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1225 Jackson Avenue, Central Chesapeake
$225,000
3 Beds ⋅ 1 Baths ⋅ 10655557 MLS
Charming 3 bedroom, 1 bath home situated on a deep 42' x 155' lot with plenty of outdoor space to enjoy. Inside, you'll find a comfortable living room with an accent wall, an eat-in kitchen with ample cabinetry and counter space, and a separate laundry area. All three bedrooms offer good natural light, with the primary bedroom featuring generous closet storage. A covered front porch adds a welcoming spot to relax, while the spacious backyard offers room for entertaining, gardening or future outdoor projects. The detached garage/workshop is equipped with electrical service, providing additional storage and a versatile space for hobbies or projects. Unapproved short sale. Property is being sold AS-IS. Seller to make no repairs.

1225 Jackson Avenue, Central Chesapeake
5001 Clifton Street, West Chesapeake
$199,900
3 Beds ⋅ 1 Baths ⋅ 10655489 MLS
Rare package deal opportunity in highly sought-after Western Branch! This move-in ready 3-bedroom ranch sits on a quiet street. The home has new paint, new floors, new A/C & heat systems, new wrap around porch, newer appliances and windows. The large rear yard and side lot provide an abundance of space for storing an RV, boat, or multiple extra cars. Nestled in a quiet neighborhood just minutes from local shopping, parks, schools, and military bases. No HOA. Additional lot next door can be purchased as well at 4999 Clifton St.

5001 Clifton Street, West Chesapeake
1321 Seaboard Avenue, Central Chesapeake
$275,000
4 Beds ⋅ 2 Baths ⋅ 10655376 MLS
Beautifully updated 4 bedroom, 2 bath home in Chesapeake! Spacious home that features modern updates throughout and offers easy access to nearby interstates for a quick commute. Don’t miss the amazing blend of style, comfort, and convenience!

1321 Seaboard Avenue, Central Chesapeake
605 Wingfield Avenue, Central Chesapeake
$279,900
4 Beds ⋅ 1 Baths ⋅ 10655177 MLS
Welcome to this charming two-story Cape Cod offering 4 bedrooms and a spacious open floor plan designed for comfortable living. The home's inviting layout provides plenty of room for family gatherings and everyday enjoyment. Living room, dinning room, eat-in kitchen, 2 bedrooms on 1st floor and 2 bedrooms on 2nd floor. A full family bathroom serves the home, while the generous bedroom count offers flexibility for guests, a home office, or growing households. Newer water heater and windows have been replaced. This property is being sold as-is, and presents a great opportunity for homeowners or investors looking to add their personal touches and build equity.

605 Wingfield Avenue, Central Chesapeake
601 Wingfield Avenue, Central Chesapeake
$299,900
3 Beds ⋅ 1 Baths ⋅ 10655176 MLS
Charming Cape Cod-style home situated on a desirable corner lot, offering plenty of character and potential. Features a spacious eat-in kitchen, beautiful hardwood floors, and a large living room highlighted by a cozy fireplace. The main level includes two comfortable bedrooms and a full family bathroom, while the second floor boasts a generously sized bedroom, providing additional privacy and space. An oversized detached garage with large driveway offers ample room for parking, storage, or a workshop. This two-story home is being sold as-is, presenting a great opportunity for homeowners, investors, or those looking to add their personal touch.

601 Wingfield Avenue, Central Chesapeake
618 Ridge Circle, South Chesapeake
$230,000
2 Beds ⋅ 2.1 Baths ⋅ 10655183 MLS
Charming 2 bedroom 2.5 bath condominium near shopping, restaurants and close access to interstates and Chesapeake Regional Hospital. Located within the B.M. Williams district, a designated Purple Star school supporting military-connected families. Home has double walk-in closets, all new LVP flooring, fresh paint, privacy fence and patio. Brand new light fixtures and ceiling fans. Seller willing to give appliance allowance with acceptable offer.

618 Ridge Circle, South Chesapeake
3418 Clover Road, West Chesapeake
$145,000
2 Beds ⋅ 2 Baths ⋅ 10655093 MLS
Get the movers ready! 2-bedroom, 2-bath condo in a highly desired location with easy access to I-664 for a quick commute. Conveniently located near shopping, grocery stores, restaurants, and everyday amenities. Fresh paint and new carpet throughout create a bright, welcoming atmosphere. The spacious living area features a cozy wood-burning fireplace, perfect for relaxing evenings at home. Exceptionally clean!! Enjoy affordable low-maintenance living in a location that puts everything within reach. A wonderful opportunity for first-time buyers, downsizers, or anyone seeking comfort, convenience, and value.

