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For sale
  • $6,000,000

    1571 WOODLAND AVENUE, WINTER PARK, FL 32789

    5beds
    7,397sqft
    : 
    $40,884/mo
    Get pre-qualified
    Single Family Residence
    Built in 2007
    0.38 Acres Lot
    $-- Zestimate®
    $811/sqft
    $-- HOA

    What's special

    Oversized islandPrivate elevatorExceptional custom closet spaceSaltwater pool and spaCustom ironworkAdditional laundry roomCustom busby cabinetry
    Experience timeless elegance and deliberate craftsmanship in the heart of prestigious Winter Park. This one-of- a-kind exceptional estate offers more than 7,300 square feet across three beautifully designed levels, blending refined luxury with modern comfort. Rich architectural details include solid red oak flooring with a walnut finish, nearly 10-foot ceilings, stacked crown moldings, custom ironwork, designer lighting, and extensive millwork throughout. The gourmet kitchen is thoughtfully appointed with Viking and GE Monogram appliances, custom Busby cabinetry, an oversized island, and a butler’s pantry. It also includes multiple filtered water and ice zones designed for effortless entertaining. The spacious primary suite offers a true retreat with spa-inspired marble finishes, an oversized walk-in shower, a jetted soaking tub, and exceptional custom closet space. Additional features include a private elevator, Control4 automation, integrated audio/video/security systems, five HVAC systems, a central vacuum system, and a Generac whole-home generator. A fully finished and expansive basement level serves as a unique and exceptional extension of the home’s living and entertaining space. Designed for both relaxation and recreation, it features a game and arcade room, a full beverage center with a dishwasher, microwave, and Scotsman ice machine, a fitness area with a sauna and steam room, an additional laundry room, a creative storage center, and a private 4K theater with seating for multiple guests. Outdoors, resort-style living awaits with a saltwater pool and spa, a summer kitchen with a custom copper hood, an electric gated entry, landscape lighting, lush cascading bougainvillea, and ten mature magnolia trees creating exceptional beauty and privacy. The property also features a dog run with artificial turf. Three ventless gas fireplaces, including one on the private covered porch, add warmth and ambiance throughout the home. This home also features a whole-house water softener system. Top-rated A+ public schools are within a short walk or bike ride. Nearby highly regarded private schools include Park Maitland School, The Christ School, The First Academy, Trinity Preparatory School, Lake Highland Preparatory School, and Bishop Moore Catholic High School. Perfectly positioned within walking distance of the boutiques and dining of Park Avenue, and just minutes from the Winter Park Golf Course, Rollins College, and Advent Health Winter Park, this is a rare opportunity to own an exceptional custom estate in one of Central Florida’s most sought-after communities.
    86 days
    |
    1,005
    |
    63
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Vonda Fields 321-438-6906,

    CHARLES RUTENBERG REALTY ORLANDO 407-622-2122

    Source: Stellar MLS,MLS#: O6411706MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 8
      • Full bathrooms: 6
      • 1/2 bathrooms: 2
      Rooms
      • Room types: Attic, Den/Library/Office, Family Room, Dining Room, Living Room
      Primary bedroom
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: Second
      Kitchen
      • Features: Granite Counters, Pantry, Stone Counters, Wet Bar, Built-in Closet
      • Level: First
      • Area: 192 Square Feet
      • Dimensions: 16x12
      Living room
      • Features: Built-In Shelving, Ceiling Fan(s), Central Vacuum
      • Level: First
      • Area: 360 Square Feet
      • Dimensions: 20x18
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Range Hood, Refrigerator, Water Softener
      • Laundry: Inside, Laundry Chute, Laundry Room
      Features
      • Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s), Wet Bar
      • Flooring: Hardwood
      • Doors: French Doors, Outdoor Grill, Outdoor Kitchen, Outdoor Shower
      • Has fireplace: Yes
      • Fireplace features: Family Room, Gas, Living Room, Outside
      Interior area
      • Total structure area: 9,615
      • Total interior livable area: 7,397 sqft

      Property

      Parking
      • Total spaces: 4
      • Parking features: Garage Door Opener, Oversized, Parking Pad, Portico
      • Attached garage spaces: 3
      • Carport spaces: 1
      • Covered spaces: 4
      • Has uncovered spaces: Yes
      Features
      • Levels: Three Or More
      • Stories: 3
      • Patio & porch: Patio, Rear Porch, Side Porch
      • Exterior features: Dog Run, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Entrance, Storage
      • Has private pool: Yes
      • Pool features: Gunite, Heated, In Ground, Lighting, Salt Water
      • Has spa: Yes
      • Spa features: In Ground
      • Fencing: Electric,Fenced
      Lot
      • Size: 0.38 Acres
      Details
      • Parcel number: 052230159202280
      • Zoning: R-1A
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block
      • Foundation: Slab
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 2007

      Utilities & green energy

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

      Community & HOA

      Community
      • Security: Security Lights, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: COMSTOCK PARK
      HOA
      • Has HOA: No
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $811/sqft
      • Tax assessed value: $3,088,659
      • Annual tax amount: $31,040
      • Date on market: 5/29/2026
      • Cumulative days on market: 34 days
      • Listing terms: Cash,Conventional
      • 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
        5/29/2026Listed for sale$6,000,000+1458.4%$811/sqft
        Source: Stellar MLS #O6411706 Report a problem
        5/1/2003Sold$385,000$52/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$30,142 +3.5%$1,957,473 +3%
        2023$29,127 +4.4%$1,900,459 +3%
        2022$27,898 +1%$1,845,106 +3%
        2021$27,633 -0.3%$1,791,365 +1.4%
        2020$27,709 +11.3%$1,766,632 +12.8%
        2019$24,906 +0.5%$1,565,623 +1.9%
        2018$24,793 $1,536,431 +1.9%
        2017$24,793 +0.8%$1,507,647 +2.3%
        2016$24,603 +2%$1,473,879 -3.3%
        2015$24,114 -8.8%$1,523,581 -6.1%
        2014$26,440 +2.1%$1,622,612 +5.4%
        2013$25,906 +1%$1,538,834 +3.2%
        2012$25,660 -2.5%$1,490,819 -2%
        2011$26,307 +1.8%$1,521,902 -1.4%
        2010$25,841 $1,542,813 -20.1%
        2009-- $1,929,769 -7%
        2008$28,117 +331.8%$2,074,818 +418.7%
        2007$6,512 +15.6%$400,000 +27%
        2006$5,634 -12.9%$315,000 -10%
        2005$6,466 +1.6%$349,944 +0.4%
        2004$6,363 +72%$348,548 +0.3%
        2003$3,699 +2.8%$347,383 +21.9%
        2002$3,600 +0.5%$284,865 +1.2%
        2001$3,584 +2.5%$281,609 +8.2%
        2000$3,496 $260,199
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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

        36 / 100
        Car-Dependent
        26 / 100
        Some Transit
        43 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Lakemont Elem
        • Middle: Maitland 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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