3801 Flagler Ave, Key West, FL 33040
Property image
Property image
SOLD
JAN 9, 2026

$1,890,100

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,702 sqft

3801 Flagler Ave, Key West, FL 33040

New Town
Est. Refi. Payment $11,488/mo*
Refinance Your Home
Currently Off Market - Sold Jan 9, 2026 for $1,925,000 (4% below list price)

Home Value

Trulia Estimate
$1.89M
Since last month
Decreased$13K (-0.7%)
Since last year
Decreased$153K (-7.5%)
Since last sale
Decreased$36K (-1.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +293% in the last 10 years
MonthEstimated value
2026
August 2026$1.89M
July 2026$1.9M
June 2026$2.05M
May 2026$2.06M
April 2026$1.91M
March 2026$1.91M
February 2026$1.92M
January 2026$1.92M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3704 Eagle Ave, Key West, FL
0.10
Single-Family Home
$990,000
07/24/26
2
1.5
1,729
3620 Sunrise Dr, Key West, FL
0.22
Single-Family Home
$2,550,000
01/30/26
3
2
1,841
3720 Flagler Ave, Key West, FL
0.08
Single-Family Home
$2,900,000
06/18/26
4
2
2,426
3722 Cindy Ave, Key West, FL
0.16
Single-Family Home
$1,070,000
12/29/25
3
2
2,072
1510 18th St, Key West, FL
0.29
Single-Family Home
$1,000,000
05/28/26
3
2
1,714
1221 20th St, Key West, FL
0.26
Single-Family Home
$1,150,000
03/23/26
3
2
1,826
3700 Eagle Ave, Key West, FL
0.12
Single-Family Home
$1,600,000
08/31/26
4
3
2,733
3440 Duck Ave, Key West, FL
0.43
Single-Family Home
$1,200,000
12/17/25
2
2.5
1,705

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
3808 Eagle Ave, Key West, FL 33040
0.03
$2,237,900
4
3.5
2,942
Off Market
3807 Flagler Ave, Key West, FL 33040
0.02
-
-
-
-
Off Market
3738 Eagle Ave, Key West, FL 33040
0.05
$1,000,300
4
2
1,497
Off Market
3817 Flagler Ave, Key West, FL 33040
0.03
-
2
1
1,095
Off Market
3731 Eagle Ave, Key West, FL 33040
0.08
$1,886,100
3
3
2,085
Off Market
3808 Duck Ave, Key West, FL 33040
0.08
$979,000
2
1.5
838
For Sale
3720 Flagler Ave, Key West, FL 33040
0.08
$2,900,000
4
2
2,426
Recently Sold
3715 Flagler Ave, Key West, FL 33040
0.10
$799,000
2
2
1,216
For Sale
3704 Eagle Ave, Key West, FL 33040
0.10
$990,000
2
1.5
1,729
Recently Sold
3739 Duck Ave, Key West, FL 33040
0.12
$1,007,300
3
3
1,677
Off Market
3711 Eagle Ave, Key West, FL 33040
0.12
$825,000
2
2
1,464
For Sale

Local Information

  • Map ViewExplore the area around 3801 Flagler Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2011
1,702 sqft
$1,131/sqft
Garage

About this House

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.
3801 Flagler Ave, Key West, FL 33040 is a 2 bedroom, 2 bathroom, 1,702 sqft single-family home in New Town, built in 2011. It last sold for $1,925,000 on Jan 9, 2026 (4% below the $1,995,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,890,100, with a rent estimate of $4,820/month.
Last check for updates: about 10 hours ago
Listed by Bo Jesper Ek, (305) 304-2703
Your Keys Real Estate, LLC
Bought with: Joseph R Bracciale, Jr., (305) 509-9215, Select Properties of NWFL
Source: FLKMLS, MLS#617124

Home Details for 3801 Flagler Ave

Interior Features

Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1702 Square Feet
Appliances & Utilities
Utilities: Water Separate Meter, Cable AvailableAppliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer, Gas Appliances, Stainless Steel Appliance(s)DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central Air,Heat Pump,Ceiling Fans(s)Has HeatingHeating Fuel: Has Heating Unspecified Type
Gas & Electric
Electric: Cat 5
Windows, Doors, Floors & Walls
Flooring: Tile, Wood
Levels, Entrance, & Accessibility
Floors: Tile, Wood
View
No View

