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2423 Herring Ditch Road, South Chesapeake
$300,000
3 Beds ⋅ 1.1 Baths ⋅ 10645067 MLS
This property is a diamond just waiting to be found. With a little less than 3/4 of an acre, this home offers the country feeling right outside your back door, surrounded by corn fields and plenty of land to spread out on. Plenty of off-street parking, and 1 car attached garage space. Inside, you will find 3 rooms at 1 end of the home, with 1.5 baths spread across a 1,254 sq. ft. home. A fireplace built with craftsmanship and surely a conversation piece. This home is just looking for a little tlc to get it back to prime condition. The dining room is big enough to hold a large table, with an additional space to hold a small table in the kitchen. The garage has an enclosed additional room built to be a workshop with a door and potential for storage as well. Newer septic and newer roof. Sellers are listing well under market value to offset any and all repairs needed. All appliances are as-is, where is.

2423 Herring Ditch Road, South Chesapeake
1904 Woodgate Arch, South Chesapeake
$299,999
2 Beds ⋅ 2.1 Baths ⋅ 10651432 MLS
Welcome to this fully remodeled 2-bedroom, 2.5-bathroom condo offering approximately 1,256 square feet of living space. Remodeled in 2026, this home offers updated finishes and a refreshed interior. The community features association-maintained trails and a playground, providing convenient access to outdoor amenities. Located near shopping and the local intermediate school, with everyday conveniences just minutes away. Condo association fees are due every six months. An excellent opportunity to own a recently remodeled condo in a convenient location.

1904 Woodgate Arch, South Chesapeake
807 Rivanna River Reach, South Chesapeake
$295,000
2 Beds ⋅ 2 Baths ⋅ 10642919 MLS
Welcome to this beautifully maintained condo in the desirable Kingsford section of Riverwalk! Offering 2 bedrooms, 2 baths, and an open concept layout, this home delivers the perfect blend of comfort, style, and low maintenance living. The kitchen features stainless steel appliances and opens effortlessly to the bright living and dining areas, where soaring cathedral ceilings, skylights, and abundant natural light create an inviting atmosphere you'll love coming home to. The thoughtfully designed floor plan offers a first floor bedroom with a private full bath, making it ideal for guests, roommates, multigenerational living, or anyone seeking the convenience of first floor living. Upstairs, a versatile loft provides the perfect space for a home office, reading nook, or flex area, while the spacious primary suite features a fully renovated ensuite bathroom and a generous walk in closet. Enjoy your private patio, the convenience of an attached garage with additional storage, and a peaceful setting tucked away in the heart of Chesapeake. Just minutes from interstates, shopping, dining, and schools, this home also includes exterior building maintenance through the condo association, making it easy to enjoy a true lock and leave lifestyle.

807 Rivanna River Reach, South Chesapeake
1313 Quail Creek Hollow Unit C, South Chesapeake
$294,900
2 Beds ⋅ 2.1 Baths ⋅ 10644570 MLS
Price Improvement! Take advantage of this exceptional value and add your personal touch with a few cosmetic updates. Private end-unit in desirable Greenbrier Fairways with a first-floor primary suite and spacious second bedroom. Versatile loft with closet overlooks the great room, great for an office, flex space, or potential third bedroom. Kitchen features ample cabinetry, pantry, and breakfast bar. Enjoy a backyard patio and attached storage shed. HVAC & roof (2019), flooring (2017), paint (2023). FHA/VA approved, pet-friendly (up to 35 lbs), and low condo fees. Move-in ready and well maintained! Perfect location to many corporate businesses including Dollar General corporate office, Chesapeake Regional Hospital. Great condo for traveling nurses, relocation for temps, investor for rental opportunity or for Buyer looking to pay less than rent!

1313 Quail Creek Hollow Unit C, South Chesapeake
526 Windward Drive Drive, South Chesapeake
$290,000
3 Beds ⋅ 2.1 Baths ⋅ 10653125 MLS
Short sale — offer accepted and currently pending lender approval.

