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

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  /29

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,894 Sq Ft

  1222 Jackson Ave, Chesapeake, VA 23324

  Welcome to 1222 Jackson Ave. This home is located in Historic Chesapeake and offers the perfect blend of charm and updates. This home features granite countertops, stainless steel appliances, and modern lighting throughout, along with a functional layout and spacious yard ideal for relaxing or entertaining.

  Amy Platt Iron Valley Real Estate Prestige

  1222 Jackson Ave, Chesapeake, VA 23324
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  /19

  $249,900

  • 3 Beds
  • 1.5 Baths
  • 1,075 Sq Ft

  1012 Nelson St, Chesapeake, VA 23324

  Welcome to 1012 Nelson Street in Chesapeake! This charming 3-bedroom, 1.5-bath brick ranch offers easy one-level living with a functional layout and thoughtful updates throughout. Inside, you’ll find refinished hardwood floors, newer HVAC system (2020) and hot water heater (2020), giving added peace of mind. The spacious fenced backyard is suitable for entertaining, pets, or relaxing outdoors,

  Stephen Do Iron Valley Real Est Norfolk

  1012 Nelson St, Chesapeake, VA 23324
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  /12

  $75,000

  • Land
  • 5,575 Sq Ft
  • $585,938 per Acre

  1427 Atlantic Ave, Chesapeake, VA 23324

  This is a great opportunity to build on lots in Chesapeake's South Norfolk. The two lots are side by side with residential homes beside them. Both lots are zoned B1 and the area lot is 5,576 square feet. Lots require rezoning at buyers cost to possibly build one residential home or a duplex. Dimensions are 124 X 40 X 123 X 40.

  Valerie Williams BHHS RW Towne Realty

  1427 Atlantic Ave, Chesapeake, VA 23324
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  /21

  $125,000

  • Land
  • 2.5 Acres
  • $50,000 per Acre

  2.5 Ac Dismal Swamp Canal Trail, Chesapeake, VA 23322

  Seller would prefer to sell adjacent lot- (In MLS) together. Great opportunity to build 2 homes one on each lot.Very Private but easily accessible, as property is surrounded by protected land and unbuildable for long term security. Property is adjacent to the biking path on The Great Dismal Swamp. Great Hunting and outdoors enthusiast dream in your backyard, property backs to Dismal Swamp Tract

  Alexandra Serrano The Real Estate Group

  2.5 Ac Dismal Swamp Canal Trail, Chesapeake, VA 23322
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  /2

  $260,000

  • Land
  • 5.33 Acres
  • $48,808 per Acre

  B Taft Rd, Chesapeake, VA 23322

  Vacant cleared lot, road access via access easement via lot 1 adjacent to Taft road

  Tom Thrasher Greenbrier Real Estate & Appr.

  B Taft Rd, Chesapeake, VA 23322
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  /2

  $7,334

  • Land
  • 10,018 Sq Ft
  • $31,887 per Acre

  Lot 33 Trinkle St, Chesapeake, VA 23322

  Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the

  Dustin Floyd Howard Hanna Real Estate Svcs.

  Lot 33 Trinkle St, Chesapeake, VA 23322
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  /15

  $95,000

  • Land
  • 3,484 Sq Ft
  • $1,187,500 per Acre

  427 Freeman Ave, Chesapeake, VA 23324

  Prime opportunity in Chesapeake’s South Norfolk/Money Point area! This property is zoned M-2 (Heavy Industrial), offering excellent potential for commercial or industrial use. The parcel is approx. 3,572 sq ft and well-situated with convenient access to major thoroughfares, ports, and interstates.Onsite is a 2-bedroom, 1-bath home (approx. 1,016 sq ft) that can provide immediate rental income,

  Robert Rogers Real Broker LLC

  427 Freeman Ave, Chesapeake, VA 23324
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  /3

  $259,900

  • Land
  • 3.77 Acres
  • $69,012 per Acre

  743 Bedford St, Chesapeake, VA 23322

  This is a 3+ acre lot zoned A1 for agriculture use and barns. Build your own barn for your personal equipment or animals. Potential for commercial office/warehouse use with a conditional use variance from the Chesapeake City Council and Navy. Septic and well approvals are available. This lot cannot be used for a residential building site and air rights have been sold off. Owner will consider

