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$410,000
3 Beds 2.1 Baths 10643082 MLS
Welcome to this spacious 3-bedroom, 2.5-bath home offering over 1,900 square feet of comfortable living in the heart of Chesapeake's desirable Greenbrier area. The thoughtfully designed floor plan features generous living spaces, a welcoming great room with a fireplace, and an updated kitchen with beautiful quartz countertops that continue into the bathrooms for a cohesive, modern look. Step outside to enjoy the stamped concrete patio, added in 2021, providing the perfect space for relaxing or entertaining. Additional updates include a new HVAC system (2018), refrigerator (2024), and dryer (2026), offering peace of mind for years to come. Conveniently located within driving distance of shopping, dining, parks, Greenbrier's business district, major interstates, and military bases, this well-maintained home is ready for its next owner.

640 Sweet Leaf Place, South Chesapeake

$330,000
3 Beds 2.1 Baths 10643331 MLS
Seller is offering $5,000 toward the buyer’s closing costs with acceptable offer! Welcome to this beautifully maintained 3-bdrm, 2.5-bath townhome built in 2020, offering the perfect blend of style, comfort, and low-maintenance living. The open-concept floor plan features a spacious kitchen w/ granite countertops, a walk-in pantry, & plenty of cabinet space, flowing seamlessly into the living and dining areas—well-suited for everyday living & entertaining. Upstairs, you’ll find a generous primary suite w/ a private bath, along with 2 additional bedrooms & a full bath. Go outside to enjoy the private rear deck, great for relaxing after a long day. Condo fees include water, sewer, trash, grounds maintenance, and playground access, making homeownership even more convenient. Ideally located near military bases, shopping, dining, and major highways, this move-in ready home offers exceptional value in the heart of Chesapeake. Take advantage of the $5,000 seller concession & schedule your private showing today!

2833 Estella Way, Central Chesapeake

$524,900
3 Beds 2.1 Baths 10643243 MLS
Beautifully maintained 55+ condominium in the desirable Greenbrier area. Built by Stephen Alexander Homes, this elegant residence blends historically inspired architecture with timeless craftsmanship, featuring 10-foot ceilings, transom windows, custom crown moulding and trim work, and hardwood floors. Offering 3 bedrooms plus a spacious room over the garage, this home provides exceptional flexibility for guests, hobbies, or a home office. The gourmet kitchen with double ovens is designed for everyday living and entertaining. An interior private elevator provides effortless access to both levels. Additional features include an attached two car garage with overhead storage and utility sink, brand-new dual-zone HVAC, a Rinnai tankless water heater, and a freshly painted exterior. Relax on the spacious front porch or entertain on the private tiled patio with a SunSetter retractable awning. Whole-house audio and family room surround sound add comfort and ambiance throughout. Move in ready!

1016 Briars Landing Landing, South Chesapeake

$615,000
3 Beds 3 Baths 10643157 MLS
This beautifully updated brick home combines comfort, functionality, and style with flexible spaces designed for modern living. At the heart of the home, the stunning kitchen features a custom island perfect for gathering, entertaining, and everyday life. Spacious bedrooms, versatile living areas, and an expansive sunroom provide plenty of room to spread out, with ideal spaces for a home office, virtual learning, hobbies, or creative pursuits. A true standout feature is the oversized two-car garage/workshop, complete with a full bath and approximately 780 square feet of unfinished space above—offering endless possibilities for guest accommodations, a studio, home gym, office, or additional storage. Step outside to enjoy beautifully landscaped grounds, custom decking, and an inviting patio designed for entertaining. A charming custom she-shed adds even more versatility, along with an additional flex space inside the home. Thoughtful updates throughout and adaptable spaces are a win!

