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2716 Thomas Street, South Chesapeake
$425,000
4 Beds ⋅ 2.1 Baths ⋅ 10660341 MLS
Welcome to 2716 Thomas St, located in Chesapeake's Deep Creek area. Built in 2007, this 4-bedroom, 2.5-bath home offers over 2,400 square feet of living space, with flexible room for a home office, guest room or hobby space. It's a newer build in an established neighborhood, near shopping, dining, schools and the Dismal Swamp Canal Trail. It also has convenient access to major roadways for an easy commute throughout Hampton Roads. This is a great opportunity to get space, comfort and a convenient location in one home. It's a place where everyday routines feel easy and there's always room for whatever comes next.

2716 Thomas Street, South Chesapeake
2708 Cedar Road, South Chesapeake
$620,000
5 Beds ⋅ 4.1 Baths ⋅ 10659695 MLS
Space, flexibility, and 2 acres to call your own! Built in 2017, this 5-bedroom, 4 and a half bath home features a highly desirable layout with two primary suites, one on the first floor and another upstairs, offering exceptional versatility for multi-generational living. The kitchen features stainless steel appliances, granite countertops and an eat-in area, complemented by a separate dining room for entertaining and everyday gatherings. With 2 acres of land and no HOA, enjoy the freedom and privacy of country-style living without sacrificing convenience. Located in Chesapeake, just minutes from shopping, dining, everyday essentials, and interstate access, this property offers the space you want with the accessibility you need.

2708 Cedar Road, South Chesapeake
2868 Flag Road, South Chesapeake
$395,000
4 Beds ⋅ 2 Baths ⋅ 10659664 MLS
Deep Creek - Just off Route 17/George Washington Highway exit - Beautifully renovated - move-in ready brick ranch with large private lot. White shaker style kitchen cabinetry with granite countertops, LVP flooring throughout - 4 bedrooms, 2 full baths - freshly painted, nice floor plan - large new deck off rear of home with French doors to deck and huge backyard - room for anything you enjoy! Large shed in backyard plus 1 car attached garage. Conveniently located, feels like country living, though close to everything. Great opportunity to live in Deep Creek and enjoy all this area has to offer!

2868 Flag Road, South Chesapeake
2725 Spinners Way, South Chesapeake
$425,000
5 Beds ⋅ 2.1 Baths ⋅ 10659140 MLS
Move-in ready home in the Deep Creek area featuring a new roof, new lower-level windows, new flooring, fresh interior paint, and a new privacy fence. The kitchen has been updated with new countertops and stainless-steel appliances. Bathrooms feature new vanities and light fixtures. Conveniently located near shopping, dining, and major commuter routes.

2725 Spinners Way, South Chesapeake
1108 Shell Road, South Chesapeake
$558,000
5 Beds ⋅ 3 Baths ⋅ 10658985 MLS
Welcome to the kind of home that feels good the moment you enter. Set on just over 2 peaceful acres, this 5-bed, 3-bath home offers the perfect blend of space, comfort, and modern style. Sunlight pours through the windows, filling every room with warmth, while the open layout creates an easy flow for everyday living and gathering with the people you love. The home features two spacious primary suites, one located on the first level, both with private baths and large closets, making it ideal for guests, or multigenerational living. You'll also love the luxury vinyl plank flooring, granite countertops, stainless steel appliances, and the beautiful laundry room! The backyard is just as inviting. Whether you're roasting marshmallows around the fire pit, spending summer afternoons in the saltwater pool, or simply enjoying the quiet views with your morning coffee, the backyard feels like your own private escape. Peaceful, welcoming, and full of room to grow! *One year Choice home warranty

1108 Shell Road, South Chesapeake
2304 Swinson Landing, South Chesapeake
$430,000
4 Beds ⋅ 2 Baths ⋅ 10658594 MLS
Welcome to 2304 Swinson Landing! Tucked away on a cul-de-sac with no HOA, this charming 4-bedroom, 2-bath ranch offers approximately 1,800 square feet of comfortable living space and a peaceful wooded backdrop. Inside, you'll find a bright, inviting kitchen featuring a beautiful bay window overlooking the backyard, bringing the outdoors right into your everyday routine. Enjoy slow mornings with coffee on the screened-in porch, host friends on the spacious back deck, or simply unwind while taking in the wooded views. The versatile finished room over the garage (FROG) provides additional space to fit your needs, along with plenty of storage. An attached garage offers even more room for parking, hobbies, or organization. With a roof, HVAC system, and appliances updated in 2017, this home combines practical features with inviting spaces to enjoy. Conveniently located in Chesapeake, this is one you won't want to miss!

