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3057 Kenelm Drive, South Chesapeake
$329,900
3 Beds ⋅ 1.1 Baths ⋅ 10658506 MLS
Welcome home to this inviting 3-bedroom, 1.5-bath ranch nestled in an established neighborhood! This home offers a functional layout and features designed for comfortable everyday living. The eat-in kitchen boasts stainless steel appliances, ample cabinetry, and plenty of counter space. Enjoy the spacious backyard with a privacy fence. Additional features include architectural roof shingles, updated windows, a heat pump HVAC system, a newer electric water heater, and off-street parking. The seller will provide clear TMI report. Some photos have been virtually staged. Don’t miss the opportunity to make this home your own!

3057 Kenelm Drive, South Chesapeake
514 Trellis Trail, South Chesapeake
$329,000
2 Beds ⋅ 2.1 Baths ⋅ 10658445 MLS
Come check out this Spacious 1,870-square-foot, 2-bedroom +1 bonus room townhome in a four-unit building. Peacefully set among trees, the home offers a feeling of privacy. The Grove at the Arboretum neighborhood (situated around Green Tree Road) sits directly adjacent to the arboretum grounds, making it a close distance of less than a half-mile away. A public nature site featuring shaded hardwood forest trails, demo gardens, an 18th-century farmhouse, and Camellia Cove. BRAND NEW air conditioning unit will keep you cool on hot summer days. The versatile first-floor office can easily serve as a third bedroom, guest room, or flex space. Beautiful wood floors throughout the lower level offer aesthetic appeal and simplify cleaning and maintenance. An oversized kitchen features a generous pantry, breakfast area, and plenty of cabinet space & counter seating. Sliding glass doors open to a private, fenced in patio, wonderful for relaxing or entertaining. Upstairs, you'll find two generously sized primary suites, each with its own private full bathroom, providing comfort and privacy for residents and guests alike. A spacious second floor laundry room includes washer and dryer hookups and a utility sink for added convenience. Community amenities include a sparkling swimming pool, grounds maintenance, trash pickup, and sewer, all included with the HOA. Ideally located in the sought-after Greenbrier area, with easy access to interstates 64/264/664/17, shopping centers/mall, and fantastic local dining. Quick move-in available, come see this beauty today! Also for rent $2500/Month, available now.

514 Trellis Trail, South Chesapeake
1329 George Washington Highway N, South Chesapeake
$315,000
3 Beds ⋅ 2 Baths ⋅ 10657422 MLS
This 3-bedroom, 2-bath Chesapeake home sits on nearly half an acre with a large detached garage, ample parking, and an easy-access driveway. Inside, enjoy brand-new carpet, renovated bathrooms, and updated appliances. With plenty of room for vehicles, hobbies, storage, and outdoor living, this property offers space and flexibility that can be hard to find.

1329 George Washington Highway N, South Chesapeake
1505 Waitsel Drive Unit 306, South Chesapeake
$310,000
2 Beds ⋅ 2 Baths ⋅ 10658216 MLS
Enjoy the perfect blend of comfort, style, and low-maintenance living in this inviting third-floor Chesapeake condo with no neighbors above! Soaring ceilings, abundant natural light, and an open layout with LVP flooring in the living area create a bright and airy atmosphere. The spacious kitchen features quartz countertops, stainless steel appliances, and a breakfast bar that flows effortlessly into the main living area, great for everyday living or entertaining. The primary suite offers a relaxing retreat with a private bath and generous walk-in closet featuring custom wood shelving. Beyond your front door, enjoy a peaceful community pond with a walking loop and dedicated dog park. With water, sewer, trash pickup, and grounds maintenance included in the condo fees, there's more time to enjoy the things you love! Conveniently located near shopping, dining, and major commuter routes, this home offers an easygoing Chesapeake lifestyle!

1505 Waitsel Drive Unit 306, South Chesapeake
2432 Youngman Road, South Chesapeake
$259,900
2 Beds ⋅ 1 Baths ⋅ 10657727 MLS
MUST SEE! Beautiful move-in ready home with fantastic updates, including a new roof, siding, flooring, appliances, fresh paint, and more. Features spacious bedrooms, an open-concept layout, and a great kitchen. Situated on a large lot (nearly 6,800 sq. ft.) with a massive backyard offering endless possibilities. Conveniently located near shopping, dining, military bases, and the airport. Schedule your private tour today!

