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For sale
    • Price cut: $118K (7/20)
    $3,275,000

    1581 Forest Ave, Winter Park, FL 32789

    4beds
    4,683sqft
    : 
    $22,334/mo
    Get pre-qualified
    Single Family Residence
    Built in 1954
    0.39 Acres Lot
    $-- Zestimate®
    $699/sqft
    $-- HOA

    What's special

    Thoughtfully curated finishesGenerous center islandBeautifully manicured groundsSleek quartz countertopsHidden wine roomCustom cabinetryPremium thermador appliances
    This exceptional Winter Park residence offers a floor plan rarely found in the area, with nearly all living spaces thoughtfully positioned on a single level for effortless everyday living. Completely rebuilt in 2018 by renowned custom builder Posada Homes, a member of the elite Master Custom Builders Council, the home blends modern design, crisp architectural lines, and timeless elegance across an expansive 0.39-acre lot along one of Winter Park’s most picturesque tree-lined streets. The home immediately captivates with its refined architecture and beautifully manicured grounds. Inside, sunlight streams through expansive windows, illuminating hardwood flooring, intricate millwork, and thoughtfully curated finishes that reflect the craftsmanship of a true custom build. Just off the foyer, a hidden wine room provides a sophisticated surprise, perfect for those who love to entertain. At the center of the home is the chef’s kitchen designed for both beauty and functionality. Outfitted with premium Thermador appliances, sleek quartz countertops, a generous center island, and custom cabinetry, the kitchen flows effortlessly into the expansive great room where high ceilings, designer lighting, and elegant architectural details create an atmosphere that is both inviting and refined. Tucked away for privacy, the primary suite is positioned just off a luxurious family room featuring custom built-ins and a gas fireplace. The primary suite itself is a true sanctuary, complete with a sitting area, private coffee bar, and a spa-inspired bath featuring dual vanities, a soaking tub, and an oversized walk-in shower. Rarely found in Winter Park, all bedrooms are conveniently located on one level, including two primary suites, allowing the home to deliver seamless livability without sacrificing architectural interest or sophistication. Upstairs, a private office, half bath, and bonus room provide the perfect space for work, media, recreation, or relaxation. Outdoors, the home transforms into a private resort-style retreat. A covered lanai overlooks the sparkling pool and expansive grounds, creating the ideal setting for entertaining or quiet evenings at home. Adding even more flexibility, a 252-square-foot detached studio currently functions as a gym but could easily become a summer kitchen cabana, guest retreat, or art studio. Located within walking distance of Park Avenue’s boutiques, restaurants, and cafés, and just moments from Rollins College and the Winter Park Chain of Lakes, this residence embodies luxury living at its finest. Don’t miss this rare opportunity to own one of Winter Park’s most outstanding homes. The current flooring offers a rich look, and for those who prefer a lighter palette, the seller is open to providing a credit toward flooring updates and coordinating the installation of new flooring if desired.
    135 days
    |
    1,134
    |
    37
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Julie Christensen 407-592-2055,

    ONE LUXURY INTERNATIONAL LLC 407-312-8003,

    Christopher Christensen 407-312-8003,

    ONE LUXURY INTERNATIONAL LLC

    Source: Stellar MLS,MLS#: O6382377MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 6
      • Full bathrooms: 4
      • 1/2 bathrooms: 2
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 399 Square Feet
      • Dimensions: 19x21
      Bedroom 3
      • Features: Built-in Closet
      • Level: First
      • Area: 196 Square Feet
      • Dimensions: 14x14
      Bedroom 4
      • Features: Built-in Closet
      • Level: First
      • Area: 144 Square Feet
      • Dimensions: 12x12
      Primary bathroom
      • Features: Water Closet/Priv Toilet, Linen Closet
      • Level: First
      • Area: 198 Square Feet
      • Dimensions: 11x18
      Bathroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 224 Square Feet
      • Dimensions: 16x14
      Balcony porch lanai
      • Features: Storage Closet
      • Level: First
      • Area: 420 Square Feet
      • Dimensions: 14x30
      Bonus room
      • Features: Storage Closet
      • Level: Second
      • Area: 300 Square Feet
      • Dimensions: 15x20
      Den
      • Features: Storage Closet
      • Level: Second
      • Area: 160 Square Feet
      • Dimensions: 10x16
      Dining room
      • Level: First
      • Area: 224 Square Feet
      • Dimensions: 14x16
      Family room
      • Level: First
      • Area: 400 Square Feet
      • Dimensions: 20x20
      Foyer
      • Level: First
      • Area: 228 Square Feet
      • Dimensions: 12x19
      Kitchen
      • Features: Kitchen Island
      • Level: First
      • Area: 247 Square Feet
      • Dimensions: 13x19
      Laundry
      • Level: First
      • Area: 120 Square Feet
      • Dimensions: 10x12
      Living room
      • Features: Built-In Shelving
      • Level: First
      • Area: 441 Square Feet
      • Dimensions: 21x21
      Heating
      • Electric, Zoned
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
      • Laundry: Laundry Room
      Features
      • Ceiling Fan(s), Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s)
      • Flooring: Carpet, Engineered Hardwood, Porcelain Tile
      • Doors: French Doors, Sliding Doors
      • Windows: Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Gas, Living Room
      Interior area
      • Total structure area: 5,979
      • Total interior livable area: 4,683 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: Two
      • Stories: 2
      • Exterior features: Irrigation System, Lighting, Private Mailbox, Rain Gutters, Sidewalk, Storage
      • Has private pool: Yes
      • Pool features: Gunite, In Ground
      Lot
      • Size: 0.39 Acres
      Details
      • Parcel number: 072230247203190
      • Zoning: R-1AA
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco, Wood Frame
      • Foundation: Slab
      • Roof: Membrane,Shingle
      Condition
      • New construction: No
      • Year built: 1954

