South Chesapeake VA Waterfront Real Estate, Homes, Condos for Sale

Welcome to this inviting 4-bedroom ranch in the sought after Mill Creek neighborhood. Freshly painted throughout with brand new carpet and a new roof, this home is truly move-in ready. Enter into a bright living room featuring vaulted ceilings and a cozy wood-burning fireplace, seamlessly opening to the fully remodeled kitchen. The kitchen shines with white shaker soft-close cabinets, quartz countertops, and stainless steel appliances. Two bedrooms sit just off the living room, accompanied by a beautifully updated hall bathroom and laundry room. The spacious primary bedroom offers a remodeled en-suite bathroom and a generous walk-in closet. The FROG provides flexibility as a 4th bedroom, guest space, or bonus room. Out back, enjoy a wood deck overlooking an above-ground pool and a peaceful backyard with views of the wooded area maintained by the Army Corps of Engineers along the Dismal Swamp Canal. The property extends about 10 ft beyond the back fence line. Don't miss this one.

500 Willow Bend Drive, South Chesapeake

$375,000

3 Beds ⋅ 2.1 Baths ⋅ 10645496 MLS

Don't miss out on this waterfront Penthouse condo in the heart of Great Bridge. Relax on one of two huge decks overlooking your own private boat slip offering the epitome of coastal living. Once inside, you will find a light-filled open space great for indoor-outdoor living and entertaining. The updates, including the HVAC, low-maintenance LVP flooring, and fresh paint mean you can pack your backs (and life jackets) and move right in! The ample storage indoor and out (don't miss the walk-in attic inside the primary closet) adds practicality and function. The resort-style condo amenities are not to be missed- not only is trash, water, and sewer covered, but you also have a community pool, clubhouse, and ground maintenance to leave all of your free time to enjoy your new coastal lifestyle. The sellers are open to selling the new boat and floating dock for an additional cost.

173 Harbor Watch Drive, South Chesapeake

$575,000

4 Beds ⋅ 2.1 Baths ⋅ 10645016 MLS

Welcome to this beautifully maintained 4-bedroom, 2.5-bath home offering an open-concept floor plan designed for comfortable everyday living and effortless entertaining. Conveniently located near shopping, dining, and with easy interstate access, this home combines comfort with convenience. Relax and unwind on the spacious deck while enjoying peaceful views of the pond and the surrounding wildlife. The generous primary suite features a large walk-in closet, providing plenty of storage space. The well-appointed kitchen includes a gas range, a large pantry, and ample workspace for cooking and gathering. Located in the highly sought-after Chesapeake School District, this home also offers numerous valuable upgrades, including a new roof (2024), HVAC system (2024), and water heater (2021). Additional features include solar panels for energy efficiency, an irrigation system with a dedicated well, a security system, and the washer and dryer, all of which convey with the home.

1311 Piedmont Arch, South Chesapeake

$699,900

5 Beds ⋅ 3.1 Baths ⋅ 10644549 MLS

Experience everyday convenience and modern living in this stunning Ashburne floorplan featuring over $90,000 in custom upgrades. Situated on a large lot, this exceptional home offers the perfect blend of comfort and style. Relax on the spacious covered patio with peaceful pond views. Inside, enjoy open-concept living with 9' ceilings, beautiful wide oak flooring, and custom white cordless blinds throughout. The designer kitchen features white shaker cabinetry with custom pull-out drawers and dividers, a contrasting blue island, quartz countertops, and an upgraded appliance package. Two primary suites—1 on each level—plus 3 additional bedrooms provide exceptional flexibility. Additional highlights include a custom tile and frameless glass shower in the upstairs primary suite, crown moulding, walk-in closets with wood shelving, and a 2-car garage with epoxy flooring and 220V/50A EV outlet. Resort-style amenities include a pool, fitness center, clubhouse, playground, and scenic lakes.

410 Middleton Way, South Chesapeake

$539,900

4 Beds ⋅ 3.1 Baths ⋅ 10644619 MLS

Welcome to your home in the highly sought after Grassfield Meadows community of Chesapeake, zoned for the desirable Grassfield school district! This beautiful townhome features custom accent walls that add warmth and character throughout. With 4 spacious bedrooms and 3.5 bathrooms, the flexible layout is perfect for today's lifestyle. The first floor offers an ideal space for guests, a home office or an in-law suite. The open concept main living area is bright and inviting, great for entertaining or everyday comfort. Go out onto your private balcony to enjoy morning coffee or evening relaxation. The third-floor hosts three more bedrooms and two full baths, including a tranquil primary suite. Community amenities include a covered pavilion with grilling area, dog park, fitness park and playground for year-round enjoyment. Conveniently located near shopping, dining and major commuter routes, this move-in- ready home offers the perfect blend of style, comfort and convenience.

1837 Honey Milk Road, South Chesapeake

$749,900

5 Beds ⋅ 2.1 Baths ⋅ 10644769 MLS

Come relax and float in the lake. Stunning 2 story open & airy with cozy den & built in shelves and gas logs Newer kitchen with double ovens upgraded appliances. Large Sun Room Mr. Rogers lifetime windows. Shed with power. New light fixtures. Primary closet has California Closets System system. Tray ceiling. Freshly painted and new carpet.

