1600 LEGION DR, Winter Park, FL 32789
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1600 LEGION DR, Winter Park, FL 32789
1600 LEGION DR, Winter Park, FL 32789
1600 LEGION DR, Winter Park, FL 32789
1600 LEGION DR, Winter Park, FL 32789
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Ckrits Fontaine

Ckrits Fontaine

+1(321) 245-5239
$ 3,995,000
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1600 LEGION DR Winter Park, FL 32789

5 Beds

6 Baths

4,483 SqFt

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Coming Soon

Purchase Type For Sale

Square Footage 4,483 sqft

Price per Sqft $891

Subdivision Green Oaks Rep

MLS Listing ID O6415591

Bedrooms 5

Full Baths 5

Half Baths 1

Construction Status Completed

HOA Y/N No

Year Built 2008

Annual Tax Amount $20,740

Lot Size 0.320 Acres

Acres 0.32

Lot Dimensions 150x91.7

Property Sub-Type Single Family Residence

Source Stellar MLS

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 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.

Location

State FL

County Orange

Community Green Oaks Rep

Area 32789 - Winter Park

Zoning R-1AA

Rooms

Other Rooms Attic, Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Inside Utility, Storage Rooms

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

Heating Central, Electric

Cooling Central Air

Flooring Carpet, Slate, Wood

Fireplaces Type Family Room, Gas, Other, Outside, Wood Burning

Furnishings Negotiable

Fireplace true

Appliance Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator

Laundry Common Area, Inside, Laundry Room

Exterior

Exterior Feature Balcony, French Doors, Garden, Lighting, Outdoor Grill, Private Mailbox, Private Yard, Rain Gutters, Sidewalk

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

Garage Spaces 3.0

Fence Fenced

Pool Deck, Gunite, Heated, In Ground, Lap, Lighting, Outside Bath Access, Salt Water

Community Features Park, Playground, Sidewalks, Street Lights

Utilities Available BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Propane, Public, Sewer Connected, Sprinkler Meter, Water Connected

View Garden, Pool

Roof Type Shingle

Porch Covered, Deck, Front Porch, Patio, Side Porch

Attached Garage true

Garage true

Private Pool Yes

Building

Lot Description Corner Lot, City Limits, Landscaped, Level, Oversized Lot, Sidewalk, Paved

Story 2

Entry Level Two

Foundation Slab

Lot Size Range 1/4 to less than 1/2

Builder Name Keith D. Field

Sewer Public Sewer

Water Public

Architectural Style Traditional

Structure Type Block,Stucco

New Construction false

Construction Status Completed

Schools

Elementary Schools Dommerich Elem

Middle Schools Maitland Middle

High Schools Winter Park High

Others

Senior Community No

Ownership Fee Simple

Acceptable Financing Cash, Conventional

Listing Terms Cash, Conventional

Special Listing Condition None

Virtual Tour https://apex-imaging-media-1.aryeo.com/videos/019ebf03-e62a-716d-ab2b-89a89ecb4b68

Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Brian Teach COLDWELL BANKER REALTY

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+1(321) 245-5239

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1600 LEGION DR