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.
1571 Woodland Ave, Winter Park, FL 32789
- Price:
- $6,000,000.00
- Original List Price:
- $6,000,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $811.14
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6411706
- 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
- 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
- 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
- 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
- Homestead Property
- Tax Annual Amount:
- $31,040.38
- Tax Year:
- 2025
- Garage
- Garage Spaces:
- 3
- Carport Spaces:
- 1
- Attached Garage
- Parking Features:
- Garage Door Opener, Parking Pad, Oversized, Portico
- Sewer:
- Public Sewer
- Utilities Available:
- Electricity Connected, Sewer Connected, Water Connected, Cable Connected, Propane
- Water Source:
- Public
- Minimum Lease Term:
- 1 Month
- Subdivision Name:
- COMSTOCK PARK
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Cash, Conventional
- Occupant Type:
- Owner
- Lease Considered:
- Yes
- 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
- Elementary School:
- Lakemont Elem
- High School:
- Winter Park High
- Middle Or Junior School:
- Maitland Middle
- 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
- Courtesy of:
- CHARLES RUTENBERG REALTY ORLANDO
- Attribution:
- 407-622-2122
- Road Surface Type:
- Brick
- 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''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates

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