Investment - Homes for Sale in Chesapeake, VA

/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
Explore Chesapeake
/16
$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

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

000 Shell Rd, Chesapeake, VA 23323
/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
/20
$225,000
- 2 Beds
- 2 Baths
- 1,224 Sq Ft
1001 Saint Andrews Way Unit A, Chesapeake, VA 23320

Location, layout, and convenience! This Greenbrier condo checks all the boxes! This 2-bedroom, 2-bath home offers a unique two-level floor plan with an en-suite bedroom on each floor, giving you flexibility and privacy that’s hard to find. The downstairs suite is perfect for guests or convenient one-level living, while the upstairs suite offers its own private retreat. Reserved parking space #9

Christopher O'Brien Howard Hanna Real Estate Svcs.

1001 Saint Andrews Way Unit A, Chesapeake, VA 23320
/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
/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
/4
$39,999
- Land
- 1.31 Acres
- $30,557 per Acre
3091 Western Branch Blvd, Chesapeake, VA 23321

This vacant commercial lot offers an excellent opportunity to make a smart investment. Situated in Western Branch, the property features 1.30 acres of wooded terrain with public utilities available. Conveniently located near shopping, dining, schools, and major highways, providing easy access to city amenities. Whether you’re looking for a development opportunity, or a long-term investment, this

Joel Hinckley PlatLabs LLC

3091 Western Branch Blvd, Chesapeake, VA 23321
/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
/22
$315,000
- 2 Beds
- 2.5 Baths
- 1,352 Sq Ft
316 Esplanade Place, Chesapeake, VA 23320

INVESTMENT LOAN OR CASH - TENANTS IN THE PROPERTY UNTIL 31 JAN 2027. TWO PRIMARY SUITES EACH WITH A FULL BATH, EAT-IN KITCHEN WITH REFRIGERATOR, ELECTRIC RANGE, DISHWASHER, BUILT-IN MICROWAVE, AND PANTRY. LARGE FAMILY ROOM WITH GAS FIREPLACE, PEDESTAL SINK IN HALF BATH, TRAY CEILINGS, WASHER/DRYER HOOKUP, WOOD FLOORS, CEILING FANS, NEWER CARPET AND PAINT, FRENCH DOORS, PULL DOWN ATTIC STEPS,

Walter Sims North Star Real Estate Inc.

316 Esplanade Place, Chesapeake, VA 23320
/2
$299,000

$46K PRICE DROP
- 4 Beds
- 1 Bath
- 1,166 Sq Ft
744 Partridge Ave, Chesapeake, VA 23324

**Excellent investment opportunity! This tenant-occupied home is situated on a quiet street and offers cozy living with a large rear yard, great for children, pets, gardening, or outdoor entertaining. A property with great potential for investors or future homeowners alike.**

Paula Moore Keffer Realty

744 Partridge Ave, Chesapeake, VA 23324
/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
/16
$224,400

$8K PRICE DROP
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
919 Decatur St, Chesapeake, VA 23324

Welcome home to this charming 3 bedroom, 2 full bath single-family home! It offers over 1,000 square feet of comfortable living space. Situated on a 0.12-acre lot, this home features a functional floor plan. Conveniently located with quick access to major highways, military bases, shopping, dining, and entertainment, you'll enjoy an easy commute and all the conveniences of the area. Whether

Jonathan Melvin Benham Real Estate LLC

919 Decatur St, Chesapeake, VA 23324
/2
$325,000
- 3 Beds
- 1 Bath
- 1,668 Sq Ft
2008 Girard Ave, Chesapeake, VA 23323

Own the end of the street! Tucked away in Deep Creek, this rare 7 parcel package spans both sides of Girard Avenue and offers a surprising sense of privacy within an established Chesapeake neighborhood. This residential listing represents 2 of the 7 parcels and includes the existing home, which conveys strictly as is. The remaining 5 parcels are offered through the coordinated land listing

Nichole Douillard RE/MAX Ultra

2008 Girard Ave, Chesapeake, VA 23323
/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
/24
$231,750
- 5 Beds
- 2 Baths
- 2,028 Sq Ft
2144 Campostella Rd, Chesapeake, VA 23324

Opportunity awaits! This 5 bedroom, 2 bathroom home in the heart of Chesapeake sits on a generously sized lot and is full of potential. It’s a wonderful canvas to renovate and create your dream home or next investment property. Whether you're looking to personalize your first home or add value through updates, this property offers the space, location, and possibilities to make it truly shine. The

Jonathan Melvin Benham Real Estate LLC

2144 Campostella Rd, Chesapeake, VA 23324
/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
$7,000
- 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
/5
$320,000
- 3 Beds
- 2.5 Baths
- 1,610 Sq Ft
709 Montrose Ct, Chesapeake, VA 23320

Welcome to 709 Montrose Ct., Chesapeake, VA! This well- maintained two-story townhome offers 1,610 +/- sq. ft. of comfortable living space in a convenient location. Built in 1991, the home features 3 bedrooms, 2.5 baths, and a functional floor plan designed for everyday living. The spacious layout provides ample room for relaxing, entertaining, and working from home. Conveniently located near

Christy Cole United Country - A B Cole&Asc

709 Montrose Ct, Chesapeake, VA 23320
/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
$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
/29
$279,999

$5K PRICE DROP
- 3 Beds
- 1 Bath
- 950 Sq Ft
4000 Kilbride Dr, Chesapeake, VA 23325

