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1816 Sunsprite Loop, Chesapeake
$599,900
6 Beds ⋅ 3 Baths ⋅ 10654192 MLS
DON'T NEED 6 BEDROOMS? Think flexibility! NOW $599,000! Use all 6 bedrooms or create the office, guest room, fitness space or playroom you've been looking for. The first floor offers a bedroom, adjacent flex room and modified curb less shower—great for guests or anyone who prefers fewer stairs. Neutral décor, 9' ceilings, hardwood floors, crown molding and a huge FROG. Spacious primary suite with hardwood floors and two walk-in closets, plus second-floor laundry. Outside, enjoy a large fenced backyard with room for a pool, detached shed, private well for lawn irrigation and attached 2-car garage. Meticulously maintained with annual HVAC, tankless water heater and crawl-space service contracts. Seller to provide termite/moisture letter. Convenient to Millville Rd. and Veterans Bridge

1816 Sunsprite Loop, Chesapeake

237 Castleberry Drive, Chesapeake
$758,900
6 Beds ⋅ 3 Baths ⋅ 10653849 MLS
Set on more than half an acre in a quiet Great Bridge cul-de-sac, this all-brick 6-bedroom, 3-bath home offers space, flexibility, and thoughtful upgrades throughout. The spacious layout features a two-story foyer, formal dining room, private office/study, and an open living area leading to a well-appointed kitchen with granite countertops, center island, gas cooking, double ovens, stainless appliances, beverage fridge, and wine storage. A first-floor bedroom and full bath are ideal for guests or multigenerational living. Upstairs, the primary suite offers three walk-in closets, plus additional bedrooms, laundry, and a media room. Enjoy the expansive fenced backyard with a 10x16 shed, sprinkler system, and plenty of room to entertain. Additional features include a built-in generator, tankless gas water heater, surround sound, and two-car garage.

237 Castleberry Drive, Chesapeake

601 Lord Byron Court, Chesapeake
$385,000
3 Beds ⋅ 2.1 Baths ⋅ 10653788 MLS
Welcome home to this stunning 3-bedroom, 2.5-bathroom gem nestled in one of Chesapeake's most serene and desirable neighborhoods. The main level boasts a bright and cozy living room that flows seamlessly into a stylish kitchen, making everyday living and entertaining a breeze. Upstairs, you will find spacious, private bedrooms and well-appointed bathrooms. Outside is a generous backyard that serves as your own private oasis, perfect for hosting weekend gatherings, gardening, or relaxing in the sun. Situated in a peaceful community just minutes from local shopping, dining, schools, and major commuter routes, this home truly has it all. Don't miss the opportunity to make this house your home sweet home! Schedule your private tour today! Listing photos contain virtually staged media.

601 Lord Byron Court, Chesapeake

622 Ambrose Street, Chesapeake
$625,000
5 Beds ⋅ 3 Baths ⋅ 10654148 MLS
Proposed new construction by an award-winning builder featured in past Homearama! Custom open design with a desirable 1st-floor bedroom, spacious living areas and upgraded features included. Enjoy a great yard with room to spread out and the feel of country living while still convenient to major shopping, dining, schools and everyday amenities. NO HOA fees! Anticipated delivery late 2026/early 2027. Get involved early for the opportunity to make certain selections, subject to builder schedule and allowances. One inventory home is currently available for more immediate delivery, and smaller plans may also be available. Great opportunity and value for new construction! Room to install a pool. Call listing agent for plans, pricing, specifications, allowances, construction status and available options.

622 Ambrose Street, Chesapeake

1513 Wingfield Avenue, Chesapeake
$324,900
3 Beds ⋅ 2 Baths ⋅ 10653971 MLS
Welcome to 1513 Wingfield Avenue! This spacious ranch-style home in Indian River offers three bedrooms, two full bathrooms, and an additional room off the primary bedroom—great for a home office, sitting room, dressing room, or private retreat. Laminate floors flow throughout the home, while the updated kitchen provides a fresh and inviting space for everyday living. Outside, enjoy a large fenced-in yard with a storage shed, an oversized driveway, and a full garage offering plenty of parking and storage. Conveniently located near the interstate, shopping, dining, and schools, this home brings together space, flexibility, and a convenient location. Schedule your showing today! Avg electric bill for the past 6 months - $9.33 p/mo!

