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504 Dorothy Court, South Chesapeake
$560,000
4 Beds ⋅ 2.1 Baths ⋅ 10639410 MLS
Open House Saturday 9/5/26, 2:00pm - 4:00pm. Custom Built, single owner home in sought after Grassfield section of Chesapeake! Pride in ownership in quiet neighborhood. Peaceful yard backing up to quiet marsh and tidal water from the Elizabeth river. Sitting far off the street with a pond as one of your neighbors offers lots of privacy. Gas furnace and fireplace replace in 2025, all appliances replaced within last 10 years. refrigerator and custom cabinets in garage do not convey, work bench does convey.

504 Dorothy Court, South Chesapeake
812 S Lake Circle, South Chesapeake
$345,000
2 Beds ⋅ 2.1 Baths ⋅ 10635840 MLS
REMODELED, NEW TILE IN BATHROOM, NEW GRANITE COUNTER TOPS IN BATHROOMS, NEW GRANITE KITCHEN COUNTER TOPS, NEW FLOORS, NEW FIXTURE LIGHTS, NEW HVAC, NEW WATER TANK AND MUCH MORE.

812 S Lake Circle, South Chesapeake
435 Freeman Avenue, Central Chesapeake
$50,000
10628741 MLS
Prime opportunity in Chesapeake’s South Norfolk/Money Point area! This vacant parcel is zoned M-2 (Heavy Industrial), offering excellent potential for a wide range of commercial or industrial uses. The lot is approx. 3,920 sq ft and ideally positioned with convenient access to major thoroughfares, interstates, and the Port of Virginia.The value here is in the land and its flexible zoning, making it a strong fit for investors, business owners, or developers looking for a strategic location with room to grow. Whether for storage, contractor use, or future development, this property presents multiple paths to maximize value.Opportunities like this in a well-connected industrial corridor are limited—don’t miss your chance to secure a versatile piece of land in a high-demand area.

435 Freeman Avenue, Central Chesapeake
1252 Kidbrooke Street, South Chesapeake
$823,500
6 Beds ⋅ 5 Baths ⋅ 10615556 MLS
Welcome to The Summit, where you’ll discover thoughtfully designed living space across 2 luxurious floors. The main level impresses with a versatile 1st-floor bedroom and full bath, a flexible office or formal dining room, and a sunlit great room that flows seamlessly from the gourmet kitchen, featuring a large island, quartz countertops, soft-close cabinets, premium stainless steel appliances (including double ovens and a gas cooktop),and a walk-in pantry. Upstairs, unwind in your expansive owner’s suite with a huge closet, double vanities, a relaxing bathtub, and a separate shower, while three additional bedrooms, two full baths, a laundry room, and a loft provide ample space and flexibility. Enjoy a vibrant, amenity-rich community with walking trails and a fire pit, all within reach of Chesapeake’s scenic waterways, local festivals, and easy access to Virginia’s beaches and mountains-your ideal lifestyle begins here. The home is complete with a walk out basement.

1252 Kidbrooke Street, South Chesapeake
520 Leary Court, South Chesapeake
$635,000
4 Beds ⋅ 2.1 Baths ⋅ 10652508 MLS
Stunning, completely updated, and ready to impress! This house showcases like a model home with fresh paint, beautiful flooring, updated kitchen and baths, stylish lighting with dimmers, custom Closet Factory storage, new windows, new roof, and appliances less than 3 years old. The primary suite is a true retreat, featuring a closet to die for and a luxurious ensuite that feels like your own private spa. Step outside to your own private oasis on over half an acre, with an inground pool, Trex decking, gorgeous landscaping, and a brand-new fence. Just down the street from Grassfield schools and conveniently located near shopping, dining, and major interstates, making it easy to get anywhere you need to go. This home truly has it all—come see for yourself!

