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

• 

  

  /2

  $10,000

  • Land
  • 0.23 Acre
  • $43,668 per Acre

  Lot 27 Trinkle St, Chesapeake, VA 23322

  Three adjoining wooded residential lots available in the Hillcrest area of South Chesapeake. Lots 25, 26, and 27 offer approximately 50’ x 200’ each and are being sold individually or together. Interior parcels located near Arthur’s Court with convenient access to S. Battlefield Blvd and Johnstown Road. Ideal opportunity for long-term investment, land hold, or potential future development.

  Kevin Edsall EXP Realty LLC

  Lot 27 Trinkle St, Chesapeake, VA 23322
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  /45

  $265,000

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

  600 Butterwick Ct, Chesapeake, VA 23320

  Move -In ready end-unit condo, offering comfort, updates and convenience. this home features 2 BR and 2.5 BA, new paint, new carpet upstairs, and new luxury vinyl plank flooring downstairs for modern, low maintenance lifestyle. The updated kitchen shines with new cabinets and countertops, great for everyday living and entertaining. Major system upgrades include new water heater (2022), new HVAC

  Edita Rutkauskas BHHS RW Towne Realty

  600 Butterwick Ct, Chesapeake, VA 23320
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  /36

  $278,000

  • 2 Beds
  • 2.5 Baths
  • 1,642 Sq Ft

  140 Springer Ln Unit 232, Chesapeake, VA 23320

  Charming 2-Bedroom Condo with Dual Balconies, a large walk-in closet and a private bathroom in each room, along with a half-bath in the common area for your guests. This Community is a safe haven with a security code for the front gate & your building entrance. Just minutes from Greenbrier shopping, city parks, dining, and local attractions, for convenient travel. If you love a clean, pristine

  Kishma Merritt Iron Valley Real Est Norfolk

  140 Springer Ln Unit 232, Chesapeake, VA 23320
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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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  /12

  $159,900

  • 3 Beds
  • 1 Bath
  • 1,409 Sq Ft

  901 King Arthur Dr, Chesapeake, VA 23323

  Opportunity awaits with this 3-bedroom, 1-bath home offering 1,409 square feet of living space on a 0.206-acre lot. This property is in need of some TLC and presents great potential for investors, flippers, or buyers looking to renovate and add value. Conveniently located near shopping, highways, and more! Don't miss this one - call today for more information and to schedule your tour!

  Jonathan Melvin Benham Real Estate LLC

  901 King Arthur Dr, Chesapeake, VA 23323
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  /27

  $320,000

  • 3 Beds
  • 2.5 Baths
  • 1,443 Sq Ft

  1040 Trestle Way, Chesapeake, VA 23324

  Welcome to 1040 Trestle Way, where comfort, style, and convenience come together in the heart of Chesapeake. This beautifully maintained 3-bedroom, 2.5-bath home with over 1,400 sq ft offers a bright, open layout for both everyday living and entertaining. The main living space flows effortlessly into the dining area and kitchen, creating a warm and inviting atmosphere. Upstairs, the spacious

  Taryra Owens KW Coastal Virginia Chesapeake

  1040 Trestle Way, Chesapeake, VA 23324
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  /2

  $190,000

  • Land
  • 1.38 Acres
  • $137,681 per Acre

  2701 Seven Eleven Rd, Chesapeake, VA 23322

  This is a wooded 1.38 acre lot along a lightly traveled road that's being gradually redeveloped. Survey in hand as well as a wetlands delineation report done in 2025 showing about 0.88 Acre of wetlands and about 0.50 Acre of non-wetlands towards the back of the lot.