2432 Youngman Road, South Chesapeake
3019 Roundtable Drive, South Chesapeake
$345,000
4 Beds ⋅ 2 Baths ⋅ 10657719 MLS
Welcome to 3019 Roundtable Drive. A charming ranch-style home in the heart of Chesapeake. This 4-bedroom, 2-bathroom home offers an open layout everyday life or entertainment. recent updates include granite countertops w/backsplash in kitchen, new Roof, HVAC-2026, Hot water Heater-2026 and fresh paint throughout home. Outside, there’s a large backyard that offers plenty of space for entertaining, gardening, or play. Conveniently located on a quiet cul-de-sac near shopping, dining, and local amenities, this home is ready to welcome you. Fence and shed convey as is. Schedule your showing today!

3019 Roundtable Drive, South Chesapeake
710 Rue Marseille, South Chesapeake
$233,500
2 Beds ⋅ 2 Baths ⋅ 10657659 MLS
Low-maintenance living with a little poolside fun? Yes, please! Welcome to this beautifully maintained 2-bedroom, 2-bath condo in Chesapeake. Tucked away in a quiet corner location, this home offers comfortable living with the convenience of easy interstate access. Enjoy peace of mind with an HVAC system just 3 years old and a water heater only 1 year old. The community pool is included with the HOA, making it easy to enjoy a little fun in the sun without the upkeep. One assigned parking space plus plenty of visitor parking adds to the convenience. Well cared for and ready for its next chapter, this condo is a charming place to call home!

710 Rue Marseille, South Chesapeake
2112 Willow Point Arch, South Chesapeake
$240,000
2 Beds ⋅ 2 Baths ⋅ 10657769 MLS
Move-in ready 2-bedroom, 2-bath condo with spacious loft in the sought-after Riverwalk community! Freshly painted throughout with a new water heater and HVAC replaced in 2018. Bright, open floor plan features a kitchen overlooking the dining and living areas, creating a comfortable space for everyday living and entertaining. Generous first-floor bedroom offers a walk-in closet and direct access to a full bathroom. Upstairs features a versatile loft with built-ins and a spacious primary suite with ample closet space and private bath. Enjoy your own fenced front patio and additional storage shed. Conveniently located near shopping, restaurants, major highways, and military installations throughout Hampton Roads. Low-maintenance living, thoughtful updates, and an excellent location make this condo a fantastic opportunity. Schedule your showing now.

2112 Willow Point Arch, South Chesapeake
1021 Roundtable Court, South Chesapeake
$260,000
3 Beds ⋅ 1.1 Baths ⋅ 10657685 MLS
Welcome to 1021 Roundtable Court! This beautifully renovated, move-in-ready Chesapeake home offers modern upgrades, stylish finishes and exceptional convenience! Enjoy fresh interior paint, updated flooring, new lighting, updated trim and new blinds throughout. The refreshed kitchen features brand-new stainless steel appliances, including a refrigerator, electric range, microwave, and garbage disposal. Both bathrooms feature updated vanities, faucets, and fixtures. Additional improvements include new interior and exterior doors, storm doors, updated vinyl siding, exterior trim, and a replacement window. Enjoy modern technology with a smart ceiling fan that operates by remote or through a Wi-Fi-connected app. The washer and dryer also convey, making your move even easier! The roof and HVAC system were replaced approximately 10 years ago. With extensive interior and exterior improvements, this home offers the comfort, style, and convenience today’s buyers appreciate. This one is a gem - you don't want to miss out! Schedule your showing today!

1021 Roundtable Court, South Chesapeake
3365 Benefit Road, South Chesapeake
$324,999
2 Beds ⋅ 1 Baths ⋅ 10657263 MLS
This 3 acre lot is great for your dream home! It can not be subdivided. Lot is established and has privacy for you and your animals. It has a huge 2 story, detached, approx. 4 car garage that has its own well and electricity. It has over 530 feet of road frontage, facing a pristine, stunning horse farm. The home that is on the property is fully gutted and can be torn down or remodeled and added on, to make your perfect home. The property is being sold as-is, as well as the septic and well is as-is. Call today for your private showing, this one will not last long!

