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1420 Orchard Grove Drive, South Chesapeake
$275,000
2 Beds ⋅ 2 Baths ⋅ 10660766 MLS
Fresh, move-in ready, and near everything! This two-story Orchard Grove condo offers 2 bedrooms, 2 full baths, and a versatile loft, with new carpet, fresh paint throughout, new lighting, and new faucet. The main living area is warmed by a cozy fireplace, and sliding glass doors bring in natural light. A first-floor bedroom and full bath add everyday convenience, while the upstairs loft is ready to become your home office, media room, or creative space. Step outside to relax on the porch or patio, then cool off at the community pool. Grounds maintenance and trash pickup are included in the condo amenities, so your weekends are available for the things you enjoy. Living here puts Greenbrier’s shopping, dining, and entertainment just minutes away, with quick access to I-64 for an easy commute across Hampton Roads. Low-maintenance living in a location that keeps everything within reach. Schedule your showing today!

1420 Orchard Grove Drive, South Chesapeake
102 Harbor Watch Drive, South Chesapeake
$305,000
3 Beds ⋅ 2.1 Baths ⋅ 10660515 MLS
Tired of yard work? Here’s your chance! Carefree living in a waterfront community with easy, fast access to several restaurants, neighborhood bar and grill, bagel shop, breakfast shop and much more! Picnic by the water on cool fall afternoons and watch the boats go by on the intercoastal. Lovely condo in Harbor Watch (Great Bridge) is move in ready with new kitchen countertops and ceramic subway tile backsplash. This awesome floor plan; The Thomas Point, boasts approximately 2,100 square feet of living space with 3 spacious bedrooms with ensuite bathrooms and a half bath for guests. Upstairs primary is HUGE with room for a sitting area, full bath with garden tub, separate shower and huge walk-in closet! Tons of storage space! Balcony overlooks the pool and pergolas. Spacious clubhouse for private parties or neighborhood gatherings. 2 assigned parking spots right out front of your condo; guest parking nearby. Grab your bags, move in soon, decorate and be ready for Christmas.

102 Harbor Watch Drive, South Chesapeake
303 Diamond Avenue, South Chesapeake
$325,000
3 Beds ⋅ 2 Baths ⋅ 10660367 MLS
Welcome to your new home!Offering peace of mind and modern comfort, this home features a brand-new roof, siding, HVAC system, water heater, and windows—giving you the major updates you want without the worry of costly replacements.Inside, you’ll find a comfortable and inviting layout with plenty of natural light and space for everyday living and entertaining. The spacious bedrooms and two full bathrooms provide flexibility. Situated in a desirable Chesapeake location near shopping, dining, schools, parks, and major roadways, this move-in-ready home is an excellent opportunity for buyers looking for convenience, updates, and value. Don’t miss your chance to make this beautifully refreshed home yours!

303 Diamond Avenue, South Chesapeake
1451 Rollesby Way, South Chesapeake
$330,000
2 Beds ⋅ 2.1 Baths ⋅ 10660184 MLS
Lovely 2 primary bedroom condo with an extra room on the 1st floor in the lovely Greenbrier area. Lot's of upgrades throughout and very well cared for. A better deal than todays new construction! Newer LVP flooring on the 1st floor and newer plush carpet on the 2nd floor. Lovely kitchen with stainless appliances and solid surface countertops. Newer updated paint throughout. Priced to sell quickly! Condo fee of $387 covers water, sewer, trash pick up, landscaping, access to the neighborhood pool, and even the roof maintenance. This area is super convenient to the mall, golf course, bases, shopping, schools, churches and just a short way to the interstate. An awesome place to call home! Beautiful easy care living. Don't miss this beauty!!!

1451 Rollesby Way, South Chesapeake
816 Shenandoah River Road, South Chesapeake
$299,900
2 Beds ⋅ 2 Baths ⋅ 10660156 MLS
Spacious 2 bedroom 2 bathroom condo tucked away in established Riverwalk! This move in ready home offers a cool modern feel with many updates throughout. Main living area welcomes you with fresh paint and LVP flooring. Kitchen has been updated to include custom cabinetry, quartz countertops and tile backsplash. One bedroom / bath occupy first floor and One bedroom / bathroom occupy second floor. Association is responsible for exterior maintenance to include grounds and roof. 2 skylights were replaced in 2026. Condo amenities: Clubhouse, Pool, Tennis Courts, boat ramp, ground maintenance, playgrounds, and trash pickup. Easy access to Interstate, Dining, Shopping, and Recreation.

