1600 Legion Drive, Winter Park, FL 32789
Local realty services provided by:CENTURY 21 Real Estate Champions
Upcoming open houses
- Sun, Oct 2502:00 pm - 04:00 pm
Listed by: brian teach
Office: coldwell banker realty
MLS#:O6450869
Source:MFRMLS
Price summary
- Price:$3,495,000
- Price per sq. ft.:$565.35
About this home
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....
Contact an agent
Home facts
- Year built:2008
- Subdivision & Development:GREEN OAKS REP
- Listing ID #:O6450869
- Added:2 day(s) ago
- Updated:October 22, 2026 at 03:53 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Flooring:Carpet, Slate, Wood
- Dining Description:Breakfast Room, Eat In Kitchen, Formal Dining Room
- Kitchen Description:Dishwasher, Disposal, Eat-in Kitchen, Microwave, Range, Range Hood, Refrigerator, Solid Wood Cabinets, Stone Counters, Wet Bar, Wine Refrigerator
- Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
- Living area:4,483 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric
- Central air:Yes
Structure and exterior
- Roof:Shingle
- Year built:2008
- Building area:4,483 sq. ft.
- Lot area:0.32 Acres
- Lot Features:Corner Lot, Landscaped, Level, Oversized, Paved, Sidewalk
- Architectural Style:Traditional
- Construction Materials:Block, Stucco
- Exterior Features:Balcony, Covered Porch/Patio, Front Porch, Garden, Lighting, Outdoor Grill, Patio, Private Mailbox, Rain Gutters, Rear Porch, Side Porch, Sidewalk
- Foundation Description:Slab
- Levels:2 Story
Schools
- High school:Winter Park High
- Middle school:Maitland Middle
- Elementary school:Dommerich Elem
Utilities
- Water:Public, Water Connected
- Sewer:Public Sewer, Sewer Connected
Finances and disclosures
- Price:$3,495,000
- Price per sq. ft.:$565.35
- Tax amount:$20,740 (2025)
Features and amenities
- Appliances:Dishwasher, Disposal, Dryer, Gas Water Heater, Irrigation Equipment, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
- Laundry features:Dryer, In Common Area, Inside, Laundry Room, Washer
- Amenities:BB/HS Internet Available, Built-In Features, Cable Available, Ceiling Fans(s), Chair Rail, Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, Fire Hydrant, High Ceilings, Irrigation Equipment, Natural Gas Connected, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments
- Pool features:Child Safety Fence, Gunite, In Ground, Lap, Private Pool, Salt Water
Parking
- Parking description:Attached Garage, Curb Parking, Driveway, Garage Door Opener, Garage Faces Rear, Guest, On Street, Oversized
- Garage:Yes
- Garage spaces:3
New listings near 1600 Legion Drive
- Coming Soon
$2,100,000Coming Soon5 beds 6 baths4,155 sq. ft.1355 Hibiscus Avenue, WINTER PARK, FL 32789
MLS# O6450044Listed by: PALMANO GROUP RE BROKERAGE LLC - New
$4,500,000Active5 beds 6 baths4,754 sq. ft.1631 Hillcrest Avenue, WINTER PARK, FL 32789
MLS# O6443872Listed by: CHRIS QUARLES PROPERTIES LLC - New
$699,900Active3 beds 2 baths1,666 sq. ft.1884 Jessica Court, WINTER PARK, FL 32789
MLS# O6450978Listed by: RE/MAX 200 REALTY - New
$188,800Active2 beds 2 baths1,058 sq. ft.4832 Tangerine Avenue #4832, WINTER PARK, FL 32792
MLS# O6451613Listed by: STARHOMES REALTY LLC - Open Sat, 11am to 1pmNew
$3,195,000Active4 beds 6 baths4,311 sq. ft.1825 Whitehall Drive, WINTER PARK, FL 32789
MLS# O6450811Listed by: COMPASS FLORIDA LLC - New
$220,000Active2 beds 2 baths1,281 sq. ft.4786 Tangerine Avenue #4786, WINTER PARK, FL 32792
MLS# S5159925Listed by: EXP REALTY LLC - New
$529,000Active3 beds 3 baths1,602 sq. ft.7641 Village Green Drive, Winter Park, FL 32792
MLS# B26090649Listed by: COMPASS FLORIDA, LLC - New
$450,000Active4 beds 3 baths1,866 sq. ft.239 Orange Terrace Drive, WINTER PARK, FL 32789
MLS# O6445496Listed by: CREEGAN GROUP - New
$695,000Active2 beds 3 baths1,801 sq. ft.2887 Temple Trail, WINTER PARK, FL 32789
MLS# O6450536Listed by: ADAIR REALTY INC - New
$650,000Active4 beds 3 baths1,770 sq. ft.1458 Lone Feather Trail, WINTER PARK, FL 32792
MLS# O6436807Listed by: PREMIER SOTHEBY'S INTL. REALTY