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317 George Washington Highway S, South Chesapeake
$524,900
3 Beds ⋅ 2 Baths ⋅ 10655769 MLS
Five acres. A powered detached workshop. Room to breathe, space to make your own. This updated Cape Cod offers the flexibility of acreage living in Chesapeake’s Grassfield area. The home features 3 bedrooms, 2 full baths and a first-floor bedroom and full bath. MLS square footage reflects 1,869 sq. ft. per tax records; a recent appraisal measured approximately 2,067 sq. ft.Updates include a renovated kitchen and baths, replacement windows, updated electrical and plumbing, a 2023 heat pump, 2024 whole-house paint and newer flooring. Beautiful hardwood floors, a fireplace, and generous mud/laundry space add function and character. The approx. 736 sq. ft. powered detached garage/workshop offers room for tools, projects, and storage. Gorgeous outdoors boast a fenced yard area, wooded acreage, mature fruit and fig trees, enclosed porch, deck and patio. City water/sewer add convenience. Recent appraisal at $600,000! Existing VA loan may be assumable, reach out to listing agent for more details.

317 George Washington Highway S, South Chesapeake

1407 Hawick Terrace, South Chesapeake
$499,999
3 Beds ⋅ 3 Baths ⋅ 10656063 MLS
Welcome home to Chesapeake’s premier 55+ community! This move-in-ready home offers a fantastic and flexible floor plan featuring TWO spacious primary suites—one on each level—providing plenty of room for guests. The beautiful family room features soaring vaulted ceilings, luxury vinyl plank flooring, and a cozy gas fireplace. Just off the main living area is an additional first-floor flex space, perfect for a home office, reading room, or a relaxing spot to enjoy your morning coffee. The spacious eat-in kitchen features new stainless steel appliances and recessed lighting, while the formal dining room provides the perfect space for entertaining. The large first-floor primary suite offers a private bath with double vanity, separate shower, and oversized jetted tub. At the heart of the community is the Bay Club, featuring indoor and outdoor pools, hot tub, fitness center, billiards, library, game rooms, and so much more. Come experience resort-style living at Eagle Pointe!

1407 Hawick Terrace, South Chesapeake

1103 Madison Lynn Way, South Chesapeake
$640,000
5 Beds ⋅ 2.1 Baths ⋅ 10655665 MLS
Buyer may receive a lender credit of up to 1.25% of the loan amount toward eligible closing costs with the use of the preferred lender. Great Bridge schools, no HOA, and a floor plan that gives you room to make it your own, 1103 Madison Lynn Way checks some hard-to-find boxes in Chesapeake. Located in Hanbury Manor, this spacious home offers approximately 2,557 square feet with four bedrooms upstairs plus a versatile fifth room on the first floor that can serve as a bedroom, home office, playroom, or flex space. The main level features an open layout with spacious living and dining areas and an updated kitchen with quartz countertops, stainless steel appliances, plenty of cabinetry, and LVP flooring. Upstairs, all four bedrooms are conveniently located together, including a spacious primary suite with cathedral ceilings, a walk-in closet, soaking tub, and separate shower. A dedicated upstairs laundry room with a utility sink adds even more convenience. Outside, enjoy a fully fenced backyard with a patio and storage shed, plus an attached two-car garage. Hanbury Manor offers an established neighborhood setting without the restrictions of an HOA, with quick access to Great Bridge schools, restaurants, shopping, interstates, and an easy commute to military bases throughout Hampton Roads. Space, flexibility, no HOA, and a Great Bridge location, this is one you’ll want to see.

