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5101 Annapolis Drive, West Chesapeake
$569,999
4 Beds ⋅ 2.1 Baths ⋅ 10625759 MLS
Absolutely stunning home located on a corner lot in the highly desirable Jolliff Landing neighborhood! This beautifully maintained, only two-year-old home offers over 2,400 square feet of thoughtfully designed living space with 4 spacious bedrooms, 2.5 baths, and a large 2-car garage. The first floor features durable LVP flooring throughout and includes a private home office, an impressive mud room, a convenient half bath, and a separate laundry room. The inviting family room with a gas fireplace flows seamlessly into the amazing eat-in kitchen complete with quartz countertops, upgraded finishes, and plenty of space for entertaining. Upstairs, you’ll find four generously sized bedrooms and two full baths. Plush carpet runs throughout the bedrooms and hallway, creating a comfortable and cozy retreat. Enjoy all the benefits of new construction without the wait or hassle of building! This home is loaded with countless upgrades and has been meticulously cared for. This one is a must see!

5101 Annapolis Drive, West Chesapeake

2215 Edwin Drive, South Chesapeake
$569,990
3 Beds ⋅ 3 Baths ⋅ 10633649 MLS
JUNE MOVE-IN! Welcome to The Charleston at Retreat at Edinburgh—a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more—all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections.

2215 Edwin Drive, South Chesapeake

2210 Edwin Drive, South Chesapeake
$569,990
3 Beds ⋅ 3 Baths ⋅ 10585397 MLS
READY NOW! Welcome to The Charleston at Retreat at Edinburgh—a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more—all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections.

2210 Edwin Drive, South Chesapeake

1302 Sasparilla Court, South Chesapeake
$569,900
4 Beds ⋅ 2.1 Baths ⋅ 10638016 MLS
Come Home SWEET Home to this 2500 Sq Ft 4 Bedroom, 2 1/2 Bath Jewel centrally located in Greenbrier! * BONUS: NO HOA!* Modern Styling includes Beautiful Bamboo floors, Granite countertops, subway tile and upgraded appliances in the Kitchen, and significant Bathroom renovations. Full Laundry/Mud Room with Utility Sink! You will also be AMAZED at the Incredible amount of Storage Space thru-out.. Walk-in PBR Closet AND Walk-in Attic, PLUS 720+ sq ft in the OVERSIZED, Side-load, 2-Car Garage with High Ceilings to boot! HVAC and Windows installed NEW in 2022! HUGE, Above-ground POOL (New Motor 2024, Liner 2025) is OPEN and ready for a COOL DIP just in time for Summer! Plenty of Room still in the Back Yard Oasis for Entertaining on the Large Deck with Pergola and even MORE Grassy recreational space in the .37 Acre Lot in Greenbrier on a Cul-de-sac! Come and SEE for Yourself!

1302 Sasparilla Court, South Chesapeake

314 Middleton Way, South Chesapeake
$569,900
4 Beds ⋅ 3.1 Baths ⋅ 10630426 MLS
Move-in ready 4-bedroom, 3.5 bath home located in sought-after Hickory Manor. Built in 2021, this well-maintained home offers a bright, open concept layout with quartz countertops and spacious living areas, ready for everyday living and entertaining. Features include dual primary suites, one on the first floor and one upstairs, offering flexible living options, along with generously sized bedrooms andample closet space throughout. Enjoy low-maintenance living with front- and side-yard landscaping included, plus access to community amenities such as a clubhouse, fitness center, pool, playground,walking trails, and lakes. The fenced rear patio provides a private outdoor space for relaxing or entertaining, all conveniently located near shopping, dining, and major commuting routes