928 Sydenham Boulevard, South Chesapeake

$315,000

3 Beds ⋅ 2.1 Baths ⋅ 10644227 MLS

**OPEN HOUSE THIS SATURDAY, 7/18/26 FROM 12-2PM**Beautifully maintained townhouse in sought-after Cedar Lakes community with 3 bedrooms and 2 1/2 baths. The kitchen shines with brand-new stainless-steel appliances, including a gas range, microwave, French door refrigerator, and dishwasher, along with a new disposal and faucet. The entire home has been professionally painted, offering a fresh, move-in ready feel. Major systems are updated with a roof approximately 10 years old, HVAC replaced in 2020, and a brand-new hot water heater with an Apollo system providing supplemental heat, and windows replaced about 6 years ago. All toilets are new. Enjoy relaxing in the screened-in porch. Washer/Dryer and Gas Fireplace convey as-is. Great Bridge school district and just minutes from shopping, dining, parks, City Hall and easy access throughout Hampton Roads. Homeowner's Association includes a pool and clubhouse.

626 South Lake Circle, South Chesapeake

$273,851

2 Beds ⋅ 1 Baths ⋅ 10644283 MLS

Welcome home to this bright and inviting condo conveniently located just off Cedar Rd, placing you minutes from shopping, local restaurants, entertainment, and everything the area has to offer. Whether you’re grabbing dinner, meeting friends, or enjoying a night out, you’ll appreciate having so many amenities close to home. Inside, you’ll find soaring vaulted ceilings and arched windows that fill the home with natural light, creating an open and airy feel throughout. The spacious living room features a cozy fireplace and access to a private balcony overlooking mature trees and a lake, providing a peaceful place to relax. The kitchen offers ample cabinet and counter space and opens to a sunny dining area framed by a dramatic arched window. The bedrooms continue the home’s bright, open feel with high ceilings and plenty of room to make your own. One of the unique perks of this location is being just a few blocks from the city’s annual parade route. Just a short drive from home, The Chesapeake Rotary Christmas Parade, is a longtime local tradition that brings the community together each year while still allowing you to enjoy the comfort of home. Whether you’re a first-time buyer, looking to downsize, or searching for a low-maintenance home in a convenient location, this condo offers the perfect opportunity to add your personal style and enjoy everything this vibrant area has to offer.

449 E Lake Circle, South Chesapeake

$360,000

2 Beds ⋅ 1 Baths ⋅ 10644104 MLS

Opportunity awaits in desirable Deep Creek! Charming one-level home AND 1,440 sq ft detached garage. Located on over 1.3 acres, this charming bungalow is ready for you to call it home. Charming original wood flooring throughout the spacious living area. Eat-in kitchen with solid wood cabinetry, offering plenty of storage space. Granite counters & stone backsplash. The two bedrooms offer solid hardwood flooring and ample closet space. Conveniently located shared hall bath. Bonus space off the kitchen would be great for a home office. Bright sunroom allows an abundance of natural light and offers a great space for a third bedroom. Detached garage of your dreams offers plenty of opportunity for car enthusiasts, entrepreneurs, rental income, and much more. With over 500ft of road frontage. Call today to seize the opportunity!

3124 Old Mill Road, South Chesapeake

$700,000

5 Beds ⋅ 3 Baths ⋅ 10644005 MLS

Don’t miss this large open-concept home with 5 spacious bedrooms, 3.5 bathrooms, and approximately 2,976 sq ft in the heart of Chesapeake. In addition to this well-appointed home, it features a fully paid-off solar package, offering long-term energy savings. A standout feature is the first-floor flex room, currently staged as a home office with an adjacent full bath—making it an ideal space for multigenerational living, guests, or a private home office. In addition the downstairs open concept floor plan offers room to gather, work from home, or simply relax, while upstairs the primary bedroom and full bathroom, large laundry room and 4 other bedrooms provide comfort and privacy for everyone. The primary suite serves as a peaceful retreat with an en-suite bath, dual closets and views of the water from the back of the home, creating the great place to unwind at the end of the day. This exceptional location combines the charm of a quiet neighborhood with the convenience of everything Hampton Roads has to offer. Don't miss the opportunity to make this wonderful Chesapeake home your own—schedule your private showing today!

1131 Madison Lynn Way, South Chesapeake

$440,000

6 Beds ⋅ 3 Baths ⋅ 10643653 MLS

15K INSTANT EQUITY!!!!!!! A peaceful neighborhood in the Deep Creek area of Chesapeake with close water views and wooded scenery. This home is one of the largest homes, in the neighborhood, spacious bedrooms 6 & 3 full bathrooms. This home features a modern open layout with generous living areas and a well-appointed kitchen open for entertaining. 3 first-floor bedrooms and 1 full bath provide ideal flexibility for guests or multi-generational living while the other 3 to include the Primary bedroom on the second floor. The home has a new LVP life proof floors, New paint, New carpet, New two car driveway with a wrap around sidewalk and a generous size yard for gathering a outdoor activities. Flood Insurance of 880 yearly (Never floods) SOME CLOSING COST ASSISTANCE AVAILABLE.

