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  • $1,335,000

    1415 Westchester Ave, Winter Park, FL 32789

    4beds
    4baths
    3,427sqft
    SingleFamily
    Built in 1925
    0.36 Acres Lot
    $1,335,000 Zestimate®
    $390/sqft
    $6,887 Estimated rent

    Home value

    $1,335,000

    $1.20M - $1.50M

    $6,887/mo

    Zestimate® history
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    $6,887/mo

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    $9,505/mo

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    $9,505/mo

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    What's special

    Modern updatesFully fencedHistoric homeGas cooktopClose to park aveCustom oak panelingFormal dining room

    Historic home with modern updates located on a double lot in Winter Park's sought-after Orwin Manor neighborhood. Hardwood pine floors, custom oak paneling, and Mission style wood cabinetry. This large 3 bed, 3 bath main home has a detached guest house (4th bed and 4th bath). Formal living room with fireplace leads through to the formal dining room with attached butler's pantry loads of original built-in cabinets too. At the front of the home, you'll find the sunny, light and bright Florida room, perfect for cozying up to read a book or have your morning coffee. The homey wood paneled den with built-in bookcases and French doors leading out to the side garden is sure to end up being one of your favorite spaces. A large and elegant FIRST FLOOR primary suite offers a separate dressing room with built-in closets and storage island and an attached en-suite that includes a double sink marble-topped vanity, walk-in shower and jetted soaking tub. The chef's kitchen is sure to delight with ample countertop space made of butcherblock and granite, Mission style wood cabinetry, two sink areas, gas cooktop and wall ovens along with period brick arches leading from one space to another. And even the breakfast area has a view out to the lovely rear courtyard. A full guest bath is located downstairs too. Upstairs, 2 charming bedrooms with dormer windows share a beautiful hall bath with large, tiled shower. Out back through the paver courtyard and past the built-in grilling area with sun-shaded patio is the detached guest house, which is freshly remodeled with a stunning en-suite with shower; perfect for a home office too. And don't miss the full 2 car garage with paver driveway and guest parking pad and additional parking pad at the front of the home. The fully fenced and lushly landscaped side garden is an entertaining paradise and could even be a perfect place for a future pool. Close to Park Ave and Advent Health/Florida Hospital with easy access to I-4 and all that Central Florida has to offer. Come tour this stunning estate style home with the elegance of years past and livability of today. Renter pays for electric, water and cable. Owner pays for lawn and pest. Pets welcome for an additional monthly fee and non refundable security deposit. Please inquire with more info about pet(s) for accurate quote.

    This property is not currently displayed as for sale or rent on Zillow. This may be different from what's on other websites or public sources.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    Heating
    • Forced air, Gas
    Cooling
    • Other
    Appliances
    • Included: Dishwasher, Dryer, Washer
    • Laundry: In Unit
    Features
    • Flooring: Hardwood
    • Basement: Unfinished
    • Has fireplace: Yes
    Interior area
    • Total interior livable area: 3,427 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage - Detached, Off-street
    Features
    • Exterior features: Brick
    Lot
    • Size: 0.36 Acres
    Details
    • Parcel number: 292212643205150

    Construction

    Type & style
    • Home type: SingleFamily
    Materials
    • masonry
    • Roof: Tile
    Condition
    • Year built: 1925

    Community & HOA

    Location
    • Region: Winter Park

    Financial & listing details

    • Price per square foot: $390/sqft
    • Tax assessed value: $1,047,750
    • Annual tax amount: $16,495

