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$300,000
2 Beds ⋅ 2 Baths ⋅ 10644330 MLS
Single level Condo in Greenbrier Country Club golfing community. Wooded. This 1 level 2 bedroom home is an great option for today's discerning buyer who is looking for simplicity and location. As-is where is. Seller cannot make repairs. Garage is designed for storage. No parking

1311 Eagles Path Trace Path Unit A, 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
$299,000
2 Beds ⋅ 2 Baths ⋅ 10643917 MLS
Welcome to Sendero Ct! Located with-in a Cul-de-sac. Spacious End unit townhome has 2 bedrooms, Loft and 2 baths. Head inside and notice the bold, beautiful new flooring and freshly paint, updated Kitchen and 2 updated bathrooms. Fenced Backyard Oasis with Hot Tub and Grilling area. Located near Hwy 17 and easy access to Downtown Norfolk, VA Beach, Suffolk, Military Bases, Shopping, Restaurants and Schools. Move in Ready!

746 Sendero Court, South Chesapeake
$265,000
2 Beds ⋅ 1 Baths ⋅ 10643751 MLS
Move-in ready and beautifully updated, this home offers the perfect blend of modern style and everyday functionality. Step inside to a bright, inviting interior featuring a beautifully renovated kitchen with soft-close shaker cabinetry, granite countertops, and brand-new stainless steel appliances—perfect for cooking, gathering, and entertaining. Outside, the spacious backyard provides plenty of room for pets, gardening, play, or weekend cookouts. An oversized detached garage/workshop offers exceptional space for storage, hobbies, or DIY projects. Major updates have already been done for you, including a new roof, HVAC, upgraded panel and windows. Situated in an established neighborhood, this home is conveniently located just minutes from shopping, dining, major highways, the shipyard, and military bases, making daily commuting a breeze. Combining comfort, convenience, and thoughtful updates, this is a home you won't want to miss!

2317 Wildwood Road, South Chesapeake
$227,000
2 Beds ⋅ 1 Baths ⋅ 10643240 MLS
Welcome home! This cozy 2 bedroom 1 bathroom twin home is easy to maintain and ready for a new owner! Nestled on a corner lot in the Dominion Pines neighborhood of Chesapeake, you are just minutes from highway access to bases, shopping, restaurants, and beaches. The fenced in backyard with deck provides private space for shaded quiet enjoyment.

497 Cobblewood Bend, South Chesapeake
$275,000
2 Beds ⋅ 1.1 Baths ⋅ 10643623 MLS

824 Nottaway Drive, South Chesapeake
$248,000
2 Beds ⋅ 2.1 Baths ⋅ 10643204 MLS
Located in the Riverwalk section of Chesapeake, this corner unit offers added privacy and a great position tucked toward the backside of the building. Enjoy a quiet serene lifestyle. The functional floor plan provides comfortable everyday living. 2 Bedrooms on the 2nd floor along with 2 Full-Baths with a convenient powder room on the 1st floor. Generous closet space and plenty of storage throughout. A private, new fully fenced patio provides a great space to relax or unwind. Additional highlights include an HVAC system replacement (2025), stove and microwave (2025) and two reserved parking spaces right out front. Just minutes from major interstates, shopping, dining, hospitals and everyday conveniences. Vacant and move-in ready,

1002 Willow Green Court, 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
$295,000
2 Beds ⋅ 1.1 Baths ⋅ 10642955 MLS
Welcome home to this beautifully updated 2-bedroom, 1.5-bath townhome tucked away on a quiet cul-de-sac in desirable Las Gaviotas. Head inside to a spacious living area featuring a cozy brick fireplace, fresh finishes, and an inviting layout perfect for everyday living or entertaining. Recent improvements include fresh paint, new flooring, new carpet, an updated full bath, new rear deck, front porch railing, sliding glass doors, gutters, and water heater. Energy-efficient windows and kitchen appliances were replaced in 2020. Upstairs offers two generously sized bedrooms, a dual-entry bath, and a large hall closet for extra storage. Enjoy a private fenced backyard with a new deck, ideal for relaxing or entertaining. Conveniently located near shopping, restaurants, parks, major interstates, Chesapeake City Hall, and award-winning Grassfield schools, this move-in ready home is ready for its new owner.

