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Accepting backups
    • $599,000

    2361 ROXBURY ROAD, WINTER PARK, FL 32789

    3beds
    1,723sqft
    : 
    $3,965/mo
    Get pre-qualified
    Single Family Residence
    Built in 1951
    0.28 Acres Lot
    $-- Zestimate®
    $348/sqft
    $-- HOA

    What's special

    Mid century characterSpacious tree lined lotHighlight the pool viewSolid plaster walls
    Under contract-accepting backup offers. Nested on a spacious, tree lined lot just steps from Lake Killarney, 2361 Roxbury Road offers a rare opportunity to create your dream home in one of Winter Park’s most convenient locations. Ideally situated just off Fairbanks Avenue with quick access to I-4 , this 3 bedroom, 2 bath residence features 1723 square feet of living space, solid plaster walls and mid century character. Built in 1951, the home showcases an original pine paneled ceiling in the living room, adding warmth and architectural charm. Two large, new Anderson windows fill the room with natural light and highlight the pool view. New Anderson exterior doors improve the homes security and efficiency. The expansive Florida room provides flexible space for entertaining or future updates. Major improvements include a resurfaced Gunite pool in pebble finish (2024), exterior paint (2024), new paver driveway (2024), roof (2020) and HVAC system (2019). The garage has been enclosed and currently serves as storage and utility space. Outside you’ll find a fully fenced backyard with plenty of room to enjoy the Florida lifestyle. Located on a large lot with sidewalks and mature trees, this home presents an excellent opportunity for buyers looking to personalize a property in a desirable Winter Park location. The septic system was pumped in 2026, providing peace of mind. Bring vision and make this home your own!
    47 days
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    577
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    44
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    Zillow last checked:

    Listing updated:

    Listed by:

    Arden Magee 407-276-1698,

    ANNE ROGERS REALTY GROUP INC 407-649-4141

    Source: Stellar MLS,MLS#: O6418164MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Florida Room
      Primary bedroom
      • Features: Built-in Closet
      • Level: First
      Florida room
      • Features: Bar, Built-in Closet
      • Level: First
      • Area: 274.4 Square Feet
      • Dimensions: 19.6x14
      Kitchen
      • Level: First
      Living room
      • Level: First
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dryer, Range, Refrigerator, Washer
      • Laundry: In Garage
      Features
      • Thermostat
      • Flooring: Carpet, Engineered Hardwood, Porcelain Tile
      • Has fireplace: No
      Interior area
      • Total structure area: 1,847
      • Total interior livable area: 1,723 sqft
      Video & virtual tour

      Property

      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Private Yard, Rain Gutters
      • Has private pool: Yes
      • Pool features: Gunite
      • Fencing: Chain Link
      Lot
      • Size: 0.28 Acres
      • Dimensions: 81 x 149
      • Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
      Details
      • Parcel number: 022229299609201
      • Zoning: R-1A
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Mid-Century Modern,Ranch
      • Property subtype: Single Family Residence
      Materials
      • Concrete
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • Completed
      • New construction: No
      • Year built: 1951

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Public, Water Connected

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $348/sqft
      • Tax assessed value: $296,417
      • Annual tax amount: $2,184
      • Date on market: 6/30/2026
      • Cumulative days on market: 35 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/11/2026Listed for sale$599,000$348/sqft
        Source: Stellar MLS #O6418164 Report a problem
        7/31/2026Contingent$599,000$348/sqft
        Source: Stellar MLS #O6418164 Report a problem
        6/30/2026Listed for sale$599,000+418.6%$348/sqft
        Source: Stellar MLS #O6418164 Report a problem
        8/6/1997Sold$115,500$67/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$2,022 +7.7%$143,288 +3%
        2023$1,877 +5.3%$139,115 +3%
        2022$1,782 +2.3%$135,063 +3%
        2021$1,742 +0.7%$131,129 +1.4%
        2020$1,730 +2.4%$129,319 +2.3%
        2019$1,689 +1.5%$126,412 +1.9%
        2018$1,664 $124,055 -39.4%
        2017$1,664 +2%$204,629 +10.6%
        2016$1,631 +2%$185,013 +6.5%
        2015$1,600 -3.9%$173,656 +28.3%
        2014$1,665 +2.1%$135,322 +12.4%
        2013$1,630 +1.2%$120,434 +6%
        2012$1,611 -2.1%$113,575 -1.5%
        2011$1,645 +4.4%$115,305 -11.9%
        2010$1,576 $130,928 -22.3%
        2009-- $168,523 -12.8%
        2008$1,445 -7.7%$193,350 -7.2%
        2007$1,566 -5.1%$208,270 +7.9%
        2006$1,649 +2.1%$193,084 +12.7%
        2005$1,616 +5%$171,373 +24%
        2004$1,538 +0.9%$138,228 +1.2%
        2003$1,525 +3.2%$136,637 +21.1%
        2002$1,478 -1%$112,859 +4.9%
        2001$1,494 +2.5%$107,553 +14.9%
        2000$1,457 $93,627
        Find assessor info on the county website

        Monthly payment

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        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

        35 / 100
        Car-Dependent
        26 / 100
        Some Transit
        41 / 100
        Somewhat 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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