Waterfront Homes for Sale in Chesapeake, VA

Welcome to your dedicated resource for waterfront homes for sale in Chesapeake, VA. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Chesapeake, VA agent, Barn Door Homes specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the waterfront properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Waterfront Homes for Sale in Chesapeake, VA

$435,000

4 Beds ⋅ 2 Baths ⋅ 10645687 MLS

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

$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

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Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.