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    Winter Park, FL
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    Winter Park, FL Duplexes for Sale

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    End-Unit Duplex with Tenant
    Updated: Jul 8
    End-Unit Duplex with Tenant

    3360 ROYAL Street, Winter Park, FL 32792

    $179,900
    981 sqft 0.18 AC lot
    2‑bedroom home with a 1.5 Jack‑and‑Jill bathroom layout
    End unit on a dead‑end street with a huge cul‑de‑sac lot
    Tenant occupied with lease through 2/28/2027; do not disturb tenant
    Built in 1983 with block construction and shingle roof
    Central heating and central air; living room/dining room combo
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    This listing looks promising.

    Here's a quick look at some key insights for

    3360 ROYAL Street, WINTER PARK, FL 32792

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    • Est. Cap Rate

      7.3%
      Above avg (5.9%)

    • Est. NOI

      $13K
      Annual

    • Price @ 7% Cap

      $187K
      Above asking

    • Property Type

      Duplex
      Built 1983
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    Duplex on Corner Lot
    Updated: Jul 15
    Duplex on Corner Lot

    901 HARMON Avenue, Winter Park, FL 32789

    $650,000
    1,277 sqft 0.13 AC lot
    Duplex built in 1957 with block construction and a corner‑lot setting
    New roof in 2024; new windows and exterior paint in 2026
    AC updated in 2024 and 2025 with central air and central electric heating
    Appliances include convection oven, dishwasher, disposal, microwave, and refrigerator
    Fenced with hurricane shutters and private entrance
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    Duplex with Two 3BR Units
    Duplex with Two 3BR Units

    726/720 N PENNSYLVANIA Avenue, Winter Park, FL 32789

    $1,185,999
    2,282 sqft 0.09 AC lot

    Two 3-bedroom, 2-bath units with fenced private patios and in-unit laundry, offered under R-2 zoning.

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    Two-Bedroom Duplex with Garage
    Two-Bedroom Duplex with Garage

    5806 MARBLE Court, Winter Park, FL 32792

    $289,000
    1,140 sqft 0.21 AC lot

    Well-maintained 2-bedroom, 2-bath duplex with a 1-car garage in a PUD setting, subject to HOA restrictions.

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    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Corner Lot Duplex With Updates
    Corner Lot Duplex With Updates

    901 HARMON AVENUE, Winter Park, FL 32789

    $650,000
    1,277 sqft

    Duplex on a corner lot with recent roof, window, exterior paint, and updated ACs.

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    Updated Duplex with Modern Systems
    Updated Duplex with Modern Systems

    751 WARRENTON Road, Winter Park, FL 32792

    $319,900
    1,196 sqft 0.17 AC lot

    Duplex in Winter Park with freshly updated interiors, updated kitchen and baths, and multiple recent system replacements.

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    End-Unit Residential Income Duplex
    End-Unit Residential Income Duplex

    3360 ROYAL STREET, Winter Park, FL 32792

    $179,900
    981 sqft

    Tenant-occupied end unit duplex on a dead-end street, requiring full rehab; no HOA.

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    Based on your search, we've compiled 11 Potential Opportunities for your consideration. Besides 7 Active listings in Winter Park, 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.

    Two-Home Property with Detached ADU
    Two-Home Property with Detached ADU

    3701 VIRGINIA Drive, Orlando, FL 32803

    $699,990
    2,044 sqft 0.19 AC lot

    Single-lot duplex-style setup includes a detached 1-bedroom, 1-bath ADU plus an updated main residence.

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    Half Duplex Residential Income
    Half Duplex Residential Income

    7432 GOLDEN GLENN Court, Orlando, FL 32807

    $280,000
    953 sqft 0.13 AC lot

    Well-maintained 1/2 duplex with two bedrooms and two baths, with HOA covering front and back lawn maintenance.

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    Orlando Duplex Investment Opportunity
    Orlando Duplex Investment Opportunity

    5793 OLEANDER DRIVE, Orlando, FL 32807

    $425,000
    1,800 sqft

    Duplex with income potential near Orlando's key locations.

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    Renovated Half-Duplex with Modern Features
    Renovated Half-Duplex with Modern Features

    7534 GOLDEN GLENN DRIVE, Orlando, FL 32807

    $269,999
    953 sqft 0.13 AC lot

    Updated half-duplex with modern kitchen, flooring, and outdoor space.

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    Winter Park, FL Duplexes Market Trends and Statistics

    Explore 7 duplexes for sale in Winter Park, FL, showcased through 7 active listings on our real estate platform. These investment opportunities span a total of 9,134 square feet of properties for sale, with an estimated market value of $3,454,699.

    Sale prices for duplexes in Winter Park, FL start at $179,900, averaging $493,528, and reaching up to $1,185,999 — 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 7

    Demographics Overview

    Population 80K
    Population Growth (5Y) +2.4%
    Median Household Income $77,660
    College Educated 37.4%

    High-Yield Neighborhoods for Investment

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

    Neighborhood Average Price
    32789 $912K

    Taxes & Financing

    Tax Rate (average for all types) 1.38%
    Property Tax per SF $12.70 per SF
    Tax Rate vs County Average 0.18 pp below 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 Park fall within the 100,000+ square foot range.

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    • 32789

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