Browse All Highland Hills Properties for Sale

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 acre in a quiet. corner in the beautiful neighborhood of Highland Hills, which features wide streets and mature landscaping. Rooms are spacious and the ceilings are 9 ft. The exceptionally large family room has a lovely gas fireplace with double french doors (featuring transoms) on either side which open to the back deck and private backyard. The rooms, with tall windows, flow into one another allowing gatherings in all areas that will be easily accessible for entertaining. There are bay windows featured in the dining room and breakfast area which allow bright light to fill the rooms.

2006 Graymont Dr, Wilmington

$899,000

3 Beds ⋅ 4 Baths ⋅ 100477601 MLS

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. There are hardwood floors throughout the living areas and there is new paint throughout the interior. Chef's kitchen includes gas range oven and stainless appliances. New primary bedroom and bath with large walk-in shower. Great home in convenient midtown location.

2405 Churchill Dr, Wilmington

$800,000

3 Beds ⋅ 3 Baths ⋅ 100397341 MLS

Welcome Home! This wonderful brick home is situated on over a half acre corner lot on the beautiful Cape Fear Country Club golf course. The spacious 3 bedroom 2.5 bath home features all living areas on one level. Sit on the large rocking chair front porch overlooking the #10 fairway & greens or grill out on your rear patio off the kitchen with views of the #11 tee & fairway. This home is a golfers dream! From the moment you walk through the door, you'll notice the gorgeous hardwood floors, the double sided fireplace and the oversized rooms throughout. This home was originally built in 1952 but the owners remodeled in 1996. The expansive kitchen includes an abundance of cherry cabinetry, a long counter bar, a breakfast dining area, & built in display cabinets. This home has formal living and dining rooms as well as a family room. The spacious Master en suite features 2 double closets & a private bath complete with walk-in shower. This is the perfect home for entertaining family & friends with lots of space to move around & a long drive for parking. The garage is large enough to accommodate your car along with a golf cart, bikes, & all of your toys! Centrally located close to shopping, dining, entertainment & the beach! Call today for more information about this wonderful home.

2314 Highland Dr, Wilmington

$1,150,000

3 Beds ⋅ 3 Baths ⋅ 100570769 MLS

Tucked among blooming magnolias, camellias, roses, and hydrangeas in the heart of Wilmington, this beautifully renovated home blends timeless charm with modern comfort. Located in the highly desirable Highland Hills community, 2412 Gillette Drive is a thoughtfully updated single-story brick residence which offers southern charm throughout. This property was featured in the 2014 Azalea Garden Tours. Since that time it has been enhanced with even more variety of flora. From its inviting curb appeal to its warm, welcoming interior, the home is perfectly suited for both everyday living and effortless entertaining. Recent renovations have opened the kitchen and living areas, creating a seamless flow that extends to the screened porch and a lush, garden-filled property. The kitchen--truly the heart of the home--features a six-burner natural gas range, dishwasher, and refrigerator, highlighted by hand-hewn perimeter countertops and a marble-topped island. Soft-close, dovetail cabinetry adds both quality and function. Beautiful oak flooring runs throughout the main living areas, while tile flooring enhances the bathrooms. All bathrooms, including the powder room, have been tastefully updated. The spacious primary suite easily accommodates a king-size bed and additional furnishings. A secondary bedroom, currently used as an office, includes a Murphy bed for flexible use, while a third bedroom provides comfortable space for family or guests. Two generous gathering areas offer versatility: a cozy family room just off the kitchen and a formal living room featuring a fireplace and large French doors. Floor-to-ceiling windows fill the home with natural light, bathing the home in warmth. The dining room is equally accommodating, ideal for both intimate dinners and larger holiday gatherings. The 15x13 screened porch was constructed to support future enclosure, offering the option to convert it into a Carolina room. Flanked by spacious patios on either side, this outdoor space enhances the home's appeal and livability. There is an irrigation system, with the well pump housed in the shed in the rear of the property, runs off well water to keep the yard looking amazingly green and lush. The two-car garage keeps your vehicles out of the elements and allows covered access to your home. The roof was replaced in 2025 and the heating and cooling system in 2015 with the heat being serviced by natural gas and the cooling by electric. 2412 Gillette Drive is truly a private oasis that must be experienced in person to be fully appreciated. Schedule your showing today to see all this exceptional property has to offer.

