REI Lense

REI Lense

Winter Haven, FL Short-Term Rental / Airbnb Analysis

Analyze rental property cap rates, cash-on-cash returns, and cashflow for short-term rental / airbnb investments in Winter Haven, FL. Based on 15+ datapoints.

Winter Haven, FL Short-Term Rental / Airbnb Investment Snapshot

Based on 15+ short-term rental / airbnb datapoints

Median Cap Rate

4.6%

Avg Cash on Cash

-6.3%

Median Cashflow

-$350/mo

Avg Rent Estimate

$3,125/mo

Avg Price

$364,700

Price Range

$215,000 - $782,800

Rent to Price

0.86%

okay ratio

Positive Cashflow

36%

of analyzed properties

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

Winter Haven, FL is a premium short-term rental market where property values drive long-term wealth. While cap rates are modest at 4.6%, the mid-to-upper tier property prices reflect strong underlying demand. STR investors here typically benefit from appreciation alongside rental income.

Across 15+ analyzed properties, Winter Haven, FL STR investments show a median monthly cashflow of -$350 with an average estimated nightly-rate-adjusted revenue of $3,125/month. These figures reflect real property data, not projections.

220 Ruby Lake Ln, Winter Haven, FL 33884

Price

$782,800

Rent

$5,174

CachFlow

-$2,117

CoC

-13.48

Full Analysis

131 Ruby Lake Dr, Winter Haven, FL 33884

Price

$375,000

Rent

$3,593

CachFlow

-$536

CoC

-6.65

Full Analysis

4401 Mahogany Run, Winter Haven, FL 33884

Price

$288,600

Rent

$3,300

CachFlow

$50

CoC

0.76

Full Analysis

3832 Traditions Blvd N, Winter Haven, FL 33884

Price

$250,000

Rent

$3,954

CachFlow

$52

CoC

0.89

Full Analysis

5840 Grey Heron Dr, Winter Haven, FL 33881

Price

$252,700

Rent

$2,513

CachFlow

-$355

CoC

-5.99

Full Analysis
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Winter Haven, FL Airbnb Market Insights

  • Median cashflow is -$350/month — careful deal selection is essential here
  • 4.6% median cap rate is typical of appreciation-focused markets
  • At 36% positive cashflow rate, Winter Haven, FL requires selective property picks
  • Mid-to-upper tier market with properties from $215,000 to $782,800
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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