1513 Wingfield Avenue, Chesapeake

704 Woodcott Drive, Chesapeake
$565,000
3 Beds ⋅ 2.1 Baths ⋅ 10654136 MLS
Welcome home to 704 Woodcott Drive. This beautifully refreshed 4 bedroom 2 1/2 bath home is full natural light and lovingly updates. The bright, inviting interior features new LVP flooring, new carpet, and fresh paint throughout, giving the home a beautiful, fresh feel. The updated kitchen is great for gatherings, with quartz countertops, stainless steel appliances, and a gorgeous double sided fireplace shared with the living room. The loft can be used as a flex room, office or media room. Enjoy the barbecues on the back deck overlooking the huge backyard. Make this the perfect spot to enjoy cozy evenings or entertaining family and friends. Seller to offer buyer 2/1 rate buy down as well as a new driveway with full price offer.

704 Woodcott Drive, Chesapeake

212 Kwanzan Court, Chesapeake
$793,267
5 Beds ⋅ 3 Baths ⋅ 10654133 MLS
Discover the Bellhaven by Wetherington Homes at Riverview Landing, with an estimated October 2026 delivery! This beautifully designed 4-5 bedroom home blends thoughtful functionality with elevated finishes and an inviting open-concept layout. The chef-inspired kitchen features dual ovens, gas range, hood, oversized island, and a butler's pantry connecting seamlessly to the dining area., while the great room opens to a covered rear porch for effortless indoor-outdoor living. A versatile upstairs loft and main level full bath add valuable flexibility. Enjoy a curated selection of luxury upgrades designed to elevate everyday living, all situated on a desirable cul-de-sac lot. Riverview Landing offers trails, a fire pit, and convenient access to schools, beaches, parks, dining, and more, creating a peaceful setting with everyday convenience. Contact the sales counselor to schedule your private appointment and learn about current incentives.

212 Kwanzan Court, Chesapeake

2924 Taylor Road, Chesapeake
$384,000
3 Beds ⋅ 2 Baths ⋅ 10654099 MLS
Rare GEM in the Western Branch school district! This meticulously maintained brick ranch was renovated in 2021 and offers 3 bedrooms, 2 baths, and a functional floor plan with spacious living and dining rooms, a sunken family room, good-sized bedrooms, and a primary bedroom with a private bath. Features include newer LVP flooring, modern updated bathrooms, and a stylish kitchen with granite countertops, stainless steel appliances, and newer cabinets. Two wood-burning fireplaces have been maintained and used during winter. Enjoy the screened-in back porch, large backyard, and wooded views. Major improvements include a new roof ('21), new hot-water heater tank and gutters ('26). Two parcels total approximately 0.78 acre: a 0.45-acre homesite and a rear parcel of approximately 0.33 acre. Attached 1-car garage with ample room to expand parking. NO HOA! Move-in ready and close to bases, interstates, shopping, and restaurants. Schedule your showing today!

2924 Taylor Road, Chesapeake

900 Golden Cypress Court, Chesapeake
$425,000
5 Beds ⋅ 2 Baths ⋅ 10653879 MLS
Tucked at the end of a quiet cul-de-sac in the heart of Greenbrier, one of Chesapeake’s most desirable areas, with easy interstate access to everything! Situated on a large 11,327 sq ft lot, this home features a fenced backyard, large shed, firepit, front & rear decks, mature cypress tree & Japanese maple. Inside offers an open-concept layout, luxury vinyl tile, built-in entertainment cabinet & spacious primary bedroom (15’3”x19’) with large walk-in closet. Kitchen features double oven, new 36” SS gas cooktop, glass electric cooktop, new SS refrigerator & dishwasher. Updates include new roof, siding, carpet, blinds & 3/4-glass front door. Additional features include 2 hotel-style shower valves, 2 commercial thermostats, hot water recirculating pump & laundry room with deep sink. Heated & cooled 2-car garage includes workbench & extensive cabinetry, plus 4 off-street parking spaces and a beautifully landscaped yard.

