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

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  /25

  $249,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  2005 Lockard Ave, Chesapeake, VA 23320

  Discover this charming one bedroom home perfectly situated just minutes from Greenbrier mall and Kempsville areas of Virginia Beach. Enjoy a rare blend of comfort, style and convenience - whether you're a first time buyer, downsizing, or searching for a great investment opportunity!! Step inside to find bright open living spaces, modern finishes and a cozy atmosphere, that instantly feels like

  

  Katie Burke

  Long & Foster Real Estate Inc.

  (757) 512-6236

  2005 Lockard Ave, Chesapeake, VA 23320
• Explore Chesapeake

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  /49

  $247,555

  • 2 Beds
  • 2 Baths
  • 1,255 Sq Ft

  1016 Thoroughgood Way Unit 307, Chesapeake, VA 23324

  Make this your first stop! Beautifully maintained, low maintenance, open concept, Third floor condo! Building is secured with intercom and fob access. This two bedroom, two bathroom unit will immediately feel like your new home. Beautiful Views and Plenty of Natural lighting. Primary bedroom has a spacious walk-in closet and en-suite bathroom with a walk-in shower. Near Bases. Shipyards. And

  

  Eric Hovik

  RE/MAX Alliance

  (757) 300-5128

  1016 Thoroughgood Way Unit 307, Chesapeake, VA 23324
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  /24

  $309,900

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

  5311 Libertyville Rd, Chesapeake, VA 23320

  Beautifully renovated brick home in the city of Chesapeake. This beautifully renovated home features a new kitchen with new granite countertops, new cabinets, new plumbing fixtures, and new appliances. Also includes new bathrooms with new vanities and plumbing fixtures. There's new waterproof LVP (Luxury Vinyl Plank) throughout the home, also new hardware and light fixtures throughout as well as

  

  Dominic Still

  RE/MAX Edge

  (757) 798-8011

  5311 Libertyville Rd, Chesapeake, VA 23320
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  /20

  $288,000

  • 2 Beds
  • 2.5 Baths
  • 1,314 Sq Ft

  2802 Rowling Way, Chesapeake, VA 23321

  Freshly updated townhome built in 2019 with a beautiful view of the pond! Features an open floor plan with new LVP flooring on the first level, new carpet upstairs, and fresh paint throughout. The kitchen offers upgraded quartz countertops, stainless steel appliances and a pantry. Washer and dryer convey. Upstairs includes two large bedrooms, each with its own full bath and walk in closet, plus a

  

  Sudan Weng

  Green Tree Real Estate Inc

  (757) 520-3998

  2802 Rowling Way, Chesapeake, VA 23321
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  /14

  $199,000

  • 2 Beds
  • 1 Bath
  • 1,230 Sq Ft

  2609 Harling Dr, Chesapeake, VA 23325

  An excellent as-is opportunity for builders, investors, or visionaries! Whether you’re planning new construction or seeking your next flip project, this property offers outstanding potential. Bring your plans, bring your creativity, and unlock the value waiting here. Generac Generator, new tankless water heater. Home being sold As-Is

  

  Katie Burke

  Long & Foster Real Estate Inc.

  (757) 942-5971

  2609 Harling Dr, Chesapeake, VA 23325
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  /26

  $223,000

  • 3 Beds
  • 1 Bath
  • 875 Sq Ft

  2913 Berkley Ave, Chesapeake, VA 23325

  Fantastic 1st time Home Buyer Home. New Carpeting in bedrooms and interior Paint. Laminate flooring, Ceramic flooring in Kitchen & Bath, Granite Counter tops. Large Backyard with large shed AS IS. HVAC 2023, Roof 2019, Main Sewage water line replaced 2022

  

  Robert Ramey

  Howard Hanna Real Estate Svcs.

