Greenbrier Real Estate

Welcome to Greenbrier, a vibrant and family-friendly subdivision nestled in the heart of South Chesapeake, Virginia. Known for its picturesque landscapes and welcoming community, Greenbrier offers an ideal blend of suburban tranquility and urban convenience.

As you explore Greenbrier, you’ll discover a diverse array of homes, from charming single-family residences to modern townhouses, all designed to cater to various lifestyles and preferences. The well-maintained streets and lush green spaces create a serene environment, perfect for evening strolls or weekend picnics. Families will appreciate the abundance of parks and playgrounds, providing ample opportunities for outdoor fun and recreation.

One of the standout features of Greenbrier is its proximity to top-rated schools, making it an attractive choice for families with children. The local education system is renowned for its commitment to academic excellence, ensuring that your little ones receive a quality education close to home.

Residents of Greenbrier enjoy easy access to a variety of shopping, dining, and entertainment options. The nearby Greenbrier Mall offers a plethora of retail stores, restaurants, and movie theaters, ensuring that you’ll never run out of things to do. Additionally, the community’s strategic location provides quick access to major highways, making commutes to Norfolk, Virginia Beach, and beyond a breeze.

In Greenbrier, you’ll find more than just a home; you’ll discover a thriving community that celebrates connection, convenience, and comfort. Come and experience all that this enchanting subdivision has to offer—your dream home awaits!

Newest Listings in Greenbrier

1253 Quarter Path Trail, South Chesapeake

$365,000

3 Beds ⋅ 2 Baths ⋅ 10657920 MLS

Located on a quiet cul-de-sac in a highly desirable Turtle Rock neighborhood, this property offers privacy, a peaceful setting ideal for buyers seeking a home in an established residential community! The spacious rooms with a backyard that overlooks the water sets this home apart. Just minutes away from Greenbrier shopping and restaurants while also close to major roadways and military bases this home has the location and shine for all to see!

1253 Quarter Path Trail, South Chesapeake

500 Judah Way Unit 123, South Chesapeake

$270,000

2 Beds ⋅ 2 Baths ⋅ 10656973 MLS

Tucked away in a private, gated enclave, this bright and modern condo offers peaceful, low-maintenance living with controlled entry and security! Elevator access to the 2nd floor. This unit has an open and spacious floor plan, updated kitchen, dining area, family room, two new balconies with two primary suites. Private first-floor storage room plus two reserved parking spaces. Condo fees include Fitness Center, Gathering Room with outdoor grill area, security, grounds maintenance and trash pickup. Private yet convenient in Greenbrier near Chesapeake City Park, shopping, dining and interstates. Schedule your private showing today!

500 Judah Way Unit 123, South Chesapeake

925 N Scarlet Oak Court, South Chesapeake

$385,000

3 Beds ⋅ 2 Baths ⋅ 10655823 MLS

Well Maintained Brick & Vinyl Ranch on Cul-de-sac. Fenced yard w/covered deck. Living room w/wood burn FP. Great room, dining room w/bench seat window. Ceiling fans throughout. 8' mirrored closet. Upgraded bath w/tile & granite. Newer windows, HVAC 2021. Kitchen slider door w/blinds. Laundry room w/shelving. Upgraded closet w/custom shelves, lights & doors in primary suite. LVT flooring. Path to lake & playground. Garage w/openers. Custom blinds. Storm front door. Close to shopping, restaurants & more!

925 N Scarlet Oak Court, South Chesapeake

$264,700

2 Beds ⋅ 1.1 Baths ⋅ 10653128 MLS

Location! Location! Ready to move in for someone who will really take care of the property. Brick front, end unit townhome, located in the heart of Greenbrier just minutes to shops, restaurants, mall (incl proposed Costco), banks, groceries, City Park, Sams club, I-64, Outlet mall, Naval bases, etc. Whether you are a 1st time buyer or downsizing, you will be spoiled with the conveniences around you. Good size bedrooms. New Roof, 2yrs old Washer & Dryer, Wood & Ceramic flooring, Double SS kitchen sink. Fenced in backyard with a storage shed. Great starter home!

