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1256 Kingsway Drive, South Chesapeake
$417,900
3 Beds ⋅ 2 Baths ⋅ 10632172 MLS
Welcome to 1256 Kingsway Drive, Brick Ranch tucked into one of Greenbrier’s most convenient and sought-after locations. Set on a generous .455-acre lot, this home blends timeless character, creating a property that feels both welcoming and practical. Original hardwood flooring flowing through the main living area, adding warmth and authenticity the moment you enter. The home offers 3 bedrooms and 2 full baths, a large family room, dining room and living room. Improvements including a new roof and gutters (2025) and a new concrete driveway that enhances curb appeal and durability. Car enthusiasts, hobbyists, or anyone needing extra storage will appreciate the rare combination of a 2-car attached garage plus a detached garage with electric a perfect workshop, studio, or project space. Outdoors, the expansive yard offers room to garden, play, entertain, or simply enjoy the privacy and space that’s increasingly hard to find. Close to Interstate, shopping, restaurants and medical facilities

1256 Kingsway Drive, South Chesapeake

614 Ray Avenue, South Chesapeake
$417,000
4 Beds ⋅ 2.1 Baths ⋅ 10632519 MLS
Welcome to this beautifully 4 bed, 2.5 bath home in the desirable Crestwood community! Renovated in 2025, this home offers peace of mind with a brand new roof and windows, along with stylish updates throughout. Inside you'll find an open and inviting layout featuring a spacious living area with a cozy fireplace. The kitchen is a true standout with newer cabinetry, quartz countertops, updated appliances, a modern backsplash, and a bright breakfast area. Elegant light fixtures and fresh paint throughout the home add a clean, contemporary feel. Upstairs, you’ll find four generously sized bedrooms, including a stunning primary suite with double closets, a beautifully updated bathroom featuring a walk-in tile shower and dual vanity. Outside there's a fenced-in backyard—great for gatherings, pets, or simply unwinding. An attached garage adds convenience and extra storage. This move-in-ready home combines modern upgrades with comfortable living. Don’t miss your opportunity to make it yours!

614 Ray Avenue, South Chesapeake

1340 Cypress Pl, South Chesapeake
$416,250
3 Beds ⋅ 2.1 Baths ⋅ 10639011 MLS
Experience style, space, and convenience in this updated 3-bedroom, 2.5-bath home in Chesapeake's desirable Greenbrier area. The kitchen features granite countertops, stainless steel appliances, a pantry, breakfast bar, and ample cabinet space. Multiple living areas, including a living room and family room, offer flexibility for everyday living, work, or entertaining. The dining room showcases charming plank paneling for added character. Enjoy the fenced backyard with a deck ready for gatherings and a storage shed for extra space. Newer siding and roof enhance both value and curb appeal. Conveniently located near Chesapeake City Park, shopping, dining, major interstates, neighborhood lakes, and scenic walking paths. Don't miss this opportunity, schedule your private showing today!

1340 Cypress Pl, South Chesapeake

720 Albemarle Court, South Chesapeake
$415,000
4 Beds ⋅ 2 Baths ⋅ 10651014 MLS
Welcome to 720 Albemarle Court, an adorable ranch-style home nestled in the highly sought-after Hickory area of Chesapeake! This charming home offers 4 bedrooms and 2 full bathrooms with a comfortable and functional floor plan. Head inside to a spacious living room featuring a beautiful wood-burning fireplace. The dining area flows seamlessly into the kitchen, with easy-care laminate flooring throughout the main living areas. Three bedrooms are conveniently located on the first floor, while the finished room over the garage provides a spacious fourth bedroom with added privacy and flexibility. Out back, enjoy a large deck overlooking the generously sized backyard which is perfect for entertaining or simply enjoying your own backyard space. A wonderful opportunity to call the desirable Hickory area home!

720 Albemarle Court, South Chesapeake

220 Deepwater Drive, South Chesapeake
$415,000
3 Beds ⋅ 2 Baths ⋅ 10645328 MLS
Rare opportunity to own on deep water in Chesapeake! Fish, kayak, boat right off your back dock. Keep your boat in your own backyard on the boat lift instead of paying for dry storage or slip fees. From your private dock, enjoy an approximate 40–50-minute cruise to the open waters of the Chesapeake Bay or to Downtown Norfolk’s vibrant Waterside District where waterfront dining, entertainment and marina amenities await you! Solidly built and full of potential, this classic brick ranch home offers 1,800 square feet of living space with 3 bedrooms and 2 full baths. Whether you’re looking to renovate, personalize or invest, this home provides a fantastic opportunity to make it your own. Being sold as-is, it is ready for your vision and your creativity! Call for more details or to schedule a private tour.