  (757) 600-6590

  2913 Berkley Ave, Chesapeake, VA 23325
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  /14

  $160,000

  • Land
  • 0.56 Acre
  • $287,253 per Acre

  Par B George Washington Hwy S, Chesapeake, VA 23323

  Commercial Building Lot priced below Chesapeake Assessment value! Located on the Dismal Swamp Canal & George Washington Hwy across street from Shopping Center. Property is on 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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  /38

  $300,000

  • 3 Beds
  • 1 Bath
  • 1,209 Sq Ft

  1617 Woodbriar Ln, Chesapeake, VA 23323

  Centrally located 3-bedroom, 1-bath ranch home that is spacious, move-in ready, and well maintained. Features include an eat-in kitchen, spacious bedrooms, a cozy wood-burning fireplace, a fenced backyard with low-maintenance Trex decking, and a storage shed. The large lot offers plenty of space for entertaining, pets, or future possibilities. Clean, welcoming, and full of charm and potential.

  

  Valentina Lee

  Seaside Realty

  (757) 699-4393

  1617 Woodbriar Ln, Chesapeake, VA 23323
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  /2

  $155,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  3440 Clover Rd E, Chesapeake, VA 23321

  Move-in ready 2 bedroom condo in the heart of Western Branch. Features include an open floor plan, cathedral ceilings, skylight, breakfast bar, fireplace, and a large utility room with washer/dryer. The primary bedroom offers a walk-in closet, and both bedrooms provide ample storage. Conveniently located near interstates, shopping, dining, fitness centers, parks, military bases, and the YMCA.

  

  Jenn Bryant

  The Bryant Group

  (757) 863-6083

  3440 Clover Rd E, Chesapeake, VA 23321
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  /11

  $295,000

  • 1,710 Sq Ft

  1215 Hoover Ave, Chesapeake, VA 23324

  

  Greg Garrett

  Garrett Realty Partners

  (757) 906-6964

  1215 Hoover Ave, Chesapeake, VA 23324
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  /28

  $248,000

  • 2 Beds
  • 2 Baths
  • 1,169 Sq Ft

  1016 Thoroughgood Way Unit 100, Chesapeake, VA 23324

  Welcome to this spacious condo located in a well-maintained traditional-style building with secured entrance, elevator access, and an intercom system for added peace of mind. This beautifully designed unit features two oversized bedrooms and two generously sized bathrooms, offering both comfort and convenience. The open-concept kitchen includes a large breakfast bar with seating for 4–6, Great

  

  Michele Salyer

  A Better Way Realty Inc.

  (757) 290-8046

  1016 Thoroughgood Way Unit 100, Chesapeake, VA 23324
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  /40

  $280,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 1,314 Sq Ft

  2330 Alcott Way, Chesapeake, VA 23321

  Welcome to this stunning modern residence perfectly situated in the heart of the sought-after Western Branch area of Chesapeake. Built in 2022, this thoughtfully designed home offers 1,329 sq ft of living space with 2 bedrooms with ensuites and a half bath. • Step into a bright and inviting open floor plan where the living area flows effortlessly into the kitchen, making it both relaxing evenings

  

  Nichole Nance

  EXP Realty LLC

  (757) 210-6846

  2330 Alcott Way, Chesapeake, VA 23321
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  /18

  $239,900

  • 2 Beds
  • 2 Baths
  • 1,169 Sq Ft

  1016 Thoroughgood Way Unit 201, Chesapeake, VA 23324

  Make this your first stop! Beautifully maintained, low maintenance, open concept, second floor condo! Building is secured with intercom and fob access. This two bedroom, two bathroom unit will immediately feel like your new home. The bedrooms have dormers to bring in extra light and open up the space. Primary bedroom has a spacious walk-in closet and en-suite bathroom with a walk-in shower.