520 Leary Court, South Chesapeake
4009 Maple Drive, West Chesapeake
$360,000
3 Beds ⋅ 2 Baths ⋅ 10650874 MLS
Space, updates, and flexibility come together in this inviting 3-bedroom home! An additional upstairs room offers options for a home office, flex space, or additional bedroom. Features include newer LVP flooring, a newer roof, and HVAC replaced in 2018. Enjoy the front porch or head out back to the generously sized yard with a covered patio for relaxing, dining, and entertaining. A detached garage provides additional parking, storage, or workspace. Conveniently located near shopping, dining, military installations, and major highways for easy access throughout Hampton Roads.

4009 Maple Drive, West Chesapeake
1537 Hambledon Loop, South Chesapeake
$280,000
2 Beds ⋅ 2.1 Baths ⋅ 10650012 MLS
Beautifully updated townhouse-style condo in sought-after Brighton Park at Greenbrier over looking a pond! This bright, open-concept home features fresh paint, updated flooring, newer appliances, modern fixtures, a new roof installed in April 2026, and an additional room that could work for a home office. Both primary suites include private bathrooms and large walk-in closets. Enjoy a fenced patio and low-maintenance living. Condo amenities include ground maintenance, two community pools, clubhouse, sewer, and water. Conveniently located near shopping, dining, and interstate access.

1537 Hambledon Loop, South Chesapeake
1810 Hoover Avenue, Central Chesapeake
$350,000
3 Beds ⋅ 2.1 Baths ⋅ 10649283 MLS
Make this your first stop! This well-maintained 3-bedroom, 2.5-bath home offers the perfect combination of style, comfort, and space. Inside, you'll find over 1,000 square feet of beautiful Bellawood Brazilian Cherry hardwood flooring, a spacious kitchen with tile flooring and stainless steel appliances, and a bright, inviting layout that's ready for its next owner. The primary suite features soaring cathedral ceilings that create an open and relaxing retreat, while faux wood blinds add a polished touch throughout the home. Major peace-of-mind updates include a new HVAC system installed in 2024. Outside, you'll love the oversized backyard with plenty of room for entertaining, pets, gardening, or simply enjoying the outdoors. Conveniently located near shopping, dining, and major commuter routes, this home offers the space, updates, and location buyers are looking for!

1810 Hoover Avenue, Central Chesapeake
2813 Meadow Wood E Drive, West Chesapeake
$459,900
4 Beds ⋅ 2.1 Baths ⋅ 10648877 MLS
Welcome home to this 4-bedroom home in a sought-after neighborhood! This property offers plenty of space and versatility, including a detached suite with an additional bedroom and full bathroom, ideal for guests, a home office, or multigenerational living. Additional highlights include a sunroom, plantation shutters, fully finished FROG, and spacious 2.5-car garage. Recent updates include new gutters, newly insulated attic, and a new garage water heater, along with a newer HVAC system, dishwasher, and main-house water heater. Enjoy neighborhood pool access with no HOA, plus nearby nature trails and boat launch access. Conveniently located near sought-after schools, shopping, dining, and more! Easy to show, Easy to LOVE!

2813 Meadow Wood E Drive, West Chesapeake
919 Decatur Street, Central Chesapeake
$224,400
3 Beds ⋅ 2 Baths ⋅ 10644864 MLS
Welcome home to this charming 3 bedroom, 2 full bath single-family home! It offers over 1,000 square feet of comfortable living space. Situated on a 0.12-acre lot, this home features a functional floor plan. Conveniently located with quick access to major highways, military bases, shopping, dining, and entertainment, you'll enjoy an easy commute and all the conveniences of the area. Whether you're a first-time homebuyer, downsizing, or looking to add to your investment portfolio, this home is full of potential and ready for its next owner. Don't miss this fantastic opportunity! Call today for more information and to schedule your tour!

919 Decatur Street, Central Chesapeake
1124 Saint Brides Road W, South Chesapeake
$755,000
4 Beds ⋅ 3.1 Baths ⋅ 10641375 MLS
Set on over 3 acres and tucked back from the road, this meticulously updated 4-bedroom, 3.5-bath Chesapeake property offers a rare blend of space, privacy, and modern finishes. Renovated with care and attention to detail, updates include a new roof, all-new kitchen cabinetry, upgraded stainless steel appliances, quartz countertops, engineered hardwood flooring, fresh paint, and beautifully redesigned bathrooms with custom tile. The spacious first-floor primary suite adds convenience, while a second en suite offers flexibility. Enjoy a welcoming front porch and a new back patio overlooking a partially-fenced yard backing to wooded views. Ample closet space and storage throughout, plus a 2-car attached garage. Move-in ready with a unique combination of land and updates.

