
Land with Home for Sale in Winston-Salem, North Carolina
288 Hillside Ct, Winston-Salem, NC 27107
Privacy, acreage, low taxes, no HOA, all brick home on a full basement in the Midway and Oak Grove school district of Davidson County. Property has 5.98 +/- acres. Home situated in a cul-de-sac at the back of a quiet neighborhood. The lot is mostly wooded with a winding paved driveway leading to the house. House is surrounded by woods, but has a spacious yard to enjoy the outdoors in privacy. Main level has 3 bedrooms, 2 baths, open vaulted living room has fireplace with wood stove, formal dining, kitchen and laundry. Basement partially finished with 2 additional rooms with closet and window and a den with wood burning fireplace. There is a 2 car basement garage and double carport on the main level. Relax on the covered front porch or sit in the sun on the open back deck. This is a one owner home. Roof replaced in 2025, new heat pump in 2023, water heater 2021. Basement had new sump pump installed in 2021. Finished areas of basement were unpermitted. Septic is for a 3 bedroom home.
Location
- Street address
- 288 Hillside Ct
- County
- Davidson County
- Zip code
- 27107
- Community
- Brentwood Forest
- Elevation
- 821 feet
Directions
From Old Thomasville Rd turn onto Brentwood Rd, turn right onto Valleydale Lane, continue around curve, turn right onto Hillside Ct, #288 will be a blacktop driveway on right in the cul-de-sac. Home sits back in woods off of the road.
Property details
- Acreage
- 5.98 acres
- Zoning
- RS
- MLS #
- TRIAD 1229706
- Posted
Property taxes
- 2025
- $1,299
Details and features
Listing
- Type
- Residential
Interior
- Room Count
- 9
- Rooms
- Basement, Bathroom x 3, Bedroom x 3
- Fireplaces
- Yes
Nearby schools
| Name | Type |
|---|---|
| Midway | Elementary |
| Oak Grove | Middle |
| Oak Grove | High |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| July 31, 2026 | New listing | $425,000 | — | TRIAD |








































