Chesapeake VA Homes for Sale

Welcome to Chesapeake, Virginia – a vibrant city that beautifully marries the charm of southern living with the conveniences of modern life. Nestled in the heart of Hampton Roads, Chesapeake is known for its lush landscapes, picturesque waterways, and a welcoming community spirit that makes it a wonderful place to call home.

Chesapeake is rich in history and culture, offering residents a variety of recreational activities, from exploring the Great Dismal Swamp National Wildlife Refuge to enjoying the scenic beauty of the Elizabeth River. With a strong emphasis on family-friendly activities, residents can partake in outdoor festivals, farmers’ markets, and community events that foster a sense of togetherness. The city is also home to top-rated schools, making it an ideal location for families looking to settle down.

For those seeking a new home, Chesapeake boasts a diverse array of properties for sale that cater to various lifestyles and budgets. Whether you’re looking for a charming single-family home, a modern townhouse, or a spacious waterfront property, Chesapeake’s real estate market has something for everyone. With its competitive pricing and growing neighborhoods, now is the perfect time to explore the homes for sale in this thriving community.

Discover the perfect blend of suburban tranquility and urban accessibility in Chesapeake, VA. With its welcoming atmosphere, beautiful scenery, and a rich tapestry of amenities, you’ll find that this city isn’t just a place to live; it’s a place to thrive. Come and experience the magic of Chesapeake – your dream home awaits!

Newest Chesapeake VA Homes for Sale

$350,000

3 Beds ⋅ 2 Baths ⋅ 10646601 MLS

This beautiful updated brick ranch in the heart of Chesapeake checks all the boxes. Updated kitchen with lots of storage and space. Family room, and a living room to spread out, three bedrooms, two full bathrooms and a backyard built for entertaining. Don't miss out on this move in ready home.

533 Warren Avenue, South Chesapeake

$475,000

4 Beds ⋅ 2 Baths ⋅ 10646475 MLS

Fantastic opportunity to own this beautifully maintained 4-bedroom, 2.5-bath ranch in the desirable Etheridge Manor neighborhood. Situated on a spacious, deep lot, this single-family home has been meticulously cared for over the years. Inside, you'll find stunning hardwood floors, a welcoming fireplace, and a thoughtfully designed floor plan that's ideal for everyday living and entertaining. Recent updates include the HVAC system and water heater. The inviting front porch is the perfect place to relax, and the expansive backyard provides plenty of room for gardening, play, or entertaining. Conveniently located near shopping, dining, parks, and schools, this is a wonderful opportunity to own a fantastic home in an established neighborhood.

920 Bellingham Drive, South Chesapeake

$379,000

4 Beds ⋅ 2 Baths ⋅ 10646582 MLS

Welcome home to this charming 4-bedroom ranch in the desirable Western Branch area! Featuring beautifully refinished hardwood floors throughout the main living areas and new luxury vinyl plank flooring in the versatile fourth bedroom, this flexible space is perfect as a home office, playroom, or guest room. Outside, enjoy the spacious backyard and deck ideal for entertaining, relaxing, or family gatherings. Conveniently located just minutes from shopping, dining, schools, and easy interstate access, this home offers both comfort and convenience. Don’t miss your opportunity to make it yours!

2953 E Point Drive, West Chesapeake

$750,000

6 Beds ⋅ 3 Baths ⋅ 10646538 MLS

Spacious House with many gems. Master Bedroom has walk-in tub. Two sunrooms with 5 ft windows.Second level add on has two spacious rooms with extensive closet space and built in storage. Office/study. Family Room 15 x 15 . Two sunrooms. Kitchen has Island that seats six with built in storage beneath Detached garage with Apartment approximately 864 ft ready for occupancy. Carport, Storage barn with electricity 654ft. Hot tub for 6. Lots of space for lighting up the grill. Drive way willaccommodate several vehicles Many updates. Close to interstate 64, Military Bases, Hospital and Shopping.

245 Fernwood Farms Road, South Chesapeake

$265,000

3 Beds ⋅ 1 Baths ⋅ 10646551 MLS

This home has great bones. Waiting for the new owner to come in and make this home your very own. Home needs total renovation. Features 3 bedrooms, 1 bath, nice size family room. Corner lot. Property sold "As Is" "Where Is".

357 Gracie Road, Central Chesapeake

$995,000

6 Beds ⋅ 4 Baths ⋅ 10645935 MLS

An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. A first-floor bedroom with an adjacent full bath offers versatility for guests, a home office, or multi-generational living. The primary suite is a true retreat with a fireplace, sitting area, and four closets. Enjoy a private backyard oasis featuring an in-ground pool, hot tub, screened porch, gazebo, fire pit, privacy fence, irrigation well, and expanded parking for a boat or RV. Scenic walking paths enhance this sought- after community. Significant recent investments include a new roof (2026), three HVAC systems, an encapsulated crawl space, new hardwood flooring, updated bath vanities, freshly painted kitchen cabinetry, and a new oven. Schedule your private showing today!

