Chesapeake, Virginia · Wholesaling

Wholesaling Real Estate in Chesapeake, Virginia

Wholesaling real estate in Chesapeake, Virginia lets you profit from property deals without buying, renovating, or holding a home. You find a distressed property, sign a purchase contract with a motivated seller, and assign that contract to a cash buyer for a fee.

Assign contractsCash buyersProbate leadsPre-foreclosureAbsentee owners

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Chesapeake, Virginia areas and ZIP codes map for real estate investors
$430,000
Median listing price
427
Active listings in these Chesapeake ZIP codes
32 days
Average time on market
$2,495
Median rent

Market data: Realtor.com ZIP code data for Chesapeake, October 2026.

Carolynn Castillo, ForeclosuresDaily.com customer

Customer review 1 of 8Featured success story

Listed and sold 25 properties and personally bought and sold four fix-and-flip properties, all generated from probate leads.

Carolynn Castillo
Realtor & Broker · eXp Realty

Local market snapshot

Why wholesale real estate in Chesapeake?

Wholesaling needs little capital because you control a property with a contract and an earnest money deposit, not a mortgage. In addition, your buyer handles the repairs, so you never manage contractors, and many assignments close in weeks rather than months.

Chesapeake is home to about 249,000 residents as of the 2020 census. Its ZIP codes cover neighborhoods across the city, and motivated-seller situations such as inherited homes, tired rentals, and pre-foreclosures show up in every one of them.

With a population of this size, Chesapeake produces a steady flow of probate filings, divorces, and foreclosure notices every year. Investors who track these records and reach owners early tend to find the best off-market deals.

Chesapeake wholesale real estate investors finding off-market deals
Shannon Thompson, ForeclosuresDaily.com customer

Customer review 2 of 8

Shannon Thompson
Investor · Joe Homebuyer of Atlanta

Watch Shannon Thompson share their experience using ForeclosuresDaily.com.

Step-by-step

How does wholesaling real estate work in Chesapeake?

Every wholesale deal follows the same path, from the first lead to the assignment fee:

Find a distressed property

Initially, use targeted lead generation to find owners with a reason to sell, such as heirs, tired landlords, or owners facing foreclosure.

Run the numbers

Next, estimate the after-repair value (ARV) from nearby sales, because your offer depends on it.

Sign a purchase contract

Then agree on a price that leaves room for your buyer’s profit as well as your assignment fee.

Find a cash buyer

After that, match the deal with a flipper, landlord, or other cash buyer from your list.

Assign the contract

In addition, transfer your rights under the contract to the buyer in exchange for your fee.

Collect your fee

Finally, the title company or closing attorney usually pays your assignment fee at closing.

Andrew Litchfield, ForeclosuresDaily.com customer

Customer review 3 of 8

Andrew Litchfield
Webinar host

Andrew Litchfield hosted a ForeclosuresDaily.com monthly webinar for real estate investors.

Anthony Coletti, ForeclosuresDaily.com customer

Customer review 4 of 8

Anthony Coletti
Real estate investor

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Find a deal

How do you calculate a wholesale offer in Chesapeake?

Every offer starts with the ARV, which is what the home will be worth once it is fixed. For example, the 70% Rule says your buyer should pay no more than 70% of ARV minus repairs. Because your assignment fee comes out of that number, your contract price must be even lower.

For instance, here is the math using the Chesapeake ZIP code median listing price as the ARV, an 8% repair budget, and a typical assignment fee.

Wholesale offer example

ARV$430,000
70% of ARV − repairs ($34,000)$267,000
Your assignment fee− $13,000
Your contract price$254,000
Jeremy Resmer, ForeclosuresDaily.com customer

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Jeremy Resmer
Webinar host

Jeremy Resmer hosted a ForeclosuresDaily.com monthly webinar for real estate investors.

Zip codes

Chesapeake ZIP codes to watch

Start your search in these Chesapeake ZIP codes, and then expand as you learn which areas your buyers want. Next, choose a ZIP code from the menu to open its investing data.

ChesapeakeZIP 23320$430,000Negotiate

Chesapeake (23320) market snapshot

$430,000 ▼ 0.8%Median listing price
$219Price per sq ft
32 days ▲ 17.9%Days on market
$2,495 ▲ 17.4%Median rent
193 ▲ 19.3%Active listings
7.0%Gross rent yield

In addition, the Zillow Home Value Index is $391,226 (up 3.7% from a year earlier) as of August 2026.

Chesapeake is an independent city in Virginia. Chesapeake is located in the Hampton Roads metropolitan area. One of the cities in the South Hampton Roads, Chesapeake was organized in 1963 by voter referendums approving the political consolidation of the city of South Norfolk with the remnants of the former Norfolk County, which dated to 1691. Population: 249,422. ZIP 23320 covers the southeastern part of Chesapeake, about 3 miles from the center of the city.

Investor note: Has its own local government, so check its code-violation, vacant-property, and rental-registration lists. Industrial history: older housing stock often needs updates, which suits fix-and-flip buyers. Large market: high deal volume and plenty of comps for pricing.

Max offer when the ARV equals the median price$430,000 × 70% − $34,000 repairs = $267,000 max offer

Also see the full 23320 market report on Realtor.com →Then view 23320 homes on Zillow →

ChesapeakeZIP 23323$477,500Buy & hold

Chesapeake (23323) market snapshot

$477,500 ▲ 3%Median listing price
$218Price per sq ft
30 days ▼ 14.3%Days on market
$2,950 ▲ 1.7%Median rent
121 ▼ 5.5%Active listings
7.4%Gross rent yield

In addition, the Zillow Home Value Index is $427,250 (up 3.5% from a year earlier) as of August 2026.

