Refine Search
Sort by
$999,985
6 Beds 4 Baths 10642034 MLS
This gorgeous home can be your "White-House"!! Step into this ALL-White brick 2-story contemporary home with front porch, arches and large foyer, and be ready to fall in love! The backyard is a private oasis with trees, pond and flowing fountain. Enjoy the serenity of nature, including the blue herons, egrets, ducks and more, as you sip your morning coffee or have dinner on the patio. As you enter the first-floor foyer, notice the large formal dining room on the left that is perfect for entertainment, an archway to the 2 first-floor bedrooms (one currently being used as an office), full bath with shower and another archway to the large familyroom with gas fireplace. You will be excited by the huge open kitchen with granite counters, an oversized island, eat-in area and pantry. Also, on the first level is an archway inset that holds the Stiltz-Lift (elevator). Either take the wooden stairs with wrought-iron railings or the Stiltz to the 2nd level. Upstairs are the Primary bedroom with extra-large walk-in closet and an incredible ensuite bath, complete with 2 sinks, large, deep soaking tub, 5 x 4 ft shower with rainfall head and sit-down area. The primary bedroom has a gas fireplace and a wall of glass windows and french doors that lead to the Juliet balcony. A separate laundry room, three other bedrooms and 2 full bathrooms provide the space for family and friends to come and visit. BUT, there's more to complete the 2nd floor. Check-out the theater/game room (great for entertainment) and additional wrought-iron railings that overlook the stairs, foyer area and lead to the Stiltz lift doorway. The extra-large 3-car garage has enough room for your cars or anything else. BUT there's more!! YES, then there's the backyard oasis! Well, you'll just have to see it for yourself. This home is convenient to shops, restaurants, malls, stores, Greenbrier Country club, banks, parks, interstate, university and so much more!

1324 Simon Drive, South Chesapeake

$580,000
4 Beds 3 Baths 10642916 MLS
Retreat to the expansive second-level primary suite, featuring a private sunroom, spacious loft, luxurious garden tub, separate tiled shower, and beautiful cherry hardwood flooring. The main level offers three additional bedrooms, two full bathrooms, and a generous sunroom complete with a built-in bar—perfect for entertaining or relaxing. Enjoy 3.16 acres of peaceful outdoor living, featuring a barn, chicken coop, and storage shed, offering endless possibilities for hobbies, animals, or gardening. Major updates provide peace of mind, including a new roof (2017), two-zone HVAC system (2020), and water heater (2023). Fresh interior paint throughout and brand-new downstairs carpet make this home truly move-in ready. Welcome Home!

2600 Saint Brides Road W, South Chesapeake

$499,900
4 Beds 2.1 Baths 10642834 MLS
This home is a Wellspring gem with valuable upgrades. The front lawn and spacious 2 car garage create a warm and inviting first impression. Inside, the thoughtfully designed first floor offers multiple living spaces including a formal living room, dining room, eat in kitchen and cozy den featuring a gas fireplace. A convenient half bath makes everyday living and entertaining a breeze. Upstairs has four generously sized bedrooms including a primary suite with vaulted ceilings. Throughout the home, you'll appreciate having no carpet and LVP in every bedroom. The deck right outside the patio door is superb for hosting, overlooking an expansive newly fenced backyard with endless possibilities for play, gardening, pets or outdoor gatherings. A storage shed provides additional space for tools and equipment. TESLA EV charger conveys. Loan is assumable.

405 S Monterey Drive, South Chesapeake

$309,000
3 Beds 2.1 Baths 10642451 MLS
Welcome home to this charming and spacious interior townhome, perfectly located in the heart of everything! Offering nearly 1,600 sq ft of well-maintained living space, this home has 3 spacious sized bedrooms & 2.5 baths, providing the perfect blend of comfort and functionality. Filled with character and warmth, the thoughtfully designed floor plan offers plenty of room to relax and entertain. Step outside to enjoy the private backyard an ideal space for morning coffee or weekend entertaining! Conveniently located just minutes from the interstate, shopping, restaurants, and everyday amenities, you'll love the ease of living this central location provides. With ample parking and a welcoming neighborhood feel, this home truly has it all.

1404 River Birch Run, South Chesapeake

$755,000
5 Beds 3.2 Baths 10642808 MLS
A Full Acre. Two Primary Suites. Room for Everyone — 1833 Benefit Rd, Chesapeake VA. Over 3,600 sf. Motivated sellers! Renovated 5-bedroom home on a full acre in Chesapeake — brand new carpet, all freshly painted. The space, privacy, and flexibility that rarely come together at this price point. Two primary suites, one up and one down, give you real options: multigenerational living, long-term guests, or a main-level owner's retreat. The downstairs in-law suite has its own private entrance — space for older parents, adult kids, or a home business with client access that never touches your living space. The renovated kitchen features stainless steel appliances and opens to living areas built for gathering. The upstairs primary offers double sinks and a large walk-in closet. A mudroom with half bath handles the daily traffic so the rest of the house stays put together. Outside is where this property separates itself. A wrap-around deck surrounds the above-ground pool — your built-in venue for summer weekends. The roundabout driveway and attached 2-car garage mean parking is never a problem, whether it's a cookout for twenty or just everyday life. And the full acre gives you room to add, expand, or simply breathe — no neighbors ten feet from your window. Homes with this much land, this much flexibility, don't sit long in Chesapeake. Schedule your showing today.

