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901 Bernard Ln, South Chesapeake
$545,900
3 Beds ⋅ 3.1 Baths ⋅ 10655949 MLS
Model 910 Bernard Ln. OPEN HOUSE $12,500 closing costs* Low rates and no PMI! - End Unit home MARCH closing. Stunning home built by award-winning build w/curated features uniquely designed in this home. Extensive Mohawk flooring through mid-level with Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9' First & Third Floors, 2-zone HVAC w/thermostat on each floor. Primary bedroom with Walk-in CLOSET and spa ensuite Bath. Custom stair rail with 42" treads. Second Petite Suite with ensuite and large walk in and HUGE laundry room w/Linen closet. First floor bedroom with ENSUITE bath! Oversized 10'x19' covered porch with Trex decking, 2-car garage, Tankless Water Heater - and more! LOW $95 condo fee w/Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance..ready for easy living! Legacy is waiting for you!

901 Bernard Ln, South Chesapeake

2224 Edwin Drive, South Chesapeake
$585,740
3 Beds ⋅ 3 Baths ⋅ 10656534 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2224 Edwin Drive, South Chesapeake

2222 Edwin Drive, South Chesapeake
$585,740
3 Beds ⋅ 3 Baths ⋅ 10656532 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2222 Edwin Drive, South Chesapeake

1149 Crystalwood Circle, South Chesapeake
$525,000
4 Beds ⋅ 2.1 Baths ⋅ 10656507 MLS
Welcome home to 1149 Crystalwood Circle! This inviting Chesapeake home has been thoughtfully cared for and updated over the years, offering the comfort of knowing many major improvements have already been completed. The electrical system was upgraded to 200-amp service in 2020, when the spacious 24' x 26' detached garage/workshop was added with its own 100-amp service. The HVAC received a new furnace and condenser in 2022, followed by a new washer and dryer in 2024 and a new water heater in 2025. In 2026, the home received a brand-new kitchen, new carpet, and a fully remediated crawl space with a new vapor barrier. With so much already done, there's more time to relax, enjoy your space, and make wonderful memories. Come see why this could be the one you've been waiting for!

1149 Crystalwood Circle, South Chesapeake

no property photo
$480,000
4 Beds ⋅ 2.1 Baths ⋅ 10656500 MLS
Beautiful Colonial-style home situated on a spacious 0.41 acre corner lot w/ deep water access, dock and bulkhead. This large yet cozy home offers 4 bedrooms and 2.5 bathrooms w/ blends of classic charm and comfy living. Enjoy family evenings by the fireplace and take advantage of the expansive backyard-perfect for entertaining, outdoor activities, or future enhancements. The large corner lot provides added privacy and curb appeal, while the storage shed and attached garage offers lots of extra space for tools and lawn equipment. A rare opportunity to own water front property w/ room to spread out, both inside and out right in the heart of the city. Close to shopping yet private for your family needs.

824 Heritage Point, South Chesapeake

229 Fresno Drive, South Chesapeake
$500,000
4 Beds ⋅ 3 Baths ⋅ 10656410 MLS
This is one of those rare homes that truly supports multi gen or other uses. TRUE DETACHED in law suite with kitchenette full LARGE bath, living and bedroom, private access. The roof, paint, carpet dishwasher ALL NEW to get ready to SELL ! Just a little personalization and this could be your dream home. Its just waiting for you. Full brick, masonry fireplace, oversized deck, extra driveway and a covered parking area. City and Zillow records not reflective of the current dwelling. Three generous bedrooms plus room over the garage AND the suite make this home a winner for you! DONT DRIVE? NO PROBLEM! VERY NEAR ALL ANCILLARY SERVICES Extra nice YMCA with indoor and outdoor pool just a few short blocks. Physicians, groceries, dining and the highway system.

229 Fresno Drive, South Chesapeake

404 Tanners Green Court, South Chesapeake
$400,000
3 Beds ⋅ 2.1 Baths ⋅ 10656296 MLS
VA-assumable 3.75% interest rate for VA-eligible buyer! Location, space, and style? This Chesapeake home has all three! Conveniently located near the city's major shopping, it welcomes you with great curb appeal, an open two-story foyer, and beautiful wood floors downstairs. The kitchen shines with granite countertops, while brand-new carpet gives the upstairs a fresh feel. The spacious primary suite features cathedral ceilings and a roomy bath with a soaking tub and separate shower. Two additional generously sized bedrooms offer plenty of space. Out back, a vinyl-fenced yard and covered patio create the perfect spot to relax, entertain, or fire up the grill. Come see why this one feels like home!

