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733 Wickford Drive, South Chesapeake
$225,000
3 Beds ⋅ 1.1 Baths ⋅ 10657002 MLS

733 Wickford Drive, South Chesapeake
540 Fernwood Farms Road, South Chesapeake
$99,000
2 Beds ⋅ 1 Baths ⋅ 10656859 MLS
Total assessed value $237,400, lot dimensions 170x265, 1 acre, 2/1 bath 740 sq ft.

540 Fernwood Farms Road, South Chesapeake
1528 Hambledon Loop, South Chesapeake
$300,000
3 Beds ⋅ 2.1 Baths ⋅ 10656711 MLS
Welcome to 1528 Hambledon Loop, a desirable end-unit in Brighton Park at Greenbrier! This 3-bedroom, 2.5-bath home, 2 master bedrooms with ensuites offers a comfortable floor plan with the added privacy and natural light of an end-unit location. Recent updates include a NEW water heater, offering added peace of mind for the next homeowner. Enjoy the convenience of low-maintenance community living with access to neighborhood amenities, including 2 community pools. Ideally located in Chesapeake’s Greenbrier area, close to shopping, dining, entertainment and major roadways. Whether you're a first-time buyer, looking for additional space, or seeking a convenient Chesapeake location, this home is ready for its next owner. Schedule your showing today!

1528 Hambledon Loop, South Chesapeake
449 E Lake Circle, South Chesapeake
$252,000
2 Beds ⋅ 1 Baths ⋅ 10656390 MLS
Affordable Great Bridge lake-view living! Enjoy low-maintenance condo living just off Cedar Road, a short drive from shopping, restaurants, entertainment and everything Great Bridge has to offer. Inside, vaulted ceilings, arched windows and abundant natural light give the home an open, inviting feel. The living room features a cozy fireplace and opens to a private balcony overlooking the lake and mature trees—an ideal spot for morning coffee or winding down at the end of the day. The kitchen offers plenty of cabinet and counter space with a bright dining area highlighted by a dramatic arched window. Two comfortable bedrooms and a full bath complete the home. Residents also enjoy community amenities including the pool, while the location puts you just minutes from the area’s dining, shopping and entertainment. The city’s annual parade route is also just a few blocks away, adding to the convenience and community feel of this Great Bridge location. Whether you’re a first-time buyer, downsizing, or simply looking for an affordable, low-maintenance home in a great location, this lake-view condo offers a lot of value without giving up convenience.

449 E Lake Circle, South Chesapeake
713 Rapidan River Court Unit G, South Chesapeake
$230,000
2 Beds ⋅ 2 Baths ⋅ 10655996 MLS
Freshly transformed and move-in ready! This second-floor corner end-unit condo in Chesapeake's Riverwalk community just had a full cosmetic refresh of the interior, including fresh paint throughout, an updated kitchen, new flooring and more. The single-level layout offers 2 bedrooms and 2 full baths. A wood-burning fireplace anchors the living area, and a private balcony overlooks mature trees. The primary suite has its own full bath. Beyond the cosmetic work, the home also has newer windows and a newer HVAC system. Kitchen appliances convey along with an exterior storage shed and two assigned parking spaces. The condo fee includes water, trash, grounds maintenance, the community pool and clubhouse.

713 Rapidan River Court Unit G, South Chesapeake
1005 Winged Foot Court Unit B, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10656159 MLS
Welcome Home to this charming twin Home style Condo in Greenbrier's Fairways Villas. Tucked away in the cul-de-sac with garage, driveway, and communal parking, low maintenance living meets style and convenience. Enter into your inviting foyer greeted with LVP floors and neutral paint. Layout features large open concept great room and dining area. Eat-in kitchen is spacious with granite tops and stainless appliances. Access to one car garage and laundry off kitchen and half bath for the ultimate first floor layout. Second level features large primary bedroom with ensuite bath and walk in closet. Bedroom features natural light and vaulted ceilings. Two large spare bedrooms and hall bathroom complete this ideal layout. Large slider leads to rear deck which is large and tranquil backing up to golf course views. Newer HVAC & water heater 2021 and replacement windows. Call this Home Today!