1833 Benefit Road, South Chesapeake

$550,000
4 Beds 2 Baths 10642398 MLS
Welcome to 529 Royal Grant Drive in the desirable Cheshire Meadows area of Chesapeake. This well-maintained 4-bedroom, 2-bath ranch offers approximately 2,064 square feet of living space with a comfortable layout, office/study, finished room over the garage, and attached 2-car garage. The updated kitchen features granite countertops and stainless appliances, along with cathedral ceilings, skylights, a wood-burning fireplace, updated bath tile and fixtures, new interior paint, updated exterior vinyl trim, new exterior doors, and a new garage door and opener. The backyard is perfect for relaxing or entertaining with a deck, patio, privacy fence, storage shed, and salt system in-ground pool with new liner. Conveniently located near Great Bridge schools, shopping, restaurants, and commuter routes. A wonderful opportunity in a sought-after Chesapeake location. Listed at $550,000.

529 Royal Grant Drive, South Chesapeake

$365,000
3 Beds 2.1 Baths 10642611 MLS
Beautiful and meticulously cared for open concept, end unit condo located on a quiet cul-de-sac. Rare private wooded view from both the backyard and primary ensuite. Custom upgrades include a shiplap fireplace accent wall with elegant wood mantle, luxury vinyl plank floors, modern light fixtures, and an entryway accent wall with mounted hooks. Looks like a model home, recently painted and features tons of natural light. The kitchen has gorgeous 42" wood cabinets, granite counters, an island, SS appliances, 2 pantries, and bar seating, perfect for entertaining. Primary ensuite retreat features a beautiful wooded outside view, tray ceiling, 2 walk-in closets, dual sinks, and custom wood shelving with shiplap accent wall. Ceiling fans throughout. Convenient upstairs laundry. 2 car garage, vinyl fence, and private side entrance. This home has it all! Conveniently located for easy access to interstates, shopping, and entertainment. Fees include front yard landscaping and insurance policies.

706 Albertine Court, South Chesapeake

$1,750,000
4 Beds 4 Baths 10642797 MLS
Set at the end of a quiet Hunters Ridge cul-de-sac, this custom brick estate rests on three private, gated acres, held by a single owner since its 2006 build. Beyond its 5,707 square feet of main finished living space, the home offers approximately 1,800 additional square feet of year-round conditioned space. A two-story foyer with a curved staircase opens to formal rooms and a two-story great room with a see-through gas fireplace. The island kitchen features granite, stainless, and a wet bar. The primary suite is a private retreat with a tray ceiling and a spa bath with a soaking tub. A temperature-controlled pool room, a rarity in Hunters Ridge, holds a heated pool beneath vaulted, skylit ceilings for year-round swimming and entertaining. A detached guest suite of about 715 finished square feet adds a kitchenette and full bath, ideal for extended family or long-term guests. A three-car garage, brick-pillar drive, pergola with hot tub, and patios complete the grounds.

2505 Sylvia Court, South Chesapeake

$775,000
5 Beds 2.1 Baths 10642786 MLS
One of a kind property in Hickory area of Chesapeake with 2 (YES TWO) SFH that are legally deeded, WATERFRONT (ocean access) ~3.5 ac lot, with no neighbors in sight! Main house is over 3,000 sqft 5/2.5. Smaller house about 1200 sqft, 2/. Both have newer systems and New Roofs. Each home has its own Septic/Well system & pumped in 2024-large house/2025-small house. Property backs to 60 ft of riverfront that leads through the sounds and into the ocean. The main farmhouse has modern amenities but the old charm and character with original hardwoods, curved arches and entry ways, Juliet Balcony overlooking estate, 3rd floor finished attic bonus room and solid walk down basement foundation that can be turned into a finished room or used for storage. This home is solid and well maintained, being sold as is, seller to make no repairs. Call today for your private showing!