3365 Benefit Road, South Chesapeake
844 Parapet Road, South Chesapeake
$345,000
4 Beds ⋅ 2.1 Baths ⋅ 10657384 MLS
Welcome to this spacious two-story home offering a fantastic layout and incredible potential! The first floor features a formal living room, separate dining room, a cozy den, and a convenient half bath. Upstairs, you will find three comfortably sized bedrooms alongside a primary suite complete with its own private en suite bath. Excellent storage and parking are provided by the attached two-car garage. Situated in a prime location just minutes from shopping, local dining, entertainment, major interstates, and area bases. This property is a wonderful opportunity to bring a little elbow grease, add your personal touches, and truly make it your own. Call today to schedule your private showing! Some virtual staging utilized in pictures.

844 Parapet Road, South Chesapeake
1514 Orchard Grove Drive, South Chesapeake
$269,900
2 Beds ⋅ 2 Baths ⋅ 10657524 MLS
Welcome home to Orchard Grove Condominiums in Chesapeake! This spacious 2-bedroom, 2-bathroom condo offers a flexible floor plan with plenty of room to relax, entertain, work from home, and unwind, plus access to a community pool. Step inside to a bright and inviting living area, where a vaulted ceiling, fireplace, and abundant natural light create a welcoming place to gather or relax. The open layout flows into the dining area and kitchen, featuring generous cabinet and counter space, a full appliance package, and a breakfast bar for casual dining. The downstairs primary suite offers the convenience of main-level living with an ensuite bath featuring a soaking tub and separate shower. Upstairs, a second bedroom with its own full ensuite bath provides another private retreat. The open loft adds even more flexibility as a home office, reading nook, media area, or additional guest space. The enclosed sunroom offers another inviting bonus space for morning coffee, plants, reading, or simply relaxing. Additional storage adds everyday convenience. Located in Greenbrier, the home is conveniently situated near shopping, dining, Greenbrier Mall, and major highways, providing easy access throughout Chesapeake and Hampton Roads. Residents can also enjoy the Orchard Grove community pool. There is a lot to love about this home. Do not miss the opportunity to make this Orchard Grove condo your own!

1514 Orchard Grove Drive, South Chesapeake
1519 Pucknall Drive Unit 3, South Chesapeake
$332,400
3 Beds ⋅ 2.1 Baths ⋅ 10657528 MLS
Discover comfortable living in this spectacular condo. Featuring 3 bedrooms, 2.5 baths, PLUS an additional flex room perfect for a home office, playroom. Laminate flooring throughout provides a stylish look with easy maintenance. The inviting plan flows seamlessly into the dining area with bar. A large sliding glass door fills the space with tons of natural light and opens to a private patio. Enjoy the added value of community amenities, including a swimming pool, yard maintenance, trash pickup, and water and sewer services. With its low-maintenance features, and desirable location, this condo is a must see! Please ask about 1% closing cost assistance with the preferred lender.

1519 Pucknall Drive Unit 3, South Chesapeake
1054 Wickford Court, South Chesapeake
$255,000
2 Beds ⋅ 1 Baths ⋅ 10657509 MLS
2BD, 1 BA ONE STORY TOWNHOME. ALL KITCHEN APPLIANCES, LARGE LIVING ROOM OPENS TO KITCHEN, FENCED IN YARD LOCATED IN A CULDESAC. EXCELLENT HOME FOR FIRST TIME HOME BUYER OR INVESTOR.

1054 Wickford Court, South Chesapeake
512 Bay Oak Drive, South Chesapeake
$334,900
4 Beds ⋅ 2.1 Baths ⋅ 10657097 MLS
Welcome home! This 4 bedroom, 2.5 bathroom home in the heart of Chesapeake is waiting for you! With over 1,700 square feet, there’s ample space to make your own! The screen in deck opens to a spacious yard that is great for entertaining, gardening, or anything you’d like! The attached garage allows for the possibility for extra parking or storage space! Conveniently located with easy access to major highways, making commuting or travel a breeze! Call today for more information and to schedule your tour!

