Chesapeake VA Real Estate | Chesapeake VA Waterfront Properties 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

$227,500

2 Beds ⋅ 2 Baths ⋅ 10643973 MLS

Resort-style living in Kings Pointe at Western Branch! This bright, open-concept 2 BR/2 BA second-floor corner condo features 1,367 sq ft of modern space, serene water views, and a private balcony. Low-maintenance living covers water, sewer, trash, and ground maintenance. Enjoy incredible community perks like a pool, clubhouse and walking trails. Conveniently located near shopping, dining, and major interstates. Schedule your tour today!

4301 Colindale Road Unit 208, West 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

$649,900

4 Beds ⋅ 2.1 Baths ⋅ 10643711 MLS

The beautiful 4 bdrm Camellia model has a projected delivery date of Oct 2026. Throughout this charming, tree-lined neighborhood are an assortment of exceptional amenities, including a resort-style pool, community trails, pocket parks & plazas w/ outdoor seating, a playground, natural preservation areas, & state-of-the-art clubhouse w/ kitchen, conference room, & fitness center. This homes kitchen will feature upgraded granite countertops, subway tile backsplash, and an appliance package complete with gas range! Crown molding and durable luxury vinyl plank throughout 1st level. Gas fireplace w/ granite surround & walk-in attic. featuring ample storage space. Primary bdrm w/ lighted tray ceiling & WIC, features an en-suite that includes a double vanity, soaking tub, & 5' shower. Enjoy water views from the spacious backyard! Gas heat & tankless hot water heater.

2217 Nantucket Avenue, West Chesapeake

$440,000

6 Beds ⋅ 3 Baths ⋅ 10643653 MLS

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)

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

$775,000

4 Beds ⋅ 3 Baths ⋅ 10643343 MLS

Live the fresh life! Rarely does something this special come to market. Come see one of Western Branch's loveliest riverfront properties in an established neighborhood with no HOA. Designed for a lifetime of family fun and multigenerational living, this beautifully crafted 2-story on the Elizabeth River combines timeless elegance with all modern comforts. Through the soaring two-story foyer, you'll discover thoughtful details around every corner...signature hardwood floors, spa-like bathrooms, custom kitchen cabinetry, and more. A luxurious primary suite awaits you upstairs with its own balcony overlooking the pool. This lot has deep water access with beautiful views of the water. Relax in the saltwater pool during the hot summer days or relax in the hot tub for those cooler winter evenings. New roof (2025), water heater (2022), pool pump (2024), and salt cell (2026). A truly rare waterfront retreat.

3808 Stonebridge Landing, West Chesapeake

$999,985

6 Beds ⋅ 4 Baths ⋅ 10642034 MLS

White all-brick 2-story contemporary home with front porch, arches and large foyer. 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 and an archway to the familyroom with gas fireplace. Enter the huge open kitchen with granite counters, an oversized island, eat-in area and pantry. Also, on the first level are 2 bedrooms (one can be used as an office), a full bath with shower, and an archway inset that holds the Stiltz-Lift elevator. Either take the wooden stairs with wrought-iron railings or the elevator 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. 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 elevator. The extra-large 3-car garage has enough room for your cars or anything else. AND then there's the backyard; well, you'll just have to see it for yourself. This home is convenient to shops, restaurants, malls, stores, country club, banks, parks, interstate, university and so much more!

1324 Simon Drive, 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

$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

$975,000

5 Beds ⋅ 4.2 Baths ⋅ 10642217 MLS

Experience this exceptional waterfront home, built by Sasser, in person—photos simply can't capture its beauty, scale, or breathtaking setting. From the moment you arrive, you'll be captivated by panoramic views, an abundance of natural light, and picturesque scenery surrounding the home. Inside, you'll find an expansive kitchen designed for gathering, along with the rare convenience of a full bathroom off every bedroom. The first floor features the spacious primary suite with its private bath, as well as an additional bedroom and full bathroom, offering flexible living options. Need more space? The massive attic and storage areas provide incredible potential to be finished into additional living space if desired. Step outside and enjoy everything this property has to offer. Relax on the oversized front porch that wraps around the home, entertain on the expansive rear deck overlooking the water, gather around your private bonfire pit, or stroll down to your private dock just beyond the beautifully landscaped backyard. This is a home that truly must be experienced in person to appreciate everything it has to offer. Schedule your private showing today!

3000 Miars Green, West 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

$459,500

4 Beds ⋅ 3 Baths ⋅ 10641545 MLS

This Home Is Amazing! Unique waterfront property featuring a Gorgeous 1-bedroom apartment over the detached garage with a kitchen and full bath, plus a delightful 3-bedroom, 2-full bath single-level brick-front ranch. Enjoy beautiful water views from both the home and property. The apartment is approximately 300 SF, and the ranch home is approximately 1,400 SF, for a total of 1,700 SF. Situated on a tree-lined cul-de-sac, this property offers a distinctive setting with all-new HVAC, newer roof, newer windows, and many additional updates throughout!

