Virtual TourMap

For SaleSingle Family ResidenceActive

1600 Legion Drive

Winter Park, FL 32789

$3,495,000

17 Days On Site

  • 5Beds
  • 6Baths5 full, 1 half
  • 4,483Sq Ft
  • $780Per Sq Ft
  • 0.32Acres
  • 2008Built
Subdivision
Green Oaks Rep
County
Orange
MLS®
O6450869

Overview

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.

Listing Snapshot

Price
$3,495,000
Days On Site
17 Days
Bedrooms
5
Inside Area (SqFt)
4,483 sqft
Total Baths
6
Full Baths
5
Partial Baths
1
Lot Size
0.32 Acres
Year Built
2008
MLS® Number
O6450869
Status
Active
Property Tax
$20,740 (2025)
HOA/Condo/Coop Fees
N/A
Sq Ft Source
Public Records

Property Details

General Features

18 items
Acres
0.32
Attached Garage
Yes
Direction Faces
East
Foundation
Slab
Garage
Yes
Garage Spaces
3
Levels
Two
Number Of Stories
2
Parking
Driveway, Garage Door Opener, Garage Faces Rear, Guest, On Street, Oversized, Attached
Pets
Cats OK, Dogs OK
Property Sub Type
Single Family Residence
Security
Fire Alarm, Secured Garage/Parking, Security System, Smoke Detector(s)
Sewer
Public Sewer
SqFt Total
6,182
Style
Traditional
Utilities
Natural Gas Available, Cable Available, Electricity Connected, Natural Gas Connected, Propane, Sewer Connected, Water Connected
Water Source
Public
Zoning
R-1AA

Interior Features

22 items
Appliances
Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Cooling
Central Air
Fireplace
Yes
Fireplace Features
Family Room, Gas, Living Room, Outside
Flooring
Carpet, Slate, Wood
Furnished
Unfurnished
Heating
Central, Electric
Interior
Built-in Features, Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, Stone Counters, Walk-In Closet(s), Wet Bar
Laundry Features
Common Area, Inside, Laundry Room
Window Features
Window Coverings, Blinds, Double Pane Windows, Drapes, Tinted Windows, Window Treatments

Rooms

RoomDimensionsLevelFeatures
Balcony/Porch/Lanai20.7x12
Bedroom 215.9x14.2Ceiling Fan(s)
Bedroom 314.7x14.5Ceiling Fan(s)
Bedroom 414.7x14.5Ceiling Fan(s)
Bedroom 513.8x13.5Ceiling Fan(s)
Dinette13.8x11
Dining Room15.7x12.6
Family Room21.2x19.1Ceiling Fan(s)
Kitchen20.5x18.4Breakfast Bar, Granite Counters, Kitchen Island
Master Bathroom16x13Granite Counters
Master Bedroom19.5x14.8Ceiling Fan(s)
Office15.7x12.6

Exterior Features

12 items
Construction Details
Block, Stucco
Exterior
Balcony, Garden, Lighting, Outdoor Grill, Private Yard, Rain Gutters
Fencing
Fenced, Masonry
Lot Features
Corner Lot, Landscaped, Level, Paved
Other Structures
Cabana
Patio And Porch
Covered, Front Porch, Patio, Rear Porch, Side Porch
Pool Features
In Ground, Gunite, Lap, Salt Water, Private
Private Pool
Yes
Roof
Shingle
View
Garden
Waterview
Garden
Windows/Doors
Window Coverings, Blinds, Double Pane Windows, Drapes, Tinted Windows, Window Treatments

Community Features

5 items
Community Features
Park, Playground, Sidewalks, Street Lights
MLS Area
32789 - Winter Park
Township
21
Financing Terms Available
Cash, Conventional
Roads
Asphalt

Location

1600 Legion Drive, Winter Park, FL 32789 · 32789 - Winter Park

Neighborhood & Commute

ZIP Code 32789

Median household income
$110,150
Income per person
$78,898
Households
12,171
Average household size
2.08
Median age
44.5

Source: Walk Score.

Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.

Schools

Elementary School
Dommerich Elem
Middle School
Maitland Middle
High School
Winter Park High

Price & Status History

  1. Listing updated with changes from the MLS®
  2. Status changed to Active
  3. Listing first seen on site

Friends & Family

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Listing courtesy of COLDWELL BANKER REALTY (407) 923-9313

Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.

Last checked: 2026-11-05 10:54 PM EST

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