  Craig Brinn Wainwright Real Estate

  2701 Seven Eleven Rd, Chesapeake, VA 23322
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  /15

  $290,000

  • Land
  • 7.4 Acres
  • $39,189 per Acre

  1813 Shillelagh Rd, Chesapeake, VA 23323

  Great opportunity to own approx 7.4 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 757 Realty

  1813 Shillelagh Rd, Chesapeake, VA 23323
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  /13

  $195,000

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft

  1405 Perry St, Chesapeake, VA 23324

  This home in Chesapeake is waiting for you! With nearly 1,200 square feet, the home features 3 well-proportioned bedrooms, 2 full bathroom, and a functional living area! Enjoy a nice yard with enough space to relax, garden, or entertain. Whether you’re looking for a place to call home or a smart addition to your portfolio, this property offers opportunity! Conveniently located near the interstate

  Jonathan Melvin Benham Real Estate LLC

  1405 Perry St, Chesapeake, VA 23324
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  /8

  $299,000

  • Land
  • 11.45 Acres
  • $26,114 per Acre

  8 Shillelagh Rd, Chesapeake, VA 23323

  Discover this attractive parcel of land in Chesapeake’s desirable Grassfield area, offering an excellent opportunity to build a custom home. The property is surrounded by mature trees and natural scenery, providing a quiet, private setting while remaining conveniently close to shopping, dining, and interstate access. A new Publix is located just five minutes away, and the property is zoned for

  Debbie Esposito Howard Hanna Real Estate Svcs.

  8 Shillelagh Rd, Chesapeake, VA 23323
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  /10

  $299,700

  • 5 Beds
  • 2 Baths
  • 1,600 Sq Ft

  1138 Seaboard Ave, Chesapeake, VA 23324

  Welcome to this FULLY RENOVATED gem, boasting NEW modern comfort! From the moment you arrive, you'll be captivated by the BRAND-NEW METAL ROOF, designed for both style & durability. Step inside to discover bright, open-concept living spaces with all NEW finishes- perfect for family gatherings or entertaining guests. Enjoy optimal comfort year round with a NEW state of the art HVAC system. Each

  Marquis Bynum A Better Way Realty Inc.

  1138 Seaboard Ave, Chesapeake, VA 23324
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  /6

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft

  516 Rue Marseille, Chesapeake, VA 23320

  Spacious 2 bedroom/2bath condo featuring an open floor plan and soaring cathedral ceilings. Bright end unit that allows an abundant of natural sunlight throughout. We-designed layout for entertaining. Prime location with easy access to interstate, shopping and restaurants.

  Deanna Crook Signature Properties

  516 Rue Marseille, Chesapeake, VA 23320
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  /12

  $75,000

  • Land
  • 0.13 Acre
  • $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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  /38

  $255,000

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

  720 Inlet Quay Unit H, Chesapeake, VA 23320

  Come check out this well-maintained condo in the highly sought-after Riverwalk community, it’s truly a must-see! The home features a bedroom on each level and two private balconies, offering great flexibility and space. Conveniently located near restaurants, entertainment, and major interstates. Amenities included are pool, playground, tennis courts, pickleball, boat ramp, a charming gazebo and

  Sulaimy Munoz Renters Warehouse

  720 Inlet Quay Unit H, Chesapeake, VA 23320
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  /5

  $78,900

  • Land
  • 0.53 Acre
  • $148,868 per Acre

  13 Truitt Rd, Chesapeake, VA 23321

  This is a half-acre-plus buildable lot. A septic system and a well are required in this residential area. Create your vision at your own pace. Purchase this beautiful lot today and design your dream home later while you explore permits and building options that fit your timeline. A rare opportunity to invest now and build when the time is right.

  Maryzel Jenkins CENTURY 21 Nachman Realty

  13 Truitt Rd, Chesapeake, VA 23321
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  /15

  $100,000

  • Land
  • 0.08 Acre
  • $1,250,000 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

  $269,900

  • Land
  • 3.77 Acres
  • $71,668 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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  /6

  $245,900

  • 2 Beds
  • 2 Baths
  • 1,263 Sq Ft

  304 Gainsborough Square, Chesapeake, VA 23320

  charming 2 bedroom 2 full baths condo located near Chesapeake General Hospital. Well maintained home has an open layout. The primary suite features a private en-suite bath. an open office space with built in desk and cabinets next to primary suite. The appliances convey, and sold as is. fenced in patio w/storage closet. Easy access to the interstate, and major retail stores and restaurants.