2304 Swinson Landing, South Chesapeake
3342 Martin Johnson Road, South Chesapeake
$1,650,000
5 Beds ⋅ 3.2 Baths ⋅ 10656180 MLS
Quiet Luxury. Architectural Artistry. This Custom Built Estate was designed not simply to be lived in, but to be experienced on 4 acres, 5,900 sqft (plus add'l 980 ROG). The dramatic, soaring ceilings & windows throughout a 2-story family rm w/stone fireplace, along w/every custom architectural detail make a statement of true Luxury. From the picturesque curb appeal to first floor Primary Suite & your own private spa, a cedar-lined wellness retreat w/hot tub. The expansive fl plan provides flexibility for formal gathering & relaxed everyday living. This home was thoughtfully designed, w/ 4 add'l spacious bedrms, generous living & entertainment areas, abundant nat'l light & craftsmanship throughout. New 6 burner-gas Wolf range in large kitchen, Trex board decking outside, endless possibilities to entertain & peace/privacy. An inground pool, pool house, pergola & plenty of open space. Large ROG is ready for you to make it your own movie/game room! Ask your agent for feature sheet!

3342 Martin Johnson Road, South Chesapeake
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
2604 Elkhart Street, South Chesapeake
$395,000
4 Beds ⋅ 2 Baths ⋅ 10655711 MLS

2604 Elkhart Street, South Chesapeake
3433 Martin Johnson Road, South Chesapeake
$385,000
3 Beds ⋅ 2 Baths ⋅ 10655347 MLS
Welcome to this charming 3-bedroom, 2-bath Cape Cod nestled on 1.4 private acres in the Deep Creek area of Chesapeake! This property offers the perfect blend of peaceful outdoor living and everyday convenience. Enjoy gardening in the fenced garden, unwind in the wooded backyard, or take advantage of easy access to the nearby Portsmouth Ditch Trail for walking, biking, and outdoor recreation. Inside, you’ll find a warm and inviting layout with classic Cape Cod character and plenty of space to make your own. Whether you’re looking for room to spread out, enjoy nature, or simply escape the hustle while staying close to shopping, dining, and major commuting routes, this home checks all the boxes. Don’t miss this unique opportunity to own your own slice of Deep Creek!

3433 Martin Johnson Road, South Chesapeake
100 Alice Street, South Chesapeake
$365,000
4 Beds ⋅ 2.1 Baths ⋅ 10653943 MLS
Welcome Home to Deep Creek! This beautifully renovated brick ranch offers 4 bedrooms, 2.5 baths, and an impressive list of brand-new updates. Step inside to discover brand-new gray carpet and luxury vinyl flooring throughout, complemented by fresh finishes that give the home a clean, modern feel. The updated kitchen features brand-new white cabinetry, a center island, granite countertops, and stainless steel appliances, creating a functional space for everyday living and entertaining. Both full bathrooms have been refreshed with brand-new ceramic marble tile in the showers for a polished, spa-inspired touch. And the updates continue beyond the interior! This home features a brand-new roof, HVAC system, and water heater, offering peace of mind for years to come. With two front and two back entry points, the layout also provides added flexibility for how you enter and use the home. Located in the desirable Deep Creek subdivision and just moments from the Gilmerton Bridge, this home offers convenient access to surrounding areas while providing the space and comfort of a brick ranch-style home. Four bedrooms. Two and a half baths. Brand-new major systems and finishes. Move-in ready. Come see all this home has to offer!

100 Alice Street, South Chesapeake
2615 Cedar Road, South Chesapeake
$405,000
4 Beds ⋅ 2 Baths ⋅ 10653157 MLS
Renovated over the past few years, this beautifully kept brick ranch home is ready to welcome its next owners! Inside, the kitchen offers a fresh, modern feel with crisp white shaker cabinets, gleaming granite countertops, and newer stainless-steel appliances that make every day cooking a pleasure. Enjoy the charm of the hardwood floors, and other cozy features throughout this home as you add your own touch of decor! Before entering your backyard, enter into your fully screened and covered sunroom from your back door, enjoying the sounds and peace of your backyard. The adjoining fully enclosed sunroom provides a bright, inviting space for relaxing or entertaining, while the large backyard offers plenty of room for gatherings, play, or quiet evenings outdoors. Recent updates - including a newer installed roof and windows (2022), new front fencing (2025) newly remodeled bathroom showers (2024), and newly encapsulated crawl space by JES (2025), and for added peace of mind and long-term value with transferrable warranties! This charming home is truly move-in ready. Schedule your showing today!

