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$475,000
4 Beds 3.1 Baths 10649056 MLS
This home packs a punch with over 2,600 square feet of living space situated on nearly half an acre! Updated throughout, this spacious home features 4 bedrooms & 3 full bathrooms, including two private ensuites. The 1st primary ensuite has a walk-in closet, a tiled shower with dual showerheads & oversized vanity. The 2nd primary bedroom has been divided to make a 5th bedroom; both are generously sized. The kitchen is equipped with newer appliances (2025). The flexible floor plan also offers a versatile office or craft room/flex space. Enjoy the covered patio leading to the large, fully fenced backyard with a chicken coop already in place, perfect for those ready to embrace a bit of country living . The 2-car attached garage and extended driveway provides plenty of parking and additional storage. With generous living space, multiple ensuite bedrooms, thoughtful updates, and a versatile layout, this move-in-ready home has so much to offer!

429 Dupont Street, South Chesapeake

$479,900
4 Beds 2.1 Baths 10648837 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home on a desirable corner lot in a sought-after, sold-out Chesapeake neighborhood. Tucked away on a quiet cul-de-sac, this home offers a spacious contemporary floor plan perfect for everyday living & entertaining. The main level features a formal living room, dining room, den, & open kitchen with stainless steel appliances and a bright sunroom. The spacious primary suite offers beautiful skylights, abundant natural light, & a private en-suite bath with a relaxing soaking tub. Enjoy outdoor living on the large deck overlooking the expansive backyard, perfect for gatherings, grilling, or relaxing. With generous living spaces, a functional layout, & a prime location, this home is a wonderful opportunity to own in an established neighborhood with No POA & minutes from everything!

2808 Willows Arch, South Chesapeake

$615,000
3 Beds 2 Baths 10648901 MLS
Welcome to waterfront living in Deep Creek! This 3 bedroom, 2 bath Cape Cod style home is a must-see with its' attractive updates and exceptional setting with deep water access to the George Washington Canal Deep Creek inlet. The inviting outdoor space was designed to enjoy the waterfront lifestyle. This beautifully landscaped property features a covered private boat dock, boat shore power, upgraded bulkhead, spacious deck, tiki bar with power, and charming gazebo with a swing, creating an optimal setting for relaxation or entertaining in or out of the water. You do have to go indoors sometime, though, right? Step inside to a beautiful, light-filled sun room, where you can enjoy those stunning water views year-round. The interior continues to impress with a tastefully updated kitchen featuring abundant cabinetry and storage, butcher-block counter tops, and new stainless steel appliances. The spacious great room is the heart of the home, offering beautiful hardwood flooring, upgraded gas fireplace with remote, built-in shelving and storage, gorgeous natural light, and captivating water views. The large first-floor primary bedroom provides comfort and convenience with a fully upgraded en suite bath. Upstairs, two additional over-sized bedrooms with storage to match and another fully updated bathroom offer plenty of space for family or guests. Adding even more versatility is the detached two car garage with a FROG. This flexible expansive bonus space with so much storage can easily adapt to your needs, whether envisioned as a private office, rec room, studio, or an extra bedroom. With all new light fixtures inside and out, freshly painted interior and exterior, newer HVAC in excellent condition, new gas water heater, new windows, new roof, new appliances, new flooring, upgraded kitchen and bathrooms, this one-of-a-kind waterfront home is more than move-in-ready! Range and dryer can be converted to electric as the hook up is already available! An opportunity like this doesn't come around very often, don't let it pass you by!

729 Wood Duck Lane, South Chesapeake

$800,000
5 Beds 3 Baths 10648827 MLS
Beautiful brick home in the desirable Greystone Community! This spacious home features a formal living room, dining room, two-story great room with a double-sided fireplace shared with the sunroom, and a main-level primary suite with a large ensuite bath and walk-in closet. An additional first-floor bedroom is currently used as an office, with three more bedrooms upstairs. The kitchen offers an island gas cooktop, double ovens, a microwave, and pantry. Enjoy the fenced backyard with an updated deck overlooking protected, unbuildable woodlands for added privacy. Recent updates: HVAC and furnace (2021), whole-house generator (2021), windows replaced (2022), exterior trim painted (2025), new gas cooktop to be installed and new roof (2026)

917 Redleafe Circle, South Chesapeake

$549,900
4 Beds 3.1 Baths 10648745 MLS
Welcome to 1044 Olmstead St in Chesapeake! This almost new home was built in 2022 & still feels like new! Featuring 4 bedrooms, 3.5 bathrooms spread out over 2337sq ft. Entering into the home from your covered front porch you will be greeted by natural sunlight beaming into the foyer. A home office/flex space is on the left & a half bath & laundry room on the right. Proceeding to the rear of the home you will walk into the open floor plan style kitchen w/a large island w/ seating for 4, stainless appliances & granite tops. With no walls separating the kitchen, living room, & formal dining room spending quality time w/ friends & family is easy in this space. Upstairs you will find all 4 bedrooms to be good sized with the primary bedroom being oversized w/a large walk-in closet, an en-suite bathroom w/ soaking tub, a separate shower area, & double sinks. The room over the garage is the 4th bedroom & has its own separate entrance w/a dedicated full bathroom. Call to schedule your showing!

