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REI Lense

Winter Haven, FL Mid-Term Rental Analysis

Analyze rental property cap rates, cash-on-cash returns, and cashflow for mid-term rental investments in Winter Haven, FL. Based on 10+ datapoints.

Winter Haven, FL Mid-Term Rental Investment Snapshot

Based on 10+ mid-term rental datapoints

Median Cap Rate

6.6%

Avg Cash on Cash

1.3%

Median Cashflow

$59/mo

Avg Rent Estimate

$2,944/mo

Avg Price

$283,533

Price Range

$252,700 - $301,800

Rent to Price

1.04%

strong ratio

Positive Cashflow

64%

of analyzed properties

Recent real estate investor listings analysed as mid-term rental deals in Winter Haven, FL

Winter Haven, FL is an emerging mid-term rental market gaining attention from investors who want LTR-style stability with stronger furnished-rent premiums. With 10+ analyzed datapoints, early metrics suggest opportunity to enter before MTR inventory matures. Current average cash-on-cash returns sit at 1.3%.

Across 10+ analyzed properties, Winter Haven, FL mid-term rental investments show a median monthly cashflow of $59 with average furnished rent estimates of $2,944/month. These figures reflect real property data, not projections.

136 Lake Ring Dr, Winter Haven, FL 33880

Price

$301,800

Rent

$2,853

CachFlow

$93

CoC

1.37

Full Analysis

3407 Fox Ridge St, Winter Haven, FL 33884

Price

$266,900

Rent

$2,928

CachFlow

$255

CoC

4.13

Full Analysis

3420 Avenue T NW, Winter Haven, FL 33881

Price

$221,000

Rent

$1,724

CachFlow

-$213

CoC

-3.97

Full Analysis

272 Arbuthnot St, Winter Haven, FL 33881

Price

$290,000

Rent

$2,925

CachFlow

-$18

CoC

-0.27

Full Analysis

256 Krenson Bay Loop, Winter Haven, FL 33881

Price

$297,100

Rent

$2,721

CachFlow

-$156

CoC

-2.33

Full Analysis
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Winter Haven, FL Mid-Term Rental Market Insights

  • Positive median cashflow of $59/month indicates most investors cover expenses
  • 6.6% median cap rate reflects a balanced risk-return profile
  • 64% positive cashflow rate means roughly half properties are cash-flow positive
  • Moderately priced market with properties from $252,700 to $301,800
  • Early-stage market data — revisit as more properties are analyzed for stronger signals

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