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1571 Woodland Avenue

Winter Park, FL 32789
  • $6,000,000
  • STATUS: Active
  • ON SITE: 11 Days
  • MLS #: O6411706
UPDATED: 124 min ago
$6,000,000
  • 5
    BEDS
  • 0.38
    ACRES
  • 6
    BATHS
  • 2
    1/2 BATHS
  • 7,397
    SQFT
  • $811
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2007
County:
Area:

School Information

Elementary School:
Middle School:
High School:

Description

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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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-06-09T23:45:35.273.
www.sarasotagulfcoastrealtors.com/homes/176990020
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1571 Woodland Avenue Winter Park, FL 32789

  • Price: $6,000,000
  • Status: Active
  • On Site: 11 Days
  • Updated: 124 min ago
  • MLS #: O6411706
5
Beds
6
Baths
2
½ Baths
0.38
Acres
7,397
SQFT
$811
$/SQFT
2007
Built
Neighborhood:
Comstock Park
County:
Orange
Area:
Winter Park
Elementary School:
Lakemont Elem
Middle School:
Maitland Middle
High School:
Winter Park High
Property Description
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.
Exterior Features

Attached Garage Yn Yes Carport Spaces 1 Carport Yn No Construction Materials Block Covered Spaces 4 Direction Faces South Exterior Features Dog RunFrench DoorsIrrigation SystemLightingOutdoor GrillOutdoor KitchenOutdoor ShowerPrivate EntranceStorage Fencing ElectricFenced Foundation Details Slab Open Parking YN Yes Parking Features Garage Door OpenerOversizedParking PadPortico Patio And Porch Features PatioRear PorchSide Porch Pool Features GuniteHeatedIn GroundLightingSalt Water Pool Private Yn Yes Road Surface Type Brick Roof Tile Spa Features In Ground Spa YN Yes Water Access Yn No Water Extras Yn No Water View Yn No Waterfront Yn No

Interior Features

Additional Rooms AtticDen/Library/OfficeFamily RoomFormal Dining Room SeparateFormal Living Room Separate Appliances Built-In OvenConvection OvenCooktopDishwasherDisposalRange HoodRefrigeratorWater Softener Building Area Total 9615 Cooling Central Air Cooling YN Yes Fireplace Features Family RoomGasLiving RoomOutside Fireplace Yn Yes Flooring Hardwood Furnished Unfurnished Heating Central Heating YN Yes Interior Features Built-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)Central VacuumEating Space In KitchenHigh CeilingsKitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanSolid Surface CountersSolid Wood CabinetsWalk-In Closet(s)Wet Bar Laundry Features InsideLaundry ChuteLaundry Room Levels Three Or More Rooms Kitchen (Granite CountersPantryStone CountersWet BarBuilt-in Closet) Primary Bedroom (En Suite BathroomWalk-In Closet(s)) Living Room (Built-In ShelvingCeiling Fan(s)Central Vacuum) Sewer Public Sewer Stories Total 3 Water Source Public Window Features Double Pane Windows

Property Features

Additional Lease Restrictions Please consult with governing municipality for lease restrictions Additional Parcels YN No Association Yn No Cdd Yn No Down Payment Resource No Flood Zone Code X Garage Yn Yes Homestead Yn Yes Lease Considered YN Yes Lease Restrictions YN No Listing Terms CashConventional Minimum Lease 1 Month New Construction Yn No Occupant Type Owner Ownership Fee Simple Property Sub Type Single Family Residence Realtor Info As-IsNo Sign Security Features Security LightsSmoke Detector(s) Senior Community Yn No Special Listing Conditions None Tax Annual Amount 31040.38 Total Annual Fees 0 Total Monthly Fees 0 Utilities Cable ConnectedElectricity ConnectedPropaneSewer ConnectedWater Connected Zoning R-1A


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of CHARLES RUTENBERG REALTY ORLANDO: 407-622-2122.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-06-09T23:45:35.273.
 
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