3418 Clover Road, West Chesapeake
4332 Hillingdon Bend Unit 206, West Chesapeake
$227,000
2 Beds ⋅ 2 Baths ⋅ 10653350 MLS
Welcome home! This beautiful residence features an open floor plan and soaring nine-foot ceilings. The layout includes two bedrooms and two full bathrooms, highlighted by a primary suite with dual closets. The kitchen is equipped with stainless steel appliances and ample cabinetry, flowing seamlessly into the main living and dining areas. Additional interior features include central air conditioning, forced air heating, and dedicated washer and dryer hookups. As part of a common-interest community, this property offers one assigned parking space and access to shared amenities, including a swimming pool, grounds maintenance, and trash removal. Conveniently located near major highways, military bases, local shipyards, and the retail options surrounding Chesapeake Square, this home is perfectly positioned. Call today to schedule your private showing!

4332 Hillingdon Bend Unit 206, West Chesapeake
1016 Thoroughgood Way Unit 302, Central Chesapeake
$225,000
2 Beds ⋅ 2 Baths ⋅ 10654835 MLS
Welcome to Village at Gateway in the heart of South Norfolk! This beautifully maintained third-floor condo is easily accessed via elevator and features an open-concept floor plan with oversized rooms and abundant natural light from skylights. The upgraded kitchen provides ample cabinetry, a pantry, and bar seating for four for casual dining or entertaining. Enjoy indoor-outdoor living with a spacious 8x12 covered porch just off the living room. The primary suite includes a glass-enclosed shower and dual closets, while the second bedroom is generously sized for guests or a home office. Additional highlights include in-unit stacked washer and dryer, secured building access, and gated parking with fob entry. Conveniently located near shopping, dining, and major interstates, don’t miss this opportunity for low-maintenance living!

1016 Thoroughgood Way Unit 302, Central Chesapeake
901 Stewart Street, Central Chesapeake
$215,000
2 Beds ⋅ 1 Baths ⋅ 10655021 MLS
Welcome to 901 Stewart Street! This charming 2-bedroom, 1-bath ranch offers comfortable single-level living in the South Norfolk area of Chesapeake. With approximately 825 square feet, the home features a functional layout with plenty of opportunity to make the space your own. Enjoy a spacious yard with room for outdoor entertaining, gardening, or creating your own outdoor retreat. Conveniently located near shopping, dining, major roadways, and everyday amenities, this property offers easy access throughout Chesapeake and surrounding Hampton Roads. Whether you're looking for your next home or an investment opportunity, 901 Stewart Street is ready for its next chapter. Schedule your private showing today!

901 Stewart Street, Central Chesapeake
302 Fairfax Terrace, South Chesapeake
$300,000
3 Beds ⋅ 2.1 Baths ⋅ 10654893 MLS
Largest floor plan in the neighborhood! Lovingly maintained and thoughtfully updated, this spacious brick townhome is tucked away on a quiet cul-de-sac in the heart of Chesapeake. Enjoy a private, fully fenced backyard with no homes directly behind you and no HOA. Inside, you’ll find fresh paint, new carpet and flooring, updated bathrooms, new fixtures and hardware, and gleaming hardwood floors. The brand-new kitchen features granite countertops, stainless-steel appliances, a gas range, and full-size refrigerator. A wood-burning fireplace adds warmth and character, while abundant natural light fills the home. Plenty of indoor and outdoor storage provides added convenience. With a low-maintenance brick exterior, spacious floor plan, thoughtful updates, and a private backyard, this home is truly move-in ready. Pride of ownership is evident throughout—come see it today!

302 Fairfax Terrace, South Chesapeake
1055 Calloway Avenue, Central Chesapeake
$297,000
4 Beds ⋅ 2.1 Baths ⋅ 10654794 MLS
This 3-bedroom, 2.5-bath home is waiting for you! It offers approximately over 1,600 square feet of living space on a manageable 0.086-acre lot. The property could benefit from some updating and offers an excellent opportunity to add value with improvements and personal touches. A great option for investors, renovators, or buyers looking to build equity and make a home their own. Call today for more information and to schedule your tour!

1055 Calloway Avenue, Central Chesapeake
4210 Bainbridge Boulevard, Central Chesapeake
$284,800
3 Beds ⋅ 2 Baths ⋅ 10654894 MLS
Love the home, need a lower rate? A 5% rate may be possible with a seller-paid buydown, ask us how! Now offering CCA or Rate buy down up to $10k. Welcome to 4210 Bainbridge Boulevard! This charming 3-bedroom, 2-bath home offers 900 square feet of thoughtfully designed living space with a versatile front flex room—great for a home office, playroom, or cozy sitting area. Enjoy the convenience of living in Chesapeake without the close-neighbor feel of a traditional subdivision. The neighboring property at 4212 Bainbridge Boulevard is also available, creating a rare opportunity to purchase both homes—amazing for extended family, multigenerational living, or living in one home while renting the other. Don’t miss this unique and flexible opportunity!

