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2359 Old Greenbrier Road, Central Chesapeake
$219,900
2 Beds ⋅ 2.1 Baths ⋅ 10654277 MLS
PRICE DROP!! Generous Sellers reducing price by $5,000!! Take advantage of this SWEET DEAL!! Sizable, Double-Primary-Bedroom Condo, each with their own En-suite! Brand new hot water heater and garbage disposal. Association is repairing gutters. Owner receives one reserved parking space, and there is an ABUNDANCE of visitor parking available. Amenities include Pool, Clubhouse, Grounds Maintenance and Trash Collection. 2 Pets under 30 lbs. each allowed! *All loan types may be approved! Agent has details!* Kind sellers are providing 1-year Home Owners warranty! Centrally located in Greenbrier area with easy access to Highway, Dining, Shopping, Hospital, Chesapeake City Park and MORE! HURRY! Don’t miss out on this remarkable opportunity. This will be going, Going, GONE in One Hot Minute! Call TODAY for a private tour!

2359 Old Greenbrier Road, Central Chesapeake
1012 Willow Green Court, South Chesapeake
$207,000
2 Beds ⋅ 2 Baths ⋅ 10654027 MLS
Move-in ready and meticulously maintained is this first-level 2BR/2BA condo in Chesapeake's sought-after Riverwalk. Greenbrier area. It is the perfect blend of comfort and convenience. Step inside to beautiful LVP flooring and newer paint in the living and dining areas, plus freshly cleaned carpet in both the bedrooms. Generous sized Primary Ensuite. Your private fenced patio with storage shed is ready for morning coffee or weekend grilling. Two assigned parking spaces right at your front door. Willow Point Association maintains it's well appointed landscaped, pool, and trash pickup. Come home and just relax. Close to schools, hospital, restaurants, shopping and interstates. Great location.

1012 Willow Green Court, South Chesapeake
1205 Aaron Court, South Chesapeake
$348,900
4 Beds ⋅ 2 Baths ⋅ 10653794 MLS
This renovated ranch is nestled in the neighborhood and boasts new paint and LVP and lighting throughout. Brand new kitchen (with new SS appliances) with eye-catching quartz countertops, overlooks the dining room . Updated bathrooms with new ceramic tile and vanities. All this plus a new roof! Walk in and enjoy the open floor plan of your new home! Both sheds sold "as is".

1205 Aaron Court, South Chesapeake
102 Diamond Avenue Unit D, South Chesapeake
$246,500
2 Beds ⋅ 1.1 Baths ⋅ 10654041 MLS
A Diamond Condo with NO FEES! Located in the highly sought-after Grassfield school district, this condo has had a complete transformation. Walk into a beautiful cathedral ceiling and unique reading nook under the stairs. New SS Appliances in the kitchen, new luxury vinyl floors, bedroom/office downstairs with laundry,Beautifully renovated full bathroom. Private upstairs bedroom with half bath spacious closet space and attic storage access. Partially fenced backyard. This is in a quiet neighborhood conveniently located near interstates and shopping. Hurry, before this one is gone!

102 Diamond Avenue Unit D, South Chesapeake
1513 Wingfield Avenue, Central Chesapeake
$324,900
3 Beds ⋅ 2 Baths ⋅ 10653971 MLS
Welcome to 1513 Wingfield Avenue! This spacious ranch-style home in Indian River offers three bedrooms, two full bathrooms, and an additional room off the primary bedroom—great for a home office, sitting room, dressing room, or private retreat. Laminate floors flow throughout the home, while the updated kitchen provides a fresh and inviting space for everyday living. Outside, enjoy a large fenced-in yard with a storage shed, an oversized driveway, and a full garage offering plenty of parking and storage. Conveniently located near the interstate, shopping, dining, and schools, this home brings together space, flexibility, and a convenient location. Schedule your showing today! Avg electric bill for the past 6 months - $9.33 p/mo!

