About 1571 WOODLAND AVENUE, Winter Park, Florida, 32789
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.
Utilities : Cable Connected
Water Access : 0
Sewer : Public Sewer
Garage On Property : Yes.
Garage Spaces: 3
Fencing : Electric
Exterior Features : Dog Run
Patio And Porch Features : Patio
Road Surface Type : Brick
Roof : Tile
Pool Features : Gunite
Zoning : R-1A
Heating : Central
Cooling : Central Air
Construction Materials : Block
Interior Features : Built-in Features
Laundry Features : Inside
Appliances : Built-In Oven
Flooring : Wood
Utilities : Cable Connected
Water Access : 0
Sewer : Public Sewer
Garage On Property : Yes.
Garage Spaces: 3
Fencing : Electric
Exterior Features : Dog Run
Patio And Porch Features : Patio
Road Surface Type : Brick
Roof : Tile
Pool Features : Gunite
Zoning : R-1A
Heating : Central
Cooling : Central Air
Construction Materials : Block
Interior Features : Built-in Features
Laundry Features : Inside
Appliances : Built-In Oven
Flooring : Wood

Street Address: 1571 WOODLAND AVENUE
City: Winter Park
State: Florida
Postal Code: 32789
County: Orange
Directions: From N Phelps Ave turn onto Woodland Ave and home will be on the right

Property Information :
Listing Status: Active
Size: 7,397 Sqft
Lot Size: 0.38 Acres
MLS #: O6411706
Bedrooms: 5 bd
Bathrooms: 7 ba
Price: $6,000,000
Tax Amount: 31040.38
Construction Status: Built in 2007
Last Modified : Jun 6 2026 1:39AM
Amenities :
Fireplace

Courtesy of: Vonda Fields, CHARLES RUTENBERG REALTY ORLANDO (MLS# 50096)
Source MLS: StellarMLS