421 Plummer Drive, South Chesapeake

$350,000

3 Beds ⋅ 3 Baths ⋅ 10643626 MLS

Experience waterfront living at its finest in this well maintained and beautifully updated condo on the Elizabeth River. Featuring LVP flooring throughout, this residence offers a seamless blend of style and durability. The updated kitchen shines with quartz countertops and stainless steel appliances, flowing effortlessly into the living space anchored by a cozy gas fireplace. The oversized primary suite is a true retreat, complete with a stunning en-suite bath showcasing floor-to-ceiling tile, dual sinks, and a new vanity with updated countertops. Two additional baths have been fully renovated with modern finishes. Go outside to your covered rear deck and take in serene water views, perfect for relaxing or entertaining. Community amenities include a pool, boat slip access, clubhouse, and more, offering a lifestyle of comfort and convenience.

143 Harbor Watch Drive, South Chesapeake

$389,000

3 Beds ⋅ 2.1 Baths ⋅ 10643380 MLS

Move right into this immaculate 3-BR, 2.5-bath condo offering 1,835 sqft of beautifully updated living space! Thoughtfully remodeled and upgraded with quartz kitchen countertops, stainless steel appliances, updated bathrooms, newer paint throughout, new HVAC units and new water heater. When first entering the unit, you will notice the attention to detail starts at the front door and doesn't stop with newly added crown molding that adds a refined touch to the main living areas. The primary suite is located on the first floor and includes a fully remodeled bathroom. Enjoy beautiful lake views from any rear window in the unit or while relaxing on your private back patio. The perfect spot for morning coffee or unwinding at sunset. Residents also enjoy access to a community pool and clubhouse, adding to the low-maintenance lifestyle. Fees also include water, sewer and trash pickup, as well as, the exterior insurance. Conveniently located near shopping, restaurants, major highways, and military bases.

1425 Otterbourne Circle, South Chesapeake

$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

$289,900

4 Beds ⋅ 3 Baths ⋅ 10642966 MLS

A blank canvas awaiting your personal touch! 4-bedroom townhome with spacious open floorplan! No HOA fees! Downstairs bedroom with full bath. 3 bedrooms upstairs w 2 full bathrooms. Living room features high ceilings and open layout. Property includes a one car garage w/ driveway. Backyard features water views! Located in the heart of the Greenbrier area! Priced to sell!

1236 Damyien Arch, South Chesapeake

$469,000

4 Beds ⋅ 3.1 Baths ⋅ 10642809 MLS

Enjoy receiving the $41,000 equity Right Away as the recent appraisal value being $510,000.Very clean and well-maintained home just waiting for the right buyer. THIS IS PRE-APPROVED SHORT SALE SO THE BANK GUARENTEES TO ACCEPT THIS PRICE so it can be a quick and easy short sale.Selling As Is, this being short sale.Seller has the Clear Termite Letter.

1803 Honey Milk Road, 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

$534,900

5 Beds ⋅ 2.1 Baths ⋅ 10642746 MLS

Welcome home to lakefront living in sought-after Bryant Farms! From cozy nights by the custom gas fireplace to lazy mornings soaking in peaceful water views. The open-concept family room and kitchen create the perfect heart-of-the-home feel, while formal living and dining rooms offer beautiful hardwood and tile floors for those special gatherings. Chefs will love the eat-in kitchen, featuring a center island, granite countertops, a full pantry, and stainless steel appliances including a Frigidaire Gallery gas range and fridge. Step outside to the screened porch — your new favorite spot for morning coffee or unwinding after a long day. Upstairs, retreat to a spacious primary suite with a walk-in closet, double vanity, soaking tub, and separate shower. Three additional bedrooms, including a generous FROG, offer flexible space for family, guests, or a home office, and full guest bath.

2428 Annie Circle, South Chesapeake

$487,500

5 Beds ⋅ 2.1 Baths ⋅ 10642464 MLS

Lakefront 5 bedroom home in Grassfield High and Middle School District! Fully updated $60k of premium upgrades intended for a forever home! Quiet, sought-after neighborhood. Just minutes from shopping and interstate. Large property features a 30-yrnew architectural roof, all-new hardwood floors, and a new driveway. Interior boasts an office, formal dining, eat-in-kitchen with a new refrigerator, and a family room with a fireplace. Enjoy a Master bath upgrade ($30k) and pristine Trex deck in the large, fenced-in backyard.

