3365 Flagler Ave, Key West, FL 33040
Property image
Property image
FOR SALE
3D VIEW

$860,000

  • 2 Beds
  • 2 Baths
  • 1,339 sqft

3365 Flagler Ave, Key West, FL 33040

New Town
Est. Mortgage $5,208/mo*
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Home Highlights

Townhouse
Built in 1980
$642/sqft

Local Information

  • Map ViewExplore the area around 3365 Flagler Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

About this House

Not your cookie-cutter Key West townhome!
This thoughtfully updated 2-bedroom, 2-bath home with 1,339 square feet of comfortable living, fantastic outdoor space, solid CBS construction has NO HOA fees!
Step inside to a bright, open floor plan filled with character, from classic Saltillo tile and updated lighting to one of our favorite features: a custom wall of built-in bookcases complete with a rolling library ladder. Whether filled with books, art, travel treasures, or your favorite finds, it's a detail that makes this home anything but ordinary.
The kitchen features stainless steel appliances, including a newer refrigerator, microwave and dishwasher, along with under-cabinet lighting.
Upstairs, the spacious primary suite feels like its own retreat with vaulted ceilings, a walk-in closet, beautifully remodeled bath, and private porch, the perfect spot for morning coffee or winding down after a day in Key West. The upstairs laundry area includes a new washer, and pull-down attic stairs provide additional storage.
And then there's the outdoor living! Both porches have received substantial improvements, including Azek decking, reinforced pilings and steel beams at the expanded rear porch. Beyond it, a large fenced backyard offers multilevel decking, tropical landscaping, flagstone pavers and room to dream--whether that means a pool, spa, garden, or simply your own private island oasis.
The current owner has invested thoughtfully in the home over the past several years, with improvements including the remodeled primary bath, expanded and replaced electrical panel, reworked plumbing with a whole-home water filter, new water heater, porch improvements and numerous updates throughout.
Located above flood with off-street parking and just minutes from Old Town, beaches, dining and everything that makes Key West such a special place to call home!
Last check for updates: about 20 hours ago
Listing courtesy of Samantha Arce, (305) 393-2725
Better Homes and Gardens Real Estate Destinations
Becky Ann Newman, (305) 434-2543
Better Homes and Gardens Real Estate Destinations
Source: FLKMLS, MLS#621082
Also Listed on FLKMLS.

Home Details for 3365 Flagler Ave

Interior Features

Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1339 Square Feet
Appliances & Utilities
Appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Stainless Steel Appliance(s)DishwasherDryerMicrowaveRefrigeratorWasher
View
No View

Exterior Features

Exterior Home Features
No Private Pool
Frontage
Not on Waterfront

Days on Market

Days on Market: 18

Property Information

Year Built
Year Built: 1980
Property Type / Style
Property Type: ResidentialProperty Subtype: TownhouseArchitecture: Townhouse
Building
Construction Materials: CBS
Property Information
Parcel Number: 00052861000155

Price & Status

Price
List Price: $860,000Price Per Sqft: $642

Active Status

MLS Status: Active

Location

Direction & Address
City: Key WestCommunity: Villas of Key West (3.0)

Agent Information

Listing Agent
Listing ID: 621082

Building

Building Area
Building Area: 1339 Square Feet

Community

Not Senior Community

HOA

HOA Fee Includes: NoneNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 2178 sqft

Miscellaneous

Mls Number: 621082

Neighborhood Overview

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 "
  • 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."
  • 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."
  • 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."
  • David
    "all holidays getting celebrated here and you will never forget a holiday any day of the year all pepole are very nice "
  • 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. "
  • 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."
  • Dinkydau444
    "Great place to live. Not as crowded or noisy as downtown. Never worry about parking, and are close to schools."
  • 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."

Market trends in Key West

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

Home Value

Trulia Estimate
$817K
Since last month
Increased$7K (+0.9%)
Since last year
Decreased$15K (-1.8%)
Since last sale
Increased$327K (+66.8%)
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 +65% in the last 10 years
MonthEstimated value
2026
September 2026$817K
August 2026$840K
July 2026$810K
June 2026$809K
May 2026$809K
April 2026$809K
March 2026$805K
February 2026$804K
January 2026$806K
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
0.06
Townhouse
$480,000
12/01/25
2
1.5
1,032
0.06
Townhouse
$570,000
06/30/26
2
2
1,032
0.22
Townhouse
$540,000
08/12/26
2
1.5
1,032
0.13
Townhouse
$579,000
07/28/26
2
1.5
1,032
0.10
Townhouse
$599,000
08/21/26
3
2
1,373
0.19
Townhouse
$525,000
05/15/26
2
2
1,032
0.08
Townhouse
$715,000
06/01/26
3
2
1,280
0.04
Townhouse
$720,000
10/14/25
3
3
1,618
0.22
Townhouse
$565,000
04/07/26
2
1.5
1,032
0.30
Townhouse
$525,000
10/07/25
2
1.5
1,046

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
0.02
$694,100
2
2
1,305
Off Market
0.01
$589,300
2
2
1,305
Off Market
0.03
$930,000
4
4
2,216
Recently Sold
0.01
$817,700
2
2
1,305
Off Market
0.00
$772,100
2
2
1,305
Off Market
0.04
$723,500
3
3
1,618
Off Market
0.04
$731,400
3
3
1,618
Off Market
0.06
$480,000
2
1.5
1,032
Recently Sold
0.06
$570,000
2
2
1,032
Recently Sold
0.06
$988,000
4
2
1,587
Off Market
0.07
$581,500
2
1.5
1,032
Off Market

Price and Tax history

DateEventPrice
Aug 22, 2025
Source: FLKMLS #616231
Listed For Sale
$860,000
Aug 30, 2019
Source: FLKMLS #585750
Sold
$490,000
Jul 18, 2019
Source: Agent Provided
Pending
$499,000
May 20, 2019
Source: Agent Provided
Listed For Sale
$499,000
Nov 8, 2013
Source: FLKMLS #118522
Sold
$380,000

LGBTQ Local Legal Protections

Samantha Arce, Better Homes and Gardens Real Estate Destinations
Agent Phone: (305) 393-2725
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.

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Frequently asked questions about 3365 Flagler Ave

  • What is the estimated monthly payment for 3365 Flagler Ave?
    Based on a $860,000 list price with 20% down at today's rates, the estimated monthly payment for 3365 Flagler Ave in Key West, FL is approximately $5,288 (about $4,625 principal & interest, $588 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 3365 Flagler Ave compare to homes in Key West?
    3365 Flagler Ave in Key West, FL is listed at $860,000, about 24% below the $1.14M median sale price in Key West.
  • What do residents say about the New Town neighborhood?
    Residents describe the New Town neighborhood in Key West, FL as dog-friendly, well-kept, and walkable to restaurants. See homes for sale in New Town, Key West.
  • What are the closest schools to 3365 Flagler Ave?
    The closest schools to 3365 Flagler Ave in Key West, FL are Key West High School (rated 4/10), Lower Keys Academic Connections for Excellence (Middle/High, rated 2/10), Poinciana Elementary School (Pre-K, rated 7/10).
  • Does 3365 Flagler Ave have laundry facilities?
    Yes, 3365 Flagler Ave in Key West, FL has in-unit laundry.
3365 Flagler Ave, Key West, FL 33040 is a 2 bedroom, 2 bathroom, 1,339 sqft townhouse built in 1980. 3365 Flagler Ave is located in New Town, Key West. This property is currently available for sale and was listed by FLKMLS on Aug 24, 2026. The MLS # for this home is MLS# 621082.