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 10+ datapoints.

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

Based on 10+ short-term rental / airbnb datapoints

Median Cap Rate

5.1%

Avg Cash on Cash

-6.1%

Median Cashflow

-$276/mo

Avg Rent Estimate

$2,841/mo

Avg Price

$338,164

Price Range

$215,000 - $590,200

Rent to Price

0.84%

okay ratio

Positive Cashflow

30%

of analyzed properties

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

Winter Haven, FL is an emerging short-term rental market with growing investor interest. With 10+ datapoints analyzed so far, early metrics suggest opportunity for Airbnb investors willing to enter before the market matures. Current average cash-on-cash returns sit at -6.1%.

Across 10+ analyzed properties, Winter Haven, FL STR investments show a median monthly cashflow of -$276 with an average estimated nightly-rate-adjusted revenue of $2,841/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 -$276/month — careful deal selection is essential here
  • 5.1% median cap rate reflects a balanced risk-return profile
  • At 30% positive cashflow rate, Winter Haven, FL requires selective property picks
  • Mid-to-upper tier market with properties from $215,000 to $590,200
  • Early-stage market data — revisit as more properties are analyzed for stronger signals

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