1005 Winged Foot Court Unit B, South Chesapeake
708 Sail Fish Quay, South Chesapeake
$239,900
2 Beds ⋅ 2 Baths ⋅ 10655612 MLS
Beautiful Ground Floor Condo in Riverwalk! Enjoy the Spacious Living Room with Fireplace and Dining Area! This Open Unit features an Eat In Kitchen This property also features Two Bedrooms with Two Full Baths.

708 Sail Fish Quay, South Chesapeake
944 Bells Mill Road, South Chesapeake
$340,500
3 Beds ⋅ 1 Baths ⋅ 10655690 MLS
Own a piece of Chesapeake history! This charming Great Bridge Craftsman bungalow is documented by the Virginia DHR as Historic Resource #131-5027, dating to approx. 1915–1925. Full of warmth & character with beautiful wood floors, new LVP in the kitchen & laundry, fresh paint, updated fixtures, refreshed kitchen & bath, plus a versatile bonus room that can easily serve as an additional bedroom. Detached garage, spacious & a.36-acre lot. A rare blend of historic charm, modern touches & timeless character—ready to welcome you home!

944 Bells Mill Road, South Chesapeake
300 San Roman Drive, South Chesapeake
$289,900
2 Beds ⋅ 1.1 Baths ⋅ 10655553 MLS
Welcome to this beautifully refreshed 2-bedroom, 1.5-bath townhome tucked away on a quiet cul-de-sac in sought-after Las Gaviotas. Head inside to a spacious living area featuring a cozy brick fireplace and an inviting floor plan perfect for relaxing or entertaining. Recent updates include fresh paint, new flooring and carpet, updated full bath, new rear deck, front porch railing, sliding glass doors, gutters, and water heater. Energy-efficient windows and kitchen appliances were replaced in 2020. Upstairs offers two generously sized bedrooms, a dual-entry full bath, and large hall closet for extra storage. Enjoy a private fenced backyard and new deck, perfect for morning coffee, grilling, or unwinding. Conveniently located near shopping, dining, parks, interstates, Chesapeake City Hall, and Grassfield schools. Move-in ready and waiting for its new owner!

300 San Roman Drive, South Chesapeake
618 Ridge Circle, South Chesapeake
$230,000
2 Beds ⋅ 2.1 Baths ⋅ 10655183 MLS
Charming 2 bedroom 2.5 bath condominium near shopping, restaurants and close access to interstates and Chesapeake Regional Hospital. Located within the B.M. Williams district, a designated Purple Star school supporting military-connected families. Home has double walk-in closets, all new LVP flooring, fresh paint, privacy fence and patio. Brand new light fixtures, ceiling fans, and appliances.

618 Ridge Circle, South Chesapeake
948 Shoal Creek Trail Unit A, South Chesapeake
$314,900
2 Beds ⋅ 2 Baths ⋅ 10654731 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
205 Thrasher Road, South Chesapeake
$299,999
3 Beds ⋅ 1.1 Baths ⋅ 10654604 MLS
Solid Bones. Endless Potential. Bring Your Vision. In the heart of Greenbrier. This all brick ranch with attached 1 car garage has a huge fenced back yard with large storage shed . Property has been very well maintained. Convenient to shopping, interstates, Hospital and restaurants. This is a rare chance to own a home with a strong, well-built structure and the freedom to make it your own. Great property for the investor, renovator, or hands-on buyer who can see what the home can become. Solid structure, a great foundation for a remodel. Needs vision and a little TLC. Room to build equity through updates. Sold strictly as-is, where-is. Seller makes no repairs or warranties. Buyers are encouraged to complete their own inspections and due diligence.

205 Thrasher Road, South Chesapeake
816 Shenandoah River Road, South Chesapeake
$295,000
2 Beds ⋅ 2 Baths ⋅ 10654480 MLS
Welcome to 816 Shenandoah River Road! 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 all exterior maintenance to include grounds and roof. Skylights were replaced in 2026. Enjoy all the riverwalk community has to offer, including Clubhouse, Pool, Tennis Courts, Boat Ramp, Playgrounds, Walking Trails and trash pickup.

