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

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  /29

  $274,900

  • 2 Beds
  • 2.5 Baths
  • 1,146 Sq Ft

  102 Ford St, Chesapeake, VA 23323

  Move-in ready! This 2-bedroom home offers a rare dual-ensuite layout — each bedroom has its own full bath, plus a powder room downstairs for guests. Brand-new LVP flooring and carpet, fresh paint throughout, and a new hot water heater. Kitchen and bath cabinetry has been freshly painted in a soft sage tone, paired with a brand-new stainless steel appliance package — refrigerator, range,

  

  Chris Faircloth

  Swell Realty Co

  102 Ford St, Chesapeake, VA 23323
• Explore Chesapeake

• 

  

  

  /24

  $220,000

  • 2 Beds
  • 2 Baths
  • 1,116 Sq Ft

  3521 Sugar Run, Chesapeake, VA 23321

  Welcome to 3521 Sugar Run! Step inside and you’ll immediately notice the high ceilings and open, inviting feel. Offering 2 bedrooms, 2 full baths, and over 1,100 square feet, all living spaces are conveniently located on one level, with exterior stairs providing access to the home. Both bathrooms have been updated, while thoughtful touches like the barn door entrance to the pantry add character

  

  Jermaine Anderson

  Keller Williams Coastal Virginia Chesapeake

  3521 Sugar Run, Chesapeake, VA 23321
• 

  

  

  /30

  $304,900

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  2135 English Ave, Chesapeake, VA 23320

  Make this your first stop! This beautifully maintained 3-bedroom, 2-bath ranch in Norfolk Highlands offers the perfect combination of comfort, convenience, and value. Updated in 2022 and well cared for since, this move-in-ready home features an eat-in kitchen with granite countertops, stainless steel appliances, and plenty of cabinet space. The spacious primary suite includes a private ensuite

  

  Matthew Salway

  Iron Valley Real Estate HR

  2135 English Ave, Chesapeake, VA 23320
• 

  

  

  /26

  $220,000

  • 3 Beds
  • 1 Bath
  • 921 Sq Ft

  2501 Harling Dr, Chesapeake, VA 23325

  Welcome to 2501 Harling Drive! Step inside this freshly painted 3-bedroom home, where beautiful new flooring flows throughout and creates a bright, polished, move-in-ready atmosphere. The eat-in kitchen offers a comfortable space for morning coffee, casual meals, and memorable gatherings. Set on a corner lot with landscaping, the property provides plenty of outdoor space to enjoy. Conveniently

  

  Brenda Williams

  Howard Hanna Real Estate Svcs.

  2501 Harling Dr, Chesapeake, VA 23325
• 

  

  

  /13

  $275,000

  Open House 10/10

  • 3 Beds
  • 2 Baths
  • 1,564 Sq Ft

  2916 Mintwood Dr, Chesapeake, VA 23321

  REAL ESTATE AUCTION – PRICE SHOWN IS THE ADVERTISED STARTING BID, NOT THE SELLER’S RESERVE OR GUARANTEED SALE PRICE. This single-story brick ranch offers approximately 1,564 square feet with 3 bedrooms, 2 full bathrooms, an attached garage and a 0.332-acre lot. Live on-site auction Saturday, October 24, 2026, at 11:00 a.m. Reserve auction subject to seller confirmation. A 10% buyer’s premium will

  

  Becky Lyons

  Coastal Real Estate & Auction Group LLC

  2916 Mintwood Dr, Chesapeake, VA 23321
• 

  

  /28

  $279,000

  Open House 10/03 $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,328 Sq Ft

  1106 Maryview Ave, Chesapeake, VA 23324

  Welcome home to this charming ranch that's full of warmth, character, and timeless appeal! Nestled at the end of your street with no through traffic, this adorable home offers the perfect blend of privacy, comfort, and convenience. Enter to discover soaring vaulted ceilings that create an open, airy feel throughout the main living spaces. With two inviting fireplaces and two separate dens,

  

  Katie Burke

  Long & Foster Real Estate Inc.

