1600 Legion DriveWinter Park, FL 32789Price: $3,995,000

  • Price: $3,995,000
  • Est. Mortgage of $/month
  • 2 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
Open House
1600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 327891600 Legion Drive Winter Park FL 32789
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  • 5Bedrooms
  • 0.32Acreage
  • 6Bathrooms
  • 2008Year Built
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.

Open Houses

June 21st
Starts: 2:00pm
Ends: 4:00pm
Listing Courtesy of COLDWELL BANKER REALTY

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More Info

Location Information

  • Road Frontage DescriptionAsphalt

School Information

  • Elementary SchoolDommerich Elem
  • High SchoolWinter Park High
  • Junior HighMaitland Middle

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour

Building

  • Bathroom6
  • Construction Materials Block, Stucco
  • FireplaceFamily Room, Gas, Other, Outside, Wood Burning
  • Fireplace YN Yes
  • Foundation Details Slab
  • GarageYes
  • Garage Spaces3
  • Levels Two
  • MFR Building Elevator YN No
  • Patio And Porch Features Covered, Deck, Front Porch, Patio, Side Porch
  • Property StyleTraditional
  • RoofShingle
  • Rooms12
  • Stories2
  • Window Features
    • Blinds
    • Display Window(s)
    • Double Pane Windows
    • Drapes
    • Shades
    • Shutters
    • Wood Frames
  • Year Built2008

Water Body

  • MFR Water Access YN No
  • Pool Private YN Yes
  • Water ViewNo

Basic Information

  • List Price$3,995,000
  • ListingContractDate2026-06-13
  • MLS NumberO6415591
  • Mls Status Active
  • OriginalListPrice3995000
  • PostalCodePlus41433
  • PublicSurveyRange30
  • StatusACT

Location

  • Address1600 Legion Drive
  • AreaWinter Park
  • CountyOrange
  • Exterior Features
    • Balcony
    • French Doors
    • Garden
    • Lighting
    • Outdoor Grill
    • Private Mailbox
    • Private Yard
    • Rain Gutters
    • Sidewalk
  • StateFL
  • SubdivisionGreen Oaks Rep
  • TownWinter Park
  • Township 21
  • Zip32789

Property Information

  • Acreage0.32
  • Attached Garage YN Yes
  • Building Area Total 6,182
  • BuildingAreaUnitsSquare Feet
  • Fencing Fenced
  • LivingAreaUnitsSquare Feet
  • Lot Description
    • City Limits
    • Corner Lot
    • Landscaped
    • Level
    • Oversized Lot
    • Paved
    • Sidewalk
  • Lot Size Dimensions 150x91.7
  • Lot Size Square Feet 13,787
  • MFR Living Area Meters 416
  • MFR Lot Size Square Meters 1281
  • MFR Property Description Walk-Up
  • MFR Total Acreage 1/4 to less than 1/2
  • Other Structures Cabana
  • Property Condition Completed
  • Square Feet4,483

Other

  • Building Area Source Public Records
  • Date Listed06/15/2026
  • MFR Additional Lease Restrictions It is the responsibility of the buyer's agent and buyer to verify with the City of Winter Park regarding any leasing or rental restrictions applicable to this property.
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code X
  • MFR Flood Zone Date 2009-09-25
  • MFR Minimum Lease No Minimum
  • Status Change Timestamp2026-06-15T10:25:41
  • Usm Previous StatusComing Soon
  • Vegetation Trees/Landscaped
  • View Garden, Pool

Tax Information

  • Tax Year 2025
  • Taxes$20,740

Parking

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

Rooms

  • Bedrooms5
  • Full Bath5
  • Half Baths1
  • MFR Additional Rooms Attic, Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Inside Utility, Storage Rooms

Property

  • Builder Name Keith D. Field
  • ZoningR-1AA

Interior

  • Flooring Carpet, Slate, Wood
  • Furnished Negotiable

Utilities

  • Cooling Central Air
  • Heating Central, Electric
  • Laundry Features Common Area, Inside, Laundry Room
  • 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
  • Water Source Public

Amenities

  • Appliances IncludedDishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
  • Community Features Park, Playground, Sidewalks, Street Lights
  • Other AmenitiesFireplace, Garden, Pool
  • Other Equipment Irrigation Equipment, Private Yard, Generator
  • Pool Features
    • Deck
    • Gunite
    • Heated
    • In Ground
    • Lap
    • Lighting
    • Outside Bath Access
    • Salt Water
  • Security Features Secured Garage/Parking, Security System, Smoke Detector(s)
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 16, 2026 8:03 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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