1103 Madison Lynn Way, South Chesapeake

1153 Edinburgh Parkway, South Chesapeake
$725,000
5 Beds ⋅ 3 Baths ⋅ 10655913 MLS
Cottage charm on the outside, showstopper on the inside, and Stephen Alexander craftsmanship in every detail! This Caramel Cottage in Great Bridge delivers the builder's signature molding and trim, soaring 10-foot ceilings, and rich hardwood floors from the moment you step into the foyer. The highly flexible floor plan features a sought-after first-floor bedroom and full bath, or a dedicated office/study and a formal dining area ready for holiday dinners and special occasions. The living room is anchored by a gas fireplace framed in custom built-ins, creating a warm and inviting gathering space that flows easily into the heart of the home. The kitchen is the true showpiece, with 42" white cabinetry that rises to meet those tall ceilings, an oversized island with plenty of room to gather, a gas range, stainless appliances, and a walk-in pantry for effortless organization. The breakfast area adds a relaxed spot for everyday meals, making cooking and entertaining easy. Upstairs, the primary suite is a private retreat with a tiled shower, jetted soaking tub, dual vanities, and a spacious walk-in closet. A finished room over the garage offers even more flexibility as a media room, hobby space, or bonus room, and brand-new carpet is already in place! And then there's the porch! The three-season Eze-Breeze enclosure is one of the home's best features, with sliding vinyl panels that open wide to let the breeze in and close up to keep rain, wind, and bugs out, so porch season doesn't end when summer does. From there, step down to the large paver patio in a privacy-fenced backyard, a relaxing setting for morning coffee, evening gatherings, or simply unwinding outdoors. Thoughtful details continue throughout, including zoned heating and cooling, fiber cement siding, a walk-in attic for extra storage, a utility room, and an attached two-car garage with additional driveway parking. From the curb to the craftsmanship, every inch of this home was built with intention. This is Great Living in Great Bridge!

1153 Edinburgh Parkway, South Chesapeake

1204 Lingale Court, South Chesapeake
$740,000
5 Beds ⋅ 3 Baths ⋅ 10655942 MLS
Welcome to this beautifully updated 5-bedroom, 3-bath brick ranch tucked away on a quiet cul-de-sac in sought-after Emerald Lakes. Offering approximately 3,200 square feet, this home features a bright open-concept design with soaring cathedral ceilings, Brazilian walnut floors, custom trim, wainscoting, wood ceiling beams, and extensive upgrades throughout. The remodeled kitchen boasts quartz countertops, custom range hood, newer appliances, subway tile backsplash, and overlooks the spacious living area with gas fireplace and striking wood accent wall. The first-floor primary suite offers private patio access, a cedar-lined walk-in closet, jetted tub, separate shower, and dual vanities. The finished FROG with full bath is ideal as a guest suite, media room, or fifth bedroom. Additional highlights include a 3-year-old HVAC, 2018 water heater, rebuilt rear stairs (2026), irrigation system, custom landscaping, in-wall surround sound, oversized driveway, no HOA, and a private fenced backyard.

1204 Lingale Court, South Chesapeake

144 Downing Drive, South Chesapeake
$549,900
4 Beds ⋅ 3 Baths ⋅ 10655754 MLS
Welcome to 144 Downing Drive in sought-after Hickory, Chesapeake! This spacious & well-maintained 4-bed, 3 full-bath, brick & vinyl ranch offers plenty of flexible living space on a .27-acre lot. The inviting great room features a vaulted ceiling & fireplace, while the spacious kitchen offers granite countertops, abundant cabinetry, stainless steel appliances, breakfast area, & bright sunroom. The finished room over the garage with a full bath offers excellent flexibility for an in-law suite, guest space, home office, or bonus room. Enjoy a fenced backyard built for entertaining with a deck & above-ground pool. Additional highlights include an attached 2-car garage & generous driveway parking space. Located in the desirable Tunbridge Station community with NO HOA and convenient access to Hickory schools, shopping, entertainment, dining, military bases, & major routes to get around Hampton Roads. Schedule your private showing today!

144 Downing Drive, South Chesapeake

1741 Fortune Terrace, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10655498 MLS
Welcome to your next home, where every day feels a little more special. Nestled in the highly sought-after Bryan's Cove community, this beautiful home offers more than just a place to live; it offers a lifestyle defined by comfort, convenience, and connection. Enjoy added privacy with a peaceful wooded backdrop and no rear neighbors. With a low condo fee, no flood insurance requirement, and zoning for the highly desirable Grassfield school district, this home truly checks all the boxes. Bryan's Cove is known for its scenic surroundings and exceptional amenities, offering the perfect blend of tranquility and everyday convenience. Residents enjoy access to a community dock, dog park, fitness center, clubhouse, and swimming pool. Nearby, you will find Publix, lots of other shopping and several restaurants, Tidewater Community College, and quick access to Interstates 64 and 264 makes commuting and daily errands effortless, while parks, recreation, and local attractions are all close by. Inside, you'll find a warm and inviting floor plan designed for both comfortable living and effortless entertaining. The spacious kitchen serves as the heart of the home, featuring a large center island with seating, abundant prep space, and a gas range that will delight home chefs. Every room has been thoughtfully designed to create a welcoming atmosphere where family and friends can gather and lasting memories can be made. Opportunities like this don't come along often. If you've been searching for a home in an exceptional community with outstanding amenities, top-rated schools, and a private, natural setting, this is one you won't want to miss. Schedule your private showing today and experience everything this remarkable home has to offer.