  1106 Maryview Ave, Chesapeake, VA 23324
• 

  

  /16

  $285,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1128 Wright Ave, Chesapeake, VA 23324

  Come Fall In Love with this Absolutely Gorgeous Like New Professionally Renovated Home! Stunning All New Kitchen with Granite counters and Soft close cabinets. All New Stainless Steel Appliances. Enjoy Entertaining in the Open living space. Beautiful All New Bathroom. All New HVAC and Ducting, New Roof, siding, windows, water heater and even all new insulation. Every light fixture and socket is

  

  Jim Leland

  LPT Realty LLC

  1128 Wright Ave, Chesapeake, VA 23324
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  /35

  $314,000

  $66K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,354 Sq Ft

  1417 Gust Ln, Chesapeake, VA 23323

  This unique property offers a main home and a separate second residence, creating flexibility that's hard to find. Whether you're looking for multigenerational living, a private in-law suite, rental income, guest accommodations, or space to run a home-based business (where permitted), this property adapts to your lifestyle. The main home features 3 bedrooms and 2.5 baths, while the second home

  

  Candice Myers

  BHHS RW Towne Realty

  1417 Gust Ln, Chesapeake, VA 23323
• 

  /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

  000 Shell Rd, Chesapeake, VA 23323
• 

  

  /19

  $322,000

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

  1425 Oliver Ave, Chesapeake, VA 23324

  GREAT OPPORTUNITY FOR FIRST TIME HOMEBUYER UNDATED THREE STORY HOME WITH THREE BEDTOOMS AND TWO AND HALF BATHROOMS. NEW SSTAINLESS-STEEL APPLIANCE PACAGE. NEW CARPET AND PAINT. ALL BEDROOMS ARE UP STAIRPS, ALONG WITH CONVENIENTLY PLACED WASHER & DRYER ROOM. WASHER & DRYER CONVEY ITS AS IS CONDITION.

  

  David Douglas

  Michael Brown Real Estate LLC

  1425 Oliver Ave, Chesapeake, VA 23324
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  /33

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  1 Sandy Point Ln Unit 216, Chesapeake, VA 23320

  Welcome to easy, low maintenance living at 1 Sandy Point Lane #216! This beautifully refreshed condo offers an open layout, fresh paint, and a 2025 kitchen remodel that brings a modern feel to the heart of the home. Major systems are already in place with a 2019 HVAC and 2021 water heater, giving you added peace of mind.The HOA takes care of the details that make condo living truly

  

  Christina Fleck

  Swell Realty Co.

  1 Sandy Point Ln Unit 216, Chesapeake, VA 23320
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  /8

  $230,000

  $20K PRICE DROP

  • 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

  2425 Lofurno Rd, Chesapeake, VA 23323
• 

  /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

  L38 40 Norfolk St, Suffolk, VA 23435
• 

  /2

  $13,500

  $7K PRICE DROP

  • Land
  • 10,018 Sq Ft
  • $58,696 per Acre

  .229AC Trinkle St, Chesapeake, VA 23322

  Vacant lot currently being used as Camp site.

  

  Jason Dunaway

  Howard Hanna Real Estate Svcs.

  .229AC Trinkle St, Chesapeake, VA 23322
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  /44

  $284,900

  $14K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,244 Sq Ft

  1346 River Birch Run S, Chesapeake, VA 23320

  Move in ready-well maintained Townhouse in desirable Greenbrier. LVT/Vinyl flooring throughout, carpet upstairs. Open floor plan with Large Livingroom, Kitchen, and Dining Area. Fenced in back yard and storage shed. Do not miss this move in ready home.

  

  Eric Hovik

  RE/MAX Alliance

  1346 River Birch Run S, Chesapeake, VA 23320
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  /26

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft

  1608 Jackson Ave, Chesapeake, VA 23324

  Come see this 3 Bed, 2 Bath home located in Chesapeake. Recent improvements include fresh paint throughout, new LVP flooring, and new carpet. The property also features a detached 2-car garage offering additional parking and storage space. Some photos have been AI generated to help show case the homes true potential.

  

  Jacob Bronk

  Own Real Estate LLC

  1608 Jackson Ave, Chesapeake, VA 23324
• 

  

  /40

  $259,900

  • 3 Beds
  • 1 Bath
  • 875 Sq Ft

  2904 Scotia Dr, Chesapeake, VA 23325

  Charming freshly appointed home. Newer carpet, new paint, new flooring in kitchen and bath, new light fixtures and ceiling fans. Great attached garage with access through additional living space. Breakfast area in kitchen, vaulted ceiling add to this easy living home. Laundry closet with stackable washer/dryer convey! Bedrooms are spacious with all new closet doors. Large parking pad for

  

  David Cacace

  BHHS RW Towne Realty

  2904 Scotia Dr, Chesapeake, VA 23325
• 

  

