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

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  /35

  $299,000

  • 3 Beds
  • 2.5 Baths
  • 1,639 Sq Ft

  707 Sailfish Quay, Chesapeake, VA 23320

  Welcome to your move-in ready home, designed for easy living and modern comfort. This beautifully updated residence features new flooring and fresh paint throughout, creating a clean and inviting atmosphere. Enjoy the efficiency of a brand-new HVAC system and the charm of a white kitchen complete with granite countertops and stainless steel appliances. The bathrooms have been thoughtfully

  Jamey Fereday World Class Realty

  707 Sailfish Quay, Chesapeake, VA 23320
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  /27

  $199,000

  • 1 Bed
  • 1 Bath
  • 1,135 Sq Ft

  801 Poindexter St Unit 314, Chesapeake, VA 23324

  Secure & Spacious Condo Minutes from Norfolk Naval Base, Portsmouth Naval Shipyard & Area Bases.This move-in ready 1-bed, 1-bath condo offers everything you need: convenience, security, & low-maintenance living. Step into a freshly updated home w/ SS appliances, new flooring, & fresh paint throughout. The open layout provides space to relax after long shifts, while the oversized walk-in closet

  Melody Cespedes 1st Class Real Estate Flagship

  801 Poindexter St Unit 314, Chesapeake, VA 23324
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  /21

  $320,000 Open Thu 4PM - 6PM

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  2916 Doris Ave, Chesapeake, VA 23324

  Welcome to 2916 Doris Avenue, a well-maintained all-brick ranch in the vibrant Sunrise Hills community. This charming 3-bedroom, 1-1/2 bath home offers approx. 1,431 sqft of single-level living on a deep 8,233 sqft fenced lot—suited for outdoor enjoyment. Inside, discover inviting laminate flooring and a bright, open layout. Recent updates (2022) include a new roof, fresh paint, new windows, and

  Anna Paduhovich EXP Commercial LLC

  2916 Doris Ave, Chesapeake, VA 23324
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  /48

  $310,000

  • 3 Beds
  • 2.5 Baths
  • 1,492 Sq Ft

  2042 Berkley Ave, Chesapeake, VA 23324

  Step into this charming gem! Completely remodeled! This beautifully maintained home offers timeless character blended with thoughtful updates – making it move-in ready and full of potential. Plenty of natural light and updated light fixtures! Enjoy the HUGE private balcony from the primary bedroom on the 2nd floor. Custom tile work with granite countertops, and all new stainless-steel appliances.

  Angela Kennedy 1st Class Real Estate Integrity

  2042 Berkley Ave, Chesapeake, VA 23324
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  /39

  $310,000

  • 4 Beds
  • 2 Baths
  • 1,275 Sq Ft

  3931 Port Rd, Chesapeake, VA 23321

  Step into this beautifully refreshed, 4 bedroom 2 full bath all brick, home featuring an open-concept layout that’s perfect for modern living. The spacious kitchen is complete with a natural gas stove, ample cabinetry, and a large bar that seamlessly connects to the living area—ideal for entertaining or enjoying everyday life. Tucked away in an established neighborhood with convenient access to

  Daniel Jones A Better Way Realty Inc.

  3931 Port Rd, Chesapeake, VA 23321
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  /18

  $299,000

  • 3 Beds
  • 2 Baths
  • 975 Sq Ft

  1330 Wingfield Ave, Chesapeake, VA 23325

  Fully remodeled 3-Bedroom, 2-bath Ranch situated on a corner lot in a quiet Chesapeake neighborhood. This home features durable LVP flooring throughout, recessed lighting, and brand-new windows. The open-concept kitchen and living area offers a functional and cozy space, complete with granite countertops and modern finishes. Both bathrooms have been tastefully updated with a clean, contemporary

  Alex Currie Long & Foster Real Estate Inc.