  Robert Wadsworth Pungo Realty LLC

  743 Bedford St, Chesapeake, VA 23322
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  /14

  $275,000

  • Land
  • 4.87 Acres
  • $56,468 per Acre

  3725 Cornland Rd, Chesapeake, VA 23322

  Centrally located. QUIET, SECLUDED LIVING on 4.87 ACRES IN THE COUNTRY PART OF CHESAPEAKE. Located off RT 17 near the North Carolina line in a growing area. Less than 10 minutes to GREAT BRIDGE and minutes from I-64 for access to all S Hampton Roads and the Peninsula. PRIVACY, SECLUDED LOCATION. THE CITY OF CHESAPEAKE TAX RECORDS DOCUMENT LAND USE AS RESIDENTIAL ACREAGE. THIS IS A GOOD TIME TO

  Ronda Galko Howard Hanna Real Estate Svcs.

  3725 Cornland Rd, Chesapeake, VA 23322
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  /2

  $7,334

  • Land
  • 10,018 Sq Ft
  • $31,887 per Acre

  Lot 21 Caddie St, Chesapeake, VA 23322

  Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the

  Dustin Floyd Howard Hanna Real Estate Svcs.

  Lot 21 Caddie St, Chesapeake, VA 23322
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  /29

  $232,900

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  830 Partridge Ave, Chesapeake, VA 23324

  Fully-renovated and move-in ready, this beautiful updated 2-bedroom home offers efficient living and incredible value. Step inside to find fresh paint, updated flooring, and a bright open layout that makes the most of every square foot. The kitchen features new appliances, cabinetry, and a clean, modern look, great for everyday living or entertainment. Outside, enjoy a spacious yard and garage

  Angela Kennedy 1st Class Real Estate Integrity

  830 Partridge Ave, Chesapeake, VA 23324
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  /3

  $259,900

  • Land
  • 4.05 Acres
  • $64,141 per Acre

  749 Bedford St, Chesapeake, VA 23322

  This is a 4 acre lot zoned A1 for agriculture use and barns. Build your own barn for your personal equipment or animals. Potential for commercial office/warehouse use with a conditional use variance from the Chesapeake City Council and Navy. Septic and well approvals are available. This lot cannot be used for a residential building site and air rights have been sold off. Owner will consider Build

  Robert Wadsworth Pungo Realty LLC

  749 Bedford St, Chesapeake, VA 23322
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  /27

  $159,900

  • 1 Bed
  • 1 Bath
  • 1,135 Sq Ft

  801 Poindexter St Unit 314, Chesapeake, VA 23324

  Spacious, move-in ready condo just minutes from Norfolk Naval Base, Portsmouth Shipyard, and other area bases. Enjoy modern style including SS appliances, new flooring, and fresh paint throughout. The open layout offers comfort and relaxation, while the oversized walk-in closet keeps things organized. Secure building with key-fob access and elevator for peace of mind. Perfect for active-duty or

  Melody Cespedes 1st Class Real Estate Flagship

  801 Poindexter St Unit 314, Chesapeake, VA 23324
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  /5

  $199,000

  • Land
  • 3 Acres
  • $66,333 per Acre

  2907 Seven Eleven Rd, Chesapeake, VA 23322

  If you missed your chance to grab this beautiful 3 acre wooded Pleasant Grove parcel, here's your do over! Price improved-grab this beauty and wait until you're ready to build or bring your builder! Site has been Health Department approved for a four bedroom home.

  Christy Young Own Real Estate LLC

  2907 Seven Eleven Rd, Chesapeake, VA 23322
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  /8

  $250,000

  • Land

  2716 Seven Eleven Rd, Chesapeake, VA 23322

  Excellent building opportunity. Great location. Surrounded by several custom built homes. Very private and priced below market.

  Fred Helm BHHS RW Towne Realty

  2716 Seven Eleven Rd, Chesapeake, VA 23322
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  /7

  $320,000

  • 3 Beds
  • 2.5 Baths
  • 1,577 Sq Ft

  4376 Pickney Ln, Chesapeake, VA 23324

  Investor Alert! Excellent opportunity to own a newer 3- story energy efficient condo in gated community! Full appliance package conveys including tankless gas water heater and heat. Modern floorplan includes high ceilings + recessed lighting & speakers. Gourmet Kitchen has wood floors, breakfast bar, tile back splash, and walk out balcony w/sliding glass doors. Neighborhood pool and Professional

  Danielle Sticha Howard Hanna Real Estate Svcs.

