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933 Michael Drive, South Chesapeake
$265,000
3 Beds ⋅ 2 Baths ⋅ 10633859 MLS
Welcome home to this,updated ranch in the desirable Deep Creek area of Chesapeake! This move-in ready home features fresh updates throughout, including new flooring, fresh paint, and stylish new light fixtures that give the home a modern , inviting feel. The spacious floor plan offers comfortable one-level living with a large primary ensuite providing the perfect private retreat. Buyers will appreciate the peace of mind of a roof that is only 5 years old, along with the opportunity to personalize and make this home their own. Even better, closing cost assistance is available with a full-price offer, making this an excellent opportunity for first-time buyers or anyone looking to maximize affordability. Furniture is virtually staged by AI.

933 Michael Drive, South Chesapeake
943 Still Harbor Circle, South Chesapeake
$265,000
2 Beds ⋅ 1.1 Baths ⋅ 10618407 MLS
Welcome home to this charming 2-bedroom, 1.5-bath end-unit townhome featuring serene water views in the heart of Chesapeake. The fully fenced backyard provides the perfect space to relax, entertain, or let pets roam. Inside, enjoy a functional layout suitable for modern living. Centrally located with convenient access to country club, shopping, dining, parks, major interstates, and all Hampton Roads naval bases. A great opportunity for a first-time buyer or savvy purchaser looking to reduce monthly expenses by utilizing roommate potential.

943 Still Harbor Circle, South Chesapeake
712 Inlet Quay Unit A, South Chesapeake
$265,000
2 Beds ⋅ 2 Baths ⋅ 10615675 MLS
Move-in ready and one-level living! This spacious 2-bedroom, 2-bath home offers 1,304 sq ft with large living areas and a massive primary suite featuring a walk-in closet and full bath. Enjoy an outdoor patio with an exterior storage closet and the ease of low-maintenance living. The home features many thoughtful upgrades throughout that you don't want to miss out on. Schedule a showing today! Closing Cost Assistance available through the Listing Edge Program.

712 Inlet Quay Unit A, South Chesapeake
1661 Shillelagh Road, South Chesapeake
$265,000
2 Beds ⋅ 1 Baths ⋅ 10610509 MLS
Investor opportunity for 9 acres on Shillelagh Road 2 Bed, 1 bath plus detached garage. Beautiful acreage.

1661 Shillelagh Road, South Chesapeake
4908-A Ballahack Road, South Chesapeake
$265,000
10605070 MLS
Rare 3.38 acre fully cleared farmette lot in Southern Chesapeake’s highly desirable Grassfield School district!! No HOA or Deed restrictions allows you to build the dream house of your liking! With an existing Driveway Entrance, fresh Boundary Survey, Topo, Septic Certification (for a non-mound system), and Recorded Plat, this homesite is ready for you! The property is less than 1 mile to Hwy 17, making it easy access to military bases, beaches and shopping.

4908-A Ballahack Road, South Chesapeake
1980 Woodgate Arch, South Chesapeake
$265,000
3 Beds ⋅ 1.1 Baths ⋅ 10602349 MLS
Well-maintained end unit in sought-after Greenbrier area! This 3BR/1.5BA townhome features one of the largest fenced backyards in the neighborhood—perfect for entertaining, pets, or relaxing outdoors. Enjoy added privacy with no neighbors on one side. Primary bedroom has dual closets. Cozy living area with wood burning fireplace. Water heater replaced in 2022, windows replaced in 2023. Located near shopping, dining, schools, interstates, and bases. Move-in ready!

1980 Woodgate Arch, South Chesapeake
2404 Livesay Road, South Chesapeake
$262,000
4 Beds ⋅ 1 Baths ⋅ 10588415 MLS
Great starter home, just for you. Convenient to interstate, main roads, shopping and schools. Open concept floor plan. All appliances convey as is. Separate in-law suite or work out room/office with half bath. Go see this one first. Don't hesitate

