64 Front St, Key West, FL 33040
OFF MARKET

64 Front St
Key West, FL 33040

Truman Annex
  • 5 Beds
  • 5 Baths
  • 3,213 sqft

$4,387,200

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $25,697/mo*
Refinance Your Home

$4,387,200

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $25,697/mo*
Refinance Your Home
5 Beds
5 Baths
3,213 sqft

Home Value

Trulia Estimate
$4.39M
Since last month
Decreased$60K (-1.3%)
Since last year
Decreased$79K (-1.8%)
Since last sale
Decreased$13K (-0.3%)
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 +12% in the last 10 years
MonthEstimated value
2026
August 2026$4.39M
July 2026$4.45M
June 2026$4.37M
May 2026$4.28M
April 2026$4.32M
March 2026$4.33M
February 2026$4.39M
January 2026$4.34M
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
400 Aronovitz Ln, Key West, FL
0.26
Single-Family Home
$3,300,000
05/21/26
5
6
3,667
101 Admirals Ln, Key West, FL
0.05
Single-Family Home
$6,300,000
10/10/25
5
4
3,173
512 Emma St, Key West, FL
0.09
Single-Family Home
$3,095,000
01/27/26
4
4
1,653
316 Southard St, Key West, FL
0.19
Single-Family Home
$3,500,000
10/20/25
3
3.5
2,532
326 Caroline St, Key West, FL
0.13
Single-Family Home
$6,350,000
01/15/26
5
5.5
4,279
515 Amelia St, Key West, FL
0.62
Single-Family Home
$4,225,000
03/16/26
5
5.5
3,434
517 Elizabeth St, Key West, FL
0.43
Single-Family Home
$3,750,000
10/20/25
4
3
2,173
1006 & 1008 Fleming St, Key West, FL
0.57
Single-Family Home
$4,425,000
05/26/26
4
4.5
3,336
406 United St, Key West, FL
0.73
Single-Family Home
$4,300,000
04/09/26
4
4.5
3,624
616 Eaton St, Key West, FL
0.36
Single-Family Home
$7,250,000
08/13/26
5
6
4,000

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
410 Porter Ln #10, Key West, FL 33040
0.04
$1,466,400
2
2.5
1,100
Off Market
406 Porter Ln, Key West, FL 33040
0.04
$1,395,400
2
2.5
1,036
Off Market
415 Porter Ln #415, Key West, FL 33040
0.04
$752,500
2
1.5
936
Off Market
416 Porter Ln #4, Key West, FL 33040
0.04
$842,200
2
2
1,025
Off Market
418 Porter Ln #18, Key West, FL 33040
0.04
$824,700
2
2
1,035
Off Market
407 Porter Ln #13, Key West, FL 33040
0.04
$802,600
2
2.5
1,025
Off Market
404 Porter Ln #16, Key West, FL 33040
0.04
$1,565,000
2
2
1,002
Recently Sold
417 Porter Ln, Key West, FL 33040
0.04
$1,448,500
2
2.5
1,023
Off Market
101 Admirals Ln, Key West, FL 33040
0.05
$6,288,900
5
4
3,173
Off Market
208 Fleming St, Key West, FL 33040
0.07
$1,070,000
2
2.5
960
Recently Sold
208 Fleming St #0, Key West, FL 33040
0.07
$811,400
2
2.5
-
Off Market

Local Information

  • Map ViewExplore the area around 64 Front St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1989
Living Area
3,213 sqft
Price/Sqft
$1,365
HOA
$441/Monthly

About this House

Your DREAM home awaits.. Located in Truman Annex, where luxury meets island living. This stunning 5-bedroom, 5-bathroom residence boasts over 3000 sq ft of living space offering unparalleled comfort and elegance.

As you step inside you are greeted by an expansive and open floor plan, featuring 11ft high ceilings and abundant natural light that illuminates the interior. The kitchen and dining area are open and spacious perfect for entertaining guests.

The lavish master suite is a sanctuary of relaxation. Open and full of natural light streaming in from the glass doors that lead to your covered balcony. The en suite bath is completely updated, open and spacious with dual sinks. Featuring fully enclosed steam shower!

