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Pending
  • $249,900

    1823 Maywood Rd, Winter Park, FL 32792

    3beds
    1,232sqft
    : 
    Single Family Residence
    Built in 1956
    9,259 Square Feet Lot
    $248,700 Zestimate®
    $203/sqft
    $-- HOA

    What's special

    Under contract-accepting backup offers. Located in the heart of Winter Park, this property is a prime candidate for redevelopment. Sitting on a ~9,259 sq ft lot, this is an ideal opportunity for builders or investors looking to capitalize on land value in a highly desirable area. The existing structure is a 3 bed, 1.5 bath home, but the true value here is in the lot and location. The seller has already cleared out the interior, making it easy to assess and move forward with your plans.
    4 days
    |
    1,776
    |
    59
    |

    Zillow last checked: 7 hours ago

    Listing updated: March 19, 2026 at 11:03am

    Listing Provided by:

    Abby Nelson 407-571-1445,

    RE/MAX 200 REALTY 407-629-6330

    Source: Stellar MLS,MLS#: O6385188MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 1
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Storage Closet
      • Level: First
      • Area: 126 Square Feet
      • Dimensions: 14x9
      Bedroom 3
      • Features: Storage Closet
      • Level: First
      • Area: 190 Square Feet
      • Dimensions: 10x19
      Bathroom 2
      • Features: Storage Closet
      • Level: First
      • Area: 144 Square Feet
      • Dimensions: 12x12
      Kitchen
      • Level: First
      • Area: 80 Square Feet
      • Dimensions: 10x8
      Laundry
      • Level: First
      • Area: 72 Square Feet
      • Dimensions: 12x6
      Living room
      • Level: First
      • Area: 160 Square Feet
      • Dimensions: 10x16
      Heating
      • None
      Cooling
      • None
      Appliances
      • Included: None
      • Laundry: Other
      Features
      • Other
      • Flooring: Linoleum
      • Has fireplace: No
      Interior area
      • Total structure area: 1,743
      • Total interior livable area: 1,232 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Carport
      • Carport spaces: 1
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Private Mailbox
      Lot
      • Size: 9,259 Square Feet
      • Dimensions: 79 x 116
      Details
      • Parcel number: 3321305050B000250
      • Zoning: R-1A
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Wood Frame
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • Fixer
      • New construction: No
      • Year built: 1956

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Electricity Available, Sewer Available

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: TANGLEWOOD SEC 3 REP
      HOA
      • Has HOA: No
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $203/sqft
      • Tax assessed value: $232,473
      • Annual tax amount: $1,158
      • Date on market: 3/17/2026
      • Cumulative days on market: 4 days
      • Listing terms: Cash
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt
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        Estimated market value

        $248,700

        $236,000 - $261,000

        $2,175/mo

        Price history

        Price history
        DateEventPrice
        3/19/2026Pending sale$249,900$203/sqft
        Source: Stellar MLS #O6385188 Report a problem
        3/17/2026Listed for sale$249,900+57.4%$203/sqft
        Source: Stellar MLS #O6385188 Report a problem
        2/13/2026Sold$158,775+5.9%$129/sqft
        Source: Stellar MLS #V4946674 Report a problem
        1/11/2026Pending sale$150,000$122/sqft
        Source: Stellar MLS #V4946674 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2024$753 -4.3%$102,023 +3%
        2023$787 +4.2%$99,051 +3%
        2022$755 -25.8%$96,166 +3%
        2021$1,019 +1.5%$93,365 +1.4%
        2020$1,004 +1.6%$92,076 +2.3%
        2019$988 $90,006 +1.9%
        2018$988 +2.8%$88,328 +2.1%
        2017$962 +1.5%$86,511 +1.4%
        2016$947 -1%$85,325 +1.4%
        2015$956 $84,143 +0.8%
        2014$956 +31.9%$83,475 +1.5%
        2013$725 +9.3%$82,241 +1.7%
        2012$663 -16.8%$80,866 -9%
        2011$797 -13.3%$88,851 -7.5%
        2010$919 -17.1%$96,081 -11.5%
        2009$1,108 -18%$108,532 -14.6%
        2008$1,351 -50.5%$127,156 -31.2%
        2007$2,728 +77.4%$184,723 +53.4%
        2006$1,538 +2.1%$120,441 +3%
        2005$1,506 +126.8%$116,933 +80.4%
        2004$664 +1.7%$64,801 +1.9%
        2003$653 +2.4%$63,593 +2.4%
        2002$638 +6.6%$62,103 +4.6%
        2000$598 $59,345

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $1,503/mo
        Principal & interest
        $1195
        Property taxes
        $308
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          Climate risks

          Neighborhood: 32792

          Getting around

          42 / 100
          Car-Dependent
          20 / 100
          Minimal Transit
          42 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: English Estates Elementary
          • Middle: Tuskawilla Middle
          • High: Lake Howell 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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