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Houses for Sale in Rural Whitby Whitby Under $5 Million

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Looking for houses under $5m for sale in Rural Whitby, Whitby? With Square Yards Canada, discover a vast range of properties within your budget in Rural Whitby across Toronto. If you plan to buy houses under $5m in Rural Whitby, Whitby, you can refine your search by property size, specific amenities, and property age. Filter the listings by the number of bedrooms, bathrooms, and surface area to match your requirements. Our listings feature a wide range of Rural Whitby houses for sale under $5m, including freehold properties, condos, and commercial spaces.

Last Updated: August 10, 2026

1 Photos

18 Blenheim Circle Rural Whitby, Whitby, Durham, ON MLS® E13644186

Residential Freehold (Detached)

$1649900.0

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

Welcome to an exceptional executive residence where timeless architecture, refined craftmanship and sophisticated modern living come together in perfe

Open House : Sat Aug 15, 01:00 PM to 03:00 PM

38 Photos

164 Ogston Crescent, Durham, ON , MLS #E13656952 , Image - 1

164 Ogston Crescent Rural Whitby, Whitby, Durham, ON MLS® E13656952

Residential Freehold (Att/Row/Townhouse)

$889000.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this upgraded 3-bedroom, 3-bathroom freehold townhome offering 1,950 sq. ft. of living space, built in 2022. This home features 9-foot ceil

12 Photos

24 Walter Clifford Nesbitt Drive, Durham, ON , MLS #E13656066 , Image - 1

24 Walter Clifford Nesbitt Drive Rural Whitby, Whitby, Durham, ON MLS® E13656066

Residential Freehold (Detached)

$1399900.0

4 Beds
5 Baths
2500-3000 sq-ft

Welcome to this stunning 2-storey detached home offering approximately 2,785 sq. ft. plus an additional ~900 sq. ft. of professionally finished baseme

49 Photos

24 Dumaine Street, Durham, ON , MLS #E13638618 , Image - 1

24 Dumaine Street Rural Whitby, Whitby, Durham, ON MLS® E13638618

Residential Freehold (Detached)

$1349000.0

5 Beds
4 Baths
3000-3500 sq-ft

Welcome To A Pristine Modern Detached Home In The High-demand Whitby Meadows Community With A Massive 3,079 Sq. Ft. Living Space, This Family Home Del

50 Photos

8 Huggins Drive, Durham, ON , MLS #E13580854 , Image - 1

8 Huggins Drive Rural Whitby, Whitby, Durham, ON MLS® E13580854

Residential Freehold (Detached)

$1249000.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to this immaculate 4-bedroom detached home, where timeless elegance meets modern family living. Showcasing premium upgrades and exceptional cr

32 Photos

365 Townline Road W, Durham, ON , MLS #E13644832 , Image - 1

365 Townline Road W Rural Whitby, Whitby, Durham, ON MLS® E13644832

Residential Freehold (Detached)

$2289900.0

4 Beds
4 Baths
2000-2500 sq-ft

Views of the park-like 10+ acre lot from every room of this updated family home in picturesque Ashburn! Enjoy the tranquil, private setting just minut

50 Photos

89 Elkington Crescent, Durham, ON , MLS #E13651254 , Image - 1

89 Elkington Crescent Rural Whitby, Whitby, Durham, ON MLS® E13651254

Residential Freehold (Att/Row/Townhouse)

$979900.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to this impeccable, brick 4- bedroom end-unit townhouse that shows like a model home! Offering stylish finishes, exceptional living space, and

34 Photos

94 Conarty Crescent, Durham, ON , MLS #E13635200 , Image - 1

94 Conarty Crescent Rural Whitby, Whitby, Durham, ON MLS® E13635200

Residential Freehold (Semi-Detached )

$889000.0

4 Beds
3 Baths
1500-2000 sq-ft

Stunning 5-Year-New Semi in Rural Whitby - Income Potential + Designer Finishes! Welcome home to 94 Conarty Crescent - a beautifully upgraded 4-bedroo

1 Photos

8700 Coronation Road Rural Whitby, Whitby, Durham, ON MLS® E13651424

Residential Freehold (Vacant Land)

$549999.0

Excellent Opportunity to Own 10 Acres of Agricultural Land in Prime North Whitby Location. This Flat Vacant Parcel offers Strong Long-Term Value. Loca

50 Photos

73 Armilia Place, Durham, ON , MLS #E13650670 , Image - 1

73 Armilia Place Rural Whitby, Whitby, Durham, ON MLS® E13650670

Residential Freehold (Detached)

