Chesapeake VA Homes for Sale

Welcome to Chesapeake, Virginia—a hidden gem nestled in the heart of Hampton Roads. Known for its rich history, vibrant culture, and stunning natural beauty, Chesapeake offers an unparalleled living experience for families, professionals, and retirees alike. With over 22 miles of waterfront, this charming city boasts an abundance of parks, trails, and waterways, making it a paradise for outdoor enthusiasts. Whether you enjoy fishing, kayaking, or simply taking leisurely strolls through lush landscapes, Chesapeake has something for everyone.

As you explore the homes for sale in Chesapeake, you’ll discover a diverse array of properties that cater to various lifestyles and budgets. From quaint single-family homes in friendly neighborhoods to luxurious waterfront estates, there’s a perfect home waiting for you. The real estate market here is thriving, with new listings emerging regularly, showcasing the unique architectural styles and modern amenities that define Chesapeake living.

Families will appreciate the top-rated schools and community-focused atmosphere, while professionals can enjoy easy access to major highways and employment centers in nearby Norfolk and Virginia Beach. With a growing number of shops, restaurants, and entertainment options, Chesapeake is not just a place to live—it’s a place to thrive.

Whether you’re looking to settle down or invest in a vacation home, now is the perfect time to explore the homes for sale in Chesapeake, VA. Embrace a lifestyle where comfort meets convenience, and make this vibrant city your new home sweet home!

Newest Chesapeake VA Homes for Sale

$749,000

5 Beds ⋅ 3 Baths ⋅ 10655942 MLS

Welcome to this beautifully updated 5-bedroom, 3-bath brick ranch tucked away on a quiet cul-de-sac in sought-after Emerald Lakes. Offering approximately 3,200 square feet, this home features a bright open-concept design with soaring cathedral ceilings, Brazilian walnut floors, custom trim, wainscoting, wood ceiling beams, and extensive upgrades throughout. The remodeled kitchen boasts quartz countertops, custom range hood, newer appliances, subway tile backsplash, and overlooks the spacious living area with gas fireplace and striking wood accent wall. The first-floor primary suite offers private patio access, a cedar-lined walk-in closet, jetted tub, separate shower, and dual vanities. The finished FROG with full bath is ideal as a guest suite, media room, or fifth bedroom. Additional highlights include a 3-year-old HVAC, 2018 water heater, rebuilt rear stairs (2026), irrigation system, custom landscaping, in-wall surround sound, oversized driveway, no HOA, and a private fenced backyard.

1204 Lingale Court, South Chesapeake

$684,824

4 Beds ⋅ 2.1 Baths ⋅ 10655903 MLS

Welcome to the popular Campbell model by Kirbor Homes, where thoughtfully designed spaces meet modern luxury. This home features a magnificent primary suite complete with a spacious walk-in closet, a spa-like ensuite featuring a freestanding tub, and a large bedroom designed for ultimate relaxation. The main level offers a dedicated home office, a cozy fireplace, and beautiful LVP flooring flowing throughout all main living areas. At the heart of the home, the extended kitchen provides ample counter space and storage, making entertaining effortless. Practical details like built-in mudroom cubbies keep daily life organized, while the rear covered porch offers the perfect outdoor retreat to unwind. Contact us today to learn more and explore options for your new home!

1011 Cedar Tree Court, South Chesapeake

$475,000

3 Beds ⋅ 2 Baths ⋅ 10655827 MLS

Turn-key & ready to enjoy! Backyard gatherings, room to spread out, & a place to call your own! This 3 bedroom, 2 bath home in Great Bridge has a lot to offer, inside & out. Situated on just shy of 1/2 acre, it features an open floor plan, office space, LVP flooring, brand new bedroom carpet, fresh paint throughout (even in the garage), remodeled baths, granite countertops & high-efficiency HVAC. The fenced backyard shines with a new wood privacy fence, above-ground pool, hot tub, fire pit & covered patio, making it a great spot to entertain or unwind. A front deck adds another place to relax. The detached metal building, approx. 1,000 sq. ft. with 2 roll-up doors, offers room for hobbies, projects, storage or a workspace. An attached 1-car garage & storage shed round out the package. Looking for a home with room to entertain, space for your hobbies & a backyard you'll actually use? This is the one!