1741 Fortune Terrace, South Chesapeake

518 Whisper Walk, South Chesapeake
$405,900
4 Beds ⋅ 2.1 Baths ⋅ 10655312 MLS
Welcome home to this beautifully maintained condominium in the highly sought-after Cedar Crossing community. This spacious open concept residence offers over 2,000 square feet of comfortable living space. Four bedrooms featuring a large primary bedroom suite on first level, with double vanity and large walk-in closet. Beautiful hardwood floors, and crown molding throughout. Tile in kitchen, bathrooms and mudroom. Enjoy the privacy of a fenced backyard with storage shed for additional equipment. Two car garage and driveway space. Neighborhood has a well-equipped playground, swimming pool, tennis court and clubhouse. Enjoy low-maintenance living in a vibrant community conveniently located near shopping, dining, schools, and major commuter routes.

518 Whisper Walk, South Chesapeake

3240 Morningside Drive, West Chesapeake
$550,000
3 Beds ⋅ 2.1 Baths ⋅ 10655418 MLS
Welcome to this charming 2-story Colonial nestled in the heart of Western Branch! This 3 bedroom, 2.5 bath home offers comfortable living with a finished room over the garage that provides versatile space for an office, hobby room, or additional living area. The temperature-controlled all-season sunroom is a wonderful spot to relax and enjoy the changing seasons. Over the past 10 years, the owners have made numerous updates throughout the home, including improvements to the kitchen, bathrooms and more. Outside, enjoy the convenience of an in-ground sprinkler system and a full -yard electric fence. Ideally located near interstate access, shopping, dining, and everyday conveniences, this home offers both comfort and functionality in Western Branch location.

3240 Morningside Drive, West Chesapeake

3208 Pineridge Drive, West Chesapeake
$525,000
5 Beds ⋅ 3.1 Baths ⋅ 10654949 MLS
Classic character meets seriously usable space. Tucked beneath the trees in the highly desirable Silverwood neighborhood, this 5 bedroom, 3.5 bath Dutch Colonial brings together original character and thoughtful updates without losing its charm. Natural light fills the rooms and plays across the original refinished hardwood floors, bringing warmth throughout the 2,602 square foot home. The brand-new kitchen brings new cabinetry, countertops, appliances and LVP, while the stunningly updated bathrooms add a fresh, polished finish. A gas fireplace adds another touch of original character to the living room, and the finished room over the garage offers flexible space for whatever the home needs. The EZBreeze porch takes outdoor living a step further, with heat and air conditioning that keep the space comfortable throughout all the seasons. Whether enjoying a mild morning or settling in on a cooler evening, this is outdoor space with the comfort to make it genuinely usable year-round. A home with the kind of character you notice right away, paired with a fresh kitchen, beautiful updates, and spaces that make you want to stay awhile. Move in with nothing to do!

3208 Pineridge Drive, West Chesapeake

1824 Lancing Crest Lane, South Chesapeake
$1,100,000
5 Beds ⋅ 4.1 Baths ⋅ 10654932 MLS
Welcome to an exceptional 4,800 sq. ft. all-brick home in Chesapeake's sought-after Grassfield area! Offering 5 bedrooms and 4.5 baths, this spacious home features a private primary wing designed as its own retreat, complete with an incredible oversized walk-in shower that truly has to be seen. Each additional bedroom is a suite with access to its own bath, providing privacy and comfort for family and guests. Enjoy outdoor living on the screened porch overlooking the inground pool with a fountain perfect for relaxing or entertaining. The community offers its own boat ramp and marina area with water access to the Elizabeth River. Conveniently located near shopping, dining, and interstate access, this home combines space, privacy, recreation, and an outstanding Chesapeake location.

