Skip main navigation
Pending
    • $2,350,000

    3041 WESTCHESTER AVENUE, ORLANDO, FL 32803

    3beds
    3,750sqft
    : 
    $14,953/mo
    Get pre-qualified
    Single Family Residence
    Built in 1947
    0.31 Acres Lot
    $-- Zestimate®
    $627/sqft
    $-- HOA

    What's special

    This refined residence was completely transformed by Skofield Homes in 2018, preserving the integrity and character of the original architecture while seamlessly modernizing every inch. From the stunning pool and outdoor spaces to the interiors, the home feels intentional, timeless, and impeccably crafted. Surrounded by lush, layered grounds designed by landscape architect Joe Knight, garden views create a tranquil and immersive backdrop throughout the home. Framed by walled grounds and mature landscaping, a spectacular pool serves as the centerpiece of a private outdoor setting equally suited for quiet retreat and effortless entertaining. Inside, each room has been appointed with distinctive finishes, elegant materials, and careful attention to detail. A variety of generously scaled living spaces offer flexibility and comfort for both everyday living and entertaining. Ideally located in sought-after Orwin Manor, offering a rare connection between Orlando and Winter Park, with convenient access to Interstate 4, AdventHealth Orlando, premier dining, shopping, and cultural destinations—all just minutes away. Click Virtual Tour links for a walk-through video and 3D tour of this truly special home.
    23 days
    |
    167
    |
    5
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Susan Chapin 407-491-4499,

    KELLER WILLIAMS WINTER PARK 407-545-6430,

    Ramelle Macgregor 407-325-5034,

    KELLER WILLIAMS WINTER PARK

    Source: Stellar MLS,MLS#: O6405164MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 345 Square Feet
      • Dimensions: 23x15
      Bedroom 2
      • Features: Storage Closet
      • Level: Second
      • Area: 143 Square Feet
      • Dimensions: 11x13
      Bedroom 3
      • Features: Dual Closets
      • Level: Second
      • Area: 165 Square Feet
      • Dimensions: 11x15
      Den
      • Level: First
      • Area: 165 Square Feet
      • Dimensions: 11x15
      Dinette
      • Level: First
      • Area: 152 Square Feet
      • Dimensions: 19x8
      Dining room
      • Level: First
      • Area: 165 Square Feet
      • Dimensions: 11x15
      Family room
      • Level: First
      • Area: 418 Square Feet
      • Dimensions: 19x22
      Florida room
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 12x11
      Foyer
      • Level: First
      • Area: 209 Square Feet
      • Dimensions: 19x11
      Kitchen
      • Level: First
      • Area: 247 Square Feet
      • Dimensions: 19x13
      Living room
      • Level: First
      • Area: 360 Square Feet
      • Dimensions: 24x15
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
      • Laundry: Inside, Laundry Room
      Features
      • Crown Molding, Kitchen/Family Room Combo, Solid Wood Cabinets, Thermostat, Walk-In Closet(s), Wet Bar
      • Flooring: Tile, Hardwood
      • Doors: French Doors
      • Windows: Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Gas
      Interior area
      • Total structure area: 4,247
      • Total interior livable area: 3,750 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: Two
      • Stories: 2
      • Exterior features: Balcony, Irrigation System, Lighting, Rain Gutters, Sidewalk
      • Has private pool: Yes
      • Pool features: Child Safety Fence, In Ground, Lighting, Salt Water
      • Fencing: Masonry
      Lot
      • Size: 0.31 Acres
      Details
      • Parcel number: 122229643626261
      • Zoning: R-1AA/T
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Brick
      • Foundation: Crawlspace, Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1947

      Utilities & green energy

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

      Community & HOA

      Community
      • Security: Security System, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: ORWIN MANOR STRATFORD SEC
      HOA
      • Has HOA: No
      Location
      • Region: Orlando

      Financial & listing details

      • Price per square foot: $627/sqft
      • Tax assessed value: $994,151
      • Annual tax amount: $16,429
      • Date on market: 6/4/2026
      • Cumulative days on market: 50 days
      • Listing terms: Cash,Conventional,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
        7/15/2026Pending sale$2,350,000$627/sqft
        Source: Stellar MLS #O6405164 Report a problem
        6/30/2026Listing removed$2,350,000$627/sqft
        Source: Stellar MLS #O6405164 Report a problem
        6/4/2026Listed for sale$2,350,000+261.5%$627/sqft
        Source: Stellar MLS #O6405164 Report a problem
        9/30/2016Sold$650,000-7%$173/sqft
        Source: Stellar MLS #O5373298 Report a problem
        8/23/2016Pending sale$699,000$186/sqft
        Source: RE/MAX ASSURED #O5373298 Report a problem
        5/11/2016Price change$699,000-5.4%$186/sqft
        Source: RE/MAX ASSURED #O5373298 Report a problem
        2/24/2016Price change$739,000-6.3%$197/sqft
        Source: RE/MAX ASSURED #O5373298 Report a problem
        9/30/2015Price change$789,000-4.4%$210/sqft
        Source: RE/MAX ASSURED #O5373298 Report a problem
        7/22/2015Price change$825,000-5.7%$220/sqft
        Source: RE/MAX ASSURED #O5373298 Report a problem
        6/12/2015Listed for sale$875,000$233/sqft
        Source: RE/MAX ASSURED #O5373298 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$14,242 +3.9%$816,632 +3%
        2023$13,714 +2.8%$792,847 +3%
        2022$13,341 +3.7%$769,754 +11.4%
        2021$12,865 +5.2%$691,129 +6%
        2020$12,226 -2.1%$651,794 -0.7%
        2019$12,485 +16.3%$656,424 +17.8%
        2018$10,734 $557,261 -1.7%
        2017$10,734 -2.6%$566,936 +32.1%
        2016$11,024 +36.7%$429,053 +0%
        2015$8,063 +21.2%$428,929 +33.3%
        2014$6,654 +8%$321,784 +2.3%
        2013$6,161 -4.8%$314,550 -4.3%
        2012$6,472 -2.3%$328,709 -2%
        2011$6,626 -5.9%$335,562 -8.8%
        2010$7,042 $367,830 -4.2%
        2009-- $384,155 -7.3%
        2008$7,604 +76.3%$414,186 -17.7%
        2007$4,312 -5.8%$503,345 +1.8%
        2006$4,575 +0.2%$494,537 +28.9%
        2005$4,567 +4.8%$383,711 +4%
        2004$4,356 +0.7%$368,992 +3.8%
        2003$4,324 +2.7%$355,360 +5.8%
        2002$4,211 -1%$335,886 +5.5%
        2001$4,253 +0.7%$318,375 +7.6%
        2000$4,223 $295,937
        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: Orwin Manor

        Getting around

        47 / 100
        Car-Dependent
        35 / 100
        Some Transit
        59 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Princeton 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.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

            Nearby cities

            Nearby neighborhoods

            Nearby zip codes

            Other Orlando Topics

              Search
              Updates
              Favorites
              Plan
              Inbox