Groundwork

Real estate · County · Virginia

Real estate businesses in Winchester city, VA

Competitor counts, household spending and official business counts for real estate businesses in Winchester city, VA, set against other counties and the U.S.

Groundwork market score · out of 100

Score 20 out of 100: Low

Ranked #2,217 of 2,229 scored counties
#98 of 100 scored counties in Virginia

Listings
189
10 chain locations (5%)
Official establishments
49
+22.5% since 2019
Household spending a year
$165.4M
On rent and homeowner costs · $14,395 a household
Housing spending per listing (U.S. = 100)
20
80% below the U.S.
Listings per 10k households
164.5
4.3 times the U.S.
Population, 2025
28,272
+1.0% since 2020

See the real estate businesses around any address in Winchester city

The site report maps the real estate businesses on map listings near the address, by name and distance, and sizes the households and spending around it. Or open the report at the center of Winchester city. Signed out, you see a blurred preview; on an account, each report is one action.

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Survey estimates 2020–2024 · population estimates 2025 · official business counts 2023 · map listings September 2026 · Data credits · How we measure

What this means

For real estate businesses, Winchester city has a Groundwork market score of 20 (low): #2,217 of 2,229 scored counties and #98 of 100 scored counties in Virginia. That puts it in the bottom quarter of counties.

Household spending on rent and homeowner costs in Winchester city comes to about $165.4M a year: $14,395 per household, 14% below the U.S. average. Housing spending per office is 80% below the U.S. figure. The spending figure is all rent and homeowner costs, a measure of housing demand, not money real estate businesses take in.

Winchester city has 189 real estate businesses on map listings as of September 2026. Chain locations make up 5% of them, against 6% across the U.S. Per 10,000 households, that is 164.5, 4.3 times the U.S. rate of 38.5.

Official counts show 49 businesses with payroll classed as real estate agents, property managers, mortgage lenders and inspectors in Winchester city in 2023, up 22.5% from 2019. That is one for every 235 households, against one for every 414 across the U.S. Since fiscal 2022, 1 SBA-backed loan worth $441K has gone to businesses classed as real estate agents, property managers, mortgage lenders and inspectors in Winchester city. Population estimates put the population change in Winchester city from 2020 to 2025 at +1.0%, slower than the U.S. (+3.1%).

How Winchester city compares

The same measures for Virginia and the whole U.S. Housing spending per listing divides all rent and homeowner costs by the listings counted: a measure of housing demand for each business, not money any of them take in, so it is shown against the U.S. (100) only. Households per establishment divides households by the official count.

Real estate in Winchester city, VA compared with Virginia and the U.S.
MeasureWinchester cityVirginiaU.S.
Listings per 10k households164.541.038.5
Housing spending per listing (U.S. = 100)2095100
Households per official establishment235411414
Official establishment growth, 2019–2023+22.5%+16.8%+15.8%
Population growth, 2020–2025+1.0%+2.8%+3.1%
Spending per household on rent and homeowner costs$14,395$16,844$16,661
Median household income$63,974$93,170$80,734
Groundwork market score2040

Official counts and lending

Businesses

Official establishments, 2019 to 2023
40 → 49+22.5% over the period
Employees, 2023
142
Annual payroll, 2023
$7.4M
One-person businesses, 2023
153Businesses with no payroll
Map listings, September 2026
18910 chain locations
Listings at the U.S. rate for this spending
38The U.S. ratio of listings to household spending, applied here

SBA-backed loans since fiscal 2022

Loans
1
Amount
$441K

SBA-backed loans to businesses classed as real estate agents, property managers, mortgage lenders and inspectors in Winchester city, through June 2026, placed by the borrower’s ZIP code. Official establishments are businesses with payroll; the official counts leave out places with fewer than 3.

Population and households in Winchester city

Population, 2025 estimate
28,272+1.0% since 2020
Households
11,492
Median age
39.1
Homes lived in by their owners
44%
Vehicles per household
1.7
Land area
9 sq. mi.
People per square mile
3,035
Median household income
$63,974+8.8% vs. 2015–2019, before inflation
Average household income
$86,976
Median home value
$343,000
Jobs located here
27,462
Daytime population
42,088Residents who don’t work, plus everyone whose job is here

Looking at a specific site in Winchester city?

These figures cover the whole county. A site report draws rings around one address and counts what’s inside them: households, spending, jobs, and the real estate businesses on map listings by name and distance.

