To schedule a showing of 1571 Woodland Avenue, Winter Park, Florida, Call David Shippey at 863-521-4517 TODAY!
$6,000,000 | 5 beds | 6 full baths | 2 half baths | 7,397 sqft
Winter Park, FL 32789
- 5Beds
- 8.00Total Baths
- 6 Full, 2 HalfBaths
- 7,397SqFt
- 2007Year Built
- 0.38Acres
- MLS# O6411706
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market1 month, 12 days
- Area32789 - Winter Park
- CountyOrange
- Subdivision Comstock Park
Overview
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.
Agriculture / Farm
Association Fees / Info
Bathroom Info
Total Baths: 8.00
Fullbaths: 6
Building Info
Window Features: DoublePaneWindows
Roof: Tile
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Pool Features: Gunite, Heated, InGround, SaltWater
Patio: RearPorch, Patio, SidePorch
Pool Private: Yes
Exterior Features: DogRun, FrenchPatioDoors, SprinklerIrrigation, Lighting, OutdoorGrill, OutdoorKitchen, OutdoorShower, PrivateEntrance, Storage
Fees / Restrictions
Financial
Original Price: $6,000,000
Fencing: Electric, Fenced
Garage / Parking
Parking Features: Garage, GarageDoorOpener, Oversized, ParkingPad
Attached Garage: Yes
Garage: Yes
Car Ports: 1
Green / Env Info
Interior Features
Fireplace Desc: FamilyRoom, Gas, LivingRoom, Outside
Fireplace: Yes
Floors: Wood
Levels: ThreeOrMore
Spa: Yes
Laundry Features: LaundryChute, Inside, LaundryRoom
Interior Features: WetBar, BuiltInFeatures, CeilingFans, CathedralCeilings, CentralVacuum, EatInKitchen, HighCeilings, KitchenFamilyRoomCombo, LivingDiningRoom, OpenFloorplan, SolidSurfaceCounters, WalkInClosets, WoodCabinets, Attic, SeparateFormalDiningRoom, SeparateFormalLivingRoom
Appliances: BuiltInOven, ConvectionOven, Cooktop, Dishwasher, Disposal, Refrigerator, RangeHood, WaterSoftener
Spa Features: InGround
Lot Info
Direction Remarks: From N Phelps Ave turn onto Woodland Ave and home will be on the right
Lot Size Units: Acres
Lot Size Acres: 0.38
Lot Sqft: 16,534
Misc
Other
Special Conditions: None
Security Features: SmokeDetectors, SecurityLights
Other Rooms Info
Property Info
Section: 05
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Construction Materials: Block
Total Stories: 3
Foundation: Slab
Human Modified: Yes
Room Info
Total Rooms: 3
Sqft Info
Sqft: 7,397
Bulding Area Sqft: 9,615
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,025
Tax Lot: 3C
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
Tax Block: B
Tax Annual Amount: 31040.38
Tax Book Number: K-87
Unit Info
Utilities / Hvac
Heating: Central
Water Source: Public
Sewer: PublicSewer
Cool System: CentralAir, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: CableConnected, ElectricityConnected, Propane, SewerConnected, WaterConnected
Waterfront / Water
Directions
From N Phelps Ave turn onto Woodland Ave and home will be on the rightThis listing courtesy of Charles Rutenberg Realty Orlando
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MLS IDX data last updated on 07-11-2026 7:47 PM EST.
If you have any questions on 1571 Woodland Avenue, Winter Park, Florida, please call David Shippey at 863-521-4517.
MLS# O6411706 located at 1571 Woodland Avenue, Winter Park, Florida is brought to you by David Shippey REALTOR®
1571 Woodland Avenue, Winter Park, Florida has 5 Beds, 6 Full Bath, and 2 Half Bath.
The MLS Number for 1571 Woodland Avenue, Winter Park, Florida is O6411706.
The price for 1571 Woodland Avenue, Winter Park, Florida is $6,000,000.
The status of 1571 Woodland Avenue, Winter Park, Florida is Active.
The subdivision of 1571 Woodland Avenue, Winter Park, Florida is Comstock Park.
The home located at 1571 Woodland Avenue, Winter Park, Florida was built in 2026.