314 Middleton Way, South Chesapeake

1922 Bexley Lane, South Chesapeake
$569,900
4 Beds ⋅ 2.1 Baths ⋅ 10603871 MLS
Welcome to 1922 Bexley Lane – a move-in-ready, spacious, true 4-bedroom home with an extra flex room perfect for an office, playroom, or study! Built in 2019, this bright, open-concept beauty features newer, meticulously maintained appliances and seamless flow from front to back. Enjoy soaring vaulted ceilings in the primary and a secondary bedroom. The backyard is the perfect space for outdoor playsets, pets, or patio dinners- without the extra work! Nestled in a condo community that takes care of all front & side yard landscaping and grants access to the pool, clubhouse, gym, and park! Hickory zoned schools and minutes from shopping, dining, trails, bases & more – this home checks all the boxes

1922 Bexley Lane, South Chesapeake

958 Olmstead Street, South Chesapeake
$569,900
5 Beds ⋅ 3 Baths ⋅ 10599183 MLS
See this like-new home today, located in the sought-after Culpepper Landing area. The charming community with resort-style amenities include: a clubhouse, outdoor pool, fitness center, walking trails, playgrounds, dog park, community garden, social events, and more! Built just four years ago, this home offers peace of mind with newer major systems. It features 5 beds+ a large bonus area that doubles as an office, playroom, etc. First-floor bedroom & full bath; spacious foyer, open floor plan - great for entertaining. The kitchen has a large island, upgraded finishes, abundant cabinet and counter space, and a sit-down dining area. Upstairs find spacious bedrooms, walk-in closets, large bathrooms, double vanity sinks, and a walk-in laundry room - truly a sight to see! The yard is just the right size for children and smaller-medium pets; enjoy the sun and cool evenings on the front or back porch. Blend comfort, style, and functionality here. Welcome to luxury living! Schedule today!

958 Olmstead Street, South Chesapeake

713 Flatrock Lane, South Chesapeake
$569,073
4 Beds ⋅ 2.1 Baths ⋅ 10617476 MLS
Under construction End Unit 2 story townhome condo w/two car front load garage in a 3 unit building! Luxury LVP, wood steps,1st flr:Open floor plan, Kitchen GE Matt White appliances w/refrigerator,Kohler white porcelain sink,pantry,center island w/shiplap,Midnight Blue Cabinets,Champagne fixtures,dining area, living room w/ linear fireplace w/shiplap, covered side entry w/mudroom and 1/2 bath,covered back patio. 2nd flr: Primary w/ceramic floor & shower-2 shower heads,dual sinks, 2 closets, 2 br's & full bath, linen closet, laundry. Quartz tops kitch&all baths, covered entry, Large fenced backyard. Wood shelving all closets.Pet Friendly. Quiet easy lifestyle with the comfort of quality construction & name brand building materials including James Hardie Fire Retardant Fiber Cement Board. Builder 2-10 home warranty, master insurance, trash pick up, private streets, city water/sewer, guest parking, multipurpose trails with lake and fountain. Central Greenbrier location. Only 56 homes.

713 Flatrock Lane, South Chesapeake

1045 Winchester Way, South Chesapeake
$569,000
4 Beds ⋅ 2.1 Baths ⋅ 10645167 MLS
Beautifully updated and impeccably maintained, this exceptional 4BR/2.5BA home offers thoughtfully designed living space in the highly sought-after Kemp Woods neighborhood of Chesapeake. Nestled on a quiet, tree-lined street, this move-in ready home perfectly blends timeless elegance, quality craftsmanship, & modern updates. Step inside to an inviting floor plan filled with natural light, with rich hardwood flooring, elegant plantation shutters, and spacious living areas. Gourmet kitchen is designed to impress, featuring tall cabinetry, built-in appliances, abundant counter space, & oversized breakfast area surrounded by windows that fill the space with natural light. Spacious primary suite is a true private retreat, complete with large walk-in closet & stunning, spa-inspired ensuite featuring beautifully tiled, oversized frameless glass walk-in shower, dual vanity, designer lighting, & luxurious finishes that create a resort-like experience at home. 3 additional generously sized bedrooms. Seamlessly extending the living space outdoors, both the family room and breakfast area open to an expansive multi-level deck overlooking the private backyard. Designed for entertaining and everyday enjoyment, this outdoor retreat offers oversized deck and a hot tub—perfect for summer gatherings, peaceful evenings, or relaxing under the stars. Major improvements provide exceptional peace of mind, including a roof, two-zone HVAC system, & numerous updates completed within the last 5 years, allowing the next owner to simply move in and enjoy. Conveniently located just minutes from Greenbrier’s premier shopping, dining, entertainment, parks, hospitals, and major commuter routes including I-64, this home offers the perfect balance of convenience and the quiet charm of one of Chesapeake’s most established and desirable neighborhoods. Some photos were virtually staged or digitally enhanced for marketing purposes to help buyers visualize the property’s potential. Schedule your showing today to make this house YOUR HOME!!

