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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 15+ datapoints.

Winter Haven, FL Mid-Term Rental Investment Snapshot

Based on 15+ mid-term rental datapoints

Median Cap Rate

6.6%

Avg Cash on Cash

0.7%

Median Cashflow

$59/mo

Avg Rent Estimate

$2,877/mo

Avg Price

$284,113

Price Range

$221,000 - $349,000

Rent to Price

1.01%

strong ratio

Positive Cashflow

60%

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 15+ analyzed datapoints, early metrics suggest opportunity to enter before MTR inventory matures. Current average cash-on-cash returns sit at 0.7%.

Across 15+ analyzed properties, Winter Haven, FL mid-term rental investments show a median monthly cashflow of $59 with average furnished rent estimates of $2,877/month. These figures reflect real property data, not projections.

146 Kings Pond Ave, Winter Haven, FL 33880

Price

$250,100

Rent

$2,598

CachFlow

$132

CoC

2.25

Full Analysis

908 Lake Jessie Dr, Winter Haven, FL 33881

Price

$305,200

Rent

$2,499

CachFlow

-$325

CoC

-4.75

Full Analysis

1540 N Lake Mirror Dr NW, Winter Haven, FL 33881

Price

$950,000

Rent

$3,456

CachFlow

-$3,308

CoC

-18.25

Full Analysis

329 Lake Daisy Loop, Winter Haven, FL 33884

Price

$324,200

Rent

$2,559

CachFlow

-$366

CoC

-5.1

Full Analysis

8 Saint Kitts Cir, Winter Haven, FL 33884

Price

$260,400

Rent

$2,607

CachFlow

$244

CoC

4.03

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
  • 60% positive cashflow rate means roughly half properties are cash-flow positive
  • Moderately priced market with properties from $221,000 to $349,000
  • Early-stage market data — revisit as more properties are analyzed for stronger signals

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