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1600 LEGION DRIVE, WINTER PARK, FL 32789

 (Sold on )

$3,495,000

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Source MLS Verified
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  • 5 BedroomBeds
  • 6 BathroomBaths
  • 4,483Sqft
  • 0Acres
  • Single FamilyType
  • O6450869MLS#
-1 More Schedule

Property Description

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 builders 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 homes architectural details. Step inside and you immediately sense that this is more than just a beautiful houseits 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 bedrooma 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.

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Property Details 1600 LEGION DRIVE, WINTER PARK, FL 32789

Facts & Features

  • MLS #: O6450869
  • Status: Active
  • Date Listed: 10/19/2026
  • Type: Single Family
  • Sub Type: Single Family Residence
  • Year Built: 2008
  • Style: Traditional
  • Price: $3,495,000
  • Acres: 0.32
  • Area: 32789 - Winter Park
  • County: Orange
  • Subdivision: GREEN OAKS REP
  • Bedrooms: 5
  • Bathrooms: 6
  • Full Baths: 5
  • Half Baths: 1
  • Total SqFt: 4,483

Amenities

  • Parking: Curb Parking, Driveway, Garage Door Opener, Garage Faces Rear, Guest, On Street, Oversized
  • # of Garages: 3
  • Features: Park, Playground, Sidewalks, Street Lights
  • Waterfront: Yes
  • Waterfront Type: Public
  • Pool: Yes
  • Pool Type: In Ground, Child Safety Fence, Gunite, Lap, Lighting, Salt Water

Interior

  • 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
  • Flooring: Carpet, Slate, Wood
  • Appliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
  • Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Fire Hydrant, Natural Gas Connected, Propane, Sewer Connected, Sprinkler Meter, Water Connected
  • Heating: Central, Electric
  • Cooling: Central Air
  • # of Stories: 2.00

Exterior

  • Exterior Features: Balcony, Garden, Lighting, Outdoor Grill, Private Mailbox, Private Yard, Rain Gutters, Sidewalk
  • Lot Description: Corner Lot, City Limits, Landscaped, Level, Oversized Lot, Sidewalk, Paved
  • Roof: Shingle
  • Construction: Block, Stucco

Schools

  • Elementary: Dommerich Elem
  • Middle: Maitland Middle
  • High: Winter Park High

Additional Information

  • Zoning: R-1AA

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This calculator is provided for informational purposes only by Burrow Services, Inc. You should not make any decisions based simply on the information provided. Values indicated are estimates and may not be accurate and are only to be used as a guide. This calculator should not be relied upon in any way as the sole source of information. Please consult your financial, tax or legal advisers for an accurate assessment of your mortgage payments and any advice relating to your personal circumstances.

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