Chesapeake VA Homes with Canal Waterfront description

Welcome to Chesapeake, Virginia, a vibrant community where Southern charm meets modern living. Nestled in the heart of Hampton Roads, Chesapeake boasts a unique blend of urban conveniences and serene natural beauty. With its rich history, diverse neighborhoods, and an abundance of parks and recreational opportunities, Chesapeake is a place where families thrive and individuals find their perfect slice of paradise.

One of the most alluring features of Chesapeake is its stunning canal waterfront homes. Imagine waking up each morning to the gentle lapping of water against your dock, where your boat is just steps away from your back door. These enchanting properties offer not just a home, but a lifestyle defined by tranquility and adventure. With direct access to the lush waterways, residents can enjoy kayaking, fishing, or simply soaking in the picturesque views from their patios.

The canal waterfront homes in Chesapeake are thoughtfully designed, blending modern amenities with the charm of coastal living. Spacious layouts, gourmet kitchens, and expansive outdoor spaces create the perfect backdrop for entertaining friends and family or simply unwinding after a long day. Many of these homes feature private docks, allowing for an effortless transition from land to water.

Chesapeake is not just about beautiful homes; it’s also about community. With top-rated schools, a plethora of shopping and dining options, and a commitment to preserving green spaces, this city offers an unparalleled quality of life. Whether you’re drawn to the allure of waterfront living or the vibrant community atmosphere, Chesapeake is ready to welcome you home. Come explore the possibilities that await you in this charming Virginia gem!

Newest Chesapeake VA Homes with Canal Waterfront description

$495,900

4 Beds ⋅ 2 Baths ⋅ 10648870 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

$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

$370,000

4 Beds ⋅ 2 Baths ⋅ 10647914 MLS

Welcome home to this beautifully renovated 4-bedroom, 2-bath WATERFRONT property, where timeless character meets modern style. Originally built in the 1970s, this home has been thoughtfully refreshed while preserving the warmth and charm that make it truly inviting. The stunning kitchen and beautifully updated bathrooms showcase contemporary finishes, creating a move-in-ready home you’ll love from day one. Natural light pours into the spacious sunroom, offering endless possibilities for whatever best fits your lifestyle. Step outside to a large, privacy-fenced backyard that backs to the water, providing a peaceful setting for entertaining, relaxing, gardening, or simply enjoying the outdoors. With a functional layout, generous living spaces, and quality updates throughout, this home offers the perfect balance of comfort, character, and modern convenience. Schedule your private showing today before it’s gone!

3145 Kenelm Drive, South Chesapeake

$574,900

4 Beds ⋅ 2.1 Baths ⋅ 10647633 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

$675,000

5 Beds ⋅ 3 Baths ⋅ 10647378 MLS

Meticulously maintained 5-bedroom, 3-bath home in sought-after Las Gaviotas offering over 3,000 sq ft of bright, open living space with water views. Flexible layout includes 1st floor bedroom and bath, huge FROG can be bedroom, office, flex space. 2 Bathrooms feature updated Onyx showers for a modern touch. Enjoy a private, wooded backyard overlooking the canal—perfect for relaxing or entertaining. Ample storage throughout. A whole-house generator provides peace of mind, and no flood insurance is required. Community includes a pool, clubhouse, and golf - pool and golf have optional membership. Don’t miss this exceptional cul-de-sac opportunity!

504 Aguila Court, 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

$465,000

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

$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

$200,000

10244776 MLS

Commercial Building Lot in the Deep Creek area of Chesapeake. Located on the Dismal Swamp Canal & George Washington Hwy across the street from a Shopping Center. Property is on the navigable Dismal Swamp Canal. Property Zoning is B-1 with over 250 feet of road frontage.

Par B George Washington Highway S, 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.