Vaughan, York, ON MLS® N13429736

Residential Freehold (Detached)

$5080000.0

5 +1 Beds
7 Baths
3500-5000 sq-ft

Luxury Custom-Built Estate on Prestigious Uplands Ave! Discover this breathtaking 5+1 bedroom brick & stone masterpiece at 20 Uplands Ave in prime Tho

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