112 Station Road, South Chesapeake

$260,000
3 Beds 2 Baths 10642754 MLS
Layout & Design: This highly desirable corner unit boasts extra windows that fill the space with abundant natural light. The single-story, zero-stair design ensures easy accessibility throughout.Kitchen & Appliances: The bright kitchen features ample counter space and includes a complete suite of appliances in great condition (refrigerator, stove, dishwasher, and microwave).Outdoor Living: Step out onto your private, low-maintenance patio—the perfect spot to enjoy your morning coffee or relax in the fresh air.Storage Solutions: No need to compromise on space; the unit includes a dedicated outdoor storage shed for safely stowing bikes, gardening tools, and beach gear.Comfort & Convenience: Includes full size washer and dryer and year-round climate control.

4605 Woodmark Trail, West Chesapeake

$950,000
5 Beds 4 Baths 10642562 MLS
Welcome to your own private backyard retreat! This beautifully updated home offers the perfect blend of stylish interior living and incredible outdoor entertaining. Step outside to a true backyard oasis featuring a stunning 6-foot in-ground pool with a new liner and pump, a covered lounge area, outdoor fire pit, built-in bar, outdoor kitchen with grill, and plenty of space to host family and friends all season long. A screened porch conveniently connects the outdoor living space to the home, creating seamless indoor-outdoor living. Inside, the nearly renovated kitchen is the heart of the home, showcasing gorgeous marble countertops, a spacious center island, all LG appliances, bar-height seating, and a built-in desk area great for working from home or everyday organization. The open-concept design flows effortlessly into the inviting living room, making entertaining easy. Upstairs, you'll find generously sized bedrooms with abundant closet space, including a spacious room over the garage that offers endless possibilities for a media room, playroom, guest suite, or home office. The luxurious primary suite is a true retreat, featuring a cozy sitting area with its own fireplace, an oversized walk-in closet, and a beautifully appointed en-suite bath complete with dual-height vanities, a private water closet, soaking tub, and separate walk-in shower. Light wood-look luxury vinyl plank flooring adds warmth and elegance throughout the main living areas, while plush carpeting creates comfort upstairs. Thoughtfully updated and impeccably maintained, this home offers the perfect combination of comfort, style, and resort-style outdoor living. Don't miss the opportunity to make this exceptional property your next home!

129 Greengable Way, South Chesapeake

$400,000
4 Beds 2 Baths 10642623 MLS
Welcome to 700 Cardover Avenue, where timeless character meets modern luxury in this beautifully fully renovated Chesapeake home. Offering 4 spacious bedrooms, 2 full baths, and approximately 1,900 square feet of thoughtfully reimagined living space, this stunning property blends classic charm with today’s most desirable finishes and functionality. Originally built in 1958, this home has been completely transformed to deliver a move-in-ready experience while preserving the quality craftsmanship and character buyers appreciate. From the moment you step inside, you’ll be welcomed by bright, airy living spaces filled with natural light and a warm, inviting atmosphere. The thoughtfully designed floor plan offers exceptional versatility with generous living areas and spacious bedrooms, creating the perfect balance of comfort and function. Whether hosting gatherings, enjoying quiet evenings at home, or creating flexible work-from-home space, this home adapts beautifully to your lifestyle. At the heart of the home, the seamless flow between living spaces creates an effortless environment for everyday living and entertaining. Every detail has been carefully curated to offer elevated style with modern convenience. Step outside to your private outdoor retreat featuring a brand-new backyard deck, suitable for morning coffee, weekend barbecues, evening gatherings, or simply unwinding outdoors. The deck creates an ideal extension of the home, inviting you to enjoy indoor-outdoor living year-round. Adding even more value and versatility, the detached garage offers excellent storage, workshop potential, hobby space, or additional parking—an increasingly desirable feature for today’s buyers. Conveniently located near shopping, dining, parks, schools, major commuter routes, and all that Chesapeake has to offer, this beautifully renovated home combines modern updates, functional living, and timeless appeal. This is more than just a renovation—it’s a fresh new chapter waiting to be written. Don’t miss your opportunity to make it yours.

700 Cardover Avenue, Central Chesapeake

$889,000
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

$499,000
4 Beds 2.1 Baths 10642093 MLS
This beautiful home features a spacious floor plan designed for comfortable everyday living and effortless entertaining. The main level showcases an updated kitchen, beautiful hardwood floors in the main living areas, a tiled hallway, powder room, kitchen, and an oversized laundry room for added convenience. Upstairs, you'll find four generously sized bedrooms. The finished room over the garage offers exceptional flexibility and can easily serve as a fourth bedroom, game room, media room, home office, or playroom to suit your needs. Step outside to a large, fully fenced backyard featuring an expansive deck that's perfect for cookouts, outdoor dining, and entertaining. With plenty of room for kids and pets to play, this backyard is the ideal setting for relaxing, gathering with friends, and creating lasting memories.Centrally located, this home is just minutes from Greenbrier Mall, major interstates, Chesapeake Regional Medical Center, shopping, dining, and everyday conveniences. Combining space, versatility, and an unbeatable location, this move-in ready home is ready to welcome its next owners. Schedule your private tour today!

