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4220 Duke Of Gloucester Drive, West Chesapeake
$445,000
3 Beds ⋅ 2 Baths ⋅ 10641409 MLS
Beautifully maintained 3-bedroom, 2-bath home offering comfortable living spaces inside and out. The updated kitchen features custom cabinetry, quartz countertops, stainless steel appliances, abundant storage, a built-in window seat, and a spacious breakfast bar overlooking the family room with a cozy fireplace. Separate living and dining areas provide flexibility for entertaining and everyday living. Enjoy the bright sunroom surrounded by windows, creating a great space to relax year-round. Go outside to a stunning backyard retreat featuring an expansive paver patio, fire pit seating area, mature landscaping, and a detached storage workshop. Additional highlights include a spacious garage with mini split unit, tankless water heater, whole-house generator, and encapsulated crawl space. Generous room sizes and thoughtful updates throughout make this move-in-ready home a superior blend of indoor comfort and outdoor enjoyment.

4220 Duke Of Gloucester Drive, West Chesapeake

204 Castleberry Drive, South Chesapeake
$695,000
5 Beds ⋅ 3.1 Baths ⋅ 10641252 MLS
Welcome to this beautifully maintained brick ranch in the highly sought-after Great Bridge area of Chesapeake! This home offers an incredible combination of space, functionality, and timeless charm for everyday living and entertaining. Step inside through the open foyer with tile flooring and feel the warmth of the home. The expansive living room showcases soaring cathedral ceilings, custom built-in cabinetry, wood flooring, and an abundance of natural light. The open-concept layout flows into the dining area and stunning kitchen, an amazing gathering space, featuring brand-new appliances, quartz countertops, custom wood cabinetry, a tile backsplash, bar-top seating, and a dedicated wine cooler space. The spacious primary suite features cathedral ceilings, room for oversized furniture, and a massive walk-in closet, while the en-suite bathroom offers dual vanities, a soaking tub, and a separate step-in shower. The flexible FROG provides endless possibilities as a guest suite, home office, playroom, media room, or fitness space. A standout feature is the incredible four-season room with three access points from the primary suite, living room, and hallway, offering seamless indoor-outdoor living year-round. The lush backyard has plenty of room for entertaining, gardening, and play, and the property includes both an attached and detached garage, with the detached garage offering an upstairs area great for a workshop, studio, or extra storage. Located in the heart of Great Bridge with convenient access to shopping, dining, schools, parks, and major commuting routes, this is a home you won't want to miss. Schedule your private showing today!

204 Castleberry Drive, South 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

353 Sign Pine Road, South Chesapeake
$685,000
4 Beds ⋅ 2.1 Baths ⋅ 10639261 MLS
Privately located on 3.065 treed lot. Enjoy peace and tranquility at the end of a day. Home is approximately 3203 sq ft with 4 bedrooms, 2.5 baths. Great Rm + Sunroom. Oversized primary bedroom + 2 car garage attached. Property has a detached building (approx. 1440 sq ft) used as a gym. 3 bay garage with 14ft, 11 ft and 10' doors to accommodate large vehicles. This building includes a 2nd floor approximately 1K sq ft apartment with kitchen, full bath, with newer wall to wall carpet. Apartment could be used for guests or to operate a home business. Main architectural grade roof is approximately 15 yrs old. Hot water heater '23. 1st floor HVAC '25. Septic tank pumped 8 mos. ago. Property sold in as is condition. No flood insurance required.

353 Sign Pine Road, South Chesapeake

253 N Hill Lane, South Chesapeake
$299,900
2 Beds ⋅ 2.1 Baths ⋅ 10637766 MLS
Nestled in the heart of Great Bridge, this charming townhome offers stylish updates and a functional layout. Step inside to find luxury vinyl plank flooring throughout the main level and an updated kitchen featuring white cabinetry, quartz countertops, and ample workspace for everyday living and entertaining. The inviting dining and living areas flow seamlessly to a private patio with an exterior storage closet. A beautifully updated powder room with designer wallpaper adds character and charm to the first floor. Upstairs, both spacious bedrooms feature private en suite baths and walk in closets. The primary suite boasts cathedral ceilings that create an open, airy feel. A conveniently located upstairs laundry closet adds everyday convenience. Located near shopping, dining, parks, and major commuting routes, this move in ready home is ready for its next owner. HVAC & Water Heater 2025. Schedule your private tour today!

253 N Hill Lane, South Chesapeake

244 Wisdom Path, South Chesapeake
$680,000
5 Beds ⋅ 3 Baths ⋅ 10637956 MLS
Welcome to this beautifully maintained Ashdon St. Croix ranch-style home in the highly desirable Viridian Reserve community! Offering 5 bedrooms, 3 full baths, and 2,542 sq ft of comfortable living, this 2016-built gem features a spacious main-floor primary suite, stylish luxury vinyl plank flooring throughout the main level, plantation shutters, a practical mudroom, dual pantries, and a walk-in attic for abundant storage. Step into your private backyard retreat featuring a 2020 saltwater in-ground pool (14x34) with premium Hayward equipment, including a variable-speed pump, upgraded filter, LED lighting, and an automatic pool robot. You’ll also love the custom 8x10 matching storage shed with double doors, solar lighting, and built-in shelving. The fully fenced yard with 6-ft vinyl privacy, pergola, fire pit, extended driveway, and dedicated irrigation well makes outdoor living easy and enjoyable. Perfect for families and military relocations alike, this home is located in the sought-after Great Bridge school district and offers access to scenic walking paths, community amenities, and convenient proximity to shopping, dining, and major routes. Comfortable, functional, and low-maintenance living with just the right touch of backyard fun—this one truly has it all!

