South Oleander Area Homes and Real Estate for Sale

The South Oleander area of Wilmington's quintessential southern neighborhoods evoke an era of times gone by. Located just to the east of downtown Wilmington, the communities in the South Oleander area enjoy a canopy of lives oaks and other mature trees adorned by Spanish moss. Many of the homes are set back on large lots that are on public streets with sidewalks that meander through the neighborhoods.

The centerpiece of the South Oleander area is The Cape Fear Country Club and its golf course. It is the oldest private country club in NC. Some of the neighborhoods that can be found in the South Oleander area include Forest Hills, Country Club, South Oleander, Glen Meade, Country Club Pines and Highland Hills, Brookwood and others.

The homes in the South Oleander area are mostly traditional in style although there are a spattering of mid-century modern homes too. Due to the large size of the estates and the mature landscaping, homes in the South Oleander area are a popular choice for inclusion in the Azalea Garden Tour during the annual NC Azalea Festival. In addition to the traditional homes and estates, newer homes, condos and some townhomes can be found in the South Oleander area.

South Oleander Area Homes for Sale

2101 S Live Oak Parkway, Wilmington image

2101 S Live Oak Parkway, Wilmington $1,550,000

Timeless appeal in the stately neighborhood of Oleander Estates. Unassuming yet elegant; the high-end details including Enkeboll Design moldings, Sherle Wagner faucets an...

6 Beds
6 Baths
100259250 MLS

1605 Country Club Road, Wilmington image

1605 Country Club Road, Wilmington $1,200,000 ▲

Custom built brick home located on the 10th hole of the Cape Fear Country Club Golf Course in midtown Wilmington. Home has an open floor plan for entertaining with chef's...

4 Beds
5 Baths
100208283 MLS

2232 S Canterbury Road, Wilmington image

2232 S Canterbury Road, Wilmington $895,000

This beautiful new custom home in Oleander Estates is being built by Fogleman and Associates. Features include rocking chair porch, open floor plan, one level living, thr...

4 Beds
4 Baths
100264111 MLS

2218 Blythe Road, Wilmington $850,000

Fabulous New Listing in the heart of Wilmington! This timeless treasure is built for entertaining. Large eat in kitchen is open to vaulted ceiling family room and sunroo...

4 Beds
5 Baths
100263364 MLS

1618 Country Club Road, Wilmington image

1618 Country Club Road, Wilmington $850,000

Outstanding opportunity to own and build on one of the most prestigious lots in Wilmington! This admirable lot is situated on .42 acres with views of Hole 17 at the Cape ...

100248336 MLS

1618 Country Club Road, Wilmington $850,000

Outstanding opportunity to own and build on one of the most prestigious lots in Wilmington! This admirable lot is situated on .42 acres with views of Hole 17 at the Cape ...

3 Beds
2 Baths
100248094 MLS

2131 Gloucester Place, Wilmington $725,000

Beautifully renovated mid-century modern home with separate private quarters on a beautiful corner lot in Highland Hills. Enjoy one-level living with three bedrooms on th...

4 Beds
5 Baths
100263873 MLS

2102 S Churchill Drive, Wilmington image

2102 S Churchill Drive, Wilmington $685,000 ▼

Lovely Dutch colonial home on a corner lot in the Highland Hills & Glen Meade area. The newly renovated kitchen includes new cabinets, countertops, Wolf hood & smooth top...

5 Beds
4 Baths
100254682 MLS

2302 Lynnwood Drive, Wilmington $535,000

Classic brick home on corner lot in desirable Glen Meade awaits new owners, offering 4BR's & 4 Full Baths! The charm and curb appeal will surely impress with its lush, m...

4 Beds
4 Baths
100266427 MLS

1828 Hawthorne Road, Wilmington $535,000

Gorgeous two story mid-century modern home with many recent updates. The floor plan has been opened up, and the living and dining rooms have a fireplace in between them ...

4 Beds
3 Baths
100244619 MLS

2207 Sterling Place, Wilmington $530,000 ▼

Great opportunity for investors or the handy buyer. Custom brick home in the heart of upscale Midtown Wilmington within the community of Sterling Place. This five bedroo...

5 Beds
6 Baths
100252745 MLS

2122 Gloucester Place, Wilmington $529,900

Welcome home to this beautiful 4 bedroom, 3 1/2 bath home in the sought after Highland Hills neighborhood of Wilmington. If you're looking for a home with plenty of char...

4 Beds
4 Baths
100263282 MLS

1916 Colleton Court, Wilmington — Drayton Square $395,000

Two story Charleston-style condo in the Drayton Square gated community in midtown Wilmington. This end unit includes formal areas, wood floors, a masonry fireplace, a lo...

3 Beds
3 Baths
100260981 MLS
Drayton Square Bldg.

2319 Blythe Road, Wilmington $200,000

Gorgeous wooded 0.47 acre lot adjacent to the desirable midtown Oleander Estates neighborhood. Centrally located with no HOA, this lot is only a short driving distance to...

100081716 MLS

2323 Blythe Road, Wilmington $200,000

Gorgeous wooded 0.52 acre lot adjacent to the desirable midtown Oleander Estates neighborhood. Centrally located with no HOA, this lot is only a short driving distance to...

100081711 MLS

1553 Hawthorne Road, Wilmington — Hawthorne Court $190,000

ENTIRELY REMODELED IN 2021! This is your opportunity to own a ground floor, 2-bedroom, 2-bath, end-unit condo in the heart of Wilmington. Perfect for investment, 2nd home...

2 Beds
2 Baths
100255768 MLS
Hawthorne Court Bldg.

2214 Tattersalls Drive, Wilmington image

2214 Tattersalls Drive, Wilmington $185,000

A fresh start on this beautiful wooded lot that is a rare find in this established neighborhood! Centrally located to Wilmington's Medical center, Historic downtown and a...

100250299 MLS

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