Home in 1571 Woodland Ave Winter Park for sale with MLS# O6411706

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 Ave, Winter Park, FL 32789

Price
Price:
$6,000,000.00
Original List Price:
$6,000,000.00
List Price per Sq Ft (Calculated, Approx.):
$811.14
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6411706
Rooms Distribution
Bedrooms:
5
Bathrooms Total:
8
Full Bath:
6
Half Bath:
2
Additional Rooms:
Attic, Den/library/office, Family Room, Formal Dining Room Separate, Formal Living Room Separate
Measures
Living Area:
7,397 Sqft
Built-Up Area:
9,615 Sqft
Lot Area:
16,534 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Size Acres:
0.38
Property Features
Waterfront:
No
Private Pool
Swimming Pool Features:
Gunite, Heated, In Ground, Salt Water, Lighting
Spa
Spa Features:
In Ground
Security:
Smoke Detector(s), Security Lights
Furnished:
Unfurnished
Appliances:
Dishwasher, Disposal, Refrigerator, Cooktop, Built-in Oven, Water Softener, Range Hood, Convection Oven
Interior:
Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Built-in Features, Wet Bar, Cathedral Ceiling(s), Ceiling Fans(s), Kitchen/family Room Combo, Living Room/dining Room Combo, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Central Vacuum
Exterior:
Lighting, Outdoor Grill, Outdoor Shower, French Doors, Storage, Outdoor Kitchen, Dog Run, Private Entrance
Patio and Porch:
Patio, Rear Porch, Side Porch
Windows:
Double Pane Windows
Laundry:
Inside, Laundry Room, Laundry Chute
Fireplace
Fireplace:
Gas, Living Room, Family Room, Outside
Air Conditioning System:
Central Air
Heating System:
Central
Fence:
Electric, Fenced
Property Entrance Faces:
South
Other Equipment:
Irrigation Equipment, Private Entrance
Construction
Year Built:
2007
Roof:
Tile
Levels:
Three Or More
Construction Materials:
Block
Flooring:
Wood
Number of stories:
3
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$31,040.38
Tax Year:
2025
Parking
Garage
Garage Spaces:
3
Carport Spaces:
1
Attached Garage
Parking Features:
Garage Door Opener, Parking Pad, Oversized, Portico
Utilities
Sewer:
Public Sewer
Utilities Available:
Electricity Connected, Sewer Connected, Water Connected, Cable Connected, Propane
Water Source:
Public
Community
Minimum Lease Term:
1 Month
Subdivision Name:
COMSTOCK PARK
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
COMSTOCK PARK K/87 LOTS 28 & 29 BLK B AND J KRONENBERGER SUB G/56 PORTION OF BOATHOUSE LOTS 6C AND 5C DESC AS COMM AT ELY MOST CORNER OF LOT 3C TH N34-30-0W 30FT TO POB TH S55-30-0W 31 FT TH NWLY 25FT TH N55-30-0E 31 FT TH S34-30E 25 FT TO POB
Real Estate Folio Number (Parcel Number):
05-22-30-1592-02-280
Zoning:
R-1A
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Lakemont Elem
High School:
Winter Park High
Middle Or Junior School:
Maitland Middle
Listing History
Originally published on:
May 29, 2026 3:55 pm
Active on the market since:
May 29, 2026
Listing Agreement executed on:
May 29, 2026
Listing Status Last Changed On:
May 29, 2026 3:55 pm
Photos updated on:
May 29, 2026 4:28 pm
Last Modified:
May 30, 2026 10:52 am
Additional Information
Courtesy of:
CHARLES RUTENBERG REALTY ORLANDO
Attribution:
407-622-2122
Road Surface Type:
Brick
Location
Street Name:
WOODLAND
Street Number:
1571
City:
WINTER PARK
State:
Florida
Zip Code:
32789
County:
Orange
Latitude:
N28° 36' 25.4''
Longitude:
W82° 40' 0.2''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $100,213
Median Home Value $695,000
Median Rent $1,667/mo
Median Age 44
Population 26,884

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