2615 Cedar Road, South Chesapeake
2100 Millville Road, South Chesapeake
$619,000
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
102 Ford Street, South Chesapeake
$250,000
2 Beds ⋅ 2.1 Baths ⋅ 10651883 MLS
Move-in ready! This 2-bedroom home offers a rare dual-ensuite layout — each bedroom has its own full bath, plus a powder room downstairs for guests. Brand-new LVP flooring and carpet, fresh paint throughout, and a new hot water heater. Kitchen and bath cabinetry has been freshly painted in a soft sage tone, paired with a brand-new stainless steel appliance package — refrigerator, range, dishwasher, and microwave hood. A new sliding glass door off the family room leads to a rebuilt rear landing and steps, and the HVAC condenser sits on a new stand. Seller to provide a clear termite/moisture report. Nestled in the established Fordville/Deep Creek area with easy access to shopping, dining, and I-64 — truly nothing to do but move in. Schedule your showing today!

102 Ford Street, South Chesapeake
2808 Willows Arch, South Chesapeake
$468,900
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
772 Shell Road, South Chesapeake
$325,000
3 Beds ⋅ 1.1 Baths ⋅ 10644798 MLS
Own A Piece Of "Country Living" In "The City!" Original Farmhouse Type Home Situated On Approx. 2 Acres - Very Unusual Lot! Really Private Setting! Home Needs Renovating...Has Lots Of Potential! Located Off Shell Rd. (Firman St) With Flag Driveway To Back Of Properties. HVAC System 2 Years Old, Roof Approx 16 Years Old, 3 Bedrooms, 1 Bathroom Upstairs, Half Bath Downstairs. Good Sized Kitchen With Real Knotty Pine Cedar Cabinets! Laundry Room Off Kitchen. French Doors Into Living Room And Columns Into Dining Room. Original Hardwood Floors Downstairs. Just A Charming House...Needs Renovation! Huge "Pie Shape" Additional Lot...All On One Deed. Interested In Building Another Dwelling? Look Up The New Senate Bill 531 Which Requires All Localities To Allow Assessory Dwelling Units (ADVs) "By Right" In Single Family Residential Zones...It Might Apply! Buyer Would Do Their Own Due Diligence On This Property.

772 Shell Road, South Chesapeake
1417 Gust Lane, South Chesapeake
$314,000
5 Beds ⋅ 3.1 Baths ⋅ 10644206 MLS
This unique property offers a main home and a separate second residence, creating flexibility that's hard to find. Whether you're looking for multigenerational living, a private in-law suite, rental income, guest accommodations, or space to run a home-based business (where permitted), this property adapts to your lifestyle. The main home features 3 bedrooms and 2.5 baths, while the second home offers 2 bedrooms and 1 bath. Two detached garages provide excellent space for workshops, hobbies, storage, vehicles, or equipment, and two sheds add even more functionality. Enjoy a deck for one home, a patio for the other, separate electric meters, ample parking, and room to spread out. Priced to sell

1417 Gust Lane, South Chesapeake
2116 Cedar Road, South Chesapeake
$644,900
5 Beds ⋅ 3 Baths ⋅ 10643675 MLS
Rare find on Cedar Road! This multi-generational 5-bed, 3-bath home features two primary bedrooms one downstairs and a larger one upstairs deal for multigenerational, extended family or flexible living. The Open Living Format seamlessly connects the kitchen, dining, and great room for effortless entertaining. Enjoy LVP flooring, quartz counters, tile backsplash, pendant lighting, and a first-floor bedroom with full bath. Set on 2.5 acres with a wooded backyard, it offers a true mini wilderness escape while still near to everything. The upstairs primary suite includes a garden tub, tile shower, and generous closet space. Modern finishes, private acreage, and a two-car garage make this a standout home that will not last!

2116 Cedar 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.

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