Chesapeake, VA Homes for Sale under $300,000

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  /50

  $284,850

  $5K PRICE DROP

  • 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

  1114 Hoover Ave, Chesapeake, VA 23324
• Explore Chesapeake

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  /27

  $245,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  700 New River Ct Unit C, Chesapeake, VA 23320

  Welcome to 700 New River Court #C, a refreshed Chesapeake condo offering comfort, style, and low-maintenance living in a convenient Greenbrier-area location. Step inside to bright neutral finishes, updated wood-look flooring, and an inviting layout.The spacious living room features natural light, a cozy fireplace with a bold black mantle, and room to relax or entertain. The dining area offers

  Courtney Watkins

  Iron Valley Real Estate HR

  700 New River Ct Unit C, Chesapeake, VA 23320
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  /24

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,812 Sq Ft

  1233 Transylvania Ave, Chesapeake, VA 23324

  

  Andy Nelson

  Iron Valley Real Estate HR

  1233 Transylvania Ave, Chesapeake, VA 23324
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  /46

  $229,900

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft

  508 Stalham Rd, Chesapeake, VA 23325

  Ranch home with 3 bedroom and 1 bathroom in the Plymouth Park neighborhood. Located near shopping, dining, and major roadways. Seller will not complete any repairs to the subject property, either lender or buyer requested. The property is sold in AS IS condition.

  

  Susan Jenkins

  Better Homes & Gdns Ntv Am Grp

  508 Stalham Rd, Chesapeake, VA 23325
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  /44

  $202,000

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

  3208 Clover Rd E, Chesapeake, VA 23321

  Investor special with serious upside potential! This spacious property at 3208 Clover Street in Chesapeake offers a great opportunity to customize a home to their taste. Featuring a functional layout and solid potential, this property sits on a generously sized lot with room to enhance curb appeal and value. Conveniently located near shopping, dining, schools, and major interstates for an easy

  

  Susan Jenkins

  Better Homes & Gdns Ntv Am Grp

  3208 Clover Rd E, Chesapeake, VA 23321
• 

  

  /22

  $227,500

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

  4301 Colindale Rd Unit 208, Chesapeake, VA 23321

  Resort-style living in Kings Pointe at Western Branch! This bright, open-concept 2 BR/2 BA second-floor corner condo features 1,367 sq ft of modern space, serene water views, and a private balcony. Low-maintenance living covers water, sewer, trash, and ground maintenance. Enjoy incredible community perks like a pool, clubhouse and walking trails. Conveniently located near shopping, dining, and

  

  Candace Jones

  Atlantic Sothebys Int'l Realty

  4301 Colindale Rd Unit 208, Chesapeake, VA 23321
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  /20

  $277,000

  • 3 Beds
  • 2.5 Baths
  • 1,275 Sq Ft

  1806 Beckwood Common, Chesapeake, VA 23320

  Well maintained, tenant occupied 1,275 sf, 3-bedroom, 2.5 bath Townhouse in Chesapeake's Woodgate Commons community. Ideally located near restaurants, shopping, interstate access, military bases, and a nearby golf course, this home offers both convenience and value. Recent updates include new first-floor flooring, remodeled bathrooms, fresh interior and exterior paint, updated kitchen appliances

  

  Judy Boone

  Judy Boone Realty Inc.

  1806 Beckwood Common, Chesapeake, VA 23320
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  /36

  $267,500

  $27K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,471 Sq Ft

  523 Nesbit Dr Unit 101, Chesapeake, VA 23323

  PRICED 30,000 under market for a fast sale. We are PACKED AND READY TO GO. Generous paint and flooring allowance with full price offer! Make it YOURS. Who says "there are not any deals" THIS is a deal with walk in equity, seller must relocate!