103 Ashley Road, South Chesapeake

$999,985
6 Beds 4 Baths 10642034 MLS
This gorgeous home can be your "White-House"!! Step into this ALL-White brick 2-story contemporary home with front porch, arches and large foyer, and be ready to fall in love! The backyard is a private oasis with trees, pond and flowing fountain. Enjoy the serenity of nature, including the blue herons, egrets, ducks and more, as you sip your morning coffee or have dinner on the patio. As you enter the first-floor foyer, notice the large formal dining room on the left that is perfect for entertainment, an archway to the 2 first-floor bedrooms (one currently being used as an office), full bath with shower and another archway to the large familyroom with gas fireplace. You will be excited by the huge open kitchen with granite counters, an oversized island, eat-in area and pantry. Also, on the first level is an archway inset that holds the Stiltz-Lift (elevator). Either take the wooden stairs with wrought-iron railings or the Stiltz to the 2nd level. Upstairs are the Primary bedroom with extra-large walk-in closet and an incredible ensuite bath, complete with 2 sinks, large, deep soaking tub, 5 x 4 ft shower with rainfall head and sit-down area. The primary bedroom has a gas fireplace and a wall of glass windows and french doors that lead to the Juliet balcony. A separate laundry room, three other bedrooms and 2 full bathrooms provide the space for family and friends to come and visit. BUT, there's more to complete the 2nd floor. Check-out the theater/game room (great for entertainment) and additional wrought-iron railings that overlook the stairs, foyer area and lead to the Stiltz lift doorway. The extra-large 3-car garage has enough room for your cars or anything else. BUT there's more!! YES, then there's the backyard oasis! Well, you'll just have to see it for yourself. This home is convenient to shops, restaurants, malls, stores, Greenbrier Country club, banks, parks, interstate, university and so much more!

1324 Simon Drive, South Chesapeake

$499,900
4 Beds 2.1 Baths 10642834 MLS
This home is a Wellspring gem with valuable upgrades. The front lawn and spacious 2 car garage create a warm and inviting first impression. Inside, the thoughtfully designed first floor offers multiple living spaces including a formal living room, dining room, eat in kitchen and cozy den featuring a gas fireplace. A convenient half bath makes everyday living and entertaining a breeze. Upstairs has four generously sized bedrooms including a primary suite with vaulted ceilings. Throughout the home, you'll appreciate having no carpet and LVP in every bedroom. The deck right outside the patio door is superb for hosting, overlooking an expansive newly fenced backyard with endless possibilities for play, gardening, pets or outdoor gatherings. A storage shed provides additional space for tools and equipment. TESLA EV charger conveys. Loan is assumable.

405 S Monterey Drive, South Chesapeake

$260,000
3 Beds 2 Baths 10642754 MLS
Layout & Design: This highly desirable corner unit boasts extra windows that fill the space with abundant natural light. The single-story, zero-stair design ensures easy accessibility throughout.Kitchen & Appliances: The bright kitchen features ample counter space and includes a complete suite of appliances in great condition (refrigerator, stove, dishwasher, and microwave).Outdoor Living: Step out onto your private, low-maintenance patio—the perfect spot to enjoy your morning coffee or relax in the fresh air.Storage Solutions: No need to compromise on space; the unit includes a dedicated outdoor storage shed for safely stowing bikes, gardening tools, and beach gear.Comfort & Convenience: Includes full size washer and dryer and year-round climate control.

4605 Woodmark Trail, West Chesapeake

$950,000
5 Beds 4 Baths 10642562 MLS
Welcome to your own private backyard retreat! This beautifully updated home offers the perfect blend of stylish interior living and incredible outdoor entertaining. Step outside to a true backyard oasis featuring a stunning 6-foot in-ground pool with a new liner and pump, a covered lounge area, outdoor fire pit, built-in bar, outdoor kitchen with grill, and plenty of space to host family and friends all season long. A screened porch conveniently connects the outdoor living space to the home, creating seamless indoor-outdoor living. Inside, the nearly renovated kitchen is the heart of the home, showcasing gorgeous marble countertops, a spacious center island, all LG appliances, bar-height seating, and a built-in desk area great for working from home or everyday organization. The open-concept design flows effortlessly into the inviting living room, making entertaining easy. Upstairs, you'll find generously sized bedrooms with abundant closet space, including a spacious room over the garage that offers endless possibilities for a media room, playroom, guest suite, or home office. The luxurious primary suite is a true retreat, featuring a cozy sitting area with its own fireplace, an oversized walk-in closet, and a beautifully appointed en-suite bath complete with dual-height vanities, a private water closet, soaking tub, and separate walk-in shower. Light wood-look luxury vinyl plank flooring adds warmth and elegance throughout the main living areas, while plush carpeting creates comfort upstairs. Thoughtfully updated and impeccably maintained, this home offers the perfect combination of comfort, style, and resort-style outdoor living. Don't miss the opportunity to make this exceptional property your next home!