816 Shenandoah River Road, South Chesapeake
1025 Shore Road, South Chesapeake
$325,000
3 Beds ⋅ 1.1 Baths ⋅ 10654363 MLS
Come tour this ranch home with beautiful hardwood floors and a functional living space. This property has a partially open floor plan with a versatile layout. The open room space can be used to entertain, as an office, or as spare living space. The backyard is large and wooded, offering a storage shed and plenty of space for gardening and entertaining. The dishwasher, water heater, and refrigerator are all new (2025) and convey with the property.

1025 Shore Road, South Chesapeake
1414 Loose Strife Place, South Chesapeake
$268,000
3 Beds ⋅ 2 Baths ⋅ 10654280 MLS
Experience airy, sun-drenched living in this beautifully updated two-story home. Enjoy an open living and dining space elevated by soaring ceilings, architectural skylights, and expansive windows that maximize natural light. Refreshed in 2026, the interior showcases brand-new flooring across both levelsfresh paint, and a new water heater. The fully serviced HVAC ensures year-round comfort. The sleek kitchen features premium granite countertops, stainless steel appliances, and a breakfast bar. A rare main-level bedroom and full bath offer ultimate flexibility. Upstairs, the primary retreat boasts vaulted ceilings, a walk-in closet, and an upgraded bath. Complete with clever storage and 2 assigned spaces, this home sits in a vibrant neighborhood featuring scenic ponds, green spaces, a pool, and a playground.

1414 Loose Strife Place, South Chesapeake
102 Diamond Avenue Unit D, South Chesapeake
$246,500
2 Beds ⋅ 1.1 Baths ⋅ 10654041 MLS
A Diamond Condo with NO FEES! Located in the highly sought-after Grassfield school district, this condo has had a complete transformation. Walk into a beautiful cathedral ceiling and unique reading nook under the stairs. New SS Appliances in the kitchen, new luxury vinyl floors, bedroom/office downstairs with laundry,Beautifully renovated full bathroom. Private upstairs bedroom with half bath spacious closet space and attic storage access. Partially fenced backyard. This is in a quiet neighborhood conveniently located near interstates and shopping. Hurry, before this one is gone!

102 Diamond Avenue Unit D, South Chesapeake
28 Hinton Avenue, South Chesapeake
$330,000
4 Beds ⋅ 2 Baths ⋅ 10654130 MLS
Experience total move-in readiness in this beautifully updated Chesapeake home! Featuring fresh paint and new flooring throughout, the bright interior flows into a modern kitchen equipped with shaker cabinets and stainless steel appliances. Bathrooms boast stylish tile updates, while peace of mind comes standard with a new roof, HVAC, some new windows and new water heater. There is also a bonus florida room and lovely front porch. Perfectly blending comfort and modern upgrades, this property is an absolute must-see today!

28 Hinton Avenue, South Chesapeake
1547 Orchard Grove Drive, South Chesapeake
$289,000
2 Beds ⋅ 2 Baths ⋅ 10654011 MLS
**SELLER OFFERING A 1-YEAR INTEREST RATE BUYDOWN!** Tucked away on a quiet street in Orchard Grove, this spacious 2-bedroom, 2-bath condo has more to offer than meets the eye! Soaring ceilings, skylights, and a gas fireplace make the living room feel bright, open, and inviting. The updated kitchen features new cabinets, quartz countertops, stainless steel appliances, and a dedicated coffee bar to start your mornings right! Need extra space? The upstairs loft offers endless possibilities for a home office, workout area, hobby room, or additional flex space. Enjoy the convenience of condo living with shopping, dining, military installations, and interstate access just minutes away. **Updated kitchen, flexible living space, and a seller-paid interest rate buydown. What's not to love? Schedule your showing today!**

1547 Orchard Grove Drive, South Chesapeake
1115 Killington Arch, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10653708 MLS
End-unit townhouse in Greenbrier with a peaceful pond view right in your backyard-no neighbors behind you! This home has 3 bedrooms, 2.5 baths, plus a versatile loft that works as an office, 4th bedroom, or hangout space. The kitchen features butcher block countertops & stainless steel appliances. The primary bedroom is generously sized with plenty of room to spread out. Being an end unit means extra privacy, more natural light, and fewer shared walls than a typical interior unit. Outside, it's quiet and low-key with lakes and a playground to enjoy. Located in the heart of Greenbrier East with quick access to major highways, you are just minutes away from everything Hampton Roads has to offer, including military bases, shopping, dining, beaches, and parks.

