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Market MapConnecticutWindham

Windham County

Connecticut
61
/100
Hold
#295 of 1,000 counties
#3 in Connecticut (8 counties)
Analysis by RentalCalcs Research·Independent data + algorithm-driven scoring
Updated May 18, 2026Sources: Zillow ZHVI, Zillow ZORI, US Census ACS, Tax Foundation

Market Snapshot

$369,562
Median Home Price
58% above national median
$1,810/mo
Median Rent
20% above national median
5.88%
Rent-to-Price Ratio
Top 51% nationally
-$761
Est. Monthly Cash Flow
With 20% down at 6.9% rate

Scenario comparison

Same $1,810/mo rent assumption, 20% down, 6.85% rate. What changes is the acquisition price.
ScenarioPurchase priceMonthly cash flowCap rateCash-on-cash
75% of median
value-add or distressed
$277,172-$277/mo5.1%-5.2%
Median
typical MLS deal
$369,562-$761/mo3.8%-10.7%
125% of median
newer / premium
$461,953-$1,245/mo3.1%-14.1%

Price History

Historical data from Zillow ZHVI/ZORI

Quick Investment Calculator

20%
5%50%100%

Purchase

Purchase Price$369,562
Down Payment (20%)$73,912
Loan Amount$295,650
Interest Rate6.85%

Monthly Cash Flow

Gross Rent+$1,810
Monthly P&I-$1,937
Est. Expenses (35%)-$634
Net Cash Flow-$761/mo
3.8%
Cap Rate (all cash)
-10.7%
Cash-on-Cash Return
5.88%
Rent-to-Price Ratio
Negative leverage: At 6.85% rates, borrowing costs exceed the 3.8% cap rate. All-cash buyers may see better returns.

* Based on county median values. 35% expenses include taxes, insurance, maintenance, vacancy, and property management. Actual results vary by property.

Run Full AnalysisTry House Hack Strategy

Score Breakdown

Overall Investment Score
61/100
61
Cash Flow(30%)
58/100

Based on 5.88% rent-to-price ratio. Higher ratios indicate stronger cash flow potential.

Appreciation(25%)
84/100

Based on 4.3% YoY price growth. Moderate growth (3-8%) scores highest.

Stability(25%)
50/100

Population data not available.

Affordability(20%)
51/100

Based on price relative to estimated local incomes.

Scores are calculated using real Zillow home value and rent data, Census population data, and economic indicators. The weighted average produces the overall investment score. Markets with missing rent data use estimated values based on regional averages.

Investment Outlook

Strengths

  • +Complete rent data available

Challenges

  • -Negative cash flow at typical financing (-$761/mo)
  • -Negative leverage (cap rate 3.8% < mortgage rate 6.9%)

Economic Indicators

Population
—
Data pending
Median Income
—
Data pending
Unemployment Rate
—
Data pending
Price-to-Income
—
Data pending

Who this market fits

Best for
  • +Patient holders willing to accept negative carry for equity gains
  • +All-cash buyers: removing debt service flips the cap rate to actual yield
Skip if
  • −You need positive cash flow on day one at typical leverage
  • −You can't tolerate negative leverage (cap rate below mortgage rate today)

Compare to Nearby Counties

CountyVerdict
HartfordCT
62$365,622$1,8326.01%BuyView
TollandCT
62$385,938$2,0836.48%BuyView
CurrentWindhamCT
61$369,562$1,8105.88%Buy
New HavenCT
60$386,137$1,9386.02%BuyView
New LondonCT
58$400,408$1,8045.41%HoldView
LitchfieldCT
56$406,501$1,8095.34%HoldView

The Bottom Line

HoldWindham scores well overall, but a typical leveraged buy-and-hold loses $761/mo at current rates. Consider house hacking, value-add, or all-cash; otherwise a worse score with positive cash flow may be the better deal.

Windham County in Connecticut scores 61/100, ranking #295 of 1,000 US counties (top 39%). At 20% down and current rates, a median-priced rental loses about $761/month; the 5.88% gross rent-to-price ratio doesn't survive debt service. The thesis here is appreciation, value-add, house hacking, or all-cash.

Monthly Cash Flow
$-761/mo
Cap Rate
3.8%
Cash-on-Cash
-10.7%

Related markets

Markets like Windham with stronger cash flow

  • Tolland County for cash-flow rentals
  • New Haven County for cash-flow rentals
  • Hartford County for cash-flow rentals

Cheaper alternatives to Windham

  • Hartford County, lower entry price

Head-to-head comparisons

  • Windham vs Hartford for rentals
  • Windham vs New Haven for rentals
  • Windham vs Tolland for rentals
All counties in Connecticut →

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