  4376 Pickney Ln, Chesapeake, VA 23324
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  /2

  $7,334

  • Land
  • 10,018 Sq Ft
  • $31,887 per Acre

  Lot 38 Trinkle St, Chesapeake, VA 23322

  Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the

  Dustin Floyd Howard Hanna Real Estate Svcs.

  Lot 38 Trinkle St, Chesapeake, VA 23322
• 

  /2

  $7,334

  • Land
  • 10,018 Sq Ft
  • $31,887 per Acre

  39 Trinkle St, Chesapeake, VA 23322

  Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the

  Dustin Floyd Howard Hanna Real Estate Svcs.

  39 Trinkle St, Chesapeake, VA 23322
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  /18

  $249,999

  • 4 Beds
  • 2 Baths
  • 2,170 Sq Ft

  604 Amick Rd, Chesapeake, VA 23325

  Beautiful property offering both investment and owner-occupant potential. Located in a desirable area. Sold As-Is. Seller will not make repairs . 4bedrooms 2full baths.

  Norman Domingo XRealty.NET LLC

  604 Amick Rd, Chesapeake, VA 23325
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  /17

  $299,465

  • 2 Beds
  • 2.5 Baths
  • 1,304 Sq Ft

  221 Cedar Creek Terrace, Chesapeake, VA 23322

  This Great bridge, move in ready, end-unit townhouse home has a large, fenced yard and on a cul-de-sac. Spacious home with 2 primary bedrooms that have walk-in closets and full baths. There is a half guest bath on the first floor. Large eat in kitchen, Newer LVP on the 1st floor & carpet upstairs. Close to shops, restaurants, TCC and municipal center. Some pictures have been virtually/AI staged.

  Jessica Fitzwilliam The Real Estate Group

  221 Cedar Creek Terrace, Chesapeake, VA 23322
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  /34

  $295,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,776 Sq Ft

  3017 Bill Reid Ct, Chesapeake, VA 23324

  Opportunity awaits at 3017 Bill Reid Court in Chesapeake! Tucked away on a cul-de-sac and situated on an impressive approximately 0.40-acre lot, this spacious Colonial-inspired two story brick home offers the rare combination of size, location, and potential. Featuring a functional floor plan with generous living spaces, large kitchen and dining area, fireplace, screened porch, and room to

  Cavelle Mollineaux ONYX Realty Professionals LLC

  3017 Bill Reid Ct, Chesapeake, VA 23324
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  /21

  $230,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  2424 Chancery Ln Unit 105, Chesapeake, VA 23321

  Beautiful open modern floor plan with 9 ft ceiling throughout this stylish single-floor condo. Approx. 1,300 SF of well planed living space including a large kitchen with 42" cabinets and breakfast bar. Lovely primary suite with two closets and large primary bath with soaking tub. Don’t wait, schedule your private showing today!

  Garrett Williams The Real Estate Group

  2424 Chancery Ln Unit 105, Chesapeake, VA 23321
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  /3

  $295,000

  • Land
  • 3 Acres
  • $98,333 per Acre

  1924 L Hungarian Rd, Chesapeake, VA 23322

  3-acre residential property ready for you to build the home you’ve been dreaming of. This property can have approval for a five bedroom single family home. Turnkey builder packages are available or bring your preferred home builder. Potential homes will be serviced by septic system and well water with Dominion Power already available along the road. A required conservation open space easement

  Robert Wadsworth Pungo Realty LLC

  1924 L Hungarian Rd, Chesapeake, VA 23322
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  /41

  $250,000

  • 3 Beds
  • 2.5 Baths
  • 1,708 Sq Ft

  1104 Railroad Ave, Chesapeake, VA 23324

  Charming 2-story Transitional home on a 0.06-acre lot in the heart of Chesapeake with exponential potential. The first floor features an open-concept living room that flows into the classic Kitchen with pantry, a den/family room (converted garage), and a powder room for guests. The second floor hosts the primary bedroom with vaulted ceiling and en-suite bathroom, 2 additional bedrooms, another

  Lori Bauer Long & Foster Real Estate Inc.