129 Greengable Way, South Chesapeake

$499,000
4 Beds 2.1 Baths 10642093 MLS
This beautiful home features a spacious floor plan designed for comfortable everyday living and effortless entertaining. The main level showcases an updated kitchen, beautiful hardwood floors in the main living areas, a tiled hallway, powder room, kitchen, and an oversized laundry room for added convenience. Upstairs, you'll find four generously sized bedrooms. The finished room over the garage offers exceptional flexibility and can easily serve as a fourth bedroom, game room, media room, home office, or playroom to suit your needs. Step outside to a large, fully fenced backyard featuring an expansive deck that's perfect for cookouts, outdoor dining, and entertaining. With plenty of room for kids and pets to play, this backyard is the ideal setting for relaxing, gathering with friends, and creating lasting memories.Centrally located, this home is just minutes from Greenbrier Mall, major interstates, Chesapeake Regional Medical Center, shopping, dining, and everyday conveniences. Combining space, versatility, and an unbeatable location, this move-in ready home is ready to welcome its next owners. Schedule your private tour today!

1028 Austin Drive, South Chesapeake

$535,000
4 Beds 2 Baths 10642565 MLS
Welcome to this charming brick-front ranch offering 3 bedrooms plus a spacious room over the garage that can serve as a fourth bedroom, home office, hobby room, or flexible living space. Situated on just under an acre, this property provides an expansive backyard with plenty of room to enjoy outdoor activities, gardening, or simply relaxing.Unwind on the inviting front porch or entertain on the large composite back deck overlooking the generous outdoor space. Inside, the open-concept kitchen and family room create a comfortable gathering area, while the formal living and dining rooms provide additional space for entertaining or everyday living. The attached garage is equipped with a mini-split system, offering year-round comfort and added versatility for a workshop, home gym, studio, or other uses. With its spacious layout, flexible living areas, and expansive lot, this home offers a wonderful blend of comfort, functionality, and outdoor enjoyment. 2024 Gutter shudder gutters, 2022 closed crawl dehumidification system/polly vapor barrier system. 2019 Trane a/c unit, upgraded w/trane clean air effects package w/reme halo bacteria eliminator & ac duct work. 2025 Landscape lighting.

940 Saddleback Trail, South Chesapeake

$554,500
4 Beds 3.1 Baths 10642380 MLS
Welcome to Miars Farm in sought-after Western Branch! This beautifully maintained 4BR, 3.5BA home offers ~2,500 sq ft of inviting living space on a .25-acre lot with timeless curb appeal and modern farmhouse touches. Enjoy a classic front porch, spacious driveway, and attached garage. Inside, the open layout features a stunning eat-in kitchen with granite countertops, stainless steel appliances, gas cooking, an island seating area, and a sunny breakfast area overlooking the backyard. The family room shines with exposed beams and a cozy fireplace. The vaulted primary suite features a spa-like bath with a soaking tub and a tiled shower. A large FROG/bonus room with a full bath adds flexibility. Step outside to your private fenced yard with a deck, above-ground pool, and storage/workshop shed with electricity. Convenient to schools, shopping, and commuting—this home truly has it all!

3421 Anita Circle, West Chesapeake

$619,900
4 Beds 2.1 Baths 10641071 MLS
Welcome home to this stunning like new construction in the highly sought-after Great Bridge School District! Move-in ready and thoughtfully designed, this beautiful home offers the freedom of no HOA and all the modern finishes today's buyers are looking for.Step inside to discover a bright, open-concept floor plan perfect for both everyday living and entertaining. The spacious first-floor office provides an ideal work-from-home space or flex room to fit your lifestyle. The gourmet kitchen is sure to impress with elegant quartz countertops, a classic subway tile backsplash, white shaker cabinetry, and a full stainless steel appliance package.Throughout the home, crown molding adds a touch of sophistication, while the energy-efficient tankless water heater provides modern convenience. Retreat outdoors to enjoy the fully fenced backyard, perfect for pets, play, or relaxing evenings. Make this home yours today.

1229 Waters Road, South Chesapeake

$975,000
5 Beds 4.2 Baths 10642217 MLS
Experience this exceptional waterfront home, built by Sasser, in person—photos simply can't capture its beauty, scale, or breathtaking setting. From the moment you arrive, you'll be captivated by panoramic views, an abundance of natural light, and picturesque scenery surrounding the home. Inside, you'll find an expansive kitchen designed for gathering, along with the rare convenience of a full bathroom off every bedroom. The first floor features the spacious primary suite with its private bath, as well as an additional bedroom and full bathroom, offering flexible living options. Need more space? The massive attic and storage areas provide incredible potential to be finished into additional living space if desired. Step outside and enjoy everything this property has to offer. Relax on the oversized front porch that wraps around the home, entertain on the expansive rear deck overlooking the water, gather around your private bonfire pit, or stroll down to your private dock just beyond the beautifully landscaped backyard. This is a home that truly must be experienced in person to appreciate everything it has to offer. Schedule your private showing today!