816 Shenandoah River Road, South Chesapeake
1020 Still Harbor Circle, South Chesapeake
$310,000
3 Beds ⋅ 1.1 Baths ⋅ 10659979 MLS
Welcome home to this charming end-unit townhome in the Greenbrier section of Chesapeake! Enjoy the added privacy of an end unit, a fenced backyard great for relaxing or outdoor enjoyment, and a new roof for added peace of mind. Take in the scenic lake view and enjoy the convenience of trails just behind the home. With its appealing setting and neighborhood amenities, this home offers a wonderful opportunity to enjoy comfortable living in a convenient Chesapeake location! Newer Roof, HVAC, Fence & Water Heater. Near shopping, interstate, restaurants, schools, & bases! You don't want to miss this one!

1020 Still Harbor Circle, South Chesapeake
210 Gregg Street, South Chesapeake
$315,000
4 Beds ⋅ 2.1 Baths ⋅ 10659792 MLS
A well-maintained move-in ready home in a well-established neighborhood. This home offers 4 bedrooms and 2.5 bathrooms and it was fully renovated 3 years ago. Just replaced the wood flooring in the living room, dining room, kitchen and one of the bedrooms prior listing. 2 years old HVAC, architectural roofing, oversize storage shed and can easily be used as a detached garage, a wood deck and a good size backyard for entertainment. A parking space on the right side of the house that can easily fit 3 cars plus street parking. Easy access to the interstate, 11 minutes drive to Grocery stores, Daycare, Hospital, Restaurants and Greenbrier Mall.

210 Gregg Street, South Chesapeake
817 Wickford Drive, South Chesapeake
$260,000
3 Beds ⋅ 2 Baths ⋅ 10658699 MLS
3 BEDROOM 2.0 BATH SINGLE STORY END UNIT TOWNHOME. LIVING ROOM LAMINATE WOOD FLOOR, BOOKSHELVING, LIGHTED CEILING FAN AND BRICK FIREPLACE. OPEN DINING AREA TO THE UPDATED KITCHEN, BREAKFAST BAR AREA, STAINLESS APPLIANCE PACKAGE, REFRIGERATOR, SMOOTH TOP STOVE, BUILT IN MICROWAVE/DISHWASHER, DOUBLE STAINLESS SINK. PRIMARY SUITE LIGHTED CEILING FAN AND WALK-IN CLOSET. PRIMARY BATH RAISED VANITY TUB/SHOWER. LAUNDRY AREA CABINET AND SHELVES. TWO ADDITIONAL BEDROOMS, FULL HALL BATH, TUB/SHOWER, MARBLE TOP VANITY, LVP PLANK FLOOR, MEDICINE CABINET AND OVAL MIRROR. FEATURES: NEW ROOF, NEWER PAINT AND FLOORING, DIGITAL AC THERMOSTAT, UPGRADED BLINDS, CEILING FANS, STORMDOOR, PRIVACY FENCED BACKYARD, PATIO, TREES, STORAGE SHED, SIDE BY SIDE DRIVEWAY PARKING. AVAILABLE FOR QUICK CLOSING.

817 Wickford Drive, South Chesapeake
501 Seahorse Run, South Chesapeake
$235,500
2 Beds ⋅ 2 Baths ⋅ 10659589 MLS
Charming 2-bedroom, 2-bath condo offering a comfortable layout and great potential. The unit allows for great opportunity for cosmetic improvements to really make it your own. Conveniently located near dining, shopping, and more! Call today for more information and to schedule your tour!