1124 Saint Brides Road W, South Chesapeake
1073 Scenic Boulevard, South Chesapeake
$375,000
3 Beds ⋅ 1 Baths ⋅ 10639800 MLS
Closing cost assistance! Welcome to 1073 Scenic Boulevard! This beautifully updated ranch-style home offers modern finishes, flexible living space, and a private setting on approximately .4 acres in the desirable Great Bridge area. Step inside to an open and inviting floor plan featuring updated flooring, fresh paint, modern fixtures, and a stunning kitchen w/ white shaker cabinetry, granite countertops, stainless steel appliances, and a large breakfast bar for entertaining. The spacious living and dining areas flow seamlessly together, creating a bright and comfortable atmosphere. The updated bathroom adds a fresh, contemporary touch, while the screened porch provides the perfect place to relax and enjoy the peaceful, wooded backdrop. Outside, you'll find a detached garage with electricity, additional storage shed, ample parking, and a large backyard offering endless possibilities for recreation, gardening, or gatherings. Conveniently located near top-rated schools, shopping, dining, and more!

1073 Scenic Boulevard, South Chesapeake
1233 Transylvania Avenue, Central Chesapeake
$175,000
3 Beds ⋅ 2 Baths ⋅ 10635979 MLS

1233 Transylvania Avenue, Central Chesapeake
912 Koonce Lane, South Chesapeake
$637,385
3 Beds ⋅ 3.1 Baths ⋅ 10624003 MLS
Sept delivery spec home with UPGRADES galore. Augusta Cottage by coveted local builder w/ refined architectural detail with custom arches, 10’ ceilings, & upgraded HW floors in main living, loft, & upper hall. Open-concept main level seamlessly blends dining & great room with French doors opening to a private patio, ideal for indoor-outdoor living. Chef’s kitchen stuns w/oversized island, upgraded quartz, GE Cafe appliances & custom hood. The elegant first-floor bedroom features an en-suite bathroom with quartz countertops and tiled floors. It’s complemented Custom mudroom builtin and powder room located off the two-car garage. Upstairs offers a sun-filled BR and WIC, loft, hall bath with quartz, oversized laundry, & a serene primary retreat with garden tub, upgraded tile, quartz, & expansive closet with add’l storage. Professionally managed grounds ensure low-maintenance luxury living.

912 Koonce Lane, South Chesapeake
1056 Saint Julian Drive, South Chesapeake
$329,900
3 Beds ⋅ 1 Baths ⋅ 10651952 MLS
Wonderful move-in ready ranch-style house! Updated kitchen and bath, new carpet, fresh paint, and manicured lawn. Open floor plan with family room open to kitchen. Extra bonus room perfect for guests, office, playroom, and more. Large deck with newly covered gazebo for entertaining. Two large sheds provide extra storage. Pristine crawl space with new dehumidifier, new vapor barrier, and new ductwork. Large backyard with privacy fence and beautiful garden areas. The neighborhood boat ramp gives access to Saint Juliens Creek and the Elizabeth River. This home is in EXCELLENT condition! Come see!

1056 Saint Julian Drive, South Chesapeake
720 Albemarle Court, South Chesapeake
$415,000
4 Beds ⋅ 2 Baths ⋅ 10651014 MLS
Welcome to 720 Albemarle Court, an adorable ranch-style home nestled in the highly sought-after Hickory area of Chesapeake! This charming home offers 4 bedrooms and 2 full bathrooms with a comfortable and functional floor plan. Head inside to a spacious living room featuring a beautiful wood-burning fireplace. The dining area flows seamlessly into the kitchen, with easy-care laminate flooring throughout the main living areas. Three bedrooms are conveniently located on the first floor, while the finished room over the garage provides a spacious fourth bedroom with added privacy and flexibility. Out back, enjoy a large deck overlooking the generously sized backyard which is perfect for entertaining or simply enjoying your own backyard space. A wonderful opportunity to call the desirable Hickory area home!

