Investment - Homes for Sale in Chesapeake, VA

/46
$289,900
- 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

(757) 384-5329

1114 Hoover Ave, Chesapeake, VA 23324
Explore Chesapeake
/49
$239,900
- 2,345 Sq Ft
1136 Jackson Ave, Chesapeake, VA 23324

Chesapeake duplex opportunity in the established South Norfolk area. This property features two units, each offering 2 bedrooms and 1 full bathroom. Excellent income-producing potential—live in one unit while renting out the other, or add to your investment portfolio. Conveniently located near major interstates, the Jordan Bridge, shipyard, and downtown Norfolk and Portsmouth, making it

Susan Jenkins

Better Homes & Gdns Ntv Am Grp

(757) 699-5492

1136 Jackson Ave, Chesapeake, VA 23324
/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

(757) 863-8935

L38 40 Norfolk St, Suffolk, VA 23435
/9
$2,425,000
- Land
- 25.84 Acres
- $93,847 per Acre
25+AC S Military Hwy, Chesapeake, VA 23321

Escape the ordinary with this expansive 25.84-acre parcel located in the highly sought-after Western Branch area of Chesapeake. This rare offering provides a unique blend of privacy, natural beauty, and strategic location, making it an ideal canvas for a private estate, a boutique residential development, or a long-term land investment. Subject to local zoning, the size and location of this tract

James Davis

North End Realty Group

(757) 255-7360

25+AC S Military Hwy, Chesapeake, VA 23321
/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

(757) 349-1786

000 Shell Rd, Chesapeake, VA 23323
/28
$325,000
- 2 Beds
- 2.5 Baths
- 1,600 Sq Ft
705 Basnight Ct, Chesapeake, VA 23322

Location is key when buying this brick townhome in Chesapeake. Only 2 miles to the TCC Campus, and minutes from restaurants, shopping, schools and churches. One of the newest builds in the community, and boasts more square feet. Two bedrooms and two full baths and guest bath downstairs. Large galley kitchen with custom backsplash, lots of counter and cabinet storage. Eat in kitchen with lots of

LeAnn Amory BHHS RW Towne Realty

705 Basnight Ct, Chesapeake, VA 23322
/2
$7,334
- Land
- 10,018 Sq Ft
- $31,887 per Acre
15 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.

15 Binford St, Chesapeake, VA 23322
/2
$7,334
- Land
- 20,037 Sq Ft
- $15,943 per Acre
19-20 Caddie 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.

19-20 Caddie St, Chesapeake, VA 23322
/18
$230,000

$5K PRICE DROP
- 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
$179,900
- 3 Beds
- 1.5 Baths
- 1,280 Sq Ft
4061 Holly Cove Dr, Chesapeake, VA 23321

Great Investment! 3 bedroom, 1 1/2 bath townhouse located in the Western Branch section of Chesapeake. Nearby shopping, restaurants and interstate. Property is being sold as part of a portfolio - 10628174 and 10628119.

Jacob Sloop 1st Class Real Estate Flagship

4061 Holly Cove Dr, Chesapeake, VA 23321
/2
$7,334
- Land
- 10,018 Sq Ft
- $31,887 per Acre
Lot 22 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 22 Trinkle St, Chesapeake, VA 23322
/2
$7,334
- Land
- 10,018 Sq Ft
- $31,887 per Acre
36 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.

36 Trinkle St, Chesapeake, VA 23322
/14
$150,000

$35K PRICE DROP
- 3 Beds
- 1 Bath
- 900 Sq Ft
4440 S Military Hwy, Chesapeake, VA 23321

Are you searching for an incredible investment opportunity—or maybe the perfect starter home you can personalize and build equity in?This one is a standout. Priced with condition in mind and ready for your finishing touches, it’s being sold as-is and offers tremendous potential. The roof is brand new, and with a little vision, this diamond in the rough could shine bright. Whether you're

Laura McGuire VA Realty Professionals

4440 S Military Hwy, Chesapeake, VA 23321
/2
$7,334
- Land
- 10,018 Sq Ft
- $31,887 per Acre
Lot 35 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 35 Trinkle St, Chesapeake, VA 23322
/2
$7,334
- Land
- 10,018 Sq Ft
- $31,887 per Acre
LOT 40 Caddie 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 40 Caddie St, Chesapeake, VA 23322
/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
/26
$2,200,000

