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$998,895
5 Beds 3.1 Baths 10652907 MLS
Experience luxury living in this one-of-a-kind Chesapeake retreat, nestled on a 3-acre lot in the Grassfield School District. This custom-built home blends modern comfort with timeless charm, offering an open-concept first floor design for today's lifestyle. The spacious family room flows seamlessly into the remodeled 2024 kitchen, with direct access to the back deck for everyday relaxation or entertaining guests. Choose between two generous primary suites. First floor primary suite features a gas fireplace, dual closets, and a sitting/office area. Second floor primary suite privately located above 3-car garage, offering separation from the additional upstairs bedrooms. Enjoy abundant space for hobbies and storage with two powered sheds, plus peace of mind from the new encapsulated crawl space with vapor barrier. Major upgrades, including the roof, HVAC, and kitchen in 2024, ensures comfort and efficiency for years to come. This exceptional property delivers a rare combination of privacy, space, and freedom with no HOA restrictions, making it a true Chesapeake gem.

1910 Hallmark Way, South Chesapeake

$747,995
5 Beds 3 Baths 10651967 MLS
Gorgeous 2 story Home situated on a private and lushly landscaped lot in the Etheridge Lakes neighborhood in Southern Chesapeake. Step into the elegant 2 story foyer and be amazed by the beautiful details throughout this spacious home that has been well maintained and lovingly cared for by the original owners. The vaulted Family Room opens to the large and updated Eat in Kitchen and both offer perfect views of the privacy fenced backyard oasis boasting a stunning and resort style saltwater pool with waterfall and stamped concrete surround, deck, storage shed, and outdoor shower. Additional Details: 1st floor Bedroom and full bath, Primary Suite with walk in closet and updated full bath, Formal Dining Room, new LVP flooring on 1st floor, nice sized bedrooms with ceiling fans, dual staircases, FROG is 5th bedroom, 2nd floor Laundry Room, freshly painted interior, newer carpeting, zoned HVAC, well/sprinkler system, 2 car sideload garage, gutter system, and more! Attends Hickory schools.

1052 Stockleybridge Drive, South Chesapeake

$574,900
4 Beds 2.1 Baths 10653018 MLS
Located in Oak Bridge Forest, this 4-bedroom, 2.5-bath home offers a spacious layout, an oversized 2-car garage, and a large backyard made for enjoying the outdoors. Inside, a two-story foyer welcomes you into a light-filled floor plan featuring new laminate flooring, installed in 2025, throughout most of the home. The custom-designed kitchen received a complete makeover in 2025 and opens to the family room, creating an easy flow for everyday living and entertaining. Upstairs, the spacious primary suite features a private bath with a double vanity, walk-in shower, and jetted tub, with three additional bedrooms and a second full bath completing the level. Out back, mature landscaping and trees surround an in-ground pool with a new liner installed in 2024 and new pool heater added in 2025. A Trex deck provides additional space to relax or entertain. Additional features include a tankless water heater, sprinkler system, smart-home capabilities, Ring doorbell and exterior security cameras, plus an Invisible Fence encompassing the front and backyard. No HOA! With generous indoor and outdoor space, thoughtful updates, and a backyard ready for pool days and entertaining, this Oak Bridge Forest home has plenty to offer. Incentives may be available through preferred partners. Contact listing agent for details and eligibility.

733 Dissdale Lane, South Chesapeake

$410,000
3 Beds 2 Baths 10653003 MLS
Welcome to this well-maintained 3-bedroom, 2-bath ranch home in the gorgeous Riverwalk community! Proudly offered by its original owner, this charming one-story home offers 1,600 square feet of comfortable living with the convenience of a first-floor primary bedroom. The inviting layout provides plenty of space for everyday living, entertaining, or simply relaxing at home. Step outside to enjoy the back deck and create your own peaceful outdoor retreat. Riverwalk residents enjoy fantastic amenities including a clubhouse, swimming pool, playgrounds, tennis courts, scenic trails, and a boat ramp and dock with access to the Elizabeth River. Conveniently located to access bases, beaches, dining, entertainment, restaurants, shopping, and more. Well cared for and ready for its next chapter—come see all this wonderful home and community have to offer. Call now for your personal tour.