  

  Janice Myers-Hollowell

  World Class Realty

  523 Nesbit Dr Unit 101, Chesapeake, VA 23323
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  /24

  $215,000

  • 2 Beds
  • 2 Baths
  • 908 Sq Ft

  713 Rapidan River Ct Unit F, Chesapeake, VA 23320

  Welcome to 713 Rapidan River Court, a refreshed Chesapeake condo offering comfortable living with the convenience of low-maintenance ownership. Step inside to discover a bright, clean interior featuring NEW PAINT, NEW CARPET, and NEW LVP Flooring. The neutral finishes create a welcoming backdrop that is ready for your personal style, while the thoughtful layout provides flexible spaces for

  

  Jessica Lewis

  Iron Valley Real Estate HR

  713 Rapidan River Ct Unit F, Chesapeake, VA 23320
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  /41

  $295,000

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  1002 Mayfield Ave, Chesapeake, VA 23324

  Welcome HOME to this gorgeously remodeled, from top to bottom 2BR/2BA one-story ranch house. It has EVERYTHING you've been searching for: open concept layout, large updated windows, new luxury LVP flooring throughout, modern light fixtures, custom tile work, freshly painted, you name it! Completely NEW spacious chef’s kitchen shines with expensive QUARTZ countertops, large island with built-in

  

  Val Milan

  Swell Real Estate Co

  1002 Mayfield Ave, Chesapeake, VA 23324
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  /20

  $273,851

  • 2 Beds
  • 1 Bath
  • 1,025 Sq Ft

  449 E Lake Cir, Chesapeake, VA 23322

  Welcome home to this bright and inviting condo conveniently located just off Cedar Rd, placing you minutes from shopping, local restaurants, entertainment, and everything the area has to offer. Whether you’re grabbing dinner, meeting friends, or enjoying a night out, you’ll appreciate having so many amenities close to home. Inside, you’ll find soaring vaulted ceilings and arched windows that fill

  

  Timothy Eure

  COVA Home Realty

  449 E Lake Cir, Chesapeake, VA 23322
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  /2

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,822 Sq Ft

  2732 Cedarville Rd, Chesapeake, VA 23322

  1.039-acre Hickory lot, Historic home dating to 1725, restoration/rehab property, cash offers onlySeller to make no repairs, property conveys AS IS, WHERE IS! Windows replaced in 2022, Roof is approximately 8 yrs old. HVAC is approx. 7 yrs old with separate with dual zones for upstairs and downstairs. Hot water heater is brand new.

  

  Chris Faircloth

  Swell Realty Co

  2732 Cedarville Rd, 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
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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

  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

  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

  1608 Ohio St, Chesapeake, VA 23324
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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

  L38 40 Norfolk St, Suffolk, VA 23435
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  /8

  $295,900

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

  813 Shenandoah River Rd, Chesapeake, VA 23320

  LARGE LIVING/DINING ROOM, EAT-IN KITCHEN W/PASS THROUGH, SEPARATE LOFT UPSTAIRS, 2 BEDROOMS & 2 FULL BATHS UPSTAIRS WITH HALF BATH DOWNSTAIRS, NICE MASTER BATH, WALK-IN CLOSET. REAR DECK, TREE LINED SETTING, ATTACHED GARAGE.

  

  Tierra Walker

  Walker One Property Group LLC

  813 Shenandoah River Rd, Chesapeake, VA 23320
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  /23

  $239,900

  • 2 Beds
  • 2 Baths
  • 1,367 Sq Ft

  4332 Hillingdon Bend Unit 206, Chesapeake, VA 23321

  Located in the Western Branch North area of Chesapeake, Virginia, 4332 Hillingdon Bend, Unit 206, is a second-floor condominium built in 2014. The residence offers approximately 1,367 square feet of single-level living space with an open floor plan and nine-foot ceilings. It features two bedrooms and two full bathrooms, including a primary suite equipped with dual closets. The kitchen includes

  

  Jon Bourque

  Verian Realty

  4332 Hillingdon Bend Unit 206, Chesapeake, VA 23321
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  /46

  $275,000

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

  1312 Hull St, Chesapeake, VA 23324

  Beautifully renovated 3-bedroom, 2-bath home in the historic South Norfolk neighborhood! Blending classic character with fresh, modern updates throughout, we start just past the brick porch and swing with a 2-story foyer. Just off the stairs, the first of three bedrooms has fresh paint, carpet, and 6-inch baseboards. Through the living room, the home boasts an expansive eat-in kitchen with new