300 San Roman Drive, South Chesapeake
$285,000
2 Beds ⋅ 2.1 Baths ⋅ 10643199 MLS
Back on market as of 7/22 at no fault to the seller. Move-in ready in the Villas at Culpepper Landing! This 1,454 sq ft condo packs 2 bedrooms, 2.5 baths, and a dedicated office into a bright, open floor plan with high ceilings and natural light throughout — great for entertaining or just everyday living. The kitchen is the heart of the home: granite countertops, stainless steel appliances, and plenty of cabinet space, flowing right into the open living and dining area. The office/flex space downstairs works as a home office, guest room, or hobby room — whatever you need it to be. Upstairs, both bedrooms come with their own private en-suite bath, so nobody's fighting over the mirror. Low-maintenance living comes standard here, with community amenities including a clubhouse, pool, fitness center, dog park, playgrounds, and walking trails. Easy access to I64 makes commuting anywhere in Cheasepeake, Norfolk or Virginia Beach possible Style, function, and location — this one's ready for its next owner.

503 Nesbit Drive, South Chesapeake
$234,900
2 Beds ⋅ 1 Baths ⋅ 10643302 MLS

844 Wickford Drive, South Chesapeake
$250,000
3 Beds ⋅ 1 Baths ⋅ 10642992 MLS
Charming ranch nestled on a spacious lot in Chesapeake! This 3 bedroom, 1 bath home offers a warm and inviting layout that’s ready for you to make your own. Enjoy the convenience of a detached two-car garage, plenty of driveway parking, and a large yard with endless possibilities for entertaining, gardening, or simply relaxing. There’s even room to park your boat, RV, trailer, or recreational toys! Whether you’re a first-time homebuyer, downsizing, or looking for a property with space to spread out, this home offers the perfect blend of comfort, functionality, and outdoor living. Conveniently located with easy access to shopping, dining, schools, and major highways, this is one you won’t want to miss! * Some photos are virtually enhanced or staged*

2420 Payne Road, South Chesapeake
$239,900
3 Beds ⋅ 1.1 Baths ⋅ 10643144 MLS

824 Huntly Drive, South Chesapeake
$300,000
3 Beds ⋅ 2.1 Baths ⋅ 10642912 MLS
Welcome to this beautifully maintained end unit townhome nestled in a small, quaint neighborhood that offers both charm and convenience. Enjoy direct access to Oak Grove Lake Park from a fenced connected walking trail. Make sit easy to take scenic strolls, exercise, or spend time outdoors. Perfectly located with quick access to the interstate, this home is ideal for commuters while still providing a peaceful place to unwind. Inside and out you will appreciate the spacious yard, built-in storage shed, well maintained HVAC system, roof (2018), and fresh carpet and paint (2021). With thoughtful updates, extra privacy as an end unit, and and unbeatable blend of comfort, convenience, and outdoor access this move in ready home is one you wont want to miss.

744 Hunters Quay Quay, South Chesapeake
$230,000
2 Beds ⋅ 2 Baths ⋅ 10642377 MLS
Bright and inviting, this well-maintained 2-bedroom, 2-bath condo is located in the desirable Willow Point community. A welcoming first-floor foyer with soaring cathedral ceilings leads upstairs to an open, airy living space featuring beautiful oak hardwood floors. Step outside to your private balcony overlooking the community pool - the perfect spot to enjoy your morning coffee or unwind at the end of the day. Ideally situated just minutes from major highways, shopping, dining, military bases, and more, this low-maintenance community also includes pool access, landscaping, and exterior maintenance. Offering the perfect blend of comfort, style, and convenience, this home is ready to welcome its next owner!

1214 Loose Strife Place, South Chesapeake
$240,000
2 Beds ⋅ 2 Baths ⋅ 10642730 MLS
Welcome to 700 New River Court #C, a refreshed Chesapeake condo offering comfort, style, and low-maintenance living in a convenient Greenbrier-area location. Step inside to bright neutral finishes, updated wood-look flooring, and an inviting layout.The spacious living room features natural light, a cozy fireplace with a bold black mantle, and room to relax or entertain. The dining area offers glass doors leading to a private fenced patio, perfect for morning coffee or quiet outdoor enjoyment. A breakfast bar connects to the kitchen, featuring white cabinetry, black hardware, subway tile backsplash, generous counter space, and a galley layout.Upstairs, the bedrooms feel bright and peaceful with soft neutral colors and great natural light. The primary bedroom offers direct access to the vanity area, while the additional bedroom is ideal for guests, an office, nursery, or hobby space. Convenient to Greenbrier shopping, dining, parks, medical facilities, and major commuter routes!