$20M PRICE DROP
- 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
/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
$7,334
- Land
- 10,018 Sq Ft
- $31,887 per Acre
Lot 21 Caddie 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 21 Caddie St, Chesapeake, VA 23322
/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
/2
$420,000

Coming Soon
- 4 Beds
- 2.5 Baths
- 2,183 Sq Ft
3004 Royal Ct, Chesapeake, VA 23321

Welcome to 3004 Royal Court, a classic brick ranch offering solid bones, timeless curb appeal, and wonderful potential. This home is ideal for buyers looking for a property they can personalize, update, and truly make their own. Featuring a comfortable single-level layout, this home offers practical living space with the charm and durability brick ranch homes are known for. Spaciously designed

Heather Bass BHHS RW Towne Realty

3004 Royal Ct, Chesapeake, VA 23321
/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
/18
$249,999

$125K PRICE DROP
- 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. Sold As-Is. Seller will not make repairs . 4bedrooms 2full baths.

Norman Domingo XRealty.NET LLC

604 Amick Rd, Chesapeake, VA 23325
/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
/16
$350,000
- 3 Beds
- 2 Baths
- 1,728 Sq Ft
5533 Willow Lake Rd, Chesapeake, VA 23321

Unique Opportunity in Western Branch, Chesapeake, Discover a rare opportunity to own a piece of land in the serene atmosphere of Western Branch, Chesapeake. Nestled on a quiet dead-end street, this property is surrounded by beautiful wildlife, providing a serene atmosphere for nature lovers. The lot features a detached garage next to the house and a spacious barn in the back, complete with large

Kelly Ayers Keller Williams Realty Twn Ctr

5533 Willow Lake Rd, Chesapeake, VA 23321
/2
$7,334
- Land
- 10,018 Sq Ft
- $31,887 per Acre
Lot 18 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 18 Binford St, Chesapeake, VA 23322
/14
$210,000

$10K PRICE DROP
- 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
/2
$7,334
- Land
- 10,018 Sq Ft
- $31,887 per Acre
Lot 37 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 37 Trinkle St, Chesapeake, VA 23322
/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
/4
$70,999

$4K PRICE DROP
- Land
- 14,374 Sq Ft
- $215,148 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. Please note- seller has lowered the price several times and are now firm at the asking price. 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,

Joel Hinckley PlatLabs, LLC

1243 New Born Ct, Chesapeake, VA 23322
/2
$7,334
- Land
- 10,018 Sq Ft
- $31,887 per Acre
Lot 16 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 16 Binford St, Chesapeake, VA 23322
/2
$7,334
- Land
- 10,018 Sq Ft
- $31,887 per Acre
34 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.

34 Trinkle St, Chesapeake, VA 23322
/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
/15
$90,000
- Land
- 4,791 Sq Ft
- $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

Virginia Chesapeake County Chesapeake

Home Trends in Chesapeake, VA

On average, homes in Chesapeake, VA sell after 33 days on the market compared to the national average of 58 days. The median sale price for homes in Chesapeake, VA over the last 12 months is $420,950, up 34% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$420,950

Median Single Family Sale Price

$465,000

Median Townhouse Sale Price

$355,000

Median 2 Bedroom Sale Price

$236,500

Median 1 Bedroom Sale Price

$177,450

Average Price Per Sq Ft

$224

Number of Homes for Sale

554

Last 12 months Home Sales

3,814

Months of Supply

1.70

Median List Price

$436,950

Median Change From 1st List Price

Median Home Sale Price YoY Change

34%

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Investment - Homes for Sale in Chesapeake, VA

Home Trends in Chesapeake, VA

Housing Trends

Popular Home Searches in Chesapeake, VA

Chesapeake Types of Homes for Sale

Chesapeake Homes by Price

Chesapeake Real Estate Listings

More About Living in Chesapeake

Popular Searches in Chesapeake

Chesapeake Homes for Sale by Style

Homes for Sale in Nearby Neighborhoods

Homes for Sale in Nearby Cities

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Investment - Homes for Sale in Chesapeake, VA

Real Estate & Homes for Sale in Chesapeake, VA

Home Trends in Chesapeake, VA

Housing Trends

Popular Home Searches in Chesapeake, VA

Chesapeake Types of Homes for Sale

Chesapeake Homes by Price

Chesapeake Real Estate Listings

More About Living in Chesapeake

Popular Searches in Chesapeake

Chesapeake Homes for Sale by Style

Homes for Sale in Nearby Neighborhoods

Homes for Sale in Nearby Cities

Homes for Sale in Nearby Counties