Chesapeake 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 lush landscapes and vibrant community, Chesapeake seamlessly blends the charm of suburban living with the allure of waterfront access. This city is not only rich in history and culture but also boasts an impressive array of outdoor activities, making it an ideal place for families, nature lovers, and anyone seeking a serene lifestyle.

One of the standout features of Chesapeake is its stunning waterfront properties. Homes with deep water access are particularly sought after, offering residents the unique opportunity to enjoy life on the water. Imagine waking up to the gentle sound of waves lapping against your dock, where you can easily launch your boat for a day of fishing or leisurely cruising through the picturesque waterways. These homes often come equipped with private docks, expansive decks, and breathtaking views, creating the perfect setting for entertaining or simply unwinding after a long day.

Chesapeake's waterfront lifestyle is complemented by its proximity to numerous parks, nature reserves, and recreational areas, allowing residents to immerse themselves in the beauty of Virginia's natural surroundings. Whether you’re exploring the Great Dismal Swamp or enjoying a picnic at one of the many local parks, the opportunities for adventure and relaxation are endless.

With its welcoming community, excellent schools, and a plethora of amenities, Chesapeake is more than just a place to live—it's a place to thrive. Discover your dream home with deep water access and experience the best of waterfront living in this enchanting city.

Newest Chesapeake Homes with Deep Water Access Waterfront description

$475,000

3 Beds ⋅ 2.1 Baths ⋅ 10653858 MLS

WATERFRONT! Gorgeous Views of Indian River from Deck & Sun Room-Fresh Paint & New Flooring Throughout, Open Floor Plan with Great Room with Cathedral Ceiling, Updated Kitchen with New Cabinets, Quartz Countertops, & Stainless Steel Appliances, 1st Floor Primary Suite with Private Bath + 2 Spacious Bedrooms/Full Bath on 2nd Floor. Attached Garage, Basement/Storage Space, & Dock. Established Neighborhood Convenient to Shopping, Dining, & Easy Access to I-64 & I-264.

1337 Walnut Avenue, Chesapeake

$445,000

4 Beds ⋅ 3 Baths ⋅ 10653648 MLS

Beautiful 4-bedroom, 3-bath ranch on a half-acre lot in the sought-after Chadswyck Terrace neighborhood of Western Branch! Tucked into a quieter part of the neighborhood with minimal through traffic, this move-in-ready home offers plenty of space to spread out. The private backyard features a newer privacy fence and sits along a tidal finger of the Western Branch of the Elizabeth River. Inside, you’ll find stainless-steel kitchen appliances replaced in 2021 and a water heater replaced in 2026. The sellers plan to have the home and carpets professionally cleaned before closing, so it’s ready to welcome its new owners!

1901 Lisbon Road, Chesapeake

$325,000

3 Beds ⋅ 2 Baths ⋅ 10651901 MLS

Wake up to peaceful water views right from your bedroom! This spacious, well-maintained 3-bedroom, 2-bath condo offers 1,762 square feet per MLS of comfortable, single-level living and low-maintenance convenience. Featuring luxury vinyl plank flooring in the living areas. Large windows and a sliding glass door bring in plenty of natural light. The kitchen offers abundant cabinet space, newer stainless steel appliances, including a wine fridge, and a convenient pantry. The spacious primary suite features a walk-in closet, linen closet, and private bath with a double vanity, soaking tub, and separate stand-up shower. Additional features include newer windows and a sliding glass door, ceramic tile, carpeting, and plenty of storage throughout. Amenities include a pool and clubhouse. Association services also include dock maintenance, water, sewer, and trash.

5 Harbor Watch Drive Unit 405, Chesapeake

$849,900

4 Beds ⋅ 3 Baths ⋅ 10652646 MLS

Dreaming of waterfront living? Welcome home to the Western Branch of the Elizabeth River, where mornings begin with water views, afternoons can be spent boating, fishing or kayaking, and evenings invite you to unwind by the river. Set on a picturesque, flat .80-acre lot, this expansive all-brick custom and oversize 2 car garage offers space, storage, charm and an exceptional setting for entertaining. The private pier was resurfaced last fall and provides convenient access toward the boating channel. Inside, custom details include solid doors, extensive trim and oversized rooms. Water views fill the rear of the home, including the family room with wood-burning fireplace and enclosed ceramic-tile sunroom. Flexible living includes a first-floor primary suite and three upstairs bedrooms with balcony access. Exceptional storage includes multiple walk-in attic spaces with future design potential. A whole-house generator adds peace of mind. Live, entertain and make memories on the water!