$949000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome To This Smart Home! A Beautifully Upgraded 4-Bedroom, 2.5-Bathroom Family Home Nestled On A Quiet, Family-Friendly Street. Thoughtfully Renova

50 Photos

9965 Baldwin Street N, Durham, ON , MLS #E13617192 , Image - 1

9965 Baldwin Street N Rural Whitby, Whitby, Durham, ON MLS® E13617192

Residential Freehold (Detached)

$810000.0

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

Welcome to 9965 Baldwin St, a beautifully updated 3+1 bedroom, 2 bathroom bungalow set on a rare 0.81 acre private lot surrounded by mature trees.This

20 Photos

7 O'reilly Street, Durham, ON , MLS #E13596184 , Image - 1

7 O'reilly Street Rural Whitby, Whitby, Durham, ON MLS® E13596184

Residential Freehold (Semi-Detached )

$899900.0

5 Beds
3 Baths
2000-2500 sq-ft

Bright & Spacious 2186SF 5 bedroom 2-storey Semi-Detached. Built In 2022 by Arista Homes. Open Concept & Lots Of Natural Light. 9' Ceiling for both gr

41 Photos

27 Christine Elliott Avenue, Durham, ON , MLS #E13490888 , Image - 1

27 Christine Elliott Avenue Rural Whitby, Whitby, Durham, ON MLS® E13490888

Residential Freehold (Detached)

$998888.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to this gorgeous 4-bedroom family home in one of Whitby's most desirable communities! Thoughtfully designed for modern living, this beautifull

21 Photos

12 Thelma Drive, Durham, ON , MLS #E13640130 , Image - 1

12 Thelma Drive Rural Whitby, Whitby, Durham, ON MLS® E13640130

Residential Freehold (Att/Row/Townhouse)

$799000.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to exceptional modern living in one of Whitby's most rapidly growing, high-demand communities. This impressive 1,769 sq. ft. rear-lane freehol

32 Photos

144 Auckland Drive, Durham, ON , MLS #E13645470 , Image - 1

144 Auckland Drive Rural Whitby, Whitby, Durham, ON MLS® E13645470

Residential Freehold (Detached)

$1295000.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome To 144 Auckland Drive, An Exceptional 2,992 Sq. Ft. Executive Home Featuring Over $140,000 In Upgrades, Impressive Scale And Refined Finishes

50 Photos

16 Beaverdams Drive, Durham, ON , MLS #E13644682 , Image - 1

16 Beaverdams Drive Rural Whitby, Whitby, Durham, ON MLS® E13644682

Residential Freehold (Detached)

$1699900.0

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

Backing onto protected ravine greenspace in Whitby's sought-after Country Lane community, this exceptional Beechfield model offers more than 4,500 sq.

27 Photos

10 Sedgemoor Street, Durham, ON , MLS #E13644436 , Image - 1

10 Sedgemoor Street Rural Whitby, Whitby, Durham, ON MLS® E13644436

Residential Freehold (Att/Row/Townhouse)

$759000.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this stunning 3-bedroom townhouse located in one of the area's most sought-after, family-friendly communities. This bright and spacious hom

27 Photos

192 Closson Drive, Durham, ON , MLS #E13541680 , Image - 1

192 Closson Drive Rural Whitby, Whitby, Durham, ON MLS® E13541680

Residential Freehold (Att/Row/Townhouse)

$799999.0

Price drop by 8.6%

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

Traditional 2 Storey Freehold Townhouse ( No Maintenance Fees) on a full depth 110 ft deep private lot in the popular Queens Common Community by Vogue

46 Photos

5260 Coronation Road, Durham, ON , MLS #E13642098 , Image - 1

5260 Coronation Road Rural Whitby, Whitby, Durham, ON MLS® E13642098

Residential Freehold (Detached)

$1700000.0

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

A rare opportunity to acquire a distinguished ten-acre estate in the prestigious community of Macedonia Village. This stunning property is enveloped b

38 Photos

680 Winchester Road W, Durham, ON , MLS #E12915192 , Image - 1

680 Winchester Road W Rural Whitby, Whitby, Durham, ON MLS® E12915192

Residential Freehold (Detached)

$2950000.0

Price drop by 9.2%

4 Beds
3 Baths
1500-2000 sq-ft

Location/Location/Location. At the crossroads of Country Lane and Highway 7, this stunning 11.82 acre farm offers a ready-to-move-in house or the perf