900 Golden Cypress Court, Chesapeake

415 Prince Phillip Court, Chesapeake
$409,000
3 Beds ⋅ 2.1 Baths ⋅ 10654072 MLS
Welcome to this spacious 3-bedroom, 2.5-bath split-level condo in a great Chesapeake location near Oak Grove Park, the hospital, shopping, and interstate access. The mid-level foyer leads to the lower level, featuring a comfortable sitting room with a fireplace, access to the back deck and fenced backyard, a utility closet, two bedrooms with large closets, full hall bathroom, and access to the attached 2-car garage with a convenient garage door opener. Upstairs, the updated kitchen offers stainless steel appliances, a pantry, bar, and breakfast area with bench seating, along with a fireplace and built-in storage. The upper-level living room provides additional space for relaxing or entertaining. The spacious primary suite features a walk-in closet and ensuite bathroom with a granite vanity, built-in makeup table, jetted tub, separate shower, and water closet.

415 Prince Phillip Court, Chesapeake

2216 Hampton Roads Parkway, Chesapeake
$525,000
4 Beds ⋅ 2.1 Baths ⋅ 10654089 MLS
Located in the highly sought-after Jolliff Landing neighborhood of Western Branch, this like-new home has tons to offer! Backing to a protected preserve, you’ll have added privacy with no future construction behind you. Featuring an open floor plan with a versatile bonus/flex room and beautiful LVP flooring throughout the main living areas. The gourmet kitchen is equipped with stainless steel appliances, a gas range, quartz countertops, and a custom tile backsplash. A large center island makes entertaining easy, while the cozy gas fireplace adds warmth and charm to the living space. Additional upgrades include smart blinds, smart ceiling lighting in the living room, and an updated primary walk-in shower with a glass door. The community provides amenities such as a pool, walking trails, parks and plazas with outdoor seating, a playground, natural preservation areas, and a state-of-the-art clubhouse with kitchen, conference room, and fitness center. New construction without the wait! Schedule your showing today!

2216 Hampton Roads Parkway, Chesapeake

913 Brenner Road, Chesapeake
$625,000
4 Beds ⋅ 2.1 Baths ⋅ 10653790 MLS
Gorgeous and nearly new, this 4 BR 2.5 Bath bath Single-Family Home~(the Becker model) offers the community’s most spacious floor plan and is situated on an exceptionally large corner lot—the largest in the development. An inviting covered front porch welcomes you into a well-designed layout that flows beautifully from room to room, with tasteful color choices and meticulous upkeep creating a polished, move-in-ready feel throughout.The impressive Chef’s kitchen is highlighted by an oversized center island, beautiful countertops, stainless steel appliances, and soft-close cabinetry. The kitchen opens naturally to the main living area, creating a comfortable and inviting space for everyday living and entertaining.Upstairs, the spacious Primary Suite features a Huge Walk-in Closet, an additional closet, Private bath with dual sinks. 3 additional Bedrooms offer plenty of flexibility for family, guests, or a home office.Fully fenced yard & 2-car garage provides plenty of parking & storage!

913 Brenner Road, Chesapeake

4504 Greendell Road, Chesapeake
$335,000
3 Beds ⋅ 1.1 Baths ⋅ 10654025 MLS
Make this your first stop! This beautifully maintained brick ranch in Western Branch offers the perfect combination of comfort, functionality, and outdoor living. Featuring 3 bedrooms, 1.5 bathrooms, spacious living areas, and a well-appointed kitchen, this home is move-in ready and has been exceptionally cared for by its owners. The open layout creates a great flow for everyday living and entertaining, while the large family room provides plenty of space to gather with family and friends. Major improvements include an encapsulated crawl space, whole-house generator system, and a backyard oasis complete with an above-ground pool. The oversized backyard offers plenty of room to relax, entertain, or enjoy outdoor activities. With pride of ownership evident throughout and desirable features that are hard to find, this is a home you'll want to see in person!

