Short Term Rental

Winter Haven, FL Short Term Rental Properties for Sale

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Auburndale, FL Eagle Lake, FL Lake Alfred, FL Bartow, FL Lakeland, FL Haines City, FL Dundee, FL Lake Hamilton, FL
Duplex with Detached In-Law Suite
Updated: Jun 29
Duplex with Detached In-Law Suite

113 AVENUE C SE, Winter Haven, FL 33880

$324,900
1,392 sqft 0.13 AC lot
Two dwellings on a single 0.13‑acre parcel
3‑bedroom, 1‑bath main home plus detached 1‑bedroom, 1‑bath suite
Detached suite includes a private entrance, separate address, and alley access
Property size: 1,392 Square Feet
Roofs and A/C systems replaced within the last 3‑5 years
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Income Property with In-Law Suites
Updated: Feb 15, 2025
Income Property with In-Law Suites

1075 8TH NW STREET, Winter Haven, FL 33881

$480,000
1,985 sqft
Income‑generating property with two separate in‑law suites, each with private entrances.
Huge lot with potential for an Auxiliary Dwelling Unit (ADU) - professional plans drafted.
Recently updated mechanically: roof (4 years old), PEX piping, electric panels, windows, and exterior doors.
Includes a pool.
Main house: 2 bedrooms, 1 bathroom.
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Waterfront Short-Term Rental Property
Waterfront Short-Term Rental Property

2600 West Lake Eloise Drive, Winter Haven, FL 33884

$3,500,000

Multi-use waterfront property with vacation rental, RV, and boat slip components on Lake Eloise.

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See what stands out in Polk County

We check every for-sale listing in the county against comparable properties across the country. Most price about where you would expect. A few are worth a second look.

We check every listing here. A few are worth a second look.

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Based on your search, we've compiled 7 Potential Opportunities for your consideration. Besides 3 Active listings in Winter Haven, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Renovated Duplex with Private Patios
Renovated Duplex with Private Patios

907 N WABASH AVE, Lakeland, FL 33815

$279,000
1,480 sqft 0.20 AC lot

Two residences share a 0.2-acre parcel with separate outdoor spaces, expansive driveway parking, and current short-term rental use.

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Two-Home Short-Term Rental Property
Two-Home Short-Term Rental Property

907 N Wabash Ave, Lakeland, FL 33815

$279,000
1,480 sqft

Two fully renovated homes on one lot, each with private patio space and separate indoor layouts.

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Three-Story Eight-Unit Apartment Building
Three-Story Eight-Unit Apartment Building

183 PEGASUS Street, Davenport, FL 33837

$4,654,000
17,600 sqft 0.05 AC lot

New construction offers townhome-style residences with contemporary interiors and access to a broad resort-oriented amenity package.

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Bulk Lot Package in Gated Resort
Bulk Lot Package in Gated Resort

1267 BUTTERFLY ORCHID Road, Davenport, FL 33837

$150,000
0.26 AC lot

Bulk package of 27 residential lots within Watersong Resort, featuring two lot sizes for single-family development.

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Winter Haven, FL Short Term Rental Properties Market Trends and Statistics

Explore 3 short term rental properties for sale in Winter Haven, FL, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 3,377 square feet of properties for sale, with an estimated market value of $4,304,900.

Sale prices for short term rental properties in Winter Haven, FL start at $324,900, averaging $1,434,966, and reaching up to $3,500,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Duplexes 12
Apartment buildings 4
Quadplexes 3
Short term rental properties 3
Mobile home & RV parks 2

Demographics Overview

Population 118K
Population Growth (5Y) +11.0%
Median Household Income $60,060
College Educated 12.2%

High-Yield Neighborhoods for Investment

Identify Winter Haven submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood Average Price
33880 $324.9K
33884 $3.5M

Taxes & Financing

Tax Rate (average for all types) 1.60%
Property Tax per SF $26.84 per SF
Tax Rate vs County Average 0.03 pp above county avg
Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Polk County

New Delisted

Total CRE Inventory on Market (SF)

Average Property Price per SF

For-sale pricing trends across core commercial property types in Polk County

Residential Income

Property Size Breakdown

The majority of commercial real estate listings in Winter Haven fall within the 100,000+ square foot range.

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