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For sale
    • $899,000

    1621 CHESTNUT AVENUE, WINTER PARK, FL 32789

    3beds
    2,022sqft
    : 
    $6,016/mo
    Get pre-qualified
    Single Family Residence
    Built in 1970
    7,512 Square Feet Lot
    $-- Zestimate®
    $445/sqft
    $-- HOA

    What's special

    Single-story block homeWell-manicured backyardJack-and-jill bathroom
    Welcome to 1621 Chestnut Avenue, ideally situated in the heart of Winter Park's coveted "Tree Streets" neighborhood. Offered at $899,000, this single-story block home sits on a generous 50x150' lot and offers 2,022 square feet of living space with 3 bedrooms and 2.5 baths. Whether you envision a thoughtful remodel or a ground-up new build, this property presents outstanding potential in one of Winter Park's most desirable pockets, where similar transformations are already reshaping the streetscape. Inside, tile flooring flows through the main living areas, complementing a versatile layout that includes a formal living room, a combined kitchen and dining area, and a separate den with pocket doors perfect for a home office or media room. The oversized bedrooms offer generous space throughout, including a primary suite with a private en suite bath. Two additional guest bedrooms share a convenient Jack-and-Jill bathroom, ideal for family or guests. At the rear of the home, an enclosed sunroom provides a peaceful retreat overlooking the well-manicured backyard, a tranquil spot to relax and unwind. With its prime location, solid bones, and abundant possibilities, 1621 Chestnut Avenue is ready for its next owner to make it their own.
    18 days
    875
    34

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Kelly Price 407-645-4321,

    KELLY PRICE & COMPANY LLC 407-645-4321

    Source: Stellar MLS,MLS#: O6435086MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Den/Library/Office, Living Room, Utility Room
      Primary bedroom
      • Features: Built-in Closet
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 14x12
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 192 Square Feet
      • Dimensions: 16x12
      Bedroom 3
      • Features: Built-in Closet
      • Level: First
      • Area: 240 Square Feet
      • Dimensions: 16x15
      Den
      • Level: First
      • Area: 192 Square Feet
      • Dimensions: 16x12
      Dining room
      • Level: First
      • Area: 187 Square Feet
      • Dimensions: 17x11
      Kitchen
      • Level: First
      • Area: 154 Square Feet
      • Dimensions: 14x11
      Laundry
      • Level: First
      • Area: 96 Square Feet
      • Dimensions: 8x12
      Living room
      • Level: First
      • Area: 204 Square Feet
      • Dimensions: 12x17
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Oven, Cooktop, Dishwasher, Refrigerator
      • Laundry: Laundry Room
      Features
      • Ceiling Fan(s)
      • Flooring: Carpet, Tile, Hardwood
      • Has fireplace: No
      Interior area
      • Total structure area: 2,715
      • Total interior livable area: 2,022 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 22x20
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Sidewalk
      • Fencing: Fenced
      Lot
      • Size: 7,512 Square Feet
      • Dimensions: 50 x 150
      • Residential vegetation: Trees/Landscaped
      Details
      • Parcel number: 322130453601090
      • Zoning: R-1A
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1970

      Utilities & green energy

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

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: LAKE KNOWLES TERRACE
      HOA
      • Has HOA: No
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $445/sqft
      • Tax assessed value: $624,293
      • Annual tax amount: $3,312
      • Date on market: 8/20/2026
      • Cumulative days on market: 19 days
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Road surface type: Brick

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/20/2026Listed for sale$899,000+373.2%$445/sqft
        Source: Stellar MLS #O6435086 Report a problem
        6/14/2000Sold$190,000$94/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$3,185 +4.8%$229,717 +3%
        2023$3,039 +11.1%$223,026 +3%
        2022$2,735 +1.5%$216,530 +3%
        2021$2,695 +0%$210,223 +1.4%
        2020$2,695 +1%$207,321 +2.3%
        2019$2,668 +0.8%$202,660 +1.9%
        2018$2,648 $198,881 -40.5%
        2017$2,648 +1.2%$334,354 +2.7%
        2016$2,617 +2.2%$325,611 +11.2%
        2015$2,560 -3.1%$292,893 +25.8%
        2014$2,642 +2.5%$232,853 +16.6%
        2013$2,578 +1.3%$199,745 +9.7%
        2012$2,545 -9.8%$182,081 -8.1%
        2011$2,823 +5.5%$198,203 -11.2%
        2010$2,676 $223,172 -18.2%
        2009-- $272,946 -9.9%
        2008$2,456 -4.8%$302,992 -12.4%
        2007$2,580 -6.3%$345,997 +18.1%
        2006$2,754 +0.2%$293,083 +10.4%
        2005$2,749 +4.8%$265,403 +31.7%
        2004$2,624 +5.8%$201,487 +1.2%
        2003$2,481 +2.9%$199,093 +15.4%
        2002$2,411 +0.6%$172,541 +8.4%
        2001$2,398 -0.9%$159,142 +18.6%
        2000$2,420 $134,205
        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.
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        Climate risks

        Neighborhood: 32789

        Getting around

        13 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        37 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Lakemont Elem
        • Middle: Maitland Middle
        • 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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