720 Albemarle Court, South Chesapeake
3317 Dunedin Drive, West Chesapeake
$455,000
4 Beds ⋅ 2.1 Baths ⋅ 10648986 MLS
Welcome home to 3317 Dunedin Drive, a beautifully maintained 4-bedroom, 2.5-bathroom sanctuary with almost 2000 sq ft in the highly desirable Western Branch community of Chesapeake! Well-maintained home on a corner lot in Western Branch, Features almost 2000 sq. ft., updated galley kitchen with 42" wood cabinets, soft-close drawers, granite countertops, black stainless steel appliances, and a breakfast nook. Generous primary suite, spacious secondary bedrooms, and formal living/dining areas. The fully fenced yard is an outdoor dream with a patio, pergola, and a brand-new custom RV parking slab behind the fence. Attached 1-car garage with Tesla charger and expanded driveway. No HOA! Call today to schedule your private showing of this gem in Western Branch!

3317 Dunedin Drive, West Chesapeake
1234 Cedar Mill Square, South Chesapeake
$295,000
2 Beds ⋅ 2.1 Baths ⋅ 10648840 MLS
Welcome to 1234 Cedar Mill Square, a beautifully maintained townhome in the desirable Mill Quarter community of Chesapeake. This 2-bedroom, 2.5-bath home offers approximately 1,261 square feet across two levels, featuring two spacious primary suites, a cozy fireplace, an eat-in kitchen with ample pantry space, and a functional layout designed for comfortable living. Enjoy the convenience of a fenced backyard, patio, storage shed, and two assigned parking spaces. Ideally located near Greenbrier shopping, dining, parks, and major commuter routes, this home offers comfort and convenience in a sought-after Chesapeake location.

1234 Cedar Mill Square, South Chesapeake
1215 Cedar Mill Square, South Chesapeake
$300,000
3 Beds ⋅ 1.1 Baths ⋅ 10648009 MLS
BEAUTIFULLY UPDATED THROUGHOUT! An amazing opportunity to own your piece of the American dream with this freshly painted 3BR/1.5 bath townhome located in the heart of Greenbrier! From the kitchen with new appliances, hardware and work station sink, to HVAC, water heater and roof (all 2025). Featuring luxurious crown and chair molding, newer flooring and newer Pella and Anderson windows and storm doors. All new ceiling fans and recessed lighting too! Out back, new paver patio, flower garden, pond and hand built privacy fence create a peaceful place to relax. Obvious attention to detail and quality throughout this wonderful home! You'll wanna see this one first!

1215 Cedar Mill Square, South Chesapeake
300 Sikeston Lane, South Chesapeake
$460,000
4 Beds ⋅ 3 Baths ⋅ 10647060 MLS
Welcome home to this beautifully maintained luxury end unit townhome in the highly sought after Great Bridge School District! Less than seven years old, this move in ready home offers stylish, low-maintenance living with thoughtful upgrades throughout. Enjoy luxury laminate plank flooring throughout the entire home, smart switches compatible with Alexa, and an upgraded custom walk in closet in the spacious primary suite. The gourmet kitchen features granite countertops, a large island, upgraded cabinetry, refrigerator only 6 months old and a flat top stove. Soaring 9-foot ceilings, multiple walk-in closets, a spacious laundry room, garage, driveway, and covered front porch add to the home's appeal. The HOA handles yard maintenance, giving you more time to enjoy nearby shopping, dining, entertainment, and quick highway access. Schedule your private showing today!