700 New River Court Unit C, South Chesapeake
$249,900
3 Beds ⋅ 1 Baths ⋅ 10642530 MLS
Beautifully maintained 3-bedroom, 1-bath brick home featuring refinished hardwood floors, fresh paint, and a new stove. Nestled among mature trees with a gorgeous lawn, this property also includes a detached garage and workshop, offering plenty of storage and workspace. Move-in ready and full of charm!

1003 White Pine Drive, South Chesapeake
$288,500
3 Beds ⋅ 1 Baths ⋅ 10642393 MLS
Cute 1 story cottage in the heart of Greenbrier Chesapeake on almost an acre of private wooded property. This charming 2 bedroom home with a bonus room that has been used as a 3rd bedroom (no closet). Bright and Airy vintage appeal. Galley Kitchen opens to dining room with arched opening to living room. Open concept with character. The property is zoned Industrial and the current legal use is residential (nonconforming-grandfathered) Buyers should independently verify requirements with the City of Chesapeake, for any plans for additions or redevelopment or converting to an Airbnb STR.

106 Greenbrier Road, South Chesapeake
$254,900
2 Beds ⋅ 1.1 Baths ⋅ 10642246 MLS
Great opportunity to own a well-located townhouse style condo in the heart of Chesapeake! This 2 bedroom, 1.5 bath home offers a comfortable layout with spacious living area, dining space, kitchen and private bedrooms upstairs. Great option for owner occupant or investor. Conveniently located near shopping, dining, interstate access, Greenbrier, military bases, and all that Chesapeake has to offer. With some cosmetic updates, this home has excellent potential. Schedule a showing today! Listing Photos include Virtual Staging.

917 Spinnaker Court, South Chesapeake
$265,000
4 Beds ⋅ 2 Baths ⋅ 10641957 MLS
Property to be sold As Is - Where Is

2941 Guenevere Drive, South Chesapeake
$295,900
2 Beds ⋅ 2.1 Baths ⋅ 10641288 MLS
LARGE LIVING/DINING ROOM, EAT-IN KITCHEN W/PASS THROUGH, SEPARATE LOFT UPSTAIRS, 2 BEDROOMS & 2 FULL BATHS UPSTAIRS WITH HALF BATH DOWNSTAIRS, NICE MASTER BATH, WALK-IN CLOSET. REAR DECK, TREE LINED SETTING, ATTACHED GARAGE.

813 Shenandoah River Road, South Chesapeake
$240,000
10640857 MLS
Gorgeous 3 Acre site in the Hickory High School District. Just 2.4mi from the high school, and approx 4mi from Edinburgh, approx 7mi from the Virginia/NC line, and 7.8mi from City Hall. Land is cleared, currently used for crops, with some ditching in place for drainage. No access without permission from Listing Agent.

1213 Head Of River Road, South Chesapeake
$290,000
10640910 MLS
Rare opportunity to own approximately 7.4 acres in the desirable Hickory area! This city-approved homesite has already been cleared and is ready for your dream home. Extensive due diligence and site preparation have been completed, including a boundary survey, successful perc test, engineered septic system design, wetlands mitigation, and full compliance with U.S. Army Corps of Engineers requirements. Save valuable time and expense with approvals already in place, and enjoy the flexibility of bringing the builder of your choice. Offering privacy, space, and a prime location, this exceptional parcel is ready for your vision to become reality.

1813 Shillelagh Road, South Chesapeake
$259,900
2 Beds ⋅ 1.1 Baths ⋅ 10641047 MLS
NEW HVAC SYSTEM BEING INSTALLED! Charming 2-bedroom townhome in the highly desirable Greenbrier area! The main level features a spacious living room that flows seamlessly into the kitchen, creating an easy, comfortable layout. The kitchen offers ample cabinetry and counter space, a new refrigerator, and room for a breakfast table. Sliding glass doors lead to a fully fenced backyard with a patio, for relaxing or entertaining. Upstairs, you’ll find two large bedrooms, each with generous closet space and access to a full bathroom. Enjoy peaceful neighborhood walking paths around the lake, all while being conveniently located near shopping, dining, and everyday essentials.