4210 Bainbridge Boulevard, Central Chesapeake
205 Thrasher Road, South Chesapeake
$299,999
3 Beds ⋅ 1.1 Baths ⋅ 10654604 MLS
Solid Bones. Endless Potential. Bring Your Vision. In the heart of Greenbrier. This all brick ranch with attached 1 car garage has a huge fenced back yard with large storage shed . Property has been very well maintained. Convenient to shopping, interstates, Hospital and restaurants. This is a rare chance to own a home with a strong, well-built structure and the freedom to make it your own. Great property for the investor, renovator, or hands-on buyer who can see what the home can become. Solid structure, a great foundation for a remodel. Needs vision and a little TLC. Room to build equity through updates. Sold strictly as-is, where-is. Seller makes no repairs or warranties. Buyers are encouraged to complete their own inspections and due diligence.

205 Thrasher Road, South Chesapeake
1028 Livingston Ave Avenue, Central Chesapeake
$294,500
2 Beds ⋅ 2 Baths ⋅ 10654423 MLS
Charming cottage-style single-family home on a quiet street in South Norfolk! This 2-bedroom, 2-bath gem offers 1,153 sq ft of comfortable living with a spacious eat-in kitchen and formal dining room. Enjoy the covered front porch and wood deck great for morning coffee or evening relaxing. Detached 1.5-car garage provides excellent storage. No HOA! Bonus: a heated and cooled second-floor space (not included in square footage) offers exciting potential for a home office, playroom, or extra storage, original stairs are available to restore access. Convenient location near I-464 and Bainbridge Blvd. Don't miss this move-in ready opportunity! Some photos have been virtually staged to showcase the home’s potential.

1028 Livingston Ave Avenue, Central Chesapeake
816 Shenandoah River Road, South Chesapeake
$295,000
2 Beds ⋅ 2 Baths ⋅ 10654480 MLS
Welcome to 816 Shenandoah River Road! Spacious 2 bedroom 2 bathroom condo tucked away in established Riverwalk! This move in ready home offers a cool modern feel with many updates throughout. Main living area welcomes you with fresh paint and LVP flooring. Kitchen has been updated to include custom cabinetry, quartz countertops and tile backsplash. One bedroom / bath occupy first floor and One bedroom / bathroom occupy second floor. Association is responsible for all exterior maintenance to include grounds and roof. Skylights were replaced in 2026. Enjoy all the riverwalk community has to offer, including Clubhouse, Pool, Tennis Courts, Boat Ramp, Playgrounds, Walking Trails and trash pickup.

816 Shenandoah River Road, South Chesapeake
1207 Kay Avenue, Central Chesapeake
$282,500
3 Beds ⋅ 1 Baths ⋅ 10654468 MLS
Charming well-built 3-bedroom home in Chesapeake. This property offers comfortable living spaces and plenty of natural sunlight. The owners have maintained this home with love and it shows. Original hardwood floors and pristine original tile in the bathroom make this home special. The large back yard and covered patio are perfect for entertaining. The long driveway and detached garage will accommodate all your parking needs. Call to schedule a viewing today.

1207 Kay Avenue, Central Chesapeake
3228 Bangor Drive, West Chesapeake
$280,693
3 Beds ⋅ 1.1 Baths ⋅ 10654356 MLS
Solid rancher on a crawl space. Three bedrooms and one and a half baths. Newly installed vinyl plank flooring. Spacious living room. Eat in kitchen with solid wood cabinets and utility closet. Brick exterior with vinyl siding accents. Double paned windows. Fenced backyard. Driveway parking. Shed.

3228 Bangor Drive, West Chesapeake
2514 Narrow Street, Central Chesapeake
$216,000
4 Beds ⋅ 2 Baths ⋅ 10654367 MLS
Opportunity awaits! This 4-bedroom, 2-bath brick ranch in the heart of Chesapeake offers 1,173 square feet of living space on a 0.15-acre lot. With a practical single-level layout and classic brick exterior, this property presents an excellent opportunity for buyers looking to renovate and create a home tailored to their vision. The home needs updating and renovation, making it ideal for those seeking a project with potential. Bring your ideas and transform this property into something special! Call today for more information and to schedule your tour! Case #544-330982 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.

2514 Narrow Street, Central Chesapeake
1605 Hawthorne Drive, Central Chesapeake
$270,000
3 Beds ⋅ 2 Baths ⋅ 10654362 MLS
This 3-bedroom, 2-bathroom property offers nearly 1,300 square feet of living space and is ready for a complete transformation. The home requires some updating, providing an opportunity for buyers, investors, or rehabbers to bring their vision to life. With a functional bedroom and bath count and plenty of potential, this property is ready for someone with the vision and experience to turn it into a finished home. Bring your plans and make this property your next project! Call today for more information and to schedule your tour! Case #541-753771 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.

1605 Hawthorne Drive, Central 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
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
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
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
2453 Leytonstone Drive, West Chesapeake
$250,000
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
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
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
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

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.