435 Supplejack Court, South Chesapeake

$629,000
4 Beds 3 Baths 10652961 MLS
$10K DECORATING ALLOWANC ON FPO. WATERFRONT LIVING IN SOUGHT-AFTER HUNNINGDON LAKES! THIS BEAUTIFULLY MAINTAINED RANCH OFFERS 4 BEDROOMS, 3 FULL BATHS, FORMAL LIVING AND DINING ROOMS, A SPACIOUS FAMILY ROOM, 2 FIREPLACES, CATHEDRAL CEILINGS, AND 3 SKYLIGHTS THAT FILL THE HOME WITH NATURAL LIGHT. THE UPDATED INTERIOR FEATURES NEW FLOORING, REPLACEMENT WINDOWS, CUSTOM MOSAIC-STYLE KITCHEN CABINET DOORS, AND AN ENCAPSULATED CRAWL SPACE. THE FIRST FLOOR PRIMARY SUITE PROVIDE COMFORT AND CONVENIENCE. ENJOY YEAR-ROUND COMFORT, WITH 4 SEPARATE HVAC ZONES. STEP OUTSIDE TO YOUR PRIVATE LAKESIDE RETREAT WITH A LARGE DECK, PATIO, TRANQUIL 2-TIER WATERFALL KOI POND WITH KOI FISH, AND PEACEFUL WATER VIEWS. YOU CAN EVEN FISH FROM YOUR OWN YARD! A BRAND-NEW EMBANKMENT OFFERS LASTING SHORELINE PROTECTION. ADDITIONAL FEATURES INCLUDE 2 STORAGE SHEDS AND A TRANSFERABLE TERMINIX WARRANTY. PERFECT HOME TO LIVE, ENTERTAIN, UNWIND, AND ENJOY THE WATERFRONT LIFESTYLE RIGHT FROM YOUR BACKYARD!

1104 Copper Stone Circle Circle, South Chesapeake

$650,000
5 Beds 2.1 Baths 10652716 MLS
Custom 5-bedroom, 2.5-bath Chesapeake home on a huge half-acre lot, currently zoned for Grassfield High School! This beautifully updated home features an open floor plan, pickled oak hardwood floors, quartz countertops, stainless steel appliances, gas range, custom barn doors, and European-inspired lighting and fixtures. The spacious primary suite offers cathedral ceilings, dual closets, and a private deck with peaceful wooded views. The spa-like primary bath features a freestanding soaking tub and custom porcelain-and-glass shower. Outside, enjoy an expansive deck and plenty of room for outdoor living, entertaining, and recreation. If you’ve been searching for a custom Chesapeake home with space, style, updates, and a large lot, this one deserves a closer look. Schedule your tour today!

2100 Millville Road, South Chesapeake

$540,000
5 Beds 3.1 Baths 10652858 MLS
Located in the highly sought-after Miars Farm subdivision, this beautifully refreshed home offers 3,164 square feet of well-designed living space, featuring 5 bedrooms, 3.5 baths, brand-new carpet, and fresh paint throughout selected areas. The main level centers around an upscale kitchen complete with a 5-burner gas stove, a center island, and custom cabinetry that flows effortlessly into the living areas. Outdoor living is a true delight, showcasing a welcoming front porch alongside a brand-new back porch seating area seamlessly attached to a charming gazebo.Exceptional versatility is found in the spacious bonus room over the garage, which serves easily as a 5th bedroom, home office, or media room. Thoughtfully equipped for comfort and peace of mind, the property also includes a full-house gas generator, a newer gas water heater, and all appliances to convey. Please call or text the listing agent for showings!

