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For sale
    • $550,000

    257 LINCOLNSHIRE ROAD, WINTER PARK, FL 32792

    3beds
    1,610sqft
    : 
    $3,753/mo
    Get pre-qualified
    Single Family Residence
    Built in 1963
    0.58 Acres Lot
    $-- Zestimate®
    $342/sqft
    $-- HOA

    What's special

    Single-story homeBreakfast barAttached two-car garageCul-de-sac settingMultiple gathering areas
    Welcome to 257 Lincolnshire Road, a 3-bedroom, 2-bath home offering 1,610 square feet of living space in the established Winter Park Pines neighborhood. Situated at the end of a cul-de-sac street, this single-story home sits on an expansive 0.58-acre lot, providing an inviting setting with room to bring your vision to life. Inside, a spacious living and dining layout features multiple gathering areas, large windows that welcome natural light, and a distinctive brick fireplace with wood-paneled detailing. The kitchen offers generous cabinet storage, a breakfast bar, and an open connection to the main living area. An attached two-car garage adds everyday convenience. Sliding glass doors open to a covered, screened-in patio overlooking the oversized backyard. With over 200 feet of rear property line, this expansive outdoor space offers remarkable flexibility for entertaining, gardening, recreation, or designing your own outdoor retreat. Mature trees and natural greenery create a welcoming backdrop with plenty of room to enjoy. Whether you envision renovating and personalizing the existing home or starting fresh by removing the current structure and building a new residence, this expansive property offers the flexibility to explore a variety of possibilities. Enjoy the appeal of an established neighborhood with the golf course just down the street and convenient access to Aloma Avenue. With its generous lot, cul-de-sac setting, and Winter Park location, this property is ready for your ideas.
    6 days
    371
    28

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Nick McKee 407-913-0171,

    KELLER WILLIAMS WINTER PARK 407-545-6430,

    James Mitchell, PA 407-399-5870,

    KELLER WILLIAMS WINTER PARK

    Source: Stellar MLS,MLS#: O6453656MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Built-in Closet
      • Level: First
      • Area: 140 Square Feet
      • Dimensions: 14x10
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 12x11
      Bedroom 3
      • Features: Built-in Closet
      • Level: First
      • Area: 156 Square Feet
      • Dimensions: 13x12
      Dining room
      • Level: First
      • Area: 96 Square Feet
      • Dimensions: 12x8
      Great room
      • Level: First
      • Area: 448 Square Feet
      • Dimensions: 32x14
      Kitchen
      • Level: First
      • Area: 91 Square Feet
      • Dimensions: 13x7
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Oven, Dishwasher, Range, Range Hood, Refrigerator
      • Laundry: In Garage
      Features
      • Ceiling Fan(s), Living Room/Dining Room Combo
      • Flooring: Carpet, Terrazzo, Tile
      • Has fireplace: Yes
      • Fireplace features: Family Room
      Interior area
      • Total structure area: 2,533
      • Total interior livable area: 1,610 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Other, Sidewalk
      Lot
      • Size: 0.58 Acres
      • Features: Cul-De-Sac, Oversized Lot
      Details
      • Parcel number: 032230942602080
      • Zoning: R-1A
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Concrete
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1963

      Utilities & green energy

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

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: WINTER PARK PINES
      HOA
      • Has HOA: No
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $342/sqft
      • Tax assessed value: $423,491
      • Annual tax amount: $2,477
      • Date on market: 10/29/2026
      • Cumulative days on market: 7 days
      • Listing terms: Cash,Conventional,FHA,FHA / 203K,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/29/2026Listed for sale$550,000$342/sqft
        Source: Stellar MLS #O6453656 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$2,311 +7.6%$161,450 +3%
        2023$2,149 +5%$156,748 +3%
        2022$2,047 +2.5%$152,183 +3%
        2021$1,998 +1.1%$147,750 +1.4%
        2020$1,976 +1.9%$145,710 +2.3%
        2019$1,939 +1%$142,434 +1.9%
        2018$1,919 $139,778 -40.1%
        2017$1,919 +2.2%$233,452 +11.8%
        2016$1,879 +1.6%$208,734 +11%
        2015$1,850 -3.8%$188,111 +17.2%
        2014$1,922 +2.2%$160,560 +23.4%
        2013$1,882 -0.4%$130,146 +0.4%
        2012$1,888 -16%$129,630 -13.4%
        2011$2,248 -5.8%$149,627 -7.6%
        2010$2,386 $161,956 -4%
        2009-- $168,720 -11.5%
        2008$2,297 -3.9%$190,599 -2.5%
        2007$2,390 -5.6%$195,581 -6.2%
        2006$2,532 +1.2%$208,510 +19.4%
        2005$2,502 +4.8%$174,698 +19.7%
        2004$2,389 -0.2%$145,986 +1.3%
        2003$2,392 +12.5%$144,156 +37.5%
        2002$2,126 $104,849
        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: 32792

        Getting around

        71 / 100
        Very Walkable
        33 / 100
        Some Transit
        58 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Middle: Glenridge 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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