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Investment - Homes for Sale in Chesapeake, VA

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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. Located near the Oak Manor and

    Agent Photo

    John Horton

    Samson Properties

    (757) 349-1786

    000 Shell Rd, Chesapeake, VA 23323
  • /42

    $650,000

    • 5 Beds
    • 3.5 Baths
    • 2,763 Sq Ft

    661 Middleton Way, Chesapeake, VA 23322

    Experience modern luxury and unbeatable efficiency in this stunning 5BR, 3.5BA Ashburne model in Westfield at Hickory Manor. This 2,763 SF home features a rare dual primary suite layout (one on each floor!) with quartz vanities and tiled showers. The open-concept heart of the home boasts a gourmet kitchen with a massive quartz island and stainless appliances.The standout feature? A fully paid-off

    Robin Gauthier NextHome Tidewater Realty

    661 Middleton Way, Chesapeake, VA 23322
  • /4

    $74,999

    • Land
    • 0.33 Acre
    • $227,270 per Acre

    1243 New Born Ct, Chesapeake, VA 23322

    This vacant lot offers an excellent opportunity to build your future home or make a smart investment. Situated in a desirable neighborhood, the property features 0.33 acres with wooded terrain and public utilities available. Enjoy a peaceful setting while remaining conveniently located near shopping, dining, schools, and major highways, providing easy access to city amenities. Whether you’re

    Joel Hinckley PlatLabs, LLC

    1243 New Born Ct, Chesapeake, VA 23322
  • /26

    $2,200,000

    • Land
    • 118 Acres
    • $18,644 per Acre

    118Ac West Rd, Chesapeake, VA 23323

    Exceptional 118 acre investment opportunity in southern Chesapeake, offering approximately 91 acres of open, cleared land and nearly 2,000 feet of frontage along West Rd. This is a rare assemblage of five contiguous tracts all ranging from 23–24 acres. It presents outstanding development and long term investment potential. A scenic blend of productive cropland and mature timber provides natural

    Danny Graham MOP Land and Farms Realty

    118Ac West Rd, Chesapeake, VA 23323
  • /47

    $450,000

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

    1530 Bainbridge Blvd, Chesapeake, VA 23324

    Waterfront home along the Elizabeth River offering both lifestyle & investment potential. This 3 bed, 2.5 bath + Bonus room features a 1st floor primary en-suite, new LVP flooring downstairs, fireplace, & versatile living spaces. Newer upgrades: new HVAC system, new roof, granite countertops, & updated appliances. The second-floor landing offers additional flexible space, including a cozy dormer

    Karen Davis RE/MAX Allegiance

    1530 Bainbridge Blvd, Chesapeake, VA 23324
  • /6

    $1,704,000

    • Land
    • 142.33 Acres
    • $11,972 per Acre

    556 B Gallbush Rd, Chesapeake, VA 23322

    An amazing investment opportunity awaits. Beautiful and pristine country property nestled in the heart of Chesapeake. Located just minutes from the Chesapeake Municipal Center and the Chesapeake Expressway. Aforementioned property has a easy access to the Beaches of the Outer Banks along with shopping and fine dining in surrounding cities. This farm has approximately 40 acres of hardwoods and

    Herbert Culpepper Pungo Realty LLC

    556 B Gallbush Rd, Chesapeake, VA 23322
  • /2

    $10,000

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

    Lot 25 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 25 Trinkle St, Chesapeake, VA 23322
  • /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
  • /2

    $10,000

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

    Lot 26 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 26 Trinkle St, Chesapeake, VA 23322
  • /30

    $450,000

    • 6 Beds
    • 4.5 Baths
    • 3,534 Sq Ft

    2224 Lloyd Dr, Chesapeake, VA 23325

    Come see this home in the heart of Georgetown Colony. This property is a prime addition to your portfolio. Don't miss out on this opportunity to maximize your income and create a steady return on investment.