1513 Wingfield Avenue, Central Chesapeake
2426 Livesay Road, South Chesapeake
$290,000
4 Beds ⋅ 2 Baths ⋅ 10654129 MLS
Come see this updated 4 Bed, 2 Bath home in Chesapeake! Recent improvements include fresh paint throughout, new carpet, new LVP flooring, and a refreshed kitchen featuring new cabinets and appliances. Additional updates include a new HVAC system and new ductwork. Outside, enjoy a fully fenced backyard offering plenty of space for outdoor activities and entertaining. Some photos have been AI Generated to help show case the homes true potential.

2426 Livesay Road, South Chesapeake
2309 Tapscott Avenue, Central Chesapeake
$345,000
3 Beds ⋅ 2 Baths ⋅ 10654010 MLS
Completely updated throughout and move-in ready! Features include a gorgeous kitchen with stainless steel appliances & a pantry. Updated bathrooms with granite vanity tops and tiled showers. Plus a newer roof and water heater! The attached garage includes a laundry/mudroom area. Outside, enjoy a beautifully maintained lawn, huge fully fenced backyard with double and single gate access, and a large detached shed for extra storage.

2309 Tapscott Avenue, Central Chesapeake
28 Hinton Avenue, South Chesapeake
$330,000
4 Beds ⋅ 2 Baths ⋅ 10654130 MLS
Experience total move-in readiness in this beautifully updated Chesapeake home! Featuring fresh paint and new flooring throughout, the bright interior flows into a modern kitchen equipped with shaker cabinets and stainless steel appliances. Bathrooms boast stylish tile updates, while peace of mind comes standard with a new roof, HVAC, some new windows and new water heater. There is also a bonus florida room and lovely front porch. Perfectly blending comfort and modern upgrades, this property is an absolute must-see today!

28 Hinton Avenue, South Chesapeake
2409 Leytonstone Drive, West Chesapeake
$310,500
3 Beds ⋅ 2.1 Baths ⋅ 10654118 MLS
Welcome home to this beautifully maintained 3-bedroom condo featuring an open and functional floor plan. The spacious primary suite offers a private sitting area and an ensuite bath with a separate soaking tub and shower. A versatile first-floor media room or office provides the perfect space for working from home, entertaining, or relaxing. The gourmet kitchen boasts ample cabinetry, generous counter space, and a walk-in pantry. Enjoy low-maintenance living with HOA amenities that include a clubhouse, pool, water, and grounds maintenance. Schedule your private showing today!

2409 Leytonstone Drive, West Chesapeake
2904 Scotia Drive, Central Chesapeake
$259,900
3 Beds ⋅ 1 Baths ⋅ 10653987 MLS
Charming freshly appointed home. Newer carpet, new paint, new flooring in kitchen and bath, new light fixtures and ceiling fans. Great attached garage with access through additional living space. Breakfast area in kitchen, vaulted ceiling add to this easy living home. Laundry closet with stackable washer/dryer convey! Bedrooms are spacious with all new closet doors. Large parking pad for additional off street parking. This home is move in ready and waiting for you!

2904 Scotia Drive, Central Chesapeake
4504 Greendell Road, West Chesapeake
$335,000
3 Beds ⋅ 1.1 Baths ⋅ 10654025 MLS
Make this your first stop! This beautifully maintained brick ranch in Western Branch offers the perfect combination of comfort, functionality, and outdoor living. Featuring 3 bedrooms, 1.5 bathrooms, spacious living areas, and a well-appointed kitchen, this home is move-in ready and has been exceptionally cared for by its owners. The open layout creates a great flow for everyday living and entertaining, while the large family room provides plenty of space to gather with family and friends. Major improvements include an encapsulated crawl space, whole-house generator system, and a backyard oasis complete with an above-ground pool. The oversized backyard offers plenty of room to relax, entertain, or enjoy outdoor activities. With pride of ownership evident throughout and desirable features that are hard to find, this is a home you'll want to see in person!