404 Tanners Green Court, South Chesapeake

1318 18th Street, Central Chesapeake
$267,700
3 Beds ⋅ 2 Baths ⋅ 10656397 MLS
Completely remodeled three bedroom, two bath with new LVP flooring, new carpet, a brand new kitchen, and updated bathrooms. One bedroom and a full bath are downstairs, which works well for guests, an office, or anyone who would rather skip the stairs. There's a front porch out front, and the backyard is large, with plenty of off street parking. Lakeside Park sits right around the corner, with a lake you can fish, two playgrounds, covered pavilions, and a walking path through the trees. Elizabeth River Park is about a mile up the road and has a dog park, a fishing pier, a boat ramp, and a paved path along the water. I-464 puts you in downtown Norfolk in about ten minutes. Updated and ready for its next owner.

1318 18th Street, Central Chesapeake

933 Centurion Circle, South Chesapeake
$440,000
3 Beds ⋅ 2.1 Baths ⋅ 10654807 MLS
Welcome to 933 Centurion Circle where the ease of townhome living meets the comfort and style of a single-family home. This beautifully designed residence offers a spacious lower-level recreation room that opens to a private backyard—perfect for creating your own outdoor retreat—along with a 2-car garage for added convenience. The main level features an expansive gourmet kitchen with granite countertops, a large island, upgraded LVP flooring, and a bright, open living room that flows effortlessly onto an oversized Trex deck ideal for entertaining or unwinding. Upstairs, three generous bedrooms provide plenty of space, including a luxurious owner’s suite with a tray ceiling, walk-in closet, and spa-inspired bath with dual vanities and an oversized shower with a seat. Located in Grassfield’s best-valued community, you’ll enjoy resort-style amenities such as water views, a private marina club, pool, clubhouse, docks, boat tie-off, and beach access-all with no flood insurance required!

933 Centurion Circle, 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

145 Hurdle Drive, South Chesapeake
$459,900
4 Beds ⋅ 2 Baths ⋅ 10656377 MLS
Welcome to this spacious 4-bed, 2-bath home situated on a beautiful half-acre lot in the heart of Great Bridge! Offering a flexible floor plan, this home features 2 oversized living areas, 2 spacious primary bedrooms, & 2 additional bedrooms—ideal for multigenerational living, a home office, playroom, or the potential for a 5th bedroom. Updates include fresh interior paint, new flooring, restored hardwood floors, & renovated bathrooms. The updated kitchen offers new countertops, ample cabinet space, & a cozy breakfast nook. Step outside to the covered deck overlooking the expansive backyard, providing plenty of room for entertainment, gardening, pets, or future outdoor additions. With no HOA, you’ll also enjoy plenty of space to park your RV or boat on the property. Located in the highly desirable Great Bridge school district, you’ll enjoy the convenience of being just minutes from shopping, restaurants, & everyday amenities. Don’t miss this rare opportunity to own a move-in-ready home with space, flexibility, & an unbeatable location. Schedule your showing today!

145 Hurdle Drive, South Chesapeake

1121 Kinderly Lane, South Chesapeake
$479,972
3 Beds ⋅ 2.1 Baths ⋅ 10656369 MLS
Move right in to this beautifully maintained home, built in 2016 and perfectly situated on over ¾ of an acre at the end of a quiet cul-de-sac. Designed with both comfort and entertaining in mind, this home features 9-foot ceilings, an open-concept floor plan, quartz countertops, and stainless steel appliances. Upstairs, you’ll find a convenient laundry room with washer and dryer that convey. The expansive backyard offers endless possibilities, with plenty of room to add a pool, garden, or outdoor living space—all enhanced by attractive fencing.Enjoy a tucked-away, private setting while still being just minutes from shopping, interstates, and military bases. This home truly offers the best of space, style, and location. Attractive financing using the Seller's preferred lender . Be sure to inquire.

1121 Kinderly Lane, South Chesapeake

3210 Indigo Road, Central Chesapeake
$350,000
3 Beds ⋅ 2 Baths ⋅ 10656240 MLS
Welcome home to this inviting 3 bdrm, 2 full bath plus a bonus room that can be used as an office, nursery, craft room or guest room. This ranch offers comfortable and spacious one-level living. Beautiful wood floors add warmth and character throughout the home. The kitchen features attractive granite countertops with a large breakfast bar, providing both style and functionality for everyday living and entertaining.The thoughtfully designed floor plan offers comfortable living spaces, well-proportioned bedrooms, extra large primary bedroom and the convenience of single story living. Enjoy the large yard and detached garage with carport. Whether you are a first-time homebuyer, downsizing, or simply looking for the convenience of ranch-style living, this home is ready to welcome you. Conveniently located near major military installations, naval shipyards, and employment centers throughout Hampton Roads, making it an excellent location for military personnel, contractors, and commuters.