141 Marion Drive, South 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

$715,000

5 Beds ⋅ 3 Baths ⋅ 10655793 MLS

Classic brick charm and generous living space make this 5-bedroom, 3-bath home a standout in the sought-after Great Bridge school district. Nestled on a cul-de-sac, this well-maintained home sits on a large lot with room to spread out inside and out. Recent updates include new carpet, a new deck, and fresh paint, adding to its bright, welcoming feel. Spacious living areas and a functional layout accommodate everyday living and entertaining, while the deck offers a place for gatherings or quiet evenings outdoors. Move-in ready and conveniently located, come see the space and possibilities for yourself!

145 Sinclair Lane, South Chesapeake

$611,214

4 Beds ⋅ 2.1 Baths ⋅ 10655732 MLS

The Persimmon is a stunning two story floor plan featuring a first floor bedroom and optional full bath, great for guests or multi-generational living. A welcoming foyer opens into an open-concept design showcasing a well-appointed kitchen with eat-in are and a large center island for gatherings and everyday living. The kitchen flows seamlessly into the family room creating an inviting space for connection & comfort just steps away from your patio expanding your outdoor living & entertaining space. Upstairs you will find a spacious loft providing a setting for family entertaining or relaxation. This level also features a luxurious owner's suite with spa-like bath with dual sinks. A conveniently located laundry room and two additional bedrooms offer comfort and functionality for the entire household. Call to schedule your personal your.

1885 Paw Paw Place, West Chesapeake

$1,195,000

5 Beds ⋅ 4.1 Baths ⋅ 10655222 MLS

This home truly has it all! Meticulously maintained & beautifully updated, this custom home sits on 3 acres offering space, privacy & versatility. Hardwood floors span the 1st & 2nd floors, complemented by plantation shutters. With 5 bedrooms, PLUS a finished room over the garage, there is room for everyone, including 3 bedrooms with ensuites .The 1st floor primary features a clawfoot tub & separate shower. A gorgeous kitchen with updated appliances & pot filler opens to the family room & bright sunroom with wood stove overlooking the saltwater pool. Outside, enjoy a low maintenance deck, attached 2-car garage, detached 2-car garage with unfinished 2nd floor & extra parking for a boat or RV. Brand new roof, updated HVAC ,remodeled bath & numerous additional improvements make this home truly move-in ready. Assumable 2.25% VA loan. This one is a must see!

1108 Kathleen Lane, South Chesapeake

$489,000

4 Beds ⋅ 2.1 Baths ⋅ 10655779 MLS

This beautifully maintained home that offers the look and feel of new construction. . . without the wait! Thoughtfully upgraded with custom finishes throughout, this home perfectly blends modern style with everyday comfort. Step inside to discover an open, light-filled floor plan featuring a stunning custom accent wall that adds warmth and character to the main living space. The spacious kitchen flows seamlessly into the dining and living areas for entertaining or spending time with family. Retreat to the generously sized bedrooms, each offering plenty of space for relaxation, a home office, or growing families. The primary suite provides a peaceful escape with exceptional closet space and a well-appointed ensuite bath. Conveniently located near shopping, dining, schools, and major highways. Schedule your private showing today!