1044 Olmstead Street, South Chesapeake

$635,000
5 Beds 3.1 Baths 10648556 MLS
Welcome to 1229 Priscilla Lane - a beautifully appointed 5-bedroom, 3.5-bath home offering exceptional space, comfort, and resort-style outdoor living in Chesapeake's desirable Hickory school district. From the moment you arrive, you'll appreciate the inviting presence and thoughtful design of this spacious residence. Inside, generous living areas provide plenty of room for both everyday living and entertaining, while five well-sized bedrooms offer flexibility for family, guests, a home office, or additional living space. The heart of the home flows effortlessly into the dining and gathering areas, creating a warm and welcoming environment for everything from quiet evenings at home to larger celebrations with family and friends. Step outside and discover your own private oasis. The sparkling swimming pool creates a true backyard retreat, perfect for summer entertaining, relaxing poolside, or making lasting memories with family and friends. The outdoor space provides the ideal extension of the home and a lifestyle that feels like a vacation without leaving your backyard.

1229 Priscilla Lane, South Chesapeake

$799,000
5 Beds 3 Baths 10648928 MLS
This exceptional, meticulously maintained home offers the feel of new construction with over $75,000 in upgrades and thoughtful owner enhancements. The customized gourmet kitchen features double ovens, a built-in microwave drawer, designer finishes, and a dry bar with beverage refrigerator—perfect for everyday living and entertaining. Upgrades continue throughout with custom window treatments, upgraded lighting, smart-home features, a reverse osmosis water system and more. A first-floor bedroom and full bath make it a perfect property for multi-generational living. Enjoy multiple outdoor spaces, including a welcoming front porch, screened-in porch and expansive patio. A wooded backdrop and full fencing create a private backyard retreat. Located on a quiet street yet just minutes from shopping, dining, and everyday conveniences, this beautifully custom home offers comfort, privacy, and elevated country living. Truly move-in ready and designed for both relaxed living and effortless entertaining.

633 Ambrose Street, South Chesapeake

$940,000
4 Beds 2.1 Baths 10649002 MLS
Welcome to 412 Woodards Ford Road, an incredible property tucked away in the peaceful Woodards Mill community. Set back along a long driveway and surrounded by mature trees, this home offers exceptional privacy, beautiful landscaping, and plenty of room to enjoy the outdoors. A charming front porch welcomes you inside, where spacious rooms, abundant windows, and natural light create a warm and inviting atmosphere. The open living area is highlighted by a stunning stone fireplace with a mantel, while multiple first-floor bedrooms offer flexibility for a variety of needs. The unique kitchen is full of character with beautiful wood ceilings, distressed white cabinetry, and plenty of natural light. Multiple access points lead to the back porch, patio, and four-season room featuring brick flooring and walls of windows. Step outside and enjoy a true backyard retreat surrounded by mature trees. The expansive porch offers plenty of space for entertaining, relaxing, and enjoying the peaceful setting, complete with a built-in hot tub. Upstairs, additional rooms provide even more flexible living space. A full detached garage adds incredible functionality with a working bathroom and a huge finished area above, great for storage, a hobby space, workshop, or additional flex space. With privacy, character, generous indoor and outdoor spaces, and a serene wooded setting, this Woodards Mill property is truly one of a kind!

413 Woodards Ford Road, South Chesapeake

$434,900
3 Beds 2.1 Baths 10648817 MLS
Welcome to Bryan's Cove, where low-maintenance living meets exceptional community amenities in the heart of Chesapeake. This beautifully maintained townhome features a first-floor primary suite and an open-concept layout designed for both everyday living and entertaining. The kitchen offers stainless steel appliances, a pantry, peninsula seating, subway tile backsplash, and opens to the dining area and spacious living room highlighted by a custom floor-to-ceiling shiplap fireplace with floating wood shelving. The heated and cooled sunroom provides additional year-round living space, while luxury vinyl plank flooring, a custom frosted glass barn door leading to the primary bath, premium window treatments, and a smart thermostat add thoughtful style and convenience throughout. Outside, enjoy a fully fenced backyard with a stamped concrete patio, pergola, professional landscaping, and attached 2-car garage. Bryan's Cove offers resort-style amenities including a clubhouse, pool, fitness center, playgrounds, and access to the Elizabeth River, all with no flood insurance required. Conveniently located near shopping, dining, interstates, and military bases, this home is ready for its next owner. Incentives may be available through preferred partners. Contact listing agent for details and eligibility. Some photos are virtually staged.

