Refine Search
Sort by
2500 Evans Lane, South Chesapeake
$1,250,000
4 Beds ⋅ 3.2 Baths ⋅ 10661534 MLS
A truly one-of-a-kind custom-built residence, where exceptional craftsmanship, distinctive architectural details and an extraordinary setting come together in the sought-after Hunters Ridge neighborhood. From the stunning stonework and graceful archways to the custom solid wood and glass doors, every detail reflects a level of character and design rarely found. The impressive primary suite offers a beautiful retreat overlooking the private woods. The tranquil primary bath provides the perfect setting to unwind and recharge.An exceptional feature of this home is the attached in-law suite, offering its own private entrance, garage, full kitchen, one bedroom, 1.5 bathrooms, dedicated washer/dryer and abundant storage. This thoughtfully designed space offers versatility without sacrificing privacy.Tucked away at the end of a cul-de-sac and backing to private wooded views, the property offers a peaceful sense of seclusion while remaining approximately 15 minutes from everyday conveniences

2500 Evans Lane, South Chesapeake

801 Keeling Drive, South Chesapeake
$695,000
4 Beds ⋅ 3.1 Baths ⋅ 10661449 MLS
Looking for room to grow, space to gather, and a backyard made for memories? Welcome to Cheshire Forest in the heart of Great Bridge! This beautifully maintained 4-bedroom, 3.5-bath home offers over 3,100 sq ft, gorgeous oak hardwood floors, and NO CARPET throughout. The updated open-concept kitchen is the heart of the home, complemented by formal dining, a flexible living room or study, a family room with fireplace, and a spacious primary suite with its own fireplace. Picture it: summer cookouts, pool days, and evenings on the expansive deck overlooking a fully fenced backyard with a heated in-ground pool. Big-ticket updates include a new pool liner (2025), upstairs A/C (2024), refinished hardwoods, and updates to the roof, gutters, garage door, and HVAC. A two-car garage and neighborhood clubhouse, pool, playground, and tennis courts complete the picture. Your next chapter starts here!

801 Keeling Drive, South Chesapeake

561 Margaret Drive, South Chesapeake
$674,000
3 Beds ⋅ 2 Baths ⋅ 10660955 MLS
Enjoy peaceful country living in this beautiful ranch-style home situated on over 3 acres in a quiet neighborhood on a dead-end street. This spacious home offers plenty of room to relax, entertain, and enjoy the privacy of your surroundings. The large primary bedroom features two walk-in closets, an electric fireplace, and a private bathroom. The oversized family room includes a wet bar, making it the perfect space for entertaining family and friends. You'll also appreciate the abundance of closet space throughout the home, along with a large den and an adjoining dining room. Step outside and unwind under the backyard gazebo while enjoying the peaceful setting of the partially wooded, partially cleared backyard. There's plenty of room to enjoy the outdoors, garden, or simply take in the beautiful surroundings. The property also features a 30x48 metal building with electricity, offering endless possibilities. Updates Water softener (2026), HVAC (2021), Roof (2015).

561 Margaret Drive, South Chesapeake

301 Sikeston Lane, South Chesapeake
$449,000
4 Beds ⋅ 3 Baths ⋅ 10660542 MLS
Welcome home to this luxurious 4-bed, 3 full bath home located in the highly sought-after Great Bridge school district. The open floorplan is enhanced by 9-foot ceilings on both levels, recessed lighting, and plenty of natural light. The kitchen serves as the heart of the home, offering a large island, quartz countertops, and stainless-steel appliances— for both entertaining and everyday living. Upstairs, enjoy freshly installed carpet throughout, convenient upstairs laundry room, and a spacious primary suite that features both a generous walk-in closet and spa-like bathroom complete with a soaking tub, oversized shower, and double vanity. Additional highlights include a covered porch, relaxing back patio, and attached garage with extra driveway parking. Conveniently situated near interstates, shopping, schools, and military bases, this home combines modern style with low-maintenance living—an ideal opportunity to own in one of Chesapeake’s most desirable communities!