3405 Anita Circle, West Chesapeake

$399,000
3 Beds 2 Baths 10652696 MLS
A Beloved Western Branch Gem! Welcome to one of Western Branch’s most cherished neighborhoods, where many homeowners have proudly called this community home for 55+ years! This spacious brick rancher offers an inviting open floor plan, multiple flexible living spaces, and a peaceful cul-de-sac location. Step outside to enjoy the huge, private backyard, surrounded by mature trees providing wonderful shade and privacy, plus a brand-new deck perfect for relaxing or entertaining. Ideally located just minutes from Hampton Roads military bases, tunnels, bridges, shopping, dining, entertainment, doctors, and hospitals, this home puts convenience at your fingertips. Recent updates include new carpet (2023), new roof (2023), remodeled hall bath (2018), and HVAC (2016). Don’t miss your opportunity to own this wonderful home in a truly special neighborhood!

4353 Shorewood Drive, West Chesapeake

$375,000
3 Beds 2.1 Baths 10652230 MLS
Surrounded by trees, this 2006 townhome-style condo offers a quieter setting with shopping, dining, parks & interstate access close by. The open main level features flexible living spaces anchored by a gas fireplace. The adjoining kitchen offers granite counters, stainless appliances, & an efficient layout open to the living areas. Upstairs are comfortably sized bedrooms, including a spacious primary suite w/ ensuite bath, double sinks, tiled shower & generous storage. Enjoy a shaded rear deck overlooking the wooded setting plus an oversized attached garage. Major updates include a high-efficiency York heat pump/HVAC installed 12/2025 (includes 10 yr parts/3 yr labor warranty) & architectural-shingle roof estimated at 2–5 years old. Pre-list inspection completed 9/2026; report available.

620 Estates Way Unit 120, South Chesapeake

$849,900
4 Beds 3 Baths 10652646 MLS
Dreaming of waterfront living? Welcome home to the Western Branch of the Elizabeth River, where mornings begin with water views, afternoons can be spent boating, fishing or kayaking, and evenings invite you to unwind by the river. Set on a picturesque, flat .80-acre lot, this expansive all-brick custom and oversize 2 car garage offers space, storage, charm and an exceptional setting for entertaining. The private pier was resurfaced last fall and provides convenient access toward the boating channel. Inside, custom details include solid doors, extensive trim and oversized rooms. Water views fill the rear of the home, including the family room with wood-burning fireplace and enclosed ceramic-tile sunroom. Flexible living includes a first-floor primary suite and three upstairs bedrooms with balcony access. Exceptional storage includes multiple walk-in attic spaces with future design potential. A whole-house generator adds peace of mind. Live, entertain and make memories on the water!

3808 Millgrove Court, West Chesapeake

$599,900
4 Beds 2.1 Baths 10652632 MLS
Welcome to 712 Appalachian Court in Centerville Commons! Move right into this detached single-family home featuring a second-floor loft converted into a true, spacious 4th bedroom! Built in 2014, this 2,389 sq ft home perfectly pairs classic charm with an inviting, modern layout optimized for comfortable living and entertaining. Main Level Highlights: Step into a bright, open-concept floor plan with natural light, custom blinds, and wood/laminate flooring. The expansive living room offers a cozy electric fireplace, flowing into an updated kitchen with stainless steel appliances, modern tile backsplash, crisp cabinetry, large pantry, and sunlit breakfast area. Upper Level Retreats: Features 4 bedrooms, highlighted by the newly converted 4th bedroom and a primary suite with an en suite bath and large walk-in closet. Outdoor Living & Efficiency: Relax on the rear deck overlooking a fenced backyard with peaceful local farm views. Large modern playset is negotiable. Capital updates include a 2025 HVAC system, tankless water heater, smart home features, and energy-efficient window tinting. Attached 2-car garage is ideal for parking, storage, or a home gym. Centrally located near bases and interstates. Bonus: Seller's preferred lender is offering closing cost assistance if utilized—ask LA for details!

