Chesapeake, VA Homes for Sale under $300,000

• 

  

  /2

  $7,000

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

  1 Arthurs Ct, Chesapeake, VA 23322

  Dustin Floyd Howard Hanna Real Estate Svcs.

  1 Arthurs Ct, Chesapeake, VA 23322
• 

  

  /2

  $16,700

  • Land
  • 10,018 Sq Ft
  • $72,609 per Acre

  1538 Tuck St, Chesapeake, VA 23322

  Three adjoining wooded residential lots available as a package in the established Hillcrest area of South Chesapeake. Includes 1534, 1536 & 1538 Tuck St. Offered at $16,700 per lot. These contiguous parcels offer a unique opportunity for builders, investors, or buyers looking to get multiple lots for future development or personal use. Conveniently located near S. Battlefield Blvd and Johnstown

  Nancy Bui Keller Williams Realty Twn Ctr

  1538 Tuck St, Chesapeake, VA 23322
• 

  

  

  /11

  $276,305

  • 2 Beds
  • 2.5 Baths
  • 1,637 Sq Ft

  423 Seahorse Run, Chesapeake, VA 23320

  WOW-Come see this beautiful 2 bedroom 2.5 bath condo in Mariner's Quay with 3rd floor loft and ready for you to move in-located in Riverwalk and near shopping and major routes. The eat-in kitchen is open with electric range, dishwasher and refrigerator. The primary bedroom is well proportioned with carpeting-the remaining bedroom is also good sized-bathrooms feature tub/shower combinations-the

  Teelo Rutledge Warrior Realty of Virginia LLC

  423 Seahorse Run, Chesapeake, VA 23320
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  /10

  $235,000

  • 2 Beds
  • 2.5 Baths
  • 1,180 Sq Ft

  710 Willow Green Ct, Chesapeake, VA 23320

  Welcome to this Townhouse-style condo in the Willow Point neighborhood of Riverwalk! The functional floor plan provides comfortable everyday living. 2 Bedrooms on the 2nd floor along with 2 Full-Baths with a convenient powder room on the 1st floor. Easy access to shopping, parks, and major interstates. Appliances (conveys as-is) and gas-log fireplaces require a propane tank (no tank connected)

  Angela Britt Wainwright Real Estate

  710 Willow Green Ct, Chesapeake, VA 23320
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  /2

  $7,334

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

  Lot 17 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 17 Binford St, Chesapeake, VA 23322
• 

  

  /13

  $290,000

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

  1813 Shillelagh Rd, Chesapeake, VA 23323

  Rare opportunity to own approximately 7.4 acres in the desirable Hickory area! This city-approved homesite has already been cleared and is ready for your dream home. Extensive due diligence and site preparation have been completed, including a boundary survey, successful perc test, engineered septic system design, wetlands mitigation, and full compliance with U.S. Army Corps of Engineers

  Marco Rivas 757 Realty

  1813 Shillelagh Rd, Chesapeake, VA 23323
• 

  

  /14

  $269,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,383 Sq Ft

  1641 Orchard Grove Dr, Chesapeake, VA 23320

  This fantastic move-in-ready condo has undergone numerous recent upgrades (too many to list).LVP flooring and carpet, fresh paint throughout. 1st floor features include a BR with an attached bath and soaring vaulted ceilings. Tucked away in a private area, this property backs up to a private grassy area. Community amenities include a pool.