517 Whisper Walk, South Chesapeake

$515,000

4 Beds ⋅ 2.1 Baths ⋅ 10641783 MLS

WELCOME HOME TO THIS BEAUTIFULLY UPDATED WATERFRONT PROPERTY TUCKED AWAY ON A QUIET CULDESAC. RECENT UPDATES INCLUDE LVP FLOORS, SOLID OAK STAIRS, FRESH PAINT THROUGHOUT. NEW 6 BURNER GAS RANGE WITH BEAUTIFUL HAND MADE BUTCHER BLOCK COUNTERS SURROUNDING. NEWER GAS FIREPLACE COMPONENTS, WATER FILTRATION SYSTEM AND RECENTLY SERVICED HVAC. BACKYARD FEATURES AN ABOVE GROUND POOL WITH POOL HOUSE AND ALL EQUIPMENT, SWINGSET, GORGEOUS RAISED FLOWER BEDS, BEAUTIFUL FRUIT TREES AND OWNERS HAVE CAUGHT 5 POUND BASS RIGHT FROM THEIR BACK YARD. EASY ACCESS TO PLUMBING COMPONENTS MAKES FOR EASY MAINTENANCE. THIS HOUSE IS MOVE IN READY WITH SO MANY GREAT FEATURES. MOTORCYCLE PAD AND COVER CONVEY AS WELL AS SOME FURNITURE.

801 Winter King Court, South Chesapeake

$309,000

3 Beds ⋅ 2 Baths ⋅ 10641791 MLS

Renovated condo in private waterfront community in the heart of Great Bridge! This beautiful 3BR/2BA condo boasts an open floor plan great for entertaining. New LVP floors, carpet, tiled bathrooms, quartz countertops throughout, appliances, fixtures, paint & more ALL just in 2023. New HVAC 2025 .Enjoy a lifestyle with such amenities as ,communal fire pit and grilling area, outdoor pool, clubhouse, gazebo, kayak storage, docks, elevator, building exterior, water, sewer, trash pickup, grounds, master insurance policy, storage & 2 dedicated parking. Sale includes a deeded boat slip #5 in protected private harbor on the Intercostal Waterway that you can view from your unit and balcony! Call today for your private showing.

4 Harbor Watch Drive Unit 508, South Chesapeake

$599,000

4 Beds ⋅ 2.1 Baths ⋅ 10641342 MLS

Spacious Riverwalk home offering over 3,372 sq. ft. with 4 bedrooms, 2.5 baths, a two-car garage, 2 decks with private views of the lake. Recent improvements include gas HVAC in 2022, roof approximate 6 years old, encapsulated crawl space, Anderson windows with warranty, and new kitchen appliances. Large family room and kitchen - great for everyday life and easy hosting. Enjoy Riverwalk amenities including clubhouse, pool, playgrounds, and tennis courts. A wonderful opportunity to personalize a spacious home in a sought-after Chesapeake community. Close to the Hospital, Dining, Shopping and Interstates.

220 Marsh Island Drive, South Chesapeake

$1,229,000

5 Beds ⋅ 4 Baths ⋅ 10641173 MLS

A beautiful brick waterfront home located in Mariners Pointe! This 4 bedroom plus flex home has been completely upgraded. Some of the highlights include -a complete kitchen renovation including new cabinets, quartz countertops, GE Cafe stainless steel appliances and a full downstairs bathroom renovation. Other upgrades include a new roof ('25), windows ('23), water heater ('24), a dock upgrade ('24), 1st floor HVAC ('24), 2nd Fl. HVAC ('25), Gutters and French drains ('25). This home is made for outdoor entertaining -featuring a screened-in porch with outdoor heaters, in-ground pool -pump and filter('22), pool liner ('25), large backyard, children's playset, and dock. Solar panels ('24) ($40,000. -power averages $9/mo). This house has it all! Please call for a tour!

1905 Lancing Crest Lane, South Chesapeake

$450,000

10641105 MLS

This is a rare chance to own a vacant lakefront lot in a prestigious, established community of luxury custom homes valued between $1,300,000 and $2,000,000 a former HOMEARAMA neighborhood. Enjoy serene water views, mature landscaping, with proximity to top schools and convenient shopping. A soil report is available for your builder's review, and the seller is willing to provide custom house plans to streamline your building process. Create your legacy home in a neighborhood where architectural excellence and luxury define everyday living. Contact me today for details, a tour, or to request documents.

341 Scone Castle Loop, South Chesapeake

$299,999

3 Beds ⋅ 2 Baths ⋅ 10640419 MLS

Welcome to 457 E Lake Circle in the heart of Chesapeake’s highly sought-after Great Bridge area. This beautifully maintained condo offers the perfect blend of comfort, style, and location. Zoned for top-rated Great Bridge High, Middle, and Elementary Schools, this home is tucked inside a peaceful lakefront community with neighborhood pool access and scenic surroundings. Inside, you’ll find brand-new recessed lighting, updated bathrooms, and a refreshed kitchen designed for both everyday living and entertaining. Every detail reflects the pride of ownership, with the home being lovingly cared for and exceptionally maintained throughout. Enjoy relaxing lake views, a welcoming neighborhood atmosphere, and low-maintenance condo living in one of Chesapeake’s most desirable communities. Conveniently located near shopping, dining, parks, and major commuting routes, this is a rare opportunity to own in an established waterfront neighborhood with outstanding amenities.

