South Chesapeake Condos for Sale

Welcome to South Chesapeake, Virginia—a vibrant and welcoming community that perfectly blends suburban tranquility with urban convenience. Nestled within Chesapeake County, this charming area boasts a rich tapestry of history, culture, and natural beauty. With its picturesque parks, serene waterways, and lush landscapes, South Chesapeake offers residents a peaceful retreat while being just a short drive away from the bustling heart of Hampton Roads.

One of the standout features of South Chesapeake is its strong sense of community. The area is home to friendly neighbors, family-owned businesses, and a variety of recreational activities, making it an ideal place for families, young professionals, and retirees alike. Explore the scenic trails, enjoy a picnic at one of the many parks, or take advantage of the local dining and shopping options that cater to every taste.

For those considering a move to South Chesapeake, the condo market is thriving. With a range of condos for sale, buyers can find the perfect home that suits their lifestyle and budget. These modern residences feature spacious layouts, contemporary designs, and an array of amenities, including pools, fitness centers, and communal spaces. Whether you're looking for a cozy one-bedroom unit or a larger family-friendly condo, South Chesapeake offers diverse options to meet your needs.

Living in South Chesapeake means embracing a lifestyle filled with comfort, convenience, and community spirit. Don’t miss the opportunity to find your dream condo in this delightful city! Explore our listings today and discover the perfect place to call home in South Chesapeake, VA.

Newest South Chesapeake Condos for Sale

$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

$235,000

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. Ask about a special financing incentive available through our preferred lender, Anchor Mortgage (NMLS #2408499). Buyers are free to use any lender of their choice. Terms and conditions apply.

948 Saint Andrews Reach Unit C, South Chesapeake

$535,000

3 Beds ⋅ 2.1 Baths ⋅ 10647647 MLS

Welcome home to easy, low-maintenance, luxury living in Eagle Pointe, Chesapeake’s premier 55+ community! This move-in-ready Hamilton plan features brand-new flooring, a new water heater, and TWO spacious primary suites - one on each level - perfect for guests or multi-generational living. The eat-in granite kitchen offers an island and stainless steel appliances and opens to a bright, sunny morning room. A formal dining room features a box-bay window and tray ceiling. The 1st-floor primary includes two closets, a ceramic shower, and a double vanity. Enjoy generous finished walk-in storage, too! At the heart of Eagle Pointe is the Bay Club with indoor & outdoor pools, hot tub, fitness center, billiards, library, game rooms, grand celebration room, catering kitchen, and so much more. Come experience the Eagle Pointe lifestyle! Call today to schedule your personal tour. Some pics digitally staged.

420 Dundee Lane, South Chesapeake

$380,000

3 Beds ⋅ 2 Baths ⋅ 10647804 MLS

You know that feeling when a house just makes sense? This one has it. Three bedrooms, two baths, and 1,356 square feet give you real room without a lot of upkeep. The LVP flooring is fresh, the windows are newer, and the kitchen has the space to actually cook and gather in. The cabinets were refinished and paired with butcher-block counters, and the lighting, trim, and fixtures have all been brought up to date. The bedrooms are comfortable and quiet, and one has a large closet you will be grateful for. Both baths are updated, with one done in full tile. What you do not see matters too. The HVAC and windows are newer, and the crawl space is fully encapsulated with a vapor barrier and spray foam, with a pest warranty behind it. It is also Verizon FIOS ready. And here is the part people love: it is a two-unit condo with no monthly condo fee. That is not easy to find. Easy living on day one. Come walk through and see how it feels.

716 Hillwell Road Unit B, South Chesapeake

$474,900

4 Beds ⋅ 3.1 Baths ⋅ 10647812 MLS

Beautiful like-new townhome with a two-car garage! This three-level condo features a gourmet kitchen with center island, quartz countertops, stainless steel appliances, and an open-concept living area with a linear fireplace and LVP flooring. The first-floor flex room with a full bath is great for guests or an in-law suite. Upstairs offers a spacious primary suite with dual walk-in closets and a ceramic tile shower, plus two additional bedrooms, a full bath, and laundry. All appliances convey. Conveniently located near shopping, dining, and interstate access. Some photos have been edited using AI.