918 Seabreeze Court, South Chesapeake
$280,000
2 Beds ⋅ 2 Baths ⋅ 10641020 MLS
Welcome to 1713 Orchard Way—an inviting home offering comfort, style and versatility. Enjoy 2 dedicated parking spaces + ample guest parking & a charming covered front porch. 1st floor features incl BR with attached bath, soaring vaulted ceilings, new LVP flooring, fresh paint and cozy gas log FP, creating a bright, welcoming living space. Updated kitchen with new counters & SS appliances. Spacious primary BR offers large walk-in closet (easy attic access) & bath with relaxing Jacuzzi tub. Upstairs, HUGE loft/flex area ideal for office, gym or 3rd BR. Add’l highlights: new carpet, generous interior storage, ext storage & screened porch for seamless indoor/outdoor living. Community amenities incl pool. Conveniently located just minutes to bases, interstates, dining, shopping & all of Hampton Roads.

1713 Orchard Way, South Chesapeake
$299,999
3 Beds ⋅ 2 Baths ⋅ 10640419 MLS
Welcome to 457 E Lake Circle in the heart of Chesapeake’s highly sought-after Great Bridge area. This beautifully maintained condo offers the perfect blend of comfort, style, and location. Zoned for top-rated Great Bridge High, Middle, and Elementary Schools, this home is tucked inside a peaceful lakefront community with neighborhood pool access and scenic surroundings. Inside, you’ll find brand-new recessed lighting, updated bathrooms, and a refreshed kitchen designed for both everyday living and entertaining. Every detail reflects the pride of ownership, with the home being lovingly cared for and exceptionally maintained throughout. Enjoy relaxing lake views, a welcoming neighborhood atmosphere, and low-maintenance condo living in one of Chesapeake’s most desirable communities. Conveniently located near shopping, dining, parks, and major commuting routes, this is a rare opportunity to own in an established waterfront neighborhood with outstanding amenities.

457 E Lake Circle, South Chesapeake
$234,999
2 Beds ⋅ 2 Baths ⋅ 10640332 MLS
Welcome to this beautifully updated 2-bedroom, 2-bath condo offering comfortable, move-in-ready living space. Freshly painted throughout, this home features brand-new carpet and vinyl flooring, creating a clean and modern feel. The bright and functional floor plan provides a spacious living area, great for relaxing or entertaining. The kitchen is equipped with all new appliances, making meal preparation both convenient and enjoyable. The primary bedroom offers a private bath and ample closet space, while the second bedroom and full bath provide flexibility for guests, family, or a home office. Enjoy low-maintenance living in a conveniently located near shopping, dining, healthcare, and major roadways. Don't miss this opportunity to own a beautifully refreshed condo ready for its next owner!

315 Gainsborough Square, South Chesapeake
$250,000
10640341 MLS
Incredible value on this 4.75 acre lot. Don't miss this opportunity to own a piece of country living. This property is not in a flood zone.

1836 Mount Pleasant Road, South Chesapeake
$295,000
10638706 MLS
Excellent development opportunity in the Hickory area of Chesapeake. This mostly wooded parcel offers the opportunity to build a custom home in a well-established area with convenient access to shopping, dining, recreation, and major commuter routes. The residence originally built in 1957 was demolished and cleared in 2020. City water is available. Buyer to perform all due diligence regarding development potential, zoning, utilities, access, lot dimensions, and building requirements. Use caution when driving onto and walking the property due to overgrowth. Do not enter neighboring properties. Old and new surveys are available.

2524 S Battlefield Boulevard, South Chesapeake
$269,000
3 Beds ⋅ 2 Baths ⋅ 10638533 MLS
Beautifully remodeled 3BR/2BA home is ready for its new owner! Bright, open, spacious, this two-story home offers the kind of layout that feels impressive the moment you walk in. Two-story foyer, high ceilings, skylights, large windows, and open living/dining area create a light and airy feel throughout. Home was refreshed in 2026 with new water heater, new flooring on both levels, finished walls & fresh paint throughout. HVAC replaced in 2016; serviced in 2026. Kitchen features granite countertops, stainless steel appliances, pantry, great cabinet space, and a convenient bar area. Rare first-floor bedroom with full bathroom. Upstairs includes 2 additional bedrooms, including spacious primary suite with vaulted ceiling, walk-in closet, wide vanity area, and private bath with tub. You will also love the extra closets and storage throughout. Riverwalk community offers a beautifully maintained setting with ponds, green space, a community pool, a playground, and wonderful amenities. 2 assigned parking spots for your cars, with the option to obtain an extra 3rd spot if needed. Convenient to shopping, dining, interstate access, parks, and Chesapeake favorites, while still feeling tucked away and peaceful. Some photos have been virtually staged/enhanced to help buyers visualize the property’s potential. Schedule your private showing today!

1414 Loose Strife Place, 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.