Listing provided courtesy of COLDWELL BANKER REALTYas Distributed by MLSGrid- MLS# MFRO6415591MLS Provider

1600 LEGION DRIVEWINTER PARK, FL 32789

Single Family · 5 Beds · 5 Full Baths · 1 Half Bath · 4,483 Sq. ft. | 0.32 Acres
$3,995,000 Active

1600 LEGION DRIVE Overview

Time on Site:
15 days
Visits:
0

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.

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1600 LEGION DRIVE Facts & Features

  • Type Single Family
  • Sq. ft. 4,483
  • Price/Sq.ft. $891
  • Lot 0.32 Acres

Details

General

Association/HOA

  • Association: No

School Information

  • Elementary School: Dommerich Elem
  • Middle Or Junior School: Maitland Middle
  • High School: Winter Park High

Building Information

  • Builder Name: Keith D. Field
  • New Construction: No
  • Year Built: 2008

Location/Region

  • Country: US
  • County Or Parish: Orange
  • MLS Area Major: 32789 - Winter Park
  • Subdivision Name: GREEN OAKS REP
  • Township: 21

Community/Development

  • Community Features: Park,Playground,Sidewalks,Street Lights

Tax Information

  • Tax Annual Amount: 20740
  • Tax Year: 2025

General Information

  • Furnished: Negotiable
  • Listing Terms: Cash,Conventional
  • Ownership: Fee Simple
  • Parcel Number: 31-21-30-3172-00-102
  • Property Condition: Completed
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Senior Community: No
  • Special Listing Conditions: None
  • Zoning: R-1AA

Interior

Parking Information

  • Garage Spaces: 3
  • Garage: Yes

Beds/Baths

  • Bathrooms Full: 5
  • Bathrooms Half: 1
  • Bathrooms Total: 6
  • Bedrooms Total: 5

Building Interior

  • Building Area Source: Public Records
  • Building Area Total: 6182
  • Building Area Units: Square Feet

General Information

  • Appliances: Dishwasher,Disposal,Dryer,Gas Water Heater,Microwave,Range,Range Hood,Refrigerator,Tankless Water Heater,Washer,Wine Refrigerator
  • Cooling: Central Air
  • Fireplace Features: Family Room,Gas,Other,Outside,Wood Burning
  • Fireplace: Yes
  • Flooring: Carpet,Slate,Wood
  • Foundation Details: Slab
  • 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 Features: Common Area,Inside,Laundry Room
  • Levels: Two
  • Living Area: 4483
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Other Equipment: Irrigation Equipment,Private Yard,Generator
  • Security Features: Secured Garage/Parking,Security System,Smoke Detector(s)
  • Spa: No
  • Stories Total: 2
  • Window Features: Blinds,Display Window(s),Double Pane Windows,Drapes,Shades,Shutters,Wood Frames

Exterior

Parking Information

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

Lot Information

  • Additional Parcels: No
  • Lot Features: Corner Lot,City Limits,Landscaped,Level,Oversized Lot,Sidewalk,Paved
  • Lot Size Acres: 0.32
  • Lot Size Dimensions: 150x91.7
  • Lot Size Square Feet: 13787
  • Road Responsibility: Public Maintained Road
  • Road Surface Type: Asphalt
  • Vegetation: Trees/Landscaped
  • Water Source: Public

Waterfront/View

  • View: Garden,Pool
  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Traditional
  • Attached Garage: Yes
  • Construction Materials: Block,Stucco
  • Direction Faces: West
  • Patio And Porch Features: Covered,Deck,Front Porch,Patio,Side Porch
  • Property Attached: No
  • Roof: Shingle

General Information

  • Carport: No
  • Exterior Features: Balcony,French Doors,Garden,Lighting,Outdoor Grill,Private Mailbox,Private Yard,Rain Gutters,Sidewalk
  • Fencing: Fenced
  • Other Structures: Cabana
  • Pool Features: Deck,Gunite,Heated,In Ground,Lap,Lighting,Outside Bath Access,Salt Water
  • Pool Private: Yes
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available,Cable Connected,Electricity Connected,Natural Gas Connected,Phone Available,Propane,Public,Sewer Connected,Sprinkler Meter,Water Connected

Room Information

Room: Balcony/Porch/Lanai

  • Level: First
  • Dimensions: 20.7x12
  • Length: 12
  • Width: 20.7
  • Features: Other Specify In Remarks

Room: Bedroom 2

  • Level: First
  • Dimensions: 15.9x16
  • Length: 16
  • Width: 15.9
  • Features: Built-In Shelving,Ceiling Fan(s),En Suite Bathroom,Shower No Tub,Stone Counters,Window/Skylight in Bath

Room: Dinette

  • Level: First
  • Dimensions: 13.8x11
  • Length: 11
  • Width: 13.8
  • Features: Other Specify In Remarks

Room: Dining Room

  • Level: First
  • Dimensions: 15.7x13
  • Length: 13
  • Width: 15.7
  • Features: Other Specify In Remarks

Room: Great Room

  • Level: First
  • Dimensions: 21.1x19.5
  • Length: 19.5
  • Width: 21.1
  • Features: Built-In Shelving,Ceiling Fan(s)

Room: Kitchen

  • Level: First
  • Dimensions: 19.3x20.5
  • Length: 20.5
  • Width: 19.3
  • Features: Breakfast Bar,Closet Pantry,Granite Counters,Kitchen Island,Tall Countertops,Walk-In Pantry

Room: Office

  • Level: First
  • Dimensions: 15.7x13
  • Length: 13
  • Width: 15.7
  • Features: Built-In Shelving

Room: Primary Bathroom

  • Level: First
  • Dimensions: 16x13
  • Length: 13
  • Width: 16
  • Features: Claw Foot Tub,Double Vanity,Exhaust Fan,Granite Counters,Makeup/Vanity Space,Rain Shower Head,Split Vanities,Tub with Separate Shower Stall,Water Closet/Priv Toilet,Window/Skylight in Bath

Room: Primary Bedroom

  • Level: First
  • Dimensions: 19.5x15.1
  • Length: 15.1
  • Width: 19.5
  • Features: En Suite Bathroom

Room: Bedroom 3

  • Level: Second
  • Dimensions: 15x14
  • Length: 14
  • Width: 15
  • Features: Ceiling Fan(s),En Suite Bathroom,Shower No Tub,Window/Skylight in Bath

Room: Bedroom 4

  • Level: Second
  • Dimensions: 15x14
  • Length: 14
  • Width: 15
  • Features: Ceiling Fan(s),En Suite Bathroom

Room: Bedroom 5

  • Level: Second
  • Dimensions: 14.5x13
  • Length: 13
  • Width: 14.5
  • Features: En Suite Bathroom,Tub With Shower,Window/Skylight in Bath

1600 LEGION DRIVE Neighborhood

Community

32789 (WINTER PARK) Demographics

45
Median Age
2,680
Population Density (per sq. mile)
69%
College Educated
$79,907
Estimated Median Income
7,317
Estimated Total Home Owners
3,870
Estimated Total Renters
65% / 35%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

1600 LEGION DRIVE Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

1600 LEGION DRIVE Market Data

Based on the last 30 days in this zip code

$1,597,756
Average List Price
$632
Average Price per Square Foot
48
Properties Sold
95
Average Days on Market
239
Properties for Sale
Calculations provided by Reliance Network

1600 LEGION DRIVE History

Date Event Value Agent
6/15/2026Source: My Florida Regional MLS Status Change
Active
6/13/2026Source: My Florida Regional MLS Added to Database
June 13, 2026