Winter Park Estate!! - 1571 WOODLAND AVE, WINTER PARK
Single Family Residence at 1571 WOODLAND AVE, WINTER PARK, photo 2 of 75
Welcome Home to your retreat!! - 1571 WOODLAND AVE, WINTER PARK
Updated kitchen with ample storage and bar eating area. - 1571 WOODLAND AVE, WINTER PARK
Updated kitchen that flows into the living room - 1571 WOODLAND AVE, WINTER PARK
Single Family Residence at 1571 WOODLAND AVE, WINTER PARK, photo 6 of 75
Single Family Residence at 1571 WOODLAND AVE, WINTER PARK, photo 7 of 75
Eat in space in kitchen - 1571 WOODLAND AVE, WINTER PARK
Living room with gas fireplace and custom wood work - 1571 WOODLAND AVE, WINTER PARK
Beautiful pool view from living and kitchen areas. - 1571 WOODLAND AVE, WINTER PARK
Butlers pantry area between kitchen and diningroom - 1571 WOODLAND AVE, WINTER PARK
Mud room from garage to kitchen - 1571 WOODLAND AVE, WINTER PARK
Work station and small office off the kitchen area. - 1571 WOODLAND AVE, WINTER PARK
Dining room - 1571 WOODLAND AVE, WINTER PARK
Grand Entry - 1571 WOODLAND AVE, WINTER PARK
Grand entry - 1571 WOODLAND AVE, WINTER PARK
Formal living room and or sitting area - 1571 WOODLAND AVE, WINTER PARK
Primary - 1571 WOODLAND AVE, WINTER PARK
Primary - 1571 WOODLAND AVE, WINTER PARK
Primary Bathroom - 1571 WOODLAND AVE, WINTER PARK
Primary Bathroom - 1571 WOODLAND AVE, WINTER PARK
Private balcony off primary suite - 1571 WOODLAND AVE, WINTER PARK
2nd bedroom - 1571 WOODLAND AVE, WINTER PARK
2nd bathroom - 1571 WOODLAND AVE, WINTER PARK
3rd bedroom with access to balcony - 1571 WOODLAND AVE, WINTER PARK
3rd Bedroom - 1571 WOODLAND AVE, WINTER PARK
3rd bathroom - 1571 WOODLAND AVE, WINTER PARK
4th Bedroom - 1571 WOODLAND AVE, WINTER PARK
4th bathroom - 1571 WOODLAND AVE, WINTER PARK
Loft area on 2nd floor with bedrooms - 1571 WOODLAND AVE, WINTER PARK
Elevator to loft area upstairs - 1571 WOODLAND AVE, WINTER PARK
Elevator - 1571 WOODLAND AVE, WINTER PARK
Balcony on 2nd floor - 1571 WOODLAND AVE, WINTER PARK
Office or 5th bedroom - 1571 WOODLAND AVE, WINTER PARK
5th bathroom - 1571 WOODLAND AVE, WINTER PARK
Game room - 1571 WOODLAND AVE, WINTER PARK
Kitchen and wet bar in game room - 1571 WOODLAND AVE, WINTER PARK
Game room kitchen area - 1571 WOODLAND AVE, WINTER PARK
Single Family Residence at 1571 WOODLAND AVE, WINTER PARK, photo 39 of 75
Theatre Room - 1571 WOODLAND AVE, WINTER PARK
Theatre Room - 1571 WOODLAND AVE, WINTER PARK
Wine Cellar - 1571 WOODLAND AVE, WINTER PARK
Game Room - 1571 WOODLAND AVE, WINTER PARK
Game Room - 1571 WOODLAND AVE, WINTER PARK
Weight room - 1571 WOODLAND AVE, WINTER PARK
Work out room - 1571 WOODLAND AVE, WINTER PARK
Sauna inside the work out room - 1571 WOODLAND AVE, WINTER PARK
6th bathroom inside work out room - 1571 WOODLAND AVE, WINTER PARK
Pool half bath - 1571 WOODLAND AVE, WINTER PARK
Main living area powder bathroom - 1571 WOODLAND AVE, WINTER PARK
Main laundry room - 1571 WOODLAND AVE, WINTER PARK
2nd laundry room - 1571 WOODLAND AVE, WINTER PARK
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Single Family Residence at 1571 WOODLAND AVE, WINTER PARK, photo 57 of 75
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Single Family Residence at 1571 WOODLAND AVE, WINTER PARK, photo 59 of 75
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Single Family Residence at 1571 WOODLAND AVE, WINTER PARK, photo 75 of 75
75 photos

$6,000,000

1571 WOODLAND AVE
WINTER PARK, FL 32789
Listed by Vonda Fields · CHARLES RUTENBERG REALTY ORLANDO
Bedrooms
5
Bathrooms
6.2
Living area
7,397 sqft
Year built
2007

About this home

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.

Highlights

Private poolFireplace

Property details

MLS #
MFRO6411706
Property type
Single Family Residence
Subdivision
COMSTOCK PARK
Status
Active
Days on market
21
On market date
May 29, 2026
Stories
N/A
Total bathrooms
8
Garage spaces
3
Parking spaces
N/A
Lot size
0.38 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
LAKEMONT ELEMENTARY
0.26 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
565
Student:teacher ratio
15.7:1
District
ORANGE
Middle
MAITLAND MIDDLE
1.97 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
774
Student:teacher ratio
19.8:1
District
ORANGE
HighCharter
ALOMA HIGH CHARTER
1.7 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
331
Student:teacher ratio
33.1:1
District
ORANGE

Mortgage calculator

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Est. monthly payment
$36,283/mo
$1,200,000 down
$4,800,000 loan
Principal & interest$31,133
Property tax (est.)$5,000
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated June 19, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.