Listing provided courtesy of CHARLES RUTENBERG REALTY ORLANDOas Distributed by MLSGrid- MLS# MFRO6411706MLS Provider

1571 WOODLAND AVENUEWINTER PARK, FL 32789

Single Family · 5 Beds · 6 Full Baths · 2 Half Baths · 7,397 Sq. ft. | 0.38 Acres
$6,000,000 Active

1571 WOODLAND AVENUE Overview

Time on Site:
32 days
Visits:
0

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.

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1571 WOODLAND AVENUE Facts & Features

  • Type Single Family
  • Sq. ft. 7,397
  • Price/Sq.ft. $811
  • Lot 0.38 Acres

Details

General

Association/HOA

  • Association: No

School Information

  • Elementary School: Lakemont Elem
  • Middle Or Junior School: Maitland Middle
  • High School: Winter Park High

Building Information

  • New Construction: No
  • Year Built: 2007

Location/Region

  • Country: US
  • County Or Parish: Orange
  • MLS Area Major: 32789 - Winter Park
  • Subdivision Name: COMSTOCK PARK
  • Township: 22

Tax Information

  • Tax Annual Amount: 31040.38
  • Tax Year: 2025

General Information

  • Furnished: Unfurnished
  • Listing Terms: Cash,Conventional
  • Ownership: Fee Simple
  • Parcel Number: 05-22-30-1592-02-280
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Senior Community: No
  • Special Listing Conditions: None
  • Zoning: R-1A

Interior

Parking Information

  • Garage Spaces: 3
  • Garage: Yes

Beds/Baths

  • Bathrooms Full: 6
  • Bathrooms Half: 2
  • Bathrooms Total: 8
  • Bedrooms Total: 5

Building Interior

  • Building Area Source: Public Records
  • Building Area Total: 9615
  • Building Area Units: Square Feet

General Information

  • Appliances: Built-In Oven,Convection Oven,Cooktop,Dishwasher,Disposal,Range Hood,Refrigerator,Water Softener
  • Cooling: Central Air
  • Fireplace Features: Family Room,Gas,Living Room,Outside
  • Fireplace: Yes
  • Flooring: Wood
  • Foundation Details: Slab
  • Heating: Central
  • Interior Features: Built-in Features,Cathedral Ceiling(s),Ceiling Fans(s),Central Vaccum,Eat-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
  • Laundry Features: Inside,Laundry Chute,Laundry Room
  • Levels: Three Or More
  • Living Area: 7397
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Other Equipment: Irrigation Equipment,Private Entrance
  • Security Features: Security Lights,Smoke Detector(s)
  • Spa Features: In Ground
  • Spa: Yes
  • Stories Total: 3
  • Window Features: Double Pane Windows

Exterior

Parking Information

  • Parking Features: Garage Door Opener,Oversized,Parking Pad,Portico

Lot Information

  • Additional Parcels: No
  • Lot Size Acres: 0.38
  • Lot Size Square Feet: 16534
  • Road Surface Type: Brick
  • Water Source: Public

Waterfront/View

  • Waterfront: No

Building Exterior/Construction

  • Attached Garage: Yes
  • Construction Materials: Block
  • Direction Faces: South
  • Patio And Porch Features: Patio,Rear Porch,Side Porch
  • Roof: Tile

General Information

  • Carport Spaces: 1
  • Carport: No
  • Exterior Features: Dog Run,French Doors,Lighting,Outdoor Grill,Outdoor Kitchen,Outdoor Shower,Private Entrance,Storage
  • Fencing: Electric,Fenced
  • Pool Features: Gunite,Heated,In Ground,Lighting,Salt Water
  • Pool Private: Yes
  • Sewer: Public Sewer
  • Utilities: Cable Connected,Electricity Connected,Propane,Sewer Connected,Water Connected

Room Information

Room: Kitchen

  • Level: First
  • Dimensions: 16x12
  • Length: 12
  • Width: 16
  • Features: Granite Counters,Pantry,Stone Counters,Wet Bar

Room: Living Room

  • Level: First
  • Dimensions: 20x18
  • Length: 18
  • Width: 20
  • Features: Built-In Shelving,Ceiling Fan(s),Central Vacuum

Room: Primary Bedroom

  • Level: Second
  • Features: En Suite Bathroom

1571 WOODLAND AVENUE Neighborhood

Community

32789 (WINTER PARK) Demographics

45
Median Age
2,680
Population Density (per sq. mile)
69%
College Educated
$79,907
Estimated Median Income
7,317
Estimated Total Home Owners
3,870
Estimated Total Renters
65% / 35%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

1571 WOODLAND AVENUE Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

1571 WOODLAND AVENUE Market Data

Based on the last 30 days in this zip code

$1,597,756
Average List Price
$632
Average Price per Square Foot
48
Properties Sold
95
Average Days on Market
239
Properties for Sale
Calculations provided by Reliance Network

1571 WOODLAND AVENUE History

Date Event Value Agent
5/29/2026Source: My Florida Regional MLS Added to Database
May 29, 2026