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Detached Houses for Sale in Rolling Acres Whitby

Showing results 1 - 30 of 35

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Last Updated: November 09, 2026

35 Photos

5 LOFTHOUSE Drive, Durham, ON , MLS #E14087022 , Image - 1

5 LOFTHOUSE Drive Rolling Acres, Whitby, Durham, ON MLS® E14087022

Residential Freehold (Detached)

$950900.0

Price drop by 4.9%

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

Property is very spacious, over 2300 square foot and well maintained, Offering 5 good size bedrooms and 4 bathrooms. Three walk-outs to a beautiful ba

43 Photos

3 Griffen Place, Durham, ON , MLS #E14115910 , Image - 1

3 Griffen Place Rolling Acres, Whitby, Durham, ON MLS® E14115910

Residential Freehold (Detached)

$1150000.0

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

Modern 4-Bed Detached w/ Legal 2-Bed Basement Suite - Whitby (Rolling Acres), Welcome to 3 Griffen Place, a solid all-brick family home on a quiet str

27 Photos

4 Corner Stone Crescent, Durham, ON , MLS #E14155552 , Image - 1

4 Corner Stone Crescent Rolling Acres, Whitby, Durham, ON MLS® E14155552

Residential Freehold (Detached)

$799000.0

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

Welcome To This Spacious And Beautifully Maintained 4-Bedroom Executive Home In The Highly Desirable Rolling Acres Neighbourhood! Situated On A Premiu

38 Photos

63 Eric Clarke Drive, Durham, ON , MLS #E13869342 , Image - 1

63 Eric Clarke Drive Rolling Acres, Whitby, Durham, ON MLS® E13869342

Residential Freehold (Detached)

$995000.0

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

Welcome to a home where everyday comfort meets effortless entertaining. Situated on a beautiful corner lot in a sought-after Whitby neighbourhood, thi

44 Photos

56 Glen Dhu Drive, Durham, ON , MLS #E14153134 , Image - 1

56 Glen Dhu Drive Rolling Acres, Whitby, Durham, ON MLS® E14153134

Residential Freehold (Detached)

$989000.0

4 +1 Beds
4 Baths
1500-2000 sq-ft

No better backyard in the hood! Seriously... this one is bringing the good times! Get ready for endless summer vibes with an inground saltwater pool

50 Photos

51 Daines Drive, Durham, ON , MLS #E13622922 , Image - 1

51 Daines Drive Rolling Acres, Whitby, Durham, ON MLS® E13622922

Residential Freehold (Detached)

$915000.0

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

First Time On the market! A rare opportunity to acquire a lovingly maintained property from its original owners! This Sprawling Bungalow with 1,775 sf

48 Photos

3550 Garrard Road, Durham, ON , MLS #E14139306 , Image - 1

3550 Garrard Road Rolling Acres, Whitby, Durham, ON MLS® E14139306

Residential Freehold (Detached)

$895000.0

2 +1 Beds
2 Baths
1100-1500 sq-ft

Welcome to this rarely offered, turnkey bungalow in Whitby's desirable Rolling Acres community! Filled with natural light and meticulously maintained

50 Photos

82 Bridlewood Boulevard, Durham, ON , MLS #E14119632 , Image - 1

82 Bridlewood Boulevard Rolling Acres, Whitby, Durham, ON MLS® E14119632

Residential Freehold (Detached)

$1700000.0

4 +1 Beds
5 Baths
3000-3500 sq-ft

Crafted with exceptional attention to detail, this modern custom-built 4+1 bedroom, 5 bathroom residence on a premium 66 Ft. wide lot offers 3399 sq.

46 Photos

4 Divine Drive, Durham, ON , MLS #E13672542 , Image - 1

4 Divine Drive Rolling Acres, Whitby, Durham, ON MLS® E13672542

Residential Freehold (Detached)

$1049900.0

Price drop by 2.7%

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

Welcome to this exceptional family home in the highly desirable Rolling Acres! 4+1 Bedrooms, 4 bathrooms, Finished Basement. 2530 Sq.Ft above Grade +

50 Photos

19 Wigston Court, Durham, ON , MLS #E14110906 , Image - 1

19 Wigston Court Rolling Acres, Whitby, Durham, ON MLS® E14110906

Residential Freehold (Detached)

$1094900.0

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

Most homes make you choose between space, quiet, and move-in ready. This one gives you all three, on a safe court in Whitby's Rolling Acres. It sits o