220 Deepwater Drive, South Chesapeake

2829 Forehand Drive, South Chesapeake
$415,000
3 Beds ⋅ 1.1 Baths ⋅ 10644736 MLS
Beautifully updated, this spacious home features an open-concept floor plan ideal for everyday living and entertaining. The remodeled kitchen offers quartz countertops, custom soft-close cabinetry, an 8-foot island, pantry, and matching Frigidaire Professional appliances. Recessed lighting flows throughout the kitchen, dining room, and living room with a wood-burning fireplace. Additional features include large bedrooms, updated bathrooms, a dedicated office, and a heated and cooled laundry/flex space plus an additional breezeway. Major updates include new siding in 2026, HVAC and ductwork in 2025, garage doors and openers in 2025, updated electrical and plumbing, refinished hardwood and LVP flooring, and most replacement windows. Situated on approximately .75 acre with two driveways, a front porch, fenced backyard, large deck, and in-ground pool with a 2022 liner. The roof roughly 10 years young.

2829 Forehand Drive, South Chesapeake

1001 S Scarlet Oak Court, South Chesapeake
$415,000
3 Beds ⋅ 2.1 Baths ⋅ 10642085 MLS
Tucked at the end of a quiet neighborhood in the heart of Greenbrier, this home offers the perfect blend of privacy and convenience. The kitchen shines with granite countertops and stainless steel appliances, while updated bathrooms and refreshed fixtures throughout add a modern touch. Beautiful new LVP flooring flows throughout the main level, and the spacious primary suite features a private full bath. A fully fenced backyard backing to walking paths — complete with a deck and large storage shed. Smart home upgrades convey, including a Ring Camera, Ecobee thermostat, and Tesla charger! Community sidewalks make spending time outdoors easy, with playgrounds, the library, and everyday conveniences nearby. Commuters will love the quick access to military installations, top schools, major interstates, and an abundance of shopping, dining, parks, and entertainment within minutes!

1001 S Scarlet Oak Court, South Chesapeake

2312 Piers Landing, South Chesapeake
$415,000
3 Beds ⋅ 2 Baths ⋅ 10640081 MLS
This well-maintained property in the desirable Grassfield area offers a quiet neighborhood setting while remaining centrally located near shopping, dining, and interstate access. Enjoy peaceful evenings on the large covered front porch, or entertain outdoors on the spacious screened-in back porch overlooking the above-ground pool and deck. This home features numerous upgrades, including new interior doors in 2026, a new HVAC system and ductwork in 2025, crawlspace encapsulation with a dehumidifier in 2024, and a new fence in 2022. The kitchen was renovated in 2021 with updated cabinets, flooring, granite countertops, and backsplash. Additional updates include a 2018 bathroom renovation with tile and toilets, as well as replacement of Quest plumbing with PEX and gutter guards installed in 2018. Exterior features include a detached two-story garage, above-ground pool with a large deck, pool shed, and hot tub. The pool shed and hot tub are offered as-is. All pool supplies convey.

2312 Piers Landing, South Chesapeake

1915 Dobson Court, South Chesapeake
$415,000
3 Beds ⋅ 2.1 Baths ⋅ 10638193 MLS
Beautiful turnkey townhome in the sought-after Hickory Manor community of South Chesapeake! Enjoy low maintenance living in this bright, open concept home filled with natural light. The stylish kitchen features quartz countertops, under cabinet lighting, and a spacious pantry for ample storage. Upstairs, you'll find a convenient second floor laundry room, a spacious primary suite with en-suite bath, and two additional generously sized bedrooms. Unwind after a long day in your private hot tub backing up to a beautifully maintained, park-like green space. Hickory Manor offers exceptional community amenities including ponds, a clubhouse, swimming pool, grilling area, 24 hour fitness center, walking trails, and playgrounds. Sales price is based on current appraisal. Home inspection report available upon request. Hot tub conveys As Is, Where Is.