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, DeckFencing: Fenced, PrivacyOther Structures: Guest House, Shed(s)Exterior: Rain Gutters, Lighting, Outdoor KitchenHas a Private Pool
Parking & Garage
Has a GarageNo Attached GarageParking: Garage Door Opener
Pool
Pool: In Ground, Salt Water, Concrete, DeckedPool
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 2011
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Frame, Other, Hardi Board SidingNot a New Construction
Property Information
Condition: Updated/RemodeledParcel Number: 00052000000000

Price & Status

Price
List Price: $1,995,000Price Per Sqft: $1,131/sqft

Active Status

MLS Status: Closed

Location

Direction & Address
City: Key WestCommunity: Key West Fwdn Sub (4.0)

Building

Building Area
Building Area: 1702 Square Feet

HOA

HOA Fee Includes: NoneNo HOA

Lot Information

Lot Area: 9583.2 sqft

Offer

Listing Terms: No Seller Finance, Cash, Conventional, FHA

Miscellaneous

Mls Number: 617124

Price and Tax history

DateEventPrice
Aug 5, 2026
Source: Key West AOR #619727
ListingRemoved
$1,990,000
Jun 30, 2026
Source: Key West AOR #619727
PriceChange
$1,990,000
Price decreased by 7%
May 2, 2026
Source: FLKMLS #619727
Listed For Sale
$2,150,000
Jan 9, 2026
Source: FLKMLS #617124
Sold
$1,925,000
Dec 23, 2025
Source: FLKMLS #617124
Pending
$1,995,000

Market trends in Key West

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.14M
$143KMoM
Sale-to-List Price
—
Price per sq ft
$865
$67MoM
Available listings
255
17MoM

Around this home

Neighborhood Overview

New Town
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about New Town

At least 43 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 82 % Say yards are well-kept

  • 81 % Say people would walk alone at night

  • 73 % Say it's walkable to restaurants

  • 72 % Say it's quiet

  • 72 % Say kids play outside

  • 71 % Say parking is easy

  • 71 % Say there are sidewalks

  • 71 % Say streets are well-lit

  • 68 % Say it's walkable to grocery stores

  • 67 % Say there's holiday spirit

  • 54 % Say car is needed

  • 52 % Say they plan to stay for at least 5 years

  • 51 % Say neighbors are friendly

  • 50 % Say there are community events

  • 44 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Angela Garcia
    "It’s a small town with little bar life so it would be relatively safe. There is a high school a block away "
    1
    Flag
  • Trulia User
    "I ride my bicycle to and from work. It is uneventful but there are natural barriers.t some of the streets are not well lit."
    0
    Flag
  • Nancy S.
    "So beautiful here everyone calls it paradise! The most relaxing place I have ever been. Welcome to your new Key West Home!(Gieger Key, 10 minutes from Key West downtown) . Make sure you visit all of the wonderful attractions, especially the butterfly garden and don't forget to stop at Gieger Key Marinal for a wonderful meal."
    1
    Flag
  • Trulia User
    "I love my neighborhood I have lived here since 1976 and my husband since 1951. Love that it’s easy to get around."
    0
    Flag
  • David
    "all holidays getting celebrated here and you will never forget a holiday any day of the year all pepole are very nice "
    1
    Flag
  • Caleb G.
    "My neighborhood has the small town vibe mixed with a little party. I love how historic Key West is and how well the history is kept alive. "
    3
    Flag
  • 1gcrocker1
    "Not far from down town but far enough to be away from downtown. The area is quite friendly and has a great key west vibe."
    7
    Flag
  • Dinkydau444
    "Great place to live. Not as crowded or noisy as downtown. Never worry about parking, and are close to schools."
    11
    Flag
  • Lenore T.
    "Great neighborhood, quiet location, close to shopping, restaurants, airport, golfing, beach,schools, college and public transportation. This home has a privacy wall all the way around to add to it's appeal."
    1
    Flag

LGBTQ Local Legal Protections

MLS Internet Data Exchange (IDX) information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys MLS.

Frequently asked questions about 3801 Flagler Ave

  • What is 3801 Flagler Ave estimated to be worth?
    Trulia's estimated value for 3801 Flagler Ave in Key West, FL is $1,890,100.
  • What is the price history for 3801 Flagler Ave?
    3801 Flagler Ave in Key West, FL last sold for $1,925,000 in January 2026.
  • Is Key West a buyer's or seller's market?
    Key West is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Key West?
    The median sale price in Key West is $1.14M. That is down $143K from the prior month.
  • Does 3801 Flagler Ave have air conditioning?
    Yes, 3801 Flagler Ave in Key West, FL has air conditioning.
  • Does 3801 Flagler Ave have a pool?
    Yes, 3801 Flagler Ave in Key West, FL has a pool.

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