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Natural Gas Available, Natural Gas Connected, Public, Street Lights

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $699/sqft
      • Tax assessed value: $1,827,902
      • Annual tax amount: $20,042
      • Date on market: 3/12/2026
      • Cumulative days on market: 136 days
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Brick

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/20/2026Price change$3,275,000-3.5%$699/sqft
        Source: Stellar MLS #O6382377 Report a problem
        5/21/2026Price change$3,393,000-2.9%$725/sqft
        Source: Stellar MLS #O6382377 Report a problem
        3/12/2026Listed for sale$3,495,000-7.4%$746/sqft
        Source: Stellar MLS #O6382377 Report a problem
        11/27/2025Listing removed$3,775,000$806/sqft
        Source: Stellar MLS #O6347647 Report a problem
        10/14/2025Listed for sale$3,775,000-5%$806/sqft
        Source: Stellar MLS #O6347647 Report a problem
        9/9/2025Listing removed$3,975,000$849/sqft
        Source: BHHS broker feed #O6298754 Report a problem
        7/16/2025Price change$3,975,000-4.8%$849/sqft
        Source: Stellar MLS #O6298754 Report a problem
        5/28/2025Listed for sale$4,175,000+645.5%$892/sqft
        Source: Stellar MLS #O6298754 Report a problem
        4/8/2014Listing removed$3,000$1/sqft
        Source: Coldwell Banker Residential Real Estate (99010404) Report a problem
        11/23/2013Listed for rent$3,000$1/sqft
        Source: Coldwell Banker Residential Real Estate (99010404) Report a problem
        3/18/2013Sold$560,000-5.9%$120/sqft
        Source: Public Record Report a problem
        1/12/2013Listed for sale$595,000+88.9%$127/sqft
        Source: Coldwell Banker Residential Real Estate - Winter Park #O5137595 Report a problem
        7/12/1993Sold$315,000$67/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$20,042 +3.6%$1,300,885 +3%
        2023$19,337 +5.5%$1,262,995 +3%
        2022$18,335 +1%$1,226,209 +3%
        2021$18,156 -0.3%$1,190,494 +1.4%
        2020$18,203 +0.6%$1,174,057 +2.3%
        2019$18,087 +69.3%$1,147,661 +67.8%
        2018$10,681 $684,096 -0.9%
        2017$10,681 +0.8%$690,150 +1%
        2016$10,592 +2.1%$683,639 +7.6%
        2015$10,379 +17.4%$635,493 +26.6%
        2014$8,843 +46.5%$502,010 +1.3%
        2013$6,038 +1.1%$495,754 +31.8%
        2012$5,973 -1.4%$376,153 -0.9%
        2011$6,058 +1.8%$379,697 -1.4%
        2010$5,953 $385,064 -25%
        2009-- $513,442 -0.6%
        2008$7,267 +0.7%$516,772 -7.2%
        2007$7,220 -6.6%$556,840 -0.7%
        2006$7,728 -0.1%$560,565 +14.4%
        2005$7,737 +4.4%$489,874 +1.2%
        2004$7,409 +5.5%$484,003 +1%
        2003$7,020 +2.6%$479,188 +13%
        2002$6,842 +0.4%$424,052 +4.3%
        2001$6,817 +5.1%$406,388 +13%
        2000$6,485 $359,678
        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.
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        Climate risks

        Neighborhood: 32789

        Getting around

        14 / 100
        Car-Dependent
        29 / 100
        Some Transit
        35 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Audubon Park K8
        • Middle: Audubon Park K-8
        • 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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