301 Sikeston Lane, South Chesapeake

1228 Destiny Way, South Chesapeake
$469,900
3 Beds ⋅ 2.1 Baths ⋅ 10660882 MLS
Welcome to this spacious 3-bedroom, 2.5-bath home offering a versatile floor plan designed for both functionality and entertaining! The main level features 9-foot ceilings, two generous living areas, a dedicated dining space, and a cozy natural gas fireplace. The kitchen offers luxurious granite countertops and stainless steel appliances. Upstairs, the primary suite offers a spacious walk-in closet, dual-sink vanity, and relaxing jetted tub. To top it off, the laundry is located on the second-floor! Attached two-car garage, with lots of space for storage. Go outside to a fully fenced backyard featuring a composite deck overlooking a peaceful wooded setting, great for relaxing. Whether you're enjoying your morning coffee on the covered front porch or hosting friends out back, this home has plenty to offer! Conveniently located near shopping, dining, and major interstates. Schedule your private showing today!

1228 Destiny Way, South Chesapeake

544 Wickwood Drive, South Chesapeake
$574,900
4 Beds ⋅ 2.1 Baths ⋅ 10660561 MLS
Welcome home to comfort, connection, and room to make lasting memories! Nestled in the desirable Briarwood neighborhood, this inviting home offers the perfect blend of everyday comfort and spaces designed for gathering with family and friends. Fresh paint downstairs and in the FROG adds a fresh touch, while the lovely kitchen features solid-surface countertops and a cozy breakfast area, perfect for morning coffee, family meals, and everyday moments. Step outside and discover your own backyard retreat! The oversized composite deck and inground pool with a new pool cover create the perfect setting for summer fun, weekend gatherings, or simply relaxing and enjoying the sunshine. Inside, you'll find a spacious primary suite featuring a second fireplace, an impressive walk-in closet, and generously sized guest bedrooms that offer plenty of room for family, visitors, or a home office. A convenient walk-in attic provides additional storage to help keep everything organized. You'll also appreciate the added peace of mind that comes with recent updates including a new water heater in 2025 and one HVAC unit replaced in 2026.

544 Wickwood Drive, South Chesapeake

720 Paula Drive, South Chesapeake
$670,000
5 Beds ⋅ 3.1 Baths ⋅ 10659692 MLS
Endless possibilities on over 3 acres! Bring your vision and transform this spacious 5-bedroom, 3.5-bath home your own! Offering both upstairs and downstairs primary suites and approximately 3,900 square feet of living space, this property is bursting with potential and features multiple living and entertaining areas, providing plenty of room to spread out and create your dream home. Situated on over 3 acres of beautiful wooded land, the possibilities are endless! The expansive property features the footprint of a former swimming pool, along with an existing brick pool equipment building, offering potential for a future backyard oasis. A separate 320-square-foot workshop with electricity provides excellent space for hobbies, projects, or additional storage. Whether you envision a private wooded retreat, space for gardening, agricultural pursuits, potential livestock use, or simply room to roam and explore, this unique property offers an incredible opportunity to bring your ideas to life. With abundant space both inside and out, this is your chance to create something truly special!

720 Paula Drive, South Chesapeake

844 Greenfield Lane, South Chesapeake
$950,000
6 Beds ⋅ 5.1 Baths ⋅ 10658157 MLS
All-brick home offering over 5,000 sq. ft. of versatile living space and exceptional indoor–outdoor amenities. With 6 bedrooms, 5.5 bathrooms, and an additional first-floor flex room perfect as a 7th bedroom, home office, or formal living area, this home adapts beautifully to your lifestyle. Five of the bedrooms include private en-suite bathrooms, giving everyone their own comfortable retreat. A bright, oversized sunroom—equipped with heating and cooling but not included in the home’s total square footage—adds even more year-round living space. Step outside to your own backyard oasis. Brick pool house with heating/cooling + full bathroom. In-ground saltwater pool with a new liner ( installed 2025). Hot tub for 6. Expansive patio area for entertaining and relaxing. The property also features a three-car garage plus a half-circle driveway providing abundant parking for guests. freshly painted, new carpets, refinished wood floors. Interior pics virtually staged.

844 Greenfield Lane, South Chesapeake

821 Redleafe Circle, South Chesapeake
$980,000
6 Beds ⋅ 4 Baths ⋅ 10657839 MLS
An exceptional opportunity to own a Stephen Alexander home in Greystone, one of Chesapeake's premier 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 4 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. Ask about closing cost assistance with a preferred lender.