1720 Barkadeer Cove, South Chesapeake

$449,900
3 Beds 3.1 Baths 10648781 MLS
One of the best homesites in Bryan's Cove! This meticulously maintained end-unit townhome offers exceptional privacy with no neighboring buildings beside or behind it, overlooking the peaceful woods and green space. Enjoy a larger fenced backyard, private composite balcony, guest parking just steps away, and an attached two-car garage. Thoughtfully selected builder upgrades include quartz countertops, upgraded cabinetry, LVP flooring throughout, double wall ovens, upgraded appliances, added lighting, ceiling fans in every room, and a gas tankless water heater. The versatile first-floor flex space with a full bath is perfect for a guest suite, rec room, home office, or fourth bedroom. The primary suite features tray ceilings, a walk-in closet, and an en-suite bath with a double vanity, soaking tub, and shower. Located in sought-after Grassfield, Bryan's Cove offers resort-style amenities including a clubhouse, pool, fitness center, dog parks, playgrounds, beach and dock with private access to the Elizabeth River.

954 Gabion Way, South Chesapeake

$445,000
4 Beds 2.1 Baths 10648911 MLS
Welcome home to this spacious 4 bedroom home offering over 2,400 sq ft of living space and an impressive list of recent updates! The refreshed kitchen features quartz countertops, a farmhouse sink, updated fixtures and LVP flooring that now flows into the dining room. Enjoy newer carpet, blinds throughout, updated ceiling fans and refreshed bathrooms, including new fixtures, lighting, shower door, toilets and vanity. The versatile floor plan offers multiple living spaces, including a playroom/flex space, plus a 2 car garage. Outside, the fully fenced backyard has been enhanced with a new shed, pavers, landscaping, lawn edging and a sidewalk connecting the front yard to the back deck. Move in ready with space, function and updates already in place!

210 Dunn Street, South Chesapeake

$495,900
4 Beds 2 Baths 10648870 MLS
Tucked away in the established Deep Creek Landing community, this custom built Cape Cod offers wooded water views and the privacy so many buyers are seeking. The original owner took great care in crafting this home, with great attention to detail. A first floor primary bedroom adds convenience, while two generous upstairs bedrooms each feature large walk-in closets plus ample storage in the eaves. A finished room over the garage provides flexible space for a fourth bedroom, home office, or rec room. The attached one car garage adds ease of access. Generator, sprinkler system, and a whole house fan add peace of mind and comfort year round. This home carries all of its original character, making it a wonderful opportunity for a buyer ready to refresh and personalize. Enjoy the wooded backdrop and the quiet of this beloved neighborhood while being minutes from I-64, shopping, schools, and military bases.

934 Ferryman Quay, South Chesapeake

$295,000
3 Beds 2 Baths 10648784 MLS
Welcome to easy, low maintenance living at 1 Sandy Point Lane #216! This beautifully refreshed condo offers an open layout, fresh paint, and a 2025 kitchen remodel that brings a modern feel to the heart of the home. Major systems are already in place with a 2019 HVAC and 2021 water heater, giving you added peace of mind. The HOA takes care of the details that make condo living truly convenient, including building and grounds maintenance, roof, master insurance, water, sewage, biweekly trash pickup, and 2 assigned parking spaces. Residents also enjoy an impressive array of community amenities, including a pool, picnic area, gazebo, and 1,700 square foot clubhouse available for both private gatherings and community events. With thoughtful updates, a desirable open-concept design, and amenities that simplify everyday living, this is a home that lets you spend less time on maintenance and more time enjoying the lifestyle.

1 Sandy Point Lane Lane Unit 216, South Chesapeake

$612,500
4 Beds 2.1 Baths 10648755 MLS
To Be Built - Financing 5.75 rate, 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 and hardwood floors entire first floor. Designed for entertaining, the open-concept layout seamlessly connects the living room, dining area, and stunning chef’s kitchen featuring a 9-foot quartz island, custom hood, and HUGE walk-in pantry. Mudroom and powder room are conveniently tucked away by 2-car garage. Custom stair detail takes you to FOUR bedrooms with hall bath w/dual sinks, private tub/shower and 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. Easy living w/ professionally managed grounds ensures low-maintenance living, making your dream truly peaceful haven.