49 Photos

16 Bettina Place, Durham, ON , MLS #E14112374 , Image - 1

16 Bettina Place Rolling Acres, Whitby, Durham, ON MLS® E14112374

Residential Freehold (Detached)

$949900.0

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

Stunning, stylish, and beautifully updated throughout, this exceptional detached home in Whitby's sought-after Rolling Acres community is one you won'

41 Photos

39 Serene Court, Durham, ON , MLS #E14105202 , Image - 1

39 Serene Court Rolling Acres, Whitby, Durham, ON MLS® E14105202

Residential Freehold (Detached)

$1349900.0

4 +2 Beds
5 Baths
2500-3000 sq-ft

Welcome to this impressive 4+2 bedroom all-brick residence ideally situated on a quiet cul-de-sac in a highly desirable neighbourhood. Masterfully des

50 Photos

7 Bridlewood Boulevard, Durham, ON , MLS #E14106366 , Image - 1

7 Bridlewood Boulevard Rolling Acres, Whitby, Durham, ON MLS® E14106366

Residential Freehold (Detached)

$599000.0

2 +1 Beds
2 Baths
1100-1500 sq-ft

Welcome to 7 Bridlewood blvd. 2+1 bedrooms. This gorgeous, upgraded 4 Level back split is much larger than it looks. Open concept upgraded Kitchen, wa

24 Photos

68 Flint Crescent, Durham, ON , MLS #E14100664 , Image - 1

68 Flint Crescent Rolling Acres, Whitby, Durham, ON MLS® E14100664

Residential Freehold (Detached)

$1049000.0

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

LEGAL 2-BEDROOM BASEMENT APARTMENT - LAST BASEMENT TENANT PAID $2,300/MONTH! Welcome to 68 Flint Cres in Whitby's sought-after Rolling Acres! Bright a

46 Photos

93 Scepter Place, Durham, ON , MLS #E14128798 , Image - 1

93 Scepter Place Rolling Acres, Whitby, Durham, ON MLS® E14128798

Residential Freehold (Detached)

$965000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 93 Scepter Place, an immaculate detached home in Whitby's prime Rolling Acrescommunity, steps from schools and parks. Featuring exceptional

50 Photos

90 Bedell Crescent, Durham, ON , MLS #E13873822 , Image - 1

90 Bedell Crescent Rolling Acres, Whitby, Durham, ON MLS® E13873822

Residential Freehold (Detached)

$1299000.0

4 +2 Beds
4 Baths
2500-3000 sq-ft

Gorgeous Home With True Pride Of Ownership! Offering Close To 3,000 Sq. Ft. Plus A Fully Finished Legal 2-Bedroom Basement, This Exceptional Home Prov

38 Photos

104 Fencerow Drive, Durham, ON , MLS #E14120936 , Image - 1

104 Fencerow Drive Rolling Acres, Whitby, Durham, ON MLS® E14120936

Residential Freehold (Detached)

$1099900.0

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to this beautiful and lovingly cared-for family home, offering a bright and airy layout. The main floor features a spacious living and dining

26 Photos

36 Serene Court, Durham, ON , MLS #E14112502 , Image - 1

36 Serene Court Rolling Acres, Whitby, Durham, ON MLS® E14112502

Residential Freehold (Detached)

$1749000.0

5 Beds
5 Baths
3000-3500 sq-ft

Welcome to 36 Serene Court, Whitby - an exceptional residence nestled on a quite cul-de-sac, where luxury, space, and resort-inspired living come toge

47 Photos

54 Thames Drive, Durham, ON , MLS #E13793658 , Image - 1

54 Thames Drive Rolling Acres, Whitby, Durham, ON MLS® E13793658

Residential Freehold (Detached)

$899999.0

Price drop by 1.6%

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

Welcome to 54 Thames Drive, a beautifully updated 3+1 bedroom, 4-bathroom home in Whitby's highly desirable Rolling Acres community. Offering a functi

50 Photos

57 Morning Glory Crescent, Durham, ON , MLS #E14088294 , Image - 1

57 Morning Glory Crescent Rolling Acres, Whitby, Durham, ON MLS® E14088294

Residential Freehold (Detached)

$999000.0

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

Some Homes Simply Have A Way Of Making You Feel At Home The Moment You Walk Through The Door. Welcome To This Beautifully Maintained 4+1 Bedroom, 4 Ba

