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$998,895
5 Beds ⋅ 3.1 Baths ⋅ 10652907 MLS
Experience luxury living in this one-of-a-kind Chesapeake retreat, nestled on a 3-acre lot in the Grassfield School District. This custom-built home blends modern comfort with timeless charm, offering an open-concept first floor design for today's lifestyle. The spacious family room flows seamlessly into the remodeled 2024 kitchen, with direct access to the back deck for everyday relaxation or entertaining guests. Choose between two generous primary suites. First floor primary suite features a gas fireplace, dual closets, and a sitting/office area. Second floor primary suite privately located above 3-car garage, offering separation from the additional upstairs bedrooms. Enjoy abundant space for hobbies and storage with two powered sheds, plus peace of mind from the new encapsulated crawl space with vapor barrier. Major upgrades, including the roof, HVAC, and kitchen in 2024, ensures comfort and efficiency for years to come. This exceptional property delivers a rare combination of privacy, space, and freedom with no HOA restrictions, making it a true Chesapeake gem.

1910 Hallmark Way, South Chesapeake
$629,000
4 Beds ⋅ 3 Baths ⋅ 10652961 MLS
$10K DECORATING ALLOWANC ON FPO. 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
$545,000
4 Beds ⋅ 2.1 Baths ⋅ 10652777 MLS
Exceptional opportunity in the sought-after Etheridge Lakes community located in the highly desirable Hickory High School district! This well-maintained 4 Bedroom, 2.5 Bath home offers comfort, space, and peace of mind with a NEW ROOF installed in 2026. The home features a functional layout perfect for everyday living and entertaining, with spacious bedrooms and plenty of natural light throughout. Versatile room downstairs for office needs or additional living area. All appliances convey, making this home truly move-in ready. Fenced yard offering privacy, yard space for pets or entertaining. 3 TVS convey! Enjoy the benefits of a well-established neighborhood with NO HOA fees or restrictions. Conveniently located near shopping, dining, parks, and major commuting routes, this home combines value, location, and pride of ownership in one outstanding package!

716 Tallahassee Drive, South Chesapeake
$1,519,000
5 Beds ⋅ 4.1 Baths ⋅ 10651679 MLS
Stunning property situated in the heart of Great Bridge on 3 acres! Brand new gourmet kitchen with 6 burner Cosmo range, additional prep sink, new top of the line appliances and custom cabinetry. All new paint, flooring and completely renovated baths and stairwells on first two primary living levels. Bonus third floor complete with full bath, new paint and new flooring! HUGE primary suite complete with fireplace, fantastic walk-in closet and beautiful new bath. The detached 3.5 car garage includes a garage apartment with kitchenette and full bath. New windows, roof, gutters, soffits and pool liner. Absolutely amazing opportunity to secure this gorgeous, move-in ready property. Awesome enclosed patio with hot tub as well as an outdoor kitchen/bar area. This is an entertainer's dream! See it today before it is SOLD!

641 Ravenwoods Drive, South Chesapeake
$449,000
4 Beds ⋅ 2.1 Baths ⋅ 10650928 MLS
Welcome to this beautifully maintained 4-bedroom home in one of Chesapeake’s most desirable areas! Ideally located just minutes from the highway, enjoy easy access to all the shopping, dining, and entertainment Greenbrier has to offer. Inside, you’ll find a thoughtfully updated interior, granite countertops, and modern finishes—Great for everyday living and entertaining. The spacious primary suite offers a true retreat. With generous living space, well-sized bedrooms, and upgrades in all the right places, this home is move-in ready. Enjoy the perfect blend of comfort, style, and convenience. Schedule your private showing today!

408 Kings Gate, South Chesapeake
$550,000
4 Beds ⋅ 2.1 Baths ⋅ 10649225 MLS
Welcome to 913 Montebello Circle, a one-of-a-kind custom all-brick home designed for buyers who appreciate true craftsmanship, architectural character, and timeless traditional design. Located in the desirable Great Bridge area of Chesapeake, this home offers distinctive features including a stunning wood spiral staircase, custom millwork, rich hardwood flooring, and three fireplaces. Outside, enjoy your own private backyard retreat featuring a saltwater inground pool, perfect for relaxing or entertaining. Ideally located near local military bases, shopping, dining, and major interstates, this is a rare opportunity to own a home filled with character, quality craftsmanship, and lasting value.

