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$540,000
4 Beds ⋅ 2.1 Baths ⋅ 10647434 MLS
Welcome to this beautifully maintained home in Jolliff Woods! Offering approx 2,400 square feet of living space, this spacious 4-bedroom, 2.5-bath residence combines comfort, style, and functionality. Step inside to a beautiful two-story foyer filled with natural light, creating a bright and inviting first impression. The main level features engineered hardwood flooring, a well-appointed kitchen with stainless steel appliances, and a spacious family room highlighted by a cozy gas fireplace and custom built-in cabinetry—perfect for everyday living and entertaining. Situated on a generous 0.63-acre lot, the backyard is an entertainer's dream, featuring a large new deck with in-ground pool and expansive yard, providing the ideal setting for summer gatherings, outdoor dining, or simply relaxing in your own private retreat. Upstairs, you'll find four generously sized bedrooms with abundant closet space. The impressive primary suite offers a walk-in closet ,a spa-inspired ensuite bath with a jetted soaking tub, separate walk-in shower, and plenty of room to unwind. Additional features include ceiling fans throughout, elegant dining room light fixtures, and ample storage. Don't miss this incredible opportunity to make it yours!

4936 Oriole Drive, West Chesapeake
$839,500
5 Beds ⋅ 3 Baths ⋅ 10647712 MLS
New Home by Custom Builder in Martin’s Point (Western Branch) main floor living, 4 or 5 bedroom plan. First floor primary bedroom with luxury bath- zero entry tiled shower & free standing tub, Open floor plan with Huge Gourmet Kitchen w/ Quartz counter tops, 36” gas cooktop with built-in microwave/oven, Cathedral Ceiling Family Room w/ Beamed ceiling, amazing stone fireplace with built-in bookcases, expansive covered porch (29’x10’) overlooks a privately wooded backyard & scenic view .42 acre. 3 Bedrooms & Study with French doors on 1st floor with 2 add'l large rooms on the second floor, 3 baths. Excellent location, easy access to I-664, near schools, shopping, Custom Builder is a member of Southern Living Custom Home Builder Program (since 1993). Superior quality features include Trane HVAC system, tankless hot water heater, custom cabinetry, large utility room/drop zone, Hardie Plank exterior, quality upgrades throughout. Fully sodded and irrigated yard.

3909 Bruce Road, West Chesapeake
$450,000
4 Beds ⋅ 2.1 Baths ⋅ 10647814 MLS
Fantastic large brick home in Point Elizabeth! 4 bedrooms and 2 and a half bathrooms! Large Family room with cathedral ceilings. Lots of storage space. Hardwood floors underneath the carpet. Two gas fireplaces in separate living areas. Beautiful big screened porch to relax in the evenings! Large, fenced backyard with shed. Woods and walking trails located behind the privacy fence! Located in Western Branch area near everything!

2904 Sir Walter Crescent, West Chesapeake
$449,900
3 Beds ⋅ 2.1 Baths ⋅ 10647748 MLS
Rain or shine, the screened porch is calling. This move-in ready end-unit Nansemond floorplan in The Retreat at Western Branch offers low-maintenance living with a first-floor primary suite, 2-car garage, open-concept layout, and abundant natural light. The kitchen features bar seating overlooking the living room with a cozy gas fireplace, plus a spacious walk-in pantry to keep everything organized. Your favorite spot just might be the screened, covered rear porch. Upstairs offers two additional bedrooms, a loft, guest bath, and walk-in attic. Resort-style amenities include a clubhouse, pool, outdoor kitchen, fire pit, billiards, fitness center, community garden, dog park, and beautifully landscaped grounds.

4607 Longleaf Place, West Chesapeake
$670,000
5 Beds ⋅ 3 Baths ⋅ 10647695 MLS
Welcome to this beautifully maintained, one-owner custom home tucked away on a quiet cul-de-sac lot with breathtaking landscaping and water access. Situated on approximately .75 acres, this quality-built brick home offers 5 bedrooms and 3 full baths, including a desirable first-floor bedroom and full bath for guests, multigenerational living, or a home office. The oversized finished room over the garage provides endless flexibility as a potential 6th bedroom, media room, playroom, or gym. Inside, you’ll find spacious rooms, abundant storage, and exceptional craftsmanship throughout, all reflecting the pride and care of the original owners who built the home. Outside, enjoy stunning mature landscaping, stone walkways, colorful flowering shrubs, and a peaceful backyard setting along a scenic creek that leads directly to the river. A rare opportunity to own a truly special property in an established neighborhood.

