Refine Search
Sort by
711 Pile Avenue, South Chesapeake
$420,000
3 Beds ⋅ 2.1 Baths ⋅ 10657117 MLS
Welcome home to this beautifully maintained 3 bedroom, 2.5 bath home featuring an open-concept layout with soaring ceilings and a versatile loft. Luxury vinyl plank flooring flows throughout the first floor, creating a stylish and low-maintenance living space. The spacious primary suite offers a private en suite bath, while generously sized secondary bedrooms provide flexibility for a variety of needs. Enjoy the convenience of a two-car garage and a fully fenced backyard - perfect for outdoor entertaining, pets, or play. Energy-efficient solar panels help reduce monthly electric costs. Solar panels are completely paid off! Ideally situated with easy access to shopping, dining, major highways, military bases, and everyday conveniences. Plus, receive 1% toward closing costs when using preferred lender. Don't miss this exceptional opportunity!

711 Pile Avenue, South Chesapeake

3004 Kilbride Drive, Central Chesapeake
$290,000
3 Beds ⋅ 1 Baths ⋅ 10656626 MLS
A large detached garage with high ceilings and power sets this 3-bedroom, 1-bath home apart! Offering exceptional flexibility for parking, storage, a workshop, hobbies, or additional workspace, the garage is a standout feature you won’t want to miss. Inside, the kitchen featuring a double oven flows seamlessly into the living room, creating an inviting open layout that works well for everyday living and entertaining. The kitchen also has a separate gas cooktop and a functional design with great potential. Outside, enjoy the backyard deck, great for relaxing, grilling, or entertaining. With a combination of a spacious detached garage, open living area, gas cooking, and outdoor living space, this home offers features that make it stand out. Come see all this property has to offer and how close it is to key areas of Norfolk, Chesapeake, and Va. Beach!

3004 Kilbride Drive, Central 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

524 Linton Circle, South Chesapeake
$535,000
3 Beds ⋅ 3 Baths ⋅ 10656845 MLS
Welcome home to this highly sought-after Glasgow plan, ideally located across from the park in Eagle Pointe! Featuring a 1st-floor primary suite, 1st-floor guest room & a second primary suite upstairs, this flexible plan offers room for everyone. The Glasgow boasts the largest family room, kitchen & laundry room in Eagle Pointe! Enjoy a chef’s kitchen with a gas cooktop, wall oven, built-in microwave, center island, granite countertops & breakfast bar. Oversized laundry room features a closet & mud sink. Bright & sunny morning room opens to an oversized patio. The extended garage adds a bump-out for extra space. Abundant storage, including a walk-in storage/mechanical room. Eagle Pointe is Chesapeake’s premier 55+ community, with resort-style amenities at The Bay Club, including indoor & outdoor pools, a hot tub, a fitness center, billiards, a library, game rooms & more. Enjoy the Eagle Pointe lifestyle! Call today to schedule your personal tour. Some photos have been digitally staged.

524 Linton Circle, South Chesapeake

511 Eldridge Lane, South Chesapeake
$460,000
3 Beds ⋅ 2.1 Baths ⋅ 10656908 MLS
Welcome to this stunning, turn-key 2022-built condominium nestled in the desirable Deep Creek area of Chesapeake! Boasting nearly 2,300 sq. ft. of modern, open-concept living space, this meticulously maintained 3-bedroom, 2.5-bath home offers the perfect blend of style, comfort, and low-maintenance living. The spacious main level features a functional layout great for entertaining, complemented by high ceilings, abundant natural light, and a dedicated foyer entrance. A prime first-floor primary suite features a dual-vanity bath and expansive walk-in closet. Upstairs you will find a versatile loft, full bath, and two additional bedroom's each with its own walk-in closet. Enjoy top-tier community amenities including a pavilion, splash pad, dog park, playground, walking trails, and more. Conveniently located near Cahoon Parkway, Grassfield schools, shopping, and major interstates for an easy commute. Used only as a lightly lived-in second home, the property remains in virtually like-new condition. Don't miss out on making this gorgeous property your next home!

511 Eldridge Lane, 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

2226 Edwin Drive, South Chesapeake
$585,540
3 Beds ⋅ 3 Baths ⋅ 10656643 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.