4504 Greendell Road, Chesapeake

1118 Commerce Avenue, Chesapeake
$389,800
4 Beds ⋅ 3 Baths ⋅ 10653792 MLS
*****Seller offering up to 6% in closing cost assistance, subject to buyer's loan program, lender approval, and allowable closing costs.***** Located in the heart of Chesapeake’s South Norfolk community, this well-maintained residence offers 4 bedrooms and 3 full bathrooms, giving you plenty of space whether you need room for guests, hobbies, or simply a place to hide from laundry you meant to fold. The home features a spacious layout with thoughtfully designed rooms throughout. The downstairs bedroom includes newly installed LVP flooring (2026) and a walk-in closet — storage, organization, or pretending you’re in a dramatic movie scene while picking out an outfit. Upstairs, you’ll find carpeted bedrooms, including a primary suite with its own walk-in closet (because one walk-in is never enough). Enjoy easy access to downtown Norfolk, major shipyards, and nearby interstates, making commutes simple and efficient. This inviting property is ready to welcome its next owner.Come see this gem and explore all it has to offer ---your future self might thank you for it!

1118 Commerce Avenue, Chesapeake

2949 Prince Of Wales Drive, Chesapeake
$539,000
5 Beds ⋅ 2.1 Baths ⋅ 10653953 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, Chesapeake

100 Alice Street, Chesapeake
$369,000
4 Beds ⋅ 2.1 Baths ⋅ 10653943 MLS
Welcome Home to Deep Creek! This beautifully renovated brick ranch offers 4 bedrooms, 2.5 baths, and an impressive list of brand-new updates. Step inside to discover brand-new gray carpet and luxury vinyl flooring throughout, complemented by fresh finishes that give the home a clean, modern feel. The updated kitchen features brand-new white cabinetry, a center island, granite countertops, and stainless steel appliances, creating a functional space for everyday living and entertaining. Both full bathrooms have been refreshed with brand-new ceramic marble tile in the showers for a polished, spa-inspired touch. And the updates continue beyond the interior! This home features a brand-new roof, HVAC system, and water heater, offering peace of mind for years to come. With two front and two back entry points, the layout also provides added flexibility for how you enter and use the home. Located in the desirable Deep Creek subdivision and just moments from the Gilmerton Bridge, this home offers convenient access to surrounding areas while providing the space and comfort of a brick ranch-style home. Four bedrooms. Two and a half baths. Brand-new major systems and finishes. Move-in ready. Come see all this home has to offer!

100 Alice Street, Chesapeake

302 Honey Locust Way Way, Chesapeake
$650,000
4 Beds ⋅ 2.2 Baths ⋅ 10653782 MLS
Former Home-A-Rama award-winning home with character you simply don't find every day. Tucked away on a .43-acre cul-de-sac lot, this 3-story Victorian-style home offers approximately 3,100 sq. ft. of living space and a wrap-around porch. Inside you'll find hardwood floors, generous living and dining spaces, custom details, two fireplaces and two staircases. The gourmet kitchen features quartz countertops, black stainless appliances, custom cabinetry, island and pantry. Spacious bedrooms lead to an impressive primary suite with walk-in closet, ensuite bath and fireplace. A third-level bonus space offers flexibility for an office, study or workout room. Outside, an in-ground saltwater pool, multi-level deck, gazebo, fire pit and expansive backyard create a setting for entertaining or relaxing. A truly unique home ready for its next chapter!

302 Honey Locust Way Way, Chesapeake

808 Bay Laurel Court, Chesapeake
$634,000
4 Beds ⋅ 3.1 Baths ⋅ 10653860 MLS
Welcome home to this beautiful brick home, ideally situated on a large corner lot in a cul-de-sac in Chesapeake’s desirable Cedarwood community. Offering more than 3,000 square feet, this move-in-ready home features an open, light-filled floor plan with tall ceilings and gorgeous wood flooring. The spacious kitchen flows seamlessly into the living area, creating the perfect setting for entertaining. Relax beside the wood-burning fireplace surrounded by charming built-in shelving, or enjoy the backyard with its generous deck, gazebo and delightful garden house. Two primary bedrooms with private full baths provide wonderful flexibility for guests or multigenerational living. Other highlights include updated bathrooms, upgraded windows and architectural shingles. New refrigerator installed in 2026. All appliances convey. A two-car attached garage and additional street parking, conveniently located near shopping, dining and sought-after Chesapeake schools. Schedule your private tour today!

808 Bay Laurel Court, 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.