377 Scotland Lane, South Chesapeake

$649,900
4 Beds 2.1 Baths 10648747 MLS
Welcome home to this beautifully updated 3,392 sq. ft. residence situated on a spacious lot, offering the perfect blend of style, comfort, and functionality. Relax on the extended covered front porch before stepping inside to LVP flooring that flows throughout the main living areas. The versatile front flex room is ideal as a home office, library, or playroom, while the formal DR is great for gatherings. The spacious EIK features a peninsula with ample workspace and opens to the inviting family room with a gas fireplace and built-in shelving. A large bonus room with an electric fireplace and mini-split system offers endless possibilities as a second family room, sunroom, or billiards room. Enjoy outdoor living in the fenced backyard with a patio, hot tub, storage shed, and second-level deck. All 3 bathrooms have been tastefully updated with new vanities, trim details, flooring, toilets, and lighting, including dual vanities in the primary suite. Energy-saving solar panels.

912 Cantor Street, South Chesapeake

$613,900
3 Beds 2.1 Baths 10648705 MLS
To Be Built - Financing 5.75 rate, NO PMI! Nestled in Greenbrier, Joseph’s Meadow the newest community by renowned local builder. The Lily Cottage welcomes you w/ full front porch, airy 10-foot ceilings, & beautiful hardwood floors throughout first floor. Designed for everyday living & entertaining, the open-concept layout seamlessly connects living room, dining area, & stunning chef’s kitchen w/ Cotton White 42" cabinets, 9-foot quartz island, custom hood, and oversized walk-in pantry. Mudroom and powder room conveniently tucked by 2-car garage. Upstairs, a sun-filled loft, bath dual sinks and separate tub/shower room, 3 spacious bedrooms and a large laundry room provide exceptional functionality. Private primary suite offers a custom walk-in closet and tiled spa bath w/ quartz countertops, dual vanities, freestanding tub, tiled shower, and private water closet. Easy living with professionally managed grounds ensures low-maintenance living, making your dream truly a peaceful haven.

381 Scotland Lane, South Chesapeake

$537,900
3 Beds 3.1 Baths 10648704 MLS
Under Construction - Financing 5.75 rate, NO PMI! Minutes to Greenbrier - Joseph’s Meadow Site: 369 Scotland Lane or TOUR MODEL HOME: 910 Bernard Ln. Open Sat/Sun 12-4 - Award-winning builder - Sophisticated Row homes with upgraded building package - Airy 10’ ceilings with 9’ lower and upper floors - Oversized windows - Extensive hardwood - First-floor bedroom w/ensuite bath - 10x20 Covered porch and front porch - Chef’s kitchen: 10’ island, quartz counters, Custom hood, GE Cafe appliance package - Luxurious primary retreat w/two custom closets - Spa bath oversized tiled shower, dual heads, large niche and Dual vanities - Large laundry room - Secondary petite suite w/huge closet and ensuite bath - Nat. Gas Tankless water heater - Finished insulated 2-car garage - Professional ground maintenance - Be home for the holidays!

130 Lenas Way, South Chesapeake

$545,900
3 Beds 3.1 Baths 10648701 MLS
NOVEMBER MOVE IN - Financing 5.75 rate, NO PMI! End Unit! Mid-Century Coastal Design UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed in this home. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First &Third Floors, Nat. Gas Tankless water heater, 2-zone HVAC. Primary bedroom with 2 custom closets and Spa ensuite bath. Second Petite Suite with ensuite bath and large walk-in closet. Large laundry room w/linen closet. First floor bedroom and bath! Extend your living on oversized Screened covered porch with composite decking. 2-car garage! LOW $95 condo fee- Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance for easy living! Legacy is waiting for you!

916 Jennings Ln, South Chesapeake

$545,900
3 Beds 3.1 Baths 10648688 MLS
NOVEMBER MOVE IN - Financing 5.75 rate, NO PMI! End Unit! Modern Design UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed in this home. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First & Third Floors, Nat. Gas Tankless water heater, 2-zone HVAC. Primary bedroom with 2 custom closets and Spa ensuite bath. Second Petite Suite with ensuite bath and large walk-in closet. Large laundry room w/linen closet. First floor bedroom with ensuite bath! Extend your living on oversized Screened covered porch with composite decking. 2-car garage! LOW $95 condo fee- Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance for easy living! Legacy is waiting for you!

908 Jennings Ln, South Chesapeake

$400,000
4 Beds 2.1 Baths 10648632 MLS
Welcome home to this charming Chesapeake property offering comfort, functionality, and space to grow. Enjoy peaceful mornings and quiet evenings from the charming covered porch, an ideal extension of the home's living space. This traditional home features a fenced backyard ideal for entertaining, pets, or play, along with a patio for relaxing evenings outdoors. Inside, you'll find thoughtful living spaces including a breakfast area, pantry, utility room, and a converted garage that provides flexibility for a home office, playroom, guest space, or hobby room. Located in an established neighborhood with easy access to shopping, dining, and major commuter routes. Don't miss your chance to make this Chesapeake home your own!

1125 Sir Gawaine Drive, 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.