1045 Winchester Way, South Chesapeake

3412 Albury Ct, West Chesapeake
$569,000
4 Beds ⋅ 2.1 Baths ⋅ 10620139 MLS
Welcome to 3412 Albury Court, a striking 4BD/2.5BA residence perfectly positioned on a quiet cul-de-sac in the Western Branch area of Chesapeake. An elegant foyer greets you, opening to a formal dining room & a light-filled living area. The heart of the home is an expansive family room featuring a cozy gas fireplace & soaring ceilings. The adjacent eat-in kitchen comes fully equipped with a gas stove, stainless steel appliances, and a walk-in pantry. The main level provides a dedicated laundry room and a half-bath. Upstairs, a versatile landing offers space for a home office or reading nook. The primary suite serves as a spacious retreat with dual closets and an ensuite bathroom featuring new custom tile work, a soaking tub, & double vanities. Three additional large bedrooms offer generous proportions, including a substantial fourth bedroom over the two-car garage. A large deck overlooks the backyard, includes playset. New roof installed in 2025. This home is ready for you!

3412 Albury Ct, West Chesapeake

928 Scenic Boulevard, South Chesapeake
$569,000
5 Beds ⋅ 3 Baths ⋅ 10615192 MLS
Set your eyes on a serene 1+ acre lot that stretches beyond the fenced yard into peaceful woods.This gorgeous home blends modern comfort with tranquil rural feel.Step inside to find wood-like laminate floors,updated kitchen which is both stylish and functional featuring granite countertops,ceremic tile flooring,stainless steel appliances,rich wood cabinetry,& butlers pantry. The kitchen opens seamlessly to the cozy family room with a electric fireplace great for relaxing evenings. The front room would serve as a great home office,library or for guests. A 1st floor bedroom and full bath adds convenience and versatility. Upstairs,the primary suite includes a massive walk in closet with direct access to generous attic storage. Outdoor living is equally inviting with the screened in porch overlooking the expansive wooded yard,and play area. Added features include a generator hook up at the electrical panel,a grinder pump connection to city sewer,& reverse osmosis water treatment system.

928 Scenic Boulevard, South Chesapeake

4105 Margaret Ann Court, West Chesapeake
$567,900
4 Beds ⋅ 2.1 Baths ⋅ 10640809 MLS
Welcome home! Come view this beautiful 4-bedroom, 2.5-bath brick home is nestled in a highly attractive neighborhood. Priced to make it your own!! Inside, you’ll find a spacious family room with a cozy gas fireplace, a large primary bedroom with ensuite, featuring tiled shower. Plantation shutters throughout. The large kitchen offers an island and plenty of storage and room for cooking & entertaining. A versatile room over the garage, provides the flexibility you need for a home office, playroom, or guest space. Step outside to enjoy your private backyard oasis, complete with a full privacy fence, a saltwater pool, and low-maintenance Trex decking—great for gatherings or quiet afternoons at home. A detached garage with electricity adds convenience and additional storage. This home truly has it all—space, comfort, and great outdoor living in a fantastic location! No HOA!

