Date
Details
Price
Change
Source
5/29/2026
Listed
$6,000,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/74
$6,000,000
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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.
Full Property Details
Full Property Details for 1571 Woodland Ave
General
- Price: $6,000,000
- Taxes: $31,040 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6411706
- Updated: 6/19/2026
- Added to Site: 25 day(s) ago
Rental Information
- Min. Lease: 1 Month
Interior
- Number of Rooms: 3
- Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s), Wet Bar
- Fireplace: Yes
- Fireplace(s): Family Room, Gas, Living Room, Outside
- Appliances: Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Range Hood, Refrigerator, Water Softener
- Furnishings: Unfurnished
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 8
- Full Bathrooms: 6
- Half Bathrooms: 2
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Inside, Laundry Chute, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, Heated, In Ground, Lighting, Salt Water
- Spa: Yes
- Spa Description: In Ground
- Security/Safety: Security Lights, Smoke Detector(s)
Exterior
- Exterior Features: Dog Run, French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Entrance, Storage
- Deck/Patio: Patio, Rear Porch, Side Porch
- Porch/Patio/Deck: Patio, Rear Porch, Side Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Carport: 1
- Carport Spaces: 1
- Covered Spaces: 4
- Parking Features: Garage Door Opener, Oversized, Parking Pad, Portico
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: COMSTOCK PARK
- Driving Directions: From N Phelps Ave turn onto Woodland Ave and home will be on the right
- Direction Faces: South
School Information
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
Community
- Community Name: 32789 - Winter Park
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Propane, Sewer Connected, Water Connected
Structural Information
- Exterior Const.: Block
- Roof: Tile
- Windows: Double Pane Windows
- Stories/Levels: Three Or More
- Square Feet: 7,397
- Sq. Ft. Source: Public Records
- Year Built: 2007
Lot Features
- Lot Size (Acres): 0.38
- Lot Size (Sq. Ft.): 16,534
- Lot Size: 16534
- Street/Road Desc.: Brick
- Fencing (Description): Electric, Fenced
Financial Considerations
- Tax Amount: $31,040.38
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- 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
- Flood Zone Info: X
- APN: 52230159202280
- Property ID: 52230159202280
- Block/Lot/Section: B
Listed by Charles Rutenberg Realty Orlando
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Listing agent
— 1571 Woodland Ave —
Charles Rutenberg Realty Orlando
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Schools
Schools serving 1571 Woodland Ave
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Lakemont Elementary School 901 North Lakemont Avenue, Winter Park, FL 32792 | K-5 | 0.3 mi |
Maitland Middle School 701 North Thistle Lane, Maitland, FL 32751 | 6-8 | 1.9 mi |
Winter Park High School 2100 Summerfield Road, Winter Park, FL 32792 | 9-12 | 1.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1571 Woodland Ave
Tax History
Tax History for 1571 Woodland Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$31,040
3%
$2,068,624
6%
2024
$30,142
3%
$1,957,473
3%
2023
$29,127
5%
$1,900,459
6%
2021
$27,633
-1%
$1,791,365
-3%
2022
$27,898
1%
$1,845,106
4%
2021
$27,633
11%
$1,766,632
13%
2019
$24,906
—
$1,565,623
2%
2018
$24,793
1%
$1,536,431
2%
2017
$24,603
2%
$1,504,830
2%
2016
$24,114
-6%
$1,473,879
-3%
2015
$25,731
-3%
$1,523,581
-1%
2014
$26,440
2%
$1,538,905
1%
2013
$25,906
—
$1,516,163
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1571 Woodland Ave
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1571 Woodland Avenue, Winter Park, FL 32789 (MLS# O6411706) is a Single Family property with 5 bedrooms, 6 full bathrooms and 2 partial bathrooms. 1571 Woodland Avenue is currently listed for $6,000,000 and was received on May 29, 2026. Want to learn more about 1571 Woodland Avenue? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.