  

  Matthew Salway

  Iron Valley Real Estate HR

  (757) 914-9584

  1016 Thoroughgood Way Unit 201, Chesapeake, VA 23324
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  /50

  $257,000

  • 3 Beds
  • 2.5 Baths
  • 1,384 Sq Ft

  2642 Meadows Landing, Chesapeake, VA 23321

  Welcome to Stonebridge Landing in Western Branch. This 3 bedroom, 2.5 bath townhome sits in a quiet cul-de-sac within a highly rated school district. The home offers an open living and dining layout, a spacious kitchen, and a private fenced backyard. Upstairs you’ll find all bedrooms, including a primary suite with its own ensuite bathroom. Additional full bathroom and half bath provide

  Susan Jenkins Better Homes & Gdns Ntv Am Grp

  2642 Meadows Landing, Chesapeake, VA 23321
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  /45

  $250,000

  • 2 Beds
  • 2 Baths
  • 1,223 Sq Ft

  725 Inlet Quay Unit C, Chesapeake, VA 23320

  Come see this beautiful first-floor condo in the sought-after Riverwalk area! This home offers 2 bedrooms, 2 baths, and 1,223 sq. ft. of comfortable living space. The inviting living room features an electric fireplace, great for relaxing or entertaining. The kitchen opens to the dining and living areas, creating a nice flow for everyday living. The primary bedroom is very large with room for a

  Susan Jenkins Better Homes & Gdns Ntv Am Grp

  725 Inlet Quay Unit C, Chesapeake, VA 23320
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  /2

  $250,000

  • Land
  • 1.17 Acres
  • $213,675 per Acre

  1+ac Wilton St, Chesapeake, VA 23324

  Left side of lot has new 2 car garage with an apartment above. Built in 2017 and never lived in. New AC unit. 30ft high ceilings in garage.

  Paul Dadaian Swell Realty Co

  1+ac Wilton St, Chesapeake, VA 23324
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  /9

  $210,000

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft

  2900 Mayon Dr, Chesapeake, VA 23325

  3 BEDROOM RANCH ON CORNER LOTLOTS OF POTENTIALCASH OR REHAB LOAN ONLYWE HAVE LENDERS THAT SPECIALIZE IN REHAB LOANS FOR VA, FHA AND CONVENTIONALBUY LIKE AN INVESTOR AND MAKE IT YOUR HOME!

  MARK SPEAR Green Tree Real Estate Inc

  2900 Mayon Dr, Chesapeake, VA 23325
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  /17

  $282,000

  • 3 Beds
  • 2 Baths
  • 1,586 Sq Ft

  1007 Holly Ave, Chesapeake, VA 23324

  Charming Historic Gem in South Norfolk - Lakeside Park Views & Downtown Convenience! Step into this 3-bed, 2-full-bath single-family home nestled in the heart of South Norfolk's historic district. Spanning nearly 1,600 SF of thoughtfully designed living space, this residence blends classic charm with modern comfort, offering the perfect backdrop for your next chapter. Enjoy views of Lakeside Park

  Douglas Livermon Atlantic Sothebys Int'l Realty

  1007 Holly Ave, Chesapeake, VA 23324
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  /24

  $245,000 Open Sun 12PM - 3PM

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  809 Huntly Dr, Chesapeake, VA 23320

  Wonderful opportunity for first-time homebuyers, downsizers, and investors at a phenomenal price! Located in sought-after Glenleigh, this brick front townhome has been meticulously maintained. Spacious open concept living space with upgraded vinyl plank flooring. Galley-style kitchen with stainless steel appliances. Two spacious bedrooms upstairs w/shared jack and jill-style bath! Both bedrooms

  Conner Walters World Class Realty & Prop Mgmt

  809 Huntly Dr, 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 HR

  1813 Shillelagh Rd, Chesapeake, VA 23323
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  /17

  $228,500

  • 3 Beds
  • 1.5 Baths
  • 1,226 Sq Ft

  809 Harbour North Dr, Chesapeake, VA 23320

  Don’t miss out on this beautiful recently renovated & remodeled Chesapeake townhome! Stylishly featuring 3 bedroom, 1.5 bath, & almost 1,300sqft of renovated living area. Enjoy a modern kitchen with new hardwood cabinets featuring soft close drawers, granite countertops, all stainless-steel appliances, & ceramic tile flooring. The first floor boasts durable modern LVP floors in the living &

