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WINTER PARK, FL 32789 1571 WOODLAND AVENUE

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Presented By: CHARLES RUTENBERG REALTY ORLANDO with 407-622-2122. - 407-622-2122
  • MLS# O6411706
  • 05/29/2026
  • Request Tour
  • Request Info
  • Beds • 5
  • Full/Half Baths • 6 / 2
  • SQFT • 7,397
  • Garage • 3

Home Details

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.
Presented By: CHARLES RUTENBERG REALTY ORLANDO with 407-622-2122. - 407-622-2122

Interior Features for 1571 WOODLAND AVENUE

Bedrooms

Total Bedrooms5

Bathrooms

Half Baths2
Total Baths8

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace FeaturesFamily Room, Gas, Living Room, Outside
Fireplace Y/NYes
FlooringHardwood
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesBuilt-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
Laundry FeaturesInside, Laundry Chute, Laundry Room
Total Stories3
Window FeaturesDouble Pane Windows

General for 1571 WOODLAND AVENUE

Additional Parcels Y/NNo
Additional RoomsAttic, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate
AppliancesBuilt-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Range Hood, Refrigerator, Water Softener
Attached Garage Yes
Building Area UnitsSquare Feet
Carport Spaces1
Carport Y/NNo
CityWINTER PARK
Construction MaterialsBlock
CoolingCentral Air
CountyOrange
DirectionsFrom N Phelps Ave turn onto Woodland Ave and home will be on the right
Elementary SchoolLakemont Elem
Facing DirectionSouth
Flood Zone CodeX
Flood Zone Code XY
Full Baths6
Garage Spaces3
Garage Y/NYes
HeatingCentral
High SchoolWinter Park High
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionCOMSTOCK 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
LevelsThree Or More
Listing TermsCash, Conventional
Living Area UnitsSquare Feet
Lot Size Square Feet16534
Lot Size UnitsSquare Feet
MLS Area32789 - Winter Park
Middle/Junior High SchoolMaitland Middle
Minimum Lease1 Month
New ConstructionNo
Occupancy TypeOwner
OwnershipFee Simple
Patio/Porch FeaturesPatio, Rear Porch, Side Porch
Pool FeaturesGunite, Heated, In Ground, Lighting, Salt Water
Property SubtypeSingle Family Residence
Property TypeResidential
RoofTile
STELLAR_InLawSuiteYNNo
Security FeaturesSecurity Lights, Smoke Detector(s)
Senior Community Y/NNo
SewerPublic Sewer
Spa FeaturesIn Ground
Standard StatusActive
StatusActive
Subdivision NameCOMSTOCK PARK
Tax Annual Amount31040.38
Tax Lot3C
Tax Year2025
Total Rooms3
UtilitiesCable Connected, Electricity Connected, Propane, Sewer Connected, Water Connected
Virtual TourClick here
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built2007
ZoningR-1A

Exterior for 1571 WOODLAND AVENUE

Building Area Total9615
Covered Spaces4
Exterior AmenitiesDog Run, French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Entrance, Storage
FencingElectric, Fenced
Foundation DetailsSlab
Lot Size Acres0.38
Lot Size Area16534
Parking FeaturesGarage Door Opener, Oversized, Parking Pad, Portico
Private PoolYes
Road Surface TypeBrick
SpaYes
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Cindy Gonzalez

Price $6,000,000
MLS#O6411706
List Date 05/29/2026
Property Type Single Family
Phone 239.243.2743
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