  Robert McBride Harbor Associates Real Estate

  304 Gainsborough Square, Chesapeake, VA 23320
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  /3

  $170,000

  • 2 Beds
  • 1 Bath
  • 818 Sq Ft

  1119 Decatur St, Chesapeake, VA 23324

  South Norfolk Investment Opportunity. 2BR/1BA on a 5,967 SF lot. Major Upgrades: Brand-new roof (2025) and new HVAC (2025). Features a detached garage and a spacious unfinished basement for additional utility/storage. Close proximity to Greenbrier amenities and interstates. Sold strictly AS-IS; seller to make no repairs. Personal items do not convey. Great addition to any portfolio with low

  Richard Oliver Redfin Corporation

  1119 Decatur St, Chesapeake, VA 23324
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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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  /28

  $309,000

  • 3 Beds
  • 1 Bath
  • 1,175 Sq Ft

  702 Bethel Rd, Chesapeake, VA 23325

  Welcome to this charming ranch-style home offering the perfect blend of comfort, updates, and efficiency. Inside, you’ll find an updated kitchen with stainless steel appliances and an inviting open-concept living area ideal for everyday living and entertaining. Step outside to a large fenced backyard, perfect for entertaining, gatherings, pets, or simply enjoying your own private outdoor space.

  Alexandra Marshall Atlantic Sothebys Int'l Realty

  702 Bethel Rd, Chesapeake, VA 23325
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  /29

  $275,000

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft

  1321 Seaboard Ave, Chesapeake, VA 23324

  Beautifully updated 4 bedroom, 2 bath home in Chesapeake! Spacious home that features modern updates throughout and offers easy access to nearby interstates for a quick commute. Don’t miss the amazing blend of style, comfort, and convenience!

  Tavion Baker World Class Realty & Prop Mgmt

  1321 Seaboard Ave, Chesapeake, VA 23324
• 

  

  /22

  $229,900

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

  614 Harbour Dr N, Chesapeake, VA 23320

  Welcome home to this updated 3-bedroom, 1.5-bath move-in ready home! Enjoy peace of mind with updates such as new LVP flooring and carpet, fresh interior paint, HVAC, new bay window and sliding door, and more. The kitchen boasts new sleek stainless steel appliances. Backyard patio is the perfect space for relaxing or entertaining. Location is central to all major interstates, bases, shopping, and

  Whitney Sessoms Wainwright Real Estate

  614 Harbour Dr N, Chesapeake, VA 23320
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  /29

  $249,800

  • 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

  $269,900

  • Land
  • 4.05 Acres
  • $66,609 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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  /25

  $309,000

  • 4 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  2644 Leytonstone Dr, Chesapeake, VA 23321

  Welcome to this stunning corner condo, featuring four spacious bedrooms and two and a half baths. The versatile flex room downstairs can serve as a home office, gym, or a fourth bedroom, adapting to your lifestyle. The bright, open kitchen boasts stainless steel appliances, a walk-in pantry, and a large peninsula, perfect for extra seating and entertaining. The primary bedroom offers ample space,

  Tyler Weber Prodigy Realty

  2644 Leytonstone Dr, Chesapeake, VA 23321
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  /3

  $199,000

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

  parcel 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

  parcel Seven Eleven Rd, Chesapeake, VA 23322
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  /5

  $78,900

  • Land
  • 0.53 Acre
  • $148,868 per Acre

  14 Truitt Rd, Chesapeake, VA 23321

  This is a half-acre-plus buildable lot. A septic system and a well are required in this residential area. Create your vision at your own pace. Purchase this beautiful lot today and design your dream home later while you explore permits and building options that fit your timeline. A rare opportunity to invest now and build when the time is right.