1115 Killington Arch, South Chesapeake
719 Creekside Crescent, South Chesapeake
$305,000
3 Beds ⋅ 2.1 Baths ⋅ 10653124 MLS
Welcome home to this well-maintained End unit 3-bedroom, 2.5-bath townhome located in the Riverwalk community. The inviting open floor plan provides a comfortable flow between the living, dining, and kitchen areas, making it ideal for everyday living and entertaining. Step outside to enjoy the private rear patio, complete with a storage shed for added convenience. Upstairs, you’ll find three generously sized bedrooms, including a spacious primary suite with an en-suite bath and ample closet space.

719 Creekside Crescent, South Chesapeake
923 Ketch 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
5341 Libertyville Rd, South Chesapeake
$325,000
3 Beds ⋅ 2 Baths ⋅ 10652746 MLS
Welcome home to an unparalleled narrative of comfort in this prime Chesapeake real estate sanctuary. Fully dialed-in for its next owner, this 3-bedroom, 2-bathroom single-story home showcases an inviting open concept layout. The primary suite serves as a quiet retreat with a custom-tiled shower, while the gourmet kitchen shines with granite surfaces and custom cabinetry. Complete with a generous backyard and storage shed, commuters will love the quick highway access! Ask about the potential VA loan assumption at a 5.1% interest rate! Available to a qualified buyer, subject to lender/servicer approval and applicable VA requirements.

5341 Libertyville Rd, South Chesapeake
1333 Boxwood Drive, South Chesapeake
$349,000
3 Beds ⋅ 1.1 Baths ⋅ 10652758 MLS
Have you been searching for a home with a large garage and a no-tree lot? This is it. The kitchen has been completely renovated with a new gas stove, dishwasher, and refrigerator. A new mini-split system keeps the sun-filled Florida room (with its wall of windows) comfortable year-round. The oversized garage is a standout - wired with a 240V outlet, cooled by a window AC unit, and offering plenty of room for whatever organizing system you need. A small outdoor shed keeps lawn equipment tucked away, and the carport is a nice bonus.

1333 Boxwood Drive, South Chesapeake
5 Harbor Watch Drive Unit 405, South Chesapeake
$310,000
3 Beds ⋅ 2 Baths ⋅ 10651901 MLS
Adventure awaits right outside your door! Imagine starting your morning fishing from the dock, spending the afternoon kayaking or boating along the waterways, and ending the day with a waterfront picnic as the sun goes down. With deep-water access, every day offers a new opportunity to explore, unwind, and enjoy life on the water! Gather with friends at the community picnic area, cool off in the pool, or relax at the clubhouse. When the adventures are over, retreat to your spacious, well-maintained 3-bedroom, 2-bath condo offering 1,762 sq. ft. (per MLS) of comfortable, single-level living. Enjoy peaceful water views from your bedroom, abundant natural light, an updated kitchen with stainless steel appliances and wine fridge, and a generous primary suite. Association services include dock maintenance, water, sewer, and trash. Less maintenance, more adventure! Whether you're casting a line, paddling the waterways, or simply soaking up the scenery, this is waterfront living at its best!

5 Harbor Watch Drive Unit 405, South Chesapeake
1121 Sir Gawaine Drive, South Chesapeake
$349,900
4 Beds ⋅ 2 Baths ⋅ 10652250 MLS
Stunning four bedroom ranch with updates from top to bottom including a new roof, siding, trim, and exterior doors. The interior has been freshly painted and features new lighting, interior doors and hardware, and flooring throughout. The spacious living room and dining area flow seamlessly into the beautifully updated kitchen, complete with all new cabinetry, granite countertops, stainless steel appliances, and a large center island. Four generously sized bedrooms and two full bathrooms provide plenty of comfortable living space, with both bathrooms featuring updated vanities. Schedule your private tour today and come see all this beautifully updated home has to offer!