3000 Miars Green, West Chesapeake

$380,000
3 Beds 2.1 Baths 10642194 MLS
Welcome home to this well-maintained 3-bedroom, 2.5-bath home offering comfort, space, and convenience. Enjoy your morning coffee or unwind in the welcoming covered front porch before entering a spacious family room featuring a cozy gas fireplace, for gatherings or quiet evenings at home. The expansive primary suite provides a private retreat with ample space to relax, while the attached garage adds everyday convenience. The spacious backyard features a patio with plenty of room for entertaining, grilling, gardening, or creating your own outdoor oasis. Conveniently located near major interstates, shopping, dining, parks, and recreational amenities, this home is ready for its next owner. Schedule your private showing today!

4267 White Cap Crest, West Chesapeake

$285,000
3 Beds 2.1 Baths 10642346 MLS
Tucked-Away Condo Charm in Western Branch!Located in the back of the community away from the street, this 3-bedroom, 2.5-bath townhome offers 1,703 square feet of comfortable living surrounded by peaceful green space and mature trees. Step inside to an open-concept layout featuring a bright and airy eat-in kitchen with abundant storage, generous counter space, and an oversized pantry — perfect for the home chef. The living room centers around a cozy fireplace and flows out to your private patio with storage, ideal for relaxing or entertaining. A separate dining room offers extra space for meals or the perfect flex room to fit your lifestyle. Upstairs, retreat to the spacious primary suite complete with an en-suite bath featuring a jetted tub, glass shower, and a walk-in closet. Two additional bedrooms offer plenty of room and share a convenient hall bath. Zoned for the Western Branch school district and just minutes from major highways, shopping, and restaurants.

4606 Old Fox Trail, West Chesapeake

$619,900
4 Beds 2.1 Baths 10642204 MLS
Built in 2018 and showing like new, this stunning 4-bedroom home is a must-see! Situated on a beautiful lot backing to a wooded area, the backyard is an entertainer’s dream, featuring a paver patio and an in-ground salt water pool for relaxing or hosting family and friends.The chef’s kitchen opens seamlessly to the spacious family room, creating an ideal layout for everyday living and entertaining. Custom built-ins add both style and functionality, while the mudroom/drop zone provides convenient organization.Upstairs, the versatile loft offers endless possibilities as a sitting area, playroom, home office, or media space. Generously sized bedrooms provide comfort for everyone, and additional features include a whole-house backup generator and a 3-car garage.Meticulously maintained and reflecting true pride of ownership, this exceptional home is ready for its next owners to enjoy.

3637 Kathys Way, South Chesapeake

$935,000
6 Beds 3.1 Baths 10642291 MLS
Welcome to luxury living in Chesapeake's coveted Cahoon Plantation community! This custom brick home was built in 2012. The stunning 6-bedroom home showcases a spacious open-concept design that works for both everyday living & entertaining. The beautifully appointed kitchen flows seamlessly into the main living and dining areas, creating a bright, inviting space filled with natural light & modern elegance. The kitchen offers maple cabinets, range hood, backsplash granite countertops & brand-new matte black Kitchen Aid appliances. The first-floor primary bedroom has an ensuite bathroom w/ shower, soaking tub, dual vanities and large walk-in closet. Upstairs the generously sized bedrooms provide flexibility for family, guests, or a home office. Step outside to your backyard retreat featuring a large, heated saltwater in-ground pool, play area, gas fire pit all while overlooking the woods. This home has been meticulously maintained and is ready for its new owners. Just minutes from interstates, restaurants & shopping.

409 Torre Pine Court, South Chesapeake

$457,195
4 Beds 2.1 Baths 10642211 MLS
Hurry! Under construction and ready for you to personalize interior selections! Located in The Retreat at Western Branch, a 55+ low-maintenance community. This light-filled Shenandoah is designed for everyday living and entertaining, featuring a kitchen that flows seamlessly into the great room. The first-floor includes a spacious primary suite, office, laundry room, and a two-car garage. The great room opens to a covered porch for additional outdoor living space. The 2nd floor offers a loft and three guest bedrooms. Live here and enjoy a clubhouse with billiards and a fitness center, pool, dog park, community garden, and beautifully landscaped grounds, all conveniently located near dining, shopping, and the interstate. Final price determined by buyer selected options.

