Affordable Homes for Sale in Chesapeake, VA under $322,000

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  /27

  $310,500

  • 2 Beds
  • 2.5 Baths
  • 1,442 Sq Ft

  585 Marc Smiley Rd, Chesapeake, VA 23324

  Welcome to this beautifully maintained 3-story condo in the Reunion neighborhood of Chesapeake! This home features 2 spacious bedrooms, including a primary suite with dual sink vanity and private bath. The first-floor flex room offers versatility as a home office, guest space, or optional third bedroom. Enjoy an open-concept second level with a bright living room featuring surround sound, dining

  

  Raquel Ricci

  BHHS RW Towne Realty

  (757) 255-7260

  585 Marc Smiley Rd, Chesapeake, VA 23324
• Explore Chesapeake

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  /2

  $309,500 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,248 Sq Ft

  12 Romsey Cir, Chesapeake, VA 23320

  Welcome home to 12 Romsey Circle, a beautifully updated townhome ideal for buyers seeking low maintenance living with modern style. Freshly painted throughout, this home offers a clean and inviting feel from the moment you walk in. The first floor features durable waterproof LVP flooring, perfect for everyday living. Upstairs, the spacious primary bedroom includes a custom window bench with built

  

  Mary Barclay

  Swell Realty Co.

  (757) 514-8389

  12 Romsey Cir, Chesapeake, VA 23320
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  /37

  $310,000

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  834 W Lake Cir, Chesapeake, VA 23322

  Look no further. This amazing two bedroom with a loft that can be converted to a bedroom/ spare room condo located in the heart of Great Bridge Chesapeake is ready to move into asap. Newer carpet throughout. First floor bedroom with remodeled downstairs bathroom with a beautiful new vanity. Private oversized master bedroom upstairs with renovated ensuite bathroom and huge closets. The upstairs

  

  Debbie Gutekunst

  Iron Valley Real Estate HR

  (757) 663-5893

  834 W Lake Cir, Chesapeake, VA 23322
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  /46

  $290,000

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  1114 Hoover Ave, Chesapeake, VA 23324

  Welcome home! This inviting property features a spacious layout with plenty of room to spread out, making it ideal for everyday living and entertaining alike. Natural light fills the home, creating a warm and welcoming atmosphere throughout. The kitchen offers ample cabinet and counter space, ready for your personal touches and gatherings with family and friends. The bedrooms are generously

  

  Kristen Boyd

  Next Chapter VA Realty Inc

  (757) 384-5329

  1114 Hoover Ave, Chesapeake, VA 23324
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  /44

  $229,500

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft

  4301 Oneford Place, Chesapeake, VA 23321

  Welcome to easy, low-maintenance living in this beautifully designed single-story condo built in 2005! Offering 2 spacious bedrooms and 2 full bathrooms, this thoughtfully laid-out home combines comfort and functionality. The inviting primary suite features elegant trey ceilings and a private en-suite bath complete with a walk-in tub and separate shower for relaxation and convenience. Enjoy

  

  Susan Jenkins

  Better Homes & Gdns Ntv Am Grp

  (757) 601-4684

  4301 Oneford Place, Chesapeake, VA 23321
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  /49

  $239,900

  • 2,345 Sq Ft

  1136 Jackson Ave, Chesapeake, VA 23324

  Chesapeake duplex opportunity in the established South Norfolk area. This property features two units, each offering 2 bedrooms and 1 full bathroom. Excellent income-producing potential—live in one unit while renting out the other, or add to your investment portfolio. Conveniently located near major interstates, the Jordan Bridge, shipyard, and downtown Norfolk and Portsmouth, making it

  

  Susan Jenkins

  Better Homes & Gdns Ntv Am Grp

  (757) 699-5492

  1136 Jackson Ave, Chesapeake, VA 23324
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  /50

  $199,950

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  1424 Myrtle Ave, Chesapeake, VA 23325

