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Homes for Sale in Woodland Hills Winston-Salem NC

Browse 119 homes for sale in Woodland Hills neighborhood of Winston-Salem, North Carolina.

Exterior photo of 2625 Merry Oaks Trail, Winston-Salem NC 27103. MLS: 1203169

2625 Merry Oaks TrailWinston-Salem, NC 27103

3 Bed
2 Bath
2,033 SQFT

Exterior photo of 2246 Brecknock Drive, Winston-Salem NC 27103. MLS: 1200760

2246 Brecknock DriveWinston-Salem, NC 27103

2 Bed
2 Bath
1,680 SQFT

Exterior photo of 2725 Woodlore Trail, Winston-Salem NC 27103. MLS: 1188329

2725 Woodlore TrailWinston-Salem, NC 27103

3 Bed
2 Bath
2,184 SQFT

Exterior photo of 2646 Merry Oaks Trail, Winston Salem NC 27103. MLS: 1018035

2646 Merry Oaks TrailWinston Salem, NC 27103

3 Bed
4 Bath
2,633 SQFT

Exterior photo of 3407 Crosstimbers Drive, Greensboro NC 27410. MLS: 1177418

3407 Crosstimbers DriveGreensboro, NC 27410

4 Bed
3 Bath
2,645 SQFT

Exterior photo of 2630 Merry Oaks Trail, Winston-Salem NC 27103. MLS: 1170931

2630 Merry Oaks TrailWinston-Salem, NC 27103

3 Bed
3 Bath
2,363 SQFT

Exterior photo of 3200 Greenhollow Drive, Greensboro NC 27410. MLS: 1185747

3200 Greenhollow DriveGreensboro, NC 27410

4 Bed
4 Bath
3,090 SQFT

Exterior photo of 3200 Timberoak Court, Greensboro NC 27410. MLS: 1140790

3200 Timberoak CourtGreensboro, NC 27410

4 Bed
4 Bath
3,101 SQFT

Exterior photo of 2701 Merry Oaks Trail, Winston Salem NC 27103. MLS: 1100015

2701 Merry Oaks TrailWinston Salem, NC 27103

3 Bed
3 Bath
2,374 SQFT

Exterior photo of 2638 Merry Oaks Trail, Winston-Salem NC 27103. MLS: 1171604

2638 Merry Oaks TrailWinston-Salem, NC 27103

3 Bed
3 Bath
2,258 SQFT

Vaulted ceilings, solid wood floors, open floor plan, and a wood burning fireplace enhance this beautiful open floor plan. Virtually staged.

2291 Brecknock DriveWinston-Salem, NC 27103

3 Bed
2 Bath
2,073 SQFT

Exterior photo of 3607 Crosstimbers Drive, Greensboro NC 27410. MLS: 1014041

3607 Crosstimbers DriveGreensboro, NC 27410

4 Bed
3 Bath
2,831 SQFT

Welcome to 3205 Timberoak Ct

3205 Timberoak CourtGreensboro, NC 27410

4 Bed
3 Bath
2,908 SQFT

Exterior photo of 2638 Merry Oaks Trail, Winston Salem NC 27103. MLS: 1141926

2638 Merry Oaks TrailWinston Salem, NC 27103

3 Bed
3 Bath
2,226 SQFT

3508 Timberoak Dr.

3508 Timberoak DriveGreensboro, NC 27410

4 Bed
4 Bath
2,800 SQFT

Exterior photo of 3212 Greenhollow Drive, Greensboro NC 27410. MLS: 994818

3212 Greenhollow DriveGreensboro, NC 27410

4 Bed
4 Bath
3,201 SQFT

Exterior photo of 3714 Timberoak Drive, Greensboro NC 27410. MLS: 1124316

3714 Timberoak DriveGreensboro, NC 27410

4 Bed
3 Bath
3,029 SQFT

Exterior photo of 3211 Timberoak Court, Greensboro NC 27410. MLS: 1091227

3211 Timberoak CourtGreensboro, NC 27410

5 Bed
4 Bath
3,100 SQFT

18 of 119

Frequently Asked Questions

How many homes are for sale in Woodland Hills NC?: There are 3 homes in Woodland Hills neighborhood, North Carolina for sale. The newest listing for sale has 3+ bedrooms, 2+ bathrooms, 2,033 SQFT, .1 acres, and pet friendly for $339,900 at 2625 Merry Oaks Trail.
What is the average price per square foot for homes in Woodland Hills NC?: $152.27 is the average price per square foot for homes Woodland Hills neighborhood, North Carolina. This is an increase compared to the $106 average a year prior in December 2025. Currently, a 2,184 SQFT house at 2725 Woodlore Trail in Woodland Hills neighborhood, North Carolina has the lowest price per square foot at $114.01, while a 1,680 SQFT house at 2246 Brecknock Drive in Woodland Hills neighborhood, North Carolina has the highest at $175.6.
What is the median list price for homes for sale in Woodland Hills NC?: $295,000 is the median list price for homes for sale in Woodland Hills neighborhood, North Carolina. This is an increase compared to the $290,000 median sale price a year prior in December 2025.
What is the average days on market for homes for sale in Woodland Hills NC?: Most recently, a 3+ bedrooms, 2+ bathrooms, 2,184 SQFT, .1 acres, and pet friendly house at 2725 Woodlore Trail in Woodland Hills neighborhood, North Carolina has been on the market for 1 day, while 2625 Merry Oaks Trail in Woodland Hills neighborhood, North Carolina with 3+ bedrooms, 2+ bathrooms, 2,033 SQFT, .1 acres, and pet friendly has been on the market for 50 days.

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