244 Wisdom Path, South Chesapeake

229 Kensington Way, South Chesapeake
$503,000
4 Beds ⋅ 2 Baths ⋅ 10636873 MLS
Beautiful ranch-style home located in the sought-after Hickory area in the desirable Tunbridge Station subdivision! This 4-bedroom, 2-bath home features a freshly renovated kitchen with stunning quartz countertops, new backsplash, updated flooring, and modern hardware. Enjoy the spacious eat-in kitchen with pantry, large living room with cozy gas fireplace, and formal dining room for entertaining. The spacious primary suite offers a jetted tub, walk-in shower, and large walk-in closet. Additional highlights include a laundry room, screened back porch and a corner lot location. This beautifully maintained home combines comfort, style, and convenience in one of Hickory’s most desirable neighborhoods.

229 Kensington Way, South Chesapeake

433 Truitt Road, West Chesapeake
$685,000
4 Beds ⋅ 3.1 Baths ⋅ 10634002 MLS
This home, on 5 acres, offers country living & modern updates. With 4-bedrooms, 2 living areas, 2 add'l flex rooms great for a home office, game room, guest space, or potential extra bedrooms, this property provides versatility today's buyers are searching for. There is new LVP flooring, updated bathrooms, & a remodeled kitchen completed in the last 6 years. The wood stove adds warmth & character to the main living space. Outside, the impressive 4-bay detached garage is great for vehicles, workshop space, storage, or hobbies. A separate storage shed provides room for lawn equipment and tools, while the covered concrete pad offers protected parking or workspace. Additional features include a 6-year-old septic system, chicken coop, and partially fenced backyard. Enjoy privacy, space, and endless possibilities on this beautiful property.

433 Truitt Road, West Chesapeake

2001 Munro Lane, South Chesapeake
$594,140
4 Beds ⋅ 2.1 Baths ⋅ 10615674 MLS
Welcome to the Shenandoah , a townhome with flexible living space, featuring 4 bedrooms, 2.5 bathrooms, and a two-car garage nestled in Retreat at Edinburgh. The first-floor primary bedroom offers 2 large closets, a double vanity, a walk-in shower, and a separate water closet. An additional guest room with a bath is also on this floor. The kitchen includes a quartz island that seats 6-8, stainless steel appliances, and an open layout to the dining and hearth rooms. Enjoy coffee on the covered porch with landscaped green space. Upstairs, a loft provides flexible space, plus a large bedroom and bath with tile flooring and a counter-height vanity. Photos are for reference only. Incentives with use of preferred lender!

2001 Munro Lane, South Chesapeake

3208 Meadowbrook Lane, West Chesapeake
$448,000
4 Beds ⋅ 2.1 Baths ⋅ 10640477 MLS
Welcome home to the highly sought-after Western Branch community! Built structurally sound in 1977, this home is being sold strictly AS-IS with the seller to make no repairs, presenting the perfect cosmetic blank canvas to customize as your own. Enjoy ultimate peace of mind with all major primary systems recently replaced: brand-new water heater (2026), New AC in the FROG (2026), a remodeled middle bathroom (2024), and a newer roof (2022). The meticulously maintained crawlspace features a fresh partial encapsulation and dedicated dehumidifier (2024). Additional upgrades include a newer HVAC (2022), dishwasher (2023), refurbished front steps (2023), and a well-water irrigation pump alongside city water. Unwind in the gorgeous 4-season sunroom overlooking your private oasis. Located minutes from premier schools and local eateries—the neighborhood's prestigious feel speaks for itself!

3208 Meadowbrook Lane, West Chesapeake

402 Penhook Court, South Chesapeake
$487,500
3 Beds ⋅ 2 Baths ⋅ 10640115 MLS
Beautifully updated brick ranch style home in the heart of Great Bridge! This move in ready 3bedroom, 2bath home offers easy one level living with fresh paint throughout and numerous upgrades. Interior features include updated LVP flooring (2026), newer countertops (2024), and a spacious walk-in attic providing abundant storage. Step outside to a beautifully constructed oversized deck (2023), great for entertaining, plus a storage shed situated on a concrete slab. The front yard features an irrigation system (2025) supplied by a private deep well. Major system updates include HVAC(2020), roof replaced in (2014), and a water heater installed in (2025). Appliance updates include: • Refrigerator and microwave (2026) • Dishwasher (2025) • Washer and dryer (2024) Conveniently located near shopping, dining, parks, and Great Bridge schools, this well-maintained home blends classic charm with modern updates. Schedule your private showing today!