50 Photos

84 Braebrook Drive, Durham, ON , MLS #E14100208 , Image - 1

84 Braebrook Drive Rolling Acres, Whitby, Durham, ON MLS® E14100208

Residential Freehold (Detached)

$999999.0

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

A MUST-SEE! Welcome to 84 Braebrook Drive, an impressive all-brick detached residence nestled in the prestigious Rolling Acres community ofWhitby. Sit

45 Photos

59 Chatterson Street, Durham, ON , MLS #E13603642 , Image - 1

59 Chatterson Street Rolling Acres, Whitby, Durham, ON MLS® E13603642

Residential Freehold (Detached)

$999999.0

3 Beds
3 Baths
2000-2500 sq-ft

Welcome to this beautifully maintained approximately 2,000 sq. ft. detached home, ideally situated on a quiet, family-friendly street in desirable Nor

49 Photos

25 Charterhouse Drive, Durham, ON , MLS #E14087390 , Image - 1

25 Charterhouse Drive Rolling Acres, Whitby, Durham, ON MLS® E14087390

Residential Freehold (Detached)

$1239777.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 25 Charterhouse Dr! This 4-bedroom executive home offers a thoughtful design and quality finishes throughout. At the heart of the home, y

48 Photos

131 Tom Edwards Drive, Durham, ON , MLS #E13590384 , Image - 1

131 Tom Edwards Drive Rolling Acres, Whitby, Durham, ON MLS® E13590384

Residential Freehold (Detached)

$1179000.0

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

Meticulously Maintained 4 Bedroom, 4 bathroom home, Combines Elegance with Modern Appeal, Ready for your Personal Touch. The Expansive Basement offers

48 Photos

60 Furrow Drive, Durham, ON , MLS #E14031120 , Image - 1

60 Furrow Drive Rolling Acres, Whitby, Durham, ON MLS® E14031120

Residential Freehold (Detached)

$999000.0

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

Welcome to 60 Furrow Drive, a spacious detached home set on a generous corner lot in sought-after Rolling Acres. Offering approximately 2,390 sq. ft.

34 Photos

1906 Rossland Road E, Durham, ON , MLS #E13769596 , Image - 1

1906 Rossland Road E Rolling Acres, Whitby, Durham, ON MLS® E13769596

Residential Freehold (Detached)

$1195000.0

3 +1 Beds
2 Baths
700-1100 sq-ft

BUILDER & INVESTOR ALERT! Rare 80 x 200 ft (0.37 acre) lot on Rossland Rd E in Whitby's sought-after Rolling Acres neighbourhood. Purchase on its own

38 Photos

1910 Rossland Road E, Durham, ON , MLS #E13769594 , Image - 1

1910 Rossland Road E Rolling Acres, Whitby, Durham, ON MLS® E13769594

Residential Freehold (Detached)

$1195000.0

3 +1 Beds
2 Baths
1100-1500 sq-ft

BUILDER & INVESTOR ALERT! Rare 80 x 200 ft (0.37 acre) lot on Rossland Rd E in Whitby's sought-after Rolling Acres neighbourhood. Purchase on its own

40 Photos

39 Mcivor Street, Durham, ON , MLS #E13759274 , Image - 1

39 Mcivor Street Rolling Acres, Whitby, Durham, ON MLS® E13759274

Residential Freehold (Detached)

$949900.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to this stunning all brick 4 bedroom home in a prime North Whitby location! The inviting, spacious foyer offers convenient access to the mai

40 Photos

25 Bedell Crescent, Durham, ON , MLS #E13646362 , Image - 1

25 Bedell Crescent Rolling Acres, Whitby, Durham, ON MLS® E13646362

Residential Freehold (Detached)

$799000.0

3 +1 Beds
2 Baths
700-1100 sq-ft

Over 2,000 square feet of living space. Welcome to 25 Bedell Crescent, Whitby: A Perfect Blend of Comfort, Style, and Space! Nestled on a quiet, famil

40 Photos

25 Fieldnest Crescent, Durham, ON , MLS #E13738676 , Image - 1

25 Fieldnest Crescent Rolling Acres, Whitby, Durham, ON MLS® E13738676

Residential Freehold (Detached)

$899900.0

3 Beds
4 Baths
1500-2000 sq-ft

Great property in a high demand neighborhood. Easy access to highways (401/407), Go Transit, Rec Centre W/Hockey & Figure Skating. Garage access. Hard

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