    Travis Bouldin KW Coastal Virginia Chesapeake

    2224 Lloyd Dr, Chesapeake, VA 23325
  • /14

    $215,000

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    1819 Martin Ave, Chesapeake, VA 23324

    THIS IS A PLACE YOU CAN CALL HOME. Solid brick home in a cul-de-sac offering durability, timeless curb appeal, and long-term value. The property is priced to sell and offers an excellent opportunity for buyers and investors seeking a well-built home at a competitive price point, sold as is. With strong fundamentals and classic brick construction, this property offers immediate appeal and

    Darrell Moore CENTURY 21 Top Producers

    1819 Martin Ave, Chesapeake, VA 23324
  • /18

    $230,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    2041 Lockard Ave, Chesapeake, VA 23320

    Great investment opportunity! This 3 bedroom, 1 bath ranch comes with a tenant in place through January 2027, offering immediate rental income. Enjoy a bright front sunroom that adds extra living space and screen-in side porch - a cozy, private spot to relax. The fenced backyard and storage shed provide versatility for tenants or future updates. Single-level living in a convenient location near

    Andreia Worst Wainwright Real Estate

    2041 Lockard Ave, Chesapeake, VA 23320
  • /16

    $1,250,000

    4443 Old Battlefield Blvd S, Chesapeake, VA 23322

    Unique mixed-use investment in sought-after Hickory! Set on a rural parcel yet conveniently near major highways, 4443 Old Battlefield Blvd offers a versatile income-producing layout with multiple revenue streams. The property includes a duplex and a triplex for residential rental demand, plus two commercial spaces suited for neighborhood service, office, or small business use. Served by well and

    Christian Phillips Inlet Realty

    4443 Old Battlefield Blvd S, Chesapeake, VA 23322
  • /17

    $125,000

    • 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
  • /34

    $395,000

    1005 Chesapeake Ave, Chesapeake, VA 23324

    Unique mixed-use asset positioned in the heart of South Norfolk’s downtown district, offering both street-level commercial visibility and rear residential income. The front commercial suite features an open, gallery-style layout with updated lighting, modern flooring, and a dedicated restroom—ideal for retail, studio, office, or wellness use. Behind the storefront sits a two-unit residential

    Jonathan Mironchik LPT Realty LLC

    1005 Chesapeake Ave, Chesapeake, VA 23324
  • /2

    $15,000

    • Land

    409 B St, Chesapeake, VA 23324

    Investor opportunity! Priced accordingly with added upside. Vacant lot located in the established South Norfolk section of Chesapeake offering approximately 2,962 sq ft (0.068 acres). This parcel is not currently buildable, making it best suited for strategic or long-term investment use. Unique opportunity to purchase 409 & 411 B Street together, creating a larger footprint and increasing future

    Sheena Thiebaud Long & Foster Real Estate Inc.

    409 B St, 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
  • /15

    $90,000

    • Land
    • 0.11 Acre
    • $818,182 per Acre

    Lot 18 Carrington Ave, Virginia Beach, VA 23464

    BUILD YOUR DREAM HOME OR NEXT INVESTMENT PROJECT ON THIS PRIME RESIDENTIAL LOT IN THE HEART OF VIRGINIA BEACH! Located in the established Queen City neighborhood, Lot 18 Carrington Ave offers a cleared canvas ready for your vision. This property is ideally situated with no HOA restrictions, providing maximum flexibility for builders and homeowners alike. Enjoy a central location with rapid access

    Richard Oliver Redfin Corporation

    Lot 18 Carrington Ave, Virginia Beach, VA 23464
  • /3

    $185,000

    • 3 Beds
    • 1 Bath
    • 1,596 Sq Ft

    822 Berkley Avenue Extension, Norfolk, VA 23523

    Great investment opportunity in Norfolk! This 3-bedroom, 1-bath home is full of charm and character with great curb appeal and tons of potential. The property needs updating and a complete renovation and is being sold as-is, making it ideal for investors or buyers looking to add value. Conveniently located near military bases, shopping, and major highways.

    Racheal Pridgen Keller Williams Town Center

    822 Berkley Avenue Extension, Norfolk, VA 23523

Home Trends in Chesapeake, VA

Housing Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$450,000
Median Townhouse Sale Price
$347,700
Median 2 Bedroom Sale Price
$236,500
Median 1 Bedroom Sale Price
$177,450
Average Price Per Sq Ft
$223
Number of Homes for Sale
437
Last 12 months Home Sales
3,759
Months of Supply
1.40
Median List Price
$429,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
45%
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