ZIP 23323 covers the western part of Chesapeake, about 3 miles from the center of the city.

Investor note: Values vary across Chesapeake, so compare comps within this ZIP rather than citywide. Pull probate, pre-foreclosure, and absentee-owner leads for 23323 to find motivated sellers here.

Max offer when the ARV equals the median price$477,500 × 70% − $38,000 repairs = $296,250 max offer

Also see the full 23323 market report on Realtor.com →Then view 23323 homes on Zillow →

ChesapeakeZIP 23324$319,000Buy & hold

Chesapeake (23324) market snapshot

$319,000 ▲ 6.3%Median listing price
$213Price per sq ft
32 days ▼ 8.6%Days on market
$2,037 ▲ 13.5%Median rent
68 ▲ 6.1%Active listings
7.7%Gross rent yield

In addition, the Zillow Home Value Index is $286,335 (up 2.6% from a year earlier) as of August 2026.

ZIP 23324 covers the northern part of Chesapeake, about 4 miles from the center of the city.

Max offer when the ARV equals the median price$319,000 × 70% − $26,000 repairs = $197,300 max offer

Also see the full 23324 market report on Realtor.com →Then view 23324 homes on Zillow →

ChesapeakeZIP 23325$356,950Flip & wholesale

Chesapeake (23325) market snapshot

$356,950 ▲ 6.6%Median listing price
$228Price per sq ft
34 days ▲ 17.2%Days on market
$1,850 ▲ 7.3%Median rent
45 ▲ 37.3%Active listings
6.2%Gross rent yield

In addition, the Zillow Home Value Index is $330,987 (up 3.9% from a year earlier) as of August 2026.

ZIP 23325 covers the northeastern part of Chesapeake, about 5 miles from the center of the city.

Max offer when the ARV equals the median price$356,950 × 70% − $29,000 repairs = $220,865 max offer

Also see the full 23325 market report on Realtor.com →Then view 23325 homes on Zillow →

Choose a ZIP code from the menu to see its investing data, then compare markets. Market data: Realtor.com, October 2026, and Zillow Home Value Index, August 2026. Also, gross rent yield is 12 months of median rent divided by the median listing price; the max offer assumes repairs of 8% of the median price.

Antonio Stringfield, ForeclosuresDaily.com customer

Customer review 6 of 8

Antonio Stringfield
Probate investor · Los Angeles

Watch Antonio Stringfield share their experience using ForeclosuresDaily.com.

Cash buyers

How do you build your buyers list in Chesapeake?

Build your buyers list before you sign your first contract. Your best buyers are cash buyers who can close quickly, such as flippers, landlords, and small builders.

  • First of all, attend local real estate investor meetups.
  • Also, review recent cash sales in county records to find active buyers.
  • Then connect with title companies, hard money lenders, and property managers.
  • Finally, ask every buyer for their buy box: areas, price range, and rehab level.
Contracts

What does assigning contracts mean in Virginia?

Assigning contracts means transferring your rights as the buyer under a purchase agreement to another investor. Your contract should allow assignment, and your buyer typically pays your assignment fee at closing.

Wholesaling is legal in most states, but the rules differ. Some states require disclosures or a real estate license for certain activities, so review your contracts with a Virginia real estate attorney before you start.

Nancy Wallace-Laab, ForeclosuresDaily.com customer

Customer review 7 of 8

Nancy Wallace-Laab
Investor · nearly 20 years

Nancy focuses on the best outcome for both the seller and the investor, drawing on nearly 20 years of real estate investing experience.

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Not on the MLSHomes for sale privately, before any listing.
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Phillip Warrick, ForeclosuresDaily.com customer

Customer review 8 of 8

Phillip Warrick
Full-time investor since 2003

Full-time real estate investor since 2003, with over 20 years of experience.

More guides

More wholesaling guides in Virginia

Compare nearby markets before you choose where to farm. For example, these local guides cover other Virginia cities and counties:

Chesterfield County · Fairfax County · Henrico County · Loudoun County · Norfolk · Prince William County · Virginia Beach · Wholesale House Prices Virginia Beach

Also, see Wholesaling Real Estate for Profit for the profit math and guides in every state.

FAQ

Wholesaling questions for Chesapeake

How do you wholesale real estate in Chesapeake?

First of all, find a motivated seller through probate, pre-foreclosure, or absentee-owner leads. Then sign a contract at a discount, and finally assign it to a cash buyer for a fee.

Is wholesaling legal in Virginia?

Wholesaling is legal in most states, but the rules vary. For example, some states require disclosures or a license for certain activities, so have a Virginia real estate attorney review your contracts.

How much can you make wholesaling in Chesapeake?

Assignment fees vary by deal. For instance, a fee of about 3% on a home priced near the Chesapeake median of $430,000 would be roughly $13,000.

Which Chesapeake ZIP codes have the lowest entry prices?

Among the ZIP codes in this guide, the lowest median listing prices are in 23324 (Chesapeake) at $319,000, 23325 (Chesapeake) at $356,950, and 23320 (Chesapeake) at $430,000, based on Realtor.com data from October 2026.

Where do Chesapeake foreclosures come from?

Most start with missed mortgage payments, so pre-foreclosure filings appear months before an auction. As a result, investors who reach owners early can buy before the home is listed.

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