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$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

$995,000
4 Beds 3.1 Baths 10641759 MLS
Experience the a blend of luxury, space, and country charm in this stunning 2026 new construction home situated on a picturesque 3-acre lot where horses are welcome. Offering approximately 2,957 square feet of thoughtfully designed living space, this two-story home features 4 spacious bedrooms, 3.5 baths, and an open-concept floor plan great for both everyday living and entertaining. Step inside through the impressive entry foyer and discover 9-foot ceilings on both the first and second floors, smooth drywall finishes, craftsman trim, and quality finishes throughout. The heart of the home is the expansive kitchen featuring granite countertops, a large center island, walk-in pantry complete with cabinetry and countertop workspace, breakfast nook, and seamless flow into the spacious family room with an inviting electric fireplace. A dining room, private office, and convenient mudroom provide additional flexibility for today's lifestyle. The luxurious first-floor primary suite offers generous walk-in closets and a spa-inspired bath with a double vanity, tile flooring, tiled shower, and linen closet. Upstairs, you'll find three oversized bedrooms, each with walk-in closets. The front bedroom includes its own private bath, while the two rear bedrooms share a convenient Jack-and-Jill bath. A spacious loft/game room with durable LVP flooring creates a space for recreation, media, or a second living area. Built for comfort and efficiency, this home includes an elevated slab foundation, premium vinyl lap siding, architectural shingle roof, attached two-car garage, dual-zone HVAC systems, a high-efficiency 50-gallon heat pump water heater, conventional septic system, and pre-wiring for Ethernet and Wi-Fi. Relax on the front or rear concrete porches while enjoying peaceful country views, all while being just minutes from shopping, dining, and everyday conveniences. This exceptional property offers the best of both worlds—modern amenities, quality craftsmanship, and the freedom of country living on your own 3-acre retreat.

1630 Taft Road, South Chesapeake

$549,500
3 Beds 2 Baths 10642197 MLS
Calling all homesteaders! Looking for space to work, build, or spread out in the Grassfield school district? This 5-acre Chesapeake property is built for it. The 720 sq. ft. detached garage runs on full electric — great for a contractor, tradesman, hobbyist, or anyone needing a real workshop, equipment storage, or room for the toys. Easy road frontage means simple access for trucks, trailers, and equipment. The move-in-ready 3-bed, 2-bath home means no work waiting on you: 2023 heat pump, 2024 whole-house professional paint, and new 2025 carpet. Inside you'll find an open kitchen with wood cabinets and breakfast nook, a spacious sunroom, and a large mudroom. Outside: fenced backyard, mature fruit and fig trees, and wildlife right off the Dismal Swamp Canal Trail. minutes from Deep Creek Park. Rare acreage, real workspace, and a home that's ready now. Seller facing unexpected military move. Highly motivated seller. Recently sold comparable properties have sold for $645k. Contact an agent today for a private showig!

317 George Washington Highway S, South 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

$515,000
4 Beds 2.1 Baths 10641783 MLS
WELCOME HOME TO THIS BEAUTIFULLY UPDATED WATERFRONT PROPERTY TUCKED AWAY ON A QUIET CULDESAC. RECENT UPDATES INCLUDE LVP FLOORS, SOLID OAK STAIRS, FRESH PAINT THROUGHOUT. NEW 6 BURNER GAS RANGE WITH BEAUTIFUL HAND MADE BUTCHER BLOCK COUNTERS SURROUNDING. NEWER GAS FIREPLACE COMPONENTS, WATER FILTRATION SYSTEM AND RECENTLY SERVICED HVAC. BACKYARD FEATURES AN ABOVE GROUND POOL WITH POOL HOUSE AND ALL EQUIPMENT, SWINGSET, GORGEOUS RAISED FLOWER BEDS, BEAUTIFUL FRUIT TREES AND OWNERS HAVE CAUGHT 5 POUND BASS RIGHT FROM THEIR BACK YARD. EASY ACCESS TO PLUMBING COMPONENTS MAKES FOR EASY MAINTENANCE. THIS HOUSE IS MOVE IN READY WITH SO MANY GREAT FEATURES. MOTORCYCLE PAD AND COVER CONVEY AS WELL AS SOME FURNITURE.

801 Winter King Court, South Chesapeake

$449,000
4 Beds 2.1 Baths 10641959 MLS
Discover timeless charm in this beautiful, traditional home located in the heart of Chesapeake. Featuring 4 bedrooms, 2.5 bathrooms, and a spacious two-story layout, this home includes a bedroom with its own en suite bath, making it great for guests or added privacy. Gather around the cozy fireplace on cool evenings, or enjoy casual meals in the bright breakfast area. Step outside to a fully fenced backyard, great for entertaining, pets, or relaxing outdoors. Recent upgrades, including new siding and roof (2021) and a remodeled primary bathroom (2025), enhance both the home's beauty and value. An attached garage and attic complete this exceptional property. Don't miss your opportunity to make this Chesapeake gem your own!