4504 Greendell Road, West Chesapeake
1547 Orchard Grove Drive, South Chesapeake
$290,000
2 Beds ⋅ 2 Baths ⋅ 10654011 MLS
Welcome home to easy living in Orchard Grove! This spacious 2-bedroom, 2-bath condo offers a flexible layout designed for both everyday comfort and entertaining. Start your morning at the dedicated coffee bar before settling into the light-filled living room, where soaring ceilings and skylights create an open, airy feel. When the weather cools down, the gas fireplace makes the perfect spot to unwind. The updated kitchen features new cabinets, quartz countertops, stainless steel appliances, and plenty of space for preparing meals and gathering. Upstairs, the loft adds even more flexibility—create a home office, workout space, reading nook, hobby room, or explore modifications for an additional sleeping area. With two bedrooms and two full baths, there’s room to spread out while still enjoying the convenience of condo living. Orchard Grove puts shopping, dining, interstate access, military installations, and everyday conveniences nearby, making it easy to spend less time getting where you need to go and more time enjoying home.

1547 Orchard Grove Drive, South Chesapeake
3336 Kinsington Drive, West Chesapeake
$344,900
3 Beds ⋅ 2 Baths ⋅ 10653715 MLS
Welcome to 3336 Kinsington Dr. A beautiful 3 bedroom, 2 bathroom ranch home in well sought after area and school district in Dunedin Western Branch and truly shows pride of ownership. Additional room can be used as office, den or 4th bedroom. Oversized detached garage can be used as garage, storage or work shed, it has enough space for all. This beauty has an additional storage shed in the oversized backyard with a privacy fence surround. Conveniently located just minutes from shopping, restaurants, Harborview, Northern Suffolk, Downtown Norfolk, and easy access to I-664 and I-264. The is a beautiful opportunity in an established neighborhood

3336 Kinsington Drive, West Chesapeake
1115 Killington Arch, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10653708 MLS
End-unit townhouse in Greenbrier with a peaceful pond view right in your backyard-no neighbors behind you! This home has 3 bedrooms, 2.5 baths, plus a versatile loft that works as an office, 4th bedroom, or hangout space. The kitchen features butcher block countertops & stainless steel appliances. The primary bedroom is generously sized with plenty of room to spread out. Being an end unit means extra privacy, more natural light, and fewer shared walls than a typical interior unit. Outside, it's quiet and low-key with lakes and a playground to enjoy. Located in the heart of Greenbrier East with quick access to major highways, you are just minutes away from everything Hampton Roads has to offer, including military bases, shopping, dining, beaches, and parks.

1115 Killington Arch, South Chesapeake
2453 Leytonstone Drive, West Chesapeake
$295,000
2 Beds ⋅ 2.1 Baths ⋅ 10653755 MLS
Short sale subject to lender approval. This home offers a functional first-floor layout with a spacious living room, dining area, kitchen, half bath, and a 12x14 bonus room that can serve as an office, playroom, game room, or potential third bedroom. The kitchen features Corian countertops, Frigidaire appliances, and a large walk-in pantry with ample shelving. Upstairs are two generously sized primary suites, a separate laundry room, and a flexible landing area. Fenced rear patio with storage shed. Enjoy peaceful pond views and neighborhood walking paths just beyond the backyard. Sale is subject to third-party/lender approval.

2453 Leytonstone Drive, West Chesapeake
1307 Perry Street, Central Chesapeake
$252,000
4 Beds ⋅ 2 Baths ⋅ 10653579 MLS
Spacious 4-bedroom, 1.5-bath home in the heart of South Norfolk offering over 1,600 sq ft of living space on a 0.23-acre lot. Property needs some updating and TLC but presents tremendous potential for investors or buyers looking to build equity. Bring your vision and really make this home shine! Conveniently located near dining, shopping, the interstate, and more! Call today for more information and to schedule your tour! Case #544-246191 IE (Insurable with escrow) Subject to Appraisal. Property is Owned by the US Dept. of HUD. Seller makes no representations or warranties as to the property condition. HUD Homes are Sold "AS IS". Equal Housing Opportunity. Seller may contribute up to 3% for buyers closing costs upon, upon bid submission.

1307 Perry Street, Central Chesapeake
9 Colonial Way, Central Chesapeake
$264,500
3 Beds ⋅ 1.1 Baths ⋅ 10653530 MLS
MOVE-IN READY TOWNHOME with no HOA fees! Welcome to Colonial Way in Chesapeake. Well-kept and spacious 3-bedroom, 1.5-bath townhome. Features include a large eat-in kitchen with plenty of cabinet space, washer and dryer, LVP flooring, and generously sized rooms, washer and dryer, freshly painted walls, newer HVAC. Enjoy the screened porch, fenced backyard, and convenient outdoor storage closet. This is great place to call home! or to add to your rental portfolio.