  Jeremiah Burns Garrett Realty Partners

  809 Harbour North Dr, Chesapeake, VA 23320
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  /48

  $310,000

  • 3 Beds
  • 2 Baths
  • 1,541 Sq Ft

  1208 Edgewood Ave, Chesapeake, VA 23324

  Move-in Ready 3 bedroom home with a bonus room!Welcome to this beautifully updated 3 bedroom, 2 bathroom home offering 1540 sq ft of comfortable living space. The versatile bonus room upstairs is perfect for a 4th bedroom, home office, playroom, or hobby space - whatever suits your lifestyle.This home features numerous recent upgrades, including a new roof, new heat pump, new flooring,

  Angela Kennedy 1st Class RealEstate Integrity

  1208 Edgewood Ave, Chesapeake, VA 23324
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  /2

  $20,000

  • Land
  • 0.65 Acre
  • $30,769 per Acre

  .65ac Simons Ln, Chesapeake, VA 23322

  Residential lot, landlocked. No road frontage. No structures or improvements.

  Tyler Keffer Keffer Realty

  .65ac Simons Ln, Chesapeake, VA 23322
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  /39

  $274,000

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

  4449 Pepper Ridge Ct, Chesapeake, VA 23321

  Welcome to this beautiful, spacious and well-maintained 3 bedroom, 2.5 bath townhome located in the highly sought-after Western Branch community. This spacious end unit has been fully renovated. This home combines modern updates with timeless charm. The open layout offers almost 1,600 square feet of comfortable living space. Enjoy the benefits of being an end unit with natural light and a private

  Carmon Pizzanello BHHS RW Towne Realty

  4449 Pepper Ridge Ct, Chesapeake, VA 23321
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  /2

  $289,900

  • Land
  • 3.77 Acres
  • $76,978 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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  /12

  $260,000

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  901 Washington Dr, Chesapeake, VA 23322

  Opportunity knocks! This .4-acre corner lot is located in the highly desirable Great Bridge area of Chesapeake. The existing home is being sold as-is, with the true value in the land itself. Surrounded by new construction and beautifully updated homes, this property offers incredible potential for builders, investors or anyone looking to create their dream home in a thriving neighborhood

  Phil Taylor BHHS RW Towne Realty

  901 Washington Dr, Chesapeake, VA 23322
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  /5

  $7,500

  • Land

  1619 Darden St, Chesapeake, VA 23322

  Chesapeake Land for Sale. This includes all two parcels of land. Buyers are encouraged to conduct their own due diligence.

  Breanna Wootton BHHS RW Towne Realty

  1619 Darden St, Chesapeake, VA 23322
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  /2

  $8,600

  • Land
  • 0.16 Acre
  • $53,750 per Acre

  .16 ac Rose St, Chesapeake, VA 23324

  This includes 3 other parcels for a total of 4 parcels. Buyer to complete all due diligence.

  Tami Springer Long & Foster Real Estate Inc.

  .16 ac Rose St, Chesapeake, VA 23324
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  /36

  $303,500

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

  3931 Port Rd, Chesapeake, VA 23321

  Step into this remodeled in 2023, all-brick ranch featuring 4 bedrooms and 2 full bathrooms. Enjoy an open-concept layout perfect for modern living. The spacious kitchen offers a natural gas range, a bar-top and dining area. The home is ideal for entertaining or everyday life. Nestled in an established neighborhood with convenient access to the interstate, shopping, and entertainment. Don’t miss

