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$2,229,000
3801 Flagler Avenue
Key West, FL 33040
MLS# 621725
3 beds  |  3 baths  |  1702 sqft


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Open House (10/22/2026 - 11:00 am - 1:00 pm)

Property Description
Welcome to 3801 Flagler Avenue in beautiful Key West! A stunning home designed for luxury, comfort, and privacy, offering the perfect indoor/outdoor island lifestyle. Situated on an oversized 9,500-square-foot lot, a rare find in Key West, this property features two separate structures, a spectacular two-tier saltwater pool with a tanning ledge and waterfall feature, and beautifully landscaped tropical grounds. The entire property feels like your own private resort. The main residence features one bedroom, one bathroom, a gourmet chef's kitchen, a spacious living area, and a beautiful second-floor loft. The open design and natural light give this home a peaceful, Zen-like feel. The second structure, located above the oversized two-car garage, provides the perfect accommodations for family and guests. Featuring two bedrooms, two bathrooms, and a generous living room, this separate living space offers exceptional comfort and privacy. Your guests will feel right at home while everyone enjoys their own personal space. Built for peace of mind and designed for effortless living, this newer-construction home offers exceptional features, including an elevated design above the FEMA AE-8 flood elevation, a whole-house generator, hurricane-impact windows and doors, and durable Hardi Board siding. Enjoy all the charm and beauty of Key West without the constant maintenance often associated with historic island homes. Step outside and discover your own tropical paradise. The beautifully landscaped grounds and stunning saltwater pool create a resort-style setting perfect for entertaining, unwinding or spending endless days soaking up the Florida Keys sunshine. Luxury, privacy, and convenience come together beautifully at 3801 Flagler Avenue. Call today to schedule your private showing!

Details
Maps
Contract Information
Listing Board: Key West Association
Current Price: $2,229,000
Listing Date: 2026-10-21
List Price: $2,229,000
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 OR784-419
Taxes: 5101.81
Tax Year: 2025
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: 95 X 100
Lot SqFt: 9500
Pool: Yes
Total Units: 0
Acres: 0.22
SqFt Source: Builder/Architect
Rentals Allowed: With Restrictions
Min Rental Days: 30
Style: Single Family
Year Built: 2011
Living Apx SqFt: 1702
Total Bedrooms: 3
Full Baths: 3
Total Baths: 3
Remarks & Misc
Remarks – Consumer: Welcome to 3801 Flagler Avenue in beautiful Key West! A stunning home designed for luxury, comfort, and privacy, offering the perfect indoor/outdoor island lifestyle. Situated on an oversized 9,500-square-foot lot, a rare find in Key West, this property features two separate structures, a spectacular two-tier saltwater pool with a tanning ledge and waterfall feature, and beautifully landscaped tropical grounds. The entire property feels like your own private resort. The main residence features one bedroom, one bathroom, a gourmet chef's kitchen, a spacious living area, and a beautiful second-floor loft. The open design and natural light give this home a peaceful, Zen-like feel. The second structure, located above the oversized two-car garage, provides the perfect accommodations for family and guests. Featuring two bedrooms, two bathrooms, and a generous living room, this separate living space offers exceptional comfort and privacy. Your guests will feel right at home while everyone enjoys their own personal space. Built for peace of mind and designed for effortless living, this newer-construction home offers exceptional features, including an elevated design above the FEMA AE-8 flood elevation, a whole-house generator, hurricane-impact windows and doors, and durable Hardi Board siding. Enjoy all the charm and beauty of Key West without the constant maintenance often associated with historic island homes. Step outside and discover your own tropical paradise. The beautifully landscaped grounds and stunning saltwater pool create a resort-style setting perfect for entertaining, unwinding or spending endless days soaking up the Florida Keys sunshine. Luxury, privacy, and convenience come together beautifully at 3801 Flagler Avenue. Call today to schedule your private showing!
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
License Info
Non Trans Rntl Lic: 1
Fee Includes
None: 1
Dockage
None: 1
Tax Exemptions
Homestead: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Gas Appliances: 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
Heating
Central: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Floor
Tile: 1
Wood: 1
Interior Features
Bar: 1
Built-in Cabinets: 1
Smoke Alarms: 1
Split Bedroom: 1
Storage: 1
Wet Bar: 1
Property Condition
New Construction: 1
Updated/Remodeled: 1
Specialty Rooms
Utility Room: 1
Workshop: 1
Building Style
Above Flood: Unknown
Split Level: 1
Windows/Doors
Impact Rstnce Doors: 1
Vehicle Storage
Car(s): 4+
Garage: 1
Off Street Parking: 1
Construction
Frame: 1
Hardi Board Siding: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Negotiable: 1
Terms
Cash: 1
Conventional: 1
FHA: 1
Seller Finance Psble: 1
VA: 1
Utilities
Buyer to Verify: 1
FKAA: 1
Municipal Sewer: 1
Whole House Generatr: 1
Porch/Balcony
Deck: 1
Open Porch/Balcony: 1
Patio: 1
Exterior Features
Detached Guest Qtrs: 1
Lanai: 1
Outdoor Shower: 1
Shed: 1
Pool Info
In Ground: 1
Salt Water: 1
Heated: Yes
Roof
Metal Roof: 1
GF-Interior Features
LED Lighting: 1
Low Flow Toilets: 1
Tankless Hot Wtr Htr: 1
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: Homestead
License Info: Non Trans Rntl Lic
Waterfront: None
Waterview: No Waterview
Dockage: None
Property Condition: New Construction; Updated/Remodeled
Building Style: Split Level
Vehicle Storage: Garage; Off Street Parking
Furnished: Negotiable
Cooling: Ceiling Fans(s); Central Air
Heating: Central
Utilities: Buyer to Verify; FKAA; Municipal Sewer; Whole House Generatr
Interior Features: Bar; Built-in Cabinets; Smoke Alarms; Split Bedroom; Storage; Wet Bar
Specialty Rooms: Utility Room; Workshop
Appliances: Dishwasher; Disposal; Dryer; Gas Appliances; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Detached Guest Qtrs; Lanai; Outdoor Shower; Shed
Pool Info: In Ground; Salt Water
Construction: Frame; Hardi Board Siding
Floor: Tile; Wood
Roof: Metal Roof
Pets: Pets Allowed
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional; FHA; Seller Finance Psble; VA
GF-Interior Features: LED Lighting; Low Flow Toilets; Tankless Hot Wtr Htr

Listing Office: RE/MAX Keys Connection (KW)

Last Updated: October - 21 - 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.


Broker Attribution: cskomp@remax.net