501 Seahorse Run, South Chesapeake
847 Sommerville Crescent, South Chesapeake
$280,000
2 Beds ⋅ 2.1 Baths ⋅ 10659671 MLS
NEWLY RENOVATED BRICK FRONT TOWNHOUSE. 2 ENSUITE BEDROOMS, EACH WITH THEIR OWN BATHROOM. MOVE-IN READY. COMPLETLY RENOVATED KITCHEN, BRAND NEW CABINETS AND APPLIANCES, FRESH PAINT, INSTALLED 5 NEW GFCI OUTLETS TO MEET CURRENT ELECTRICAL SAFETY CODE, AND MORE... CENTRALLY LOCATED NEAR INTERSTATES, CHESAPEAKE GENERAL HOSPITAL, SCHOOLS AND SHOPPING CENTERS, AND NO HOA FEES!

847 Sommerville Crescent, South Chesapeake
321 Wimbledon Chase Unit E, South Chesapeake
$225,000
2 Beds ⋅ 2 Baths ⋅ 10659315 MLS
This 2 bedroom, single story, first floor condo unit is ready for you! Centrally located and nearby to Chesapeake Regional Medical Center, shopping, parks and schools. Schedule your showing today!

321 Wimbledon Chase Unit E, South Chesapeake
948 Shoal Creek Trail Unit A, South Chesapeake
$315,000
2 Beds ⋅ 2 Baths ⋅ 10659510 MLS
Beautiful end-unit condo features an open first-floor layout with tall ceilings and abundant natural light, creating a bright and airy feel. The kitchen is equipped with modern appliances and a well-designed layout for both everyday living and entertaining. The spacious primary suite offers both comfort and style, with an updated attached bath. Additional bedroom provides versatile space for guests, a home office, or hobbies, and are served by a second full bath. All appliances including washer and and dryer convey. Centrally located in the heart of Greenbrier, with easy access to shopping, dining, and major highways.

948 Shoal Creek Trail Unit A, South Chesapeake
504 Plummer Drive, South Chesapeake
$315,000
3 Beds ⋅ 1 Baths ⋅ 10659413 MLS
Investor Special! Brick ranch in Chesapeake featuring 3 bedrooms, 1 bathroom, a detached garage/workshop, and a spacious yard. This property is being sold as-is and offers plenty of potential for renovation and customization. Bring your vision and transform this property into a great investment or personal home!

504 Plummer Drive, South Chesapeake
577 Seahorse Run, South Chesapeake
$295,000
2 Beds ⋅ 2.1 Baths ⋅ 10659342 MLS
Do not miss out on this lovely home that features two spacious bedrooms on the First floor, each with its own private bath! There is also a third floor flex room that overlooks the 2nd level great room with balcony! The 2nd level supports open-concept living filled with natural light, highlighted by soaring vaulted ceilings and an electric fireplace that creates the most amazing gathering space. Residents also have access to outstanding community amenities, including a swimming pool, tennis courts, and a playground. This condo could be the amazing home for you if you are looking for a low-maintenance lifestyle in a peaceful setting, do not miss out, schedule a viewing today!

577 Seahorse Run, South Chesapeake
720 Hunters Quay, South Chesapeake
$299,000
3 Beds ⋅ 2.1 Baths ⋅ 10659243 MLS
Fresh, bright and move-in ready! Welcome home to 720 Hunters Quay, a charming 3 bedroom, 2.5 bath brick-front townhome for sale in Chesapeake, VA with no HOA and nothing left to do but unpack. Out front, a classic brick facade, a welcoming front stoop and tidy landscaping deliver instant curb appeal. Inside, fresh neutral paint and durable luxury vinyl plank (LVP) flooring flow through the main level, giving this home a clean, modern feel you will love from the very first step. The updated kitchen is ready for anything, with crisp white shaker-style cabinets, sparkling granite countertops, a handy pantry and a full appliance package including the refrigerator, range, microwave and dishwasher. Host dinner in the separate dining room with chair-rail trim and a stylish chandelier, then gather around the wood-burning fireplace in the living room on cool Virginia evenings. Sliding glass doors open to a private, fully fenced backyard with a patio, made for grilling, gardening, morning coffee and room for pets to play. Upstairs, the spacious primary suite shines with a vaulted ceiling, ceiling fan, walk-in closet and its own private full bath with a granite vanity. Two more generous bedrooms with ceiling fans offer flexible space for guests, a home office, a gym or hobbies, and the hall bath features a fresh granite vanity too. A convenient main-level half bath, central air, natural gas heat and two off-street parking spaces plus street parking make everyday living easy. Tucked into the Hunters Glen community, you are just minutes from Oak Grove Lake Park, Greenbrier and Great Bridge shopping and dining, and quick commuter routes to I-64 and I-464. Updated townhomes at this price go fast in Chesapeake, so come see it today!