457 E Lake Circle, South Chesapeake

$700,000

5 Beds ⋅ 3 Baths ⋅ 10640225 MLS

Welcome to Etheridge Lakes! This beautifully maintained 5-bedroom, 3-bath home offers over 3,300 square feet of living space and a great blend of comfort, functionality, and scenic views. Situated on a quiet cul-de-sac lot overlooking the pond, this spacious two-story home features a highly desirable floor plan with a first-floor bedroom and full bath, great for guests, multigenerational living, or a private home office. Multiple living and entertaining spaces include a formal dining room, dedicated office/study, spacious family room with a gas fireplace, and a bright breakfast area. The kitchen is equipped with stainless steel appliances and ample cabinet and counter space, making meal preparation and entertaining a breeze. Upstairs, the generous primary suite features a private bath with dual sinks and plenty of room to unwind. Three additional bedrooms provide flexibility for family, guests, hobbies, or work-from-home needs. Enjoy outdoor living from the rear deck overlooking a pond, creating a peaceful setting for morning coffee, evening gatherings, or simply relaxing and enjoying the view. Conveniently located near top-rated schools, shopping, dining, parks, and major commuter routes, this exceptional Chesapeake home offers the space, location, and lifestyle today's buyers are searching for. Schedule your private tour today and discover all that Etheridge Lakes has to offer!

804 Catrina Lane, South Chesapeake

$549,730

3 Beds ⋅ 2.1 Baths ⋅ 10639606 MLS

On the Lake!! NO HOA. Experience fine details in an exquisite landscaped setting with one of a kind Lake View. This wonderful 3-bedroom, 2.5 bath Home is more than meets the eye. Upon entering, there is a Foyer with Central staircase. A charming Dining room sits front and center then around the corner is a Gorgeous, Gourmet Kitchen in wall microwave and wall oven, outside vented Range hood & 5 burner gas Cooktop, large Kitchen Island, elegant warm dark brown cabinetry, quartz, pendant lights and a farmhouse sink. Cozy Living space w/Gas Fireplace, and one-of-a-kind views onto the back Landscape. Down the hall is a guest bath and laundry, as well as an entrance to a spacious 2-car garage. Giant Primary Bedroom with Elegant and Modern Tiled shower. 2 large bedrooms spaces upstairs with a 2nd Hall bath..

643 Appalachian Court, South Chesapeake

$580,000

4 Beds ⋅ 2.1 Baths ⋅ 10639410 MLS

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

$505,900

4 Beds ⋅ 2 Baths ⋅ 10639127 MLS

Tucked away in the established Deep Creek Landing community, this custom built Cape Cod offers wooded water views and the privacy so many buyers are seeking. The original owner took great care in crafting this home, with great attention to detail. A first floor primary bedroom adds convenience, while two generous upstairs bedrooms each feature large walk-in closets plus ample storage in the eaves. A finished room over the garage provides flexible space for a fourth bedroom, home office, or rec room. The attached one car garage adds ease of access. Generator, sprinkler system, and a whole house fan add peace of mind and comfort year round. This home carries all of its original character, making it a wonderful opportunity for a buyer ready to refresh and personalize. Enjoy the wooded backdrop and the quiet of this beloved neighborhood while being minutes from I-64, shopping, schools, and military bases.

934 Ferryman Quay, South Chesapeake

$340,000

3 Beds ⋅ 2 Baths ⋅ 10639279 MLS

Wow! Come View this Gorgeous Brick Ranch on a Quarter Acre Waterfront Lot that Backs Up to Mains Creek Tributary. This 3 bedroom, 2 bathroom, "Two Owner" Home has been Loved for Decades and is Now Looking for its New Owner to Bring Vision and Create Memories. You'll Love the Open Kitchen and Living Room with its Cozy Wood-Burning Fireplace, the Quiet Cul-De-Sac Living, and the Spacious Fenced Backyard Surrounded by Natural Scenery. Hardwood Floors, Roof from 2020, HVAC from 2019, Water Heater from 2019, and Fence from 2024. Beautifully sequestered yet Conveniently Located for Quick Access to Bases, Entertainment, Restaurants, Schools, Shopping and More! Call Now for Your Personal Tour.

1030 Mains Creek Road, South Chesapeake

$629,900

4 Beds ⋅ 3 Baths ⋅ 10639144 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, South Chesapeake

$550,000

5 Beds ⋅ 2.1 Baths ⋅ 10638618 MLS

This charming, Two-story, Traditional home in the highly sought-after Sawyer’s Mill community offers spacious & functional living throughout. Nestled on a wooded lot that backs to the lake, the home is situated on a cul-de-sac with scenic water views & a fully, fenced-in backyard. The 1st floor features an open-concept floor plan consisting of a spacious Foyer, Living Room w/custom built-ins, Formal Dining Room, First Floor Bedroom or Home Office, Family Room w/cozy wood burning fireplace that opens to the Kitchen w/eat-in Breakfast area, SS appliances, granite countertops, pantry & access to the backyard. The 2nd floor features the Primary Bedroom w/ensuite Bathroom, dual vanity sinks, jetted tub, large walk-in closet, 3 additional Bedrooms, another Full Bathroom off the main hallway & a utility room w/washer & dryer. Highlights include: vinyl siding-2020, TREX deck-2021, water heater-2025 & MORE! Neighborhood amenities include: a community pool, clubhouse & playground. Welcome Home!

