Chesapeake VA Homes with Deep Water Access Waterfront description

Welcome to Chesapeake, Virginia, a hidden gem nestled in the heart of the Tidewater region. Known for its scenic landscapes and rich history, Chesapeake offers a unique blend of urban convenience and rural charm. This vibrant city boasts an array of parks, nature trails, and waterways, making it a haven for outdoor enthusiasts and nature lovers alike.

One of the most appealing features of Chesapeake is its stunning waterfront properties with deep water access. Imagine waking up to the gentle sounds of waves lapping against your private dock, where you can enjoy fishing, boating, or simply soaking in the serene views of the Elizabeth River. These homes are not just residences; they are gateways to a lifestyle filled with adventure and tranquility.

The deep water access means you can easily navigate the expansive waterways, making it perfect for avid boaters or those who enjoy water sports. Whether you’re hosting a summer barbecue on your deck or enjoying a peaceful sunset cruise, waterfront living in Chesapeake offers a unique connection to nature that is hard to find elsewhere.

Chesapeake’s real estate market features a variety of homes, from charming bungalows to luxurious estates, all designed to take full advantage of the breathtaking waterfront views. With top-rated schools, a strong sense of community, and a wealth of recreational opportunities, Chesapeake is not just a place to live; it’s a place to thrive. Discover the magic of Chesapeake, VA, and make your dream of waterfront living a reality!

Newest Chesapeake VA Homes with Deep Water Access Waterfront description

$664,900

4 Beds ⋅ 2.1 Baths ⋅ 10648058 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 replace with 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

$369,900

3 Beds ⋅ 1.1 Baths ⋅ 10647829 MLS

Kayak, paddleboard or fish right from your own backyard!! This 1447 sqft all brick ranch boasts 3 bedrooms and 1 1/2 baths, beautiful hardwood floors, updated kitchen with stainless appliances & granite countertops, Primary Bedroom with half bath, updated bath with clawfoot tub, Den with electric fireplace, Rinnai on demand gas water heater, and sunroom. Backyard has 3 sheds, greenhouse, a kayak rack, & a chicken coop! Enjoy the views of water & nature from your deck.

216 Shore Side Road, South Chesapeake

$400,000

4 Beds ⋅ 3 Baths ⋅ 10647013 MLS

WATERFRONT!! Bring your vision and unlock the potential of this all-brick ranch! Featuring 4 bedrooms, 3 full bathrooms, and endless possibilities, this home is ready for someone to add their personal touch and build instant sweat equity. Enjoy peaceful water views from the screened porch, perfect for relaxing with your morning coffee or unwinding at the end of the day. The property also offers a 1-car attached garage plus a spacious 2-car detached garage, providing ample room for vehicles, hobbies, or extra storage. With solid construction, a desirable waterfront setting, and incredible potential, this is a rare opportunity to create the home of your dreams in an exceptional location.

1225 Davis Avenue, Central Chesapeake

$310,000

3 Beds ⋅ 2 Baths ⋅ 10646639 MLS

Exceptional top-floor corner condo with a deeded boat slip complete with water and electricity, ideally located near the river for easy access to boating, fishing, kayaking, cruising. This 3-bedroom, 2-bath home offers a bright, open floor plan with a spacious kitchen overlooking the dining and living areas. Both bedrooms feature ensuite baths. The primary suite includes dual sinks and a large walk-in closet, while the second bedroom offers dual closets. French doors lead to the third bedroom, perfect as an office, den or guest room. Add'l features include a full laundry room, LVP and tile flooring throughout (no carpet), Andersen windows, Levolor retractable blinds, a private composite-deck balcony, elevator access, security system, and abundant storage. Enjoy the waterfront community with picnic/grilling areas and a swing overlooking the water, along with outdoor pool, clubhouse, gazebo, kayak storage. Move-in ready and waiting for your personal touch to make it truly your own.

4 Harbor Watch Drive Unit #520, 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

$495,000

3 Beds ⋅ 2 Baths ⋅ 10645328 MLS

Rare opportunity to own on deep water in Chesapeake! Fish, kayak, boat right off your back dock. Keep your boat in your own backyard on the boat lift instead of paying for dry storage or slip fees. From your private dock, enjoy an approximate 40–50-minute cruise to the open waters of the Chesapeake Bay or to Downtown Norfolk’s vibrant Waterside District where waterfront dining, entertainment and marina amenities await you! Solidly built and full of potential, this classic brick ranch home offers 1,800 square feet of living space with 3 bedrooms and 2 full baths. Whether you’re looking to renovate, personalize or invest, this home provides a fantastic opportunity to make it your own. Being sold as-is, it is ready for your vision and your creativity! Call for more details or to schedule a private tour.

220 Deepwater Drive, 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

$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

$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

$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

$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

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