300 Sikeston Lane, South Chesapeake
602 Windward Drive, South Chesapeake
$455,000
4 Beds ⋅ 2.1 Baths ⋅ 10646630 MLS
Beautiful, brick front, 4 bedroom home in sought after Greenbriar Estates. The newly renovated kitchen boasts SS appliances, new cabinets, Quartz counters with a large island that is open to the family room. Other features include an architectural roof, wood floors, HVAC and wood floors all replaced approximately 5 years ago! The large primary suite features a walk-in closet, dual sinks, a separate soaker tub, a skylight and a custom glass shower door. LOCATION-LOCATION! Less than 30 minutes to Naval Station Norfolk & little creek bases, as well as the Virginia Beach Oceanfront . Chesapeake City Park is at the end of the street, and Greenbriar Mall is just minutes away. Schedule your showing soon, this one won't last!

602 Windward Drive, South Chesapeake
807 Gresham Way, South Chesapeake
$615,000
5 Beds ⋅ 2.1 Baths ⋅ 10646157 MLS
Tucked away on a quiet cul-de-sac and sitting pretty on a corner lot, this updated 5-bedroom, 2.5-bath home has room for everyone & everything. From the moment you walk in, you'll feel the perfect blend of comfort and function this home was designed for. Cozy up in the den by the fireplace, host holidays in the separate dining room, or get work done in the private office—there's a space for every part of your life. The kitchen shines with recessed lighting and a pantry, while the living room offers even more room to gather. Retreat to the primary suite, your own private escape complete with a second fireplace, a sitting area, and a spacious walk-in closet. The spa-like primary bath doesn't disappoint either, featuring a walk-in shower, soaking tub, dual sinks, and a linen closet for extra storage. Step outside onto your deck—ideal for weekend BBQs,or just soaking up some sunshine in your own private space. 2-car garage & shed means storage is never an issue.

807 Gresham Way, South Chesapeake
3727 Hardwick Terrace, West Chesapeake
$449,000
4 Beds ⋅ 2 Baths ⋅ 10639147 MLS
Welcome Home to this charming and up to date ranch in the desirable Point Elizabeth section of Chesapeake's Western Branch. Upon arrival you are greeted with the Home's stately & classic curb appeal. Enter onto front porch awaiting the soon to be added white PVC railings and into the foyer. Den is large, light, and bright! Room is big enough to serve dual purposes like dining space/flex space & great room or as one massive great room. Kitchen feat. open concept dining, freshly painted wood cabinets, ceramic tile backsplash, quartz counters, and newer stainless appliances. Floors are newly installed adding peace of mind with new subfloor as well. Off kitchen is access to laundry room, garage, and finished room over garage serving as fourth bedroom. Down hall is multiple storage closets, full and updated luxurious hall bath w/ ceramic tile surround, ceramic tile floors, new vanity, lighting, and more! Primary bedroom features oversized closet with storage racks, ensuite bath with tile shower, fresh paint, finishes, & vanity. Two secondary bedrooms on hall are spacious and well laid out. Yard is tranquil with well maintained above ground pool and large swim deck. Deck is freshly painted and offers a plethora of entertaining space. Room to spare in backyard with lush landscape makes this a Home-run. Well & pump make pool care a breeze. Call this Home Today!

3727 Hardwick Terrace, West Chesapeake
2547 Bugle Drive, West Chesapeake
$212,000
2 Beds ⋅ 1 Baths ⋅ 10656066 MLS

2547 Bugle Drive, West Chesapeake
418 Supplejack Court, South Chesapeake
$485,000
4 Beds ⋅ 2.1 Baths ⋅ 10652092 MLS
Gorgeous renovated 4-bedroom, 2.5-bath home in sought after Riverwalk perfectly situated on a cul-de-sac. Open floor plan filled with natural light and stylish upgrades throughout. Stunning kitchen with custom cabinets, butcher block countertops, stainless-steel appliances and amazing center island. The formal dining room and cozy living room with fireplace offer ideal spaces for entertaining or relaxing. The primary ensuite has vaulted ceiling, double sink vanity, stunning shower and walk in closet. Enjoy relaxing on the oversized back deck for a peaceful backyard retreat. Additional highlights include a generous walk-in attic, oversized 2-car garage, and excellent storage throughout. Residents enjoy access to amenities including a clubhouse, swimming pool, playground, tennis courts, scenic trails, and a boat ramp and dock on the Elizabeth River. Close to beaches, military bases, amazing restaurants, shopping and more. Fantastic home and vibrant community!