9 Colonial Way, Central Chesapeake
1604 Myrtle Avenue, Central Chesapeake
$339,000
4 Beds ⋅ 2 Baths ⋅ 10653422 MLS
Welcome to 1604 Myrtle Ave! This updated home offers a fresh, move-in-ready interior with thoughtful improvements throughout. The kitchen features granite countertops and new appliances, providing a clean and functional space for everyday living and entertaining. Updated bathrooms and refreshed flooring throughout add to the home's modern appeal. A converted garage provides additional versatile living space that can accommodate a variety of uses. Step outside to a spacious backyard offering plenty of room for outdoor activities, entertaining, gardening, or creating your own outdoor retreat. Conveniently located in Chesapeake with access to shopping, dining, major roadways, and area amenities. Schedule your private showing today!

1604 Myrtle Avenue, Central Chesapeake
1214 Holly Avenue, Central Chesapeake
$199,000
3 Beds ⋅ 1.1 Baths ⋅ 10653340 MLS
Great investment property to add to your portfolio or great for a first time home buyer. New windows just installed along with new hot water heater and new carpet as well as some new light fixtures. New HVAC system scheduled to be installed as well. This home is move in ready! Come by today!

1214 Holly Avenue, Central Chesapeake
2205 Hilton Court, Central Chesapeake
$324,900
4 Beds ⋅ 2.1 Baths ⋅ 10653097 MLS
Spacious 4-bedroom, 2.5 bath home perfectly situated on a quiet cul-de-sac! Enjoy a large front yard and generous fenced backyard, plus a bonus room with sliding glass doors leading to the outdoor space. Original hardwood floors add charm and character throughout much of the home. An outdoor shed conveys as-is and provides additional storage. Conveniently located just minutes from Portsmouth, Norfolk, and Central Chesapeake, with easy access to interstates, restaurants, shopping, and more. Plenty of space, great location, and ready for its next owner!

2205 Hilton Court, Central Chesapeake
719 Creekside Crescent, South Chesapeake
$305,000
3 Beds ⋅ 2.1 Baths ⋅ 10653124 MLS
Welcome home to this well-maintained End unit 3-bedroom, 2.5-bath townhome located in the Riverwalk community. The inviting open floor plan provides a comfortable flow between the living, dining, and kitchen areas, making it ideal for everyday living and entertaining. Step outside to enjoy the private rear patio, complete with a storage shed for added convenience. Upstairs, you’ll find three generously sized bedrooms, including a spacious primary suite with an en-suite bath and ample closet space.

719 Creekside Crescent, South Chesapeake
2112 Christopher Drive, West Chesapeake
$245,000
2 Beds ⋅ 2 Baths ⋅ 10653328 MLS
Waterfront brick ranch a tidal canal that leads to the Elizabeth River. The kitchen opens to a spacious family room, with two large bedrooms and two full bathrooms. Oversized attached garage with carport, plus a detached single- ar garage. Flood insurance is not required. Property needs repairs and is being sold strictly AS-IS. Great opportunity for an investor or buyer looking to renovate and make it their own

2112 Christopher Drive, West Chesapeake
815 Rutledge Road, Central Chesapeake
$345,000
3 Beds ⋅ 1.1 Baths ⋅ 10653235 MLS
Welcome home to this well-maintained 3-bedroom, 1.5-bath ranch located in an established neighborhood with convenient access to major military bases, shopping, dining, and interstate access. Inside, you’ll find beautifully refinished hardwood floors, a recently updated kitchen with new cabinets and countertops, newer HVAC, newer roof, and updated dishwasher. The bonus room just off the kitchen creates a flexible layout great for entertaining, a playroom, office, or additional living space. Step outside to enjoy the backyard deck, great for gatherings and relaxing evenings. A large detached garage with an attached shed area provides abundant storage and workspace options. Solar panels can be paid off at closing with a full price offer, helping offset monthly electric costs. Home and appliances convey as-is. Schedule your private showing today!