  1330 Wingfield Ave, Chesapeake, VA 23325
• 

  

  /19

  $250,000

  • 2 Beds
  • 1.5 Baths
  • 950 Sq Ft

  918 Seabreeze Ct, Chesapeake, VA 23320

  Enjoy a great location near shopping and lots of restaurants, especially the new Towne Place at Greenbrier! Close to the interstate for quick access to anywhere in Hampton Roads. Well maintained and move-in ready with updated flooring, updated lights, and updated ceiling fans. Patio provides a great space to entertain, and newly rebuilt shed gives you extra storage! Second floor has two spacious

  Kimberly Dykes Aweigh Real Estate

  918 Seabreeze Ct, Chesapeake, VA 23320
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  /30

  $299,900

  • 4 Beds
  • 1 Bath
  • 1,587 Sq Ft

  185 George Washington Hwy S, Chesapeake, VA 23323

  Waterfront ranch home on almost half an acre of land! This home has been newly renovated with all new paint, lighting, fixtures, flooring, appliances, carpet and more! Open kitchen with granite countertops and stainless steel appliances. Beautifully remodeled bathroom. Spacious, finished attic serves as a bedroom. Big windows for great natural light. Backyard with covered porch and stone path.

  Joshua Britt Prodigy Realty

  185 George Washington Hwy S, Chesapeake, VA 23323
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  /40

  $300,000

  • 2 Beds
  • 2.5 Baths
  • 1,327 Sq Ft

  631 Sedgefield Ct, Chesapeake, VA 23322

  Cute as a Button, this updated and spacious brick front Townhome is Move in Ready! Located in the Cedar Mill neighborhood and attends all Great Bridge Schools. This lovely and impressive Gem offers a brand new HVAC system with programmable thermostat, new electric water heater, new wide plank LVP flooring on the first floor, new carpeting on stairs and 2nd floor, and freshly painted interior

  Rachael Kraft Turner GreenTree Realty Inc.

  631 Sedgefield Ct, Chesapeake, VA 23322
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  /32

  $285,000

  • 2 Beds
  • 2.5 Baths
  • 1,208 Sq Ft

  420 Faire Chase, Chesapeake, VA 23322

  MOVE IN READY! Lovely two bedroom, 2.5 bath townhome located in the desirable Great Bridge school district. Home features not one, but two bedrooms w full baths! Spacious and sunny eat in kitchen w stainless steel appliances and granite countertops, dining room, living room with designer touches and wood burning fireplace. Enjoy morning coffee or cocktails on your private shaded backyard patio.

  Jason Freer Keller Williams Coastal Virginia Chesapeake

  420 Faire Chase, Chesapeake, VA 23322
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  /27

  $208,000

  • 2 Beds
  • 2 Baths
  • 978 Sq Ft

  1716 Rock Bridge Mews Unit D, Chesapeake, VA 23320

  Welcome home! This charming 2-bed, 2-bath condo features open living with a spacious layout, inviting kitchen, and cozy fireplace. Step outside to enjoy your private deck for relaxing or entertaining. Conveniently located near shopping, dining, parks, interstates, and military bases. Great condo for first-time buyers or investors. This text has been generated by Artificial Intelligence.

  Frankie Johnson Keller Williams Coastal Virginia Chesapeake

  1716 Rock Bridge Mews Unit D, Chesapeake, VA 23320
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  /18

  $298,900

  • 4 Beds
  • 2 Baths
  • 1,866 Sq Ft

  2432 Strawberry Ln, Chesapeake, VA 23324

  Beautiful brick ranch with a lot of your space and beautiful deck on the backyard, this is a must come and see, seller is neg. with closing cost. Seller financing options available

  Jai Johnson EXIT Realty Central

  2432 Strawberry Ln, Chesapeake, VA 23324
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  /11

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,254 Sq Ft

  1317 Yeadon Rd, Chesapeake, VA 23324

  A brick house in the center of Plymouth Park neighborhood

  Travis Bouldin Keller Williams Coastal Virginia Chesapeake

  1317 Yeadon Rd, Chesapeake, VA 23324
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  /25

  $309,900

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

  1214 Hull St, Chesapeake, VA 23324

  Don't miss your chance to have all the perks of a new construction home without the price tag! This historic home has been lovingly updated throughout- you will feel like you are stepping into a brand new home! This home features new flooring throughout the entire home with new LVP floors on the first floor and brand new carpet on the second floor. All of the bathrooms boast new vanities,

  Marquis Bynum A Better Way Realty Inc.

