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    Winter Garden, FL
    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 409, Winter Garden, FL 34787

    $232,000
    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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    Grove Resort Furnished Rental Unit
    Updated: Nov 28, 2025
    Grove Resort Furnished Rental Unit

    14501 GROVE RESORT Ave 3137, Winter Garden, FL 34787

    $309,000
    0.04 AC lot
    Turn‑key, fully furnished investment property.
    Access to EXTENSIVE AMENITIES at the Grove Resort and Waterpark, including multiple pools and a waterpark.
    Short‑term rental complex with income‑generating potential.
    Full‑service concierge and 24‑hour security.
    Complimentary shuttle service to Walt Disney World, Universal Studios, and SeaWorld.
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    Turn-Key Resort Investment Opportunity
    Turn-Key Resort Investment Opportunity

    14501 GROVE RESORT Ave 3329, Winter Garden, FL 34787

    $309,000
    0.04 AC lot

    Fully furnished short-term rental with resort amenities and income potential.

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    Furnished Condo-Hotel Near Disney
    Furnished Condo-Hotel Near Disney

    14501 GROVE RESORT Ave 2602, Winter Garden, FL 34787

    $299,000
    0.04 AC lot

    Fully furnished 3-bedroom condo-hotel with resort amenities near Orlando.

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    Resort with Waterpark Amenities
    Resort with Waterpark Amenities

    14501 GROVE RESORT Ave 3134, Winter Garden, FL 34787

    $309,000
    0.04 AC lot

    Turn-key short term rental with resort amenities near Disney.

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    Turn-Key Short Term Rental
    Turn-Key Short Term Rental

    14501 GROVE RESORT Ave 3229, Winter Garden, FL 34787

    $309,000
    0.04 AC lot

    Fully furnished short term rental with resort amenities.

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    Luxury Condo Near Disney
    Luxury Condo Near Disney

    14501 GROVE RESORT Ave 2607, Winter Garden, FL 34787

    $250,000
    0.04 AC lot

    Elegant, fully furnished condo with resort amenities near Disney.

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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

    $332,500
    0.04 AC lot

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

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    Studio Condo at Grove Resort
    Studio Condo at Grove Resort

    15695 GROVE RESORT Ave 4417, Winter Garden, FL 34787

    $150,000

    Studio condo with water park access near Disney World.

    View details
    Based on your search, we've compiled 14 Potential Opportunities for your consideration. Besides 10 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.

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

    8303 PALM Pkwy, Orlando, FL 32836

    $500,000

    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 1214, Kissimmee, FL 34747

    $449,900
    11.40 AC lot

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

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    Orlando Condo Near Theme Parks
    Orlando Condo Near Theme Parks

    8303 PALM Pkwy 208, Orlando, FL 32836

    $145,000

    Furnished 1-bedroom condo, excellent short-term rental opportunity near Disney.

    View details
    Furnished Condo Near Disney
    Furnished Condo Near Disney

    8713 SW ROCKINGHAM TERRACE D, Kissimmee, FL 34747

    $250,000
    1,157 sqft 0.17 AC lot

    Fully furnished 2-bed, 2-bath condo near Disney and restaurants.

    View details

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

    Explore 10 short term rental properties for sale in Winter Garden, FL, showcased through 10 active listings on our real estate platform. These investment opportunities span a total of 0 square feet of properties for sale, with an estimated market value of $3,030,850.

    Sale prices for short term rental properties in Winter Garden, FL start at $150,000, averaging $275,531, 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 13

    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 $249.3K

    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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