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Houses for Sale in Pinecrest Oshawa Under $5 Million

Showing results 1 - 29 of 29

Looking for houses under $5m for sale in Pinecrest, Oshawa? With Square Yards Canada, discover a vast range of properties within your budget in Pinecrest across Toronto. If you plan to buy houses under $5m in Pinecrest, Oshawa, 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 Pinecrest houses for sale under $5m, including freehold properties, condos, and commercial spaces.

Last Updated: August 05, 2026

47 Photos

557 Cobblehill Drive, Durham, ON , MLS #E13505558 , Image - 1

557 Cobblehill Drive Pinecrest, Oshawa, Durham, ON MLS® E13505558

Residential Freehold (Semi-Detached )

$675000.0

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

Welcome to 557 Cobblehill Dr. This home offers a 3 + 1 Bedrooms 2 Baths situated on a Deep Lot (244.84 FT) Backing on to Harmony Creek Trail. & Finish

50 Photos

1120 Timberland Crescent, Durham, ON , MLS #E13544084 , Image - 1

1120 Timberland Crescent Pinecrest, Oshawa, Durham, ON MLS® E13544084

Residential Freehold (Detached)

$729900.0

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

Offered For The First Time By The Original Owner, This Impeccably Maintained Bungalow Has Been Lovingly Cared For And Is Truly Sparkling Clean! Absolu

26 Photos

1303 Macinally Court, Durham, ON , MLS #E13205992 , Image - 1

1303 Macinally Court Pinecrest, Oshawa, Durham, ON MLS® E13205992

Residential Freehold (Detached)

$814900.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 1303 Macinally Court, nestled in the highly sought after Pinecrest Community on a quiet family-friendly court with no through traffic. This

29 Photos

667 Brasswinds Trail, Durham, ON , MLS #E13635606 , Image - 1

667 Brasswinds Trail Pinecrest, Oshawa, Durham, ON MLS® E13635606

Residential Freehold (Detached)

$928900.0

4 Beds
4 Baths
2000-2500 sq-ft

WOW!! Greenbelt views, a backyard pond, hot tub, and a walkout basement! This exceptionally well laid out home truly has it all! The bright, open-conc

50 Photos

849 Hanmore Street, Durham, ON , MLS #E13601062 , Image - 1

849 Hanmore Street Pinecrest, Oshawa, Durham, ON MLS® E13601062

Residential Freehold (Detached)

$1299900.0

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

Welcome to this exceptional executive bungalow in the prestigious Harrowsmith Ravine Estates, offering over 4,000 sq. ft. of finished living space on

50 Photos

1038 Grandlea Court, Durham, ON , MLS #E13624916 , Image - 1

1038 Grandlea Court Pinecrest, Oshawa, Durham, ON MLS® E13624916

Residential Freehold (Detached)

$819900.0

4 Beds
3 Baths
1500-2000 sq-ft

Welcome to well maintained, completely updated 4 level backsplit on a quiet family friendly court in desirable Pinecrest community in Oshawa. This bea

8 Photos

1316 Macinally Court, Durham, ON , MLS #E13526538 , Image - 1

1316 Macinally Court Pinecrest, Oshawa, Durham, ON MLS® E13526538

Residential Freehold (Detached)

$759900.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this elegant residence in Pinecrest, Oshawa, This exceptional all-brick corner home is located on a quiet family friendly court with No thr

18 Photos

933 Glenbourne Court, Durham, ON , MLS #E13627934 , Image - 1

933 Glenbourne Court Pinecrest, Oshawa, Durham, ON MLS® E13627934

Residential Freehold (Detached)

$789000.0

4 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautiful detached home nestled on a quiet court in the highly sought-after Pinecrest community of Oshawa. 1912 Sqft not include the b

50 Photos

1296 Tall Pine Avenue, Durham, ON , MLS #E13553874 , Image - 1

1296 Tall Pine Avenue Pinecrest, Oshawa, Durham, ON MLS® E13553874

Residential Freehold (Detached)

$1099000.0

Price drop by 5.8%

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

Welcome to 1296 Tall Pine Ave - a rare Pinecrest offering combining space, style, and a legal income suite in one exceptional package. This beautifull

