Greenbrier Real Estate

Welcome to Greenbrier, an enchanting subdivision nestled in the heart of South Chesapeake, Virginia. This vibrant community is renowned for its picturesque landscapes, family-friendly atmosphere, and an array of amenities that make it a sought-after destination for homebuyers.

Greenbrier boasts a prime location, offering residents the perfect blend of suburban tranquility and urban convenience. With easy access to major highways, commuting to nearby cities and attractions is a breeze. The area is also home to top-rated schools, making it an ideal choice for families looking to settle down in a nurturing environment.

One of the standout features of Greenbrier is its beautifully designed homes, ranging from charming townhouses to spacious single-family residences. Each property reflects a commitment to quality and craftsmanship, ensuring that you’ll find a space that feels just right for you. The lush green spaces and meticulously maintained parks provide ample opportunities for outdoor activities, whether it’s a leisurely stroll, a picnic with friends, or playtime for the kids.

In addition to its natural beauty, Greenbrier is conveniently located near shopping centers, restaurants, and entertainment options, ensuring that residents have everything they need just moments away. The community fosters a strong sense of belonging, with neighborhood events and gatherings that bring residents together.

Discover the charm and warmth of Greenbrier, where your dream home awaits in this idyllic South Chesapeake community. Experience the perfect balance of comfort, convenience, and community—make Greenbrier your new home today!

Newest Listings in Greenbrier

$269,500

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

$285,000

3 Beds ⋅ 1.1 Baths ⋅ 10648199 MLS

Ideally located in the heart of Greenbrier, this move-in-ready three-bedroom townhouse is the perfect find! Recently refreshed with updated flooring and renovated bathrooms, this home is ready for its new owners. Features include a spacious kitchen with plenty of counter space, a convenient laundry area, and roomy, comfortable bedrooms. Complete with a private, fenced-in backyard and patio, this home offers everything you need. Schedule your showing today!

1204 Cedar Mill Square, South Chesapeake

$225,000

2 Beds ⋅ 2 Baths ⋅ 10648189 MLS

Location, layout, and convenience! This Greenbrier condo checks all the boxes! This 2-bedroom, 2-bath home offers a unique two-level floor plan with an en-suite bedroom on each floor, giving you flexibility and privacy that’s hard to find. The downstairs suite is perfect for guests or convenient one-level living, while the upstairs suite offers its own private retreat. Reserved parking space #9 conveys, with the opportunity to purchase an additional space. And the location? Just minutes from the YMCA, shopping, restaurants, and all the everyday conveniences Greenbrier has to offer. Whether you're looking for a low-maintenance home, a smart investment, or a place that simply makes life a little easier, this one is worth a look!

1001 Saint Andrews Way Unit A, South Chesapeake

$238,900

3 Beds ⋅ 2 Baths ⋅ 10647761 MLS

Discover the perfect blend of modern updates and prime location in this spacious 3-bedroom, 2-bath home, fully remodeled in 2024. Enjoy the luxury of renovated bathrooms and luxury vinyl flooring throughout the entire first floor. The home features a reserved parking spot right at your front door for added convenience. Nestled in the heart of Greenbrier, this home offers unparalleled convenience. You'll have easy access to the interstate and Virginia Beach, with easy access to local amenities. It's a short distance to the YMCA, Greenbrier Middle School, and City Park. This beautifully updated home is a dream for those seeking comfort and convenience in a vibrant community.

928 Saint Andrews Reach Unit A, South Chesapeake

$229,900

2 Beds ⋅ 2 Baths ⋅ 10648079 MLS

Beautiful 2 Bed, 2 Bath condo on a quiet street in Greenbrier! Spacious living room leads to a cozy den that has a wood burning fireplace. From the den access to a fenced in patio for entertaining and views of the lake. The kitchen offers a lot of storage. Upstairs are both large bedrooms each with sizeable closets. Some updates over the years include LVP flooring downstairs, carpet upstairs and paint throughout. Roof is around 5 years old, condo association maintains courtyard and the fees include water, trash pickup and one assigned parking space with the option of a second reserved parking space for an additional annual fee. Minutes from Greenbrier shopping, Greenbrier Country Club golf course, YMCA, Chesapeake City Park and easy access to highway.

948 Saint Andrews Reach Unit C, South Chesapeake

$16

10647380 MLS

Excellent location directly off Executive Blvd. 1975 SF space located in the heart of the Greenbrier Submarket. Two story build out with office space, full bath, warehouse, and mezzanine available with current layout. Two dedicated parking spaces with several more open parking spaces available on a first come basis. Tenant is responsible for electric, janitorial, and telecommunications. Water is provided in rent. Rent is $2,550 per month. Landlord may be willing to provide up to 2 months off rent to help tenant with build-out expenses. Landlord will provide lease agreement.

