Chesapeake VA Homes with Dock Waterfront description

Welcome to Chesapeake, Virginia—a hidden gem nestled in the heart of the Tidewater region. Known for its picturesque landscapes, Chesapeake is a vibrant city that seamlessly blends urban living with the tranquility of nature. With its lush parks, serene waterways, and rich history, this county offers a unique lifestyle that appeals to families, retirees, and outdoor enthusiasts alike.

One of the most captivating features of Chesapeake is its stunning waterfront properties. Homes with docks are particularly sought after, providing homeowners with direct access to the waterways that define this beautiful area. Imagine waking up to the gentle sound of waves lapping against your private dock, where you can set sail for a day of fishing, boating, or simply enjoying the breathtaking sunset views. These homes not only offer a lifestyle of leisure and adventure but also serve as a tranquil retreat from the hustle and bustle of everyday life.

Chesapeake’s waterfront neighborhoods are designed for those who appreciate the finer things in life. With spacious layouts, modern amenities, and stunning architectural designs, these homes are perfect for entertaining guests or enjoying quiet evenings by the water. Whether you’re looking for a cozy cottage or a sprawling estate, Chesapeake’s dock waterfront properties cater to a variety of tastes and preferences.

In addition to its natural beauty, Chesapeake boasts a strong sense of community, excellent schools, and convenient access to shopping and dining. Discover the charm of Chesapeake, VA, where your dream home with a dock awaits!

Newest Chesapeake VA Homes with Dock Waterfront description

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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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