1571 WOODLAND AVENUE
Winter Park, FL 32789

5 Beds 6 Full 2 Half Bath 7397 sq ft 145 Days on Market

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 ...

+ Read More

Listing Courtesy of: CHARLES RUTENBERG REALTY ORLANDO
407-622-2122

See More

Mortgage Calculator

Per Month
Principal and Interest
Property Taxes 2586
HOA Fees 0
Homeowners Insurance 3000
$
$
%
%
$
$
$
%

Copyright 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. Information deemed reliable but is not guaranteed. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of My Florida Regional MLS DBA Stellar MLS. Real estate listings held by brokerage firms other than the owner of this page include the name of the listing broker. Information provided is for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This site will be monitored for 'scraping' and any use of search facilities of data on the site other than by a consumer looking to purchase real estate is prohibited. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items. Information last updated on October 20, 2026 11:04 PM - ET

My Florida Regional MLS DBA Stellar MLS Logo

Based on information submitted to the MLS GRID as of October 20, 2026 11:04 PM - ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Some listings have been excluded from this website.

IDX information is provided exclusively for consumers’ personal noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time.

Property Last Updated: October 20, 2026 11:04 PM - ET