  1214 Hull St, Chesapeake, VA 23324
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  /50

  $230,000

  • 2 Beds
  • 2 Baths
  • 1,326 Sq Ft

  4316 Colindale Rd Unit 301, Chesapeake, VA 23321

  Fantastic Condo with Prime Location & Premium Features!Enjoy convenient living just minutes from top-tier shopping, dining, and the interstate. This beautifully updated condo features custom paint and stylish light fixturesthroughout. The kitchen boasts premium Dekton countertops, known for their durability, along with a full Samsung appliance package—including a washer and

  Debra Monette Better Homes&Gardens R.E. Native American Grp

  4316 Colindale Rd Unit 301, Chesapeake, VA 23321
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  /17

  $229,000

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft

  700 Rapidan River Ct Unit D, Chesapeake, VA 23320

  This gem is nestled within the sought after Riverwalk area in Chesapeake. This beauty has LVP flooring throughout condo. Close to interstates, restaurants, shopping and so much more. Gorgeous small community that is private. Do not miss out on this adorable 2 master suite condo. Condo dues includes water/sewer.

  Katherine Gonyea Bush Real Estate Group Inc.

  700 Rapidan River Ct Unit D, Chesapeake, VA 23320
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  /28

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  2216 Berkley Ave, Chesapeake, VA 23324

  This 3-bedroom home has been completely renovated and is move-in ready for you. A large den welcomes you and your guests to a bright and modern space with fresh paint, new floors, new lighting, and more. The gorgeous kitchen features stunning quartz countertops, new appliances, ample cabinet space, and a dedicated dining area where family and friends can gather. The primary bedroom offers a

  Brian Shelton CapCenter

  2216 Berkley Ave, Chesapeake, VA 23324
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  /24

  $309,900

  • 2 Beds
  • 2.5 Baths
  • 1,434 Sq Ft

  864 Rivanna River Reach, Chesapeake, VA 23320

  Welcome to this charming condo, located in the desirable Kingsford section of the Riverwalk community. This well-maintained, move-in ready home features 2 bedrooms, 2.5 bathrooms, and a spacious open-concept floor plan with fresh interior paint.The main level offers a bright great room with cathedral ceilings and a fireplace, seamlessly connected to the enclosed patio, prime for

  Calvin Robinson Realty Specialists

  864 Rivanna River Reach, Chesapeake, VA 23320
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  /12

  $304,000

  • 3 Beds
  • 1.5 Baths
  • 950 Sq Ft

  3006 Menands Dr, Chesapeake, VA 23325

  New new new! Everything in the home has been remodeled brand new. This is a must come and see. Bring us an offer on your new home. Closing costs are negotiable.

  Jai Johnson EXIT Realty Central

  3006 Menands Dr, Chesapeake, VA 23325
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  /49

  $314,500

  • 4 Beds
  • 1 Bath
  • 1,300 Sq Ft

  3940 Starboard Rd, Chesapeake, VA 23321

  Welcome home to this thoughtfully upgraded property. Recent improvements in 2025 include a new concrete driveway, walkway, patio, privacy fence, upgraded electric panel, enhanced AC system, new ceiling fans in the bedrooms, and storm doors at both the front & back. In 2024, updates included a fully renovated bathroom, new interior doors, washer & dryer, an outdoor shower, kitchen backsplash,

  Jeremy Stansbury Exit Realty Professionals

  3940 Starboard Rd, Chesapeake, VA 23321
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  /3

  $250,000

  • Land
  • 2.00 Acres
  • $125,000 per Acre

  435 Gallbush Rd, Chesapeake, VA 23322

  Gorgeous cleared 2 acre lot Ready-to-Build your Dream House or Barndominium. Survey and Soil/Perc Test Available. Please contact the Listing Agent before walking the property. Close to shopping, restaurants and many conveniences. Ready for a quick close.

