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For sale
  • Price cut: $25.1K (7/13)
    $569,900

    1741 WESTCHESTER AVENUE, WINTER PARK, FL 32789

    3beds
    1,434sqft
    : 
    $3,772/mo
    Get pre-qualified
    Single Family Residence
    Built in 1964
    8,330 Square Feet Lot
    $556,300 Zestimate®
    $397/sqft
    $-- HOA

    What's special

    Beautifully updated one-story residenceThree bedroomsNewer appliancesQuartz countertopsCharming breakfast nookTwo bathsOpen-concept floor plan
    In the sought-after Orwin Manor neighborhood, this beautifully updated one-story residence offers a seamless blend of comfort, style and convenience. Featuring three bedrooms and two baths, the home showcases an open-concept floor plan enhanced by engineered wood flooring that extends throughout every room, creating a cohesive and inviting living environment. The kitchen is thoughtfully updated with quartz countertops, refreshed cabinetry, newer appliances and a charming breakfast nook, ideal for casual dining. The living spaces flow effortlessly to a wonderful enclosed porch, providing additional year-round enjoyment, with direct access to an open brick-paver patio complete with a firepit, all set in a fully fenced backyard ideal for entertaining or relaxing in privacy. Both baths have been tastefully updated, and a new roof installed in 2021 that adds to the home’s overall appeal and peace of mind. Ideally just minutes from vibrant shopping and dining of downtown Winter Park and College Park, with convenient access to major roadways and the AdventHealth Orlando campus, this home offers exceptional accessibility to all metro Orlando has to offer. Whether as a primary residence or an investment opportunity, this property presents an exceptional offering in a prime, established location.
    121 days
    |
    598
    |
    66
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Mick Night 407-629-4446,

    PREMIER SOTHEBY'S INTL. REALTY 407-644-3295,

    Ryan Night 407-709-4121,

    PREMIER SOTHEBY'S INTL. REALTY

    Source: Stellar MLS,MLS#: O6399014MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Utility Room
      Primary bedroom
      • Features: En Suite Bathroom, Built-in Closet
      • Level: First
      • Area: 143 Square Feet
      • Dimensions: 13x11
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 154 Square Feet
      • Dimensions: 14x11
      Bedroom 3
      • Features: Built-in Closet
      • Level: First
      • Area: 121 Square Feet
      • Dimensions: 11x11
      Balcony porch lanai
      • Level: First
      • Area: 121 Square Feet
      • Dimensions: 11x11
      Dining room
      • Level: First
      • Area: 156 Square Feet
      • Dimensions: 13x12
      Kitchen
      • Level: First
      • Area: 144 Square Feet
      • Dimensions: 12x12
      Living room
      • Level: First
      • Area: 288 Square Feet
      • Dimensions: 24x12
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
      • Laundry: Inside, Laundry Room
      Features
      • Ceiling Fan(s), Open Floorplan, Stone Counters
      • Flooring: Engineered Hardwood
      • Has fireplace: No
      Interior area
      • Total structure area: 1,682
      • Total interior livable area: 1,434 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Carport
      • Carport spaces: 1
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Enclosed, Rear Porch
      • Exterior features: Fire Pit, Sidewalk
      • Fencing: Fenced
      Lot
      • Size: 8,330 Square Feet
      • Dimensions: 50 x 140
      • Features: Level
      • Residential vegetation: Mature Landscaping
      Details
      • Parcel number: 122229643201170
      • Zoning: R-1A
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Brick
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1964

      Utilities & green energy

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

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: ORWIN MANOR WESTMINSTER SEC
      HOA
      • Has HOA: No
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $397/sqft
      • Tax assessed value: $554,351
      • Annual tax amount: $8,945
      • Date on market: 4/16/2026
      • Cumulative days on market: 84 days
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Road surface type: Paved

        Estimated market value

        $556,300

        $528,000 - $584,000

        $2,894/mo

        Price history

        DateEventPrice
        7/13/2026Price change$569,900-4.2%$397/sqft
        Source: Stellar MLS #O6399014 Report a problem
        6/12/2026Listed for sale$595,000$415/sqft
        Source: Stellar MLS #O6399014 Report a problem
        6/8/2026Pending sale$595,000$415/sqft
        Source: Stellar MLS #O6399014 Report a problem
        5/4/2026Price change$595,000-2.4%$415/sqft
        Source: Stellar MLS #O6399014 Report a problem
        4/16/2026Listed for sale$609,900+6.1%$425/sqft
        Source: Stellar MLS #O6399014 Report a problem
        9/11/2023Sold$575,000$401/sqft
        Source: Stellar MLS #U8212055 Report a problem
        9/2/2023Pending sale$575,000$401/sqft
        Source: Stellar MLS #U8212055 Report a problem
        8/30/2023Listed for sale$575,000+18.6%$401/sqft
        Source: Stellar MLS #U8212055 Report a problem
        8/18/2021Sold$485,000+170.9%$338/sqft
        Source: Public Record Report a problem
        11/4/2010Listing removed$179,000$125/sqft
        Source: Watson Realty Corp #MO5003150 Report a problem
        11/2/2010Listed for sale$179,000+2.3%$125/sqft
        Source: Watson Realty Corp #MO5003150 Report a problem
        10/20/2010Sold$174,900-2.3%$122/sqft
        Source: Stellar MLS #O5003150 Report a problem
        9/4/2010Listed for sale$179,000$125/sqft
        Source: Watson Realty Corp #MO5003150 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$8,683 +11.1%$554,351 +15.7%
        2023$7,815 +16.1%$479,120 +10%
        2022$6,730 +49.4%$435,564 +52.5%
        2021$4,505 +3.8%$285,625 +6.7%
        2020$4,341 +9.3%$267,697 +10%
        2019$3,971 +3.7%$243,361 +9.1%
        2018$3,828 $223,029 +10%
        2017$3,828 +12.5%$202,754 +1.4%
        2016$3,403 +4.3%$199,948 +9.2%
        2015$3,263 +18.4%$183,132 +17.1%
        2014$2,755 +8.1%$156,422 +7.5%
        2013$2,549 +7.4%$145,457 +8.2%
        2012$2,373 -10.5%$134,381 -10.1%
        2011$2,651 -16%$149,540 -18.6%
        2010$3,156 $183,719 -7.3%
        2009-- $198,152 -19.5%
        2008$4,034 -6.5%$246,156 -7.2%
        2007$4,316 -1.1%$265,123 +8.7%
        2006$4,362 +18.5%$243,878 +22.4%
        2005$3,681 +25.7%$199,224 +24.2%
        2004$2,927 +4.4%$160,350 +0.9%
        2003$2,805 +16.2%$158,933 +16.2%
        2002$2,413 +2.9%$136,827 +4.3%
        2001$2,344 +10.4%$131,163 +11.3%
        2000$2,124 $117,820
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 32789

        Getting around

        58 / 100
        Somewhat Walkable
        33 / 100
        Some Transit
        54 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Killarney Elem
        • Middle: College Park Middle
        • High: Edgewater 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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