3210 Indigo Road, Central Chesapeake

308 Sikeston Lane, South Chesapeake
$415,000
3 Beds ⋅ 2.1 Baths ⋅ 10656271 MLS
This move-in-ready, 3-bedroom, 2.5-bath features recently installed carpet throughout, and a new dishwasher. The open-concept layout flows between the kitchen, dining, and living areas, creating a space for daily living and entertaining. Generously sized rooms offer flexibility for furniture placement, while deep closets and storage help with organization. The kitchen features soft-close drawers, granite countertops, a custom backsplash, and an island with accent lighting. Upstairs, the primary suite offers a walk-in closet, double vanities, and a walk-in shower with dual shower heads. The hall bath also features double vanities and direct access from the second bedroom. The attached garage and fenced backyard patio provide an ease with daily living. Enjoy local shopping and dining along with outdoor recreation at Great Bridge Lock Park along the Intracoastal Waterway. Nearby commuter routes connect you to military bases and destinations throughout the area.

308 Sikeston Lane, South Chesapeake

1316 Oregon Crossing, South Chesapeake
$545,000
4 Beds ⋅ 3.1 Baths ⋅ 10656134 MLS
Waterfront living awaits in this spacious 4-bedroom, 2.5-bath home offering room, comfort, and thoughtful updates throughout. The main level features beautiful porcelain tile flooring and a welcoming family room with a fireplace converted to gas. The eat-in kitchen offers abundant cabinetry and plenty of space for everyday living and entertaining. Generously sized bedrooms include two primary suites, updated baths with newly tiled shower, a large walk-in closet, and a private deck off one of the bedrooms overlooking the waterfront setting. Additional highlights include new carpet, updated vinyl siding, a new storage shed, large deck for summer living, new dock to fish off of and extended concrete parking with a 50-amp RV hookup. Every detail has been thoughtfully maintained, making this home truly move-in ready. A rare opportunity to enjoy waterfront living, don't wait on this one!

1316 Oregon Crossing, South Chesapeake

5008 James Street, West Chesapeake
$370,000
3 Beds ⋅ 2 Baths ⋅ 10656177 MLS
Welcome home to this beautifully updated and well kept 3 bedroom, 2 bath home tucked away on a quiet dead end street in a welcoming, close knit community. Step inside to find an updated, spacious kitchen with plenty of room for cooking, entertaining, and everyday living. The primary suite offers a private retreat featuring a large en suite bathroom with a double vanity sink, Jacuzzi tub, separate shower, and walk in closet. Outside, enjoy a fully fenced backyard with plenty of space to relax, entertain, or play. A two car garage provides additional parking and storage. With modern updates throughout, generous living spaces, and a peaceful neighborhood setting, this home is truly move-in ready and waiting for its next owner.

5008 James Street, West Chesapeake

403 Caravelle Court N, South Chesapeake
$489,900
4 Beds ⋅ 2 Baths ⋅ 10656242 MLS
Charming ranch with large backyard and pool! Enjoy the welcoming front porch before heading inside to the thoughtfully updated interior, where fresh paint and beautiful new LVP flooring create a bright, inviting atmosphere. New carpet in the room above the garage adds comfort and versatility to the home's flexible living space. Designed for both everyday living and effortless entertaining, the home features a living room, dining room, and a cozy family room accented by wood beams and a fireplace. At the heart of the home, the eat-in kitchen offers all new sleek cabinetry, granite countertops, and stainless steel appliances. Four spacious bedrooms provide comfortable accommodations, while both full bathrooms have been refreshed with stylish new vanities. Outside, you're sure to enjoy the fully fenced backyard featuring a spacious deck overlooking the swimming pool creating an inviting setting for relaxing, entertaining, or enjoying warm summer days. Two storage sheds provide additional room for lawn equipment, tools, or hobbies, while the attached garage adds everyday convenience and extra storage.