744 Helmsdale Way, South Chesapeake

$349,900
4 Beds 2.1 Baths 10641818 MLS
Welcome to this spacious two-story home offering a fantastic layout and incredible potential! The first floor features a formal living room, separate dining room, a cozy den, and a convenient half bath. Upstairs, you will find three comfortably sized bedrooms alongside a primary suite complete with its own private en suite bath. Excellent storage and parking are provided by the attached two-car garage. Situated in a prime location just minutes from shopping, local dining, entertainment, major interstates, and area bases. This property is a wonderful opportunity to bring a little elbow grease, add your personal touches, and truly make it your own. Call today to schedule your private showing! Some virtual staging utilized in pictures.

844 Parapet Road, South Chesapeake

$525,000
5 Beds 3.1 Baths 10641817 MLS
Tucked away on a quiet end street shared by only three other homes, this brand new construction offers a rare sense of privacy while still being close to everything Western Branch has to offer. With minimal traffic and a park-like setting, it’s the kind of place where evenings are quiet, kids can play outside, and home truly feels like a retreat. Inside, this thoughtfully designed 5 bed, 3.5 bath home is built for both comfort and flexibility. The open concept living area flows effortlessly into a spacious, modern kitchen. A 1st floor primary bedroom provides the ease of main level living, while a 2nd floor owner’s suite creates the ideal private escape or multi-generational option. Additional highlights include a two car attached garage, generous bedroom sizes, and beautifully planned finishes throughout all while located within the sought after Western Branch school district. You’re not just purchasing new construction - you’re securing space, privacy, flexibility, and a lifestyle.

5041 Queen Street, West Chesapeake

$525,000
5 Beds 3.1 Baths 10641815 MLS
Tucked away on a quiet end street shared by only three other homes, this brand new construction offers a rare sense of privacy while still being close to everything Western Branch has to offer. With minimal traffic and a park-like setting, it’s the kind of place where evenings are quiet, kids can play outside, and home truly feels like a retreat. Inside, this thoughtfully designed 5 bed, 3.5 bath home is built for both comfort and flexibility. The open concept living area flows effortlessly into a spacious, modern kitchen. A 1st floor primary bedroom provides the ease of main level living, while a 2nd floor owner’s suite creates the ideal private escape or multi-generational option. Additional highlights include a two car attached garage, generous bedroom sizes, and beautifully planned finishes throughout all while located within the sought after Western Branch school district. You’re not just purchasing new construction - you’re securing space, privacy, flexibility, and a lifestyle.

5036 Queen Street, West Chesapeake

$650,000
4 Beds 2 Baths 10641777 MLS
Welcome home to this charming 4-bedroom, 2-bath brick ranch nestled on 4.22 wooded acres at the end of a quiet cul-de-sac. Inside, you'll find a warm and inviting layout featuring a family room with a wood-burning fireplace, formal living and dining rooms, granite countertops, and beautifully updated primary and hall bathrooms. Step outside to relax on the new composite deck (2024), gather around the fire pit, or enjoy the peaceful wooded surroundings. The property also includes a detached 2-car garage with a finished studio apartment and full bath, plus a whole-house generator and water softener for added convenience. Offering space, privacy, and versatile living, this property is ready to welcome you home! You won't want to miss this one!

1345 Oak Ridge Drive, South Chesapeake

$399,000
4 Beds 3 Baths 10641763 MLS
Welcome to this fantastic opportunity in the desirable Norfolk Highlands neighborhood! This versatile property features a spacious 3-bedroom, 2-bath main home plus a detached studio-style in-law suite complete with its own kitchen, full bath, and a new mini split system (2024)for heating and cooling great for multigenerational living, guests, or a private office. Enjoy a fully fenced backyard great for entertaining, pets, or relaxing outdoors. Two powered storage sheds provide ample space for storage, hobbies, or a workshop. Updates include a new HVAC system (2016) and new roofs on both the main home and detached suite (2016), offering added peace of mind. Conveniently located near shopping, dining, schools, and major commuter routes, this unique property offers flexibility, comfort, and value. Schedule your private showing today!