2412 Gillette Dr, Wilmington

$3,000,000

5 Beds ⋅ 5 Baths ⋅ 100534920 MLS

--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, comfort, and serenity in the sought-after Forest Hills community. Nestled on nearly an acre of beautifully landscaped, fully fenced grounds, this home provides complete privacy and tranquility. Inside, 5 spacious bedrooms and 4 1/2 elegantly appointed baths features high-end finishes throughout. The home underwent a full renovation just 3 years ago, with fresh interior and exterior paint that enhances its modern appeal. Step outside to your own entertainer's paradise. The expansive patio, artificial turf play areas, and soothing pond with waterfall create an inviting atmosphere for gatherings or quiet relaxation. Extensive landscape lighting, lush sod, and mature plantings transform the property into a magical retreat, day or night. Thoughtful extras include a charming chicken coop, three dog kennels, and a large storage building for hobbies and garden tools. Multiple play areas make this property ideal for families, while the generous outdoor living spaces make entertaining effortless. Experience the rare combination of private living and country club elegance. With sophisticated irrigation, exquisite landscaping, and animal-friendly amenities, this estate is the perfect sanctuary for those who appreciate both style and functionality. Schedule a private tour with Ricky Patterson today and discover the luxury lifestyle that awaits.

1802 S Churchill Dr, Wilmington

$1,500,000

5 Beds ⋅ 4 Baths ⋅ 100531160 MLS

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.

2302 Gillette Dr, Wilmington

$704,000

4 Beds ⋅ 4 Baths ⋅ 100393240 MLS

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 landscaping to include new sod and a new 12 x 16 ft storage building. Set on a huge lot in South Oleander, this home has an upstairs and downstairs master bedroom, plus two additional bedrooms upstairs and a bonus room - not included in the square footage. Open floor plan with 15X31 living area, formal dining room, recently completely rebuilt wood burning fireplace, screened porch and a fully updated kitchen. The updated kitchen features granite countertops, new gas Wolf cooktop and downdraft and new refrigerator. Both master suites have private baths and huge walk-in closets. The upstairs master bath has a walk-in shower, whirlpool tub and an ornate vanity. Screen porch and new composite decking leads to large backyard. New wired whole house 22K generator for peace of mind. New gutters with leaf guard and aluminum fence. A short walk to New Hanover Hospital. Close to Cape Fear Country club and downtown Wilmington. Live in this neighborhood generations of Wilmington families call home.

2122 Gloucester Pl, Wilmington

$2,250,000

4 Beds ⋅ 4 Baths ⋅ 100519719 MLS

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. Great home for entertaining with large rooms, high ceilings, and chef's kitchen. The back yard features a pool, hot tub, and large cabana bar. There is a full bath in the cabana and a half bath off the garage for a total of 4 full and 2 half baths. There is also a playroom over the garage and a whole house generator. Owners will consider a lease-back period with mutually agreed upon terms. Owners would like to close after September 20, 2026.