34 Photos

1227 Grandview Street N, Durham, ON , MLS #E13623042 , Image - 1

1227 Grandview Street N Pinecrest, Oshawa, Durham, ON MLS® E13623042

Residential Freehold (Detached)

$1249000.0

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

Welcome to this beautifully maintained Lavender Homes residence, offering approximately 3,517 sqft of thoughtfully designed with a perfect blend of st

43 Photos

1089 Edward Bolton Crescent, Durham, ON , MLS #E13620616 , Image - 1

1089 Edward Bolton Crescent Pinecrest, Oshawa, Durham, ON MLS® E13620616

Residential Freehold (Detached)

$849900.0

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

Don't Miss This Opportunity To Own This Beautiful Home in Pinecrest!!! Spectacular Home In Prestigious/Exclusive Pocket Of Pinecrest. All Brick Brookf

50 Photos

1407 Ashgrove Crescent, Durham, ON , MLS #E13617210 , Image - 1

1407 Ashgrove Crescent Pinecrest, Oshawa, Durham, ON MLS® E13617210

Residential Freehold (Detached)

$889900.0

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

5 REASONS YOU'LL LOVE THIS HOME! 1) THE BEAUTIFULLY FINISHED BASEMENT - This exceptional finished basement offers a wonderfully private retreat, ideal

19 Photos

690 Brasswinds Trail, Durham, ON , MLS #E13583544 , Image - 1

690 Brasswinds Trail Pinecrest, Oshawa, Durham, ON MLS® E13583544

Residential Freehold (Detached)

$739900.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to this beautifully maintained Detached home on a 115 ft Deep Lot in one of North Oshawa's most sought-after family communities! Offering a br

48 Photos

641 Deauville Court, Durham, ON , MLS #E13479636 , Image - 1

641 Deauville Court Pinecrest, Oshawa, Durham, ON MLS® E13479636

Residential Freehold (Semi-Detached )

$600000.0

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

Renovated, Beautiful and Affordable!? Who says you can't have your cake and eat it too! This Gorgeous 3 Bedroom home checks all the boxes! Features in

50 Photos

1306 Whitelaw Avenue, Durham, ON , MLS #E13530114 , Image - 1

1306 Whitelaw Avenue Pinecrest, Oshawa, Durham, ON MLS® E13530114

Residential Freehold (Detached)

$759000.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this move-in ready 2-storey family home in the highly desirable Pinecrest community of North Oshawa! Relax on the inviting covered front po

29 Photos

865 Attersley Drive, Durham, ON , MLS #E13604868 , Image - 1

865 Attersley Drive Pinecrest, Oshawa, Durham, ON MLS® E13604868

Residential Freehold (Detached)

$749888.0

3 Beds
4 Baths
1100-1500 sq-ft

Welcome to this beautifully updated family home in the highly sought-after Pinecrest community of North Oshawa, offering the perfect blend of style, c

45 Photos

1296 Ashgrove Crescent, Durham, ON , MLS #E13513558 , Image - 1

1296 Ashgrove Crescent Pinecrest, Oshawa, Durham, ON MLS® E13513558

Residential Freehold (Detached)

$849000.0

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

Welcome to 1296 Ashgrove Crescent, a beautifully updated, move-in-ready home that's perfect for first-time buyers, downsizers, or anyone looking for e

22 Photos

1511 Glenbourne Drive, Durham, ON , MLS #E13596066 , Image - 1

1511 Glenbourne Drive Pinecrest, Oshawa, Durham, ON MLS® E13596066

Residential Freehold (Att/Row/Townhouse)

$673500.0

3 Beds
3 Baths
1100-1500 sq-ft

The perfect opportunity for first-time buyers and young families! Welcome to this stunning, turnkey freehold townhome-featuring absolutely no monthly

40 Photos

872 Corbetts Road, Durham, ON , MLS #E13539918 , Image - 1

872 Corbetts Road Pinecrest, Oshawa, Durham, ON MLS® E13539918

Residential Freehold (Detached)

$1149900.0

Price drop by 4.1%

4 +3 Beds
4 Baths
2000-2500 sq-ft

Spectacular opportunity to own this beautifully landscaped LEGAL 4+3 bedroom duplex in the highly sought-after Pinecrest community. Natural stone driv