  Opportunity awaits with this 2 Bedroom, 1 Bathroom home right next to the heart of Chesapeake. Built in 1954, thisproperty is full of potential and ready for renovation. great for investors or buyers looking to customize a home totheir vision. Make sure to ask about the 3D True Immersive Virtual Tour. This technology allows you to literally experience the home on any mobile device, laptop

  

  Susan Jenkins

  Better Homes & Gdns Ntv Am Grp

  (757) 517-2503

  1424 Myrtle Ave, Chesapeake, VA 23325
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  /48

  $270,000 Open Sat 10AM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,554 Sq Ft

  3615 Cinnamon Ct, Chesapeake, VA 23321

  OPEN HOUSE SAT 10 AM to 4 PM ~ Beautiful condo located in the highly sought-after Miars Farms area and within a desirable school district. This home offers 3 bedrooms and 2.5 bathrooms with thoughtful updates throughout, including new paint, new flooring in the bathroom, and new Quartz countertops that give the home a fresh, modern feel. The bright, inviting kitchen is designed to inspire your

  

  Christine Cahoon

  Real Broker LLC

  (757) 854-9984

  3615 Cinnamon Ct, Chesapeake, VA 23321
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  /2

  $274,990 Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  4315 Towanda Rd, Chesapeake, VA 23325

  Charming ranch-style home in the heart of Chesapeake offering comfort, convenience, and updates throughout! This 3-bedroom, 1.5-bath home features a functional single-level layout, spacious eat-in kitchen, and versatile living spaces perfect for everyday living.Recent improvements include new vinyl flooring throughout, a newer roof, and newer water heater for added peace of mind. Step outside to

  

  Monique Claytor

  Coldwell Banker Premier

  (757) 919-3423

  4315 Towanda Rd, Chesapeake, VA 23325
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  /2

  $45,000

  • Land
  • 2.15 Acres
  • $20,911 per Acre

  000 Shell Rd, Chesapeake, VA 23323

  Discover 2.15 acres of beautifully wooded residential land tucked away in the Deep Creek area of Chesapeake. This serene parcel offers a peaceful natural setting with mature trees for a long-term investment. The property is currently landlocked with no established road access, and buyers will need to explore access options independently. Property to be sold as-is where-is. Located near the Oak

  

  John Horton

  Samson Properties

  (757) 349-1786

  000 Shell Rd, Chesapeake, VA 23323
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  /8

  $250,000

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  2425 Lofurno Rd, Chesapeake, VA 23323

  Great starter home with huge backyard and easy access to highway, military bases & shopping.

  

  Janez Hargrove

  Verian Realty

  (757) 996-4236

  2425 Lofurno Rd, Chesapeake, VA 23323
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  /20

  $179,900

  • 3 Beds
  • 1 Bath
  • 1,321 Sq Ft

  1608 Ohio St, Chesapeake, VA 23324

  Uncover the potential in this 3-bedroom, 1-bathroom cottage located in the heart of South Norfolk. Spanning approximately 1,321 square feet, this 1953 home serves as a blank canvas for investors or ambitious homeowners looking to build equity through a full renovation. The interior features a functional layout and an original fireplace, awaiting your modern touch. A standout feature of this

  

  Jon Bourque

  Verian Realty

  (757) 378-0978

  1608 Ohio St, Chesapeake, VA 23324
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  /43

  $264,900

  • 3 Beds
  • 2 Baths
  • 1,245 Sq Ft

  3010 Trappers Run, Chesapeake, VA 23321

  Beautifully maintained one-level, move-in ready home in the highly sought-after Western Branch area of Chesapeake! This 3-bedroom, 2-bath home offers a bright, inviting layout designed for comfortable, everyday living. The home shows exceptionally well with clean, well-kept interiors and a functional flow ideal for both relaxing and entertaining. The spacious primary suite features a private

  