821 Redleafe Circle, South Chesapeake

$425,000

3 Beds ⋅ 2.1 Baths ⋅ 10646473 MLS

Welcome to this beautifully maintained 3 bedroom, 2.5 bath home. Step inside to a bright, open floor plan featuring rich dark wood floors that flow throughout the main living areas. The stunning kitchen is designed to impress with custom cabinetry, upgraded appliances, and plenty of space for cooking and entertaining. The inviting great room is the heart of the home, complete with gas fireplace and custom built-in shelving, creating the perfect space to relax or gather with family and friends. Upstairs, you'll find spacious bedrooms, including a comfortable primary suite, offering room for everyone to spread out. Outside, enjoy your own private patio, ideal for morning coffee or simply unwinding after a long day. Residents enjoy fantastic community amenities, including a pool, clubhouse, and exterior grounds maintenance, allowing you to spend more time enjoying your home and less time on upkeep. BRAND NEW ROOF (July 2026). Don’t miss your opportunity to make this your next home!

515 Sweet Leaf Place, South Chesapeake

$379,800

4 Beds ⋅ 2 Baths ⋅ 10646508 MLS

Welcome home to this beautifully renovated ranch in the heart of Chesapeake! Situated on a spacious lot in the established Ind. River neighborhood, this move-in ready home has been completely transformed with stylish, modern finishes throughout. Offering 4 bedrooms and 2 full baths, the flexible floor plan provides plenty of space for family, guests, a home office, or multigenerational living. The stunning new kitchen features contemporary cabinetry, updated countertops, and stainless steel appliances, while both bathrooms have been tastefully remodeled. Enjoy new flooring, fresh paint, updated lighting, and countless upgrades that make this home feel like new. Outside, the large backyard offers endless possibilities for entertaining, gardening, or relaxing. Conveniently located near shopping, dining, interstates, military bases, and schools, this turnkey home is ready for its new owner. Don't miss this incredible opportunity to own a fully renovated home in a prime Chesapeake location.

4328 Fontana Avenue, Central Chesapeake

$750,000

5 Beds ⋅ 3 Baths ⋅ 10646148 MLS

Welcome home to this stunning Stephen Alexander "Caramel Cottage" in the highly sought-after Hanbury Woods — one of Great Bridge's most desirable communities. This 5-bedroom, 3-bath home checks every box: a first-floor bedroom and full bath perfect for guests or multigenerational living, 10' ceilings, rich hardwood floors, and an open-concept living area anchored by custom built-ins and a cozy gas fireplace. The chef's kitchen is the heart of the home — 42" white cabinetry, an oversized island, stainless appliances, and a walk-in pantry give you space to cook, entertain, and gather. Step out to the three-season Eze-Breeze porch and take in a private backyard with a large paver patio — your own retreat for morning coffee or evening wine. Upstairs, the primary suite is a true escape: spa-like bath, tiled shower, soaking tub, dual vanities, and a huge walk-in closet. Two more bedrooms and a spacious media/flex room round out the second floor, giving everyone room to spread out. This is a premium, highly requested model loaded with upgrades throughout — a rare find at this price point. Located in the heart of Great Bridge with top-rated schools and easy access across all of Hampton Roads, this home offers the space, quality, and location today's buyers are looking for. Homes like this in Hanbury Woods don't last — schedule your showing today

1153 Edinburg Parkway, South Chesapeake

$520,000

4 Beds ⋅ 3.1 Baths ⋅ 10646463 MLS

If you’ve been searching for true peace and privacy without sacrificing convenience, this Grassfield gem is an absolute must-see. Set back from the street on a private driveway, the property opens up to nearly an acre of total solitude, completely enveloped by woods and lush mature greenery. Inside, fresh paint brings a bright, inviting energy to a floor plan built for real life. The layout is a rare find for multi-generational living, featuring two distinct main-level suites. The in-law wing includes its own living room, making it easy to use as a private apartment, a 5th bedroom, or a home office. The primary suite feels like a custom getaway with live-edge wood countertops, dual shower heads, and a custom walk-in closet system. Out back, the property turns into a full outdoor retreat featuring a storage shed, a chicken coop, separate hookups ready for a pool and hot tub, and a massive detached two-car workshop/garage complete with a carport and RV hookup. Welcome home!

891 Bells Mill Road, South Chesapeake

$369,900

4 Beds ⋅ 2.1 Baths ⋅ 10646345 MLS

Functional 4-bedroom, 2.5-bath home offering a versatile layout with flexible living spaces. An additional room provides options for a home office, playroom, hobby space, or other household needs. The fenced backyard includes a patio for outdoor enjoyment and a storage shed for added convenience. Recent updates include a new HVAC system and newer kitchen appliances. Located approximately two blocks from Lakeside Park and conveniently situated near military installations, hospitals, shopping, dining, and major highways for easy commuting.

1130 Orville Avenue, Central Chesapeake

$739,900

5 Beds ⋅ 3.1 Baths ⋅ 10646366 MLS

See features sheet & survey attached — you’ll be amazed by this NEW custom home by Overholt Contracting (40+ yrs)! Must see now: modern floorplan with 2 spacious primary suites (or use one as a game room), 4 large bedrooms, first-floor home office, high-end kitchen & baths with quartz, freestanding tub + tiled shower, smart-home Wi-Fi, and full landscaping with sod. Sited on almost 1/2 acre in Hickory (Chesapeake) on city/county septic & water — NO HOA, additional buildings allowed, room for pool, boat or RV. James Hardie siding, carriage garage door with glass, brushed concrete patio. Closing cost assistance available with preferred lender Wes Flowers, Southern Trust. Also see something you would love to have but it’s not here. Contact me and my builder will have his design team work on it. He is easy going and ready to make your new home all about you!!! You wont find another build of this quality at this amazing price.

343 Ewell Lane, South Chesapeake

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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.