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3801 Flagler Avenue, Key West, FL 33040

New Listing
$2,229,000
Property Type: Residential Bedrooms: 3 Baths: 3 Square Footage: 1,702 Lot Size (sq. ft.): 9,500 Status: Active
Current Price: $2,229,000 List Date: 10/21/2026 Last Modified: 10/21/2026

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!

Open Houses

Thursday, October 22, 11:00 am - 1:00 pm

More Information MLS# 621725

Contract Information

Current Price: $2,229,000 Listing Date: 2026-10-21 Listing Board: Key West Association List Price: $2,229,000

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

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: No Pool: Yes Year Built: 2011 Lot Size: 95 X 100 Lot SqFt: 9500 Acres: 0.22 Living Apx SqFt: 1702 SqFt Source: Builder/Architect Total Bedrooms: 3 Full Baths: 3 Total Baths: 3 Rentals Allowed: With Restrictions Min Rental Days: 30

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Building Style

Above Flood: Unknown

Vehicle Storage

Car(s): 4+

Pool Info

Heated: Yes

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
Broker Attribution: cskomp@remax.net

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.

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