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Under contract
    • Price cut: $155K (6/15)
    $1,495,000

    1565 Forest Ave, Winter Park, FL 32789

    4beds
    2,163sqft
    : 
    $9,706/mo
    Get pre-qualified
    Single Family Residence
    Built in 1925
    8,396 Square Feet Lot
    $1,416,700 Zestimate®
    $691/sqft
    $-- HOA

    What's special

    Wood burning fireplaceOriginal wood floorsTimeless architectural detailThoughtfully designed living spaces
    Under contract-accepting backup offers. Virtually Staged. Set apart from the ordinary, this historic Winter Park residence offers a rare opportunity to own a home rich in character and authenticity. Homes like this, with timeless architectural detail and enduring charm, rarely come to market, especially in such a premier location just steps from the shores of Lake Virginia. Surrounded by multi million dollar estates, this 4 bedroom, 2 bath home blends classic warmth with everyday livability. Original wood floors, a wood burning fireplace, and thoughtfully designed living spaces reflect a level of craftsmanship and character that simply cannot be replicated. The spacious dining room is perfect for hosting memorable family gatherings, while the updated kitchen with wood cabinetry offers both function and charm. Upstairs, a versatile loft space provides flexibility for a media room, office, or play area, complete with peekaboo views of Lake Virginia that create a subtle connection to the surrounding landscape. Adding to the home’s appeal is a detached 20 x 20 studio flooded with natural light and offering endless possibilities, ideal for an artist’s retreat, home office, gym, or guest space.This is more than a home, it is an opportunity to own a piece of Winter Park’s character and history. Set among some of Winter Park’s most distinguished homes, this property delivers an unbeatable lifestyle, walkable to all that Park Avenue has to offer, surrounded by luxury, and full of potential to enjoy, enhance, or reimagine.
    100 days
    |
    539
    |
    17
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Elizabeth Nordquist 407-694-0996,

    NORDQUIST & COMPANY INC 407-694-0996

    Source: Stellar MLS,MLS#: O6398694MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Family Room, Utility Room, Loft
      Primary bedroom
      • Features: Built-in Closet
      • Level: First
      • Area: 144 Square Feet
      • Dimensions: 12x12
      Bedroom 2
      • Features: Built-in Closet
      • Level: Second
      • Area: 156 Square Feet
      • Dimensions: 12x13
      Bedroom 3
      • Features: Built-in Closet
      • Level: Second
      • Area: 280 Square Feet
      • Dimensions: 14x20
      Bedroom 4
      • Features: Built-in Closet
      • Level: Second
      • Area: 154 Square Feet
      • Dimensions: 14x11
      Dining room
      • Level: First
      • Area: 221 Square Feet
      • Dimensions: 17x13
      Kitchen
      • Level: First
      • Area: 150 Square Feet
      • Dimensions: 15x10
      Living room
      • Level: First
      • Area: 420 Square Feet
      • Dimensions: 21x20
      Loft
      • Features: Built-in Closet
      • Level: Second
      • Area: 156 Square Feet
      • Dimensions: 12x13
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Disposal, Dryer, Range, Refrigerator, Washer
      • Laundry: Laundry Room
      Features
      • Ceiling Fan(s)
      • Flooring: Hardwood
      • Has fireplace: Yes
      • Fireplace features: Wood Burning
      Interior area
      • Total structure area: 2,300
      • Total interior livable area: 2,163 sqft
      Video & virtual tour

      Property

      Features
      • Levels: Two
      • Stories: 2
      • Exterior features: Garden, Private Yard
      • Has view: Yes
      • View description: Water, Lake
      • Has water view: Yes
      • Water view: Water,Lake
      Lot
      • Size: 8,396 Square Feet
      • Features: City Lot
      Details
      • Parcel number: 072230247203180
      • Zoning: R-1AA
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco, Wood Frame
      • Foundation: Crawlspace
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1925

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Available, Public, Sewer Connected, Street Lights, Water Connected

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $691/sqft
      • Tax assessed value: $797,460
      • Annual tax amount: $2,802
      • Date on market: 4/14/2026
      • Cumulative days on market: 95 days
      • Listing terms: Cash,Conventional,FHA
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Road surface type: Brick

        Estimated market value

        $1,416,700

        $1.35M - $1.49M

        $4,340/mo

        Price history

        DateEventPrice
        7/8/2026Contingent$1,495,000$691/sqft
        Source: Stellar MLS #O6398694 Report a problem
        7/2/2026Pending sale$1,495,000$691/sqft
        Source: Stellar MLS #O6398694 Report a problem
        6/15/2026Price change$1,495,000-9.4%$691/sqft
        Source: Stellar MLS #O6398694 Report a problem
        5/11/2026Price change$1,650,000-5.7%$763/sqft
        Source: Stellar MLS #O6398694 Report a problem
        4/14/2026Listed for sale$1,750,000$809/sqft
        Source: Stellar MLS #O6398694 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$2,693 +4.9%$199,625 +3%
        2023$2,566 +11.7%$193,811 +3%
        2022$2,296 +1.6%$188,166 +3%
        2021$2,261 +0.1%$182,685 +1.4%
        2020$2,259 +1.1%$180,163 +2.3%
        2019$2,235 +0.9%$176,112 +1.9%
        2018$2,216 $172,828 -53.2%
        2017$2,216 +1.3%$369,317 +0.5%
        2016$2,188 +2.2%$367,412 +0.3%
        2015$2,140 -3.1%$366,139 +31%
        2014$2,208 +2.6%$279,403 -8.2%
        2013$2,153 +1.4%$304,400 +1.3%
        2012$2,124 +3.6%$300,635 -0.6%
        2011$2,051 +5.8%$302,500 -1%
        2010$1,938 $305,466 -18.2%
        2009-- $373,625 -9.3%
        2008$1,772 -7.7%$411,953 -7.1%
        2007$1,920 -6.2%$443,493 +45.4%
        2006$2,047 +0.4%$305,025 +25.5%
        2005$2,040 +5%$242,975 +0.7%
        2004$1,943 +5.9%$241,196 +0.6%
        2003$1,835 +3.1%$239,744 +15.1%
        2002$1,781 +0.7%$208,375 +4.7%
        2001$1,769 +2.9%$199,021 +16%
        2000$1,720 $171,629
        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.
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        Climate risks

        Neighborhood: 32789

        Getting around

        14 / 100
        Car-Dependent
        29 / 100
        Some Transit
        35 / 100
        Somewhat 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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