3012 Golden Hind Road, West Chesapeake
$574,900
4 Beds ⋅ 2.1 Baths ⋅ 10647633 MLS
Welcome home to your brand-new waterfront retreat! This stunning new construction home offers 2,235 square feet of beautifully designed living space, featuring 4 bedrooms and 2.5 baths, with NO HOA! Perfectly situated on a canal/river, this property is an absolute dream for water enthusiasts. Launch your kayak, paddleboard, or small craft right from your own backyard, or take advantage of the ultra-convenient public boat launch located just next door! Inside, enjoy all the modern luxuries and pristine finishes that only new construction can offer, with an open floor plan designed for effortless entertaining and everyday living. If you have been dreaming of a turnkey waterfront lifestyle where every day feels like a vacation, your search ends here!

2800 Meadow Wood Drive E, West Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10647376 MLS
Welcome home to this spacious property located in a quiet neighborhood with only one entrance, offering a peaceful setting and minimal through traffic. Situated on a large lot, this home features generous living spaces, including a large family room, formal dining room, and a versatile living room that can also serve as a home office. The open kitchen offers a center island, built-in desk, and plenty of workspace, making it suitable for everyday living and entertaining. Upstairs, the oversized primary suite provides a relaxing retreat with a large garden tub, double-sink vanity, and ample space to unwind. Recent updates include newer laminate flooring throughout the first floor, newer carpet upstairs, and an HVAC system and roof that are approximately four years old. Step outside to enjoy the large screened-in porch overlooking the spacious backyard—suitable for relaxing, entertaining, or enjoying the outdoors.

4921 Clifton Street, West Chesapeake
$152,900
2 Beds ⋅ 1 Baths ⋅ 10647399 MLS
Move in ready 2 bedroom 1 bath condo in Western Branch. Open layout with spacious living room with vaulted ceiling and skylight. Large utility room with washer and dryer that convey. Renovated in 2025 with new HVAC 2025 and hot water heater 2026. New carpet, LVP, and paint in 2025. Newer appliances to include dryer (2025), dishwasher (2025), and electric range (2026). Exterior storage shed next to front door. One assigned parking spot and plenty of guest parking. Close to interstate and military bases.

3331 Clover Meadows Drive, West Chesapeake
$396,900
3 Beds ⋅ 2.1 Baths ⋅ 10647620 MLS
Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This Laurel plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ soft-close cabinetry & drawers, upgraded granite countertops, & subway tile backsplash. Easily maintained & durable luxury vinyl plank flooring throughout the 1st level & secondary baths. Crown molding featured throughout 1st level. Lighted tray ceiling & WIC in primary, & en-suite w/ glass-enclosed shower & double upgraded granite vanity. Enjoy exceptional amenities, including state-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Model home located at 4968 Breck Lane.

2015 Guava Lane, West Chesapeake
$415,000
4 Beds ⋅ 2.1 Baths ⋅ 10647455 MLS
Welcome home to this spacious 4-bedroom, 2.5-bath residence tucked away on a cul-de-sac in the heart of Western Branch! Centrally located just minutes from interstates, golf courses, shopping, dining, military installations, and more, this move-in-ready home offers exceptional convenience. Recent updates include a new roof 2026, luxury vinyl plank flooring 2026, appliances 2026, and fresh interior paint in 2026, along with a new HVAC system in 2025. The versatile floor plan features a welcoming living room, formal dining room, screened porch and a flexible bonus space ideal for a home office, workout room, playroom, or hobby area. With plenty of room to live, work, and entertain, this beautifully refreshed home is ready for its new owners!