815 Rutledge Road, Central Chesapeake
923 Ketch Court, South Chesapeake
$264,700
2 Beds ⋅ 1.1 Baths ⋅ 10653128 MLS
Location! Location! Ready to move in for someone who will really take care of the property. Brick front, end unit townhome, located in the heart of Greenbrier just minutes to shops, restaurants, mall (incl proposed Costco), banks, groceries, City Park, Sams club, I-64, Outlet mall, Naval bases, etc. Whether you are a 1st time buyer or downsizing, you will be spoiled with the conveniences around you. Good size bedrooms. New Roof, 2yrs old Washer & Dryer, Wood & Ceramic flooring, Double SS kitchen sink. Fenced in backyard with a storage shed. Great starter home!

923 Ketch Court, 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
700 Nottoway River Court Unit D, South Chesapeake
$265,000
2 Beds ⋅ 2 Baths ⋅ 10653023 MLS
Welcome to this spacious and comfortable condo located in the desirable Riverwalk neighborhood. This home offers plenty of room to spread out and entertain. With both bedrooms connected to their own en suites you can enjoy both privacy and convenience. Upstairs includes a versatile loft area leading into the primary bedroom; providing additional space for a home office, reading area, or flex space. With new upgrades like the Heat Pump (2021) and the Roof (2025, by the association) you can have the peace of mind that you're in a good space. Outside, a cute private patio provides a pleasant spot to relax and enjoy some fresh air. The condo association gives low-maintenance living by covering the siding and roof, water and sewage, trash pickup, while maintaining the pool, clubhouse, and public spaces! With large living areas, a functional multi-level floor plan, and important updates, this condo is ready for its next owner! Setup a tour and make it you!

700 Nottoway River Court Unit D, South Chesapeake
5341 Libertyville Rd, South Chesapeake
$325,000
3 Beds ⋅ 2 Baths ⋅ 10652746 MLS
Welcome home to an unparalleled narrative of comfort in this prime Chesapeake real estate sanctuary. Fully dialed-in for its next owner, this 3-bedroom, 2-bathroom single-story home showcases an inviting open concept layout. The primary suite serves as a quiet retreat with a custom-tiled shower, while the gourmet kitchen shines with granite surfaces and custom cabinetry. Complete with a generous backyard and storage shed, commuters will love the quick highway access! Ask about the potential VA loan assumption at a 5.1% interest rate! Available to a qualified buyer, subject to lender/servicer approval and applicable VA requirements.

5341 Libertyville Rd, 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
1505 Sparrow Road, Central Chesapeake
$327,000
4 Beds ⋅ 1 Baths ⋅ 10653029 MLS
Corner-lot 3–4 bedroom home on 0.25 acres featuring a horseshoe driveway plus a paved drive leading to an oversized detached garage. Flexible bonus room; office, playroom, or guest space. Recent updates include newer windows, 2025 roof, 2024 flooring, and 2025 HVAC service. Open floor plan connecting the kitchen, dining area, breakfast bar, and living room. Large dedicated laundry room conveniently located off the kitchen. Outdoor living includes a welcoming front porch, private back patio, and additional side patio off the detached garage. The 696 sq. ft. detached garage offers exceptional parking, workshop potential, and storage. Move-in ready—schedule your showing today. (Some photos virtually staged.)

1505 Sparrow Road, Central Chesapeake
1333 Boxwood Drive, South Chesapeake
$349,000
3 Beds ⋅ 1.1 Baths ⋅ 10652758 MLS
Have you been searching for a home with a large garage and a no-tree lot? This is it. The kitchen has been completely renovated with a new gas stove, dishwasher, and refrigerator. A new mini-split system keeps the sun-filled Florida room (with its wall of windows) comfortable year-round. The oversized garage is a standout - wired with a 240V outlet, cooled by a window AC unit, and offering plenty of room for whatever organizing system you need. A small outdoor shed keeps lawn equipment tucked away, and the carport is a nice bonus.

1333 Boxwood Drive, 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.