403 Caravelle Court N, 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

2044 Columbo Avenue, West Chesapeake
$575,000
4 Beds ⋅ 3 Baths ⋅ 10656145 MLS
WESTERN BRANCH HOME WITH A DETACHED 2-CAR GARAGE, SPACIOUS FENCED YARD, AND FLEXIBLE LIVING SPACE! Welcome to 2044 Columbo Avenue, set on a generous .34-acre lot in Chesapeake’s Western Branch area. This well-maintained home is an excellent fit for buyers who need room for vehicles, tools, hobbies, storage, a home business setup, or recreational equipment. In addition to the attached 1-car garage, the property offers an oversized detached 2-car garage with a finished second floor. Built approximately 2009, it includes insulation, drywall, electrical, and a Wi-Fi-controlled mini-split HVAC system—ideal for a workshop, office, studio, recreation room, hobby space, or conditioned storage. Inside, the kitchen features granite countertops, black stainless appliances, a breakfast bar, and an open connection to the great room for easy everyday living and entertaining. A formal dining room, first-floor flex room, full bath, and enlarged laundry room add valuable versatility. Upstairs, the spacious FROG serves as the fourth bedroom with a full bath nearby, while the primary suite includes a refreshed bath. Recent improvements include a Trane dual-zone Wi-Fi HVAC system approximately four months old, vinyl siding, metal exterior wrap, newer front and sliding rear doors, screened porch, LVP/laminate flooring, rear windows, and gutters. Natural gas serves the heat and hot water. Enjoy the large fenced backyard with a deck, screened porch/patio, and hot tub—plenty of room to relax, entertain, play, garden, or let pets roam. Seller is replacing carpet before closing.Convenient to I-664, military installations, tunnels, shopping, dining, and destinations throughout Hampton Roads.

2044 Columbo Avenue, West Chesapeake

317 George Washington Highway S, South Chesapeake
$524,900
3 Beds ⋅ 2 Baths ⋅ 10655769 MLS
Five acres. A powered detached workshop. Room to breathe, space to make your own. This updated Cape Cod offers the flexibility of acreage living in Chesapeake’s Grassfield area. The home features 3 bedrooms, 2 full baths and a first-floor bedroom and full bath. MLS square footage reflects 1,869 sq. ft. per tax records; a recent appraisal measured approximately 2,067 sq. ft.Updates include a renovated kitchen and baths, replacement windows, updated electrical and plumbing, a 2023 heat pump, 2024 whole-house paint and newer flooring. Beautiful hardwood floors, a fireplace, and generous mud/laundry space add function and character. The approx. 736 sq. ft. powered detached garage/workshop offers room for tools, projects, and storage. Gorgeous outdoors boast a fenced yard area, wooded acreage, mature fruit and fig trees, enclosed porch, deck and patio. City water/sewer add convenience. Recent appraisal at $600,000! Existing VA loan may be assumable, reach out to listing agent for more details.

317 George Washington Highway S, 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

1407 Hawick Terrace, South Chesapeake
$499,999
3 Beds ⋅ 3 Baths ⋅ 10656063 MLS
Welcome home to Chesapeake’s premier 55+ community! This move-in-ready home offers a fantastic and flexible floor plan featuring TWO spacious primary suites—one on each level—providing plenty of room for guests. The beautiful family room features soaring vaulted ceilings, luxury vinyl plank flooring, and a cozy gas fireplace. Just off the main living area is an additional first-floor flex space, perfect for a home office, reading room, or a relaxing spot to enjoy your morning coffee. The spacious eat-in kitchen features new stainless steel appliances and recessed lighting, while the formal dining room provides the perfect space for entertaining. The large first-floor primary suite offers a private bath with double vanity, separate shower, and oversized jetted tub. At the heart of the community is the Bay Club, featuring indoor and outdoor pools, hot tub, fitness center, billiards, library, game rooms, and so much more. Come experience resort-style living at Eagle Pointe!

1407 Hawick Terrace, South Chesapeake

109 Causeway Drive, South Chesapeake
$429,900
3 Beds ⋅ 2 Baths ⋅ 10655782 MLS
Welcome to 109 Causeway Dr, a charming home nestled on a quiet street in the highly desirable Great Bridge area of Chesapeake! Enjoy major peace of mind with recent big-ticket upgrades, including a newly updated HVAC system, new water heaters, flooring throughout, and the electrical panel in the garage updated within the last 2 years. One of the standout features of this property is the HUGE backyard—providing an abundance of open space for entertaining, gardening, or play. Plus, there is ample parking and side access with more than enough space to park your large RV, boat, trailer, or multiple vehicles. Location is everything! Situated just off Battlefield Blvd, you are minutes away from top-rated Chesapeake public schools, local parks, waterways, and the Intracoastal Waterway. You'll love the convenience of quick access to everyday shopping, dining, medical facilities, and major highways for an easy commute throughout Hampton Roads.

109 Causeway 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.