821 Redleafe Circle, South Chesapeake

2410 Centerville Turnpike, South Chesapeake
$875,000
4 Beds ⋅ 3 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

1824 Lancing Crest Lane, South Chesapeake
$1,100,000
5 Beds ⋅ 4.1 Baths ⋅ 10654932 MLS
Welcome to an exceptional 4,800 sq. ft. all-brick home in Chesapeake's sought-after Grassfield area! Offering 5 bedrooms and 4.5 baths, this spacious home features a private primary wing designed as its own retreat, complete with an incredible oversized walk-in shower that truly has to be seen. Each additional bedroom is a suite with access to its own bath, providing privacy and comfort for family and guests. Enjoy outdoor living on the screened porch overlooking the inground pool with a fountain perfect for relaxing or entertaining. The community offers its own boat ramp and marina area with water access to the Elizabeth River. Conveniently located near shopping, dining, and interstate access, this home combines space, privacy, recreation, and an outstanding Chesapeake location.

1824 Lancing Crest Lane, South Chesapeake

1104 Copper Stone Circle Circle, South Chesapeake
$599,000
4 Beds ⋅ 3 Baths ⋅ 10652961 MLS
WATERFRONT LIVING IN SOUGHT-AFTER HUNNINGDON LAKES! THIS BEAUTIFULLY MAINTAINED RANCH OFFERS 4 BEDROOMS, 3 FULL BATHS, FORMAL LIVING AND DINING ROOMS, A SPACIOUS FAMILY ROOM, 2 FIREPLACES, CATHEDRAL CEILINGS, AND 3 SKYLIGHTS THAT FILL THE HOME WITH NATURAL LIGHT. THE UPDATED INTERIOR FEATURES NEW FLOORING, REPLACEMENT WINDOWS, CUSTOM MOSAIC-STYLE KITCHEN CABINET DOORS, AND AN ENCAPSULATED CRAWL SPACE. THE FIRST FLOOR PRIMARY SUITE PROVIDE COMFORT AND CONVENIENCE. ENJOY YEAR-ROUND COMFORT, WITH 4 SEPARATE HVAC ZONES. STEP OUTSIDE TO YOUR PRIVATE LAKESIDE RETREAT WITH A LARGE DECK, PATIO, TRANQUIL 2-TIER WATERFALL KOI POND WITH KOI FISH, AND PEACEFUL WATER VIEWS. YOU CAN EVEN FISH FROM YOUR OWN YARD! A BRAND-NEW EMBANKMENT OFFERS LASTING SHORELINE PROTECTION. ADDITIONAL FEATURES INCLUDE 2 STORAGE SHEDS AND A TRANSFERABLE TERMINIX WARRANTY. PERFECT HOME TO LIVE, ENTERTAIN, UNWIND, AND ENJOY THE WATERFRONT LIFESTYLE RIGHT FROM YOUR BACKYARD!

1104 Copper Stone Circle Circle, South Chesapeake

900 Justin Lee Way, South Chesapeake
$740,000
6 Beds ⋅ 4 Baths ⋅ 10640551 MLS
Room to gather. Space to breathe. Welcome to 900 Justin Lee Way, an exceptional brick home tucked away on a quiet cul-de-sac in the heart of Great Bridge. Offering nearly 4,000 sq ft, 6 bedrooms and 4 full baths, this home combines generous living spaces with remarkable flexibility. Two primary suites, including one on the first floor, create options for multigenerational living, guests, a home office or a private retreat. The beautifully updated kitchen flows naturally into spacious living and entertaining areas, while multiple renovated baths include the primary bath (2020), downstairs bath (2023), and hallway and guest bath (2025). Major improvements provide even more peace of mind: water heater (2021), both HVAC systems (2023), windows (2024), and well pump (2025). ). Outside, enjoy a screened porch overlooking a private fenced backyard with a firepit patio designed for relaxing and entertaining. With substantial updates already completed, timeless brick construction, an incredibly versatile floor plan, and a sought-after Great Bridge location, this is the kind of home that’s increasingly difficult to find. Quick closing and move-in before school starts is possible!

900 Justin Lee Way, 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!