Sell Your Home
Get a free home valuation
Contact
Tell us about your needs

1600 LEGION DRIVE

House For Sale
$3,995,000

BTC: 63.41269841

ETH: 2,269.88636364

5 days
5 bds
5 ba
4,483 sqft

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.

Location

Details

Type:
Residential
Parking:
Curb Parking / Driveway / Electric Vehicle Charging Station(s) / Garage Door Opener / Garage Faces Rear / On Street / Oversized
Year Built:
2008
Lot:
0.32 Acres
Heating:
Central / Electric
Price/sqft:
$891
Cooling:
Central Air
HOA:
No Data

Valuation

Our model vs. what's actually selling nearby.
Estimate
$2,325,000
$2.1M – $3.2M
Confidence Low
List vs. estimate
$1.7M above estimate
List $3,995,000 · +71.8%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$891
+96.1% vs. city median $454
Based on
6 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$20,740
2025
Pool
Deck
View
Garden, Pool
Garage
3 car garage
Furnished
Negotiable
All facts and features
  • Flooring

    • Carpet

    • Slate

    • Hardwood

    Heating

    • Central

    • Electric

    Cooling

    • Central Air

    Appliances

    • Dishwasher

    • Disposal

    • Dryer

    • Gas Water Heater

    • Microwave

    • Range

    • Range Hood

    • Refrigerator

    • Tankless Water Heater

    • Washer

    • Wine Refrigerator

    Other interior features

    • Built-in Features

    • Ceiling Fan(s)

    • Chair Rail

    • Coffered Ceiling(s)

    • Crown Molding

    • Eating Space In Kitchen

    • High Ceilings

    • Primary Bedroom Main Floor

    • Solid Wood Cabinets

    • Split Bedroom

    • Stone Counters

    • Thermostat

    • Walk-In Closet(s)

    • Wet Bar

    • Window Treatments

    Bedrooms and bathrooms

    • Bedrooms: 5

    • Bathrooms: 1

    • Full bathrooms: 5

  • Parking

    • Curb Parking

    • Driveway

    • Electric Vehicle Charging Station(s)

    • Garage Door Opener

    • Garage Faces Rear

    • On Street

    • Oversized

    Property

    • Levels: Two

    • Pool Private: Yes

    • Exterior Features: Balcony / French Doors / Garden / Irrigation System / Lighting / Outdoor Grill / Private Mailbox / Private Yard / Rain Gutters / Sidewalk

    Lot

    • Lot: 0.32 Acres

    Other Property Information

    • Parcel Number: 312130317200102

    • Zoning: R-1AA

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • BB/HS Internet Available

    • Cable Connected

    • Electricity Connected

    • Natural Gas Connected

    • Phone Available

    • Propane

    • Public

    • Sewer Connected

    • Sprinkler Meter

    • Street Lights

    • Water Connected

  • Other financial information

    • Annual tax amount: $20,740

  • Source details

    • MLS ID: O6415591

    Other facts

    • Construction Materials: Block / Stucco

    • Foundation Details: Slab

    • Fireplace Features: Family Room / Gas / Other Room / Outside / Wood Burning

    • Laundry Features: Common Area / Inside / Laundry Room

    • Lot Features: Corner Lot / City Lot / Landscaped / Level / Oversized Lot / Sidewalk

    • Patio And Porch Features: Covered / Deck / Front Porch / Patio / Side Porch

    • Pool Features: Deck / Gunite / Heated / In Ground / Lap / Lighting / Outside Bath Access / Salt Water

    • Window Features: Blinds / Display Window(s) / Double Pane Windows / Drapes / Shades / Shutters / Wood Frames

    • Direction Faces: West

    • Other Structures: Cabana

    • Architectural Style: Traditional

    • Fireplace: Yes

    • Garage Spaces: 3

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 4483

    • Water Source: Public

    • Lot Size Dimensions: 150 x 91.7

    • Subdivision Name: GREEN OAKS REP

Private inquiry
Talk to the advisor on this listing.
Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

More like this

New
For Sale
$3,500,000
House
5 bds · 6 ba · 4,168 sqft
KENILWORTH SHORES SEC 06, WINTER PARK
1836 WHITEHALL DRIVE
New
For Sale
$3,490,000
House
5 bds · 5 ba · 4,191 sqft
CHARMONT, WINTER PARK
121 E FAWSETT ROAD
For Sale
$4,950,000
House
4 bds · 5 ba · 5,550 sqft
FOREST HILLS, WINTER PARK
231 CHELTON CIRCLE
For Sale
$3,500,000
House
4 bds · 3 ba · 4,036 sqft
MAITLAND SHORES 1ST ADD, WINTER PARK
2240 VENETIAN WAY
For Sale
$3,500,000
Townhouse
3 bds · 3 ba · 3,180 sqft
PARK HILL, WINTER PARK
649 N PARK AVENUE
For Sale
$3,100,000
House
6 bds · 4 ba · 5,355 sqft
LAKE SYBELIA SHORES, MAITLAND
1166 N LAKE SYBELIA
For Sale
$3,300,000
House
5 bds · 5 ba · 3,421 sqft
SYLVAN LAKE SHORES, WINTER PARK
1627 MIZELL AVENUE
For Sale
$4,295,000
Townhouse
3 bds · 3 ba · 4,231 sqft
PARK HILL, WINTER PARK
643 N PARK AVENUE

Market around this address

Live counts in the same area.
View all

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is 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. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: COLDWELL BANKER REALTY