720 Hunters Quay, South Chesapeake
1205 Aaron Court, South Chesapeake
$347,900
4 Beds ⋅ 2 Baths ⋅ 10659138 MLS
This renovated ranch is nestled in the neighborhood and boasts new paint and LVP and lighting throughout. Brand new kitchen (with new SS appliances) with eye-catching quartz countertops, overlooks the dining room . Updated bathrooms with new ceramic tile and vanities. All this plus a new roof! Walk in and enjoy the open floor plan of your new home! Both sheds sold "as is".

1205 Aaron Court, South Chesapeake
1540 Eldwick Drive #307, South Chesapeake
$325,130
2 Beds ⋅ 2 Baths ⋅ 10659135 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Rowen model is a corner location that features an open-concept floorplan, high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms and 2 baths. Owner’s suite includes a private bath and walk-in closet with custom wood shelving. Enjoy a patio or balcony space off living room. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #307, South Chesapeake
1540 Eldwick Drive #206, South Chesapeake
$295,130
2 Beds ⋅ 2 Baths ⋅ 10659134 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owner’s suite includes a private bath & walk-in closet with custom wood shelving. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #206, South Chesapeake
1540 Eldwick Drive #104, South Chesapeake
$320,130
2 Beds ⋅ 2 Baths ⋅ 10659133 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owner’s suite includes a private bath & walk-in closet with custom wood shelving. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #104, South Chesapeake
428 San Roman Drive, South Chesapeake
$330,000
3 Beds ⋅ 2.1 Baths ⋅ 10659091 MLS
Welcome to Las Gaviotas! This spacious 3-bedroom townhome in the desirable Grassfield High School district offers a wonderful combination of space, functionality, and valuable updates. Major improvements include a new roof, energy efficient windows, sliding glass door and exterior doors in 2022 along with new appliances in 2024, fresh paint and new carpet. The kitchen offers ample space for everyday cooking and dining, while 2 generously sized upstairs bedrooms each feature their own private full bathroom. Go outside to enjoy the large backyard ,perfect for relaxing, entertaining or fishing in the lake. With its spacious layout and important updates already completed this home offers an opportunity to make it your own!

428 San Roman Drive, South Chesapeake
3085 Kenelm Drive, South Chesapeake
$350,000
3 Beds ⋅ 2 Baths ⋅ 10659089 MLS
Don't miss out on this nice spacious ranch with lots of natural light! Features include a large bright sunroom, a spacious converted garage that could be used as 4th bedroom/office/den, etc., a large primary bedroom with 2 closets & full bath, tile floors in kitchen, baths, sunroom & utility room and a fully fenced-in back yard. Convenient location to I-64 & I-264. Come make it yours today!

3085 Kenelm Drive, South Chesapeake
1717 Stoney Creek Arch Unit B, South Chesapeake
$220,000
2 Beds ⋅ 2 Baths ⋅ 10659009 MLS
This 2 bedroom, 2 bath first floor condo is move-in ready with new carpet and paint in Oct. 2026. The great room has a fireplace with mantle and the kitchen has granite counter tops and Stainless Steel Appliances. It is in a very convenient location near Greenbrier Mall.

1717 Stoney Creek Arch Unit B, South Chesapeake
3532 Parr Lane, South Chesapeake
$350,000
4 Beds ⋅ 2 Baths ⋅ 10659049 MLS
Tucked away in an established Deep Creek neighborhood, this charming brick ranch offers comfort, space, and endless potential! Situated on a spacious corner lot just shy of half an acre, this 4-bedroom, 2-bath home features beautiful wood and LVP flooring, two remodeled bathrooms, and a brand-new privacy fence, perfect for enjoying the expansive backyard. Even better, the big-ticket updates have already been taken care of, including a new HVAC system in 2025 and a newer roof and gutters installed in 2022! With many of the major expenses already behind you, this home is ready for its next owner to add their personal touches and truly make it their own. Don't miss the opportunity to enjoy single-level living, a generous lot, and the charm of an established neighborhood! Location is convenient to the interstate, bases, shopping, dining and more!! Property is being sold AS-IS seller to make no repairs.