  Kim Evans BHHS RW Towne Realty

  435 Gallbush Rd, Chesapeake, VA 23322
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  /6

  $275,000

  • Land
  • 3.50 Acres
  • $78,571 per Acre

  2321 Shillelagh Rd, Chesapeake, VA 23323

  Fantastic opportunity to build your dream home on 3.5 acres along Shillelagh Rd just off of Benefit Rd. Property features over 300 feet of road frontage and is partially cleared. Ready for your vision! Located in a sought-after school district, offering a blend of quiet country living with easy access to shopping, dining, and amenities. Includes a newer shed equipped with a 220V receptacle for a

  Tori Hanbury BHHS RW Towne Realty

  2321 Shillelagh Rd, Chesapeake, VA 23323
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  /22

  $233,000

  • 3 Beds
  • 1.5 Baths
  • 1,292 Sq Ft

  911 Harbour Dr N, Chesapeake, VA 23320

  Beautifully updated 3 bedroom, 1 and a half bath townhouse. It has open floor plan with eat-in kitchen and the living room. Kitchen is nestled in the back with a view into the back porch, where one can enjoy a drink with privacy. The living room is comfortable for entertaining family and friends. The home is freshly painted with laminate flooring throughout for a durable and modern look.

  Andy Zheng Swell Realty Co

  911 Harbour Dr N, Chesapeake, VA 23320
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  /3

  $24,900

  • Land

  .29ac Coffman Blvd, Chesapeake, VA 23321

  Potential for Farmers Market, Green House, Garden and Light Storage.

  Karen Swaney Salty Dog Realty LLC

  .29ac Coffman Blvd, Chesapeake, VA 23321
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  /20

  $315,000

  • 4 Beds
  • 2 Baths
  • 1,385 Sq Ft

  402 Stalham Rd Unit A, Chesapeake, VA 23325

  Well maintained Ranch on a LARGE lot with a shaded front porch for sitting! The property has an open space to the left of the house for your vision. Open concept with reasonably sized bedrooms. Kitchen includes stainless steel appliances with lots of cabinet space. Fireplace in a large living room. Workshop/shed at rear is 12×24 but as-is. Plenty of driveway space. Nearby library and easy

  Drew Miller 1st Class Real Estate Mid-Atlantic

  402 Stalham Rd Unit A, Chesapeake, VA 23325
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  /27

  $280,000

  • 2 Beds
  • 2.5 Baths
  • 1,625 Sq Ft

  447 Seahorse Run, Chesapeake, VA 23320

  This 2 bedroom, 2.5 bath three-story condo is located in Mariners Quay of Riverwalk. Each large bedroom upstairs has a private bathroom. Primary bedroom has loft area with large walk in closet and skylights. Primary also has a separate shower and jetted tub. All carpet upstairs is brand new. Downstairs has tile flooring, gas fireplace, half bath, two closets, and an open concept living area. The

  Elisa Benjamin Keller Williams Realty Town Center

  447 Seahorse Run, Chesapeake, VA 23320
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  /18

  $309,900

  • 2 Beds
  • 2.5 Baths
  • 1,293 Sq Ft

  1505 Waitsel Dr Unit 106, Chesapeake, VA 23320

  Welcome to Branford Square at Greenbrier — a like-new condo where comfort, style, and location come together! This beautifully designed first-level unit features open concept for spacious living. The kitchen is full of upgrades, including soft-close cabinetry, stainless steel appliances, quartz countertops, and a breakfast bar. The primary suite offers an attached private bath and ample walk-in