408 Mallet Way, South Chesapeake

$749,990

5 Beds ⋅ 3 Baths ⋅ 10638479 MLS

Welcome to 708 Denham Arch in Chesapeake, located in the highly sought-after Hickory School District! This beautifully maintained home offers an impressive list of updates and features that are hard to find in today's market. The spacious kitchen is the heart of the home, featuring white cabinetry, granite countertops and backsplash, a large center island, two spacious pantry's abundant prep space, and a built-in desk area for organizing daily life. The entire first floor boasts durable laminate flooring, creating a seamless and modern look throughout. The family room is warm and inviting with a stunning tiled fireplace and gas insert, home warranty. A full bath on the first floor includes a comfort-height vanity, while comfort-height toilets can be found throughout the home. Upstairs, the generously sized bedrooms offer plenty of natural light and comfortable living space. The primary suite is a true retreat featuring peaceful pond views, waterproof laminate flooring, a beautifully tiled shower, jetted tub, comfort-height vanity with granite countertop, and ample space to unwind. Step outside to enjoy the composite low-maintenance deck with vinyl rails and posts overlooking the backyard oasis. The inground pool features a new liner (2026), 8-foot deep end, 3-foot shallow end, and a pool pump replaced in 2025. Additional updates include a roof replaced in 2019 and water heater in 2023. An irrigation system helps maintain the landscaping, while the 8x10 shed provides additional storage. One of the home's most unique features is the convenient second-floor laundry chute leading directly to the laundry room. With exceptional updates, thoughtful upgrades, pond views, and resort-style outdoor living, this home truly stands out. Opportunities like this don't come along often—don't let this one slip away!

708 Denham Arch, South Chesapeake

$489,900

4 Beds ⋅ 2 Baths ⋅ 10638400 MLS

WELCOME HOME! to this 1.5 story waterfront home on corner lot with 1st floor master bedroom with tray ceiling & 2 closets/master bath. Former model with converted garage-unlimited possibilities: he/she cave, office, daycare, home school, playroom, sewing/craft room, media room, bedroom, in-law apartment with separate entrance. Updates: new roof, new fence,freshly painted interior & beautiful! New carpet upstairs BR, new gas fireplace igniter & cleaned, large loft, new sink/vanity/floor-master bath w/jetted tub/separate shower. Kit with open bar to dining area, open dining area with pantry and mirrored accent wall, open family room with cathedral ceiling & sliding doors overlooking deck and water with nice shade tree & storage shed. Neighborhood park, clubhouse & pool for summer fun. Dog park and soccer park nearby as well as golf driving range, campground and shopping/dining. Hurry before it is gone!

2705 Sawyers Arch, South Chesapeake

$385,000

3 Beds ⋅ 2.1 Baths ⋅ 10638220 MLS

Beautiful waterfront 3-bedroom, 2.5-bath condo in the heart of Greenbrier! This move-in-ready home features an updated kitchen with stainless steel appliances and granite countertops, new garage door, new LVP flooring, new carpet, and a new HVAC system. Enjoy spacious walk-in closets, ample storage, and a walk-in attic. Built-in surround sound speakers throughout the home add a premium touch. Relax by the water or take advantage of the community pool just steps away. Conveniently located near shopping, dining, and everyday amenities. Don’t miss this exceptional opportunity!

1534 Penton Mews Unit 32, South Chesapeake

$209,900

1 Beds ⋅ 1 Baths ⋅ 10638133 MLS

"HOMEBUYERS INSPECTION" - SERENE AND CHARMING WATER VIEW HOME IN GREENBRIER AREA OF CHESAPEAKE! I-64 CONVENIENTLY LOCATED - SHOPPING - DINING PLUS, MORE! VERY INVITING OPEN FLOOR PLAN - CATHEDRAL CEILING - LARGE LIVING AREA - UPDATED KITCHEN WITH ALL APPLIANCES - EAT-IN BAR PLUS, DINETTE AREA - MOVE-IN READY! NICE LOFT AREA FOR ENTERTAINMENT OR SPECIALIZED GUEST AREA - SPACIOUS PRIMARY BEDROOM AND BATH - SKYLITES PLUS MORE-

952 Saint Andrews Reach Unit B, South Chesapeake

$649,900

6 Beds ⋅ 3.1 Baths ⋅ 10638082 MLS

This Six Bedroom, Three and a Half Bathroom, Near New Construction Ranch Home is Move In Ready for its Next Owner. Located on 1.53 Acres of Waterfront Land, it is Perfect for Multi-Generational Living, Having Two First Floor Bedrooms with Full Ensuite Baths. The Beautiful Primary Bedroom Features Double Sinks in the Bath, Tiled Shower, a Large Walk-In Closet, and Direct Access to the Back Deck. Spacious Kitchen with Plenty of Cabinets & Granite Countertops; Open Living Room Overlooking the Backyard; Finished Room Over the Garage for a Sixth Bedroom or Entertainment Room or... You'll Love the Tranquil Views of both Water and Woods. Relax on Your Dock and Entertain on Your Deck, or the Other Way Around. The Attached Three Car Garage Provides for Both Parking and Storage. Centrally Located for Quick Access to Schools, Shopping, Entertainment, Restaurants, Parks and More. Call Now for your Personal Tour!