  Jermaine Anderson

  KW Coastal Virginia Chesapeake

  (757) 992-9437

  3010 Trappers Run, Chesapeake, VA 23321
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  /2

  $85,000

  • Land
  • 15,681 Sq Ft
  • $236,111 per Acre

  L38 40 Norfolk St, Suffolk, VA 23435

  Rare chance to acquire a .36-acre (15,682 sq ft) vacant lot in the established Pughsville area. Zoned single-family residential, this parcel is great for builders, investors, or custom home buyers looking create a tailored residence in a growing location. Enjoy a balance of privacy and convenience with easy access to major routes, shopping, dining, and nearby Chesapeake and Portsmouth. With

  

  Xavier Bryan

  EXP Realty LLC

  (757) 863-8935

  L38 40 Norfolk St, Suffolk, VA 23435
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  /27

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,420 Sq Ft

  1307 Eagles Trace Path Unit A, Chesapeake, VA 23320

  Welcome Home! This beautifully maintained 2 bed, 2 bath townhome is located in the desirable Greenbrier Country Club Golf community! This move-in ready home features a first-floor primary suite with ensuite bath and a spacious loft for a home office, guest space, or flex area. Freshly painted throughout (2026) with brand new carpet (2026) and LVP flooring (2020). Enjoy a fully updated kitchen

  

  Leslie Brennan

  Aweigh Real Estate

  (757) 294-8226

  1307 Eagles Trace Path Unit A, Chesapeake, VA 23320
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  /9

  $319,700

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  616 Appaloosa Trail, Chesapeake, VA 23323

  Easy Fixer Upper. Very Nice 1-Level Ranch Home with ROG and Attached Garage. 4 bedrooms and 2 full baths. HVAC 2018 and roof in 2018. Great Backyard. PRICED BELOW MARKET VALUE. . **Perfect for Handyman, Investor or Landlord. **Selling As-Is. No Contingencies. Cash Preferred.

  

  Tierra Walker

  Walker One Property Group LLC

  (757) 601-9717

  616 Appaloosa Trail, Chesapeake, VA 23323
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  /17

  $249,999

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  1119 Seaboard Ave, Chesapeake, VA 23324

  Check out this awesome 3 bedroom 2 bathroom recently renovated home in Chesapeake! This home has beautiful LVP Floors, an open floor plan, and a large kitchen with a utility room leading to the side door. There is even a full bath! The upstairs has 3 large bedrooms and full bathroom. This home brings great curb appeal with a cute front porch - perfect for enjoying your morning coffee. Don't miss

  

  Jessica Lewis

  Iron Valley Real Estate HR

  (757) 654-4813

  1119 Seaboard Ave, Chesapeake, VA 23324
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  /14

  $200,000

  • Land
  • 24,262 Sq Ft
  • $359,066 per Acre

  Par B George Washington Hwy S, Chesapeake, VA 23323

  Commercial Building Lot in the Deep Creek area of Chesapeake. Located on the Dismal Swamp Canal & George Washington Hwy across the street from a Shopping Center. Property is on the navigable Dismal Swamp Canal. Property Zoning is B-1 with over 250 feet of road frontage.

  

  John Horton

  Samson Properties

  (757) 296-1605

  Par B George Washington Hwy S, Chesapeake, VA 23323
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  /16

  $270,000

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  1229 Decatur St, Chesapeake, VA 23324

  This is such a lovely home with a fantastic backyard and oversized detached garage conveniently located close to bases, highways, shipyards, shopping & restaurants. Seller offering flooring allowance. Ask agent for more details. Quick access to Norfolk & Portsmouth without going through the tunnel.