3808 Millgrove Court, Chesapeake

$320,000

3 Beds ⋅ 2 Baths ⋅ 10652493 MLS

Waterfront living takes center stage in this inviting, third-floor condo in the heart of Great Bridge. Enjoy lovely views of the Intracoastal Waterway from your private balcony where you can relax and watch the boats pass by. Even better, the property includes a deep-water access boat slip - an exceptional feature for boating enthusiasts! Inside, this 3-bedroom home offers an open layout connecting the spacious kitchen, living room, and dining area. A wide hallway leads to the generous primary suite with a well-appointed bath and large walk-in closet with a custom closet organization system. Harbor Watch amenities include a pool and clubhouse, dock maintenance, water, sewer, trash, and a master insurance policy. Enjoy low-maintenance waterfront living with your boat just steps away!

7 Harbor Watch Drive Unit 221, Chesapeake

$2,495,000

6 Beds ⋅ 7.1 Baths ⋅ 10649916 MLS

Waterfront Estate situated on 2+ acres, designed for luxurious waterfront living, direct access to the Chesapeake Bay, and multigenerational flexibility. This stunning gated estate offers expansive gathering spaces with waterfront views, and elevator that services the garage to the 2nd floor for effortless access. The 1st-floor Primary Suite is a private retreat featuring a spa-inspired bath, dual walk-in closets, sitting area, and connecting outdoor covered patio. Additional bedrooms all en suites with walk-in closets. Detached 6-car garage with apartment for extended family, guests, or independent living. Outdoor amenities include a saltwater pool, fire pit, expansive terraces & gathering spaces to watch the boat go by, a true boater's paradise with premier boating facilities 2-30K lifts + 1- 20 K lift & jet ski lift, multiple floating docks, and 5 FT at low tide. The amenities for this home are extensive; include a media room, climate-controlled detached 6+ car garage, central vac and more; inquire for a full list. Call today to schedule your private tour.

4112 Mingo Trail, Chesapeake

$325,000

3 Beds ⋅ 2 Baths ⋅ 10648847 MLS

PARK YOUR BOAT HERE! Enjoy waterfront living in the heart of Great Bridge. This beautifully maintained 3BR/2BA condo offers an open floor plan and a private balcony with harbor views. The spacious primary suite includes a walk-in closet, double vanity, soaking tub, and separate shower. Sale includes a boat slip in the protected private harbor, two reserved parking spaces, and assigned storage. Community amenities include elevator access, pool, clubhouse, gazebo, grilling area, kayak storage, and docks. Exceptionally clean and move-in ready with plenty of opportunity to make it your own!

5 Harbor Watch Dr Unit 413, Chesapeake

$615,000

3 Beds ⋅ 2 Baths ⋅ 10648901 MLS

Welcome to waterfront living in Deep Creek! This 3 bedroom, 2 bath Cape Cod style home is a must-see with its' attractive updates and exceptional setting with deep water access to the George Washington Canal Deep Creek inlet. The inviting outdoor space was designed to enjoy the waterfront lifestyle. This beautifully landscaped property features a covered private boat dock, boat shore power, upgraded bulkhead, spacious deck, tiki bar with power, and charming gazebo with a swing, creating an optimal setting for relaxation or entertaining in or out of the water. You do have to go indoors sometime, though, right? Step inside to a beautiful, light-filled sun room, where you can enjoy those stunning water views year-round. The interior continues to impress with a tastefully updated kitchen featuring abundant cabinetry and storage, butcher-block counter tops, and new stainless steel appliances. The spacious great room is the heart of the home, offering beautiful hardwood flooring, upgraded gas fireplace with remote, built-in shelving and storage, gorgeous natural light, and captivating water views. The large first-floor primary bedroom provides comfort and convenience with a fully upgraded en suite bath. Upstairs, two additional over-sized bedrooms with storage to match and another fully updated bathroom offer plenty of space for family or guests. Adding even more versatility is the detached two car garage with a FROG. This flexible expansive bonus space with so much storage can easily adapt to your needs, whether envisioned as a private office, rec room, studio, or an extra bedroom. With all new light fixtures inside and out, freshly painted interior and exterior, newer HVAC in excellent condition, new gas water heater, new windows, new roof, new appliances, new flooring, upgraded kitchen and bathrooms, this one-of-a-kind waterfront home is more than move-in-ready! Range and dryer can be converted to electric as the hook up is already available! An opportunity like this doesn't come around very often, don't let it pass you by!

729 Wood Duck Lane, Chesapeake

$310,000

3 Beds ⋅ 2 Baths ⋅ 10646639 MLS

Great 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. This condo is waiting for your personal touch to make it truly your own and enjoy all that it has to offer.

4 Harbor Watch Drive Unit #520, Chesapeake

$725,000

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, 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, 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, Chesapeake

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