3801 Flagler Ave, Key West, FL 33040

$1,925,000
2
BD
2
BA
1,702
SqFt

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Sold Price
$1,925,000
List Price
$1,995,000
Closing Date
Jan 09, 2026
MLS#
617124
Status
CLOSED
Island
Key West
County
Monroe
City
Key West
Area
Key West
Subdivision
Key West Fwdn Sub (4.0)
Neighborhood
New Town
Bedrooms
2
Bathrooms
2
Living Area
1,702
Acres
0.22
Year Built
2011
Days on Market
32

Property Description

Bold design and thoughtful details set 3801 Flagler apart. This is not a copy-and-paste Key West home—it's the personal residence of an architect and a real estate broker, created to balance striking style with everyday comfort. Set on a generous 9,500 sq ft corner lot, the property features two distinct structures. The main residence showcases soaring 18-foot vaulted ceilings, a chef's kitchen with gas cooking and stainless appliances, a serene bedroom suite, and a spa-inspired bath. A sculptural concrete-and-metal stair leads to a versatile loft, perfect for reading, work, or creative retreat. The detached, oversized two-car garage, built in 2021 is rare for Key West—not just for storage but also climate-controlled, making it ideal as a gym, workshop, or (music) studio. Above, a 696 sq ft guest suite offers treetop privacy with flexible living space, bedroom, full bath, coffee bar, and a walk-in closet. Elevated above FEMA flood zone AE-8 and recently improved, the home is built for longevity and ease of ownership, with a whole-house generator for peace of mind during power outages. Outdoor spaces are just as intentional: a two-tier saltwater pool and deck framed by mature landscaping, coastal breezes, and custom corrugated metal and wood fencing that doubles as a design statement and privacy screen. For collectors, the restored 1974 Toyota Land Cruiser currently housed in the garage is available under separate negotiation. With its combination of architecture, flexibility, and outdoor living, 3801 Flagler delivers more than just a residence—it's a modern island compound with expansion potential, now priced to sell.

Additional Information

Taxes
$4,885
Interior Features
Low Flow Plumbing Fixtures, Custom Cabinets, Storage, Quartz/Quartzite Counters, Wired Audio, Loft
Appliances
Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer, Some Gas Appliances, Stainless Steel Appliance(s)
Exterior Features
Fence, Guest Quarters, Rain Gutters, Lighting, Outdoor Kitchen, Privacy Wall, Shed, Sprinkler System
Roof
Metal
Pool
Yes
Property Condition
Updated/Remodeled
Zoning
SF - Single Family
Terms
Cash, Conventional, FHA

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Listing Courtesy Of Your Keys Real Estate, LLC, Contact: 305-680-6720

Selling Office: .