  

  Patrick Istilart

  1st Advantage Realty LLC

  (757) 780-8421

  1229 Decatur St, Chesapeake, VA 23324
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  /25

  $305,000

  • 3 Beds
  • 2 Baths
  • 1,330 Sq Ft

  4162 Reid St, Chesapeake, VA 23324

  This adorable ranch home is move-in ready and has been professionally renovated from top to bottom. The architectural roof adds exceptional curb appeal, and quality craftsmanship is evident throughout the home. Conveniently located near schools, shopping, and neighborhood amenities. Fresh interior paint and carpet, stylish knockdown wall finish adds a modern touch throughout. The spacious layout

  Natalie Carrier Redfin Corporation

  4162 Reid St, Chesapeake, VA 23324
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  /25

  $320,000

  • 4 Beds
  • 3 Baths
  • 2,002 Sq Ft

  1308 Seaboard Ave, Chesapeake, VA 23324

  Remodeled in 2019, this updated home offers just over 2,000 sq ft of inviting living space with a generous open floorplan. The modern kitchen features stunning granite countertops, solid wood soft-close cabinets, and stainless steel appliances, while each bathroom showcases elegant tile work and contemporary vanities. Enjoy peace of mind with newer HVAC and water heater, plus fully updated

  Natalie Carrier Redfin Corporation

  1308 Seaboard Ave, Chesapeake, VA 23324
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  /30

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft

  3924 Port Rd, Chesapeake, VA 23321

  This modern brick ranch showcases a truly unique family touch, thoughtfully built and lovingly updated through collaboration and care. From the moment you go inside, you’ll notice the fresh updates, including new LVP flooring and a crisp coat of paint throughout—each space reflecting its own personality and charm, capturing the imagination and the creativity. The spacious primary bedroom offers a

  Maria Irineo Better Homes & Gdns Ntv Am Grp

  3924 Port Rd, Chesapeake, VA 23321
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  /33

  $289,900 Open Sat 2PM - 4PM

  • 2 Beds
  • 1 Bath
  • 1,098 Sq Ft

  4213 Surf Ave, Chesapeake, VA 23325

  Check out this bright and adorable bungalow full of charm and thoughtful updates! Enjoy your morning coffee or unwind in the evenings on the inviting covered front porch overlooking the neighborhood. Inside, large windows fill the living room with natural light, making the space feel bright and welcoming. The updated kitchen features a pantry closet and flows seamlessly into a versatile bonus

  Kristina McEathron AtCoastal Realty

  4213 Surf Ave, Chesapeake, VA 23325
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  /2

  $289,900

  • 5 Beds
  • 3 Baths
  • 2,112 Sq Ft

  1129 Rodgers St, Chesapeake, VA 23324

  BEAUTIFULLY RENOVATED Victorian-style home blending timeless charm with modern updates! This spacious 5-bedroom, 3-bath home features a grand foyer, open floor plan, and abundant natural light throughout. The updated kitchen offers stainless steel appliances, granite countertops, 42” cabinetry, breakfast nook, and large island—perfect for entertaining. Formal dining room and bright living room

  Rebecca Keeney Atlantic Sothebys Int'l Realty

  1129 Rodgers St, Chesapeake, VA 23324
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  /17

  $319,900

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  2213 Springdale Rd, Chesapeake, VA 23323

  REMODELED, NEW TILE IN BATHROOM, NEW BATHROOM VANITY, NEW GRANITE KITCHEN COUNTER TOPS, NEW FLOORS, NEW FIXTURE LIGHTS AND MUCH MORE.

  Nelson Vedia World Class Realty

  2213 Springdale Rd, Chesapeake, VA 23323
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  /35

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  2809 Halsey St, Chesapeake, VA 23324

  Welcome to this beautifully renovated 3-bedroom, 2-bathroom gem in the heart of Chesapeake! Boasting a complete interior transformation in 2017 and a striking exterior face lift in 2020, this home perfectly blends modern style with peace of mind. The stunning chef's kitchen serves as the heart of the home, leading into a bright, open floor plan with hardwood flooring throughout. Rare for the

  Matthew Kimbler The Real Estate Group

  2809 Halsey St, Chesapeake, VA 23324
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  /42

  $290,000

  • 3 Beds
  • 2 Baths
  • 1,013 Sq Ft

  5023 Booker St, Chesapeake, VA 23320

  Beautifully renovated rancher in the heart of Chesapeake! This 3BR/2BA home offers convenient one-level living with numerous updates throughout. Features include shaker-style cabinets, granite countertops, and fully remodeled bathrooms with modern finishes. Fresh paint, new LVP flooring, new carpet, updated lighting, and contemporary fixtures. Spacious backyard ideal for entertaining and extended