  Paul Spektor 757 Realty

  1641 Orchard Grove Dr, Chesapeake, VA 23320
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  /39

  $238,900

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

  4336 Stafford Dr, Chesapeake, VA 23321

  Welcome to 4336 StaffordDr! This beautifully updated home offers 1186 sq ft of comfortable living space with 2 bedrooms and1.5 bath. Recent upgrades include brand new HVAC system, kitchen, bathroom vanity, faucet, sliding patio door, light fixtures, 4ceiling fans, stylish LVP flooring runs through downstairs, brand new carpet upstairs, enjoy the convenience of front parking anda

  Patty Bills BHHS RW Towne Realty

  4336 Stafford Dr, Chesapeake, VA 23321
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  /20

  $285,000

  • 2 Beds
  • 2.5 Baths
  • 1,276 Sq Ft

  2351 Old Greenbrier Rd, Chesapeake, VA 23325

  This beautifully updated 2 bedroom, 2.5 baths, 2 story condo features 2 full primary ensuite bedrooms w/updated bathrooms including new sinks, counter, vanities, lighting, & toilets. In addition, brank new LPV flooring, new upgraded carpet 2nd floor, fresh paint throughout, new kitchen cabinets, new granite counters and new stainless-steel appliances create a clean and modern feel. There is a

  Nancy Myers EXIT Realty Central

  2351 Old Greenbrier Rd, Chesapeake, VA 23325
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  /39

  $249,900

  $7K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 822 Sq Ft

  2312 Ferndale Rd, Chesapeake, VA 23323

  WELCOME TO THIS BEAUTIFUL HOME, WHETHER YOUR LOOKING FOR YOUR FIRST HOME OR DOWNSIZING THIS PROPERTY SITUATED IN THE WELL KEPT NEIGHBORHOOD OF DEEP CREEK. SET ON A HUGE LOT WITH DETACHED PRIVATECY FENCED PATIO FOR RELAXING AND AN OVERSIZED GARAAGE/WORK SHOP WITH GARAGE DOOR OPENER. THE HOME ALSO OFFERS SPACIOUS LIVING ROOM AND A BEAUTIFUL KITCHEN THAT HAS BEEN RECENTLY RENOVATED. FRIG, RANGE,

  Vicki Nickols BHHS RW Towne Realty

  2312 Ferndale Rd, Chesapeake, VA 23323
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  /32

  $284,000

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

  2806 Baldwin Dr, Chesapeake, VA 23321

  Located in one of the most private settings in The Woodlands, this condo offers a spacious, modern layout with wooded views and no buildings directly behind. The open first floor features a bright living area, dining space, and a well-equipped kitchen with abundant counter space, breakfast bar, stainless steel appliances, and a large pantry. Sliding doors open to a fenced patio with a storage

  Michelle Helmsderfer BHHS RW Towne Realty

  2806 Baldwin Dr, Chesapeake, VA 23321
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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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  /3

  $239,900

  • Land
  • 3.79 Acres
  • $63,382 per Acre

  737 Bedford St, Chesapeake, VA 23322

  This is one out of four available 3+ acre lots 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.

  Robert Wadsworth Pungo Realty LLC

  737 Bedford St, Chesapeake, VA 23322
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  /2

  $240,000

  • Land
  • 5.33 Acres
  • $45,054 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

  $215,000

  • 3 Beds
  • 1.5 Baths
  • 1,436 Sq Ft

  1014 Castle Ct, Chesapeake, VA 23323

  Welcome to 1014 Castle Court! This three-bedroom, one-and-a-half-bath townhouse offers approximately 1,436 square feet of living space. The two-story layout provides a comfortable main living area and three upstairs bedrooms. Located in Chesapeake’s Camelot community, the property offers convenient access to shopping, restaurants, parks and major roadways serving Chesapeake and the surrounding

  Jim Callahan CoastalVA Realty Inc.

  1014 Castle Ct, Chesapeake, VA 23323
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  /41

  $235,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,306 Sq Ft

  3609 Parr Ln, Chesapeake, VA 23323

  Selling AS-IS. Needs Work/Rehab. Cash Or Hard Money Financing. Clear T&M Reports From Priority Pest

  Roman McClung Integrity Realty LLC

  3609 Parr Ln, Chesapeake, VA 23323
• 

  /2

  $7,000

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

  1737 Binford St, Chesapeake, VA 23322

  One of four adjacent parcels offered for sale in the Hillcrest neighborhood. Fantastic opportunity for holding as an investment, camping, urban archery hunting, riding fourwheelers, etc. Not required but you can buy all four and have a full acre for activities just 10 minutes from the heart of Great Bridge or Edinburgh! Roughly 900' from the paved St. of Arthurs Ct.