712 Appalachian Court Court, South Chesapeake

$385,000
4 Beds 2.1 Baths 10652567 MLS
This all-brick ranch is just waiting for you to call it home! Featuring 4 bedrooms & 2.5 baths, this spacious home has been thoughtfully updated throughout the years. Major improvements include a roof and water heater updated in 2020, HVAC replaced in 2022 & windows approximately 12 years old. Inside, you’ll find a large kitchen with expansive countertops, stainless steel appliances, a formal dining room, and a generously sized living room complete with a cozy gas fireplace. Primary bedroom has a walk-in in closet while the other bedrooms are generous in size. The outdoor space is just as impressive! The back deck overlooks the large, fully fenced backyard. 2 concrete driveways offer plenty of parking & the 2nd driveway extends to a double gate into the backyard, providing convenient access for trailers, boats, recreational vehicles, or additional parking. Come see everything this home has to offer and make it yours! Some photos have been virtually staged.

909 Portland Street, Central Chesapeake

$629,000
4 Beds 2.1 Baths 10652508 MLS
Stunning, completely updated, and ready to impress! This house showcases like a model home with fresh paint, beautiful flooring, updated kitchen and baths, stylish lighting with dimmers, custom Closet Factory storage, new windows, new roof, and appliances less than 3 years old. The primary suite is a true retreat, featuring a closet to die for and a luxurious ensuite that feels like your own private spa. Step outside to your own private oasis on over half an acre, with an inground pool, Trex decking, gorgeous landscaping, and a brand-new fence. Just down the street from Grassfield schools and conveniently located near shopping, dining, and major interstates, making it easy to get anywhere you need to go. This home truly has it all—come see for yourself!

520 Leary Court, South Chesapeake

$485,000
4 Beds 2.1 Baths 10652092 MLS
Gorgeous renovated 4-bedroom, 2.5-bath home in sought after Riverwalk perfectly situated on a cul-de-sac. Open floor plan filled with natural light and stylish upgrades throughout. Stunning kitchen with custom cabinets, butcher block countertops, stainless-steel appliances and amazing center island. The formal dining room and cozy living room with fireplace offer ideal spaces for entertaining or relaxing. The primary ensuite has vaulted ceiling, double sink vanity, stunning shower and walk in closet. Enjoy relaxing on the oversized back deck for a peaceful backyard retreat. Additional highlights include a generous walk-in attic, oversized 2-car garage, and excellent storage throughout. Residents enjoy access to amenities including a clubhouse, swimming pool, playground, tennis courts, scenic trails, and a boat ramp and dock on the Elizabeth River. Close to beaches, military bases, amazing restaurants, shopping and more. Fantastic home and vibrant community!

418 Supplejack Court, South Chesapeake

$749,000
5 Beds 2.1 Baths 10652400 MLS
Welcome to this spacious 5-bedroom home set on nearly half an acre in the Grassfield school district! Designed for comfortable everyday living and effortless entertaining, the light-filled layout features soaring ceilings and generous living spaces. Kitchen showcases granite countertops, abundant cabinetry, and stainless steel appliances, opening naturally to the main living areas. A first-floor bedroom offers flexibility for guests, a home office, or playroom. Upstairs, the expansive primary suite features a sitting area with fireplace, oversized walk-in closet, dual vanities, soaking tub, and tiled walk-in shower. Outside, enjoy a large deck, hot tub, and fully fenced backyard with plenty of room to gather, play, and unwind. An above-ground pool is currently in place for buyers who would like it, with removal also an option. Oversized two-car garage, ample driveway parking, and convenient access to shopping, dining, and major roadways complete this exceptional Chesapeake home.