  Alexandra Marshall Atlantic Sotheby's International Realty

  1505 Waitsel Dr Unit 106, Chesapeake, VA 23320
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  /11

  $199,700

  • Land
  • 5.00 Acres
  • $39,940 per Acre

  4729 Sunray Ave, Chesapeake, VA 23321

  Perfect opportunity to own 5 acres in the Western Branch zone of Chesapeake. 2 Acres in front are cleared and 3 acres in back are partially wooded. Property is zoned A1 - check with City of Chesapeake for endless possibilities for this property. Take a ride around the neighborhood, and you will find new country chic farm homes, horses, farm equipment, crops....lots of ways to be close to city

  LeAnn Amory BHHS RW Towne Realty

  4729 Sunray Ave, Chesapeake, VA 23321
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  /17

  $237,900

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft

  1016 Thoroughgood Way Unit 104, Chesapeake, VA 23324

  Welcome home to this beautifully maintained first-floor condo featuring 2 spacious bedrooms and 2 full bathrooms. Located in a secure building with a private entrance, this unit offers a comfortable and functional layout. Inside, you'll find generous living space and tons of storage throughout. The primary suite includes a private bath and ample closet space. Conveniently located and move-in

  Tiffany Gelzinis Real Broker LLC

  1016 Thoroughgood Way Unit 104, Chesapeake, VA 23324
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  /22

  $209,900

  • 2 Beds
  • 2.5 Baths
  • 1,254 Sq Ft

  631 Ridge Cir, Chesapeake, VA 23320

  Sitting in the heart of Greenbrier, this condo is full of possibilities. It features an open floor plan and two upstairs masters. The enclosed patio is perfect for morning coffee or evening cocktails. Knells Ridge is well-established and is just minutes from shopping, restaurants, highways, and bases. Plus, it is located near Chesapeake General Hospital. The neighborhood also offers amazing

  Ron Sawyer RE/MAX Prime

  631 Ridge Cir, Chesapeake, VA 23320
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  /5

  $300,000

  • Land
  • 0.34 Acre
  • $882,353 per Acre

  917 Brice Ct, Chesapeake, VA 23322

  Build your dream home on this spacious vacant lot located in a quiet, family-friendly subdivision. Situated on a level parcel with utility connections available at the street (water, sewer, electricity), this lot offers the perfect blend of privacy and community. Enjoy well-maintained surroundings, paved roads, and close proximity to schools, shopping centers, parks, and major highways. Whether

  Patty Cohen RE/MAX Allegiance

  917 Brice Ct, Chesapeake, VA 23322
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  /4

  $289,900

  • Land
  • 0.34 Acre
  • $852,647 per Acre

  904 Brice Ct, Chesapeake, VA 23322

  You finally found a lot for sale in Great Bridge - in a subdivision - in a cul-de-sac-ready for your house to be platted - need a builder - no problem - got it covered yourself - no problem - give us a call - Great Bridge School District at every level -Whether you're an investor, builder, or future homeowner, this is a rare opportunity to secure a premium piece of land in a desirable

  Patty Cohen RE/MAX Allegiance

  904 Brice Ct, Chesapeake, VA 23322
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  /13

  $250,000

  • Land
  • 0.50 Acre
  • $500,000 per Acre

  2304 Shipyard Rd, Chesapeake, VA 23323

  This is a wonderful opportunity to own and custom build your new home located on an 1/2 acre cleared lot in the Grassfield School area."All Utilities, water, sewer and retention pond have been installed as per city approved Plan" . Drive by or walk Lot # 1 , call agent for more details .