1824 Lancing Crest Lane, South Chesapeake

713 Tiffany Green Court, South Chesapeake
$419,800
4 Beds ⋅ 2.1 Baths ⋅ 10654900 MLS
Enjoy carefree luxury in this meticulously maintained end-unit condo. Concessions Galore and VA assumption available. This beautifully upgraded 4-bed, 2.5-bath home is completely move-in ready. Boasting premium finishes, the open layout features vaulted ceilings, elegant crown molding, and luxury vinyl flooring. Upgraded recessed and pendant lighting, along with modern fans, illuminate the main living space. The chef's kitchen was fully renovated in 2023 with contemporary cabinetry, granite countertops, and stainless steel appliances. The first-floor primary ensuite serves as a private retreat with custom built-ins, a walk-in closet, and a spa-like bath with a new light fixture and fan. Upstairs, a versatile bonus loft provides a great space for an office or media room, while two bedrooms share a dual-entry bath with double sinks for exceptional guest privacy. Rest easy knowing major systems are updated, including a water heater (2022) and HVAC (2024). This property offers a superb combination of space, style, and location.

713 Tiffany Green Court, South Chesapeake

712 Woodcott Drive, South Chesapeake
$569,900
4 Beds ⋅ 2.1 Baths ⋅ 10654685 MLS
Located in the Hickory school district, the home is less than one mile from the interstate and just minutes from the shopping, dining, and everyday conveniences of Edinburgh. With its bright interior, flexible layout, generous outdoor space, and convenient location, this home is ready to welcome its next owners. Tucked along a quiet, tree-lined street, this beautifully updated home offers a light, welcoming atmosphere and plenty of space to enjoy. Natural light fills the thoughtfully refreshed interior, creating bright and comfortable living spaces throughout. At the heart of the home is an inviting kitchen featuring stone countertops, newer cabinetry, stainless steel appliances, and durable LVT flooring—perfect for everyday living and entertaining. The spacious fourth bedroom above the garage offers wonderful flexibility as a home office, gym, playroom, guest suite, or private retreat. Outside, the expansive backyard provides plenty of room for gatherings, gardening, play, or simply relaxing beneath the open sky. The home also features a long list of valuable improvements, including PEX plumbing in place of the original polybutylene, an upgraded electrical panel, replacement of most windows, updated lighting and flooring, select exterior doors, siding, and trim. A private well serves the irrigation system, and the roof was replaced in 2014.

712 Woodcott Drive, South Chesapeake

1816 Sunsprite Loop, South Chesapeake
$600,000
6 Beds ⋅ 3 Baths ⋅ 10654192 MLS
It’s got space!! Use all 6 bedrooms or create the office, guest room, fitness space or playroom you've been looking for. The first floor offers a bedroom, adjacent flex room and modified curb less shower—great for guests or anyone who prefers fewer stairs. Neutral décor, 9' ceilings, hardwood floors, crown molding and a huge FROG. Spacious primary suite with hardwood floors and two walk-in closets, plus second-floor laundry. Outside, enjoy a lg, fenced backyard , detached shed, private well for lawn irrigation and attached 2-car garage. Meticulously maintained with annual HVAC, tankless water heater and crawl-space service contracts. Seller to provide termite/moisture letter. Convenient to Millville Rd. and Veterans Bridge. Annual Termite/Moisture contracts/ NO FLOOD INS. Grassfield High School has earned national recognition in US News and World Reports for VA’s Board of Education Highest Achievement Award / 2024. $5,000 Closing Cost Assistance. Original Owner.

1816 Sunsprite Loop, South Chesapeake

1547 Orchard Grove Drive, South Chesapeake
$289,000
2 Beds ⋅ 2 Baths ⋅ 10654011 MLS
**SELLER OFFERING A 1-YEAR INTEREST RATE BUYDOWN!** Tucked away on a quiet street in Orchard Grove, this spacious 2-bedroom, 2-bath condo has more to offer than meets the eye! Soaring ceilings, skylights, and a gas fireplace make the living room feel bright, open, and inviting. The updated kitchen features new cabinets, quartz countertops, stainless steel appliances, and a dedicated coffee bar to start your mornings right! Need extra space? The upstairs loft offers endless possibilities for a home office, workout area, hobby room, or additional flex space. Enjoy the convenience of condo living with shopping, dining, military installations, and interstate access just minutes away. **Updated kitchen, flexible living space, and a seller-paid interest rate buydown. What's not to love? Schedule your showing today!**