26 Photos

1335 Langley Circle, Durham, ON , MLS #E13451222 , Image - 1

1335 Langley Circle Pinecrest, Oshawa, Durham, ON MLS® E13451222

Residential Freehold (Detached)

$925000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to this 2,280 sq. ft. solid brick detached home featuring 4 spacious bedrooms and a double car garage. The main floor offers an exceptional la

50 Photos

1037 Sandcliff Drive, Durham, ON , MLS #E13581340 , Image - 1

1037 Sandcliff Drive Pinecrest, Oshawa, Durham, ON MLS® E13581340

Residential Freehold (Detached)

$1049999.0

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

Nestled in the family-friendly Pinecrest community, this detached home at 1037 Sand-cliff Dr offers an incredible opportunity for comfortable and affo

7 Photos

918 Pinecrest Road, Durham, ON , MLS #E13246668 , Image - 1

918 Pinecrest Road Pinecrest, Oshawa, Durham, ON MLS® E13246668

Residential Freehold (Detached)

$899900.0

Price drop by 14.3%

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

Power of Sale! Exceptional value-add opportunity on an estate-sized 17,168 sq.ft. Premium lot in one of North Oshawa's most desirable family neighbour

41 Photos

1098 Keswick Court, Durham, ON , MLS #E13536834 , Image - 1

1098 Keswick Court Pinecrest, Oshawa, Durham, ON MLS® E13536834

Residential Freehold (Detached)

$1099000.0

5 Beds
3 Baths
2500-3000 sq-ft

Your own private backyard oasis awaits! Designed for unforgettable summer days and year-round relaxation, this spectacular outdoor retreat has everyth

28 Photos

881 Swiss Heights Drive, Durham, ON , MLS #E13572968 , Image - 1

881 Swiss Heights Drive Pinecrest, Oshawa, Durham, ON MLS® E13572968

Residential Freehold (Detached)

$1049900.0

3 Beds
2 Baths
1500-2000 sq-ft

Location, Location, Location! *** Nestled in one of the area's most sought-after neighbourhoods, this bright and inviting home sits on an exceptional

41 Photos

1106 Ridge Valley Drive, Durham, ON , MLS #E13475166 , Image - 1

1106 Ridge Valley Drive Pinecrest, Oshawa, Durham, ON MLS® E13475166

Residential Freehold (Detached)

$999999.0

4 Beds
4 Baths
3000-3500 sq-ft

Nearly 3,300 square feet of executive living on a premium 50 x 114 ft. lot - and it announces itself before you even step inside. The full stone drive

5 Photos

1259 Meath Drive, Durham, ON , MLS #E13438148 , Image - 1

1259 Meath Drive Pinecrest, Oshawa, Durham, ON MLS® E13438148

Residential Freehold (Detached)

$1049900.0

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

Welcome to 1259 Meath Drive, a spacious 5+1 bedroom, 4 bathroom brick home located in a highly sought-after North Oshawa neighbourhood. Situated direc

40 Photos

857 Attersley Drive, Durham, ON , MLS #E13418920 , Image - 1

857 Attersley Drive Pinecrest, Oshawa, Durham, ON MLS® E13418920

Residential Freehold (Detached)

$669000.0

Price drop by 4.3%

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

Stop renting and step into homeownership with this move-in-ready 3-bedroom, 2-bath home in North Oshawa's highly sought-after Pinecrest community. Off

16 Photos

854 Attersley Drive, Durham, ON , MLS #E13165634 , Image - 1

854 Attersley Drive Pinecrest, Oshawa, Durham, ON MLS® E13165634

Residential Freehold (Detached)

$650000.0

3 Beds
1 Baths
1100-1500 sq-ft

Beautifully Maintained 3 Bedroom Home Located On A Premium Corner Lot In A Family Friendly, Highly Sought After Oshawa Neighbourhood. This Bright And

38 Photos

1109 Keswick Court, Durham, ON , MLS #E13098252 , Image - 1

1109 Keswick Court Pinecrest, Oshawa, Durham, ON MLS® E13098252

Residential Freehold (Detached)

$1149000.0

Price drop by 4.2%

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

A Must-See Gorgeous, Spacious House Located in a highly desirable neighbourhood Move-In Ready Home !W/O To Tiered Deck (Beautiful View From The Deck T

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