  Sandra Burton KW Coastal Chesapeake Virginia LLC

  2304 Shipyard Rd, Chesapeake, VA 23323
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  /5

  $274,900

  • 2 Beds
  • 2.5 Baths
  • 1,329 Sq Ft

  2801 Baldwin Dr, Chesapeake, VA 23321

  Gorgeous condo in the highly desirable Woodlands at Western Branch community! The first floor offers an open floor plan with a spacious living room and dining area. The kitchen features a breakfast bar, ample cabinet and counter space, and stainless steel appliances. Sliding doors off the living room lead to a fully fenced backyard with a patio and storage shed. Upstairs, you’ll find two large

  Michael Daugherty Own Real Estate LLC

  2801 Baldwin Dr, Chesapeake, VA 23321
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  /20

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,252 Sq Ft

  1736 Lockard Ave, Chesapeake, VA 23320

  Welcome to this charming 3-bedroom, 2-bath ranch located in the heart of Chesapeake. With 1,252 square feet of living space, this well-maintained home offers fresh new flooring in both the living room and eat-in kitchen. Enjoy meals in the cozy breakfast/dining area. Please note that the chandelier does not convey and will be replaced before closing. The home also features newer appliances, a

  Frank Filippone BHHS RW Towne Realty

  1736 Lockard Ave, Chesapeake, VA 23320
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  /15

  $290,000

  • Land

  1813 Shillelagh Rd, Chesapeake, VA 23323

  Great opportunity to own nearly 8 acres in Hickory! This city-approved building site has already been cleared and is ready for your dream home. All preliminary site work and necessary approvals are complete, to including surveying, engineered septic system with a successful perc test, wetlands mitigation, and full compliance with Corps of Engineers requirements. Bring the builder of your choice!

  Marco Rivas Iron Valley Real Estate Hampton Roads

  1813 Shillelagh Rd, Chesapeake, VA 23323
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  /30

  $250,000

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

  714 B St, Chesapeake, VA 23324

  Welcome to 714 B St. A charming 2 story home nestled near the historic area of South Norfolk. This delightful residence features 3 bedrooms with 2 full bathrooms and an open floorplan. Home was updated in 2023 with new windows, countertops, tub/shower/vanities, dual zone HVAC, flooring and paint. Detached garage with a carport for additional off street parking. Located in a convenient

  Ryan Harkins Real Estate USA

  714 B St, Chesapeake, VA 23324
• 

  

  /20

  $245,000

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft

  508 Stalham Rd, Chesapeake, VA 23325

  Charming Ranch in the Heart of Chesapeake! This well-maintained 3-bedroom, 1-bath ranch offers comfortable living in a convenient Chesapeake location. The cozy living room flows seamlessly into the kitchen, creating an open feel that's perfect for everyday living. Step out from the kitchen onto the back deck, a great spot for morning coffee or evening cookouts. Enjoy a spacious backyard with a

  Daniel Patton Prodigy Realty

  508 Stalham Rd, Chesapeake, VA 23325
• 

  

  /25

  $309,777

  • 2 Beds
  • 2.5 Baths
  • 1,341 Sq Ft

  1821 Volvo Pkwy, Chesapeake, VA 23320

  Welcome to this beautiful lakeside townhome in the heart of Greenbrier! With a low-maintenance lifestyle, a great view & open floor plan, this 1,341 sqft home has two large master suites each containing their own full baths. Bulkhead (2013), Enjoy the view from your large custom deck overlooking private lake suitable for swimming, paddle boarding, canoeing and boating. This Plantation Lakes

  Jessica Fitzwilliam The Real Estate Group

  1821 Volvo Pkwy, Chesapeake, VA 23320
• 

  

  /12

  $60,000

  • Land
  • 0.13 Acre
  • $468,750 per Acre

  1427 Atlantic Ave, Chesapeake, VA 23324

  Great location in Chesapeake South Norfolk subdivision. Two lots are located beside and in front of residential homes. Neighborhood park is across the street of lots. Both lots are zoned B1 and lot area is 5,576 square feet. Lots will require rezoning at buyers cost to build 1 residential home or a duplex. Great opportunity with easy commute to interstates, downtown Norfolk, military bases,

  Valerie Williams BHHS RW Towne Realty

  1427 Atlantic Ave, Chesapeake, VA 23324

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