1425 Philmont Avenue, Central Chesapeake

$320,000

3 Beds ⋅ 1.1 Baths ⋅ 10641503 MLS

Charming ranch home with 3 bedrooms and 1.5 bathrooms, new LVP flooring and paint, and overlooking a pond in the fenced backyard. Inquire today!

1535 Lyons Avenue, Central 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

$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

$575,000

4 Beds ⋅ 3 Baths ⋅ 10640968 MLS

This spacious 4 bedroom home offers the perfect blend of indoor comfort and outdoor enjoyment. Overlooking a peaceful creek, the backyard is designed for entertaining and relaxation and features an in-ground swimming pool, expansive outdoor living space, and tranquil views. Enjoy your morning coffee from the private balcony off the primary suite, unwind in the sunroom overlooking the backyard, or host gatherings around the pool all summer long. Inside, you'll find over 3,000 square feet of living space, including a large updated kitchen with center island, abundant cabinetry, stainless appliances, high-end granite and plenty of room for meal prep and entertaining. The great room features a brick fireplace and built-ins, while the finished walk-out basement provides flexible space for a media room, game room or home gym. The primary suite includes an updated bath and walk-in closet. New windows and new carpet. 2 zone HVAC, water heater replaced in 2025. Must see!

4 Sol Thorpe Lane, Central Chesapeake

$1,257,400

5 Beds ⋅ 4 Baths ⋅ 10640535 MLS

Proposed To Be Built- Waterfront Custom Home Community Located on the Western Branch of the Elizabeth River! Beautiful Creek Front Large Lot. Home Features Hardie Plank Exterior w/ Stone Accents. A Large Covered Rear Porch/ Dining Area w/ Stamped Concrete. Open Airy Floor Plan w/ Gourmet Kitchen, a Large Center Island, 36" Gas Cooktop, 9' Ceilings First and Second Floors. First Floor Features Eng. Hardwood. First Floor Primary Bedroom w/ Luxury Bath and Freestanding Tub. Additional first floor Study/Bed Room w/ Full Bath, Spacious second floor with Two Bedrooms, Two Baths ( One En-Suite, One Hall Bath). Large Bonus Room, Step-up Game/Recreation Room over the Family Room features a Second Floor Balcony with a Beautiful Creek View! Yard Fully Sodded and Irrigated. Many Special Features Included. Sasser has been a member of the Southern Living Custom Builder Program for 30+ years and awarded SL Custom Builder of the Year. * If Financing Buyer to obtain a Custom to Permanent Loan.

2832 Martins Point Way, West Chesapeake

$475,000

3 Beds ⋅ 2 Baths ⋅ 10640771 MLS

Nestled off two quiet cul-de-sacs, this beautiful riverside ranch is the perfect candidate for a custom dream home transformation. Inside, the spacious layout kicks off with a large den centered around a classic wood-burning fireplace, showcasing original hardwood floors ready to be restored. The plan offers three sizeable bedrooms with large closets, a formal dining area, and a secondary rear den that opens to a large, screened-in porch. Off the kitchen, a sun-flooded breezeway provides excellent flexible square footage, great for a home gym or office. The real profit potential lies in the outdoor oasis. The backyard features an in-ground pool with a diving board, framed by palm trees. Fully fenced for privacy on the sides, the rear remains open to water views. Valuable waterfront infrastructure is already in place, including a concrete seawall and existing dock. Schedule your showing today! Some photos enhanced with AI to show maximum potential.

111 Goldcrest Drive, Central 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

$675,000

4 Beds ⋅ 3.1 Baths ⋅ 10639506 MLS

Rare opportunity to restore a true waterfront gem in Chesapeake's sought-after Western Branch area. Nestled on more than 1.5 private acres at the end of a secluded cul-de-sac, this 3,679-square-foot estate is a diamond in the rough awaiting its return to better-than-ever glory. Enjoy the ease of one-level living with breathtaking deep-water views stretching across the river from the rear of the home. Mature trees create a peaceful, park-like setting, offering unmatched privacy and natural beauty. Outdoor amenities include a pool, private pier, and riparian rights, providing endless opportunities for boating, fishing, and waterfront recreation. A detached three-car garage is connected to the home by a breezeway and features a spacious office suite above, ideal for a home business, studio, or guest retreat. Set well back from the road, this hidden paradise offers the perfect combination of seclusion, expansive water frontage, and incredible potential. Bring your vision and transform this exceptional property into a stunning waterfront showcase. Some photos are virtually staged.

3000 Voyager Court, West Chesapeake

$239,000

2 Beds ⋅ 1.1 Baths ⋅ 10639570 MLS

Charming 2-story townhome offering 2 spacious bedrooms with potential for a 3rd, 1.5 baths, and a cozy den featuring a wood-burning fireplace. The kitchen is equipped with IKEA cabinetry, and all appliances convey. Enjoy outdoor living on the large deck and screened porch overlooking a private, bulkheaded backyard along a peaceful creek. Ample driveway parking. Ideal starter home conveniently located near local schools, parks, shopping, dining, and interstate access. Schedule your tour today!