3509 Bernies Court N, West Chesapeake
$350,000
3 Beds ⋅ 2 Baths ⋅ 10647247 MLS
BACK ON MARKET DUE TO NO FAULT OF SELLER. Welcome to this beautifully updated 3-bedroom, 2-bathroom ranch home Western Branch. With an open floor plan that creates a seamless flow between living and dining spaces, this home is perfect for both relaxing and entertaining. The modern kitchen features stainless steel appliances, granite countertops, and lots of countertop space, making meal prep a breeze. Enjoy BBQs and family fun in a large, fully fenced backyard with a wood privacy fence. Conveniently located just minutes from shopping, schools, and parks, this home offers both comfort and convenience. Don’t miss the opportunity to make it yours!

3108 Bomar Drive, West Chesapeake
$292,000
4 Beds ⋅ 2 Baths ⋅ 10647346 MLS
4 bedroom ranch offering an open layout. This home features a converted garage that provides additional living space. Come check this home out, it wont last long!

3931 Port Road, West Chesapeake
$565,000
4 Beds ⋅ 2.1 Baths ⋅ 10647147 MLS
Welcome to this beautifully updated home featuring a spacious yard and a sparkling saltwater pool, for relaxing or entertaining. Inside, you'll find freshly refinished hardwood floors, fresh interior paint, and a stunning new light fixture that adds a modern touch. The kitchen boasts custom cabinetry, while the bathrooms have been updated with new vanities. Major improvements include a new HVAC system (2025), a new fence (2024), and a tankless water heater for added efficiency. Additional features include a whole-house water filtration system, offering comfort and peace of mind. This move-in-ready home combines timeless charm with thoughtful upgrades inside and out.

4712 White Owl Crescent, West Chesapeake
$285,000
3 Beds ⋅ 1 Baths ⋅ 10647094 MLS
3 bedroom ranch in Western Branch ready to be updated into an amazing home!

4024 Oak Drive, West Chesapeake
$535,000
5 Beds ⋅ 2.1 Baths ⋅ 10647023 MLS
Beautiful 5-bedroom brick colonial in sought-after Brittany Woods, perfectly situated on a quiet cul-de-sac. This well maintained one owner home features a granite kitchen with island, eat in area, and stainless steel appliances, plus a bright year round sunroom and cozy office/loft. Updated baths include Corian countertops, and the primary bath offers duals sinks and is enhanced with a ceiling heater for added comfort on cold winter nights. Laundry room with W/D. The primary bedroom also boasts a large walk-in closet. A spacious family room has a natural gas fireplace and built-ins with gleaming hardwood floors in the living room, dining room, and foyer. Major updates include a 2021 gas furnace with 5 ton 17 SEER AC and new ductwork, 2025 exterior paint, 2023 refrigerator, newer Pella windows, and LeafGuard® gutters. Large backyard ideal for entertaining. Convenient to shopping, fine dining, medical facilities, shipyards, Portsmouth Naval Hospital, and interstates. A must-see home!

3017 Lord Bradford Court, West Chesapeake
$335,000
3 Beds ⋅ 1.1 Baths ⋅ 10647019 MLS
Beautifully updated home in the heart of Western Branch, situated on a spacious corner lot with a newly installed privacy fence enclosing the backyard. The interior features a custom kitchen with shaker-style cabinetry, granite countertops, stainless steel appliances, and upgraded lighting and finishes throughout. Both bathrooms have been completely renovated with stylish fixtures and modern details. Additional improvements include a new roof, updated HVAC, replacement windows, garage door, front entry door, and low maintenance exterior trim. This move-in-ready home offers attractive curb appeal, a private backyard, and convenient access to area military installations, naval bases, shipyards, shopping, dining, and major commuter routes. Ai staging used for marketing purposes.

4313 Portsmouth Boulevard, West Chesapeake
$359,000
3 Beds ⋅ 2 Baths ⋅ 10646876 MLS
Open house Saturday 8/15/26 11:00am - 2:00pm. Beautiful fully remodeled, brick front ranch. This home sits in a quiet neighborhood with a big back yard to entertain in. Enjoy this open concept floor plan with all new flooring, paint, appliances and so much more.