402 Penhook Court, South Chesapeake

1001 Gabion Way, South Chesapeake
$419,000
3 Beds ⋅ 2.1 Baths ⋅ 10636926 MLS
Welcome home! Located in the sought-after Bryan’s Cove neighborhood of Chesapeake, this end unit condo is sure to delight! Built in 2022, this three-story townhome boasts an open floor plan with an abundance of natural light throughout. Step inside to discover the large, versatile first-floor flex room along with an attached two-car garage. The open-concept second floor features a very spacious living room that flows into the picture-perfect kitchen complete with granite countertops, stainless steel appliances, a large island, and an eat-in dining area. Sliding glass doors invite you out onto the private balcony, where you can relax and enjoy your morning coffee or afternoon beverage. Upstairs, the third floor offers a spacious primary ensuite featuring a tray ceiling, large walk-in closet, double vanity sinks, and a tiled walk-in shower. Community amenities galore! Enjoy access to the pool, clubhouse, exercise room, two dog parks, pier, docks, playgrounds, and more! Conveniently located near shopping, dining, and interstates! This turnkey, move-in ready condo is waiting for YOU!

1001 Gabion Way, South Chesapeake

4341 Farringdon Way, West Chesapeake
$310,500
3 Beds ⋅ 2.1 Baths ⋅ 10635598 MLS
Two primary suites make this Western Branch corner unit a rare find. Two full bedrooms upstairs and a main-level primary bedroom means everyone has their own space. The large kitchen features a bar top and walk-in pantry, and the patio opens to mature trees so you’re not staring at your neighbors. Natural light pours in from all angles. HOA keeps life simple — exterior maintenance, landscaping, and select utilities are covered. You’ll also enjoy the community pool, clubhouse, and walking trails. Major updates are already done: new Rheem HVAC (2025), kitchen faucet and garbage disposal (2026), updated bathroom faucets, fresh carpet in the primary bedroom, stairs, and upstairs hallway, plus appliances, washer, and dryer all replaced within the last three years. Move-up space, minimal upkeep, and quick interstate access. 3D virtual tour for your convenience or Schedule your private showing today!

4341 Farringdon Way, West Chesapeake

4925 Vico Drive, West Chesapeake
$400,000
3 Beds ⋅ 2 Baths ⋅ 10633964 MLS
Well-maintained 3-bedroom, 2-bath single-level ranch on a cul-de-sac in the sought-after Western Branch area. A spacious living room welcomes you just inside the front door. The open-concept kitchen flows into the dining area, creating a functional layout for everyday living and entertaining. The primary bedroom has an attached private bath, while two additional bedrooms offer flexibility for guests, a home office, or additional living space. Both bathrooms have been recently updated, and the home includes newer LVP flooring, carpet, water heater, and water softener system installed just two years ago. The sunroom provides bonus living space year-round, overlooking the backyard. Situated on over a half-acre lot (0.66 acres), the property includes a fully fenced backyard, large deck for outdoor entertaining, and an oversized detached one-car garage with workshop or storage potential. Conveniently located near major highways with easy access to shopping, dining, and more.

4925 Vico Drive, West Chesapeake

105 Lilypad Court, South Chesapeake
$780,115
5 Beds ⋅ 4 Baths ⋅ 10612346 MLS
Welcome to The Summit at Riverview Landing, where you’ll discover thoughtfully designed living space across 2 luxurious floors-perfect for families of every size. The main level impresses with a versatile 1st-floor bedroom and full bath, a flexible office or formal dining room, and a sunlit great room that flows seamlessly from the gourmet kitchen, featuring a large island, quartz countertops, soft-close cabinets, premium stainless steel appliances (including double ovens and a gas cooktop),and a walk-in pantry. Upstairs, unwind in your expansive owner’s suite with a huge closet, double vanities, a relaxing bathtub, and a separate shower, while three additional bedrooms, two full baths, a laundry room, and a loft provide ample space and flexibility. Enjoy a vibrant, amenity-rich community with walking trails and a fire pit, all within reach of Chesapeake’s scenic waterways, local festivals, and easy access to Virginia’s beaches and mountains-your ideal lifestyle begins here.

105 Lilypad Court, South Chesapeake

3509 Sigmon Drive, West Chesapeake
$5,000
10645003 MLS
Lot 100 Farmington Acres, approximately 0.36ac. Lot is located at 3509 Sigmon Dr. which is a paper street. 150' in from where Newport Dr. currently stops then turn right onto Sigmon Dr. heading back North approximately 300'. A gorgeous lot, will require improvements including but not limited to: wetlands delineation, and improvement of Newport Dr. and Sigmon Dr. to city standards before construction, lot is priced accordingly.Fantastic opportunity for sweat equity, or buy and hold as part of diversifying your investments or long term retirement. The property is minutes away from the booming North Suffolk area. Neighborhood also borders the north side of the gorgeous Retreat at Western Branch Subdivision as well as the Dunedin neighborhood.Don't miss the chance to scoop up your piece of Western Branch now at a discount!Please be mindful of neighbors when parking on Newport Dr. to view. Call listing agent with any questions!

3509 Sigmon Drive, 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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