  1104 Railroad Ave, Chesapeake, VA 23324
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  /2

  $7,334

  • Land
  • 10,018 Sq Ft
  • $31,887 per Acre

  Lot 18 Binford St, Chesapeake, VA 23322

  Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the

  Dustin Floyd Howard Hanna Real Estate Svcs.

  Lot 18 Binford St, Chesapeake, VA 23322
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  /5

  $275,000

  • Land
  • 4.61 Acres
  • $59,653 per Acre

  1916 Land of Promise Rd, Chesapeake, VA 23322

  Come build your dream home! This 4.61-acre parcel is partially cleared, providing a balance of usable space and natural privacy, and offers road frontage in Chesapeake’s desirable Hickory school district. Zoned R-15S. Soil testing supports an in-ground alternative septic system. Per the survey, a canal is shown at the rear of the property; no representation is made regarding access or use. Survey

  Elizabeth Precise LPT Realty LLC

  1916 Land of Promise Rd, Chesapeake, VA 23322
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  /15

  $320,000

  • 2 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  1440 Rollesby Way, Chesapeake, VA 23320

  Charming 2-BEDROOM, 2.5-BATH condo in Hadley Park! Features a NEWLY UPGRADED kitchen and bathrooms with BEAUTIFUL CHERRYWOOD CABINETS, a convenient HALF BATH ON THE MAIN LEVEL, and a spacious PRIMARY SUITE with a PRIVATE EN-SUITE BATH! Enjoy BONUS loft/office space, a WALK-IN CLOSET, PRIVATE PATIO, and IN-UNIT LAUNDRY! Assigned parking PLUS guest spaces included! HOA covers WATER, TRASH,

  Marie Banks Swell Real Estate Co

  1440 Rollesby Way, Chesapeake, VA 23320
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  /23

  $200,000

  • 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 KW Coastal Virginia Chesapeake

  1317 Yeadon Rd, Chesapeake, VA 23324
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  /28

  $235,000

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft

  704 Nottoway River Ct Unit A, Chesapeake, VA 23320

  Do not miss out on this beautiful, completely renovated, 2 br 2 bath condo in sought after area of Chesapeake Riverwalk!!

  Katherine Gonyea Bush Real Estate Group Inc.

  704 Nottoway River Ct Unit A, Chesapeake, VA 23320
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  /14

  $210,000

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  1819 Martin Ave, Chesapeake, VA 23324

  THIS IS A PLACE YOU CAN CALL HOME. Solid brick home in a cul-de-sac offering durability, timeless curb appeal, and long-term value. The property is priced to sell and offers an excellent opportunity for buyers and investors seeking a well-built home at a competitive price point, sold as is. With strong fundamentals and classic brick construction, this property offers immediate appeal and

  Darrell Moore CENTURY 21 Top Producers

  1819 Martin Ave, Chesapeake, VA 23324
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  /30

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,157 Sq Ft

  612 River Creek Rd, Chesapeake, VA 23320

  Beautifully updated 3-bedroom, 2-bath ranch in the desirable Crestwood Manor area of Chesapeake! This move-in readyhome features a brand-new gas pack HVAC unit, new energy-efficient windows, and a stunning new kitchen with moderncabinetry, countertops, and stainless-steel appliances. Enjoy newer LVP flooring and cozy carpet throughout thissingle-level layout designed for easy living. The spacious

  Angela Stafilidis Iron Valley Real Estate HR

  612 River Creek Rd, Chesapeake, VA 23320
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  /23

  $269,000

  • 2 Beds
  • 2 Baths
  • 1,304 Sq Ft

  708 Inlet Quay Unit B, Chesapeake, VA 23320

  Well desired community. First Floor corner unit, move-in ready. Beautiful wood flooring, updatedappliances, large primary bedroom with bathroom. Condo amenities include a pool, clubhouse, tennis courtsand close to trails.