905 Washington Drive, South Chesapeake

$374,900
4 Beds 2 Baths 10652288 MLS
This beautiful ranch-style home offers an inviting open floor plan, renovated kitchen and bathrooms, and numerous recent updates like roof and HVAC system. Step outside and enjoy the brand-new deck with pergola, overlooking the spacious fenced backyard and above-ground pool—perfect for relaxing or entertaining. The spacious primary suite features a WIC and updated private bathroom. A finished room above the garage provides the flexibility for a fourth bedroom, home office, playroom, or bonus space, along with plenty of easily accessible attic storage. The renovated kitchen features new appliances and opens seamlessly into the main living areas. The home also offers a one-car garage and an abundance of driveway parking, with plenty of space to bring your RV. Located in a quiet, well-established neighborhood, this home is just minutes from Greenbrier, major highways, and military bases. With so many updates and desirable features, this home is truly move-in ready.

1522 Lilac Avenue, Central Chesapeake

$593,000
5 Beds 2.1 Baths 10652067 MLS
Special Buyer Bonus: Use our preferred lender and get your Home Inspection and Appraisal PAID FOR! Welcome home! Tucked away on a quiet cul-de-sac in desirable Miller's Run, this move-in-ready property welcomes you with a brand-new, rot-proof PVC front porch and brand new flooring throughout. Inside, enjoy an inviting kitchen equipped with updated appliances—including a new cooktop and dishwasher—plus a generous primary suite along designed for everyday comfort. Step out back to your private summer oasis! The spacious yard features an in-ground pool converted to saltwater in 2024 with updated equipment. The rear deck was extensively rebuilt with pressure-treated lumber. The seller will paint or stain it in your choice of color at closing! Schedule your private tour today and start packing!

3404 Louise James Court, South Chesapeake

$549,900
4 Beds 2.1 Baths 10651217 MLS
Welcome to 2809 Cistern Circle! This beautifully maintained home offers spacious living areas, abundant natural light and a flexible floor plan for everyday living, entertaining and working from home. Dedicated space offers room for a home office, study, flex room or workspace. Smart Home Ready with Samsung SmartThings potential and compatible lighting, locks, cameras, thermostats, sensors and more. The living room features built-in surround sound, while the garage offers two additional 240V outlets. Enjoy a large fenced backyard, deck, patio and fire pit area. Community amenities include a pool, clubhouse, playground, picnic areas and green space. With a home office option, smart-home features, outdoor living, storage, flexible living space and neighborhood amenities, this move-in ready home is ready for its next owner!

2809 Cistern Circle, South Chesapeake

$769,000
5 Beds 3 Baths 10651816 MLS
Stunning one-owner home on 3 treed acres in the sought-after Hickory High School district, with easy access to Virginia Beach! Custom hardwood floors and trim/woodwork throughout, brand new carpet, and new luxury vinyl in the rec room off the garage. Main floor is 100% hardwood. 5 bedrooms plus two bonus rooms over the garage — great for a teenage suite or mother-in-law suite. Spacious great room with fireplace, formal dining room, and breakfast area off the kitchen. Remodeled kitchen features granite countertops, double oven, double sink, and a generous pantry. First floor offers a shelved library/home office. Florida room with screens and Andersen windows throughout, plus skylights including one in the primary suite. Newer Trex composite deck and storage building in back. Encapsulated crawlspace w/ sump pump & dehumidifier (JES). Well on-site, city water, septic. HVAC serviced annually. Lots of space to grow in this sturdy home!

1204 Murray Drive, South Chesapeake

$275,000
3 Beds 1.1 Baths 10651743 MLS
Room to garden, create, and entertain. A home designed for real use! Located at the end of a dead-end street on a cul-de-sac, this 3-bedroom, 1.5-bath home offers hardwood floors, a comfortable living area, and a full kitchen suite with all the countertop space, cabinets, and storage you need. The house only gets better outside, with an exceptional amount of usable outdoor space. In the front, two driveways provide flexible parking, and a vivacious garden frames the yard and house, leading you to the greenhouse. In the backyard is a large detached workshop, an extra storage shed, a massive deck for entertaining, a separate fire-pit area, and a ready-to-grow garden featuring raised beds and garden arches. Whether you're working on a project, growing fresh produce, or hosting friends, this property offers the space and versatility to make this house the one where everyone gathers.

2704 Misty Point 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.