  

  Daniel Patton

  Prodigy Realty

  1312 Hull St, Chesapeake, VA 23324
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  /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
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  /2

  $295,000

  $30K PRICE DROP

  • Land
  • 1.99 Acres
  • $148,615 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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  /7

  $165,000

  • 2 Beds
  • 1 Bath
  • 851 Sq Ft

  3337 Clover Meadows Dr, Chesapeake, VA 23321

  Welcome home to this charming first-floor condo in the desirable Clover Meadows community of Western Branch! Offering 2 bedrooms and 1 full bath, this well-maintained condo features an open and functional layout with abundant natural light and added privacy as an end unit. Enjoy easy one-level living with a spacious living area, cozy dining space, and a bright kitchen with ample cabinet storage.

  Jessica Cecchini RE/MAX Alliance

  3337 Clover Meadows Dr, Chesapeake, VA 23321
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  /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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  $210,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  717 Inlet Quay Unit H, Chesapeake, VA 23320

  Move-in ready and ideally located in the heart of Chesapeake! This well-maintained home features a spacious layout, two private terraces, and convenient access to shopping, dining, and major commuter routes. Property is being sold as-is. Home could use some TLC, offering a great opportunity to make it your own in a prime location.** SOME PHOTOS ARE VIRTUALLY STAGED.

  Danielle Morse The Bryant Group

  717 Inlet Quay Unit H, Chesapeake, VA 23320
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  /50

  $245,000

  • 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
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  /21

  $295,000

  $34K PRICE DROP

  • Land

  15.+AC Johnson Ln, Chesapeake, VA 23322

  LIST PRICE SIGNIFICANTLY UNDER TAX VALUE-Imagine owning a little over 22 acres of beautifully wooded agricultural land where privacy, nature, and possibility come together. This expansive parcel offers an ideal backdrop for creating your own homestead, with plenty of room for a homesite, gardens, animals, or a self sufficient lifestyle. Mature trees provide natural beauty and seclusion, making

  Autumn Dunn BHHS RW Towne Realty

  15.+AC Johnson Ln, Chesapeake, VA 23322
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  /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
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  /50

  $287,500

  $10K PRICE DROP

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

  5 Harbor Watch Dr Unit 419, Chesapeake, VA 23320

  Enjoy low-maintenance living at Harbor Watch in Great Bridge. This well-maintained third-floor condo with elevator access offers 3 bedrooms, 2 baths, and 1,764 sq ft of comfortable living space. The open-concept layout connects the kitchen, dining, and living areas, with sliding glass doors leading to a private balcony and filling the home with natural light. The spacious primary suite includes a

  Paulette Harris Howard Hanna Real Estate Svcs.

  5 Harbor Watch Dr Unit 419, Chesapeake, VA 23320
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  /49

  $210,000

  • 2 Beds
  • 2.5 Baths
  • 1,163 Sq Ft

  802 Primrose Ln, Chesapeake, VA 23320

  Welcome to easy living in the desirable Riverwalk community! This adorable 2-bedroom, 2.5-bath condo offers a bright, open floor plan with spacious bedrooms, each featuring its own private bath. Enjoy low-maintenance living with fantastic community amenities, including a pool, ground maintenance, playgrounds, and more. Conveniently located near Greenbrier shopping, dining, hospitals, and major

  Kellie Van Avery BHHS RW Towne Realty

  802 Primrose Ln, Chesapeake, VA 23320
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  /2

  $7,000

  • Land
  • 10,018 Sq Ft
  • $30,435 per Acre

  Lot 22 Trinkle St, Chesapeake, VA 23322

  One of four parcels adjacent to each other offered at just above tax value. Makes for great holding investment opportunity as the tax value has doubled to 6000 for the upcoming year, or for recreational use, riding fourwheelers, camping, etc. Come take a look! Roughly 900' from the paved section of Arthurs Ct.Ten minutes to the heart of Great Bridge or Edinburgh.

