1761 LEGION DRIVE, Winter Park, FL 32789

• 5 beds |
• 6 baths |
• 4,949 sqft

Property 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

Listing Status:

Active

Date Added:

August 26, 2026

Data Last Updated:

September 28, 2026 at 1:21PM

Listing Office:

COLDWELL BANKER REALTY : 407-647-1211

Listing Agent:

Harry Pool, III : 203-912-5931

Contact:

407-647-1211

MLS ID:

O6435967

Interior

• General: Built-in FeaturesCeiling Fans(s)Crown MoldingDry BarEat-in KitchenHigh CeilingsKitchen/Family Room ComboOpen FloorplanPrimary Bedroom Main FloorSmart HomeSplit BedroomStone CountersWalk-In Closet(s)Wet BarWindow Treatments
• Appliances: Bar FridgeBuilt-In OvenCooktopDishwasherDisposalDryerExhaust FanRefrigeratorSolar Hot WaterTankless Water HeaterWasherWine Refrigerator
• Laundry: InsideLaundry Room
• Flooring: TravertineWood
• A/C: Central AirAttic Fan
• Heating: Central
• Fireplace: ElectricFireplace

Exterior

• General: LightingOutdoor KitchenOutdoor ShowerHeatedIn Ground
• Style: Contemporary
• Pool: GuniteLightingOutside Bath AccessScreen Enclosure

Construction

• Roofing: Shingle
• Windows: Storm Window(s)
• General: BlockTwoSlab

Location

• Road/Access: Paved
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-1AAGREEN OAKS SECOND REPLAT Q/96 THE E 128.35 FT OF N 141.5 FT OF LOT 1331-21-30-3174-00-136

Utilities

• Utilities: Cable ConnectedElectricity ConnectedPropane
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple