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5148 Winery Drive, West Chesapeake
$377,777
3 Beds ⋅ 2.1 Baths ⋅ 10602987 MLS
Welcome home! Not in an association and everything you need for your family with 3 spacious bedrooms, 2.5 baths, 2 living room areas, a dining room, and a fully fenced backyard for children, pets, or simply enjoying being outside. New HVAC & mini spilt June ’25. Efficient layout features bright, airy living spaces with great natural light. The inviting living room for relaxing or entertaining, while the cozy dining area seamlessly connects to the kitchen. The backyard offers 2 sheds, privacy and plenty of room & separation for outdoor activities, gardening, or relaxing. Whole house gas generator conveys. Only feet away from the scenic Seaboard Coastline Trail to hike. Close to interstate & shopping!

5148 Winery Drive, West Chesapeake

4126 River Breeze Circle, West Chesapeake
$376,000
4 Beds ⋅ 2.1 Baths ⋅ 10625837 MLS
Located in a well-established single-family condo community, this 4-bedroom, 2.5-bath home offers a spacious and functional layout with multiple living areas designed for comfortable everyday living. The main level includes a living area that flows into the dining space and kitchen, creating a practical and open floor plan. Upstairs, the primary bedroom features vaulted ceilings and an ensuite bathroom with a dual vanity, soaking tub, and separate shower, while three additional bedrooms provide flexible space for guests, a home office, or other needs. A half bath is located on the first floor for convenience, and the home also includes a dedicated laundry area. Additional features include a gas fireplace in the main living area and a built-in desk nook in the upstairs hallway that can serve as a workspace or study area, all conveniently located near shopping, dining, and everyday amenities.

4126 River Breeze Circle, West Chesapeake

4017 Belvedere Drive, West Chesapeake
$375,000
3 Beds ⋅ 2 Baths ⋅ 10642824 MLS
Welcome home to 4017 Belvedere Dr! This charming all-brick ranch offers 3 bedrooms, 2 bathrooms, and 1,681 sqft of well-maintained living space. Enter inside to find beautiful hardwood floors, abundant natural light, detailed trim work, built-ins, and a spacious living area featuring a cozy fireplace and large front windows. The kitchen offers plenty of storage with custom wood cabinetry, ample counter space, and a functional layout. Both bathrooms feature tasteful updates including a beautiful tiled shower surround. Outside you’ll enjoy great curb appeal, mature landscaping, an attached garage, storage shed, and a fenced backyard perfect for entertaining, pets, gardening, or relaxing. Conveniently located near shopping, dining, interstates, and everything Chesapeake has to offer. Classic charm, quality construction, and thoughtful updates come together in this beautiful home!

4017 Belvedere Drive, West Chesapeake

4029 Sea Cliff Road, West Chesapeake
$375,000
3 Beds ⋅ 2 Baths ⋅ 10627921 MLS
Ranch style with a 1-car attached garage, open living spaces, and water access to the Elizabeth River. The home itself is in an X flood zone, so flood insurance is not required. Inside, you’ll find LVP flooring through most of the home, a spacious living room, separate dining area, and an updated kitchen with painted cabinetry, stainless steel appliances, and bar seating. The layout includes 3 bedrooms and 2 full baths, including a primary suite with double vanity and tiled walk-in shower. The secondary bedrooms offer good flexibility for guests, a home office, or hobbies. Out back, the oversized deck and fenced backyard give you plenty of room to relax, entertain, or enjoy the peaceful setting. Conveniently located in Western Branch with easy access to shopping, dining, and major routes, this home offers a hard-to-find combination of updates, usable space, and waterfront access.

4029 Sea Cliff Road, West Chesapeake

3305 Hemlock Drive, West Chesapeake
$373,500
3 Beds ⋅ 2 Baths ⋅ 10637972 MLS
Welcome home to this lovingly maintained 3-bedroom, 2-bath ranch in Chesapeake’s desirable Silverwood community. Set on a beautifully landscaped lot with mature trees, spacious backyard, and detached workshop with electric service. Inside features original hardwood floors, cozy gas fireplace, bright sunroom with wraparound deck, eat-in kitchen, and separate dining area. Enjoy city water plus a private well for lawn and garden irrigation. Major updates include roof (2021), water heater and oil furnace (2020), main sewer line (2020), and AC (2018). Crawlspace fully encapsulated with app-driven dehumidifier system in Sept. 2025, along with updated/replaced HVAC ductwork. HVAC serviced annually with recent 26-point inspection in May 2026. Convenient to Western Branch schools, shopping, dining, military bases, and major highways.

