3801 Flagler Avenue, Key West, FL 33040

$1,995,000
Property Type: Residential Bedrooms: 2 Baths: 2 Square Footage: 1,702 Lot Size (sq. ft.): 9,500 Status: Contingent/Show
Current Price: $1,995,000 List Date: 12/08/2025 Last Modified: 12/08/2025

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.

More Information MLS# 617124

Contract Information

Listing Board: Key West Association As is Rght to Inspct: Yes Potential Short Sale: No Bank Owned: No Current Price: $1,995,000 Listing Date: 2025-11-01 List Price: $1,995,000

Location, Tax & Legal

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 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

General Property Description

Realtor.COM Type: Residential - Single Family Waterfront: No Control Depth: 0 Lot Size: 95X100 Lot SqFt: 9500 Pool: Yes Lot Sqft Source: Property Data Card Total Units: 1 Acres: 0.22 SqFt Source: Builder/Architect Rentals Allowed: Yes Min Rental Days: 28 Style: Single Family Year Built: 2011 Living Apx SqFt: 1702 Total Bedrooms: 2 Full Baths: 2 Total Baths: 2

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

Association Info

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

Fee Includes

None: 1

Dockage

None: 1

Tax Exemptions

Homestead: 1

Appliances

Dishwasher: 1 Disposal: 1 Dryer: 1 Freezer: 1 Gas Appliances: 1 Microwave: 1 Oven: 1 Range: 1 Refrigerator: 1 Stainless Steel Appliance(s): 1 Washer: 1

Pets

Pets Allowed: 1

Cooling

Ceiling Fans(s): 1 Central Air: 1 Heat Pump: 1

Heating

Central: 1 Forced Air: 1 Propane: 1 Propane Stove: 1

Waterfront

None: 1

Waterview

No Waterview: 1

Floor

Tile: 1 Wood: 1

Interior Features

Built-in Cabinets: 1 Cathedral Ceilings: 1 Drapes/Blinds Incl: 1 Pantry: 1 Quartz Countertops: 1 Smoke Alarms: 1 Storage: 1 Window Treatments: 1

Property Condition

Updated/Remodeled: 1

Specialty Rooms

Loft: 1

Building Style

Above Flood: Yes

Windows/Doors

Aluminum Windows: 1 Awning Windows: 1 Double Hung Windows: 1 Glass Doors: 1 Impact Rstnce Doors: 1 Impact Rstnce Window: 1 Single Hung Windows: 1 Sliding Glass Doors: 1

Vehicle Storage

Car(s): 2 Garage: 1 Detached: 1 Auto Door Opener: 1 Off Street Parking: 1

Construction

Frame: 1 Hardi Board Siding: 1 Other: 1

Land Size

Less Than 1/4 Acre: 1

Furnished

Negotiable: 1

Terms

Cash: 1 Conventional: 1 FHA: 1 No Seller Finance: 1 VA: 1

Utilities

Buyer to Verify: 1 Cable Available: 1 FKAA: 1 Propane: 1 Water Separate Meter: 1

Porch/Balcony

Deck: 1 Open Porch/Balcony: 1

Title

Title Ins - Seller: 1

Exterior Features

Detached Guest Qtrs: 1 Fencing: 1 Lighting: 1 Outdoor Kitchen: 1 Privacy Wall/Fence: 1 Rain Gutters: 1 Shed: 1 Sprinkler System: 1

Pool Info

In Ground: 1 Salt Water: 1 Concrete: 1 Decked: 1 Other Surroundings: Mature Landscaping

Pre-Wired

Cable: 1 Cat 5: 1 Surround Sound: 1

Roof

Metal Roof: 1

Financial Status

Bank Owned: No Potential Short Sale: No Standard Sale: Yes

GF-Interior Features

LED Lighting: 1 Low Flow Toilets: 1 Tankless Hot Wtr Htr: 1

Status Change Info

Contingent: Contingent/Show Status: Contingent/Show

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: December - 08 - 2025
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