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3136 Woodbaugh Drive, West Chesapeake
$345,000
3 Beds ⋅ 1.1 Baths ⋅ 10636379 MLS
Welcome to 3136 Woodbaugh Drive in the sought-after Dunedin area of Chesapeake, where comfort, space, and move-in ready living come together beautifully. This well-maintained home offers a warm and inviting layout with fresh paint, a newer roof, and thoughtful updates that make it easy to settle right in. The spacious kitchen features an inviting island for gathering, entertaining, meal prep, or casual conversations. An oversized additional room provides wonderful flexibility as a game room, family room, media space, home office, or second living area. Use outside to enjoy the inviting backyard for cookouts, quiet evenings, pets, play, or weekend entertaining. The spacious detached garage adds even more value with room for storage, hobbies, workouts, crafting, tools, or whatever extra space fits your lifestyle. A beautiful opportunity in an established Chesapeake location

3136 Woodbaugh Drive, West Chesapeake

3232 Shadyside Lane, West Chesapeake
$520,000
4 Beds ⋅ 2.1 Baths ⋅ 10633894 MLS
All-brick ranch in highly desirable Western Branch. Energy-efficient with solar panels and a whole-house generator. Cozy family room with fireplace. Updated kitchen featuring quartz counters and backsplash; all appliances convey. 4BR, 2BA, 2-car garage. Major updates: WH 2023, roof 2015, windows 2025, disposal 2025, W&D 2025, Gas furnace, condenser, Air Hand & coil, ductwork in attic & Crawl 2019. mini-split 2021. Kitchen & Porch painted (2023) Garage walls painted (2026) and new carpet (2024). leaf-guard gutters, encapsulated crawlspace. Outdoor living includes screened porch, deck, patio, shed, well, and sprinkler system. Close to shopping, dining, medical facilities, shipyards, bases, and major routes.

3232 Shadyside Lane, West Chesapeake

2027 River Pearl Way, West Chesapeake
$645,000
5 Beds ⋅ 3 Baths ⋅ 10633839 MLS
Welcome to this wonderful home in the highly sought-after Waterstone community of Chesapeake. Beautifully updated and thoughtfully designed, this spacious home offers 5 bedrooms, 3 updated baths, a dedicated home office, formal dining room, and an oversized media room that can easily serve as a 6th bedroom, playroom, or guest retreat. At the heart of the home, the stunning kitchen features granite countertops, a gas range, and an open-concept layout perfect for gathering, with views of both the living room and backyard so everyone stays connected. Step outside to your own private oasis with a large landscaped backyard, screened-in porch, and pergola-covered patio complete with a gas fire pit and gas grill hookups—ideal for entertaining or relaxing under the stars. Located near top-rated Chesapeake Public Schools, with a bus stop just a 1-minute walk away, plus easy access to shopping, dining, and the interstate.

2027 River Pearl Way, West Chesapeake

1403 Rotunda Avenue, West Chesapeake
$610,000
4 Beds ⋅ 3 Baths ⋅ 10637726 MLS
Experience resort-style waterfront living in this beautifully maintained home overlooking a private freshwater lake with SALT WATER POOL! 3 car garage THAT WAS FRESHLY PAINTED and 10 car drive way. Enjoy stunning water views, peaceful moonlit evenings, and a backyard designed for entertaining featuring a sparkling pool with waterfall, decorative water jets, new fire pit, pergola, and professionally landscaped grounds. Ownership rights in the lake, a paddle boat, and lake-fed irrigation system add to the unique lifestyle this property offers. Absolutely Gorgeous Home! Amazing Open Floor layout and Beautiful Vaulted 12ft ceilings adds a Very Bright and Airy Feel!! Inside you’ll find fresh paint, new luxury vinyl plank flooring, Faux blinds, updated lighting, and a spacious primary suite with a cozy reading nook and private access to the sunroom and pool area. The kitchen features granite countertops, professionally redone kitchen cabinets, under-cabinet lighting, and newer appliances and just installed dishwasher and microwave. Professional upgrades in the master shower and bathroom recently completed as well. Additional highlights include a Generac whole-house generator, dual HVAC systems, security cameras, surround sound, home warranty, and an oversized attic with future expansion potential, THIS IS A MUST SEE!! This exceptional waterfront retreat offers comfort, convenience, and unforgettable views—all in one incredible package!

1403 Rotunda Avenue, West Chesapeake

3941 Sextant Street, West Chesapeake
$329,500
4 Beds ⋅ 2 Baths ⋅ 10636015 MLS
Welcome home to 3941 Sextant St in Chesapeake! This charming ranch-style home offers the perfect blend of comfort, functionality, and convenience. Inside, you’ll find a spacious layout with multiple living areas, generously sized bedrooms, and plenty of natural light throughout. The kitchen flows seamlessly into the main living space, making it ideal for entertaining or everyday living. Outside, enjoy a large backyard with room to relax, garden, host gatherings, or create your own outdoor oasis. Conveniently located near shopping, dining, military bases, interstates, and everything Chesapeake has to offer, this home is a fantastic opportunity for buyers looking for space and value in a great location. Whether you’re a first-time buyer, downsizing, or simply looking for your next chapter, this home is ready to welcome you!