923 Ketch Court, South Chesapeake

1013 Saint Andrews Way Unit C, South Chesapeake

$220,000

2 Beds ⋅ 2 Baths ⋅ 10652873 MLS

This 2-bedroom, 2-bath condominium is located in Chesapeake’s desirable Greenbrier area. The home features new interior paint, new windows, new doors, and new carpet throughout, creating a clean and comfortable setting for everyday living, entertaining, or working from home.Enjoy living near the golf course while remaining close to Greenbrier Mall, Summit Pointe, Chesapeake Regional Medical Center, Norfolk International Airport, and the Port of Virginia terminals. The location also offers convenient access to Norfolk Naval Shipyard, Naval Station Norfolk, Naval Air Station Oceana, Joint Expeditionary Base Little Creek–Fort Story, Naval Support Activity Hampton Roads, U.S. Coast Guard Base Portsmouth, and Naval Medical Center Portsmouth.With shopping, dining, entertainment, and major highways nearby, many of Hampton Roads’ popular destinations are within easy reach. Schedule your showing today!

1013 Saint Andrews Way Unit C, South Chesapeake

1063 Still Harbor Circle, South Chesapeake

$268,500

2 Beds ⋅ 1.1 Baths ⋅ 10648888 MLS

LOVELY TOWNHOUSE FRESHLY PAINTED. FEATURES 2 LARGE BEDROOMS. KITCHEN UPDATED, NEW STOVE, NEW HOOD, NEW DISHWASHER, NEW FANCY SINK WITH FAUCET AND EXTRAS. ELECTRIC HEAT PUMP -2023, NEW WATER HEATER. LAUNDDRY ON 2ND FLR. FENCED REAR YARD. CONVENIENT TO SHOPPING, DINING AND SCHOOLS, GREENBRIER MALL, UNIVERSITIES AND I64. MINUTES TO MILITARY BASES. LOW HOA FEES, NO CONDO FEES.

1063 Still Harbor Circle, South Chesapeake

$279,900

3 Beds ⋅ 1.1 Baths ⋅ 10645266 MLS

Do not miss this move-in-ready end-unit townhouse in the heart of Greenbrier! It offers 3 bedrooms, 1.5 baths, and 1,244 square feet. The kitchen, bathrooms, roof, and HVAC have all been updated within the past 5–7 years. All appliances convey. The home features an open layout, a spacious living room with a cozy fireplace, an updated kitchen, LVP flooring throughout the main level, and carpeting upstairs. Outside, enjoy a private, fully fenced backyard with a storage shed. Two assigned parking spaces add convenience. Located near Greenbrier’s shopping, restaurants, and major commuter routes. Schedule your showing today! Installation of New Tub is available if desired.

1346 River Birch Run, South Chesapeake

$230,000

10639627 MLS

Well-established Mediterranean restaurant offered at $230,000, with reported annual gross sales exceeding $700,000. This turnkey business is situated in a prime, high-traffic location with a loyal local customer base. The favorable lease is secured through 2030 at $3,900 per month. An excellent opportunity for an owner-operator or investor, with established dine-in, takeout, delivery, and catering revenue streams and potential for continued growth. The sale includes the restaurant business and its existing equipment, subject to the agreed inventory. Complete financial records, including POS data and tax returns, along with an equipment inventory list, are available to qualified buyers upon request with a signed NDA. Seller is relocating. Please do not disturb employees or discuss the sale on-site. All showings are strictly by appointment only. Serious, qualified buyers only.

1437 Sam's Drive, South Chesapeake

$120,000

10631625 MLS

Well-established dessert café in Chesapeake’s prime Greenbrier area, minutes from Greenbrier Mall. Known for excellent reviews and a loyal customer base. Menu features cakes, macarons, bubble tea, coffee, and Korean Bingsoo, with room to expand offerings. Stylish, photo-friendly interior enhances customer experience. Current hours are 1pm–8pm, offering opportunity to expand into morning service. Turn-key opportunity suitable for an owner-operator or investor.

1032 Volvo Parkway, South Chesapeake

Start Your Search

Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.