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Highland Hills in Wilmington, NC

Highland Hills is a residential neighborhood located in west/central Wilmington, near shopping, restaurants, Empie Park, the New Hanover County Regional Medical Center, and Cape Fear Country Club, off Oleander Dr at Country Club Rd.

Click on any property listings displayed below to learn more about amenities, view area maps, school information, and photos, or see Recently Sold Homes in Highland Hills.

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Available Now/Recently Sold in Highland Hills - Call Us About These Properties!

2006 Graymont Dr, Wilmington image
2006 Graymont Dr, Wilmington $606,500

Home is awaiting new owners to infuse it with their own touch to transform it into a wonderful updated home. This one story brick home was built in 1990 on nearly a half...

  • 3 Beds
  • 3 Baths
2405 Churchill Dr, Wilmington image
2405 Churchill Dr, Wilmington $899,000

Wonderful one story home in Highland Hills with many improvements over the last four years. This home has a great room off the back overlooking the fenced in back yard. T...

  • 3 Beds
  • 4 Baths
2412 Gillette Dr, Wilmington image
2412 Gillette Dr, Wilmington $1,150,000

Tucked among blooming magnolias, camellias, roses, and hydrangeas in the heart of Wilmington, this beautifully renovated home blends timeless charm with modern comfort. L...

  • 3 Beds
  • 3 Baths
1802 S Churchill Dr, Wilmington image
1802 S Churchill Dr, Wilmington $3,000,000

--Welcome to an unparalleled living experience! This stunning private estate overlooks the 11th hole of Cape Fear Country Club, offering the ultimate blend of luxury, com...

  • 5 Beds
  • 5 Baths
2302 Gillette Dr, Wilmington image
2302 Gillette Dr, Wilmington $1,500,000

Beautiful custom-built traditional brick home located in Highland Hills on 0.88 acre. Home has hardwood floors, many detailed moldings and lots of potential.

  • 5 Beds
  • 4 Baths
2122 Gloucester Pl, Wilmington image
2122 Gloucester Pl, Wilmington $704,000

Come and see this exceptional home on a cul-de-sac in one of Wilmington most desirable neighborhoods. Home has brand new hardi-plank siding, new carport, extension landsc...

  • 4 Beds
  • 4 Baths
1920 Hillsboro Rd, Wilmington image
1920 Hillsboro Rd, Wilmington $2,250,000 ▼

Grand one story home in Highland Hills on 0.88 acre with many recent improvements. Home was designed by architect Frank Ballard and custom built for the original owner. G...

  • 4 Beds
  • 4 Baths
1716 Azalea Dr, Wilmington image
1716 Azalea Dr, Wilmington $749,000

Beautiful home in one of Wilmington's most coveted neighborhoods! Meticulously cared for with many tasteful updates, this one won't last long. The amazing new kitchen fea...

  • 4 Beds
  • 2 Baths
2101 Gillette Dr, Wilmington image
2101 Gillette Dr, Wilmington $1,350,000

for mls purposes

1984 Hillsboro Rd, Wilmington image
1984 Hillsboro Rd, Wilmington $790,000

Beautifully updated home in highly-sought out area of Highland Hills. This newly renovated residence sits on over half an acre with plenty of room for an addition backyar...

  • 5 Beds
  • 4 Baths
2506 Highland Dr, Wilmington image
2506 Highland Dr, Wilmington $675,000

This cute house in Highland Hills was built in 1950. There are 3 bedrooms, 2.5 baths, living and dining rooms, paneled study, laundry room and a large sunroom at the back...

  • 3 Beds
  • 3 Baths
1934 S Churchill Dr, Wilmington image
1934 S Churchill Dr, Wilmington $1,025,000

Truly exceptional updated home nestled in one of Wilmington's most charming and sought-after neighborhoods, Highland Hills. Presented for sale is 1934 S. Churchill Drive ...

  • 5 Beds
  • 3 Baths

Copyright 2026 NCRMLS. All rights reserved. North Carolina Regional Multiple Listing Service, (NCRMLS), provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. NCRMLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of NCRMLS.

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990 Inspiration Dr
Wilmington, North Carolina 28411 USA
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