1600legiondrivewinterparkfl32789

5 Beds

5 Full baths

4,483SqFt

Active

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 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.

Property Details
Price $3,495,000
Bedrooms 5
Full Baths 5
Half Baths 1
Property Style Traditional
Lot Size 150 x 91.7
Lot Size Area 13787
Lot Size Area Units Square Feet
Acres 0.32
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Single Family Residence
Features Built-in Features, Ceiling Fan(s), Chair Rail, Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Primary Bedroom Main Floor, Smart Thermostat, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments
Exterior Features Balcony, French Doors, Garden, Irrigation System, Lighting, Outdoor Grill, Private Mailbox, Private Yard, Rain Gutters, Sidewalk, Smart Lock(s)
Year Built 2008
Subdivision GREEN OAKS REP
View Garden
Roof Shingle
Heating Central, Electric
Foundation Slab
Lot Description Corner Lot, City Lot, Landscaped, Level, Oversized Lot, Sidewalk
Laundry Features Common Area, Inside, Laundry Room
Pool features In Ground, Child Safety Fence, Gunite, Lap, Lighting, Salt Water
Parking Description Curb Parking, Driveway, Garage Door Opener, Garage Faces Rear, Guest, On Street, Oversized
Garage spaces 3
Geographic Data
Directions From N. Park Avenue, head NORTH on Summerland Avenue. Continue as the road curves LEFT, transforming into Dixie Parkway. RIGHT on Legion Drive. The home is located immediately on your RIGHT, 1600 Legion Drive.
County Orange
Latitude 28.613994
Longitude -81.358393
Market Area 32789 - Winter Park
Address Information
Address 1600 LEGION DRIVE, WINTER PARK, FL 32789
Postal Code 32789
City WINTER PARK
State FL
Country United States
Listing Information
Listing Office COLDWELL BANKER REALTY
Listing Agent Brian Teach
Special listing conditions None
Ownership Fee Simple
Terms Cash, Conventional
School Information
Elementary School Dommerich Elem
Middle School Maitland Middle
High School Winter Park High
MLS Information
Days on market 0
MLS Status Active
Listing Date Oct 19, 2026
Listing Last Modified Oct 19, 2026
Tax ID 312130317200102
Tax Year 2025
Tax Annual Amount 20740
MLS Area 32789 - Winter Park
MLS # O6450869

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