1055 Butte Lane, South Chesapeake

$275,000

2 Beds ⋅ 2 Baths ⋅ 10647569 MLS

Welcome home to easy living and modern comfort! This home features two spacious bedrooms, each with its own private en-suite bath, including one thoughtfully renovated for enhanced accessibility. Also, there is a third floor flex room with balcony! The open-concept living and dining area is filled with natural light, highlighted by soaring vaulted ceilings and a gas fireplace that creates the perfect gathering space. Step onto the private balcony overlooking the peaceful marsh, where abundant wildlife and tranquil views provide a serene backdrop and exceptional privacy. Enjoy year-round comfort and energy efficiency with a newer HVAC system. Residents also have access to outstanding community amenities, including a swimming pool, tennis courts, and a playground. If you’ve been searching for a low-maintenance lifestyle in a peaceful setting, this is the home you’ve been waiting for. Schedule your private showing today or view the virtual tour! Virtually staged.

451 Seahorse Run, South Chesapeake

$389,900

3 Beds ⋅ 2.1 Baths ⋅ 10647937 MLS

You can be enjoying a great lifestyle when you decide to move to this townhouse/condo, convenient to stores, restaurants and interstates. Beautiful, sunny and inviting throughout. As soon as you walk in you will find engineered hardwood flooring, a cute sitting area and 1/2 bath. As you continue into your home you have a large dining area adjacent to the open kitchen with tile floors, and large island for extra seating. Your living room has built-in cabinet by the gas fireplace. Upstairs Is the laundry area, large primary with ensuite, hall bathroom and 2 additional bedrooms.

521 Abelia Way, South Chesapeake

$455,000

3 Beds ⋅ 2.1 Baths ⋅ 10647905 MLS

Built in 2021, this beautifully designed townhouse-style condo offers 2,234 square feet of thoughtfully designed living space, featuring an open floor plan and a desirable first-floor primary suite. The spacious great room with soaring ceilings flows seamlessly into the kitchen, complete with granite countertops, stainless steel appliances, a pantry, peninsula seating, and an adjoining dining area. The primary suite features a generous walk-in closet and an en-suite bath with a double vanity and oversized shower. Upstairs, you'll find two spacious bedrooms, a full bath, a loft overlooking the great room, and an unfinished storage room for abundant storage. Additional highlights include a two-car attached garage, large laundry room, and tankless water heater. A private rear patio provides the perfect spot to relax and unwind. Enjoy low-maintenance living with resort-style amenities including a clubhouse, pool, dock, playgrounds, private beach, and ground maintenance, all within the highly sought-after Grassfield school district.

1758 Barkadeer Cove, South Chesapeake

$345,000

3 Beds ⋅ 2.1 Baths ⋅ 10647568 MLS

Welcome home to this beautifully maintained 3-bedroom, 2.5-bath condo in the highly desirable Greenbrier area of Chesapeake. This well designed home features two primary suites, each with a private bath, offering exceptional flexibility for guests, roommates, or multigenerational living. The bright open floor plan provides comfortable living and entertaining space, while the 1st floor bedroom can be used as a home office or guest room. Conveniently located near shopping, dining, parks, and major interstates, this low-maintenance home combines comfort, convenience, and an unbeatable location.

1439 Rollesby Way, South Chesapeake

$330,000

3 Beds ⋅ 2.1 Baths ⋅ 10647646 MLS

WELCOME HOME TO EASY, LOW MAINTENANCE LIVING. MOVE RIGHT INTO THIS WELL MAINTAINED 3 BEDROOM, 2 1/2 BATH CONDO THAT OFFERS A SPACIOUS LAYOUT THAT IS PERFECT FOR EVERYDAY LIVING AND ENTERTAINING. CONDO ASSOCIATION AMENITIES INCLUDE GROUNDS MAINTENANCE, MASTER INSURANCE POLICY, POOL AND CLUBHOUSE. ROOF IS SCHEDULE TO BE INSTALLED THIS YEAR. $100 SPECIAL ASSESSMENT PER MONTH THROUGH 2027 FOR NEW ROOF. VACANT AND EASY TO SEE!

1470 Otterbourne Circle, South Chesapeake

$449,990

4 Beds ⋅ 3 Baths ⋅ 10646631 MLS

Welcome home to this luxurious 4-bed, 3 full bath home located in the highly sought-after Great Bridge school district. The open floorplan is enhanced by 9-foot ceilings on both levels, recessed lighting, and plenty of natural light. The kitchen serves as the heart of the home, offering a large island, quartz countertops, and stainless-steel appliances— for both entertaining and everyday living. Upstairs, enjoy freshly installed carpet throughout, convenient upstairs laundry room, and a spacious primary suite that features both a generous walk-in closet and spa-like bathroom complete with a soaking tub, oversized shower, and double vanity. Additional highlights include a covered porch, relaxing back patio, and attached garage with extra driveway parking. Conveniently situated near interstates, shopping, schools, and military bases, this home combines modern style with low-maintenance living—an ideal opportunity to own in one of Chesapeake’s most desirable communities!

301 Sikeston Lane, 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.