Exterior Front - 1600 LEGION DR, WINTER PARK
Exterior Front - 1600 LEGION DR, WINTER PARK
Bird's-eye View - 1600 LEGION DR, WINTER PARK
Foyer - 1600 LEGION DR, WINTER PARK
Foyer - 1600 LEGION DR, WINTER PARK
Foyer with Rear-Access Staircase - 1600 LEGION DR, WINTER PARK
Powder Room off Foyer - 1600 LEGION DR, WINTER PARK
Office/Study - 1600 LEGION DR, WINTER PARK
Office/Study - 1600 LEGION DR, WINTER PARK
Dining Room - 1600 LEGION DR, WINTER PARK
Dining Details - 1600 LEGION DR, WINTER PARK
Walk-In Pantry - 1600 LEGION DR, WINTER PARK
Kitchen - 1600 LEGION DR, WINTER PARK
Kitchen - 1600 LEGION DR, WINTER PARK
Kitchen - 1600 LEGION DR, WINTER PARK
Kitchen - 1600 LEGION DR, WINTER PARK
Kitchen - 1600 LEGION DR, WINTER PARK
Kitchen Prep Sink - 1600 LEGION DR, WINTER PARK
Kitchen Details - 1600 LEGION DR, WINTER PARK
Kitchen Details - 1600 LEGION DR, WINTER PARK
Kitchen Details - 1600 LEGION DR, WINTER PARK
Dinette - 1600 LEGION DR, WINTER PARK
Dinette - 1600 LEGION DR, WINTER PARK
Dinette - 1600 LEGION DR, WINTER PARK
Family Room - 1600 LEGION DR, WINTER PARK
Family Room - 1600 LEGION DR, WINTER PARK
Family Room - 1600 LEGION DR, WINTER PARK
Family Room - 1600 LEGION DR, WINTER PARK
Family Room - 1600 LEGION DR, WINTER PARK
Family Room - 1600 LEGION DR, WINTER PARK
Family Room Details - 1600 LEGION DR, WINTER PARK
Primary Suite - 1600 LEGION DR, WINTER PARK
Primary Suite - 1600 LEGION DR, WINTER PARK
Primary Suite - 1600 LEGION DR, WINTER PARK
Primary Suite - 1600 LEGION DR, WINTER PARK
Primary Suite Details - 1600 LEGION DR, WINTER PARK
Primary Suite Bath - 1600 LEGION DR, WINTER PARK
Primary Suite Bath - 1600 LEGION DR, WINTER PARK
Walk-In Closet - 1600 LEGION DR, WINTER PARK
Walk-In Shower - 1600 LEGION DR, WINTER PARK
Primary Suite Bath - 1600 LEGION DR, WINTER PARK
Clawfoot Soaking Tub - 1600 LEGION DR, WINTER PARK
Primary Suite Bath - 1600 LEGION DR, WINTER PARK
Main Level Bedroom 2 - 1600 LEGION DR, WINTER PARK
Main Level Bedroom 2 - 1600 LEGION DR, WINTER PARK
Bedroom 2 En Suite Bath - 1600 LEGION DR, WINTER PARK
Laundry Room - 1600 LEGION DR, WINTER PARK
Laundry Room - 1600 LEGION DR, WINTER PARK
Mudroom/Drop Station off Garage - 1600 LEGION DR, WINTER PARK
Upper-Level Landing Workstation - 1600 LEGION DR, WINTER PARK
Bedroom 3 - 1600 LEGION DR, WINTER PARK
Bedroom 3 - 1600 LEGION DR, WINTER PARK
Bedroom 3 En Suite Bath - 1600 LEGION DR, WINTER PARK
Bedroom 4 - 1600 LEGION DR, WINTER PARK
Bedroom 4 - 1600 LEGION DR, WINTER PARK
Bedroom 4 En Suite Bath - 1600 LEGION DR, WINTER PARK
Secondary Staircase Exclusive Access to Bedroom 5 - 1600 LEGION DR, WINTER PARK
Bedroom 5 - 1600 LEGION DR, WINTER PARK
Bedroom 5 Ensuite Bath - 1600 LEGION DR, WINTER PARK
Bedroom 5 En Suite Bath - 1600 LEGION DR, WINTER PARK
Covered Lanai - 1600 LEGION DR, WINTER PARK
Covered Lanai - 1600 LEGION DR, WINTER PARK
Covered Lanai with Brick Grilling Station - 1600 LEGION DR, WINTER PARK
45' Pool - 1600 LEGION DR, WINTER PARK
Pool - 1600 LEGION DR, WINTER PARK
Pool - 1600 LEGION DR, WINTER PARK
Pool Cabana with Fireplace - 1600 LEGION DR, WINTER PARK
3-Car Garage - 1600 LEGION DR, WINTER PARK
Rear-Access Driveway - 1600 LEGION DR, WINTER PARK
Floor Plan - Level 1 - 1600 LEGION DR, WINTER PARK
Floor Plan - Level 2 - 1600 LEGION DR, WINTER PARK
Aerial Rear View - 1600 LEGION DR, WINTER PARK
Ideal Winter Park Location - 1600 LEGION DR, WINTER PARK
Steps from Lake Maitland - 1600 LEGION DR, WINTER PARK
Exterior Dusk - 1600 LEGION DR, WINTER PARK
Exterior Dusk - 1600 LEGION DR, WINTER PARK
76 photos

$3,495,000

1600 LEGION DR
WINTER PARK, FL 32789
Listed by Brian Teach · COLDWELL BANKER REALTY
Bedrooms
5
Bathrooms
5.5
Living area
4,483 sqft
Year built
2008

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.

Highlights

Private poolFireplace

Property details

MLS
Stellar MLS
MLS #
MFRO6450869
Property type
Single Family Residence
Subdivision
GREEN OAKS REP
Status
Active
Days on market
1
On market date
October 19, 2026
Stories
N/A
Total bathrooms
5.5
Garage spaces
3
Parking spaces
N/A
Lot size
0.32 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
HUNGERFORD ELEMENTARY
1.37 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
249
Student:teacher ratio
13.1:1
District
ORANGE
Middle
MAITLAND MIDDLE
1.69 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
774
Student:teacher ratio
19.8:1
District
ORANGE
High
PACE CENTER FOR GIRLS
1.87 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
30
Student:teacher ratio
10.0:1
District
ORANGE

Walkability

Blended score for WINTER PARK's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

75
Walkable
out of 100
EPA National Walkability Index
12.3 / 20 -- Above average walkable
Google Places amenity density
95 / 100
Restaurants & cafes20
Grocery stores3
Parks17
Schools16
Transit stops20
Pharmacies7

Market position

How this listing compares to current activity in WINTER PARK, from live MLS data.

On the market 1 days -- 66 fewer days than WINTER PARK's current average of 67 days.
For reference, the median list price across 603 active listings in WINTER PARK right now is $460,000.

Mortgage calculator

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Est. monthly payment
$21,197/mo
$699,000 down
$2,796,000 loan
Principal & interest$18,135
Property tax (est.)$2,913
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 2 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.