2226 Edwin Drive, South Chesapeake

2224 Edwin Drive, South Chesapeake
$585,640
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
$585,640
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

404 Tanners Green Court, South Chesapeake
$390,000
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! Some photos were AI-staged.

404 Tanners Green Court, South Chesapeake

933 Centurion Circle, South Chesapeake
$429,900
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

1121 Kinderly Lane, South Chesapeake
$474,960
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

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
$419,900
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

2220 Edwin Drive, South Chesapeake
$585,640
3 Beds ⋅ 3 Baths ⋅ 10656034 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.

2220 Edwin Drive, South Chesapeake

200 Traditions Way, South Chesapeake
$655,000
3 Beds ⋅ 3.1 Baths ⋅ 10655918 MLS
This SHOWCASE home can be yours - MOVE IN READY! Award-winning builder blends elegance and easy living w/all grounds maintained! Exceptional details - Custom lighting throughout, Designer wallpaper, Culinary bar, White oak beams and more, and Matte White GE Cafe appliances w/Brushed Brass. French doors open to custom 12x30 paver w/fenced yard. HW throughout first floor, first floor BR with full bath, tiled shower, first-floor laundry (and full laundry up). Upstairs HW flooring in Up Hall, Loft and Primary BR. Loft with custom bar for relaxing evenings. Stunning primary BR with 10'x13' custom walk-in closet and 2 finished closets 10'x5' finished storage closets. Spa-inspired bath with 9' vanity, WOW shower, free-standing tub, champagne ready. Professionally managed community.

200 Traditions Way, South Chesapeake

111 Goldcrest Drive Drive, Central Chesapeake
$465,000
3 Beds ⋅ 2 Baths ⋅ 10655863 MLS
Nestled off two quiet cul-de-sacs, this beautiful riverside ranch is the ultimate canvas for your custom dream home. Boasting exceptional bones and incredible profit potential, the spacious interior features original hardwood floors waiting to be restored. The layout offers a large front den centered around a classic wood-burning fireplace, three sizable bedrooms with generous closets, a formal dining area, and a secondary rear den that opens to a large, screened-in porch. Off the kitchen, a sun-flooded breezeway provides ideal flexible square footage for a home office or gym.The true highlight is the outdoor oasis. Framed by palm trees, the backyard features an in-ground pool with a diving board, fully fenced on the sides for privacy while leaving the rear wide open to serene water views. The waterfront infrastructure is already complete, including a concrete seawall and an existing dock. Schedule your showing today to unlock this property's full potential!

111 Goldcrest Drive Drive, Central Chesapeake

1741 Fortune Terrace, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10655498 MLS
Welcome to your next home, where every day feels a little more special. Nestled in the highly sought-after Bryan's Cove community, this beautiful home offers more than just a place to live; it offers a lifestyle defined by comfort, convenience, and connection. Enjoy added privacy with a peaceful wooded backdrop and no rear neighbors. With a low condo fee, no flood insurance requirement, and zoning for the highly desirable Grassfield school district, this home truly checks all the boxes. Bryan's Cove is known for its scenic surroundings and exceptional amenities, offering the perfect blend of tranquility and everyday convenience. Residents enjoy access to a community dock, dog park, fitness center, clubhouse, and swimming pool. Nearby, you will find Publix, lots of other shopping and several restaurants, Tidewater Community College, and quick access to Interstates 64 and 264 makes commuting and daily errands effortless, while parks, recreation, and local attractions are all close by. Inside, you'll find a warm and inviting floor plan designed for both comfortable living and effortless entertaining. The spacious kitchen serves as the heart of the home, featuring a large center island with seating, abundant prep space, and a gas range that will delight home chefs. Every room has been thoughtfully designed to create a welcoming atmosphere where family and friends can gather and lasting memories can be made. Opportunities like this don't come along often. If you've been searching for a home in an exceptional community with outstanding amenities, top-rated schools, and a private, natural setting, this is one you won't want to miss. Schedule your private showing today and experience everything this remarkable home has to offer.

1741 Fortune Terrace, 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.

How much is your home worth?

Get instant property value now!