Or open the report at the center of Winchester city. Signed out, you see a blurred preview; on an account, each report is one action.

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Real estate across Virginia

Every Virginia market ranked →

The highest-scoring counties in Virginia for real estate businesses, numbered among those based in Virginia, with Winchester city marked.

Top counties in Virginia

Counties in Virginia ranked for real estate businesses by Groundwork market score
MarketScoreListingsPer 10k householdsHousing spending per listing (U.S. = 100)Population growthU.S. rank
1Caroline County, VA851613.3275+11.3%#9 of 2,229
2Prince George County, VA7997.0523+2.0%#34 of 2,229
3King William County, VA7968.2444+9.5%#37 of 2,229
4Rockingham County, VA78268.0448+6.6%#47 of 2,229
5Frederick County, VA783610.2384+8.8%#50 of 2,229
6Greene County, VA7767.5508+6.6%#63 of 2,229
7Fluvanna County, VA761211.6328+6.2%#83 of 2,229
8Madison County, VA73712.8284+2.7%#142 of 2,229
9Southampton County, VA7157.3457+0.9%#173 of 2,229
10Amherst County, VA711411.0300+2.1%#185 of 2,229
98Winchester city, VA20189164.520+1.0%#2,217 of 2,229

Other business types in Winchester city

Each with its Groundwork market score here, out of 100, where it has one.

Questions

How many real estate businesses are in Winchester city, VA?

Map listings as of September 2026 show 189 real estate businesses in Winchester city. 10 of them (5%) are chain locations. The listings count real estate agents and brokers, property managers, mortgage brokers and lenders, and home inspectors. Official counts show 49 businesses with payroll classed as real estate agents, property managers, mortgage lenders and inspectors in 2023, up 22.5% from 2019. Another 153 one-person businesses have no payroll, by official counts.

How much do households in Winchester city, VA spend on rent and homeowner costs?

About $165.4M a year, or $14,395 per household. That is 14% below the U.S. average (an index of 86, where 100 is the U.S. average). For the 189 real estate businesses on map listings, housing spending per office is 80% below the U.S. figure. That figure is all rent and homeowner costs, used as a measure of housing demand; it is not money real estate businesses take in. It is estimated from the incomes of the 11,492 households in Winchester city and national spending patterns by income.

How does Winchester city, VA compare with the U.S. for real estate businesses?

Winchester city has 164.5 real estate businesses per 10,000 households, 4.3 times the U.S. rate of 38.5. The index of housing spending per office is 20, where 100 is the U.S. At the U.S. ratio of real estate businesses to household spending, Winchester city would have about 38, against 189 on map listings. There is one business with payroll in the industry for every 235 households, against one for every 414 across the U.S. The official count rose 22.5% from 2019 to 2023, against +15.8% for the U.S.

How fast is Winchester city, VA growing?

Population estimates put Winchester city at 28,272 people in 2025, up 1.0% since 2020, slower than the U.S. (+3.1%). It has 11,492 households. Median household income in Winchester city is $63,974, 21% below the U.S. median of $80,734. Against the 2015–2019 survey, the median rose 8.8%, before inflation.

What is the Groundwork market score?

The Groundwork market score runs from 0 to 100 and compares a market with others of its kind for one business type: states with states, metro areas with metro areas, small-town markets and counties with their own. It weighs household spending per competitor (35%), households per business with payroll (25%), population growth (20%) and spending power (20%), each ranked against those peers. A higher score means that, taken together, the market has more household spending and more households for each business already there, faster population growth and more spending per household than similar markets. It describes a market, not any one site or deal. Winchester city scores 20 for real estate businesses (low), #2,217 of 2,229 scored counties.

How can I see the market around a specific site?

Run a Groundwork site report on an address in Winchester city. It maps the real estate businesses on map listings near the site and sizes the households and spending within the distance you choose. New accounts get 10 actions over 3 days, no card.

How the score works · Top markets for real estate businesses · All 56 business types in Winchester city

Screening a site or an acquisition in Winchester city?

A site report maps the competitors on map listings near an address and sizes the households and spending around it.

The button opens the report at the center of Winchester city. Signed out, you see a blurred preview; on an account, each report is one action.

This product uses the Census Bureau Data API but is not endorsed or certified by the Census Bureau.

Figures are estimates for research only. Not investment or real estate advice.