1222 Executive Boulevard Unit 104, South Chesapeake

$215,900

2 Beds ⋅ 1 Baths ⋅ 10645553 MLS

Welcome home to the heart of Greenbrier! This charming and stylish 2-bedroom, 1-bath second-floor condo in the desirable Heather Pointe Condominiums offers the perfect combination of comfort, convenience, and updates. Conveniently located behind Greenbrier Mall, you'll enjoy easy access to shopping, dining, entertainment, and major interstates. The beautifully remodeled kitchen (2021) features granite countertops, upgraded soft-close cabinets, ceramic tile backsplash and flooring, stainless steel Whirlpool refrigerator, microwave, dishwasher, and a new electric range (2026). All appliances, including the washer and dryer, convey. Relax by the cozy gas fireplace in the spacious living room or enjoy your private balcony. New carpet throughout the home makes this condo move-in ready. Don't miss this wonderful opportunity—schedule your private showing today!

1709 Rock Bridge Mews Unit B, South Chesapeake

$294,900

3 Beds ⋅ 1.1 Baths ⋅ 10645266 MLS

Move in ready-well maintained Townhouse in desirable Greenbrier. LVT/Vinyl flooring throughout, carpet upstairs. Open floor plan with Large Livingroom, Kitchen, and Dining Area. Fenced in back yard and storage shed. Do not miss this move in ready home.

1346 River Birch Run, South Chesapeake

$375,000

3 Beds ⋅ 2 Baths ⋅ 10644346 MLS

You will love coming home to this comfortable ranch home with cozy rooms. Located near the intersection of Greenbrier Parkway and Volvo Parkway in Turtle Rock on a cul-de-sac. Enjoy the floor plan which includes living room, dining room, den with fireplace, eat-in kitchen, laundry room, primary bedroom with bathroom, two other bedrooms and hall bathroom. Walking trails & playgrounds nearby. Lots of shopping and dining closeby in Greenbrier area. This home has been well cared for and is ready for you. Welcome home!

1109 Hearthstone Landing, South Chesapeake

$254,900

2 Beds ⋅ 1.1 Baths ⋅ 10641047 MLS

NEW HVAC SYSTEM BEING INSTALLED! Charming 2-bedroom townhome in the highly desirable Greenbrier area! The main level features a spacious living room that flows seamlessly into the kitchen, creating an easy, comfortable layout. The kitchen offers ample cabinetry and counter space, a new refrigerator, and room for a breakfast table. Sliding glass doors lead to a fully fenced backyard with a patio, for relaxing or entertaining. Upstairs, you’ll find two large bedrooms, each with generous closet space and access to a full bathroom. Enjoy peaceful neighborhood walking paths around the lake, all while being conveniently located near shopping, dining, and everyday essentials.

918 Seabreeze Court, South Chesapeake

$450,000

10639627 MLS

Well-established, highly profitable Mediterranean restaurant generating $700K+ in annual gross sales with strong, consistent cash flow. This is a turnkey operation situated in a prime, high-traffic location with a deeply loyal local customer base. The favorable lease is secured through 2030 at $3,900/month. Multiple flexible purchasing options are available to fit your investment goals: Purchase the established brick-and-mortar Restaurant Business alone for $300,000. Acquire the complete mobile expansion assets, including a brand-new, fully branded food trailer and dedicated Ford tow vehicle, for an additional $150,000. Purchase the entire comprehensive package (Restaurant + Trailer + Tow Vehicle) for $450,000. This is an incredible turnkey opportunity perfectly suited for an owner-operator or an investor looking to immediately capitalize on established dine-in, catering, and lucrative mobile/festival revenue streams. Complete financial records (POS data and tax returns) and an equipment inventory list are available 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

$225,000

2 Beds ⋅ 2 Baths ⋅ 10631872 MLS

JUST PLAIN CUTE. WELCOME TO THIS BEAUTIFULLY UPDATED FIRST FLOOR 2 BED/2 BATH CONDO WITH THE SWEETEST COASTAL INSPIRED KITCHEN WITH CUSTOM MOSIAC TILE. ITS COZY. LOW MAINTNANCE AND PERFECTLY LOCATED NEAR SHOPPING, RESTAURANTS AND INTERSTATE! CONDO ASSN COVERS MASTER INSURANCE POLICY, GROUNDS MAINTENANCE, WATER, SEWER.

1718 Rock Bridge Mews Unit B, South Chesapeake

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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.