4105 Margaret Ann Court, West Chesapeake

1503 Mulligan Court, South Chesapeake
$567,000
4 Beds ⋅ 2.1 Baths ⋅ 10620957 MLS
Rare opportunity to own one of the largest true waterfront lots in Eagle Pointe, Chesapeake’s premier 55+ gated community. This 4-bedroom, 2.5-bath home offers 2,604 sq ft and direct pond views with an expansive backyard setting rarely available in this neighborhood. Featuring two first-floor bedrooms, including a spacious primary suite with soaking tub, dual vanities, and separate shower, this floor plan is highly sought after. The completely renovated kitchen is a showpiece with new cabinetry, quartz countertops, designer hood, and elevated finishes, flowing seamlessly into a light-filled sunroom overlooking the water. Upstairs offers additional bedrooms and a versatile loft. Enjoy your private patio and full access to The Bay Club’s indoor/outdoor pools, fitness center, clubhouse, and social activities. Waterfront homes on lots this size in Eagle Pointe are few and far between.

1503 Mulligan Court, South Chesapeake

828 Woodstream Way, South Chesapeake
$566,984
4 Beds ⋅ 2.1 Baths ⋅ 10603660 MLS
Welcome to this beautifully maintained home in the sought-after Hickory High School district of Chesapeake. Recent updates provide peace of mind, clear termite and moisture inspection, a brand-new roof (2025), (2024) water heater. Fresh interior cleaning, and newly painted front and back decks. Inside, the home features durable LVP flooring throughout, updated windows, and all stainless steel appliances that complement the modern kitchen. A newer washer and dryer are also included for added convenience. The outdoor living space is enhanced with refreshed landscaping, a charming pergola, and spacious decks great for entertaining or relaxing. Move-in ready and thoughtfully updated, this property combines comfort, style, and location in one incredible package.

828 Woodstream Way, South Chesapeake

2227 Captiva Lane, West Chesapeake
$566,230
4 Beds ⋅ 2 Baths ⋅ 10579764 MLS
Welcome to The Dogwood, our most popular ranch model! This highly desired floor plan offers 4 bedrooms, 2 baths, and 2335 sq ft. Perfect first home or forever home! The Estates at Jolliff Landing is a charming neighborhood boasting single-family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, a community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. There is truly no better place to feel at home in a floor plan that has all your needs in an exciting new home community! Model Home Open 12-5 PM Daily at 5023 Annapolis, Chesapeake, VA 23321. Builder is offering partial CCA & $15,000 buyer incentive (used at buyer's discretion) when using one of our preferred lenders.

2227 Captiva Lane, West Chesapeake

909 Jennings Lane, South Chesapeake
$565,180
3 Beds ⋅ 3.1 Baths ⋅ 10601049 MLS
LIGHT AND BRIGHT END HOME! UPGRADES GALORE! Under construction with early 2026 delivery. Built by award-winning builder. Stunning home w/curated features uniquely designed in this home. Extensive Mohawk flooring through mid-level with Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9' First & Third Floors, 2-zone HVAC w/thermostat on each floor. Primary bedroom with Walk-in CLOSETS and spa ensuite Bath. Custom stair rail with 42" treads. Second Petite Suite with ensuite and large walk in and HUGE laundry room w/Linen closet. First floor bedroom with ensuite bath! Oversized 10'x19' covered porch with Trex decking, 2-car garage, Tankless Water Heater - and more! LOW $95 condo fee w/Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance..ready for easy living! Legacy is waiting or you!

909 Jennings Lane, South Chesapeake

213 Britwell Drive, South Chesapeake
$565,000
4 Beds ⋅ 3 Baths ⋅ 10650209 MLS
An incredible opportunity to own right in the heart of Great Bridge. This property has many standout features. Enjoy 300 amp service to the home and 50 amp service to the side driveway. Bring your recreation vehicles with ease! The luxury of two primary bedrooms, offering room for multigenerational living or a guest retreat. Check out the additional garage with endless possibilities. Workshop, mancave, home gym, extra storage. 2 Hot water heaters - 2018.2 driveways, far right 50 amp service. Home is wired for 300 amp service. Dehumidified & Vapor Barrier in crawl.2 year old gas pack. Exterior doors & Anderson sliding glass door - 2023A home offering this combination of space, flexibility, parking, and electrical capacity is a rare find.

