IDX

Listed by Brian Teach · Courtesy of COLDWELL BANKER REALTY · Agent MLS ID# MFR261069944 · Deemed reliable but not guaranteed. · Listing updated: Oct 21, 2026 · 5:30 PM

1600 LEGION DR

Winter Park, Orange, FL, 32789

Active

$3,495,000

$780/sqft

5Beds
6Baths
4,483Sq Ft
2008Built
2Days on Market

About this home

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.

Facts & Features

MFRO6450869
$3,495,000
Active
5
6
5
1
4,483 sqft
0.3200
2008
Residential
Single Family Residence
Traditional

Community Information

1600 LEGION DR
Green Oaks Rep
Winter Park
Orange
FL
32789
No

Amenities

N/A
N/A
No
No
Yes

Interior

Ceiling Fans(s), High Ceilings, Split Bedroom, Walk-In Closet(s), Eat-in Kitchen, Solid Wood Cabinets, Stone Counters, Thermostat, Crown Molding, Window Treatments, Built-in Features, Primary Bedroom Main Floor, Coffered Ceiling(s), Wet Bar, Chair Rail
Central, Electric
Central Air
Carpet, Wood, Slate
Living Room, Family Room, Gas, Outside
2
Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Range, Range Hood, Wine Refrigerator, Tankless Water Heater, Gas Water Heater

Exterior

Rain Gutters, Lighting, Private Mailbox, Garden, Sidewalk, Balcony, Outdoor Grill, Private Yard
Block, Stucco
Slab
Shingle
Fenced, Masonry
City Limits, Landscaped, Paved, Level, Oversized Lot, Sidewalk, Corner Lot

School Information

Dommerich Elem
Maitland Middle
Winter Park High

Additional Information

October 19, 2026
2
R-1AA
East
No

Mortgage Calculator

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This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. COLDWELL BANKER REALTY is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

2 days on market

Listing updated: Oct 21, 2026 · 5:30 PM

Listed by: Brian Teach · 407-923-9313—COLDWELL BANKER REALTY · 407-647-1211

Updated from Real Estate Market Data

Location

Ahmed ElbatrawyAhmed ElbatrawyEmpire Network Realty

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