4346 Stafford Drive, West 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

$1,190,000

6 Beds ⋅ 4.1 Baths ⋅ 10639205 MLS

Welcome to a lifestyle few will ever experience. Tucked away on 1.18 private waterfront acres at the end of a quiet cul-de-sac,this extraordinary custom-built Elizabeth River estate offers over 6,900 square feet of luxury living with direct access to the Intracoastal Waterway. This is more than a home—it is a private waterfront retreat where luxury,tranquility & unforgettable entertaining come together. Imagine mornings with coffee overlooking the water as boats drift by,afternoons cruising from your private dock & 15,000-pound boat lift,& evenings enjoying breathtaking sunsets from your balcony or around the custom firepit with family & friends under the stars. Designed to impress yet comfortable for everyday living,the light-filled open floor plan showcases soaring ceilings,walls of windows,& breathtaking water views creating a seamless connection between indoor & outdoor living. Every space was designed to make everyday living extraordinary. At the heart of the home,the chef’s kitchen opens to multiple gathering spaces,creating the perfect setting for holiday celebrations,elegant dinner parties,& relaxed weekends at home. With 3 private ensuites,including a first-floor guest suite,this layout offers rare flexibility for multigenerational living,extended guests,or those who value privacy & comfort. Over $260,000 in recent improvements reflect pride of ownership,including extensive landscaping,custom firepit,underground drainage & pump system,updated flooring,renovated baths,updated kitchen,finished third floor (+600 SF),new upstairs HVAC,new water heaters,& generator connection. Dock approx. 4 years old. Water depth approx. 10' at high tide & 2–3' at low tide. Add'l features incl a 100-year roof,lifetime fence warranty,oversized 3-car garage,& dedicated storage room. Homes of this caliber rarely become available. Offering privacy,prestige,deep-water access,& resort-style waterfront living in a prime location,this exceptional estate delivers the coastal luxury lifestyle most only dream about. This is Elizabeth River living at its finest.

4200 Quailshire Court, West 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

$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

$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

$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

$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

$675,000

5 Beds ⋅ 3 Baths ⋅ 10634578 MLS

Welcome to this beautifully maintained, one-owner custom home tucked away on a quiet cul-de-sac lot with breathtaking landscaping and water access. Situated on approximately .75 acres, this quality-built brick home offers 5 bedrooms and 3 full baths, including a desirable first-floor bedroom and full bath for guests, multigenerational living, or a home office. The oversized finished room over the garage provides endless flexibility as a potential 6th bedroom, media room, playroom, or gym. Inside, you’ll find spacious rooms, abundant storage, and exceptional craftsmanship throughout, all reflecting the pride and care of the original owners who built the home. Outside, enjoy stunning mature landscaping, stone walkways, colorful flowering shrubs, and a peaceful backyard setting along a scenic creek that leads directly to the river with deep water access. A rare opportunity to own a truly special property in an established neighborhood.

3012 Golden Hind Road, West Chesapeake

$609,900

3 Beds ⋅ 2 Baths ⋅ 10634315 MLS

This amazing waterfront ranch features gorgeous wood floors, large bedrooms, and an office with views of the water. There are a few small projects to be completed, but the kitchen has been completely remodeled and the roof and windows are new. This cul-de-sac lot is close to half an acre and features stunning views of the Indian River. Deep water access makes this a perfect home for boaters, birders, or water lovers. Seminole Park is a quiet and well-established part of Chesapeake and is close to highways, bases, shopping, and restaurants.

4102 Chowan Avenue, Central Chesapeake

$2,490,000

5 Beds ⋅ 7.1 Baths ⋅ 10633717 MLS

Privately gated deep water estate with quick access to the Chesapeake Bay. Exceptional waterfront designed for boating and entertaining with deep pilings, 3boat lifts (2-30K, 1-16K), and jet ski lift. Resort-style outdoor living features saltwater pool, firepit, expansive paver patio, and multiple waterfront entertaining areas. Gourmet kitchen with custom pantry, multiple refrigeration and beverage stations, and open flow into main living areas. Media room and flexible spaces throughout. All bedrooms offer private ensuites and walk-in closets. First-floor primary suite includes spa bath, dual closets, sitting area, and outdoor access. Elevator, 5-zone HVAC, central vacuum, multiple laundry areas. Temperature-controlled garages accommodate up to 8 vehicles including detached garage with apartment and workspace. Exceptional opportunity to compare Chesapeake waterfront value to Virginia Beach pricing.

4112 Mingo Trail, Central Chesapeake

$574,900

4 Beds ⋅ 2.1 Baths ⋅ 10633505 MLS

Welcome home to your brand-new waterfront retreat! This stunning new construction home offers 2,235 square feet of beautifully designed living space, featuring 4 bedrooms and 2.5 baths, with NO HOA! Perfectly situated on a canal/river, this property is an absolute dream for water enthusiasts. Launch your kayak, paddleboard, or small craft right from your own backyard, or take advantage of the ultra-convenient public boat launch located just next door! Inside, enjoy all the modern luxuries and pristine finishes that only new construction can offer, with an open floor plan designed for effortless entertaining and everyday living. If you have been dreaming of a turnkey waterfront lifestyle where every day feels like a vacation, your search ends here!

2800 Meadow Wood Drive E, West Chesapeake

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