  Lynn Atkison BHHS RW Towne Realty

  708 Inlet Quay Unit B, Chesapeake, VA 23320
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  /30

  $249,900 Open Sun 12PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,360 Sq Ft

  1603 Seaboard Ave, Chesapeake, VA 23324

  Cozy two-story traditional home in the Quincy Place neighborhood of Chesapeake. Three bedrooms, one and a half bathrooms, approximately 1,360 square feet. New roof. Updated light fixtures. Two-space driveway. Central air conditioning with forced hot air heating. Partially finished attic. Outside of Flood zone. Convenient access to Interstate 464.

  Debbie Crevier Kent Cottage Street Realty LLC

  1603 Seaboard Ave, Chesapeake, VA 23324
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  /2

  $7,334

  • Land
  • 10,018 Sq Ft
  • $31,887 per Acre

  Lot 37 Trinkle St, Chesapeake, VA 23322

  Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the

  Dustin Floyd Howard Hanna Real Estate Svcs.

  Lot 37 Trinkle St, Chesapeake, VA 23322
• 

  

  /27

  $259,900

  • 3 Beds
  • 2 Baths
  • 996 Sq Ft

  933 Michael Dr, Chesapeake, VA 23323

  Welcome home to this,updated ranch in the desirable Deep Creek area of Chesapeake! This move-in ready home features fresh updates throughout, including new flooring, fresh paint, and stylish new light fixtures that give the home a modern , inviting feel. The spacious floor plan offers comfortable one-level living with a large primary ensuite providing the perfect private retreat. Buyers will

  Deborah Dowdy Campbell Realty

  933 Michael Dr, Chesapeake, VA 23323
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  /30

  $300,000

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  820 Henry Ave, Chesapeake, VA 23323

  Freshly updated and move-in ready! This home features a freshly painted exterior along with brand new LVP flooring, fresh interior paint, and updated fixtures throughout. The kitchen includes a new dishwasher, and the washer and dryer convey in a separate laundry room. The full bath was completely renovated in 2024, with additional updates to the half bath in 2025. Major systems include HVAC

  Deborah Daniel Howard Hanna Real Estate Svcs.

  820 Henry Ave, Chesapeake, VA 23323
• 

  

  /18

  $158,500

  • 2 Beds
  • 1 Bath
  • 837 Sq Ft

  818 Hughes Ave, Chesapeake, VA 23324

  Property is being sold as-is. Great opportunity for investors or buyers looking for a fixer-upper or renovation project with strong potential.

  Arthur Monroe BHHS RW Towne Realty

  818 Hughes Ave, Chesapeake, VA 23324
• 

  

  /31

  $239,900

  • 2 Beds
  • 1.5 Baths
  • 1,186 Sq Ft

  4336 Stafford Dr, Chesapeake, VA 23321

  Welcome to 4336 Stafford Drive! This beautifully updated home offers 1186 sq ft of comfortable living space with 2 bedrooms and 1.5 baths. Recent updates include NEW: HVAC; kitchen; vinyl floor, carpet, toilet, bath vanities with backsplash. Enjoy the convenience of front door parking and private fenced backyard. Located in desirable area in Chesapeake with easy access to shopping, schools, and

  Patty Bills BHHS RW Towne Realty

  4336 Stafford Dr, Chesapeake, VA 23321
• 

  

  /14

  $225,000

  • 2 Beds
  • 2.5 Baths
  • 1,292 Sq Ft

  41 King George Quay, Chesapeake, VA 23325

  This 2 bedroom, 2.5 bathroom townhouse style home in Chesapeake is waiting for you! With nearly 1,300 square feet, this home is a blank slate to create your own wonderful space! The kitchen offers a eat-in area, and the living room is plenty spacious! Both bedrooms offer an en-suite bathroom. A great set up for everyday living or entertaining! Conveniently located near dining, shopping, the

  Jonathan Melvin Benham Real Estate LLC

  41 King George Quay, Chesapeake, VA 23325
• 

  

  /4

  $70,999

  • Land
  • 14,374 Sq Ft
  • $215,148 per Acre

  1243 New Born Ct, Chesapeake, VA 23322

  This vacant lot offers an excellent opportunity to build your future home or make a smart investment. Please note- seller has lowered the price several times and are now firm at the asking price. Situated in a desirable neighborhood, the property features 0.33 acres with wooded terrain and public utilities available. Enjoy a peaceful setting while remaining conveniently located near shopping,

  Joel Hinckley PlatLabs, LLC

  1243 New Born Ct, Chesapeake, VA 23322

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