  Dustin Floyd Howard Hanna Real Estate Svcs.

  Lot 22 Trinkle St, Chesapeake, VA 23322
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  /2

  $16,500

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

  Lot 8 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 8 Tuck St, Chesapeake, VA 23322
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  /18

  $244,500

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  102 Diamond Ave Unit D, Chesapeake, VA 23323

  A Diamond Condo with NO FEES! Located in the highly sought-after Grassfield school district, this condo has had a complete transformation. come into a beautiful cathedral ceiling and unique reading nook under the stairs. New SS Appliances in the kitchen, new luxury vinyl floors, all new bathroom and bedroom/office downstairs with laundry. Private upstairs bedroom with spacious closet space and

  Kara Louk Iron Valley Real Est Norfolk

  102 Diamond Ave Unit D, Chesapeake, VA 23323
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  /12

  $229,900

  $5K PRICE DROP

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

  401 Henley Ct Unit K, Chesapeake, VA 23320

  Affordable living in the largest condo model available in Wimbledon Chase. Easy access to I64, the Chesapeake Expressway, Greenbrier and Great Bridge. No car needed for access to shopping & restaurants; adjacent to Chesapeake Regional Medical Complex. Summertime living is easy with the community pool. All appliances convey including washer & dryer, as-is.Besides the generous ensuite, the

  Rob Waring Creed Realty

  401 Henley Ct Unit K, Chesapeake, VA 23320
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  /2

  $224,000

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

  3204 Clover Rd E, Chesapeake, VA 23321

  Welcome home to this well-maintained 2-bedroom, 1.5-bath townhome nestled in the highly desirable Western Branch area of Chesapeake! Offering a low-maintenance lifestyle with no HOA fees, this home is an excellent opportunity for first-time homebuyers, those looking to downsize, or savvy investors seeking to add a solid rental property to their portfolio. Inside, you'll find an updated kitchen

  Lisa Mayes Redfin Corporation

  3204 Clover Rd E, Chesapeake, VA 23321
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  /27

  $235,000

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft

  2916 Berkley Ave, Chesapeake, VA 23325

  Opportunity awaits with this 3-bedroom, 1 bath brick home on a corner lot in Chesapeake. Featuring a detached garage, this property offers great potential for investors, first-time buyers, or anyone looking to add their own style and value. The home does need cosmetic updates and is being sold as is. Major improvements have already been completed, including a new refrigerator in January 2025, AC

  Corinne Pagano Howard Hanna Real Estate Svcs.

  2916 Berkley Ave, Chesapeake, VA 23325
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  /6

  $268,000

  • 5 Beds
  • 3 Baths
  • 1,916 Sq Ft

  915 Harbour North Dr, Chesapeake, VA 23320

  Rare to find an end unit townhome on 0.16 Acre lot in Great Bridge area minutes to freeway I-64, I-464, to Greenbrier mall features a bedroom and a full bathroom on the first floor. Like new kitchen cabinets, SS appliances. Less than 5 years old roof, heat pump central HVAC, electric water heater, vinyl windows. Second floor has a master suite with a sitting or baby room or an office with 2

  Norman Domingo XRealty.NET LLC

  915 Harbour North Dr, Chesapeake, VA 23320
• 

  

  /21

  $265,000

  $3K PRICE INCREASE

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  1522 Walnut Ave, Chesapeake, VA 23325

  Completely renovated and move-in ready, this standout home delivers modern style from every angle. Enjoy a brand-new kitchen with fresh finishes, an updated bath with porcelain tile, all-new flooring throughout, and crisp interior and exterior paint that gives the home a clean, updated look. A new roof adds peace of mind, while the oversized detached shed provides exceptional storage, workshop

  Heather Hope Lewis Prodigy Realty

  1522 Walnut Ave, Chesapeake, VA 23325
• 

  /2

  $16,500

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

  LOT 4 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 4 Tuck St, Chesapeake, VA 23322

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