  Maryzel Jenkins CENTURY 21 Nachman Realty

  14 Truitt Rd, Chesapeake, VA 23321
• 

  

  /39

  $289,900

  • 3 Beds
  • 1.5 Baths
  • 1,140 Sq Ft

  942 Brigantine Ct, Chesapeake, VA 23320

  Welcome to 942 Brigantine Ct! This beautifully updated end-unit townhouse in the highly desirable Greenbrier area offers both comfort and convenience. Ideally located just minutes from shopping, dining, and schools, this home is truly move in ready! Numerous major upgrades completed in the last 8 years, Roof, HVAC system, Windows, Water Heater, Electrical and much more. Step inside to a spacious

  Shana Mitchell Creed Realty

  942 Brigantine Ct, Chesapeake, VA 23320
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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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  /11

  $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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  /30

  $239,999

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft

  1232 Stewart St, Chesapeake, VA 23324

  Unique opportunity to own this centrally located single family home with first floor bedroom and full bathroom. With accessibility via exterior ramp you will have the option to age in place or bring in family or friends in need of less stairs for access. Updated and very well maintained. Easy access to 464 for commuting and travel. Schedule your showing today!

  Hannah Forsberg Swell Realty Co

  1232 Stewart St, Chesapeake, VA 23324
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  /2

  $315,000

  • Land
  • 3 Acres
  • $105,000 per Acre

  1928 Hungarian Rd, Chesapeake, VA 23322

  This 3-acre lot provides a wonderful opportunity for anyone looking to build a future home. Turnkey builder packages are available or bring your preferred home builder to see out your dream on this lot. Potential homes will be serviced by septic system and well water with Dominion Power already available along the road. There are required open space easements that slightly run along the side of

  Robert Wadsworth Pungo Realty LLC

  1928 Hungarian Rd, Chesapeake, VA 23322
• 

  /2

  $95,000

  • 2 Beds
  • 1 Bath
  • 764 Sq Ft

  2053 Iowa St, Chesapeake, VA 23323

  Value is in the land. Property being sold as-is. Home is not in livable condition.

  Dwayne Hart KW Coastal Virginia Chesapeake

  2053 Iowa St, Chesapeake, VA 23323
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  /19

  $229,900

  • 3 Beds
  • 2.5 Baths
  • 1,201 Sq Ft

  1821 Spar St, Chesapeake, VA 23321

  This ranch-style home in the heart of Chesapeake offers space, flexibility, and potential— list price reflects its current condition. The layout includes a cozy living room, family room with a full bath (ideal as a fourth bedroom or in-law suite), and a large eat-in kitchen with generous counter space and cabinet storage. Enjoy a private, fenced backyard with a deck—perfect for morning coffee or

  Lavette Bell ONYX Realty Professionals LLC

  1821 Spar St, Chesapeake, VA 23321
• 

  

  /17

  $140,000

  • 3 Beds
  • 1 Bath
  • 1,276 Sq Ft

  1239 Seaboard Ave, Chesapeake, VA 23324

  Cash or renovation loans preferred. Great location! Corner lot beside dead end street. Property located near shopping, schools, easy access to Norfolk and all of Hampton Roads. Older neighborhood featuring rehabbed homes, newer homes, and aged homes. Looking for a property to flip and sell, an investment, a property to live in and build sweat equity? Stop in and see for yourself the opportunity

  Vicki Gallagher Howard Hanna Real Estate Svcs.

  1239 Seaboard Ave, Chesapeake, VA 23324
• 

  

  /3

  $32,000

  • Land
  • 0.09 Acre
  • $372,093 per Acre

  2031 Christian Ave, Chesapeake, VA 23324

  Victoria Koenig Signature Homes

  2031 Christian Ave, Chesapeake, VA 23324
• 

  /2

  $275,000

  • 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 and currently tenant occupied with solid cash flow. Lease expires soon, with the possibility of delivering the property vacant. Sold As-Is. Seller will not make repairs.

  Norman Domingo XRealty.NET LLC

  604 Amick Rd, Chesapeake, VA 23325

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