31 Photos

22 Kilmarnock Crescent, Durham, ON , MLS #E13615330 , Image - 1

22 Kilmarnock Crescent Rural Whitby, Whitby, Durham, ON MLS® E13615330

Residential Freehold (Detached)

$899900.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to luxury living at **22 Kilmarnock Crescent**, one of the largest single-detached models in the prestigious Whitby Meadows community! Built i

36 Photos

49 Walter Clifford Nesbitt Drive, Durham, ON , MLS #E13435508 , Image - 1

49 Walter Clifford Nesbitt Drive Rural Whitby, Whitby, Durham, ON MLS® E13435508

Residential Freehold (Detached)

$1150000.0

4 Beds
4 Baths
2000-2500 sq-ft

Discover this stunning brick and stone detached home, featuring the spacious Penhill model with 2250 sq. ft. of living space and a double-car garage.

38 Photos

59 Maskell Crescent, Durham, ON , MLS #E13582704 , Image - 1

59 Maskell Crescent Rural Whitby, Whitby, Durham, ON MLS® E13582704

Residential Freehold (Detached)

$1275000.0

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to 59 Maskell Crescent, where California-inspired design meets exceptional family living. This beautifully upgraded 4-bedroom, 4-bathroom home

27 Photos

149 Westfield Drive, Durham, ON , MLS #E13547742 , Image - 1

149 Westfield Drive Rural Whitby, Whitby, Durham, ON MLS® E13547742

Residential Freehold (Detached)

$1398888.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to this stunning executive family home offering 2,774 sq. ft. of thoughtfully designed living space in one of the area's most desirable commun

43 Photos

30 Velvet Drive, Durham, ON , MLS #E13626456 , Image - 1

30 Velvet Drive Rural Whitby, Whitby, Durham, ON MLS® E13626456

Residential Freehold (Att/Row/Townhouse)

$869900.0

3 Beds
4 Baths
1500-2000 sq-ft

Modern 2-year-Old End-unit Freehold townhouse. Sun filled home w/large windows and open concept layout with 9-Ft ceilings, The Modern Kitchen feature

32 Photos

40 Auckland Drive, Durham, ON , MLS #E13566246 , Image - 1

40 Auckland Drive Rural Whitby, Whitby, Durham, ON MLS® E13566246

Residential Freehold (Detached)

$1224900.0

4 Beds
4 Baths
3000-3500 sq-ft

Welcome To This Bright & Spacious 3,036 Sq. Ft. Corner Lot Home Offering An Exceptional Layout Filled With Natural Light From An Abundance Of Windows.

39 Photos

8970 Baldwin Street N, Durham, ON , MLS #E13570554 , Image - 1

8970 Baldwin Street N Rural Whitby, Whitby, Durham, ON MLS® E13570554

Residential Freehold (Detached)

$779000.0

3 Beds
2 Baths
1500-2000 sq-ft

Century-home charm meets thoughtful, top-to-bottom renovation in this inviting property set on a sprawling, tree-filled lot just minutes from Brooklin

40 Photos

2 Wilson House Drive, Durham, ON , MLS #E13621588 , Image - 1

2 Wilson House Drive Rural Whitby, Whitby, Durham, ON MLS® E13621588

Residential Freehold (Detached)

$1639000.0

3 Beds
3 Baths
2500-3000 sq-ft

Welcome to this stunning custom-built 3-bedroom, 3-bathroom two-storey brick estate home, ideally situated on a spectacular 0.747-acre corner lot in t

50 Photos

1045 Brawley Road W, Durham, ON , MLS #E13584304 , Image - 1

1045 Brawley Road W Rural Whitby, Whitby, Durham, ON MLS® E13584304

Residential Freehold (Detached)

$3488888.0

3 +2 Beds
4 Baths
2500-3000 sq-ft

Welcome Home! This Custom-Built Open Concept Country Estate Bungalow By Corvinelli is Situated in Ashburn on a 10 Acre Lot Steps from Lakeridge Golf C

21 Photos

96 Closson Drive, Durham, ON , MLS #E13567380 , Image - 1

96 Closson Drive Rural Whitby, Whitby, Durham, ON MLS® E13567380

Residential Freehold (Detached)

$899900.0

Price drop by 10.0%

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to this stunning, newly upgraded detached home in one of Whitby's most sought-after family-friendly communities. Offering 4spacious bedrooms,

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