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    Winter Garden, FL
    Residential Income

    Winter Garden, FL Residential Income Properties for Sale

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    10 properties
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    Income-Producing Duplex
    Updated: Aug 20
    Income-Producing Duplex

    208 3RD Street, Winter Garden, FL 34787

    $435,000
    1,750 sqft 0.22 AC lot
    Eight rooms currently rented
    Approximately 0.22 acres with a 75' x 125' lot
    1,750 SF residential property built in 1925
    More than 9,500 SF of land area
    R‑2 zoning with no HOA
    View details
    Land, WINTER GARDEN, FL
    Updated: Sep 7
    Land, WINTER GARDEN, FL

    144 TILDENVILLE SCHOOL Road, Winter Garden, FL 34787

    $899,900
    1.12 AC lot
    View details
    Land, WINTER GARDEN, FL
    Land, WINTER GARDEN, FL

    208 3RD Street, Winter Garden, FL 34787

    $435,000
    0.22 AC lot

    Single family properties · 0.22 Acres

    View details
    See what stands out in Orange 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.

    Cap Rate available after sign in
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    Local Demand available after sign in
    Fenced Duplex Property
    Fenced Duplex Property

    208 3RD STREET, Winter Garden, FL 34787

    $435,000
    1,750 sqft 0.22 AC lot

    Eight occupied rooms support an established residential income operation with city utilities and R-2 zoning.

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    Upgraded Duplex in Guard-Gated Community
    Upgraded Duplex in Guard-Gated Community

    15819 GEM VIEW Street, Winter Garden, FL 34787

    $400,000
    1,574 sqft 0.09 AC lot

    Bright, low-maintenance residence with elevated finishes, private outdoor living, and access to 55+ recreational amenities.

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    Renovated Triplex With Oversized Lot
    Renovated Triplex With Oversized Lot

    721 FOSTER, Winter Garden, FL 34787

    $699,000

    Fully occupied units offer individually metered electricity and tenant-paid utilities.

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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Turnkey Top-Floor Condo Retreat
    Turnkey Top-Floor Condo Retreat

    14200 AVALON Rd 411, Winter Garden, FL 34787

    $259,000

    Professionally renovated, fully furnished top-floor 2BR/2BA condo with elevator access and a screened balcony.

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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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    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 27 Potential Opportunities for your consideration. Besides 10 Active listings in Winter Garden, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 9 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

    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.

    View details
    Duplex with Private Yards
    Duplex with Private Yards

    821 SLEEPY HARBOUR DRIVE, Ocoee, FL 34761

    $499,000
    1,964 sqft

    Duplex offers two units with private fenced yards, screened lanais, individual garages, and separate water and electric meters.

    View details
    Ocoee Multifamily Investment Opportunity
    Ocoee Multifamily Investment Opportunity

    524 DOUGLAS EDWARD Dr, Ocoee, FL 34761

    $640,000
    0.19 AC lot

    Multifamily property for sale in Ocoee, Florida.

    View details
    Pondside RV Lot
    Pondside RV Lot

    20285 Highway 27, Unit 21, Clermont, FL 34715

    $135,000

    Paved homesite with full utility hookups in a gated 55+ resort community.

    View details

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    Waterfront Land with Lake Frontage
    Waterfront Land with Lake Frontage

    12418 PARK Avenue, Windermere, FL 34786

    $4,395,000
    1.00 AC lot

    R-CE-C zoned lakefront lot with public water and septic needed, featuring seawall and gated-enclave access on Lake Butler.

    View details
    75.6 Acres in Horizon West
    75.6 Acres in Horizon West

    8050 Avalon Road, Winter Garden, FL 34787

    Contact for pricing
    75 sqft 75.60 AC lot

    Land in Horizon West area of Orange County for sale.

    View details
    Lakefront Estate Home Lot
    Lakefront Estate Home Lot

    10948 DOWN PARK Lane, Windermere, FL 34786

    $1,545,000
    2.12 AC lot

    Vacant 2.12-acre lot in a private, gated enclave of four estate properties with pond frontage and two fountains.

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    Downtown Winter Garden Vacant Land
    Downtown Winter Garden Vacant Land

    47 OAK St, Winter Garden, FL 34787

    $550,000
    0.38 AC lot

    16,338 sq. ft. vacant lot in downtown Winter Garden.

    View details

    Off-Market Properties in Winter Garden, FL

    Consider similar Off-Market properties in Winter Garden, FL. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    252 Ctr St
    BOARDING/ROOMING HOUSE

    252 Ctr St, Winter Garden, FL 34787-3221

    Estimated value:
    $325,000
    2,088 sqft 0.34 AC lot
    View details
    Seidel Rd
    CAMPGROUND, RV PARK

    Seidel Rd, Winter Garden, FL 34787

    Estimated value:
    $1,735,000
    1,088 sqft 235.08 AC lot
    View details
    14501 Grv Resort Ave
    Multifamily properties

    14501 Grv Resort Ave, Winter Garden, FL 34787

    Estimated value:
    by Request
    1,375 sqft
    View details
    17999 Old Ymca Rd
    Land

    17999 Old Ymca Rd, Winter Garden, FL 34787

    Estimated value:
    by Request
    44.25 AC lot
    View details
    17802 Old Ymca Rd
    Land

    17802 Old Ymca Rd, Winter Garden, FL 34787

    Estimated value:
    by Request
    101.00 AC lot
    View details
    14320 Avalon Rd
    Multifamily properties

    14320 Avalon Rd, Winter Garden, FL 34787

    Estimated value:
    by Request
    18.19 AC lot
    View details
    Old Ymca Rd
    Farms

    0 Old Ymca Rd, Winter Garden, FL 34714

    Estimated value:
    by Request
    160.00 AC lot
    View details
    621 Beulah Rd
    Farms

    621 Beulah Rd, Winter Garden, FL 34787

    Estimated value:
    by Request
    6.11 AC lot
    View details
    801 Klondike St
    BOARDING/ROOMING HOUSE

    801 Klondike St, Winter Garden, FL 34787-3222

    Estimated value:
    $370,000
    2,214 sqft 0.09 AC lot
    View details

    Winter Garden, FL Residential Income Properties Market Trends and Statistics

    Explore 19 residential income properties for sale in Winter Garden, FL, showcased through 10 active listings on our real estate platform. These investment opportunities span a total of 5,074 square feet of properties for sale, with an estimated market value of $4,389,350.

    Sale prices for residential income properties in Winter Garden, FL start at $150,000, averaging $438,935, and reaching up to $899,900 — 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

    Multifamily properties 10
    Short term rental properties 6
    Duplexes 3
    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 $359.5K

    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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