  Raquel Sayago Iron Valley Real Est Norfolk

  5023 Booker St, Chesapeake, VA 23320
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  /33

  $265,000

  • 3 Beds
  • 1 Bath
  • 1,275 Sq Ft

  915 Mckinley Ave, Chesapeake, VA 23324

  Experience the perfect blend of classic charm and modern convenience in this beautifully updated one-level, three-bedroom home, situated on a spacious lot with no HOA and priced under $300K.The inviting living area features luxury vinyl plank flooring throughout (no carpet) and a cozy wood-burning fireplace. The upgraded kitchen offers stainless steel appliances, granite countertops, and

  Conner Walters World Class Realty & Prop Mgmt

  915 Mckinley Ave, Chesapeake, VA 23324
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  /33

  $310,000

  • 3 Beds
  • 2.5 Baths
  • 1,688 Sq Ft

  1136 Seaboard Ave, Chesapeake, VA 23324

  Discover comfort and convenience! This well-maintained home offers a functional layout for easy everyday living. A beautifully updated kitchen with large living areas downstairs and an upstairs Master bedroom with an ensuite. It features a fenced in front and back yard and a spacious detached garage in the rear for extra parking and storage. Nestled in iconic South Norfolk, you are moments away

  Colin Wright Coast to Coast Real Estate Inc

  1136 Seaboard Ave, Chesapeake, VA 23324
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  /37

  $285,000 Open Sun 10AM - 12PM

  • 2 Beds
  • 1 Bath
  • 856 Sq Ft

  1302 Willow Ave, Chesapeake, VA 23325

  Beautifully updated 2 bedroom, 1 bathroom home with modern style and truly move in ready. The fully remodeled kitchen features granite countertops, sleek cabinetry, and new stainless steel appliances. Brand new LVP flooring flows seamlessly throughout, paired with fresh paint and updated light fixtures for a clean, cohesive feel. The bathroom has been tastefully updated with modern finishes, new

  Sarah Cavanaugh Own Real Estate LLC

  1302 Willow Ave, Chesapeake, VA 23325
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  /28

  $300,000

  • 4 Beds
  • 3 Baths
  • 2,054 Sq Ft

  1363 Cypress Place, Chesapeake, VA 23320

  Welcome home to Cypress Place! Nestled in the heart of Chesapeake, this home offers endless possibilities and convenience all around. With a little vision and TLC, you can transform this property into your dream home while possibly creating an opportunity to build valuable sweat equity along the way. This home is a short-sale being sold as-is.

  Travis Minson ONYX Realty Professionals LLC

  1363 Cypress Place, Chesapeake, VA 23320
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  /23

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft

  608 Edinburg Ave, Chesapeake, VA 23324

  Great opportunity to own a brick ranch in Chesapeake! This home features hardwood floors, a spacious front yard, and a fenced-in backyard. Includes a new refrigerator, washer, and dryer. With a little updating and TLC, this property has tons of potential—great for a first-time homebuyer or investor. Being sold as-is. Don’t miss your chance to make it your own!

  Melissa Gibbs Howard Hanna Real Estate Svcs.

  608 Edinburg Ave, Chesapeake, VA 23324
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  /28

  $274,900

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  1331 Hull St, Chesapeake, VA 23324

  This home offers a well-maintained and move-in-ready home offering comfort, functionality, and modern updates. It strikes a balance between style, space, and convenience, offering a bright, inviting floor plan with spacious living areas. Outside, you'll find a private yard that's perfect for relaxing or entertaining. Additionally, Lakeside Park is perfect for a walk, just one block away, offering

  Christina Sherrill Creed Realty

  1331 Hull St, Chesapeake, VA 23324
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  /29

  $275,000

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft

  1321 Seaboard Ave, Chesapeake, VA 23324

  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!