213 Britwell Drive, South Chesapeake

240 Hurdle Drive, South Chesapeake
$565,000
4 Beds ⋅ 2.1 Baths ⋅ 10645253 MLS
Move in ready and less than 5 years old with impressive builder upgrades. The gourmet kitchen boasts of high-end appliances including induction stovetop, wine fridge and huge walk-in pantry. This kitchen features elegant quartz countertops, artistic backsplash with large bar area completely open to living area with fireplace. A luxurious primary suite with spa inspired bath features huge shower and quartz vanity. A tasteful neutral palate with wide planked flooring and tons of natural light throughout the home. Enjoy almost half acre fenced in backyard wired for 50 amps and home is plumbed for gas. Conveniently located near dining, shopping , military bases and interstates. Schedule your showing today to make this wonderful house YOUR HOME! Seller will consider closing cost assistance with full price offer.

240 Hurdle Drive, South Chesapeake

1217 Willow Lakes Court, West Chesapeake
$565,000
4 Beds ⋅ 3 Baths ⋅ 10644284 MLS
Immaculate, move-in ready 4BR/3BA ranch nestled on a quiet cul-de-sac offers a perfect blend of comfort & functionality with an open floor plan and easy one level living! Rare in-law suite is great for multigenerational living, guests, or private home office. Spacious living area opens to kitchen with large island and new appliances! Primary Bedroom offers walk-in closet, ensuite with double sinks with shower & soaking tub! Relaxing screen porch overlooks peaceful, private backyard & patio is ready for summer cookouts! Peace of mind with upgraded appliances, water heater, and HVAC components being replaced within past 3 years! Pride of ownership shines throughout! Outside bonus features extended parking pad for RV, boats, etc...Combining immaculate condition, flexible living spaces, and desirable private setting, this beauty is a rare find! Conveniently located minutes to 664 for easy access to all of Hampton Roads with nearby dining, shopping, Western Branch schools!

1217 Willow Lakes Court, West Chesapeake

2825 Ridgeboard Place, South Chesapeake
$565,000
5 Beds ⋅ 2.1 Baths ⋅ 10625792 MLS
Welcome to this beautiful 5 bedroom home located in the highly sought after Grassfield school district. Nestled on a quiet cul de sac, this charming blue home offers great curb appeal with vinyl siding installed just 4 years ago. Inside you are welcomed with an abundance of natural light and a bright, inviting layout. The home has been thoughtfully updated and is completely move in ready for its next owners. With five spacious bedrooms and a large room over the garage, there is plenty of space for everyone whether you need extra bedrooms, a home office, playroom, or bonus living area. Conveniently located near shopping, dining, and major commuter routes while still enjoying the privacy of a cul de sac setting. This home offers space, updates, and location all in one.

2825 Ridgeboard Place, South Chesapeake

270 Carawan Lane, South Chesapeake
$565,000
4 Beds ⋅ 2.1 Baths ⋅ 10624855 MLS
Step into modern luxury in this stunning 4-bedroom, 2.5-bathroom home, where 2007 architecture meets a complete, top-to-bottom renovation. No detail was spared in this transformation, offering the perfect blend of established structure and high-end finishes. At the heart of the home, a gourmet chef’s kitchen shines with premium Cafe appliances, custom cabinetry, and sleek stone countertops.The spacious primary suite serves as a private sanctuary, featuring a spa-inspired ensuite with slate tiling and contemporary fixtures.From the Trex decking to the electric car charger, every inch of this residence has been reimagined for the sophisticated buyer. Move-in ready with new paint & carpet, on a quiet street, this better than new home delivers the ultimate turn-key lifestyle in a prime location. All Great Bridge Schools and quick access to the 168 bypass, this well priced home won't last!

270 Carawan Lane, South 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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