  /22

  $285,000

  • 2 Beds
  • 2 Baths
  • 1,141 Sq Ft

  1305 Quail Creek Hollow Unit A, Chesapeake, VA 23320

  Enjoy easy, one-level living in this charming end-unit condo located in a highly desirable golf course community! The bright, open floor plan features vaulted ceilings in the great room & kitchen, creating a spacious feel. The kitchen offers ample cabinet & counter space, a breakfast bar, & pantry, while the dining area showcases beautiful built-in cabinetry providing additional storage. Relax or

  

  Stephanie Kelly

  Swell Real Estate Co

  1305 Quail Creek Hollow Unit A, Chesapeake, VA 23320
• 

  

  /16

  $259,900

  • 4 Beds
  • 2 Baths
  • 1,932 Sq Ft

  3105 Kenelm Dr, Chesapeake, VA 23323

  Opportunity is knocking in Chesapeake! This fixer-upper is full of potential and ready for an investor, renovator, or buyer looking to create something special. With the right vision and improvements, this home could be transformed into an impressive primary residence, profitable investment, or standout renovation project. Whether you're looking for your next flip, rental, or a property you can

  

  Chris Lloyd

  3105 Kenelm Dr, Chesapeake, VA 23323
• 

  

  /20

  $252,000

  $22K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,025 Sq Ft

  449 E Lake Cir, Chesapeake, VA 23322

  Affordable Great Bridge lake-view living! Enjoy low-maintenance condo living just off Cedar Road, a short drive from shopping, restaurants, entertainment and everything Great Bridge has to offer.Inside, vaulted ceilings, arched windows and abundant natural light give the home an open, inviting feel. The living room features a cozy fireplace and opens to a private balcony overlooking the

  

  Timothy Eure

  COVA Home Realty

  449 E Lake Cir, Chesapeake, VA 23322
• 

  

  /40

  $290,000

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft

  2502 Livesay Rd, Chesapeake, VA 23323

  Welcome home to this charming 1,224-square-foot home with a comfortable layout and plenty to offer. Inside, you'll find an updated kitchen and bathrooms, inviting living spaces, and a home that's been freshly cleaned and is ready for its next chapter. A little fresh paint gives the new owner an easy opportunity to add their own style. Outside, enjoy a manageable yard and convenient driveway

  

  Rachel Beasley

  KW Allegiance Shoreline

  2502 Livesay Rd, Chesapeake, VA 23323
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  /7

  $150,000

  • Land
  • 41,817 Sq Ft
  • $156,250 per Acre

  1136 Sunlight Dr, Chesapeake, VA 23322

  AMAZING OPPORTUNITY TO BUILD NEW CONSTRUCTION HOMES IN A PEACEFUL SETTING, YET CONVENIENTLY LOCATED AND CLOSE TO SHOPPING, SCHOOLS AND INTERSTATE. TO BE SOLD TOGETHER WITH 1148 SUNLIGHT DR, THIS ALLOWS FOR 3 BUILDABLE LOTS AT 0.64 AC EACH. ALL THE WORK IS DONE, YOU JUST NEED TO BUILD!

  

  Tyler Broker/Owner

  Prodigy Realty

  1136 Sunlight Dr, Chesapeake, VA 23322
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  /14

  $200,000

  $25K PRICE DROP

  • 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

  Par B George Washington Hwy S, Chesapeake, VA 23323
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  /2

  $124,000

  • Land
  • 10,628 Sq Ft
  • $508,197 per Acre

  1721 Faulk St, Chesapeake, VA 23323

  Attention Builders and Visionaries: Beautiful large lot in the Deep Creek area of Chesapeake. Lot is ready for all your ideas of a new home.

  

  Adrienne Campbell

  Keller Williams Coastal Virginia Chesapeake

  1721 Faulk St, Chesapeake, VA 23323
• 

  /2

  $109,000

  • Land
  • 9,975 Sq Ft
  • $475,983 per Acre

  0.229 Trinkle St, Chesapeake, VA 23322

  Uncover extraordinary potential in Chesapeake’s highly desirable Hillcrest area! This rare, untapped residential acreage presents a lucrative opportunity for builders, savvy investors, or future homeowners seeking to build a custom private retreat or multi-lot project. Nestled in a quiet, established neighborhood, you'll love the perfect balance of peaceful living and quick access to top-rated

  