Each additional bedroom is generously sized and appointed. Two of the bedrooms are adjoined by a remodeled Jack and Jill bathroom and one with a beautiful en suite bath.

Outside, the tropical Oasis awaits, with sparkling resurfaced and new tile pool with brand new waterfall surrounded by beautiful landscaping. Lounge poolside or beat the heat in your pool house.

Additional features include tube elevator, covered parking, and balconies on the front and back of the home. Numerous updates from bathrooms to new ac units, resurfaced pool, new waterfall and fresh paint throughout
64 Front St, Key West, FL 33040 is a 5 bedroom, 5 bathroom, 3,213 sqft single-family home in Truman Annex, built in 1989. It last sold for $4,400,000 on Jan 2, 2025 (4% below the $4,599,000 asking price). It is currently off market. The Trulia Estimate is $4,387,200, with a rent estimate of $7,452/month.
Last check for updates: about 2 hours ago
Listed by Matthew J Sheehan
Saltwater Real Estate Florida Keys, Inc
Bought with: Solaris Gregory, (305) 394-3442, Expert Realty LLC (HQ)
Source: FLKMLS, MLS#611378

Home Details for 64 Front St

Interior Features

Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 5
Dimensions and Layout
Living Area: 3213 Square Feet
Appliances & Utilities
Appliances: Washer, Dryer, Dishwasher, Refrigerator, Oven, MicrowaveDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Has CoolingAir Conditioning: Central Air,Ceiling Fans(s)
Windows, Doors, Floors & Walls
Flooring: Tile, Wood, Carpet
Levels, Entrance, & Accessibility
Floors: Tile, Wood, Carpet
View
No View
Security
Security: Gated with Guard, Security Guard

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, PatioFencing: FencedExterior: Fruit Tree(s)Has a Private Pool
Parking & Garage
No Attached Garage
Pool
Pool: In Ground, ConcretePool
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: FrameNot a New Construction
Property Information
Condition: Updated/Remodeled

Price & Status

Price
List Price: $4,599,000

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Key WestCommunity: Old Town - Unlisted (1.0)

Building

Building Area
Building Area: 3213 Square Feet

Community

Community Features: Beach

HOA

HOA Fee Includes: Cable TV, Common Area Mnt, Security, OtherHas an HOAHOA Fee: $1,324/Quarterly

Lot Information

Lot Area: 4791.6 sqft

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 611378

Additional Information

Beach

Price and Tax history

DateEventPrice
Jan 2, 2025
Source: FLKMLS #611378
Sold
$4,400,000
Dec 3, 2024
Source: FLKMLS #611378
Pending
$4,599,000
Nov 20, 2024
Source: FLKMLS #611378
Contingent
$4,599,000
Sep 7, 2024
Source: Key West AOR #611378
Listed For Sale
$4,599,000
Sep 6, 2024
Source: FLKMLS #609046
ListingRemoved
$4,599,000

Market trends in Key West

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.28M
$50KMoM
Sale-to-List Price
95.1%
0.5%MoM
Price per sq ft
$933
$26MoM
Available listings
271
17MoM

Around this home

Neighborhood Overview

Truman Annex
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Truman Annex

At least 1 Trulia users voted on each feature.

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's quiet

  • 100 % Say there's wildlife

  • 100 % Say neighbors are friendly

  • 100 % Say it's walkable to restaurants

  • 100 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "It’s a great neighborhood, we absolutely love having the opportunity to be able to live here!! We don’t have young kids so can’t really express things that are impt for them to know!!"
    1
    Flag
  • Langanlady
    "I have a 2 minute commute to the county courthouse. I could walk or bike but I am lazy and drive a car. "
    0
    Flag
  • Maya T.
    "This is the heart of historic Old Town Key West!"
    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 64 Front St

  • What is 64 Front St estimated to be worth?
    Trulia's estimated value for 64 Front St in Key West, FL is $4,387,200.
  • What is the price history for 64 Front St?
    64 Front St in Key West, FL last sold for $4,400,000 in January 2025.
  • 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 $1.28M. That is up $50K from the prior month.
  • Does 64 Front St have air conditioning?
    Yes, 64 Front St in Key West, FL has air conditioning.
  • Does 64 Front St have a pool?
    Yes, 64 Front St in Key West, FL has a pool.

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