526 Windward Drive Drive, South Chesapeake
1540 Eldwick Drive #203, South Chesapeake
$284,900
2 Beds ⋅ 2 Baths ⋅ 10650605 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owner’s suite includes a private bath & walk-in closet with custom wood shelving. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #203, South Chesapeake
313 Holyoke Lane, South Chesapeake
$283,999
2 Beds ⋅ 2.1 Baths ⋅ 10653079 MLS
Turnkey Luxury in Oakbrooke Crossing – Fully Updated & Pre-Inspected!Welcome to this beautifully updated 2-bedroom, 2.5-bathroom townhome-style condo in desirable Oakbrooke Crossing! This move-in-ready home features brand-new LVP flooring, fresh neutral paint, and an updated kitchen with laminate countertops, breakfast bar, and stainless steel appliances. Upstairs, you’ll find two spacious primary suites, each with its own private en-suite bathroom great for guests, roommates, or a home office. Enjoy added peace of mind with a brand-new water heater (2024), recently serviced HVAC, and a professional pre-inspection with the report available upon request.Conveniently located in the heart of Chesapeake, just minutes from Greenbrier shopping, dining, business centers, and interstate access. The low-maintenance condo lifestyle includes ground maintenance, trash service, and community upkeep. Ready for you! Schedule your showing today!

313 Holyoke Lane, South Chesapeake
1243 Damyien Arch, South Chesapeake
$280,000
4 Beds ⋅ 2.1 Baths ⋅ 10645218 MLS
Welcome to 1243 Damyien Arch, a beautiful townhome in the heart of Chesapeake's Greenbrier area! This spacious 3 possible 4-bedroom, 2.5-bath home offers an open and inviting floor plan designed for comfortable everyday living and effortless entertaining. The bright living area flows seamlessly into the dining space and kitchen, while the generous primary suite provides a private retreat with ample closet space and an en-suite bath. Enjoy low-maintenance living with a private patio, attached garage, and convenient access to shopping, dining, parks, major interstates, military bases, and Chesapeake Regional Medical Center. Located in an established neighborhood, this home is an excellent opportunity for anyone seeking a centrally located home with easy access to everything Hampton Roads has to offer. Schedule your private showing today and make this Chesapeake gem your new home!

1243 Damyien Arch, South Chesapeake
1213 Lakeview Court, South Chesapeake
$279,999
3 Beds ⋅ 1.1 Baths ⋅ 10645365 MLS
Welcome home to this well-maintained 3-bedroom, 1.5-bath brick ranch nestled on a quiet cul-de-sac in the desirable Deep Creek area of Chesapeake. This charming home offers 1,392 square feet of comfortable living space, including a spacious den/family room perfect for entertaining, relaxing, or creating the ideal flex space. Major updates completed approximately 7 years ago include the roof, HVAC, windows, water heater, and encapsulated crawlspace, providing added peace of mind. The attached garage offers additional storage and convenience, while the washer and dryer convey with the home. Being sold As-Is, with the seller willing to consider reasonable buyer concessions with an acceptable offer. Don't miss this wonderful opportunity to make this home your own!

1213 Lakeview Court, South Chesapeake
1920 Devonwood Common, South Chesapeake
$279,900
3 Beds ⋅ 1.1 Baths ⋅ 10650367 MLS
Well maintained townhouse in Chesapeake's Woodgate Commons community. 3-bedroom, 1.5 baths townhouse with extra natural light that only an end unit can provide! Large primary bedroom with walk-in closet. Freshly painted throughout. Fenced backyard with new deck 2026. Large storage shed with electric and playhouse to convey. Ideally located near restaurants, shopping, interstate access, military bases, and a nearby golf course, this home offers both convenience and value.

1920 Devonwood Common, South Chesapeake
1806 Beckwood Common, South Chesapeake
$277,000
3 Beds ⋅ 2.1 Baths ⋅ 10644053 MLS
Well maintained, tenant occupied 1,275 sf, 3-bedroom, 2.5 bath Townhouse in Chesapeake's Woodgate Commons community. Ideally located near restaurants, shopping, interstate access, military bases, and a nearby golf course, this home offers both convenience and value. Recent updates include new first-floor flooring, remodeled bathrooms, fresh interior and exterior paint, updated kitchen appliances and floor coverings, an upgraded HVAC system, a smart thermostat & deck. The attached storage provides extra space for tools, seasonal items, or outdoor gear. The total community features 78 acres of common grounds w/ sidewalks throughout connecting neighborhoods, 7 playgrounds, a fishing pier, and a kayak ramp, offering plenty of outdoor recreation. Full of potential! Present tenant pays $2,200 per month on a 60-day notice lease.