3321 Pine Hill Crescent, West Chesapeake
$599,000
4 Beds ⋅ 2.1 Baths ⋅ 10646504 MLS
Welcome to this beautifully maintained 4-bed, 2.5-bath home tucked away on a quiet cul-de-sac in the desirable Waterstone community of Western Branch. This home combines thoughtful updates with exceptional outdoor living. The backyard is your own private retreat, featuring a sparkling in-ground pool with concrete surround —ideal for relaxing or entertaining all summer long. The fully irrigated yard is supported by a new well and controls, helping keep the landscaping lush while reducing water costs. Inside, you'll find granite countertops, stainless appliances, new range, and spacious living and dining areas designed for everyday comfort. Major improvements provide peace of mind, including carpets, hardwood in den, concrete driveway, Leafguard Gutters, well and irrigation system, newer composite decking and rails, professionally restored crawlspace with new Insulation, vapor barrier, and sand, and newer pool filter and cover. Located in the sought-after Chittum school district of Western Branch, Waterstone offers an exceptional neighborhood lifestyle with scenic walking trails that connect directly to Western Branch Park, providing convenient access to playgrounds, athletic fields, tennis and pickleball courts, disc golf, and miles of outdoor recreation just minutes from your doorstep. With convenient access to shopping, dining, military bases, and major commuter routes, this move-in-ready home offers the perfect blend of comfort, functionality, and outdoor enjoyment. Schedule your private showing today!

4709 Feldspar Quay, West Chesapeake
$635,000
5 Beds ⋅ 3.1 Baths ⋅ 10646909 MLS
Spacious Western Branch home offering 3,643 sq. ft. of versatile living space! This 4-bedroom home is currently being utilized as a 6-bedroom residence and features a large layout, bar, laundry room, room over the garage, two car garage, and plenty of driveway parking. Nestled in a beautiful, established neighborhood near the water, this property offers exceptional flexibility for growing households, multigenerational living, guests, or home office needs. Don't miss the opportunity to own a spacious home in one of Chesapeake's desirable communities!

2860 Greenview Road, West Chesapeake
$499,900
4 Beds ⋅ 2.1 Baths ⋅ 10646861 MLS
This beautifully maintained home that offers the look and feel of new construction. . . without the wait! Thoughtfully upgraded with custom finishes throughout, this home perfectly blends modern style with everyday comfort. Step inside to discover an open, light-filled floor plan featuring a stunning custom accent wall that adds warmth and character to the main living space. The spacious kitchen flows seamlessly into the dining and living areas for entertaining or spending time with family. Retreat to the generously sized bedrooms, each offering plenty of space for relaxation, a home office, or growing families. The primary suite provides a peaceful escape with exceptional closet space and a well-appointed ensuite bath. Conveniently located near shopping, dining, schools, and major highways. Schedule your private showing today!

539 Schaefer Avenue, West Chesapeake
$574,900
4 Beds ⋅ 2.1 Baths ⋅ 10646764 MLS
Meticulously maintained by its original owner, this 4-bedroom home offers a spacious, thoughtfully designed layout with an extended living room, formal dining room, and a versatile bonus area that can serve as a home office, playroom, gym, or flex space. The kitchen features newer appliances, while additional updates include a tankless water heater, updated HVAC system, and recently painted exterior. The garage has been upgraded with durable speckled flooring and built-in storage for added organization. Step outside to enjoy the in-ground pool, installed three years ago, a storage shed, and a backyard that backs to a wooded area, providing a natural backdrop and added privacy. Tucked away in the Western Branch area, the neighborhood offers connections to adjacent communities with opportunities for walking, running, biking, and golf cart access. Conveniently located near shopping, dining, major highways, military installations and hospitals.

4721 Lake Shore Drive, West Chesapeake
$207,000
3 Beds ⋅ 2.1 Baths ⋅ 10646626 MLS
Come see this end unit town home with 3 bedrooms and 2.5 baths! This home offers large living space, walk in closet, and so many more features! Large fenced yard with a attached garage.

2935 N Radcliffe Lane, West Chesapeake
$250,000
2 Beds ⋅ 2.1 Baths ⋅ 10646776 MLS
This beautifully updated home features an open floor plan with durable luxury vinyl plank (LVP) flooring throughout the main level. Enjoy the community's beautiful pool and clubhouse, perfect for relaxing and socializing. Conveniently located near shopping, the mall, and major interstates, this move-in-ready home offers both comfort and convenience!

