$6,000,000

1571 WOODLAND AVE, Winter Park, FL 32789

Active
5
Beds
8
Baths
7,397
Sq Ft
$811
Per Sq Ft
2007
Built
21
Days Listed
3
Garage
0.38
Acres

About This Property

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.

Facts & Features

Interior
Bedrooms5
Full Bathrooms6
Half Bathrooms2
Interior Sq Ft7,397
Total Structure Area9,615 sqft
FireplaceYes
FlooringWood
HeatingCentral
CoolingCentral Air
AppliancesBuilt-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Range Hood, Refri
LaundryInside, Laundry Chute, Laundry Room
Interior FeaturesBuilt-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Central Vaccum, Eat-in
Window FeaturesDouble Pane Windows
Property
Construction
Utilities
Community & HOA
Financial & Listing Details

Rooms

Room types: Living Room, Kitchen, Primary Bedroom

Living Room
LevelFirst
Dimensions20x18
FlooringWood
FeaturesBuilt-In Shelving, Ceiling Fan(s), Central Vacuum
Kitchen
LevelFirst
Dimensions16x12
FlooringWood
FeaturesGranite Counters, Pantry, Stone Counters, Wet Bar
Primary Bedroom
LevelSecond
FlooringWood
FeaturesEn Suite Bathroom

Schools

ElementaryLakemont Elem
High SchoolWinter Park High A
School assignments and grades are informational — verify boundaries with the school district before purchasing.

Price History

May 29, 2026 Listed $6,000,000

Listed by CHARLES RUTENBERG REALTY ORLANDO · MLS# O6411706

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Properties displayed may be listed or sold by various participants in the MLS

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Listing information © 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved. Data deemed reliable but not guaranteed. Last updated: 2026-06-19.
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Florida Property Finder · LPT Realty, LLC
Mike Valdes
Mike Valdes
Florida Property Finder · LPT Realty
(813) 548-5618
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