1121 Sir Gawaine Drive, South Chesapeake
1509 Waitsel Drive Unit 206, South Chesapeake
$345,000
2 Beds ⋅ 2 Baths ⋅ 10650907 MLS
Welcome home to this beautiful, like-new condo in the heart of Chesapeake! Built just 2 years ago, this home offers modern finishes, an open layout, and low-maintenance living.The open-concept floor plan connects the kitchen, dining, and living areas, creating a great space for everyday living or entertaining. The kitchen features quartz countertops, stainless steel appliances, upgraded cabinetry, and a large island with plenty of room for seating. LVP flooring, updated lighting, and plenty of natural light give the home a bright, welcoming feel throughout.The spacious primary suite offers a private retreat with a beautifully finished ensuite bath and generous closet space. Conveniently located near shopping, dining, and major interstates, you’ll have easy access to everything Chesapeake and Hampton Roads have to offer.Move-in ready, only 2 years old, and beautifully maintained—this is one you’ll want to see!

1509 Waitsel Drive Unit 206, South Chesapeake
650 Lacy Oak Drive, South Chesapeake
$325,000
2 Beds ⋅ 2.1 Baths ⋅ 10651928 MLS
Welcome to this spacious two-bedroom, two-and-a-half-bath condo in the desirable Greenbrier/Kempsville area. The versatile bonus room on the main level is ideal for a home office, playroom, or guest space. The kitchen features stainless steel appliances and opens to the dining area, with a walk-in pantry and convenient half bath nearby. Laminate flooring flows throughout the first floor, while the second floor offers comfortable carpeting. Upstairs, both bedrooms include private full baths and walk-in closets. A large walk-in laundry room with a utility sink adds extra convenience. Condo dues include trash pickup, pool access, and grounds maintenance. Move-in ready and waiting for its new owners!

650 Lacy Oak Drive, South Chesapeake
102 Ford Street, South Chesapeake
$250,000
2 Beds ⋅ 2.1 Baths ⋅ 10651883 MLS
Move-in ready! This 2-bedroom home offers a rare dual-ensuite layout — each bedroom has its own full bath, plus a powder room downstairs for guests. Brand-new LVP flooring and carpet, fresh paint throughout, and a new hot water heater. Kitchen and bath cabinetry has been freshly painted in a soft sage tone, paired with a brand-new stainless steel appliance package — refrigerator, range, dishwasher, and microwave hood. A new sliding glass door off the family room leads to a rebuilt rear landing and steps, and the HVAC condenser sits on a new stand. Seller to provide a clear termite/moisture report. Nestled in the established Fordville/Deep Creek area with easy access to shopping, dining, and I-64 — truly nothing to do but move in. Schedule your showing today!

102 Ford Street, South Chesapeake
1505 Waitsel Drive Unit 304, South Chesapeake
$317,000
2 Beds ⋅ 2 Baths ⋅ 10651771 MLS
Welcome home to easy, low-maintenance living in this beautifully appointed 3rd-floor condo! Featuring an open-concept floor plan, soaring ceilings, and large windows that fill the space with natural light, this home offers comfortable one-level living with stylish interior finishes throughout. The spacious kitchen is designed for both everyday living and entertaining, with quartz countertops, stainless steel appliances, and a convenient breakfast bar. The owner's suite provides a relaxing retreat with an attached bath and walk-in closet featuring custom wood shelving. Outside, enjoy a peaceful pond with a short trail loop, plus a dedicated dog park in this pet-friendly community. Condo amenities include ground maintenance, sewer, trash pickup, and water for added convenience. Located just minutes from shopping and dining at Sam's Circle and offering an easy Battlefield commute, this home truly has everything you need for comfortable Chesapeake living!

1505 Waitsel Drive Unit 304, South Chesapeake
1440 Rollesby Way, South Chesapeake
$320,000
3 Beds ⋅ 2.1 Baths ⋅ 10651374 MLS
Beautiful 3-bedroom, 2.5-bath condo offering 1,870 sq ft of spacious, low-maintenance living! This condo has been UPDATED with new flooring, lighting, and fixtures throughout, along with a newly upgraded kitchen and bathrooms featuring beautiful cherrywood cabinets. The condo also features a pantry, two walk-in closets, a private primary bath, and a convenient half bath on the main level. Washer and dryer included. Enjoy the private patio and community pool. Great location just 5 MINUTES from Greenbrier Mall and next to Greenbrier Golf Course. Move-in ready and waiting for its new owner!

1440 Rollesby Way, 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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