2404 Livesay Road, South Chesapeake
2052 Cedar Road, South Chesapeake
$261,656
3 Beds ⋅ 2 Baths ⋅ 10623875 MLS
Adorable 3 bedroom Cape Cod on .75 acres on a secluded lot with beautiful scenery. Enjoy the wooded views and tidal creek, with tons of wild Life to enjoy! HUGE BAKCKYARD with room to expand or rebuild with NEW CONSTRUCTION homes in this GROWING AREA! Home needs a little TLC and is priced accordingly but MOVE IN READY! One of the most desirable school districts in the area. Close to shopping, dining, leisure parks and recreation, highway access, and close to the NC border. Cozy home with TONS of potential to make this home yours! Call to schedule your private viewing today

2052 Cedar Road, South Chesapeake
1303 River Birch Run S, South Chesapeake
$261,000
2 Beds ⋅ 1.1 Baths ⋅ 10639482 MLS
Welcome home to this beautifully maintained 2 bedroom townhouse that has been meticulously cared for and is truly move in ready. From the moment you step inside, you will appreciate the comfortable layout, fresh feel, and thoughtful updates throughout. Enjoy peace of mind with a brand new roof, HVAC less than 5 years old, and brand new carpet, giving you the confidence to settle in without the stress of major updates. The home offers inviting living spaces, generous bedrooms, and a practical floor plan that works well for everyday living. The backyard offers a scenic area to relax with a new deck and "ez breeze" awning. Conveniently located near dining, shopping, and everyday essentials, you will love being close to everything you need. Easy access to the interstate makes commuting, weekend plans and travel throughout Hampton Roads simple and convenient. Whether you are a first time home buyer, downsizing, or looking for a low maintenance home in a great location, this townhouse is a wonderful opportunity.

1303 River Birch Run S, South Chesapeake
2261 Shipyard Road, South Chesapeake
$260,000
3 Beds ⋅ 1 Baths ⋅ 10640981 MLS
INVESTOR ALERT! Rare opportunity to own 2.5 acres in the heart of Chesapeake with city water and city sewer already in place. Opportunities like this are becoming increasingly difficult to find, especially in one of Chesapeake’s fastest growing corridors. This 3 bedroom, 1 bathroom home with a screened front porch is ready for its next chapter. Whether you’re looking to renovate, expand, hold as a long term investment, or capitalize on the land itself, the possibilities are endless. Location is everything, and this property delivers. Conveniently located near Deep Creek and Grassfield, you’ll enjoy quick access to major interstates, Route 17, Route 168, shopping, restaurants, shipyards, military installations, and major employment centers throughout Hampton Roads. The property is also zoned for the highly sought after Grassfield High School, Hugo A. Owens Middle School, and Deep Creek Central Elementary School, adding long term appeal for future homeowners and tenants alike. Surrounded by continued residential growth and new development, this is the type of opportunity investors have been waiting for. Large acreage properties with public utilities in Chesapeake are few and far between. Bring your vision, your contractor, and your plans because the potential here is undeniable. Cash or rehab loan only. Property is being sold as is.

2261 Shipyard Road, South Chesapeake
1914 Woodgate Arch, South Chesapeake
$260,000
2 Beds ⋅ 2 Baths ⋅ 10633391 MLS
Open House Saturday 7/18/26, 10 am - 2 pm. Welcome to this beautifully renovated 2-bedroom, 2 bathroom townhome featuring impressive high ceilings that create an open, airy feel throughout. The updated interior boasts modern finishes, refreshed flooring, and a stylish kitchen perfect for both everyday living and entertaining. Spacious bedrooms offer comfort and privacy, while the thoughtfully updated bathrooms add a touch of luxury. Move-in ready and designed for low-maintenance living, this home is a perfect blend of style and convenience.

1914 Woodgate Arch, South Chesapeake
1010 Bowden Avenue, South Chesapeake
$260,000
3 Beds ⋅ 1 Baths ⋅ 10631116 MLS

1010 Bowden Avenue, South Chesapeake
725 Inlet Quay Unit C, South Chesapeake
$260,000
2 Beds ⋅ 2 Baths ⋅ 10629822 MLS
Welcome to effortless living in the highly sought-after Riverwalk community! This beautifully updated first-floor condo offers the convenience of one-level living with stylish modern upgrades throughout. Enjoy a stunning new kitchen featuring brand-new cabinets, countertops, and appliances, along with refreshed bathrooms boasting new vanities and flooring. Step outside and experience resort-style amenities right in your neighborhood, including a private boat slip, dock access, sparkling pool, tennis courts, playground, and clubhouse. Whether you're looking for relaxation, recreation, or a low-maintenance lifestyle, this community has it all. Don’t miss your chance to own this move-in ready gem in one of the area’s most desirable neighborhoods. Schedule your showing today before it’s gone!