  Dustin Floyd Howard Hanna Real Estate Svcs.

  1737 Binford St, Chesapeake, VA 23322
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  /2

  $230,000

  • Land
  • 1.38 Acres
  • $166,667 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. Seller has already done soil test and the property can accommodate a single-family home. Soil analysis and location of septic field

  Craig Brinn Wainwright Real Estate

  2701 Seven Eleven Rd, Chesapeake, VA 23322
• 

  /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
• 

  /2

  $16,500

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

  Lot 7 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 7 Tuck St, Chesapeake, VA 23322
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  /25

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,213 Sq Ft

  1405 Perry St, Chesapeake, VA 23324

  AMAZING CENTRAL LOCATION FOR THIS RENOVATED BEAUTY! JUST A FEW BLOCKS AWAY FROM THE FREEWAY ENTRANCE! FRESH PAINT, LANDSCAPING, CARPETS, AND SO MUCH MORE! NEWER KITCHEN, BATHROOMS, LIGHT FIXTURES, AND PRIVACY FENCE! ADT SECURITY SYSTEM CONVEYS! ENJOY ALL THE BENEFITS OF A LOW ELECTRICITY BILL WITH SOLAR (NO MONEY OWED ON THE SYSTEM!)! BASEBALL FIELD AND LARGE ALL ABILITIES PLAYGROUND WITH A

  Pamela Ibanez LPT Realty LLC

  1405 Perry St, Chesapeake, VA 23324
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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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  /42

  $290,000

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft

  3010 Menands Dr, Chesapeake, VA 23325

  Welcome to 3010 Menands Drive, a beautifully renovated gem in the heart of Chesapeake. This charming 3-bedroom, 1-bathroom home offers 950 square feet of thoughtfully updated living space—all at a price point that makes homeownership refreshingly attainable.Inside, discover a residence that feels brand new. The kitchen shines with new Harbour Town slow close cabinets and beautiful quartz

  Christian Iturbe LPT Network Realty LLC

  3010 Menands Dr, Chesapeake, VA 23325
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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

  $269,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  1331 Hull St, Chesapeake, VA 23324

  This home offers a well-maintained and move-in-ready home offering comfort, functionality, and modern updates. It strikes a balance between style, space, and convenience, offering a bright, inviting floor plan with spacious living areas. Outside, you'll find a private yard that's perfect for relaxing or entertaining. Additionally, Lakeside Park is perfect for a walk, just one block away, offering

  Christina Sherrill Creed Realty

  1331 Hull St, Chesapeake, VA 23324
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  /26

  $208,000

  • 3 Beds
  • 1 Bath
  • 975 Sq Ft

  1140 Woodland Terrace Dr, Chesapeake, VA 23323

  Brick ranch home with 3 bedrooms, 1 bath. Living room and dining room adjacent to kitchen. Convenient to interstates, shopping, entertainment and schools. Rooms are nicely sized and you have great sunlight throughout. 1 car attached garage, large yard.

  Charlene Howard Long & Foster Real Estate Inc.

  1140 Woodland Terrace Dr, Chesapeake, VA 23323
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  /4

  $256,000

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  2566 Campostella Rd, Chesapeake, VA 23324

  This is a two bedroom home with two full bathrooms and a detached garage.

  Michael Bond Michael J. Bond Realty Inc.

