




1761 LEGION DRIVE
WINTER PARK, FL, 32789·GREEN OAKS REP 02
MLS# O6435967
$3,265,000
5
Beds
5.5
Baths
4,949
Sq Ft
Description
One of the most coveted neighborhoods in all of Winter Park, this exceptional custom-built residence offers a rare combination of timeless design, modern sophistication, and an unbeatable location. Completed in 2017 and first sold in 2018, this 5-bedroom, 5.5-bath home has been meticulously maintained by its original owner and enhanced with high-end designer finishes. Much of the interior was thoughtfully reimagined by renowned designer Ted Maines, resulting in a sophisticated yet timeless aesthetic throughout. Perfectly positioned on a prime oversized corner lot, this remarkable residence blends transitional architecture with modern elegance. Expansive sliding glass doors fill the open-concept living spaces with natural light while creating a seamless connection between the indoors and outdoors. The main living area flows effortlessly from the formal living room and spacious dining area into the gourmet kitchen, complete with custom cabinetry, Carrara marble surfaces, and premium Sub-Zero and Wolf appliances. A refined yet inviting family room with a fireplace provides the perfect setting for everyday living and entertaining. The private first-floor primary suite offers direct access to the lanai and heated saltwater pool and is complemented by a spa-inspired bath with a steam shower and custom his-and-her walk-in closets. A secondary ground-floor bedroom provides exceptional flexibility for guests, multigenerational living, or a private home office. Upstairs, a spacious loft with a custom dry bar leads to a versatile media room. Three additional en-suite bedrooms complete the second level. Recent enhancements include a whole-house generator supported by a 250-gallon buried propane tank, new pool solar equipment, a newly added semi-circular driveway that enhances both curb appeal and functionality, two newer A/C units, and a new 2026 A/C system featuring re-engineered, high-efficiency ductwork designed to provide optimal climate control throughout the home. The outdoor living space is equally impressive, featuring a heated saltwater pool and spa with a cascading waterfall, elegant stone decking, an outdoor shower, ambient lighting, and a covered summer kitchen—perfect for year-round entertaining. A rare three-car garage completes this exceptional property. All of this is just moments from the shops, dining, parks, and unmistakable charm of downtown Winter Park
Property Overview
Bedrooms & Bathrooms
Structure
Size & Lot
Utilities
Additional Features
Contact Agent
Holiday Realty LLC
Central Florida Real Estate Experts
(800) 936-1754
Our team typically responds within 1 hour during business hours.
Neighborhood
About GREEN OAKS REP 02
1761 LEGION DRIVE is located in the GREEN OAKS REP 02 community in WINTER PARK, FL. Part of Orange County.
The GREEN OAKS REP 02 neighborhood offers convenient access to local schools, shopping, dining, parks, and major commute routes.
HOA & Tax Information
Ask About This Property
Ask a question about this home and get quick, listing-based help from Holiday Realty.
Answers are generated from listing data and may be incomplete — please verify details with a Holiday Realty agent.
Listing courtesy of COLDWELL BANKER REALTY · Harry Pool, III
Frequently Asked Questions
What is the asking price for 1761 LEGION DRIVE?
The listing price for 1761 LEGION DRIVE is $3,265,000.
How many bedrooms and bathrooms does 1761 LEGION DRIVE have?
This property features 5 bedrooms and 5 full bathrooms plus 1 half bath(s).
What is the square footage of 1761 LEGION DRIVE?
The living area is approximately 4,949 square feet.
What community is 1761 LEGION DRIVE located in?
This property is located in the GREEN OAKS REP 02 community in WINTER PARK, FL. The neighborhood offers convenient access to local schools, shopping, dining, and parks.
When was 1761 LEGION DRIVE built?
This property was built in 2017.
What schools are near 1761 LEGION DRIVE?
WINTER PARK is served by the Orange County Public Schools district. Contact us for details on nearby elementary, middle, and high schools, including ratings and enrollment information.
How do I schedule a showing for 1761 LEGION DRIVE?
You can schedule a private showing by clicking "Schedule a Showing" on this page or calling us at (800) 936-1754.
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 2026-09-28. All data is obtained from various sources and may not have been verified by broker or MLS GRID.
IDX information is provided exclusively for consumers' personal noncommercial use.
© 2026 Stellar MLS. All rights reserved.