725 Inlet Quay Unit C, South Chesapeake
927 Still Harbor Circle, South Chesapeake
$260,000
2 Beds ⋅ 1.1 Baths ⋅ 10622737 MLS
Welcome to this charming end unit two-bedroom townhouse located in the heart of Greenbrier. Move-in ready property offers the perfect blend of convenience, comfort and value. Open floor plan to dining area, 2 bedrooms upstairs with a jack & jill bathroom and laundry. Brand new dishwasher, refrigerator, washer and dryer approximately 2 years old. Backyard has storage shed and private fenced yard. Ideally located minutes from dining, shopping, schools, YMCA, Greenbrier Country Club and interstate. Don’t miss your opportunity.

927 Still Harbor Circle, South Chesapeake
2213 Tennessee Drive, South Chesapeake
$260,000
3 Beds ⋅ 1 Baths ⋅ 10620505 MLS
Don't miss this opportunity to enjoy the ease of one-level living in a home with a tone of updates, Your new home has been freshly painted (2026) has brand new LVP flooring (2026), has refinished hardwood flooring (2026) has an updated kitchen with new countertops and cabinets (2026) and has ne HVAC system (fall 2025). Home is as new as a home can be without being completely rebuilt. Plus the large lot (almost 1/4 acre) allows so much room for activities and fun. Call to schedule your private tour today!

2213 Tennessee Drive, South Chesapeake
813 Pine View Lane, South Chesapeake
$260,000
3 Beds ⋅ 2 Baths ⋅ 10619553 MLS
This is the one you’ve been waiting for! Welcome home to this well maintained and thoughtfully updated three bedroom property. It is situated in a convenient neighborhood near schools, parks, shopping, and military bases. Enjoy peace of mind knowing the HVAC system and all ductwork were fully replaced in 2023, adding both comfort and efficiency. This home checks all the boxes, don’t miss your chance to see it!

813 Pine View Lane, South Chesapeake
705 Creekside Crescent, South Chesapeake
$260,000
2 Beds ⋅ 2.1 Baths ⋅ 10610028 MLS
This 2-bedroom townhome in Chesapeake’s desirable Riverwalk has much to offer a new owner. Downstairs you will find the kitchen with dedicated dining space, living room with fireplace, half bath, and laundry room. Upstairs are the bedrooms including the primary with ensuite bath and walk-in closet. The backyard with shed and fence offer space for adults, kids, and pets to relax and play. Neighborhood amenities include clubhouse, playgrounds, pool, and tennis courts. Conveniently located approximately 5 minutes from Chesapeake Expressway. Approx 10min to Greenbrier. Only 15min to Downtown Norfolk and 20min to VB Town Center. This is the place!

705 Creekside Crescent, South Chesapeake
1906 Devonwood Common, South Chesapeake
$260,000
2 Beds ⋅ 1.1 Baths ⋅ 10606821 MLS
Welcome home to this beautifully updated 2-bedroom, 1.5-bath townhouse located in the heart of Greenbrier in Chesapeake. This move-in ready home features new stainless steel kitchen appliances, new LVP flooring throughout the main level, and new carpet upstairs for added comfort. The updated full bath offers a modern touch, while the spacious layout provides an inviting atmosphere perfect for everyday living. Enjoy the convenience of being centrally located near shopping, dining, parks, and easy interstate access—everything you need right at your doorstep. Don’t miss the opportunity, Call now!!

1906 Devonwood Common, South Chesapeake
1244 Mill Stream Way, South Chesapeake
$260,000
2 Beds ⋅ 1.1 Baths ⋅ 10603235 MLS
**Open House Saturday 9/27 from 1-3pm** Beautifully updated townhome nestled in highly desirable Greenbrier neighborhood. The stylish eat-in kitchen boasts stainless steel appliances, quartz countertops and a sleek backsplash. The main level offers a spacious living room with a cozy fireplace, half bath, laundry closet & access to a private, fenced backyard. Step outside and enjoy a beautifully landscaped yard and deck. Upstairs, you'll find two large bedrooms and a full bathroom featuring a tiled shower and flooring. Contemporary finishes throughout the home create a bright, welcoming atmosphere that complements any decor. Enjoy all the amenities this vibrant community has to offer, including scenic walking trails around the lake, community playgrounds, and a fishing dock. Conveniently located just minutes from restaurants, shopping and parks with quick access to I-64.

1244 Mill Stream Way, South Chesapeake
1236 Basswood Court, South Chesapeake
$260,000
3 Beds ⋅ 2.1 Baths ⋅ 10602092 MLS
Welcome to this charming, move-in-ready end-unit townhouse offering 3 bedrooms, and 2.5 baths. Nestled on a quiet cul-de-sac in one of Chesapeake’s most sought-after neighborhoods, this beautiful home blends comfort, style, and convenience. From the moment you arrive, you’ll be charmed by the inviting curb appeal, manicured landscaping, and a welcoming front porch that sets the tone for what’s inside—located in the desirable Woodbriar area of Chesapeake, just minutes from Greenbrier and Great Bridge, and ideally situated near shopping, the expressway, and a variety of dining options. The generously sized bedrooms, offer flexibility for a home office, playroom, or guest space. Relax in the spacious family room and cook up a storm in the sleek kitchen with ample cabinet and counter space. The backyard is great for entertaining or simply unwinding in a peaceful, natural setting. Being sold "as is" but this gem will not disappoint. NO HOA FEES

1236 Basswood Court, South Chesapeake
1013 Wickford Court, South Chesapeake
$259,900
3 Beds ⋅ 1.1 Baths ⋅ 10618537 MLS
This well-maintained all-brick townhouse proves that thoughtful design and timeless style never go out of fashion. Centrally located with easy access to major highways, getting around town is simple and convenient. Inside, the updated kitchen features granite countertops, newer appliances, and a comfortable eat-in breakfast nook—perfect for morning coffee or casual meals. The open living room offers flexible space with multiple options for furniture placement, making it easy to create a setup that fits your lifestyle. Updated bathrooms throughout, including a tiled shower extending to the ceiling. Warm, neutral tones flow through the home, creating a welcoming backdrop that’s easy to personalize. With three bedrooms, the layout makes smart use of space, offering versatility without excess maintenance. If you’re looking for low-maintenance living with classic brick construction, tasteful updates, and a location that just makes sense, this home is worth seeing in person.

1013 Wickford Court, South Chesapeake
1319 River Birch Run S, South Chesapeake
$259,500
2 Beds ⋅ 1.1 Baths ⋅ 10603212 MLS
This beautifully updated 2-bedroom, 1.5 bath townhouse is move -in ready! The entire home has been freshly painted, features brand-new flooring throughout, and boasts recently updated appliances. Enjoy the privacy of a fully fenced backyard with a storage shed for added convenience and extra space. Located near shopping, dining, and major highways-this one won't last long, schedule your showing today!

1319 River Birch Run S, South Chesapeake
1973 Millville Road, South Chesapeake
$257,000
3 Beds ⋅ 1 Baths ⋅ 10641860 MLS

1973 Millville Road, South Chesapeake
1434 Shortleaf Lane, South Chesapeake
$257,000
2 Beds ⋅ 2.1 Baths ⋅ 10613277 MLS
Welcome home to this spacious 2 bedroom, 2.5 bath condo located in the heart of Greenbrier! This functional layout is perfect for entertaining or relaxing. Each bedroom offers its own private en-suite bath for ultimate comfort and privacy. Enjoy the convenience of nearby shopping, dining and easy access to the interstate-making your daily commute a breeze. Don't miss this opportunity for low maintenance living in a prime location!

1434 Shortleaf Lane, South Chesapeake
1020 Castle Court, South Chesapeake
$255,000
3 Beds ⋅ 1.1 Baths ⋅ 10638789 MLS
Welcome home to this beautifully updated 3-bedroom, 1.5-bath townhome that combines modern upgrades with comfortable living. The renovated kitchen features granite countertops, brand-new appliances, stylish finishes, and plenty of cabinet space for everyday living and entertaining. Enjoy peace of mind with major improvements already completed, including a newer roof (2 years old), HVAC system (2 years old), and water heater. New flooring adds a fresh, contemporary touch throughout the home, while the newly installed wood privacy fence creates the perfect outdoor space for relaxing, entertaining, or enjoying time with pets and family. Conveniently located near shopping, dining, schools, and major commuting routes, this move-in-ready home offers both comfort and value. Don't miss your opportunity to make this beautifully updated townhome your own!