    Price history

    DateEventPrice
    12/17/2024Listing removed$949,000+1%$277/sqft
    Source: Stellar MLS #O5982602 Report a problem
    12/17/2023Listing removed--
    Source: Stellar MLS #O5982602 Report a problem
    12/24/2022Listing removed--
    Source: Zillow Rentals Report a problem
    12/16/2022Price change$5,890-5%$2/sqft
    Source: Zillow Rentals Report a problem
    12/6/2022Listed for rent$6,200$2/sqft
    Source: Zillow Rentals Report a problem
    1/6/2022Sold$940,000-0.9%$274/sqft
    Source: Public Record Report a problem
    10/30/2021Pending sale$949,000$277/sqft
    Source: Stellar MLS #O5982602 Report a problem
    10/28/2021Listed for sale$949,000+21.7%$277/sqft
    Source: Stellar MLS #O5982602 Report a problem
    9/18/2019Sold$780,000-2.3%$228/sqft
    Source: Stellar MLS #O5760368 Report a problem
    7/23/2019Price change$798,000-4.4%$233/sqft
    Source: REGAL R.E. PROFESSIONALS LLC #O5760368 Report a problem
    6/27/2019Price change$835,000-0.7%$244/sqft
    Source: REGAL R.E. PROFESSIONALS LLC #O5760368 Report a problem
    6/5/2019Price change$841,000-3.2%$245/sqft
    Source: REGAL R.E. PROFESSIONALS LLC #O5760368 Report a problem
    4/18/2019Price change$869,000-0.6%$254/sqft
    Source: REGAL R.E. PROFESSIONALS LLC #O5760368 Report a problem
    1/31/2019Listed for sale$874,000-1.8%$255/sqft
    Source: REGAL R.E. PROFESSIONALS LLC #O5760368 Report a problem
    11/6/2017Listing removed$889,900$260/sqft
    Source: FANNIE HILLMAN & ASSOCIATES #O5513409 Report a problem
    8/30/2017Price change$889,900-1%$260/sqft
    Source: FANNIE HILLMAN & ASSOCIATES #O5513409 Report a problem
    5/25/2017Listed for sale$899,000+5.9%$262/sqft
    Source: FANNIE HILLMAN & ASSOCIATES #O5513409 Report a problem
    12/14/2016Listing removed$848,830$248/sqft
    Source: KELLY PRICE & COMPANY LLC #O5466920 Report a problem
    9/21/2016Listed for sale$848,830+9.5%$248/sqft
    Source: KELLY PRICE & COMPANY LLC #O5466920 Report a problem
    6/13/2014Sold$775,000-3%$226/sqft
    Source: Stellar MLS #O5223157 Report a problem
    4/23/2014Listed for sale$799,000+136.7%$233/sqft
    Source: Palmano Group Real Estate Brokerage, LLC #O5223157 Report a problem
    9/18/2001Sold$337,500$98/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$16,495 +26.3%$1,047,750 +20.5%
    2023$13,064 +5.1%$869,159 +3%
    2022$12,427 +23.6%$843,844 +24.7%
    2021$10,052 -0.2%$676,625 +1.4%
    2020$10,074 +51.5%$667,283 +49.4%
    2019$6,649 +7%$446,655 +7.8%
    2018$6,212 $414,170 -28.2%
    2017$6,212 +0.9%$576,726 +20.5%
    2016$6,156 +33.8%$478,733 +6.1%
    2015$4,599 +39.7%$451,116 +83.2%
    2014$3,292 +2.4%$246,228 +6.4%
    2013$3,215 +1.2%$231,316 +6.2%
    2012$3,176 -2.9%$217,824 -2.1%
    2011$3,271 +4.7%$222,440 +1%
    2010$3,123 $220,313 -10.1%
    2009-- $245,122 -16.6%
    2008$3,443 -2.5%$294,046 -7.5%
    2007$3,532 -14.3%$317,920 -9.3%
    2006$4,122 +0%$350,417 +17.2%
    2005$4,121 +23.9%$299,020 +34.1%
    2004$3,327 +5.7%$223,004 +1.5%
    2003$3,148 +2.8%$219,796 +10.7%
    2002$3,062 +47.6%$198,601 +4.9%
    2001$2,075 +2.8%$189,402 +6.8%
    2000$2,019 $177,326
    Find assessor info on the county website

    Neighborhood: 32789

    Nearby schools

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

    Source: The 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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    Estimated market value
    $1,335,000
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $1,335,000