913 Montebello Circle, South Chesapeake
$800,000
5 Beds ⋅ 3 Baths ⋅ 10648827 MLS
Beautiful brick home in the desirable Greystone Community! This spacious home features a formal living room, dining room, two-story great room with a double-sided fireplace shared with the sunroom, and a main-level primary suite with a large ensuite bath and walk-in closet. An additional first-floor bedroom is currently used as an office, with three more bedrooms upstairs. The kitchen offers an island gas cooktop, double ovens, a microwave, and pantry. Enjoy the fenced backyard with an updated deck overlooking protected, unbuildable woodlands for added privacy. Recent updates: HVAC and furnace (2021), whole-house generator (2021), windows replaced (2022), exterior trim painted (2025), new gas cooktop to be installed and new roof to be replaced Sept 21st.(2026)

917 Redleafe Circle, South Chesapeake
$310,000
2 Beds ⋅ 2.1 Baths ⋅ 10648551 MLS
Rare opportunity to own a well-maintained brick end unit townhome nestled on a quiet cul-de-sac with nearly an acre of land, no HOA fees, private dock and water access rights. This home features new carpet, fresh paint, new furnace, new gas logs, and countertops. New AC unit with 10 year warranty and updated furnace. This newly fenced back yard has a small shed and larger detached workshop with power! This private yard and large deck are great for relaxing and entertaining. Inside, you'll find 2 spacious bedrooms with ensuite bathrooms making it perfect for comfort and privacy. Large walk-in attic and utility closet with storage. With no HOA fees and a rare setting that allows for waterfront enjoyment and lots of outdoor space, you won't want to miss this one-of-a-kind opportunity! Inground sprinkler and well-As is! Schedule your showing today! Can close quickly.

314 Sussex Court, South Chesapeake
$975,000
6 Beds ⋅ 5.1 Baths ⋅ 10648547 MLS
Welcome to this impressive 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 bathrooms, giving everyone their own comfortable retreat. A bright, oversized sunroom— but not included in the home’s total square footage. 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.

844 Greenfield Lane, South Chesapeake
$449,000
4 Beds ⋅ 3 Baths ⋅ 10646631 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
$630,000
5 Beds ⋅ 3 Baths ⋅ 10647563 MLS
BUY THIS AWESOME HOME, WE'LL BUY YOURS!* Welcome to 404 Clara Drive, where space, comfort, and style come together! Tucked away on a quiet cul-de-sac, this beautifully maintained home features 5 spacious bedrooms and 3 full bathrooms, providing plenty of room for everyone. Step inside to a dramatic two-story foyer that opens to formal living and dining rooms for entertaining. The eat-in kitchen is designed for both function and style with a center island, 42-inch cabinetry, stainless steel appliances, and ample storage. The inviting family room features a cozy fireplace, while a first-floor bedroom with direct access to a full bath for guests or multi-generational living. Upstairs, the impressive owner's suite offers double tray ceilings, a sitting area, oversized walk-in closet, and a spa-inspired bath with dual vanities, a jetted tub, and separate shower. Enjoy relaxing or entertaining in the large fenced backyard with a spacious deck. This exceptional home is one you won't want to miss!

404 Clara Drive, South 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
$600,000
4 Beds ⋅ 2.1 Baths ⋅ 10645717 MLS
BACK ON MARKET, SUBJECT TO RELEASE, NO FAULT OF SELLER ~ WATERFRONT LIVING IN GREAT BRIDGE! Welcome to “The Lake House,” a waterfront retreat tucked away on a quiet cul-de-sac in the sought-after Great Bridge school district. Offering nearly 3,000 square feet, 4 bedrooms and 2.5 baths, this home was made for enjoying life on the water—with peaceful views from many of the rooms throughout the home. Start your morning overlooking the water from the kitchen and breakfast area, gather in the spacious living areas, or enter the screened porch and simply slow down. The backyard stretches to the water’s edge, creating a beautiful setting for entertaining, relaxing, or enjoying an evening outside. Upstairs, the spacious primary suite feels like a true retreat with vaulted ceilings, a fireplace in the bedroom, water views and a soaking tub—the perfect place to unwind at the end of the day. Inside, fresh paint, LVP flooring throughout the first floor, updated lighting, a refinished staircase and a convenient built-in drop zone add to the move-in-ready feel. Major improvements include HVAC (2023), water heater (2022) and an encapsulated crawlspace. Washer and dryer convey. NO HOA .

705 Turnbuckle Court, South Chesapeake
$879,000
3 Beds ⋅ 2 Baths ⋅ 10642255 MLS
If these walls could talk, they would tell you 175 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
$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
$1,695,000
5 Beds ⋅ 3.2 Baths ⋅ 10637839 MLS
Set within the sought-after Woodards Mill “loop,” this beautiful landscaped property blends impressive living with peaceful privacy just minutes from everyday conveniences. Originally built in 1984 and fully reimagined beginning in 2001 by professional contractors, the home has been thoughtfully expanded to over 6,000 square feet of refined, comfortable living space. Every addition and update was meticulously planned and expertly executed. The heart of the home features an expansive family and entertainment room overlooking a spacious blue stone lanai. A stunning all brick sunroom adds warmth while the main level offers a generous primary suite along with three additional bedrooms (one used as home office.) Upstairs, a private second primary suite provides an ideal retreat for guests or multi generational living. Outdoor enjoy a true gardeners paradise with mature hydrangeas, peonies, irises and much more. The fenced saltwater pool with new liner offers both relaxation and peace of mind. Life on the loop brings a unique sense of community, known for its annual parades from Jingle Bell and Horse Parade to July 4th to the famous Halloween Parade. As an added everyday convenience enjoy school bus pick up and drop at the home. Miele, Thermador and Viking appliances. This home is not like any others sold in this neighborhood, a must see.

517 Woodards Ford Road, 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.