  Tavion Baker World Class Realty & Prop Mgmt

  1321 Seaboard Ave, Chesapeake, VA 23324
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  /29

  $289,000

  • 2 Beds
  • 2.5 Baths
  • 1,350 Sq Ft

  1420 Hambledon Loop, Chesapeake, VA 23320

  Beautifully updated townhouse-style condo in the highly desirable Brighton Park at Greenbrier community! This light-filled two-story home features an open-concept layout, fresh paint, updated flooring, newer appliances, modern fixtures and a brand-new roof installed in April 2026.Two primary suites each offer a private en-suite bath and walk-in closets. Enjoy the fully fenced private patio,

  Kim Wilkins RE/MAX Ultra

  1420 Hambledon Loop, Chesapeake, VA 23320
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  /28

  $265,000

  • 2 Beds
  • 1.5 Baths
  • 1,256 Sq Ft

  2306 Bainbridge Blvd, Chesapeake, VA 23324

  Welcome to this beautifully updated 2 bedroom, 1.5 bath home located in South Norfolk! Renovated in 2023, this home offers a fresh, modern feel throughout. The updates included a fully remodeled kitchen featuring new cabinets, granite countertops, and new appliances, as well as both bathrooms upgraded with stylish tile surrounds. Upon entering, you’ll find an open and inviting space featuring

  Vernon Sims Keller Williams Realty Twn Ctr

  2306 Bainbridge Blvd, Chesapeake, VA 23324
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  /6

  $278,900

  • 3 Beds
  • 1 Bath
  • 1,129 Sq Ft

  1529 Wood Ave, Chesapeake, VA 23325

  Current owner has lived in the house for 41 years. The gas furnace is approx 8 years old. The bathroom has a tub w/ shower, a separate walk in shower and double sinks. The fireplace is plumed for natural gas but logs were never installed. A new electrical service was installed this month and includes 200 amp service inside, a 100 amp service outside and an emergency shutoff switch in case of

  Donn Irby The Real Estate Group

  1529 Wood Ave, Chesapeake, VA 23325
• 

  

  /23

  $265,000

  • 4 Beds
  • 2 Baths
  • 1,612 Sq Ft

  3116 Dunworken Dr, Chesapeake, VA 23321

  Pursue the potential in this spacious 4-bedroom, 2-bath ranch offering 1,612 square feet of opportunity! This “As-Is” fix it upper is ready for investors, renovators, or buyers who are ready for equity and a blank canvas for their vision. Featuring a desirable primary suite with a private bath, the home offers a functional one-story layout with endless possibilities to reimagine and customize.

  Tonya Simpson-Feamster Southside Real Estate

  3116 Dunworken Dr, Chesapeake, VA 23321
• 

  

  /21

  $264,900

  • 5 Beds
  • 3 Baths
  • 3,152 Sq Ft

  3608 Bainbridge Blvd, Chesapeake, VA 23324

  This spacious 5-bedroom, 3-bath home with over 3,000 square feet of living space is waiting for your personal touch! With some updating and TLC, this home has incredible potential to truly shine. Featuring a generous floor plan with large living spaces. Situated on a spacious lot, there’s plenty of room to create your own outdoor oasis! Conveniently located near dining, shopping, the Interstate,

  Jonathan Melvin Benham Real Estate LLC

  3608 Bainbridge Blvd, Chesapeake, VA 23324
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  /29

  $280,000

  • 2 Beds
  • 2.5 Baths
  • 1,712 Sq Ft

  59 Sandie Point Ln, Portsmouth, VA 23701

  Hidden gem with deep water access on the Elizabeth River! This two-story condo includes a deeded boat slip with lift, making it perfect for boating enthusiasts looking for convenient water access. Inside, you'll find stainless steel appliances, a comfortable and functional layout, two spacious bedrooms, and 2.5 bathrooms. The home also features an attached one-car garage for added convenience and

  Amara Blechman EXIT Realty Central

  59 Sandie Point Ln, Portsmouth, VA 23701

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