3941 Sextant Street, West Chesapeake

2801 Ashwood Drive, West Chesapeake
$490,000
4 Beds ⋅ 2.1 Baths ⋅ 10635528 MLS
Beautifully updated ranch-style home nestled in the heart of Western Branch! Offering over 2,300 square feet of thoughtfully designed living space, this spacious home features 4 bedrooms and 2 full bathrooms, providing the perfect blend of comfort, functionality, and versatility. The additional bedroom offers endless possibilities for a growing household, guest suite, playroom, or home office.Inside, you’ll find generous living areas, a cozy fireplace, and a functional floor plan designed for everyday living and entertaining. The classic brick exterior adds timeless charm, while the attached 2-car garage and large backyard create the perfect setup for relaxing or hosting gatherings.Conveniently located near schools, shopping, dining, and major interstates, this move-in ready home combines space, style, and location all in one. A wonderful opportunity to own a beautifully maintained home in a highly desirable area!

2801 Ashwood Drive, West Chesapeake

4300 Midhurst Lane, West Chesapeake
$300,000
4 Beds ⋅ 2.2 Baths ⋅ 10634666 MLS
Welcome home to this spacious 4-bedroom, 2.5-bath townhome in the desirable Western Branch area of Chesapeake. Thoughtfully designed for both everyday living and entertaining, this home features two large living areas filled with natural light, creating a warm and inviting atmosphere. The eat-in kitchen offers a comfortable space for casual meals, while fresh paint throughout gives the home a clean, updated feel. Outside, enjoy the large yard on a corner lot, complete with a new gazebo, great for relaxing or hosting gatherings. With no HOA, you’ll appreciate the added flexibility and freedom. Located in a quiet neighborhood with convenient access to parks, schools, shopping, dining, and major interstates, this home truly offers the best of comfort and convenience. Don’t miss your opportunity to make it yours!

4300 Midhurst Lane, West Chesapeake

2455 Leytonstone Drive Unit 63, West Chesapeake
$310,000
3 Beds ⋅ 2.1 Baths ⋅ 10622913 MLS
Welcome to this stunning corner condo, featuring three spacious bedrooms and two and a half baths. The versatile flex room downstairs can serve as a home office, gym, or a fourth bedroom, adapting to your lifestyle. Throughout the home, you'll enjoy custom plantation shutters, adding charm and elegance. The bright, open kitchen boasts stainless steel appliances, a walk-in pantry, and a large peninsula, perfect for extra seating and entertaining. The primary bedroom offers ample space, a standalone shower, and a walk-in closet, providing plenty of room for storage. The conveniently located second-level laundry room adds ease to your daily routine. Step outside onto the fenced-in back patio, ideal for relaxing, with a gate that opens to a serene, man-made pond on the side of the unit. This condo is centrally located to shops, dining, the interstate, and other conveniences, offering both comfort and accessibility.

2455 Leytonstone Drive Unit 63, West Chesapeake

2645 Janson Drive, West Chesapeake
$475,000
5 Beds ⋅ 3.1 Baths ⋅ 10633027 MLS
Charming home nestled in the heart of Western Branch, conveniently located near shopping, dining, entertainment, and major highways. This spacious property features gleaming hardwood floors, 5 bedrooms, and 3.5 bathrooms, including two ensuites. The layout is ideal for multi-generational living, offering privacy and flexible, separate living spaces. The large bonus room provides versatility as a gym, media room, or potential 6th bedroom. The well-equipped eat-in kitchen features granite countertops and stainless steel appliances, making it perfect for entertaining. A cozy wood-burning fireplace adds warmth to the main living and dining area. Relax in the sun porch or head outside to an expansive backyard. The quiet outdoor space includes a raised wood deck and pergola, a storage shed, and an updated vinyl privacy fence, ideal for grilling, entertaining, or unwinding.

2645 Janson Drive, West Chesapeake

3117 Harvesttime Crescent, West Chesapeake
$745,000
6 Beds ⋅ 4 Baths ⋅ 10628795 MLS
Motivated Military Relocation Seller in this all brick 3 story home on a private .64 acre lot is perfect for large families to stretch out in! Huge backyard that faces the marsh & horse farm 6 bedrooms with 1 downstairs w/an adjacent full bath. Large living areas to include a family room with a new gas log fireplace and formal living/dining rooms. Oversized kitchen with granite counters and expansive center island & double ovens. Spacious primary bedroom with walk in closet and remodeled bath. The 3rd floor bedroom is generous in size and perfect for the oldest kid in the family. Office/study currently used as a craft room and Rec room over garage give versatility for a media Rm or Kid's retreat. Heart pine floors downstairs and hardwood floors upstairs. Detached shed with power allows for more storage and yard equipment. No HOA/voluntary association with seasonal family activities. Roof 2020, 1 Water heater new, other 2024. 1 HVAC 2022.