Welcome to this inviting all-brick ranch nestled on a spacious fenced corner lot, where comfort meets convenience. Located on a peaceful street in an established neighborhood, you’ll enjoy easy access to interstates, schools, and shopping—everything you need right at your fingertips! This home features three cozy bedrooms and a beautifully updated bathroom, making it great for anyone looking for

Charles Beeson Wainwright Real Estate

4000 Kilbride Dr, Chesapeake, VA 23325
/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
/46
$995,000
- 6 Beds
- 4 Baths
- 4,800 Sq Ft
821 Redleafe Cir, Chesapeake, VA 23320

An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. A first-floor bedroom with an adjacent full bath offers versatility for guests, a home

Jennifer Taylor BHHS RW Towne Realty

821 Redleafe Cir, Chesapeake, VA 23320
/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
$310,000

$10K PRICE DROP
- 4 Beds
- 1 Bath
- 905 Sq Ft
843 Quail Ave, Chesapeake, VA 23324

**Excellent investment opportunity! This tenant-occupied home is situated on a quiet street and offers cozy living with a large rear yard, great for children, pets, gardening, or outdoor entertaining. A property with great potential for investors or future homeowners alike.**

Paula Moore Keffer Realty

843 Quail Ave, Chesapeake, VA 23324
/2
$750,000
- Land
- 28.99 Acres
- $25,871 per Acre
28 Johnstown Crescent, Chesapeake, VA 23322

A 28-acre property is located in the Grassfield/Hickory region of Chesapeake. Whether you intend to build your dream home or utilize it for investment purposes, the property offers limitless potential. The property is sold “as is,” “where is,” and the buyer bears the responsibility of conducting their due diligence.

Mike Zimmerman RE/MAX Ultra

28 Johnstown Crescent, Chesapeake, VA 23322
/38
$290,000

$8K PRICE DROP
- 3 Beds
- 1 Bath
- 996 Sq Ft
1225 Jackson Ave, Chesapeake, VA 23324

Recently renovated and move-in ready, this charming home is the perfect place to call your own! Featuring a bright, refreshed interior and a brand-new HVAC system (to be paid off at closing), this home offers comfort and peace of mind from day one. Whether you're a first-time buyer, looking to downsize, or searching for an investment opportunity, this cute Chesapeake home is one you won't want to

Ron Sawyer RE/MAX Prime

1225 Jackson Ave, Chesapeake, VA 23324
/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
/2
$350,000

$20K PRICE DROP
- 4 Beds
- 1 Bath
- 1,500 Sq Ft
313 Sparrow Rd, Chesapeake, VA 23325

Welcome home to this beautifully maintained all brick ranch in the established Tanglewood neighborhood of Central Chesapeake. This move in ready 3 (can be 4) bedroom, 1 bath home offers approximately 1400 square feet of comfortable one level living on a spacious .28 acre fenced lot.Inside, you'll find an updated kitchen, brand new carpet, a cozy natural gas fireplace, a bright breakfast area,

Linda Jones BHHS RW Towne Realty

313 Sparrow Rd, Chesapeake, VA 23325
/10
$460,000
- 4 Beds
- 2.5 Baths
- 2,200 Sq Ft
1028 Ramsgate Ln, Chesapeake, VA 23322

Opportunity awaits! Whether you're an investor, renovator, or buyer looking to build equity, this property offers incredible potential. With the right updates and vision, this home could truly shine again. Great for someone ready to renovate and make it their own or transform it into a great investment property. Bring your ideas and creativity, this is a chance to add value and create something

Matthew Monaco BHHS RW Towne Realty

1028 Ramsgate Ln, Chesapeake, VA 23322
/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
/2
$650,000
- Land
- 2.59 Acres
- $250,965 per Acre
2004 Girard Ave, Chesapeake, VA 23323

Own the end of the street! This land listing, referenced as 2004 Girard Avenue, represents 5 of 7 parcels within a rare coordinated package spanning both sides of Girard Avenue in Deep Creek. The remaining 2 parcels, including the existing home conveying strictly as is, are offered through the coordinated residential listing at 2008 Girard Avenue. All 7 parcels are sold together as one package,

Nichole Douillard RE/MAX Ultra

2004 Girard Ave, Chesapeake, VA 23323
/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

Virginia Chesapeake County

Home Prices in Chesapeake, VA

The median home sale price in Chesapeake, VA is $430,000, down 17% year-over-year. Homes in Chesapeake sell in 32 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price $430,000	Median Single Family Sale Price $475,000
Median Townhouse Sale Price $348,950	Median 2 Bedroom Sale Price $259,850
Median 1 Bedroom Sale Price $189,450	Average Price Per Sq Ft $223
Number of Homes for Sale 735	Last 12 months Home Sales 3,834
Months of Supply 2.30	Median List Price $445,000
Median Change From 1st List Price 0%	Median Home Sale Price YoY Change -17%

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Investment - Homes for Sale in Chesapeake, VA

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Chesapeake Types of Homes for Sale

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Chesapeake Real Estate

More About Living in Chesapeake

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Investment - Homes for Sale in Chesapeake, VA

Real Estate & Homes for Sale in Chesapeake, VA

Home Prices in Chesapeake, VA

Home Price Trends

Popular Home Searches in Chesapeake, VA

Chesapeake Types of Homes for Sale

Chesapeake Homes by Price

Chesapeake Real Estate

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