1020 Castle Court, South Chesapeake
1614 Willow Point Arch, South Chesapeake
$255,000
2 Beds ⋅ 2.1 Baths ⋅ 10635859 MLS
Move in ready home in Chesapeake featuring fresh interior paint, new carpet, new laminate flooring, and a new electric fireplace that adds a modern touch to the main living area. Kitchen offers new countertops along with ample cabinet and prep space. Functional floor plan provides comfortable everyday living with easy access to shopping, dining, parks, and major interstates. A great opportunity to own a refreshed home in Chesapeake. Some photos have been AI Generated to help show case the properties full potential.

1614 Willow Point Arch, South Chesapeake
908 Poplar Avenue, South Chesapeake
$255,000
10632031 MLS
Brick duplex with stable cash flow and long-term tenants in place! Each unit offers ~ 783 SF with 2 bedrooms and 1 bath (1566 SF total). Both units are leased at $950/month through 3/31/2027, providing immediate income and reduced vacancy risk. Tenants pay their own utilities; water is on one meter and reimbursed to landlord. Unit A features an updated bathroom. Property includes a large side yard, ample off-street parking, and two storage sheds. Solid brick construction supports long-term durability and lower maintenance. Sold strictly as-is; seller to make no repairs. Ideal for investors seeking a steady returns with minimal turnover.

908 Poplar Avenue, South Chesapeake
717 Inlet Quay Unit G, South Chesapeake
$255,000
2 Beds ⋅ 2 Baths ⋅ 10626325 MLS
Welcome home to this beautifully refreshed 2-bedroom, 2-bath condo in the Riverwalk community! Featuring a newly remodeled kitchen with shaker cabinets, quartz countertops, Bosch dishwasher and Frigidaire refrigerator. Upgraded flooring throughout. Conveys with a stacked, full-size Kenmore washer/dryer. This original-owner home is truly move-in ready. The second floor bedroom offers a private en-suite bath and balcony --ideal for your own personal retreat. Enjoy resort-style amenities including a pool, playground, tennis courts, pickleball court, boat ramp, gazebo, and more. Ideally located near Greenbrier with easy interstate access—perfect for commuters and those who want to be close to everything, while being nestled in a peaceful, wooded setting away from the busyness of life. Don't miss the opportunity to call this your new home!

717 Inlet Quay Unit G, South Chesapeake
1916 Land Of Promise Road, South Chesapeake
$255,000
10617955 MLS
Come build your dream home! This 4.61-acre parcel is partially cleared, providing a balance of usable space and natural privacy, and offers road frontage in Chesapeake’s desirable Hickory school district. Zoned R-15S. Soil testing supports an in-ground alternative septic system. Per the survey, a canal is shown at the rear of the property; no representation is made regarding access or use. Survey and Letter of Findings are available in the documents. Buyer to perform all due diligence regarding zoning, septic suitability, and building options.

1916 Land Of Promise Road, South Chesapeake
1402 Shortleaf Lane, South Chesapeake
$255,000
2 Beds ⋅ 2.1 Baths ⋅ 10617633 MLS
Welcome home to this spacious 2BR, 2.5BA two-story condo in the heart of Greenbrier! The functional layout is ideal for everyday living and entertaining, featuring bright living and dining spaces, a cozy fireplace, and LVP flooring throughout the first floor. Exit outside to a large private back patio, perfect for grilling, relaxing, and hosting friends. Upstairs offers two primary suites, each with its own en-suite bath for comfort and privacy. Enjoy low-maintenance living with community amenities including a pool, ground maintenance, water, and trash pickup. One reserved parking space plus plenty of visitor parking. Conveniently located to shopping, dining, and easy interstate access, with close proximity to military bases and colleges/universities. Move-in ready and must see!

1402 Shortleaf Lane, 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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