3504 Old Mill Road, South Chesapeake

$695,900

4 Beds ⋅ 4 Baths ⋅ 10638011 MLS

TO BE BUILT to customer specs - 4 BR each with generous ensuite. Honoring the natural setting with waterfront living surrounded by egrets, wildlife and protected land. The oversized windows will immerse you in light at every turn. Open and Elegant modern home. Entertainers kitchen - Quartz counters, custom backsplash, GE Cafe appliance package, and custom range hood. Extensive HW flooring and 10' ceilings midlevel, HUGE 2nd floor Screened Porch with composite decking overlooks estuary rear yard. True entertainers' home! Stunning primary bedroom with gorgeous views, egrets, and serene trees swaying in the breeze. The spa-like primary suite boasts a freestanding tub, zero-entry tiled shower, and 12' Quartz vanity. Exterior black windows and black gutters. Custom Paver driveway and extensive landscape. Breathe in the fresh air and NO HOA!

1906 Mccoy Rd, South Chesapeake

$699,700

4 Beds ⋅ 4 Baths ⋅ 10637589 MLS

Financing opportunities in low 5s and no PMI! Under Construction - Fall Delivery - 4 BR with generous suites. Honoring the natural setting with waterfront living surrounded by egrets, wildlife and protected land. The oversized windows will immerse you in light at every turn. Open and Elegant modern home. Entertainers kitchen - Quartz counters, custom backsplash, GE Cafe appliances, and a custom range hood. Extensive HW flooring and 10' ceilings midlevel, plus HUGE 2nd floor Screened Porch with composite decking overlooks estuary rear yard. True entertainers' home! Stunning primary bedroom with gorgeous views, egrets, and serene trees swaying in the breeze. The spa-like primary suite boasts a freestanding tub, zero-entry tiled shower, and 12' Quartz vanity. Exterior black windows and black gutters. Custom Paver driveway and extensive landscape. Breathe in the fresh air and NO HOA!

1904 Mccoy Rd, South Chesapeake

$304,000

3 Beds ⋅ 2 Baths ⋅ 10637318 MLS

Welcome to Harbor Watch! This well maintained top floor condo offers 3 bedrooms, 2 full bathrooms, and approximately 1,764 square feet of living space. The open floor plan features a spacious living and dining area with a gas fireplace and private balcony. The kitchen offers ample cabinet and counter space, a pantry, and serving bar.The primary suite includes a walk in closet, dual sink vanity, and large walk in shower. Additional features include crown molding, ceiling fans, abundant storage, a dedicated laundry room with built in cabinetry and utility sink, elevator access, assigned storage, and two reserved parking spaces.Kitchen appliances, washer, dryer, window treatments, porch furniture, and a home warranty through April 2027 convey. Condo fees include water, sewer, trash, master insurance, and grounds maintenance. Community amenities include a pool, clubhouse, and waterfront dock area.

2 Harbor Watch Drive Unit 718, South Chesapeake

$337,500

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

$585,000

3 Beds ⋅ 2.1 Baths ⋅ 10635941 MLS

Welcome to 1251 Veranda Way! This beautiful home features 2492 sq ft, 3 bedrooms, 2.5 baths, a 1st floor flex room with built in bookshelves that could be possible 4th bedroom. With a welcoming covered front porch, you enter into an inviting foyer area and notice the bright & open Dining Room. The kitchen features stainless appliances, tile backsplash, recessed lighting & a bar that overlooks the breakfast area & living room with gas fireplace. The 2nd floor is where you find the large Primary Bedroom with a private bath, large soaker tub, dual sinks & dual walk-in closets. The other 2 bedrooms, the hall bath, a sitting/loft area along with a room for a home office. New Carpet throughout bedrooms and flex room. Located minutes from the Greenbrier area of Chesapeake with easy access to shopping, restaurants & highways.

1251 Veranda Way, South Chesapeake

$1,750,000

6 Beds ⋅ 5.2 Baths ⋅ 10634528 MLS

Experience luxury country living at its finest in the heart of Chesapeake. Situated on over 4 private acres with its own pond, this stunning all-brick estate offers over 6,000 sqft of refined living space with 6 bedrooms and 7 bathrooms, including 5 bedrooms with private full baths. Every bedroom features oversized closets large enough to rival bedrooms in many homes. The fully remodeled designer kitchen blends modern elegance with timeless charm, while grand Chandeliers create a breathtaking first impression. Step outside to your private resort featuring an inground heated pool, pool house with kitchenette and half bath, outdoor grilling area, and a custom Italian pizza oven perfect for entertaining. Attached double garage plus detached double garage with finished room above. Too many exceptional features to list-this is a property that truly must be seen in person to be fully appreciated.

