1600 LEGION DRIVE, WINTER PARK, FL 32789 - Expert Florida Realtor, Client-Focused Results

$3,995,000

Long before this home stood gracefully on its prominent corner, it existed as a vision in the mind of master builder Keith D. Field. Conceived as the opposite of a production home, it was crafted with a builder’s eye for structural integrity, thoughtful flow, and a seamless connection between indoors… Read More and out. Set on a generous 91-foot wide lot, this custom residence offers 5 bedrooms and a floor plan that feels both substantial and inviting. A wide front veranda sets a timeless tone from the moment you arrive. Dark-framed windows and doors create a striking contrast, while manicured hedges and brick-paved drives enhance the classic curb appeal and highlight the home’s architectural details. Step inside and you immediately sense that this is more than just a beautiful house—it’s a home with a story. At its heart is the reclaimed pine flooring, sourced from a Florida bridge. Rich with character, worn in all the right ways, these floors bring a warmth and authenticity you simply cannot replicate with something new. A long, gracious foyer introduces the main living spaces. To your left, a handsome study/office with a brick fireplace offers an intimate retreat for working. To your right, a formal dining room with garden views comfortably accommodates twelve. A discreet swing door leads to a well-appointed wet bar and large walk-in pantry, which then opens into the expansive kitchen. The kitchen is the true hub of the home, anchored by coffered ceilings, an oversized island, a full suite of high-end appliances, abundant cabinetry, and extensive counter space. A light-filled dinette offers the perfect spot for casual meals. At the center of the home, an oversized great room draws everyone together with its tall brick fireplace, built-in display/bookshelves, and high ceilings that add volume without sacrificing warmth. Two bedrooms are thoughtfully located on the main level, including the primary suite, privately positioned in one of the quietest corners of the home. Filled with soft natural light, accentuating the detailed millwork that runs from floor to ceiling. The primary bath is a retreat in itself, featuring slate flooring, double vanity, claw-foot soaking tub, water closet, walk-in shower with rain head, and a massive custom walk-in closet. The second main-level bedroom functions beautifully as a guest suite or flexible space, with an en-suite bath that also serves as a pool bath, a built-in Murphy bed with integrated cabinetry. A back facing staircase leads to two additional en-suite bedrooms on the second level. At the top of the landing, a large built-in workstation creates an ideal homework or creative zone, and both bedrooms enjoy access to a full-length front balcony. At the back of the home, a separate staircase leads to the fifth bedroom—a wonderfully private suite with dormer windows, angled ceilings with beams, and its own en-suite bath. In addition to a walk-in closet, cleverly designed built-in storage along the walls ensures a place for everything. Off the great room, a covered lanai with tongue-and-groove wood ceiling and brick built-in grilling station creates a comfortable space for year-round relaxation. A 45-foot lap pool is anchored by a striking cabana with fireplace, evoking a resort-inspired setting for long afternoons, evening gatherings, and memorable celebrations. This is a rare opportunity to own a thoughtfully crafted estate where history, craftsmanship, and everyday comfort come together in perfect balance. Read Less

Courtesy of COLDWELL BANKER REALTY 407-647-1211

Listing Snapshot

Days Online

Last Updated

Jun 16, 2026

Property Type

Single Family Residence

Beds

Full Baths

Partial Baths

Square Ft.

4,483

Lot Size

0.32 Acres

Year Built

2008

MLS Number

O6415591

Additional Details

Property Access

Road Responsibility: Public Maintained Road, Road Surface: Asphalt

Appliances & Equipment

Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator, Other equipment: Irrigation Equipment, Private Yard, Generator

Building

Built in 2008, Living area: 4483, Living area units: Square Feet, Building faces West, 2 stories, Levels: Two, Construction Materials: Block, Stucco

Community

Park, Playground, Sidewalks, Street Lights

Cooling

Central Air

Exterior Features

Patio/Porch Features: Covered, Deck, Front Porch, Patio, Side Porch, Balcony, French Doors, Garden, Lighting, Outdoor Grill, Private Mailbox, Private Yard, Rain Gutters, Sidewalk

Fence

Fenced

Fireplaces

Family Room, Gas, Outside, Wood Burning

Floors

Carpet, Slate, Wood

Foundation

Slab

Garage

3 spaces

Heating

Central, Electric

Interior Features

Built-in Features, Ceiling Fans(s), Chair Rail, Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments

Laundry

Common Area, Inside, Laundry Room

Lot

0.32 acres, Dimensions: 150x91.7, Corner Lot, City Limits, Landscaped, Level, Oversized Lot, Sidewalk, Paved, Trees/Landscaped

Parking

Curb Parking, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Rear, On Street, Oversized

Pool

Deck, Gunite, Heated, In Ground, Lap, Lighting, Outside Bath Access, Salt Water

Property

Completed, Other structures: Cabana, Garden, Pool

Roof

Shingle

Security Features

Secured Garage/Parking, Security System, Smoke Detector(s)

Sewer

Public Sewer

Taxes

Additional parcels description:, Parcel Number: 31-21-30-3172-00-102, Public Survey Range: 30, Public Survey Section: 31, Annual Amount: $20,740, Tax Block: 00/102, Tax Book Number: Q-30/0030, Legal Description: REPLAT OF GREEN OAKS Q/30 THE S 91.7 FTOF W 150 FT LOT A, Lot: A, Year: 2025, Zoning: R-1AA

Utilities

BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Propane, Public, Sewer Connected, Sprinkler Meter, Water Connected, Water Source: Public

Windows

Blinds, Display Window(s), Double Pane Windows, Drapes, Shades, Shutters, Wood Frames

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