512 Bay Oak Drive, South Chesapeake
401 Henley Court Unit K, South Chesapeake
$224,900
2 Beds ⋅ 2.1 Baths ⋅ 10657298 MLS
Affordable living in the largest condo model available in Wimbledon Chase. Easy access to I64, the Chesapeake Expressway, Greenbrier and Great Bridge. No car needed for access to shopping & restaurants; adjacent to Chesapeake Regional Medical Complex. Summertime living is easy with the community pool. All appliances convey including washer & dryer, as-is.Besides the generous ensuite, the primary bedroom features a cathedral ceiling and more closet space than many single family homes. Condo fees cover the master insurance policy, landscaping, water, trash, sewer, pool access, as well as exterior building maintenance. $2,000 carpet allowance on full price contract.

401 Henley Court Unit K, South Chesapeake
713 Sutherland Drive, South Chesapeake
$299,999
3 Beds ⋅ 2.1 Baths ⋅ 10656935 MLS
Welcome home! This well-maintained 3-bedroom, 2.5-bathroom townhouse offers comfortable living with thoughtful updates throughout. The main level features a spacious kitchen with granite countertops, stainless steel appliances, and plenty of cabinet storage, along with a formal dining area great for meals and gatherings. Upstairs, you'll find three generously sized bedrooms, including a private primary suite with its own ensuite bathroom. This home offers the opportunity to enjoy a move-in-ready space in a convenient location. Near schools, parks, shopping, and everyday amenities, this townhouse offers both comfort and convenience in one great package. Come check out all it has to offer!

713 Sutherland Drive, South Chesapeake
500 Judah Way Unit 123, South Chesapeake
$265,000
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
1425 Glendale Avenue, South Chesapeake
$339,900
3 Beds ⋅ 2 Baths ⋅ 10657065 MLS
Charming ranch with thoughtful updates throughout. The interior has been freshly painted and features new lighting, laminate flooring, and carpet. Upon entering, you are welcomed by a cozy family room with a stone fireplace. The eat-in kitchen offers all new cabinets, granite countertops, and stainless steel appliances. The home offers three spacious bedrooms and two full bathrooms, both updated with new tubs and tile surrounds. The large fenced backyard provides plenty of room to enjoy the outdoors. An attached garage adds convenient parking and storage. Schedule your private tour today!

1425 Glendale Avenue, South Chesapeake
758 Creekside Crescent, South Chesapeake
$325,000
3 Beds ⋅ 2.1 Baths ⋅ 10656884 MLS
SPACE, LOCATION, & UPGRADES! Welcome to this spacious 3 BR, 2.5 BA, 1,562 sq. ft. END-UNIT townhome in the sought-after Riverwalk community along the Elizabeth River! Featuring one of the largest original floor plans, this home boasts a generously sized, privacy-fenced backyard, spacious deck and oversized secondary storage shed. Inside, enjoy ceramic tile flooring in the hallway, kitchen and baths, stainless-steel appliances, and Delta faucets and Kohler toilets installed in 2026. Major improvements include a new $14,000 3-ton HVAC system, 6-inch gutters (2025), replacement windows and doors (2011), and roof (2015). Embrace the vibrant Riverwalk lifestyle with a clubhouse, pool, tennis, pickleball, dock access, boat launch, playgrounds, trails, weekly food trucks, swim team, garden club and community events. Convenient to shopping, dining and major interstates, this home offers an exceptional combination of space, upgrades and community living!

758 Creekside Crescent, South Chesapeake
701 New River Court Unit B, South Chesapeake
$235,000
2 Beds ⋅ 2 Baths ⋅ 10657033 MLS
Honey stop the car! Townhouse-style living w/condo convenience in Chesapeake's Riverwalk community! This 2 bedroom, 2 full bath home offers approximately 1,100 sq ft across two levels, giving you the feel of a townhome without the upkeep. Fresh paint and new LVP flooring run throughout, so it's truly move-in ready. One of the two full baths has been remodeled. The main level is built for everyday living, with a fireplace in the living room and access to a private patio for morning coffee or quiet evenings. An exterior storage room adds space for bikes, tools and seasonal gear. The condo fee covers water, sewer, trash, grounds and exterior maintenance, plus access to the community pool and clubhouse. Convenient to Greenbrier shopping, dining and medical facilities, with easy access to I-64, local military installations CALL TODAY!

701 New River Court Unit B, South Chesapeake
540 Fernwood Farms Road, South Chesapeake
$99,100
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
$295,000
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
$245,000
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
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
$337,500
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
618 Ridge Circle, South Chesapeake
$225,000
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
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
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

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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