1436 Paul Eason Drive, South Chesapeake

$698,000

4 Beds ⋅ 2.1 Baths ⋅ 10635037 MLS

Welcome to luxury living in the heart of Chesapeake! This stunning all-brick 2-story home offers over 3,000 square feet of beautifully designed living space featuring 4 spacious bedrooms and 2.5 bathrooms. Step inside to elegant marble flooring throughout the downstairs along with modern fixtures that create a sleek and upscale feel. Sitting on an impressive 1.14-acre lot, this property is built for both comfort and entertaining with a heated in-ground pool and hot tub perfect for relaxing year-round. Spacious rooms, timeless curb appeal, and a private setting make this home truly one of a kind. Seller will have house freshly painted (one color of buyer's choosing) and install new carpet (color of buyer's choosing) prior to closing with full price offer. Don't miss your opportunity to own this exceptional Chesapeake property — schedule your private showing today before it’s SOLD!

748 Greenwing Drive, South Chesapeake

$665,000

4 Beds ⋅ 2.1 Baths ⋅ 10634965 MLS

Welcome to one of Riverwalks finest victorian style homes. As a previous Homearama winner this property features 3 stories on almost a half acre of land with a salt water pool and wrap around porch. Featuring 4beds 2.5 baths with a 2 car garage.

302 Honey Locust Way, South Chesapeake

$969,900

4 Beds ⋅ 3.1 Baths ⋅ 10632724 MLS

Open House cancelled for Sunday, 7/26. Private 3+ acre sanctuary, complete with outbuildings and fenced areas in front and back. Fenced areas are an oasis for animals including horses, goats, chickens and rabbits. Includes horse stables and coops. Property offers both seclusion & space, great for families and children. Outbuildings for animal care, workshop, or get away space. Features a paved driveway & expansive stamped-concrete parking area. Charming, custom-built home boasts 10-foot ceilings & an open concept floor plan. Large, eat-in kitchen with center island and breakfast bar. For more formal occasions or a home office, the dining room offers flexibility to fit your needs. Home includes two en-suite bedrooms. Generously sized upstairs bedrooms filled with natural light. Master bedroom includes oversized bathroom and spacious walk-in closet. Lots of storage space. Outdoors, a sprawling deck to relax on and enjoy both wooded and field views. Convenient location - balance country feel with suburban dining/shopping access.

1149 Beaver Dam Road, South Chesapeake

$7,334

10632306 MLS

Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the corner. 400 feet from the end of the paved section of Trinkle street you will hit the first lot to the assemblage on your left. The paper street section of Trinkle is accessible and has ditches on both sides. Come take a walk through the massive oaks located on the property, nice open woods, truly a beautiful collection of lots to make your own, hold for an investment, urban archery hunt, or buy and re sell in parts for cash flow. All 15 parcels to be sold together.

Lot 21 Caddie Street, South Chesapeake

$1,980,000

5 Beds ⋅ 5.3 Baths ⋅ 10630815 MLS

Location is Key! Enjoy peaceful country living In the city. This centrally located Hampton Roads neighborhood is close to shopping, restaurants, and entertainment. A meticulously maintained stately brick home nestled in the heart of Edinburgh Meadows. You'll be proud to make this the home of your dreams! Upgrades throughout this 5650SF, 5BR. 5BA, 3 half baths turnkey home that is situated on .75 acre lot with a pond behind the back yard and an In-ground saltwater pool. The first floor primary suite includes a gorgeous and multi functional bathroom. The open floor concept, a generous yard with a pool house an extra large back porch with 5 ceiling fans, a half bath. and a gas fireplace combine to make this a perfect home for entertaining and family gatherings. This home has all the bells and whistles!

334 Scone Castle Loop, South Chesapeake

$275,000

10623777 MLS

Centrally located. QUIET, SECLUDED LIVING on 4.87 ACRES IN THE COUNTRY PART OF CHESAPEAKE. Located off RT 17 near the North Carolina line in a growing area. Less than 10 minutes to GREAT BRIDGE and minutes from I-64 for access to all S Hampton Roads and the Peninsula. PRIVACY, SECLUDED LOCATION. THE CITY OF CHESAPEAKE TAX RECORDS DOCUMENT LAND USE AS RESIDENTIAL ACREAGE. THIS IS A GOOD TIME TO PURCHASE AND BUILD.

3725 Cornland Road, South Chesapeake

$485,000

4 Beds ⋅ 2.1 Baths ⋅ 10623213 MLS

Beautiful Colonial-style home situated on a spacious 0.41 acre corner lot w/ deep water access, dock and bulkhead. Offering approx. 2100 sq.ft. Of living space, this 4 bed 2.5 bth home blends classic charm w/ comfy living. Enjoy cozy evenings by the fireplace and take advantage of the expansive backyard-perfect for entertaining, outdoor activities, or future enhancements. The large corner lot provides added privacy and curb appeal, while the storage shed and attached garage offers lots of extra space for tools and equipment. A rare opportunity to own a waterfront property w/ room to spread out, both inside and out.

824 Heritage Point, South Chesapeake

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