1415 Willow Avenue, Central Chesapeake

$372,000
3 Beds 1.1 Baths 10641756 MLS
Welcome home to this well-appreciated 3-bedroom ranch, offering comfortable one-level living and plenty of space to enjoy. The open-concept home features a cozy eat-in kitchen, a spacious den with fireplace, a separate living room, a large sunroom perfect for relaxing or entertaining, and additional outdoor patio. Recent updates include new flooring in the sunroom, fresh interior paint, new gutter covers, and a sealed attic for added efficiency and peace of mind. Roof was done in 2016, Refrigerator (2018) and dishwasher, microwave, and oven (2016). Appliances and mechanical systems have been consistently maintained through a home warranty program. This solid, well-cared-for home reflects pride in ownership and is ready for its next chapter.

468 Blanche Drive W, South Chesapeake

$379,999
4 Beds 2 Baths 10641767 MLS
Nestled in Chesapeake’s established Camelot neighborhood, this beautifully updated vinyl and brick ranch offers 4 bedrooms, 2 full baths, and 1,762 square feet of comfortable single-level living. Luxury vinyl plank flooring flows throughout the main living areas, while the freestanding wood-burning stove creates a warm focal point for gathering. The kitchen features an oversized island, abundant workspace, and opens to a dedicated laundry/mudroom. Spacious bedrooms, updated finishes, and a functional layout make this home truly move-in ready. Step outside to a privacy fenced backyard on an approximately 72’ x 101’ lot with room to entertain, garden, or unwind beneath mature shade trees. Ideally located near Camelot Elementary and Camelot Park with quick access to George Washington Hwy (US-17), Indian River Rd to I-64, and Military Hwy to I-264 for easy commuting throughout Hampton Roads.

832 Parapet Road, South Chesapeake

$665,900
5 Beds 3.1 Baths 10641750 MLS
First Time Buyer 5.5 rate, low down, NO PMI! Joseph’s Meadow MODEL GPS 369 Scotland Ln. Chesapeake. Nestled in Greenbrier come visit the newest community by renowned local builder. Lily Cottage welcomes you w/ a full front porch, airy 10-foot ceilings & HW floors entire first floor. Designed for entertaining, the open-concept layout seamlessly connects the living room, dining area, & stunning chef’s kitchen featuring a 9-foot quartz island, custom hood, & HUGE walk-in pantry. Mudroom and powder room are conveniently tucked away by 2-car garage. Custom stair detail mid level with 2 bedrooms + full bath -dual sinks, private tub/shower & water closet. HUGE laundry room. LUSH Primary suite entry w/custom walk-in closet and SPA retreat w/ quartz countertops, dual vanities, freestanding tub, tiled shower & private water closet. Third flr features 2 BR, Full bath, 2 walk in Attic storage! Easy living w/professionally managed grounds low-maintenance living, making easy living a reality!

389 Scotland 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

$974,500
4 Beds 3.1 Baths 10641558 MLS
Grace, Beauty, Functionality, Beautiful private location (acreage on a cul de sac), only 10 lots on clear land bordered by mature trees as a backdrop. The primary bath is oppulant includes over sized vanity, soaking tub, large tile shower and including an extra large closet. There's a second en suite on the first floor along with a flex room. Amazing storage over the THREE car garage with room for EVERYTHING. Newest feature is a "butlers kitchen" complete with full sink tucked just behind the well equiped main kitchen. Two additional large bedrooms upstairs. Covered rear porch with an amazing view! You couldn't ask for more. This semi custom building package is hard to beat! We have additional lots and plans available. This will be the last acreage neighborhood to be appproved within the city. No main road lots here! If you are looking for new construction it's a definite "MUST SEE"! Ponds, wildflower field, private walking trail and more add up to an exceptional "positive vibe" . No upgrades needed, come see! Preferred lender incentives

4020 Tucker Lane, South Chesapeake

$899,999
6 Beds 3.1 Baths 10641499 MLS
Welcome to your own private retreat in the heart of Grassfield! Nestled on approximately 5 acres, this beautifully maintained 6-bedroom, 3.5-bath home offers more than 4,200 square feet of space designed for both everyday living and unforgettable entertaining. Inside, you'll find generous living areas with room for everyone—whether you're hosting holiday gatherings, working from home, or simply enjoying quiet evenings with family. Go outside to enjoy the peaceful surroundings, then unwind in the hot tub, which conveys with the home, making it easy to relax under the stars after a long day. Now offered at an improved price, this exceptional property also includes a seller-paid carpet allowance with an acceptable offer, giving you the opportunity to add your own personal style before moving in. If you've been dreaming of acreage, privacy, and a home that offers the perfect blend of comfort, flexibility, and room to grow, this Grassfield gem is ready to welcome you home. Schedule your private tour today and experience everything this incredible property has to offer.

2536 Seven Eleven Road, 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.