  Kelvin Reed

  Reeds Real Estate LLC

  0.229 Trinkle St, Chesapeake, VA 23322
• 

  /2

  $234,900

  • 3 Beds
  • 2 Baths
  • 1,020 Sq Ft

  34 Frailey Place, Portsmouth, VA 23702

  STOP HERE FIRST...if you're looking for a move-in ready home with value! As you approach the home, you'll notice a wraparound screened in porch ready for summer. Home features newer roof (2020) and newer HVAC, paint and LVP flooring (2022). Kitchen and bath features newer cabinets and counter tops (2022). New gas hot water heater installed in 2023. Generational living with a detached converted

  

  Sharon Rand Voogd

  1st Class RE-Signature Prop

  34 Frailey Place, Portsmouth, VA 23702
• 

  

  /17

  $165,000

  • 3 Beds
  • 1 Bath
  • 945 Sq Ft

  407 Taft Dr, Portsmouth, VA 23701

  Opportunity awaits with this 3-bedroom, 1-bath home offering over 900 square feet of living space and plenty of potential for its next chapter. Featuring a functional one-level layout, spacious yard, and off-street parking, this property provides a solid starting point for renovation and personalization. The home is being sold as-is and is ready for updates throughout, making it a great

  

  Johnna Hughes

  ONYX Realty Professionals LLC

  407 Taft Dr, Portsmouth, VA 23701
• 

  /2

  $274,000

  $51K PRICE DROP

  • Land
  • 1.99 Acres
  • $138,035 per Acre

  2524 Battlefield Blvd S, Chesapeake, VA 23322

  Excellent development opportunity in the Hickory area of Chesapeake. This mostly wooded parcel offers the opportunity to build a custom home in a well-established area with convenient access to shopping, dining, recreation, and major commuter routes. The residence originally built in 1957 was demolished and cleared in 2020. City water is available. Buyer to perform all due diligence regarding

  Cherrie Platt BHHS RW Towne Realty

  2524 Battlefield Blvd S, Chesapeake, VA 23322
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  /29

  $223,500

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

  3435 Bruin Dr, Chesapeake, VA 23321

  Cozy two-bedroom townhome end unit located in the heart of the sought-after Western Branch community. Featuring a bright living area, airy eat-in kitchen, two spacious bedrooms with jack & jill bathroom, snug fireplace and ample fenced backyard. Close to I-664, shopping, Western Branch schools and all theconveniences Chesapeake's 23321 corridor has to offer. Affordable, low maintenance living

  Dawn Baronner EXIT Realty Central

  3435 Bruin Dr, Chesapeake, VA 23321
• 

  

  /4

  $75,000

  • Land

  4999 Clifton St, Chesapeake, VA 23321

  Imagine the possibilities! This vacant lot offers the flexibility to build your dream home and create a space designed to fit your needs.

  Michael Daugherty Own Real Estate LLC

  4999 Clifton St, Chesapeake, VA 23321
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  /34

  $280,000

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

  2704 Faulkner Dr, Chesapeake, VA 23321

  Welcome home! This beautifully maintained 2 BR 2.5 bath condo is located in the heart of Western Branch. The open concept main living area offers a spacious and inviting layout, featuring a breakfast bar stylish pendant lighting, and flexible space for entertaining, working or every day living. The gourmet kitchen is designed with functionality in mind, showcasing stainless steel appliances,

  KIMBERLY FOSTER Iron Valley Real Estate Prestige

  2704 Faulkner Dr, Chesapeake, VA 23321
• 

  

  /48

  $319,900

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

  1505 Waitsel Dr Unit 304, Chesapeake, VA 23320

  Welcome home to easy, low-maintenance living in this beautifully appointed 3rd-floor condo! Featuring an open-concept floor plan, soaring ceilings, and large windows that fill the space with natural light, this home offers comfortable one-level living with stylish interior finishes throughout. The spacious kitchen is designed for both everyday living and entertaining, with quartz countertops,

  Shaquanna Parris Iron Valley Real Est Norfolk

  1505 Waitsel Dr Unit 304, Chesapeake, VA 23320
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  /25

  $150,000

  • 3 Beds
  • 1 Bath
  • 825 Sq Ft

  2509 Mayon Dr, Chesapeake, VA 23325

  Ready For A Project? Take over where someone left off! Interior 100% demoed and other work started. Handyman Special.100% AS-IS. ALL CASH ONLY and NO Contingencies. Will be on the market available for viewing for 7 days only. Great for a flip or rental too! Hurry and call your Realtor today to see and bring your contractor!