  2566 Campostella Rd, Chesapeake, VA 23324
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  /28

  $282,400

  $3K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,315 Sq Ft

  1927 Candlelight Dr, Chesapeake, VA 23325

  Welcome to this immaculately maintained townhome with no HOA or condo fees! Offering two spacious bedrooms, each with it's own private en-suite full bathroom. Major updates including roof and HVAC system are both about 3 years old. This home features a spacious first floor with a kitchen and eat in area, a living room with a wood burning fireplace, a convenient half bath, and laundry. Sliding

  Mellissa Hecker Iron Valley Real Estate Prestige

  1927 Candlelight Dr, Chesapeake, VA 23325
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  /2

  $9,900

  • Land
  • 15,681 Sq Ft
  • $27,500 per Acre

  3509 Sigmon Dr, Chesapeake, VA 23321

  Lot 100 Farmington Acres, approximately 0.36ac. Lot is located at 3509 Sigmon Dr. which is a paper street. 150' in from where Newport Dr. currently stops then turn right onto Sigmon Dr. heading back North approximately 300'. A gorgeous lot, will require improvements including but not limited to: wetlands delineation, and improvement of Newport Dr. and Sigmon Dr. to city standards before

  Dustin Floyd Howard Hanna Real Estate Svcs.

  3509 Sigmon Dr, Chesapeake, VA 23321
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  /27

  $250,000

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

  206 Attwick Ct, Chesapeake, VA 23320

  Nicely updated 2bed, 2.5 bath condo in Knell's Ridge ready for you to move-in today! Both bedrooms with private, updated baths and walk-in closets. Fenced courtyard. Storage Shed. Convenient location. Community amenities include Pool, Clubhouse, Grounds Maintenance and Trash Collection.

  Karen Darden Aweigh Real Estate

  206 Attwick Ct, Chesapeake, VA 23320
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  /38

  $259,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,215 Sq Ft

  500 Judah Way Unit 123, Chesapeake, VA 23320

  Gated Community! Elevator! Move in ready for serene living. Bright and modern condo with elevator access to the 2nd floor. Open floor plan, family room with fireplace, kitchen with granite counter tops and upgraded cabinetry, stainless steel appliances, pantry and utility room. Two primaries with en-suites and balcony. Hardwood floors. Upgraded custom built-ins throughout. Private storage room on

  Paul Bauer The Bauer Group-RE Solutions

  500 Judah Way Unit 123, Chesapeake, VA 23320
• 

  

  /18

  $219,900

  $8K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  2041 Lockard Ave, Chesapeake, VA 23320

  Great starter home! This charming 3-bedroom, 1-bath ranch offers comfortable single-level living with plenty of potential. Enjoy the bright front sunroom, perfect for relaxing or creating additional living space, plus a screened-in side porch that provides a cozy, private retreat. The fenced backyard and storage shed offer room for hobbies, pets, gardening or future improvements. Conveniently

  Andreia Worst Wainwright Real Estate

  2041 Lockard Ave, Chesapeake, VA 23320
• 

  

  /8

  $234,900

  $15K PRICE DROP

  • 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
• 

  

  /27

  $239,900

  • 2 Beds
  • 2 Baths
  • 1,098 Sq Ft

  3528 Sugar Run, Chesapeake, VA 23321

  Welcome to this beautifully maintained 2 bedroom, 2 full bathroom, first floor condo. Freshly painted throughout, this home gives a bright, welcoming feel. Seamlessly flowing from the living area into the kitchen, the open floor plan makes daily living and entertaining a delight. Enjoy the convenience of first-floor access with no stairs. Additional highlights include close proximity to highways,

  Stephen Do Iron Valley Real Est Norfolk

  3528 Sugar Run, Chesapeake, VA 23321
• 

  

  /13

  $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
• 

  /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
• 

  

  /6

  $285,000

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  4024 Oak Dr, Chesapeake, VA 23321

  3 bedroom ranch in Western Branch ready to be updated into an amazing home!

  Erin Ward LPT Network Realty LLC

  4024 Oak Dr, Chesapeake, VA 23321
• 

  /2

  $95,000

  $3K PRICE INCREASE

  • 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 Keller Williams Coastal Virginia Chesapeake

  2053 Iowa St, Chesapeake, VA 23323
• 

  /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
• 

  /2

  $16,500

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

  Lot 9 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 9 Tuck St, Chesapeake, VA 23322

Showing Results 81 - 120, Page 3 of 5