1915 Dobson Court, South Chesapeake

2035 Tuck Street, South Chesapeake
$415,000
5 Beds ⋅ 2 Baths ⋅ 10638210 MLS
Beautiful One-Acre Retreat with Main Home + Guest Suite. Discover a peaceful getaway on this spacious, tree-lined one-acre property—perfect for extended families, guests, or anyone seeking extra space to spread out. A welcoming 300 sq. ft. covered porch and brand-new firepit set the tone for relaxed outdoor living, offering the ideal setting for morning coffee, evening gatherings, or stargazing under the clear night sky. Inside the main home, you’ll find three bedrooms (one currently designed as a generous walk-in closet) and one full bathroom, all enhanced by newer renovations and beautiful hardwood floors throughout. A detached, converted garage provides incredible flexibility, featuring two additional bedrooms and its own full bath—a great option for guests, rentals, or a private home office setup. Additional highlights include: Outdoor storage shed, Extra parking areas, One-car garage, Quiet wooded surroundings and stunning night views.

2035 Tuck Street, South Chesapeake

2053 Burson Drive, South Chesapeake
$415,000
3 Beds ⋅ 2.1 Baths ⋅ 10638071 MLS
Located in the sought-after Grassfield School District, this 2021-built home offers 3 bedrooms and 2.5 baths with a bright, open-concept floor plan filled with natural light from numerous windows throughout. The kitchen features granite countertops, a large center island with sink, and ample space for cooking, gathering, and entertaining. The large first-floor primary suite includes a tiled shower and dual-sink vanity, providing convenience and privacy. Upstairs, you'll find two generously sized bedrooms and a full bath, offering flexibility for family, guests, or a home office. Enjoy the inviting front porch, spacious backyard, and convenient access to shopping, dining, medical facilities, entertainment, and major interstates. Modern construction, abundant natural light, and a functional layout make this home a must-see.

2053 Burson Drive, South Chesapeake

212 Hallbridge Drive, South Chesapeake
$415,000
3 Beds ⋅ 2 Baths ⋅ 10636998 MLS
Welcome to this charming all-brick ranch nestled on a corner lot in the heart of Great Bridge! This lovely home features three bedrooms and two full, previously renovated bathrooms. Inside, you'll find gorgeous wood floors, a spacious living room, adjoining a carpeted den/family room complete with a slider opening directly to the back patio. The comfortable eat-in kitchen boasts a convenient breakfast bar, perfect for casual dining. The attached one-car garage provides excellent storage and parking. Outside, the large backyard offers endless outdoor living opportunities; whether you dream of adding a pool, expanding the patio for entertaining, or creating your own private retreat. Great Bridge schools. Don't miss out on this fantastic home with room to grow!

212 Hallbridge Drive, South Chesapeake

910 Adventure Way, South Chesapeake
$415,000
3 Beds ⋅ 2.1 Baths ⋅ 10633355 MLS
Welcome to 910 Adventure Way, nestled in the Bryan’s Cove Community and perched alongside Deep Creek and the Elizabeth River. This inviting home offers the perfect blend of comfort, style, & functionality within a friendly community atmosphere. Fresh interior finishes, & spacious living areas create a warm & welcoming atmosphere throughout. The main level features formal living & dining rooms, plus a stunning kitchen with granite countertops, Gas Range and stainless-steel GE appliances. Enjoy relaxing on the screened-in porch overlooking an outdoor living area for gathering and entertaining. Downstairs also features the spacious Primary Suite flowing into the stylish Ensuite with double sinks and generous walk-in closet. Upstairs boasts two bedrooms with a spacious Finished Room over the Garage with walk-in closet. Solar Panels to be paid off at closing, new paint throughout living area and New Carpet installed June 2026 Reach out to the Listing Agent for a Private Showing.

910 Adventure Way, South Chesapeake

704 Sandlewood Lane, South Chesapeake
$415,000
4 Beds ⋅ 2 Baths ⋅ 10628759 MLS
Rare opportunity to own a piece of Chesapeake history! Offered for the very first time by the estate, this classic 4-bedroom, 2-bathroom brick ranch is situated on a sprawling 0.34-acre lot in the heart of the 23322 zip code.Spanning 1,721 sq. ft., this solid home needs some TLC but offers incredible potential for an investor or a handy homeowner looking to build instant equity. The bones are there: a timeless brick exterior, a cozy fireplace, and an attached garage. Transform this blank canvas into your dream home while enjoying a prime location near top schools, Great Bridge Lock Park, and the Chesapeake Arboretum.Whether you're looking to renovate and flip or customize your forever home, the possibilities here are endless. Properties with this much character and upside are hard to find—bring your vision and make it yours today! Sold as-is.