  Judy Farris Howard Hanna Real Estate Svcs.

  2509 Mayon Dr, Chesapeake, VA 23325
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  /24

  $229,995

  $7K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,020 Sq Ft

  3202 Clover Rd E, Chesapeake, VA 23321

  Opportunity to love this affordable updated 2-bedroom, 1.5 bath townhome in desirable Western Branch! Features an updated kitchen, updated baths, luxury vinyl plank flooring (LVP), HVAC and water heater all replaced within the last 5 years. Improvements also include energy efficient vinyl windows, 30-year architectural shingles, custom brick backyard with privacy fence and shed. Located at end of

  Marvin Smith KW Coastal Chesapeake Virginia

  3202 Clover Rd E, Chesapeake, VA 23321
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  /50

  $240,000

  $5K PRICE DROP

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

  1016 Thoroughgood Way Unit 302, Chesapeake, VA 23324

  Welcome to Village at Gateway in the heart of South Norfolk! This beautifully maintained third-floor condo is easily accessed via elevator and features an open-concept floor plan with oversized rooms and abundant natural light from skylights. The upgraded kitchen provides ample cabinetry, a pantry, and bar seating for four for casual dining or entertaining. Enjoy indoor-outdoor living with a

  Lauren Harrigan Better Homes & Gdns Ntv Am Grp

  1016 Thoroughgood Way Unit 302, Chesapeake, VA 23324
• 

  

  /39

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,578 Sq Ft

  714 Edinburg Ave, Chesapeake, VA 23324

  Brick ranch has hardwood floors and new carpet. Updated windows. Deck off kitchen. Updated baths. Primary has jetted tub. Fireplace and shed convey as is. Washer/dryer hookups in garage. Spacious 2 car garage.

  Doug Gerek Gerek Realty Services Inc.

  714 Edinburg Ave, Chesapeake, VA 23324
• 

  

  /26

  $299,900

  $15K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,456 Sq Ft

  502 Hermit Thrush Way, Chesapeake, VA 23323

  Meticulously maintained 2-bedroom, 2.5-bath condo with newer HVAC and LVP flooring on the main level. Spacious floor plan with tons of natural light, bonus room/office and 2 Primaries with en-suite baths. Enjoy an olympic sized pool, dog park, playgrounds, community center, and lake, all just minutes from shopping, dining, and interstate access. Don't miss this opportunity to live in a

  Trey Vineyard Vineyard Homes Real Estate

  502 Hermit Thrush Way, Chesapeake, VA 23323
• 

  

  /3

  $50,000

  • Land

  29 Gale Ave, Chesapeake, VA 23323

  This 40’ x 105’ cleared corner lot offers an excellent opportunity to build your dream home in the desirable Deep Creek area of Chesapeake. Zoned R6, the property has access to city utilities at the street. No HOA! Ideally located near major highways and interstate access, as well as shopping, restaurants, and schools, this lot provides easy access to everything Chesapeake has to offer. Don’t

  Vanda Kennedy World Class Realty & Prop Mgmt

  29 Gale Ave, Chesapeake, VA 23323
• 

  /2

  $16,500

  • Land
  • 10,018 Sq Ft
  • $71,739 per Acre

  LOT 6 Tuck St, Chesapeake, VA 23322

  Six lots to be purchased together totaling 1.5ac +/-. Lot closest to Caddie street falls within city standards for not requiring builder to improve the ROW, meaning there is potential for one home site here without any paving, ditching, or other ROW improvements, gravel drive currently in place. Construction will be subject to a wetlands delineation. Most sites in this neighborhood are on

  Dustin Floyd Howard Hanna Real Estate Svcs.

  LOT 6 Tuck St, Chesapeake, VA 23322
• 

  

  /38

  $269,900

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

  1007 River Birch Ct, Chesapeake, VA 23320

  Welcome home to this 3-bedroom, 1.5-bath home featuring a spacious living room with a fireplace, stainless steel appliances, and a kitchen with abundant cabinet storage. Three bedrooms and a full bath are located upstairs, with a convenient half bath on the main level. Enjoy the fully fenced backyard w/ storage, and the added value of a new HVAC system to be installed prior to closing.

  Jeremy Stansbury Exit Realty Professionals

  1007 River Birch Ct, Chesapeake, VA 23320

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