Short Term Rental

Winter Garden, FL Short Term Rental Properties for Sale

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Turnkey Top-Floor Condo Retreat
Updated: Jun 3
Turnkey Top-Floor Condo Retreat

14200 AVALON Rd 411, Winter Garden, FL 34787

$259,000
Professionally renovated, fully furnished top‑floor 2‑bedroom, 2‑bath condo in a condominium community built in 2008
More than 1,200 sq ft with a split‑bedroom layout and crown molding, upgraded lighting, and modern hardware
Kitchen features 42‑inch white cabinetry and stainless steel appliances; luxury vinyl plank flooring flows throughout
In‑unit washer and dryer included; primary suite has a king bed, walk‑in closet, garden tub, and en‑suite bath
Second bedroom includes two queen beds and a 55‑inch Samsung LED TV with direct access to a full bath
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Studio Condo at Grove Resort
Updated: Nov 28, 2025
Studio Condo at Grove Resort

15695 GROVE RESORT Ave 4417, Winter Garden, FL 34787

$150,000
Access to Surfing Water Park and Wave Pool
Located within The Terraces at the Grove Resort & Water Park
Minutes from Disney World
Boutique/Hotel Accommodations
Enjoy the Secluded Infinity Pool with Poolside Bar
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Spacious Condo Near Disney World
Spacious Condo Near Disney World

14501 GROVE RESORT Ave 3538, Winter Garden, FL 34787

$351,450
0.04 AC lot

Turnkey 3-bedroom condo at Grove Resort, near Disney World.

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Luxury Vacation Rental at Grove
Luxury Vacation Rental at Grove

14501 Grove Resort Ave 3205, Winter Garden, FL 34787

$325,000
0.04 AC lot

Fully furnished 2-bedroom condo with resort amenities near Disney.

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Based on your search, we've compiled 8 Potential Opportunities for your consideration. Besides 4 Active listings in Winter Garden, 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.

One-Bedroom Short-Term Rental Condo
One-Bedroom Short-Term Rental Condo

8303 PALM PARKWAY #318, Orlando, FL 32836

$140,000
547 sqft

A compact condo near Orlando’s theme parks, shopping, dining, and entertainment destinations.

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Turnkey One-Bedroom Income Units
Turnkey One-Bedroom Income Units

8303 PALM Pkwy, Orlando, FL 32836

$329,000

Three deeded one-bedroom short-term rental units with furnished, remodeled interiors and a transfer of 4 years remaining on a lease.

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AMBAR Orlando Residences Condo-Hotel
AMBAR Orlando Residences Condo-Hotel

3251 SECRET LAKE Dr 1220, Kissimmee, FL 34747

$367,900

Luxury condo-hotel near Orlando theme parks with rental program.

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Remodeled Condo-Hotel Unit Near Parks
Remodeled Condo-Hotel Unit Near Parks

3000 MAINGATE Ln 212, Kissimmee, FL 34747

$49,900

Turn-key, renovated condo-hotel unit with amenities and convenient location.

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

Explore 4 short term rental properties for sale in Winter Garden, FL, showcased through 4 active listings on our real estate platform.

Sale prices for short term rental properties in Winter Garden, FL start at $150,000, averaging $271,362, and reaching up to $351,450 — 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

Short term rental properties 6
Duplexes 4

Demographics Overview

Population 93K
Population Growth (5Y) +43.8%
Median Household Income $114,988
College Educated 22.6%

High-Yield Neighborhoods for Investment

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

Neighborhood Average Price
34787 $271.4K

Taxes & Financing

Tax Rate (average for all types) 1.71%
Property Tax per SF $9.76 per SF
Tax Rate vs County Average 0.16 pp above county avg
Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Orange County

New Delisted

Total CRE Inventory on Market (SF)

Property Size Breakdown

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

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