704 Sandlewood Lane, South Chesapeake

1456 Debbs Lane, South Chesapeake
$411,000
3 Beds ⋅ 2 Baths ⋅ 10649551 MLS
Location, location, location! Just off Volvo Parkway, this meticulously maintained ranch offers exceptional convenience to interstates, Chesapeake, Virginia Beach, shopping, dining, and more. Featuring 3 bedrooms and 2 baths, this move-in-ready home boasts a newly renovated primary bath with custom tile shower, granite kitchen with stainless steel appliances, and a cozy great room with vaulted ceiling and wood-burning fireplace. Updates galore include roof and attic spray insulation (2026), garage door and opener (2025), washer (2024), dryer (2025), and fireplace inspection (2025). Enjoy outdoor living with a pool featuring a 2026 pump, liner, and cover, plus Trex decking, pavers, hardscaping, and artificial turf. Fresh paint and an expanded driveway complete this beautifully updated, centrally located home!

1456 Debbs Lane, South Chesapeake

209 Rose Ash Way, South Chesapeake
$410,000
3 Beds ⋅ 2 Baths ⋅ 10643754 MLS
Nestled in Oak Grove Meadows, this beautifully maintained, single-owner gem offers 3 bedrooms, 2 full bathrooms, and an unbeatable central location just minutes from the Chesapeake Expressway and endless dining and shopping. You are also uniquely positioned just a stone's throw from 51 acres of peaceful nature trails at the Chesapeake Arboretum. Step inside to find a completely turn-key home where all the big-ticket items are already done, boasting brand-new windows and carpet, durable 2-year-old Pergo laminate flooring, a 2022 HVAC, a 2019 tankless water heater, and a 2016 roof. The 2024 kitchen remodel features new cabinets and countertops. You will love the gorgeous, built-in sunroom that was part of the original home's construction and not a later addition. Outside, the property continues to impress with a fully fenced backyard perfect for relaxing and an oversized driveway with an abundance of parking for family and friends. This beautifully updated home is truly a rare find!

209 Rose Ash Way, South Chesapeake

640 Sweet Leaf Place, South Chesapeake
$410,000
3 Beds ⋅ 2.1 Baths ⋅ 10643082 MLS
Welcome to this spacious 3-bedroom, 2.5-bath home offering over 1,900 square feet of comfortable living in the heart of Chesapeake's desirable Greenbrier area. The thoughtfully designed floor plan features generous living spaces, a welcoming great room with a fireplace, and an updated kitchen with beautiful quartz countertops that continue into the bathrooms for a cohesive, modern look. Step outside to enjoy the stamped concrete patio, added in 2021, providing the perfect space for relaxing or entertaining. Additional updates include a new HVAC system (2018), refrigerator (2024), and dryer (2026), offering peace of mind for years to come. Conveniently located within driving distance of shopping, dining, parks, Greenbrier's business district, major interstates, and military bases, this well-maintained home is ready for its next owner.

640 Sweet Leaf Place, South Chesapeake

2728 Blacksmith Trail, South Chesapeake
$410,000
4 Beds ⋅ 2 Baths ⋅ 10640949 MLS
An exciting opportunity to own this beautifully maintained home in highly sought-after Great Bridge! Welcome to this charming 4-bedroom,2-bath ranch nestled in an established Chesapeake neighborhood filled with mature trees,beautiful homes,& pride of ownership throughout. Offering the ease of one-level living,this move-in-ready home delivers the perfect blend of comfort,charm,& functionality in one of Great Bridge’s most desirable locations. Step inside to bright,inviting living spaces filled with natural light and designed for comfortable everyday living & effortless entertaining. This is the kind of home where holidays feel cozy,weekend gatherings come naturally,& everyday moments feel just a little sweeter. The thoughtful floor plan offers generous room sizes,a family-friendly layout,& abundant storage,giving everyone space to live,work,& unwind comfortably. Outside,the oversized backyard creates endless possibilities for backyard barbecues,kids at play,gardening,firepit nights,or simply relaxing after a long day. Whether hosting family celebrations or enjoying peaceful mornings with coffee outdoors,this outdoor space offers the lifestyle so many buyers are searching for. In a world where so many are craving more peace,more space,& more connection,this home delivers all three. Located near top-rated Great Bridge schools,shopping,dining,parks,& convenient interstate access,this Chesapeake home for sale offers the rare combination of location,space,& lifestyle. Ranch homes with large yards,one-level living,& this much charm in Great Bridge rarely become available. More than just a house,this is a place to slow down,spread out,& truly feel at home.

