3801 Flagler Ave, Key West, FL 33040
What's special
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. Owner is a licensed Florida Real Estate Broker. Call today to schedule your private showing!
- 17 days
- 864
- 44
Travel times
Living Room
Kitchen
Bedroom
Zillow last checked:
Listing updated:
Bobby W Coe IV 305-363-9665,
RE/MAX Keys Connection (KW)
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Has Heating (Unspecified Type)
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Disposal, Gas Appliances, Stainless Steel Appliance(s)
Features
- Low Flow Plumbing Fixtures, Split Bedroom, Built-in Features, Storage, Bar
- Flooring: Tile, Wood
Interior area
- Total structure area: 1,702
- Total interior livable area: 1,702 sqft
Property
Parking
- Parking features: Garage
- Has garage: Yes
Features
- Levels: Multi/Split
- Patio & porch: Open Porch/Balcony, Deck, Patio, Lanai
- Exterior features: Outdoor Shower
- Has private pool: Yes
- Pool features: In Ground, Salt Water
Lot
- Size: 9,583 Square Feet
- Dimensions: 95 X 100
Details
- Additional structures: Guest House, Shed(s)
- Parcel number: 00052000000000
- Zoning: SF - Single Family
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Frame, Hardi Board Siding
Condition
- New Construction,Updated/Remodeled
- New construction: Yes
- Year built: 2011
Community & HOA
Community
- Subdivision: Key West Fwdn Sub (4.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Key West
Financial & listing details
- Price per square foot: $1,310/sqft
- Tax assessed value: $928,866
- Annual tax amount: $5,101
- Date on market: 10/21/2026
- Listing terms: Seller Finance Psble,Cash,Conventional,FHA
Price history
| Date | Event | Price |
|---|---|---|
| 10/21/2026 | Listed for sale | $2,229,000+12%$1,310/sqft |
Source:  FLKMLS #621725 Report a problem | ||
| 8/5/2026 | Listing removed | $1,990,000$1,169/sqft |
Source:  Key West AOR #619727 Report a problem | ||
| 6/30/2026 | Price change | $1,990,000-7.4%$1,169/sqft |
Source: Key West AOR #619727 Report a problem | ||
| 5/2/2026 | Listed for sale | $2,150,000+11.7%$1,263/sqft |
Source: FLKMLS #619727 Report a problem | ||
| 1/9/2026 | Sold | $1,925,000-3.5%$1,131/sqft |
Source: FLKMLS #617124 Report a problem | ||
| 12/23/2025 | Pending sale | $1,995,000$1,172/sqft |
Source: FLKMLS #617124 Report a problem | ||
| 12/8/2025 | Contingent | $1,995,000$1,172/sqft |
Source: Key West AOR #617124 Report a problem | ||
| 12/8/2025 | Listed for sale | $1,995,000$1,172/sqft |
Source: FLKMLS #617124 Report a problem | ||
| 12/8/2025 | Pending sale | $1,995,000$1,172/sqft |
Source: FLKMLS #617124 Report a problem | ||
| 11/1/2025 | Listed for sale | $1,995,000-10.2%$1,172/sqft |
Source: Key West AOR #617124 Report a problem | ||
| 5/1/2025 | Listing removed | $2,222,000$1,306/sqft |
Source: FLKMLS #612549 Report a problem | ||
| 4/9/2025 | Price change | $2,222,000-10.9%$1,306/sqft |
Source: FLKMLS #612549 Report a problem | ||
| 2/3/2025 | Price change | $2,495,000-7.4%$1,466/sqft |
Source: FLKMLS #612549 Report a problem | ||
| 12/5/2024 | Listed for sale | $2,695,000+399.1%$1,583/sqft |
Source: FLKMLS #612549 Report a problem | ||
| 12/15/2017 | Sold | $540,000-9.8%$317/sqft |
Source: FLKMLS #577371 Report a problem | ||
| 11/8/2017 | Listed for sale | $599,000$352/sqft |
Source: Florida Keys Real Estate Co. #577371 Report a problem | ||
| 9/1/2017 | Listing removed | $599,000$352/sqft |
Source: Florida Keys Real Estate Co. #573462 Report a problem | ||
| 2/11/2017 | Price change | $599,000-7.7%$352/sqft |
Source: Florida Keys Real Estate Co. #573462 Report a problem | ||
| 1/5/2017 | Listed for sale | $649,000+511.1%$381/sqft |
Source: Florida Keys Real Estate Co. #573462 Report a problem | ||
| 7/13/1999 | Sold | $106,200$62/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,102 +4.4% | $593,168 +2.9% |
| 2024 | $4,886 +1.8% | $576,451 +3% |
| 2023 | $4,801 +11% | $559,662 +9.5% |
| 2022 | $4,324 -2.1% | $510,886 +3% |
| 2021 | $4,415 +1.7% | $496,006 +1.4% |
| 2020 | $4,341 | $489,158 +0.5% |
| 2019 | $4,341 -0.2% | $486,673 +6.3% |
| 2018 | $4,351 -4.1% | $457,875 +28.4% |
| 2017 | $4,536 +23.2% | $356,488 +86.5% |
| 2016 | $3,680 +97.8% | $191,146 +0.7% |
| 2015 | $1,861 | $189,817 |
Monthly payment
Estimated market value
$2,154,300
$2.05M - $2.26M
$6,790/mo
Climate risks
Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.