1806 Beckwood Common, South Chesapeake
1602 Shell Road, South Chesapeake
$275,000
3 Beds ⋅ 2.1 Baths ⋅ 10652535 MLS
Welcome to this 3 Bed, 2.5 bath home in Chesapeake! Offering a functional layout with plenty of space throughout, this home provides flexibility for everyday living and entertaining. Enjoy comfortable living areas, well-sized bedrooms, and the convenience of two full baths plus a half bath and an attached 1 car garage. Conveniently located with access to shopping, dining, and major roadways. Some photos have been AI generated to help show case the homes true potential.

1602 Shell Road, South Chesapeake
1940 Woodgate Arch Unit A, South Chesapeake
$275,000
3 Beds ⋅ 2 Baths ⋅ 10650616 MLS
Welcome home to this beautifully updated 3-bedroom, 2-bath home, completely renovated in 2022! Thoughtfully refreshed from top to bottom, this move-in-ready gem offers a stylish, modern feel with updates designed for comfortable everyday living. The beautifully updated kitchen features crisp cabinetry, sleek countertops, stainless steel appliances, and plenty of space for cooking and gathering. All three bedrooms are bright and inviting, while both updated bathrooms offer fresh, modern finishes. With the major renovations already completed, you can simply move in and enjoy! Conveniently located near shopping, dining, schools, and major interstates, this home offers the perfect combination of comfort, style, and convenience. Whether you're entertaining, relaxing, or making new memories, this one is ready to welcome you home.

1940 Woodgate Arch Unit A, South Chesapeake
1208 Basswood Court, South Chesapeake
$270,000
3 Beds ⋅ 1.1 Baths ⋅ 10653026 MLS
Welcome home to this well-maintained 3-bedroom, 1.5-bath townhome! All major systems have been replaced within the last 8 years, including the roof, offering valuable updates already taken care of. The home features a functional layout with comfortable living spaces and plenty of potential to make it your own. Best of all, there are NO HOA, giving you the benefits of townhome living without the added monthly expense. Whether you're a first-time homebuyer or simply looking for a place to call home, this property is ready for its next owner. Schedule your showing today!

1208 Basswood Court, South Chesapeake
1245 Corkwood Circle, South Chesapeake
$267,500
3 Beds ⋅ 2.1 Baths ⋅ 10654163 MLS
Welcome to 1245 Corkwood Circle! This well-maintained 3-bedroom, 2.5-bath home offers approximately 1,340 square feet of comfortable living space in a convenient Chesapeake location. The kitchen features stainless steel appliances, a built-in microwave and dishwasher, while the functional floor plan provides plenty of space for everyday living and entertaining. Step outside to enjoy the fully fenced backyard, offering a private space for relaxing, grilling or outdoor activities. Additional features include central air, washer and dryer hookups, and extra storage. Conveniently located in the Greenbrier area with easy access to shopping, dining, entertainment, interstate access and major employment centers. This is an excellent opportunity to own a 3-bedroom home in Chesapeake. Schedule your private showing today!

1245 Corkwood Circle, South Chesapeake
2424 Youngman Road, South Chesapeake
$265,000
3 Beds ⋅ 1 Baths ⋅ 10653366 MLS
Seeking a starter home under $300K. We delivered. If you’ve been searching for a home that allows you to become a homeowner without stretching yourself too thin, this may be the one you’ve been waiting for. This 3-bedroom, 1-bath home offers the space & comfort you need to get started without sacrificing the things that make a house feel like home. Inside, you’ll find three bedrooms, a spacious full bathroom featuring a huge shower, & comfortable living spaces ready for you to make your own. 3rd bedroom currently being used as an additional living space. Outside is where this home really shines. Enjoy morning coffee or evening wind-down on the front porch with a swing, or head to the spacious backyard featuring a new deck great for entertaining, relaxing, or enjoying your own outdoor space which includes a detached garage! If you’ve been saying, “I just want a good starter home that I can actually afford,” consider this a sign. Come see what affordable homeownership can look like.

2424 Youngman Road, South Chesapeake
1007 River Birch Court, South Chesapeake
$260,000
3 Beds ⋅ 1.1 Baths ⋅ 10653121 MLS
Welcome home to this 3-bedroom, 1.5-bath home featuring a spacious living room with a fireplace, stainless steel appliances, and a kitchen with abundant cabinet storage. Three bedrooms and a full bath are located upstairs, with a convenient half bath on the main level. Enjoy the fully fenced backyard w/ storage, and the added value of a new HVAC system to be installed prior to closing. Conveniently located with easy access to shopping, dining, and everyday amenities.