3532 Parr Lane, South Chesapeake
612 W Lake Circle Unit 53, South Chesapeake
$306,500
3 Beds ⋅ 2.1 Baths ⋅ 10658720 MLS
Welcome to Cedar Lakes! This desirable end unit condo offers low maintenance living with the added appeal of a private, fully fenced yard and a beautiful lake view. Enjoy outdoor space perfect for relaxing, entertaining, or spending time with your pets. The condo association takes care of exterior maintenance, making everyday living more convenient. Community amenities include access to the clubhouse, along with water, trash, and sewer services. Two assigned parking spaces add to the convenience. Located in the sought after Great Bridge area and zoned for Great Bridge schools, this property is just minutes from shopping, dining, and everyday conveniences.

612 W Lake Circle Unit 53, South Chesapeake
322 Gainsborough Square, South Chesapeake
$219,900
2 Beds ⋅ 2 Baths ⋅ 10658922 MLS
Two-bedroom, two-bathroom condo in desirable Wimbledon Chase. The fenced front porch offers a welcoming outdoor space to relax and enjoy. Inside, the inviting floor plan features cathedral ceilings and abundant natural light, creating a bright, open feel throughout the spacious living room, dining area, and kitchen. The primary suite offers a walk-in closet and ensuite bath, while the second bedroom provides comfortable additional space. Enjoy the convenience of low-maintenance living, with dining, shopping, and more nearby.

322 Gainsborough Square, South Chesapeake
471 San Roman Drive, South Chesapeake
$324,900
3 Beds ⋅ 1.1 Baths ⋅ 10658841 MLS
Welcome to this updated 3-bedroom townhome in the Grassfield school district! Situated on a spacious corner lot, this home offers a generous fenced backyard with room to create your own outdoor retreat. Inside, enjoy quartz countertops in the kitchen and bath, updated flooring, fresh interior paint, and brand-new upstairs carpet. The living area features a cozy fireplace, while the bright breakfast area offers a welcoming place to start your day. The primary bedroom connects to the hall bath and includes its own vanity area with a sink and closet. The tub has also been resurfaced. A newer deck expands your outdoor living space, and the storage shed conveys. Convenient to shopping, dining, and major roadways!

471 San Roman Drive, South Chesapeake
516 Willow Green Court, South Chesapeake
$225,000
2 Beds ⋅ 2.1 Baths ⋅ 10658629 MLS
Located in the Riverwalk community of Chesapeake, this 2-bedroom, 2.5-bath condo offers a comfortable and functional layout designed for everyday living. Recent updates include new windows, new kitchen appliances, and a new sliding glass door that opens to the back patio, providing a nice space to relax. Conveniently located near shopping, dining, and major roadways, this home combines the convenience of condo living with a wonderful place to call your own. Welcome home!

516 Willow Green Court, South Chesapeake
801 Drawbridge Drive, South Chesapeake
$249,900
4 Beds ⋅ 2.1 Baths ⋅ 10658794 MLS
Investor special! Priced 150k+ below renovated value. Property conveys as-is. Seller makes no representations or warranties regarding property condition. Buyer to verify all information in the listing.

801 Drawbridge Drive, South Chesapeake
1849 Cedar Road, South Chesapeake
$325,000
2 Beds ⋅ 1 Baths ⋅ 10658693 MLS

1849 Cedar Road, South Chesapeake
822 Wickford Drive, South Chesapeake
$258,500
3 Beds ⋅ 2 Baths ⋅ 10658490 MLS
Stop and look at this Beautiful Townhome located in the Heart of Chesapeake. Roof less than 5 years old!!!, Updated interior, Granite Counters Tops, Spacious Vaulted Great Room opens to the Kitchen. Premium Laminate Wood Floors, 2nd Floor Master w/Bath. Priced to sell! Call today to schedule to view before this Great Home is SOLD!

822 Wickford Drive, South Chesapeake

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.

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