2728 Blacksmith Trail, South Chesapeake

1949 Shipyard Road, South Chesapeake
$410,000
3 Beds ⋅ 2 Baths ⋅ 10633411 MLS
Enjoy the best of both worlds—PEACEFUL COUNTRY LIVING JUST MINUTES FROM CITY CONVENIENCES! This beautifully updated home sits on nearly 2 ACRES, offering space, privacy, and modern comfort. Step inside to find fresh paint, brand-new LVP flooring, and plush carpet throughout the bedrooms. The stunning open kitchen is a chef’s dream, equipped with gleaming quartz countertops, stainless steel appliances, white shaker soft-close cabinets and drawers, recessed lighting, tile backsplash and a farmhouse kitchen sink. Both bathrooms have been tastefully renovated with contemporary finishes, tile flooring and elegantly crafted tile surround shower and tub. The generous setback from the road enhances privacy and provides a tranquil setting. Plenty of storage with an oversized detached garage / workshop. Whether you're relaxing indoors or exploring your expansive property, this home delivers the perfect blend of rural tranquility and urban accessibility. Don’t miss this move-in ready gem!

1949 Shipyard Road, South Chesapeake

111 Esplanade Place, South Chesapeake
$410,000
3 Beds ⋅ 2.1 Baths ⋅ 10631968 MLS
Welcome home to this beautiful townhouse in Chesapeake's coveted Riverwalk community. This home features 3 bedrooms, 2.5 bathrooms, and stunning views of the marsh and Elizabeth River. The serene water vistas offer a peaceful escape, perfect for those with an adventurous spirit. The first floor is refreshed with new carpet and updated light fixtures. The kitchen offers hardwood floors, a dining space, and convenient powder room access. Upstairs, the primary ensuite joins two oversized bedrooms and a full hall bath to complete a spacious layout. Riverwalk provides an exceptional lifestyle with amenities including a boat launch, pool, clubhouse, tennis courts, playground, and trails. Enjoy local shopping, dining, and outdoor activities just minutes away. Ideally located near interstates and military bases.

111 Esplanade Place, South Chesapeake

1441 Scoonie Pointe Drive, South Chesapeake
$410,000
3 Beds ⋅ 2.1 Baths ⋅ 10630683 MLS
Welcome home to this beautifully updated Kilmarnoch plan in Eagle Pointe, Chesapeake’s premier 55+ adult community. Thoughtfully designed for comfort, style, & low-maintenance living, this move-in-ready home features a sought-after first-floor primary suite with dual closets, a spacious laundry room, & an oversized pantry for added convenience. The open-concept layout is filled with natural light & showcases plantation shutters, a granite kitchen with breakfast bar, & brand-new stainless steel appliances (2024), perfect for both everyday living & entertaining. Recent updates include a new HVAC system (2024), water heater (2018), and LiftMaster belt-drive garage system (2025), offering peace of mind for years to come. Enjoy a vibrant, luxury resort-style lifestyle at The Bay Club with indoor & outdoor pools, hot tub, fitness center, library, billiards room, Celebration room, catering kitchen, locker rooms, and a full calendar of social events. Call and schedule your private tour today.

1441 Scoonie Pointe Drive, South Chesapeake

505 Scarborough Drive, South Chesapeake
$410,000
3 Beds ⋅ 2 Baths ⋅ 10627440 MLS
Welcome to this 4 bedroom-ranch style home located in the highly desirable Great Bridge School District. Designed for comfortable living, this home features large bedrooms and expansive living spaces that provide plenty of room to relax, entertain, or work from home. The versatile flex space, known as the “Florida room,” offers endless possibilities - a sunroom, playroom, or additional lounge area filled with natural light. Step outside to enjoy the big backyard, complete with a patio great for gatherings, grilling, or simply unwinding. A dedicated garden area adds charm and opportunity for those with a green thumb. With its functional layout, generous space, and prime location, this home ready for its next owner to make it their own.

505 Scarborough Drive, South Chesapeake

700 Pile Avenue, South Chesapeake
$409,900
3 Beds ⋅ 2.1 Baths ⋅ 10626834 MLS
Located in the Crestwood neighborhood of Chesapeake, this 3-bedroom, 2.5-bath home sits on a large corner lot and has been thoughtfully updated throughout. Bathrooms have been recently renovated, and the home features hardwood flooring on the lower level and stairs, along with an updated kitchen with granite countertops and a breakfast bar. Major systems include a roof replaced in 2020, HVAC updated in 2020, windows replaced in 2022, and gutters approximately 5 years old. Solar panels are fully paid off, offering little to no electric bill, and an EV charger is already installed. Additional highlights include a large detached 2-car garage, extended driveway, and an oversized storage shed with electricity. Conveniently located near shopping, dining, and commuter routes.

700 Pile Avenue, 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.