3305 Hemlock Drive, West Chesapeake

4163 River Breeze Circle, West Chesapeake
$370,000
4 Beds ⋅ 2.1 Baths ⋅ 10641329 MLS
Experience the perfect blend of comfort, beauty & low-maintenance living in this wonderful 4BR/2.5BA detached condo, bordering a serene pond & walking trail. High ceilings, rich hardwood floors & abundant natural light create a warm, inviting atmosphere throughout. The spacious family room features a gas fireplace & is open to a well-designed kitchen w/breakfast bar, SS appliances, ceramic tile backsplash & a generous walk-in pantry. Enjoy relaxing evenings on your private patio. Retreat to the primary suite w/a large walk-in closet, luxurious bathroom w/dual vanity, jetted tub & separate shower. Three additional bedrooms provide ample space for family, guests or a home office. Additional highlights: 2-car garage, security system, new architectural roof (11/2025, transferable warranty), gas water heater (2022) & Trane HVAC (2014). Condo fees include water/sewer, trash pickup & grounds maintenance (excluding fenced backyard). CHOICE Home Warranty until 3/1/27, transferable to Buyer

4163 River Breeze Circle, West Chesapeake

3304 Woodbaugh Drive, West Chesapeake
$370,000
4 Beds ⋅ 2 Baths ⋅ 10622988 MLS
Recently renovated within the last three years, this beautifully updated 4-bedroom, 2-bath home combines modern finishes with a bright, open-concept design. The spacious primary suite offers a private bath with tile shower. Tall ceilings and natural light create an airy, inviting atmosphere throughout. The kitchen truly shines with granite countertops, soft-close cabinetry, stainless steel appliances, and generous prep space. Step outside to enjoy the fully fenced backyard, great for pets, play, or relaxing evenings. Major improvements completed within the past three years provide peace of mind, including a new roof, new siding, a fully updated kitchen, LVP flooring, new carpet, fresh interior paint, and a new water heater. Conveniently located near shopping, dining, major highways, military bases, and more, this home offers both comfort and accessibility in one exceptional package.

3304 Woodbaugh Drive, West Chesapeake

3440 Bernies Court S, West Chesapeake
$367,950
4 Beds ⋅ 2.1 Baths ⋅ 10596706 MLS
Located on a corner lot in the desirable Western Branch school district of Chesapeake. This gem is a charming and well-maintained single-family home offering 4 bedrooms, 2.5 bathrooms, offering an eat-in kitchen with a center island, modern appliances, and plenty of natural light. Spacious family room and a formal dining area provide versatile living and entertaining spaces. The interior showcases wood-style flooring throughout. The large fenced backyard offers both privacy and functionality. There is so much to love about this home. Great location, convenient to the expressway, shopping and area military bases. This property may qualify for Seller Financing (Vendee). Make sure to ask about the 3D True Immersive Virtual Tour. This technology allows you to literally experience the home on any mobile device, laptop or desktop. You can measure rooms, view 3D dollhouse, view exterior, and interior and so much more. Check it out today!

3440 Bernies Court S, West Chesapeake

2949 Big Bend Drive, West Chesapeake
$365,500
3 Beds ⋅ 2.1 Baths ⋅ 10640469 MLS
Move-in ready and beautifully updated, this detached single-family home sits on a desirable fenced corner lot in the sought-after Western Branch area. The open-concept floor plan features soaring vaulted ceilings, a spacious great room with Mohawk flooring, and ceramic tile flooring in the kitchen, foyer, and baths. This two story boasts a spacious living room, dining area and a well-appointed kitchen. Upstairs offers all-new carpet, generously sized bedrooms, and convenient laundry area. The primary suite is a true retreat with a vaulted ceiling, walk-in closet, and ensuite bath featuring a new freestanding bathtub, double vanity, and separate shower. The oversized attached two-car garage features a belt-drive garage door opener with exterior keypad access. Enjoy low-maintenance living covering front and side lawn care, bushes, trees, and maintenance of the rear fence. A wonderful opportunity to own a well-maintained home in a fantastic location—schedule your showing today!

2949 Big Bend Drive, West Chesapeake

5239 Lombard Street, West Chesapeake
$365,000
3 Beds ⋅ 2.1 Baths ⋅ 10634478 MLS
Welcome home to this impeccably maintained, townhome that perfectly balances contemporary style with everyday functionality. This home is flooded with natural light, & a large open kitchen with under cabinet lighting. The main level features soaring 9-foot ceilings that create an airy, expansive feel the moment you step inside.The heart of the home flows seamlessly into the living spaces, while the attached garage provides both convenience and extra storage. Retreat to the spacious primary suite, a true sanctuary featuring a versatile tub/shower combo designed for relaxation. Do you enjoy a lifestyle of leisure and activity? Located in a premier location,offering direct access to scenic walking trails right at your doorstep and cul-de-sac right in the backyard. Whether you’re looking for a quiet morning stroll or easy access to local shopping and dining, stop here first!

5239 Lombard Street, West Chesapeake

5124 Mission Street, West Chesapeake
$365,000
3 Beds ⋅ 2.1 Baths ⋅ 10629428 MLS
Beautifully maintained and nestled in one of Chesapeake’s most desirable communities in the heart of Western Branch, this stunning townhome is sure to impress. Enjoy an inviting open-concept layout designed for both comfort and style.The spacious kitchen features a subway tile backsplash, granite countertops, and stainless steel appliances. It flows effortlessly into the living and dining areas, creating a warm and seamless space for gathering and entertaining.Upstairs, the primary suite offers a true retreat with a tray ceiling, a huge walk-in closet, and a luxurious en-suite bath complete with a soaking tub and separate shower.Enjoy your fenced backyard with patio perfect for relaxing, pets, or outdoor dining. Thoughtfully designed and beautifully finished, this home offers comfort, function, and timeless appeal throughout. Schedule your private tour today.

5124 Mission Street, West Chesapeake

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.