1007 River Birch Court, South Chesapeake
3105 Kenelm Drive, South Chesapeake
$259,900
4 Beds ⋅ 2 Baths ⋅ 10653670 MLS
Opportunity is knocking in Chesapeake! This fixer-upper is full of potential and ready for an investor, renovator, or buyer looking to create something special. With the right vision and improvements, this home could be transformed into an impressive primary residence, profitable investment, or standout renovation project. Whether you're looking for your next flip, rental, or a property you can customize from the ground up, this one offers the space and upside to make it happen. Bring your ideas, your contractor, and unlock the potential! Images have been digitally altered. Property will not pass traditional financing.

3105 Kenelm Drive, South Chesapeake
614 Butterwick Court, South Chesapeake
$245,000
2 Beds ⋅ 2.1 Baths ⋅ 10653001 MLS
Move in Ready and tucked away in the Knell’s Ridge neighborhood. You will be delighted as you step into this well maintained 2 story condo that has been renovated from top to bottom and offers a bright and spacious floorplan. The Living Room with gas fireplace opens to the renovated quartz Kitchen with a dining area plus a Breakfast Bar. All three Bathrooms have been updated to include new flooring, vanities with quartz counters, fixtures, and the full baths have new shower/tub inserts. Additional Details to impress you: freshly painted interior walls and trim, wide plank laminate flooring on first and second floors, custom cabinets throughout, HVAC with programmable thermostat, two owner’s suites with walk in closets, 1st floor Laundry Closet, vinyl replacement windows and newer sliding door, all new plumbing, and courtyard with new privacy fence and storage closet. Reserved parking and super convenient to Interstate access, Dining, Shopping, and Recreation.

614 Butterwick Court, South Chesapeake
206 Attwick Court, South Chesapeake
$245,000
2 Beds ⋅ 2.1 Baths ⋅ 10651186 MLS
Nicely updated 2bed, 2.5 bath condo in Knell's Ridge ready for you to move-in today! Both bedrooms with private, updated baths and walk-in closets. Fenced courtyard. Storage Shed. Convenient location. Community amenities include Pool, Clubhouse, Grounds Maintenance and Trash Collection.

206 Attwick Court, South Chesapeake
924 Deep Branch Way, South Chesapeake
$241,000
3 Beds ⋅ 2.1 Baths ⋅ 10621128 MLS
Located at the back of the development this well-maintained 3-bedroom, 2-bath end unit condo offers space, and strong value. Open plan living with LVP throughout both levels.The kitchen features stainless steel appliances, generous counter space, and a pantry for extra storage. Upstairs you will find three good size bedrooms and laundry, a primary bedroom with walk-in closet and nice ensuite End unit location also provides added privacy and natural light. surrounded on two sides by High Privacy fence. This is a short sale and subject to lender approval. Excellent opportunity for buyers willing to navigate the short sale process in exchange for potential value.Serious inquiries only. Schedule your showing today.

924 Deep Branch Way, South Chesapeake
815 Mill Landing Road, South Chesapeake
$239,900
2 Beds ⋅ 1.1 Baths ⋅ 10642707 MLS
Located in the heart of Great Bridge, this townhome combines comfort with easy, low-maintenance living. Great for first-time buyers, downsizers, or anyone looking to settle in one of Chesapeake’s top school districts. Enjoy the convenience of nearby shopping, dining, parks, and military bases. Property is sold as-is, where-is, with no repairs by the seller. Call today to schedule a private showing.

815 Mill Landing Road, South Chesapeake
1140 Woodland Terrace Drive, South Chesapeake
$225,000
3 Beds ⋅ 1 Baths ⋅ 10647527 MLS
Brick ranch home with 3 bedrooms, 1 bath. Living room and dining room adjacent to kitchen. Convenient to interstates, shopping, entertainment and schools. Rooms are nicely sized and you have great sunlight throughout. 1 car attached garage, large yard.

1140 Woodland Terrace Drive, South Chesapeake
2704 George Dr Drive, South Chesapeake
$220,000
2 Beds ⋅ 1 Baths ⋅ 10655259 MLS
Welcome to this cozy 2 bedroom, 1 bathroom ranch home located in the heart of Deep Creek! This home offers a comfortable layout, an attached 1-car garage, and a spacious backyard with a privacy fence, providing plenty of room for outdoor enjoyment. The large detached shed/workshop offers additional storage and space for hobbies or projects. With its charming touches, great outdoor space, and convenient location near shopping, dining, and major roadways, this home is ready for its next owner to make it their own!