1920 Hillsboro Rd, Wilmington

$749,000

4 Beds ⋅ 2 Baths ⋅ 100519266 MLS

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 features high-end designer finishes, including an oversized island, exposed wood shelving, and modern touches. The home is set in a lush, green setting. Enjoy a relaxing evening on the stone patio overlooking the park-like surroundings. The neighborhood is one of the most sought-after in Wilmington, with oversized oaks lining the streets and walking distance to the Cape Fear Country Club and golf course. Comparable tear-downs and vacant lots in the neighborhood have sold for prices very close to our list price! See the recent sale at 1607 Azalea Drive! ( just a few doors down.) The home has many great features including: a great single-level floor plan, beautiful wood floors, two comfortable living rooms, abundant natural light through large sliding glass doors, a recently added circular driveway, an oversized laundry room, a separate office/shed area, reverse osmosis drinking water piped to refrigerator, and a new roof installed in 2019. These are just a few of the highlights about the property... In addition to being located in one of the most sought-after neighborhoods in Wilmington, Not many at this price come along, in this neighborhood. You must see this one in person to appreciate its value... This one won't last long. Schedule your appointment to see it today!

1716 Azalea Dr, Wilmington

$1,350,000

100523711 MLS

for mls purposes

2101 Gillette Dr, Wilmington

$790,000

5 Beds ⋅ 4 Baths ⋅ 100425573 MLS

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 backyard pool oasis or garage apartment with no HOA restrictions. Nestled in a serene neighborhood, this beautifully updated home seamlessly blends classic charm with modern conveniences. Enjoy the warmth of the fireplace in the cozy living room or entertain guests in the spacious, open-concept kitchen. A complete renovation down to the studs was completed and this home is equipped with top-of-the-line appliances, sleek granite countertops, custom cabinetry, 2 brand new zoned HVAC systems, electrical, plumbing, New GAF architectural shingle roof. This home showcases exceptional craftsmanship with high-end finishes and attention to detail at every turn. The gourmet kitchen, custom-built cabinets, and luxurious bathrooms create a sophisticated and welcoming atmosphere. The primary bedroom has its own laundry hookup close by in addition to the separate upstairs laundry room for the kids. From the inviting entryway to the gourmet kitchen and luxurious master suite, every detail has been thoughtfully considered. Move in and start living the life of your dreams. This primary suite has numerous closets, offering maximum storage. Experience a true spa oasis in the primary bathroom, where you will find a dual vanity, a beautifully designed tiled to the ceiling walk-in shower. This property presents a unique opportunity being as close to new construction with short-term maintenance free as you could ask for in the center of beautiful Wilmington

1984 Hillsboro Rd, Wilmington

$675,000

3 Beds ⋅ 3 Baths ⋅ 100492910 MLS

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 of the house. The roof was replaced in 2018, the heat pump in 2021. A separate storage building is in the back yard. Located between South Live Oak Parkway and Country Club Drive, the location is popular for active lifestyles.

2506 Highland Dr, Wilmington

$1,025,000

5 Beds ⋅ 3 Baths ⋅ 100443771 MLS

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 offering many upscale features throughout the entire property. Updated with only the finest materials, this home seamlessly blends sophistication and tranquility. The home's layout offers ample space for entertaining both indoors and outdoors. Enter a sun-lit open foyer where the beautiful hardwood floors provide a sense of warmth. Spacious living with a front sitting room, formal dining room, an oversized great room and kitchen lead to a spectacular sunroom. Two fireplaces present refined and enduring intricacy. The highly functional gourmet kitchen features a large waterfall island, top-of-the-line appliances, and luxury high-quality materials. 36-inch gas Thermador oven, KitchenAid refrigerator and dishwasher, Miele coffee maker. Thoughtful details include stylish tile and fixtures throughout. With 5 bedrooms and 2.5 bathrooms it provides an outstanding layout, with 2 bedrooms on the 1st floor and 3 bedrooms on the 2nd floor. Natural gas was recently installed in the home, along with a Briggs and Stratton natural gas Generator. Additional updates include a Culligan Reverse osmosis system, new Hardie board, windows, gutters, fence, and garage door. Wonderful curb appeal, the mature yard features live oaks and crepe myrtles. Absolutely exceptional home situated on a sizable lot, .53 acres. Fantastic location among the tree-lined streets between Cape Fear Country Club and the Hospital. With Historic Downtown Wilmington and Wrightsville Beach just a short drive away.

1934 S Churchill Dr, Wilmington

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