3117 Harvesttime Crescent, West Chesapeake

4120 Sloop Trail, West Chesapeake
$220,000
3 Beds ⋅ 2.1 Baths ⋅ 10634876 MLS
JUST LISTED – FULLY REMODELED END-UNIT TOWNHOME IN CHESAPEAKE! 4120 Sloop Trail, Chesapeake, VA. Welcome home to this beautifully updated 3-bedroom, 2.5-bath end-unit townhome located in a desirable Chesapeake community! Move-in ready and packed with upgrades, this home features an open-concept layout, updated kitchen with modern finishes, new flooring, fresh paint, upgraded fixtures, and stylishly remodeled bathrooms. Enjoy a spacious primary suite with private bath, and a large side yard perfect for entertaining or relaxing evenings outdoors. Conveniently located near shopping, dining, parks, schools, and major highways with easy access to Chesapeake, Virginia Beach, and Norfolk. This home combines comfort, style, and location all in one. Don’t miss your opportunity to own this beautifully remodeled home! Schedule your private showing today before it’s gone!

4120 Sloop Trail, 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

3924 Port Road, West Chesapeake
$300,000
4 Beds ⋅ 2 Baths ⋅ 10633504 MLS
This modern brick ranch showcases a truly unique family touch, thoughtfully built and lovingly updated through collaboration and care. From the moment you go inside, you’ll notice the fresh updates, including new LVP flooring and a crisp coat of paint throughout—each space reflecting its own personality and charm, capturing the imagination and the creativity. The spacious primary bedroom offers a comfortable retreat, blending functionality with relaxation and featuring a cozy en-suite bath. The inviting guest room provides a warm welcome for visitors, while another bedroom shines as a dream space. An additional separate bedroom offers flexible living options— as an in-law suite, home office, or playroom. Step outside to enjoy the fully fenced backyard with a chain-link fence, providing space for pets, play, or entertaining. A detached shed offers excellent potential to be transformed into a workshop— for hobbies, storage, or your next big project.

3924 Port Road, West Chesapeake

4720 Barn Swallow Drive, West Chesapeake
$585,000
4 Beds ⋅ 2.1 Baths ⋅ 10632913 MLS
Beautiful home located in the desirable Joliff Woods subdivision. This 4 bedroom, 2.5 bath property offers approximately 2,700 square feet of living space and welcomes you with a bright, open two-story foyer filled with natural light. Situated on a generous 0.67 acre lot, the home features a large deck and spacious backyard perfect for enjoying year round gatherings with family and friends.The first floor showcases engineered hardwood flooring, a well appointed kitchen with granite countertops and stainless steel appliances, and a cozy family room with a gas fireplace. Upstairs, you’ll find four spacious bedrooms, ample closet space, and bathrooms finished with granite countertops. The primary suite includes two walk-in closets, double vanities, jetted soaking tub, and a separate stand-up shower. Additional highlights include ceiling fans throughout and TRANE HVAC units. Conveniently located with easy access to the Southside & Peninsula, military bases, shipyards, dining, and shopping.

4720 Barn Swallow Drive, West Chesapeake

2114 Steiner Street, West Chesapeake
$399,900
3 Beds ⋅ 3.1 Baths ⋅ 10632534 MLS
Welcome to this like-new end-unit luxury townhome in sought-after Western Branch! This beautifully maintained tri-level home offers style, space, and convenience—just minutes from Chesapeake Square Mall, Western Branch Park, the new Amazon processing center, major interstates, bases, and shopping. The first level features LVP flooring, crown molding, recessed lighting, and an open-concept living area. The kitchen boasts a large island, quartz countertops, tiled backsplash, and under-cabinet lighting. Enjoy 3 spacious bedrooms, each with walk-in closets and private en-suite baths. The primary suite includes a tray ceiling, double vanity, and walk-in shower. The second-floor laundry adds convenience. The third level offers a private bedroom suite plus walk-in attic storage. Additional features include a 1-car garage with 220V outlet for EV charging and driveway space for two vehicles. Move-in ready. Schedule your tour today!

2114 Steiner Street, West Chesapeake

3209 Cricket Lane, West Chesapeake
$320,000
2 Beds ⋅ 2.1 Baths ⋅ 10635109 MLS
Welcome home to this beautifully updated 2bed, 2.5bath townhouse offering modern upgrades and in a great location! Step inside to find new LVP flooring throughout the first floor, fresh paint, new carpet, stylish new fixtures, and updated bathrooms designed with comfort and style in mind. The spacious layout is great for both relaxing and entertaining, while the large deck provides the outdoor space for gatherings or quiet evenings at home. Enjoy the freedom of NO HOA and all the conveniences nearby, including shopping, dining, movie theaters, and quick interstate access for an easy commute. This move-in-ready home combines charm, updates, and location all in one. Don’t miss your opportunity to make it yours!

3209 Cricket Lane, 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.

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