  Jonelle Leary CENTURY 21 Nachman Realty

  3931 Port Rd, Chesapeake, VA 23321
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  /2

  $25,000

  • Land
  • 0.18 Acre
  • $138,889 per Acre

  LOT 80 Bute St, Suffolk, VA 23435

  A great opportunity to build your dream home in Suffolk and enjoy a little of the country life with convenient access to the interstate , shopping, restaurants, and military bases Lots 80 & 83 connect

  Andy Nelson Iron Valley Real Estate HR

  LOT 80 Bute St, Suffolk, VA 23435
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  /2

  $6,000

  • Land
  • 0.23 Acre
  • $26,087 per Acre

  1625 Tuck St, Chesapeake, VA 23322

  Call LA 1 for details. This lot to be sold with 1623

  Jason Dunaway Howard Hanna Real Estate Svcs.

  1625 Tuck St, Chesapeake, VA 23322
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  /12

  $285,000

  • 3 Beds
  • 2 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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  /2

  $279,990 Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,966 Sq Ft

  700 Stewart St, Chesapeake, VA 23324

  Welcome to 700 Stewart Street, nestled in the historic South Norfolk community of Chesapeake. This traditional-style home offers 3 bedrooms and 2 full baths, delivering comfort and convenience in a well-established neighborhood. Its central location provides quick access to major interstates, local shopping, parks, and public greenspaces. Whether you’re commuting to nearby military installations,

  Ethelbert Johnson Swell Real Estate Co

  700 Stewart St, Chesapeake, VA 23324
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  /3

  $289,900

  • Land
  • 3.79 Acres
  • $76,592 per Acre

  737 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

  737 Bedford St, Chesapeake, VA 23322
• 

  

  /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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  /32

  $265,000

  • 2 Beds
  • 2.5 Baths
  • 1,703 Sq Ft

  2905 Tracker Ln Unit 134, Chesapeake, VA 23321

  Welcome to Western Branch Commons! This well-kept 1,703 sq ft condo offers 2 bedrooms, 2.5 baths, and comfortable low-maintenance living in the highly desired Western Branch school district. Enjoy a bright, open layout with a spacious living area, private patio, and outdoor storage. HVAC updated in 2025. Water Heater replaced in 2017. The primary bedroom features a full ensuite bath, and the

  Devin Lundy Realty Source

  2905 Tracker Ln Unit 134, Chesapeake, VA 23321
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  /3

  $29,900

  • Land
  • 0.15 Acre
  • $199,333 per Acre

  5004 Bainbridge Blvd, Chesapeake, VA 23320

  This property falls under the guidelines of the Chesapeake Bay Preservation Act (CBPA).

  Dione Lewis-Williams Real Broker LLC

  5004 Bainbridge Blvd, Chesapeake, VA 23320
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  /12

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  4052 Sunkist Rd, Chesapeake, VA 23321

  Sprawling brick rancher, with formal living room, dining room, and a great room off of kitchen, bonus Florida Room for all your relaxing enjoyment. Two bedrooms and primary bedroom with ensuite. hall bathroom is large and centrally located. 2 car attached garage, situated on a large corner lot.

  Charlene Howard Long & Foster Real Estate Inc.

  4052 Sunkist Rd, Chesapeake, VA 23321
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  /18

  $160,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  3612 Clover Meadows Dr, Chesapeake, VA 23321

  Step into this bright and inviting two-story condo featuring brand-new luxury vinyl plank flooring throughout. With 2 spacious bedrooms and 2 full bathrooms, this home offers a comfortable and well-designed layout perfect for modern living and located near shopping, dining and more.

  Shelly Taylor Real Broker LLC

  3612 Clover Meadows Dr, Chesapeake, VA 23321
• 

  

  /21

  $230,000

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft

  1016 Thoroughgood Way Unit 101, Chesapeake, VA 23324

  Rosalind Levy KW Coastal Virginia Chesapeake

  1016 Thoroughgood Way Unit 101, Chesapeake, VA 23324

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