2704 George Dr Drive, South Chesapeake
1012 Sir Gawaine Drive, South Chesapeake
$210,000
3 Beds ⋅ 2 Baths ⋅ 10645865 MLS
Opportunity awaits at this Chesapeake property! With a little TLC and updating, this home has the potential to truly shine. Offering a functional floor plan, spacious living areas, and a desirable location, it's an excellent option for buyers looking to build equity or customize a home to their own style. Whether you're an investor or a homebuyer with a vision, this property is full of possibilities. Conveniently located near shopping, dining, schools, and major commuter routes. Being sold as-is.

1012 Sir Gawaine Drive, South Chesapeake
2925 Sir Meliot Drive Drive, South Chesapeake
$190,000
3 Beds ⋅ 2 Baths ⋅ 10653933 MLS
Fixer-Upper in well-established neighborhood of Camelot in the Deep Creek area is vacant and ready for some TLC. Seller to make no repairs. Investor and Handyperson ready. Three bedrooms with two bathrooms all on one level. Near shopping, dining and the interstates.

2925 Sir Meliot Drive Drive, South Chesapeake
717 Inlet Quay Unit H, South Chesapeake
$190,000
2 Beds ⋅ 2 Baths ⋅ 10638211 MLS
Move-in ready and ideally located in the heart of Chesapeake! This well-maintained home features a spacious layout, two private terraces, and convenient access to shopping, dining, and major commuter routes. Property is being sold as-is. Home could use some TLC, offering a great opportunity to make it your own in a prime location.** SOME PHOTOS ARE VIRTUALLY STAGED.

717 Inlet Quay Unit H, South Chesapeake
37 Darden Street, South Chesapeake
$129,000
10653692 MLS
37 DARDEN, ONE OF TWO 50' x 200' BUILDABLE LOTS IN HICKORY. 1/4 ACRE +/-. NO HOA. Power, phone, internet available. Darden St. is a paved street unlike others in this subdivision. Quiet neighborhood surrounded by a sea of mature trees and protected wetlands. NO WETLANDS CREDITS REQUIRED FOR CONSTRUCTION. Preliminary plat attached, boundary and topo survey performed. This site is septic and well. Septic system to be an engineered "mound" system. 7 minutes to the heart of Great Bridge and 12 minutes to Edinburgh. Agent has custom building options available but not required. These lots are priced to move and SELLER IS MOTIVATED. With the option of also purchasing lot 38 directly to the North of this lot it also provides a unique, affordable, opportunity for a dual construction multi-generational living situation. Why build an in law suite on the same lot when your in-laws can build their own home next door?? Come check out these beautiful lots and this mature neighborhood today!!!

37 Darden Street, South Chesapeake
1613 Tuck Street, South Chesapeake
$24,900
10654780 MLS
SIX ADJOINING WOODED LOTS AVAILABLE AS A PACKAGE. 1.5 ACRES IN TOTAL. ALL SIX LOTS TO BE SOLD TOGETHER. NO EXCEPTIONS. GREAT OPPORTUNITY FOR INVESTORS, BUILDERS, OR BUYERS PLANNING FOR THE FUTURE. BUYER IS RESPONSIBLE FOR ALL DUE DILIGENCE WITH REGARD TO ZONING, UTILITIES, AND DEVELOPMENT POTENTIAL. THE LOT IS CURRENTLY HOME TO BEAUTIFUL TREES! DON'T MISS THIS OPPORTUNITY.

1613 Tuck Street, South Chesapeake
1611 Tuck Street, South Chesapeake
$24,900
10654779 MLS
SIX ADJOINING WOODED LOTS AVAILABLE AS A PACKAGE. 1.5 ACRES IN TOTAL. ALL SIX LOTS TO BE SOLD TOGETHER. NO EXCEPTIONS. GREAT OPPORTUNITY FOR INVESTORS, BUILDERS, OR BUYERS PLANNING FOR THE FUTURE. BUYER IS RESPONSIBLE FOR ALL DUE DILIGENCE WITH REGARD TO ZONING, UTILITIES, AND DEVELOPMENT POTENTIAL. THE LOT IS CURRENTLY HOME TO BEAUTIFUL TREES! DON'T MISS THIS OPPORTUNITY.

1611 Tuck Street, 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.