1028 Austin Drive, South Chesapeake

$535,000
4 Beds 2 Baths 10642565 MLS
Welcome to this charming brick-front ranch offering 3 bedrooms plus a spacious room over the garage that can serve as a fourth bedroom, home office, hobby room, or flexible living space. Situated on just under an acre, this property provides an expansive backyard with plenty of room to enjoy outdoor activities, gardening, or simply relaxing.Unwind on the inviting front porch or entertain on the large composite back deck overlooking the generous outdoor space. Inside, the open-concept kitchen and family room create a comfortable gathering area, while the formal living and dining rooms provide additional space for entertaining or everyday living. The attached garage is equipped with a mini-split system, offering year-round comfort and added versatility for a workshop, home gym, studio, or other uses. With its spacious layout, flexible living areas, and expansive lot, this home offers a wonderful blend of comfort, functionality, and outdoor enjoyment. 2024 Gutter shudder gutters, 2022 closed crawl dehumidification system/polly vapor barrier system. 2019 Trane a/c unit, upgraded w/trane clean air effects package w/reme halo bacteria eliminator & ac duct work. 2025 Landscape lighting.

940 Saddleback Trail, South Chesapeake

$370,000
4 Beds 2.1 Baths 10642424 MLS
Welcome to this exceptional end-unit luxury townhome, original owner bought as the community's model home. Built in 2014 and thoughtfully upgraded throughout, Thomason Trail offers nearly 1,900 square feet of living space, combining timeless finishes with everyday comfort. You'll appreciate the warmth of rich hardwood flooring, abundant natural light, and the attention to detail that sets this home apart. The kitchen is designed to impress, featuring granite countertops, ample cabinetry, a pantry and an open layout that flows seamlessly into the main living and dining areas. All of the mechanicals have been recently updated to include hot water heater 2026. Ceiling fans in every room plus custom wood blinds provide both style, privacy and comfort. One of the home's most distinctive features is the versatile loft, complete with custom built in shelves. Minutes from Greenbrier for shopping and restaurants you won't want to miss this opportunity.

1601 Thomason Trail, South Chesapeake

$379,800
5 Beds 2 Baths 10642460 MLS
Discover one of the best values in Chesapeake! This spacious 5-bedroom, 2-bath home offers over 2,100 square feet of versatile living space with room for everyone. Recent updates include a newer roof, updated HVAC, replacement windows, luxury vinyl plank flooring, fresh paint, and updated lighting, providing peace of mind and modern appeal. The bright kitchen features ample cabinet and counter space, while the open living and dining areas are perfect for everyday living or entertaining. The flexible floor plan includes generously sized bedrooms, making it ideal for a growing family, multi-generational living, or those needing dedicated home office space. Outside, enjoy a large fenced backyard with plenty of room for pets, gardening, play, or future outdoor entertaining. Conveniently located near shopping, dining, military bases, major interstates, parks, and schools, this home offers an easy commute throughout Hampton Roads. With five true bedrooms, substantial square footage, and numerous updates, this home delivers exceptional value compared to other homes in its price range. Whether you're a first-time buyer looking for extra space or an investor seeking a strong opportunity, this property is ready for its next owner. Don't miss your chance to own one of Chesapeake's best buys—schedule your private showing today!

4205 Nautilus Avenue, Central Chesapeake

$554,500
4 Beds 3.1 Baths 10642380 MLS
Welcome to Miars Farm in sought-after Western Branch! This beautifully maintained 4BR, 3.5BA home offers ~2,500 sq ft of inviting living space on a .25-acre lot with timeless curb appeal and modern farmhouse touches. Enjoy a classic front porch, spacious driveway, and attached garage. Inside, the open layout features a stunning eat-in kitchen with granite countertops, stainless steel appliances, gas cooking, an island seating area, and a sunny breakfast area overlooking the backyard. The family room shines with exposed beams and a cozy fireplace. The vaulted primary suite features a spa-like bath with a soaking tub and a tiled shower. A large FROG/bonus room with a full bath adds flexibility. Step outside to your private fenced yard with a deck, above-ground pool, and storage/workshop shed with electricity. Convenient to schools, shopping, and commuting—this home truly has it all!

3421 Anita Circle, West Chesapeake

$452,900
3 Beds 3.1 Baths 10642448 MLS
Unbelievable Incentives! Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This tri-level Ashbury plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ upgraded quartz countertops & glass subway tile backsplash. Easily maintained & durable LVP flooring & crown molding, as well as 9-foot ceilings on all levels. Lighted tray ceiling in primary suite & double quartz vanity, ceramic tiled floor, & glass-enclosed shower w/ ceramic tile walls in en-suite. WIC. Enjoy exceptional amenities, including a start-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment.

4904 Apricot Way, West 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.