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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 20+ datapoints.

Winter Haven, FL Mid-Term Rental Investment Snapshot

Based on 20+ mid-term rental datapoints

Median Cap Rate

6.7%

Avg Cash on Cash

0.9%

Median Cashflow

$76/mo

Avg Rent Estimate

$2,942/mo

Avg Price

$296,545

Price Range

$221,000 - $410,000

Rent to Price

0.99%

okay 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 20+ analyzed datapoints, early metrics suggest opportunity to enter before MTR inventory matures. Current average cash-on-cash returns sit at 0.9%.

Across 20+ analyzed properties, Winter Haven, FL mid-term rental investments show a median monthly cashflow of $76 with average furnished rent estimates of $2,942/month. These figures reflect real property data, not projections.

321 Squires Grove Dr, Winter Haven, FL 33880

Price

$229,900

Rent

$2,670

CachFlow

$326

CoC

5.9

Full Analysis

4840 Old Lucerne Park Rd, Winter Haven, FL 33881

Price

$410,000

Rent

$3,000

CachFlow

-$407

CoC

-4.69

Full Analysis

265 Majestic Gardens Ln, Winter Haven, FL 33880

Price

$303,700

Rent

$3,122

CachFlow

$42

CoC

0.62

Full Analysis

2408 Avenue A Ter NW, Winter Haven, FL 33880

Price

$260,400

Rent

$3,076

CachFlow

$328

CoC

5.42

Full Analysis

6 Golfview Cir NE, Winter Haven, FL 33881

Price

$349,900

Rent

$3,460

CachFlow

$94

CoC

1.23

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

  • Positive median cashflow of $76/month indicates most investors cover expenses
  • 6.7% median cap rate reflects a balanced risk-return profile
  • 64% positive cashflow rate means roughly half properties are cash-flow positive
  • Mid-to-upper tier market with properties from $221,000 to $410,000
  • Early-stage market data — revisit as more properties are analyzed for stronger signals

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