418 Supplejack Court, South Chesapeake
1830 Candlelight Drive, Central Chesapeake
$177,000
2 Beds ⋅ 2.1 Baths ⋅ 10652060 MLS
Welcome home to this spacious end-unit townhouse in the heart of Greenbrier! With a little TLC, this home offers a wonderful opportunity to make it your own and build equity. The thoughtfully designed layout features two primary/master suites, a spacious great room, dining area, eat-in kitchen, first-floor half bath, and a large fenced-in backyard providing plenty of space for relaxing, entertaining, or enjoying the outdoors. Located near the shopping, dining, entertainment, and everyday conveniences Greenbrier has to offer. Come see the potential and envision your next chapter here!

1830 Candlelight Drive, Central Chesapeake
2704 Misty Point Road, South Chesapeake
$281,000
3 Beds ⋅ 1.1 Baths ⋅ 10651743 MLS
Room to garden, create, and entertain. A home designed for real use! Located at the end of a dead-end street on a cul-de-sac, this 3-bedroom, 1.5-bath home offers hardwood floors, a comfortable living area, and a full kitchen suite with all the countertop space, cabinets, and storage you need. The house only gets better outside, with an exceptional amount of usable outdoor space. In the front, two driveways provide flexible parking, and a vivacious garden frames the yard and house, leading you to the greenhouse. In the backyard is a large detached workshop, an extra storage shed, a massive deck for entertaining, a separate fire-pit area, and a ready-to-grow garden featuring raised beds and garden arches. Whether you're working on a project, growing fresh produce, or hosting friends, this property offers the space and versatility to make this house the one where everyone gathers.

2704 Misty Point Road, South Chesapeake
2047 Ames Cir N Circle, West Chesapeake
$525,000
4 Beds ⋅ 3.1 Baths ⋅ 10650967 MLS
Situated on nearly half an acre of lush lawn and beautifully landscaped grounds, this immaculately maintained home offers comfort, flexibility, and space for everyone. Gorgeous wood floors and a custom wood-burning fireplace add warmth, while the screened porch overlooks the saltwater pool and fully fenced backyard. The spacious kitchen features granite, stainless steel appliances, and abundant cabinet and counter space. A downstairs bedroom and full bath, plus a half bath, make this home ideal for guests or multi-generational living. Upstairs, the large primary suite offers a sitting room and walk-in closet. The finished room over the garage, with two entrances, provides flexible space for a media room, game room, second living area, or private retreat, along with a spacious bedroom. Outside, enjoy a new patio and beautiful landscaping that create a true backyard oasis. With newer systems, an encapsulated crawl space, and meticulous owners, all that's left to do is move in!

2047 Ames Cir N Circle, West Chesapeake
1463 Winslow Avenue, South Chesapeake
$385,000
4 Beds ⋅ 2.1 Baths ⋅ 10650481 MLS
Welcome to 1463 Winslow Avenue! This well-maintained Chesapeake home is ready for its next owners. The current sellers have lovingly cared for the home for the past three years after purchasing it newly renovated, giving you the benefit of an updated home that has continued to be well cared for. Features include a newer roof and water heater, updated kitchen and bathrooms, and a newer backyard fence. Inside, you'll find 4 bedrooms, 2 full bathrooms, a half bath on the first floor and plenty of flexible living space. An additional bonus room gives you the freedom to make the space your own whether you need a home office, playroom, second living area, or hobby space. With thoughtful updates, flexible space, and a home that has been well maintained from top to bottom, 1463 Winslow Avenue is ready for you to move in and make it yours!

1463 Winslow Avenue, South Chesapeake
504 Mount Pleasant Rd, South Chesapeake
$280,000
3 Beds ⋅ 2 Baths ⋅ 10649704 MLS
Great Bridge Brick Ranch with 3 bedrooms, 2 baths, Formal Living, Formal Dining and Family Room. Garage is partially converted and there is a detached garage workshop. Large yard! Investor Special! Fixer Upper! Needs renovation! Selling As-Is!

504 Mount Pleasant Rd, 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.

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