539 Schaefer Avenue, West Chesapeake

$879,000

3 Beds ⋅ 2 Baths ⋅ 10655763 MLS

If these walls could talk, they would tell you 176 years of stories. Rare pre-Civil War farmhouse charm meets modern comfort in this private retreat that feels like a vacation every day. This 2-story home is filled with character, featuring 4 fireplaces, gorgeous original hardwood floors, 10-foot ceilings, hand-sawed original moldings, intricate ceiling details, and antique lighting. The living room offers a cozy wood-burning stove, while the family room showcases coffered ceilings and original hardwood floors. The spacious primary suite stands out with a beautiful fireplace and a wall of built-in cabinetry offering storage rarely found in modern homes. Enjoy two laundry areas, including one in the ADU over the detached tandem 4-car garage, plus a flexible space for an office or mudroom off the back of the main house. Outside, unwind and entertain by the pool oasis, or sit on the 250 sqft covered porch. There is a huge new chicken coop (26), and 2 dog runs for that farm life as well as a shed (as is). The brick walkways are the original bricks from the chimney repurposed. Updates include painted kitchen cabinets/walls (26), sealed and painted metal roof with 20 year paint (26), new pool liner (25), encapsulated crawlspace with dehumidifier/support beams (25), 50-gallon hot water heater (25), HVAC, and ductwork (23), new steps and railing out to the pool (26), breaker upgrade to house (25) 2 solar systems one to the main house and one to the ADU/garage (23). More updates listed in agent remarks. Near Hickory schools, shopping, Bypass, and OBX. Come own a piece of history in Hickory!

2410 Centerville Turnpike, South Chesapeake

$559,900

3 Beds ⋅ 2 Baths ⋅ 10655745 MLS

Welcome to 811 Bellingham Drive! This detached 3 bedroom, 2bath home offers approximately 1,612 square feet of living space with plenty of additional storage and outdoor features. The property includes a 24x26 detached garage with an unfinished room upstairs, providing additional space for storage or future customization. Two additional sheds offer even more storage. Enjoy the outdoors from the approximately 20x18 wood deck overlooking the spacious yard. The front yard features a sprinkler system with a deep well for watering. Conveniently located in Chesapeake with plenty of possibilities inside and out!

811 Bellingham Drive, South Chesapeake

$500,000

4 Beds ⋅ 2.1 Baths ⋅ 10655704 MLS

Seller is offering $3,000 to be used at buyers discretion!!! Beautifully updated and move-in ready, this home offers the perfect blend of comfort, style, and community. Recent improvements include luxury vinyl plank flooring throughout, a beautifully renovated primary bath with a spacious walk-in shower, and the addition of a fourth bedroom for added flexibility. Outside, the large backyard is framed by mature weeping willow trees, creating a peaceful retreat on a quiet side street. Beyond your front door, enjoy a lifestyle that’s hard to find—golf cart rides to the clubhouse, afternoons at the resort-style pool, workouts in the fitness center, visits to the dog parks and playgrounds, and a calendar full of neighborhood events including community picnics, book club, cigar & bourbon nights, festive holiday celebrations, and the beloved Christmas golf cart parade. Experience everything this vibrant, close-knit community has to offer in sought-after Culpepper Landing.

3145 Codorus Street, South Chesapeake

$435,000

3 Beds ⋅ 2 Baths ⋅ 10655721 MLS

Location, Location, Location, Welcome to the desirable Great Bridge area of Chesapeake! This beautifully updated 3-bedroom, 2-bath home offers approximately 1,700 square feet of comfortable living space, with many of the major projects already completed. Inside, enjoy an inviting layout featuring a remodeled kitchen, refreshed bathrooms, new dishwasher 2026, 2019 AC system, and new 2025 evaporator coil. The cozy fireplace and chimney have also been professionally maintained, ready to enjoy. Outside, your private backyard retreat awaits! The inground pool is great for relaxing and entertaining, while the detached workshop offers versatile space for hobbies, projects, storage, or gatherings. The fully fenced yard provides privacy and plenty of room to enjoy. The home has been thoughtfully maintained, including 6-inch commercial gutters and professionally leveled and graded ground for proper drainage. The major mature trees around the home have been removed, reducing the potential for damage from falling limbs during severe weather. Additional improvements include a 2014 roof on all structures, plus a vapor barrier and dehumidifier installed in the crawlspace in 2019. The major work has been done—just unpack and enjoy! Come see everything this well-maintained Great Bridge home has to offer and schedule your private tour today.

220 Marion Drive, 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.