1547 Orchard Grove Drive, South Chesapeake

224 Northview Drive, South Chesapeake
$475,000
3 Beds ⋅ 2.1 Baths ⋅ 10653649 MLS
Renovated brick ranch in the Great Bridge school district, in established Chesapeake Colony. Less than half a mile to Great Bridge Middle, about a mile to Great Bridge Primary and under 2 miles to Great Bridge High. This single-level 3-bedroom, 2.5-bath home offers 1,854 sq ft with hardwood floors, two wood-burning fireplaces and a renovated kitchen with Corian countertops, stainless steel appliances and LVP flooring. Both full bathrooms have been fully renovated with natural stone flooring, custom tile and updated vanities. System updates include roof (2010) HVAC (2010) and tankless water heater (2025). Natural gas, a generator hookup and an oversized attached garage add everyday convenience. The 0.34-acre lot is set among mature trees, Japanese maples and azaleas. Out back: a privacy-fenced yard with a two-level composite deck and low-voltage lighting, a Wellis hot tub, a gazebo with swing, a pea gravel patio, a separate gated dog run and a powered 10x14 shed with loft and workbench. Irrigation and a double-wide driveway with parking for five complete the package. Minutes to Great Bridge shopping, dining and Chesapeake Regional Medical Center. Priced $10,000 below a recent independent appraisal!

224 Northview Drive, South Chesapeake

3106 Lantern Place, West Chesapeake
$424,900
4 Beds ⋅ 2.1 Baths ⋅ 10653646 MLS
Enjoy low-maintenance living in this beautifully maintained end-unit townhome in a sought-after 55+ community. This home features a first-floor primary suite, an open-concept living area with a gas fireplace, a spacious kitchen with upgraded cabinetry, a dining room, private office, and a convenient first-floor laundry room. Step outside to the screened-in porch, where you can enjoy views of the community pool from your fenced backyard and take advantage of easy access to the clubhouse. Upstairs offers additional bedrooms, a versatile loft, abundant storage, and an unfinished fourth bedroom currently used for storage that can easily be finished to suit your needs. Community amenities include a fitness center, resort-style pool, full kitchen, fire pits, fire tables, and a dog park. Complete with an attached two-car garage, this home combines comfort, convenience, and an active lifestyle.

3106 Lantern Place, West Chesapeake

316 Janes Way, South Chesapeake
$624,900
4 Beds ⋅ 2.1 Baths ⋅ 10653639 MLS
Welcome home to this spacious, beautiful 4-bedroom, 2.5-bath home in sought-after Peyton Estates, offering nearly 2,800 square feet of comfortable living space on a generously sized lot. Inside, you’ll find plenty of room to spread out, including inviting living spaces and a cozy fireplace. A whole-house water filtration system adds an extra level of everyday comfort and convenience. The attached garage provides practical storage and parking, while the rear deck is a great place to relax, entertain, or enjoy the backyard. Tucked into an established Chesapeake neighborhood with convenient access to Greenbrier shopping, dining, interstates, and more, this home offers the space, location, and flexibility today’s buyers are looking for. Come see all it has to offer!

316 Janes Way, South Chesapeake

3303 Arboretum Trl, West Chesapeake
$585,000
4 Beds ⋅ 3 Baths ⋅ 10653614 MLS
Welcome to this spacious 4-bedroom, 3-bath home featuring a bright and open floor plan designed for comfortable living and entertaining. The beautiful kitchen offers abundant cabinet space, stainless steel appliances, granite countertops, and a large center island perfect for gatherings. The first floor includes a generous family room, office area, and additional living space, providing flexibility for work and relaxation. Upstairs you’ll find 4 generously sized bedrooms with ample closet space. The primary suite features both a walk-in closet and an additional closet, along with a private bath with dual vanities, tub and nice size shower. Freshly painted, new carpet and new refrigerator. Step outside to enjoy the patio and nice size yard for your entertainment and outdoor activities. Located in the desirable Western Branch area, this home provides comfort, space, and a peaceful community setting.

3303 Arboretum Trl, West 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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