1571 WOODLAND AVENUE, WINTER PARK, FL 32789

$6,000,0005 Beds8 Baths7,397 Sq. Ft.$811 / sq. ft.

WINTER PARK, FL 32789 · MLS# O6411706 · Active · COMSTOCK PARK

Status
Active
Type
Single Family Residence
Year Built
2007
Days on Market
21
Lot Size
16,534 sqft
MLS #
O6411706
County
Orange

Description of 1571 WOODLAND AVENUE, WINTER PARK, FL 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.

Property Details for 1571 WOODLAND AVENUE, WINTER PARK, FL 32789

Bathrooms Full
6
Bathrooms Half
2
Interior Features
Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Eating Space 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
Appliances
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Range Hood, Refrigerator, Water Softener
Flooring
Hardwood
Heating
Central
Cooling
Central Air
Furnished
Unfurnished
Garage Spaces
3
Attached Garage
Yes
Parking Features
Garage Door Opener, Oversized, Parking Pad, Portico
Pool Features
Gunite, Heated, In Ground, Lighting, Salt Water
Pool Private
Yes
Direction Faces
South

Building Information for 1571 WOODLAND AVENUE, WINTER PARK, FL 32789

Building Area Total
9615
Building Area Units
Square Feet
Stories Total
3
Association
No
Security Features
Security Lights, Smoke Detector(s)

Property Information for 1571 WOODLAND AVENUE, WINTER PARK, FL 32789

Lot Size Square Feet
16,534
Waterfront
No
View
No
Construction Materials
Block
Roof
Tile
Exterior Features
Dog Run, French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Entrance, Storage
Sewer
Public Sewer
Water Source
Public
New Construction
No

Public Records for 1571 WOODLAND AVENUE, WINTER PARK, FL 32789

Parcel Number
052230159202280
Tax Annual Amount
$31,040
Tax Year
2025
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
Zoning
R-1A
County Or Parish
Orange

Schools Near 1571 WOODLAND AVENUE, WINTER PARK, FL 32789

Elementary School
Lakemont Elem
Middle School
Maitland Middle
High School
Winter Park High

School assignments are provided by the listing and should be independently verified.

Payment Calculator

Estimated Payment
$35,926/mo
Principal & Interest
$30,339
Property Taxes
$2,587
Home Insurance
$3,000

Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.

Location

1571 WOODLAND AVENUE, WINTER PARK, FL 32789 · See all Winter Park homes for sale

Similar Homes in WINTER PARK

More information about 1571 WOODLAND AVENUE, WINTER PARK, FL 32789

1571 WOODLAND AVENUE is a single family home for sale in WINTER PARK, FL 32789. This property was listed for sale on May 29, 2026 by CHARLES RUTENBERG REALTY ORLANDO, it's currently listed at $6,000,000. This listing's school district is Orange Public Schools. Nearby schools include Lakemont Elem, Maitland Middle and Winter Park High. 1571 WOODLAND AVENUE is a 5-bed, 8-bath, 7,397 sqft single family home built in 2007.