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    Winter Garden, FL
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    Winter Garden, FL Short Term Rental Properties for Sale

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    Oakland, FL Orlando, FL Eustis, FL Montverde, FL Ocoee, FL Windermere, FL Clermont, FL Gotha, FL
    6 properties
    Furnished Condo in Winter Garden
    Updated: Mar 24
    Furnished Condo in Winter Garden

    14200 AVALON Rd 411, Winter Garden, FL 34787

    $259,000
    0.03 AC lot
    Fully furnished 3‑bedroom, 2‑bathroom condominium, ready for immediate occupancy as a turnkey investment or personal residence.
    Enjoy resort‑style amenities including a pool, spa, fitness center, private theater, and covered garage parking.
    Prime location minutes from Walt Disney World, shopping, dining, and entertainment.
    HOA covers cable, internet, water, sewer, trash, security, and covered garage parking.
    Primary suite with walk‑in closet, stand‑up shower, separate soaking tub, and private patio access.
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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

    $215,000
    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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    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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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    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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    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.

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    Based on your search, we've compiled 10 Potential Opportunities for your consideration. Besides 6 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.

    Furnished Condominium with Screened Porch
    Furnished Condominium with Screened Porch

    10301 US HIGHWAY 27 #192, Clermont, FL 34711

    $125,000
    500 sqft

    Furnished 2-bedroom, 1-bath condo with a screened porch and a brand-new 2025 roof.

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    RV Resort Lot with Utility Shed
    RV Resort Lot with Utility Shed

    2410 LIMEWOOD Avenue, Clermont, FL 34714

    $121,900
    0.06 AC lot

    RV lot in a gated resort community with a utility shed, washer, dryer, and utility sink.

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

    3251 SECRET LAKE Dr 1220, Kissimmee, FL 34747

    $367,900
    11.40 AC lot

    Condo-hotel in Kissimmee near Orlando theme parks, completion March 2027.

    View details
    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.

    View details

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

    Explore 6 short term rental properties for sale in Winter Garden, FL, showcased through 6 active listings on our real estate platform.

    Sale prices for short term rental properties in Winter Garden, FL start at $150,000, averaging $258,408, 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 9
    Duplexes 4
    Triplexes 1

    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 $258.4K

    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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