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3801 Flagler Avenue, Key West, FL 33040

$1,925,000
Property Type: Residential Bedrooms: 2 Baths: 2 Square Footage: 1,702 Lot Size (sq. ft.): 9,500 Status: Closed
Current Price: $1,925,000 List Date: 12/08/2025 Last Modified: 1/09/2026

Overview

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 ...

Listing Details MLS# 617124

Location, Tax & Legal

Street #
3801
Street Name
Flagler
Street Suffix
Avenue
Key/Island
Key West
State/Province
FL
Zip Code
33040
County
Monroe
Subdivision
Key West Fwdn Sub (4.0)
Area
04 - Key West
KW Neighborhood
New Town
City
KEY WEST
Mile Marker
4
Marathon Neighborhood
N/A
Side
Median
Flood Zone
AE
Alternate Key #
1052639
Parcel #
00052000-000000
Zoning
SF - Single Family
Deed Restrictions
Unknown
Legal
KW KW FWDN SUB PLAT 1 PB1-155 LOT 21 LESS THE E'LY 5' LOT 21 AND ALL LOTS 22 23 24 SQR 1 G41-210/11 G48-192/93 OR784-41
Taxes
4885.72
Tax Year
2024
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association
As is Rght to Inspct
Yes
Potential Short Sale
No
Bank Owned
No

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
No
Pool
Yes
Year Built
2011
Total Units
Yes
Lot SqFt
9500
Lot Sqft Source
Property Data Card
Acres
0.22
Living Apx SqFt
1702
SqFt Source
Builder/Architect
Total Bedrooms
2
Full Baths
2
Total Baths
2
Rentals Allowed
Yes
Min Rental Days
28
Control Depth
0

Status Change Info

Sold Date
2026-01-09

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

Building Style

Above Flood
Yes

More Information

Vehicle Storage

Car(s)
2
Garage
Yes
Detached
Yes
Auto Door Opener
Yes
Off Street Parking
Yes

Pool Info

Other Surroundings
Mature Landscaping
In Ground
Yes
Salt Water
Yes
Concrete
Yes
Decked
Yes

Financial Status

Bank Owned
No
Potential Short Sale
No
Standard Sale
Yes

Remarks & Misc

Remarks – Consumer
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.
Directions
On the corner of Flagler Ave and 20th Street

Fee Includes

None
Yes

Dockage

None
Yes

Tax Exemptions

Homestead
Yes

Appliances

Dishwasher
Yes
Disposal
Yes
Dryer
Yes
Freezer
Yes
Gas Appliances
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes
Heat Pump
Yes

Heating

Central
Yes
Forced Air
Yes
Propane
Yes
Propane Stove
Yes

Waterfront

None
Yes

Waterview

No Waterview
Yes

Floor

Tile
Yes
Wood
Yes

Interior Features

Built-in Cabinets
Yes
Cathedral Ceilings
Yes
Drapes/Blinds Incl
Yes
Pantry
Yes
Quartz Countertops
Yes
Smoke Alarms
Yes
Storage
Yes
Window Treatments
Yes

Property Condition

Updated/Remodeled
Yes

Specialty Rooms

Loft
Yes

Windows/Doors

Aluminum Windows
Yes
Awning Windows
Yes
Double Hung Windows
Yes
Glass Doors
Yes
Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes
Single Hung Windows
Yes
Sliding Glass Doors
Yes

Construction

Frame
Yes
Hardi Board Siding
Yes
Other
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Negotiable
Yes

Terms

Cash
Yes
Conventional
Yes
FHA
Yes
No Seller Finance
Yes
VA
Yes

Utilities

Buyer to Verify
Yes
Cable Available
Yes
FKAA
Yes
Propane
Yes
Water Separate Meter
Yes

Porch/Balcony

Deck
Yes
Open Porch/Balcony
Yes

Title

Title Ins - Seller
Yes

Exterior Features

Detached Guest Qtrs
Yes
Fencing
Yes
Lighting
Yes
Outdoor Kitchen
Yes
Privacy Wall/Fence
Yes
Rain Gutters
Yes
Shed
Yes
Sprinkler System
Yes

Pre-Wired

Cable
Yes
Cat 5
Yes
Surround Sound
Yes

Roof

Metal Roof
Yes

GF-Interior Features

LED Lighting
Yes
Low Flow Toilets
Yes
Tankless Hot Wtr Htr
Yes

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: None Waterview: No Waterview Dockage: None Property Condition: Updated/Remodeled Vehicle Storage: Garage; Detached; Auto Door Opener; Off Street Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air; Heat Pump Heating: Central; Forced Air; Propane; Propane Stove Utilities: Buyer to Verify; Cable Available; FKAA; Propane; Water Separate Meter Interior Features: Built-in Cabinets; Cathedral Ceilings; Drapes/Blinds Incl; Pantry; Quartz Countertops; Smoke Alarms; Storage; Window Treatments Pre-Wired: Cable; Cat 5; Surround Sound Specialty Rooms: Loft Appliances: Dishwasher; Disposal; Dryer; Freezer; Gas Appliances; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Detached Guest Qtrs; Fencing; Lighting; Outdoor Kitchen; Privacy Wall/Fence; Rain Gutters; Shed; Sprinkler System Pool Info: In Ground; Salt Water; Concrete; Decked Construction: Frame; Hardi Board Siding; Other Floor: Tile; Wood Roof: Metal Roof Pets: Pets Allowed Land Size: Less Than 1/4 Acre Terms: Cash; Conventional; FHA; No Seller Finance; VA Title: Title Ins - Seller GF-Interior Features: LED Lighting; Low Flow Toilets; Tankless Hot Wtr Htr
Listing Office: Your Keys Real Estate, LLC
Last Updated: January - 09 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.