3613 Cinnamon Court, West Chesapeake
$345,900
3 Beds ⋅ 2.1 Baths ⋅ 10646754 MLS
Beautifully updated detached end-unit condo in the desirable River Breeze community! Enjoy the privacy and feel of a single-family home with the convenience of low-maintenance condo living. This move-in-ready home features a new roof (2026), luxury vinyl plank flooring (2026), fresh interior paint, and a new privacy fence. The open, bright interior offers a welcoming atmosphere with modern updates throughout, for everyday living and entertaining. The condo association covers ground maintenance, water, sewer, and trash service, providing exceptional value and convenience. Conveniently located near shopping, dining, schools, military bases, and major highways. Whether you’re a first-time buyer, downsizing, or looking for a low-maintenance lifestyle, this well-maintained home is ready for its next owner. Schedule your private showing today!

4107 River Breeze Circle, West Chesapeake
$512,000
4 Beds ⋅ 2.1 Baths ⋅ 10646160 MLS
This charming brick colonial home is on a corner lot of a cul-de-sac in the desirable Silverwood development. The spacious 20x40 ft. pool boasts of a new liner in 2024, complemented by a brand-new back porch added three years ago and a freshly renovated front porch completed this summer. Inside, the updated kitchen shines with granite countertops, freshly painted cabinets (including upper cabinets repainted this summer), a new sink, and modern cabinet pulls. Beautiful hardwood floors grace the front half of the downstairs (recently refinished) and all of the upstairs, creating a warm and inviting atmosphere. Western Branch High School, middle school, and elementary school all located within the development, along with festive community events like the annual Holiday parade with firetruck and spring egg hunt. Restaurants, shopping all nearby and just a quick trip to downtown Norfolk, this home offers the ideal blend of comfort, updates, and community charm. "Seller has recent clear Termite and Moisture reports."

3316 Kindlewood Crescent, West Chesapeake
$210,000
2 Beds ⋅ 2 Baths ⋅ 10646633 MLS

3521 Sugar Run, West Chesapeake
$379,000
4 Beds ⋅ 2 Baths ⋅ 10646582 MLS
Welcome home to this charming 4-bedroom ranch in the desirable Western Branch area! Featuring beautifully refinished hardwood floors throughout the main living areas and new luxury vinyl plank flooring in the versatile fourth bedroom, this flexible space is perfect as a home office, playroom, or guest room. Outside, enjoy the spacious backyard and deck ideal for entertaining, relaxing, or family gatherings. Conveniently located just minutes from shopping, dining, schools, and easy interstate access, this home offers both comfort and convenience. Don’t miss your opportunity to make it yours!

2953 E Point Drive, West Chesapeake
$145,000
3 Beds ⋅ 1.1 Baths ⋅ 10646471 MLS

3936 Holly Cove Drive, West Chesapeake
$499,900
2 Beds ⋅ 2 Baths ⋅ 10646325 MLS
Waterfront opportunity! Well-maintained home situated on a scenic waterfront lot in the desirable Western Branch area of Chesapeake. Enjoy peaceful water views from an enclosed porch, and a spacious backyard ideal for relaxing, entertaining, fishing, kayaking, or simply taking in the surroundings. Walk in basement and Attic with plenty of storage. Recent improvements and updates help make this home move-in ready while still offering buyers the opportunity to add their own personal touches. New Concrete Driveway, New Storage Shed & Dock, Resurfaced Wood Floors, and Remodeled Master Bath. Conveniently located near shopping, dining, bases, major highways, and all that Hampton Roads has to offer.

3901 Wedgewood Drive, West Chesapeake
$550,000
5 Beds ⋅ 2.1 Baths ⋅ 10646268 MLS
Welcome to this charming 5-bedroom home, perfectly situated in a wonderful, established neighborhood in Chesapeake. If you appreciate a home with character and room to grow, this is the perfect canvas for your vision. The heart of the home features a kitchen designed for those who love to cook, offering an abundance of counter and cabinet space, plus the convenience of a double oven. You’ll love spending quiet evenings by one of the two cozy fireplaces or unwinding on the beautiful, screened-in porch that overlooks a private, tree-lined backyard. With spacious bedrooms throughout, this home offers plenty of room for everyone to enjoy. Bring your personal touch and make this well-loved house your own!

2949 Prince Of Wales 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.