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For sale
  • $745,000

    408 Holt Ave, Winter Park, FL 32789

    2beds
    3baths
    1,440sqft
    : 
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    Triplex, Multi Family
    Built in 1942
    -- sqft lot
    $702,200 Zestimate®
    $517/sqft
    $-- HOA

    What's special

    Turnkey fully renovated triplexUpdated interiors
    Rare investment opportunity in the heart of Winter Park/Rollins College area. This turnkey, fully renovated triplex is located within one of Winter Park’s highest-demand rental corridors, just steps from Rollins College, Park Avenue, and Lake Virginia. The property features three separate 1-bedroom, 1-bath units, each with its own private outdoor patio area, positioned on a charming brick street in one of Winter Park’s most walkable and desirable neighborhoods. The asset is being delivered with strong in-place cash flow. Current rents provide additional value-add potential, with at least one unit currently operating below market rental rates, creating an opportunity for future income growth and increased returns. The block construction property has undergone significant capital improvements, including updated electrical panels (2019), new hot water heater (2019), new windows (2017), and a new roof (2015). Two of the three units were completely renovated in 2019, offering updated interiors while maintaining the charm and character of the surrounding neighborhood. The front unit includes washer/dryer hookups, while the middle and rear units share a common exterior-access washer/dryer area. Utilities are currently included in the rent and have been factored into annual operating expenses. This is a rare opportunity to acquire a stabilized multifamily asset with strong rental demand driven by proximity to Rollins College, downtown Park Avenue, dining, shopping, and employment centers throughout Winter Park.
    75 days
    |
    550
    |
    23
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Brian Opre 407-739-7209,

    THE REAL ESTATE PRINCIPLE, INC 407-739-7209

    Source: Stellar MLS,MLS#: O6405857MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 3
      Rooms
      • Room types: Attic
      Heating
      • Wall Units / Window Unit
      Cooling
      • Wall/Window Unit(s)
      Appliances
      • Included: Dishwasher, Dryer, Range, Refrigerator, Washer
      • Laundry: Common Area, Inside, Outside
      Features
      • Ceiling Fan(s)
      • Flooring: Ceramic Tile
      • Has fireplace: Yes
      • Fireplace features: Other Room, Wood Burning
      Interior area
      • Total structure area: 1,686
      • Total interior livable area: 1,440 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Common, Driveway, Off Street
      • Carport spaces: 1
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Sidewalk, Storage
      • Fencing: Fenced
      Lot
      • Size: 4,898 Square Feet
      • Features: City Lot
      Details
      • Additional structures: Storage
      • Parcel number: 072230876000011
      • Zoning: R-2
      • Special conditions: None

      Construction

      Type & style
      • Home type: MultiFamily
      • Property subtype: Triplex, Multi Family
      Materials
      • Block
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1942

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: TROTTERS REP
      HOA
      • Has HOA: No
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $517/sqft
      • Tax assessed value: $360,914
      • Annual tax amount: $5,764
      • Date on market: 5/8/2026
      • Cumulative days on market: 75 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 3975
      • Electric utility on property: Yes
      • Road surface type: Brick

        Estimated market value

        $702,200

        $667,000 - $737,000

        $3,752/mo

        Price history

        DateEventPrice
        5/8/2026Listed for sale$745,000+18.4%$517/sqft
        Source: Stellar MLS #O6405857 Report a problem
        6/28/2021Listing removed--
        Source: Stellar MLS #O5935727 Report a problem
        4/21/2021Listed for sale$629,000+189.6%$437/sqft
        Source: Stellar MLS #O5935727 Report a problem
        2/19/2020Sold$217,200-25.1%$151/sqft
        Source: Public Record Report a problem
        10/17/2019Sold$290,000-29.1%$201/sqft
        Source: Public Record Report a problem
        9/6/2019Pending sale$409,000$284/sqft
        Source: Winter Park - WEICHERT, REALTORS - Hallmark Properties #O5809358 Report a problem
        9/2/2019Listed for sale$409,000+22.1%$284/sqft
        Source: WEICHERT REALTORS HALLMARK PROPERTIES #O5809358 Report a problem
        2/3/2015Listing removed$334,900$233/sqft
        Source: Owner Report a problem
        1/24/2015Price change$334,9000%$233/sqft
        Source: Owner Report a problem
        1/21/2015Price change$335,000-1.2%$233/sqft
        Source: Owner Report a problem
        1/11/2015Listed for sale$339,000+79.4%$235/sqft
        Source: Owner Report a problem
        1/10/2002Sold$189,000$131/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$5,386 +7.2%$322,341 +10%
        2023$5,026 +17.1%$293,037 +10%
        2022$4,292 +12.2%$266,397 +10%
        2021$3,826 -1.7%$242,179
        2020$3,891 -1.7%$242,179
        2019$3,958 +3.3%$242,179 +4.9%
        2018$3,831 $230,955 +3.1%
        2017$3,831 +5%$223,957 +0.5%
        2016$3,649 -5.1%$222,905 +0.8%
        2015$3,845 +15.8%$221,081 +25.6%
        2014$3,321 +14.2%$176,081 +21.9%
        2013$2,908 -5.1%$144,430 -5.1%
        2012$3,063 -0.9%$152,124 -0.7%
        2011$3,092 -1.1%$153,200 -4.3%
        2010$3,126 $160,070 -18.4%
        2009-- $196,057 -2.7%
        2008$3,677 +3.8%$201,443 -7.2%
        2007$3,541 -19.5%$217,143 -8.2%
        2006$4,397 +13.9%$236,509 +18.3%
        2005$3,861 +15.9%$199,884 +15.3%
        2004$3,333 +4%$173,367 +0.7%
        2003$3,205 +1.7%$172,129 +1.7%
        2002$3,152 +2.4%$169,192 +3.9%
        2001$3,078 +48.5%$162,815 +41.7%
        2000$2,072 $114,934
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 32789

        Getting around

        90 / 100
        Walker's Paradise
        37 / 100
        Some Transit
        71 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Audubon Park K8
        • Middle: Audubon Park K-8
        • High: Winter Park High

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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