4609 Longleaf Place, West Chesapeake

$599,999
4 Beds 2.1 Baths 10641744 MLS
Welcome home to this beautifully maintained 4-bedroom, 2.5-bath home nestled on a quiet cul-de-sac in the sought-after Etheridge Lakes community and within the sought-after Hickory School District. Set on .36 acres, this nearly 2,900 sq. ft. home offers a superb blend of comfort and functionality. Gather around the cozy gas fireplace in the family room, framed by custom built-in bookcases, or enjoy morning coffee in the bright breakfast nook overlooking the backyard. Host holidays in the formal dining room, creating memories for years to come. The spacious FROG serves as the fourth bedroom and offers endless possibilities as a guest suite, playroom, or home office. With generous living spaces, a welcoming floor plan, and a wonderful location, this is a place where every chapter of your story can unfold.

700 Sarasota Arch, South Chesapeake

$543,740
2 Beds 3 Baths 10641942 MLS
The Asheville, one of our quad-style homes, features two bedrooms, a large bonus room and 3 full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. Incentives with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary. Photos and renderings are from builder's library, actual finishes and features may vary.

2162 Edwin Drive, South Chesapeake

$539,000
3 Beds 2.1 Baths 10641886 MLS
Welcome home to this beautifully appointed, move-in ready Seafield model in Eagle Pointe, Chesapeake's premier 55+ resort-style community. The gourmet eat-in kitchen features granite countertops, stainless steel appliances, gas range, breakfast bar, & butler's pantry plumbed for a sink. Enjoy both casual & formal entertaining with an eat-in kitchen & elegant formal dining room. Relax year-round in the bright Florida room w/custom doors. Plantation shutters & custom window treatments enhance the home's timeless appeal. The first-floor primary suite offers a spacious walk-in closet & spa-inspired bath w/split vanities & walk-in shower. Upstairs features a loft overlooking the family room, two bedrooms, full bath, & walk-in storage/mechanical room. Patio w/electric awning, gas grill line, certified green construction, spray foam insulation, & Rinnai tankless water heater. Enjoy The Bay Club's indoor/outdoor pools, fitness center, ballroom, library, billiards, game rooms, and more!

1517 Eagle Glen Drive, South Chesapeake

$595,000
5 Beds 2.1 Baths 10641782 MLS
Welcome to the Shenandoah at Retreat at Edinburgh, a sought-after 55+ community where low maintenance living meets modern comfort. This beautifully designed home features an open-concept floor plan, a gourmet kitchen with quartz countertops, stainless steel appliances, and a large island looking over the dining and living rooms, making it perfect for entertaining. On the first floor, you will conveniently find a home office and a primary suite that offers a private retreat with a spa-inspired shower, vanity, and large walk-in closet. Upstairs, you'll find three large additional bedrooms and a loft ideal for guests, hobbies, or a home office. Community amenities include a resort style pool, clubhouse, fitness center, dog park, walking paths and more. Conveniently located near shopping, restaurants, and medical facilities, this community offers the perfect blend of convenience and carefree living.

2000 Barton Lane, South Chesapeake

$574,900
4 Beds 3 Baths 10641728 MLS
Welcome to The Dogwood in Jolliff Landing, one of the community’s most sought after floor plans offering the perfect blend of luxury, flexibility, and everyday comfort. This beautifully designed ranch features 4 bedrooms, 3 full baths, and 2 true primary suites including a spacious upstairs FROG suite with its own private full bath ideal for multigenerational living, guests, a private retreat, office, or media space.Why wait on new construction when this move in ready home already offers the upgrades, space, and versatility buyers are searching for? The open concept design is perfect for entertaining while the resort style community amenities including a clubhouse, pool, playgrounds, sports field, and scenic sidewalks create a lifestyle buyers fall in love with.In a neighborhood full of inventory, this layout stands apart. Schedule your private tour today before this opportunity is gone.

5103 Annapolis Drive, West Chesapeake

$560,000
4 Beds 2.1 Baths 10641575 MLS
Exceptional 4-bedroom, 2.1-bath home perfectly positioned on a corner lot overlooking the fairway in highly sought-after Las Gaviotas & the Grassfield school district. The first floor offers two generous living areas, a formal dining room, and an updated kitchen featuring granite countertops, tile backsplash, gas range, and ample cabinetry. Large windows frame peaceful views of the golf course, creating a bright, inviting atmosphere throughout. Four spacious bedrooms with the primary including a walk-in closet & a beautifully finished primary ensuite bathroom with a soaker tub, separate shower, and double-sink vanity. Step outside to enjoy composite decking & a backyard that opens directly to the fairway—an ideal setting for morning coffee, evening unwinding, or hosting friends. Just minutes from top-rated schools, shopping & dining, this home blends convenience with the charm & prestige of golf-course living. A rare opportunity in one of Chesapeake’s most desirable neighborhoods.

400 Las Gaviotas Boulevard, 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.