101 Front St #22, Key West, FL 33040
OFF MARKET

101 Front St #22
Key West, FL 33040

Truman Annex
  • 2 Beds
  • 2.5 Baths
  • 1,216 sqft

$1,287,100

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $7,599/mo*
Refinance Your Home

$1,287,100

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $7,599/mo*
Refinance Your Home
2 Beds
2.5 Baths
1,216 sqft

Local Information

  • Map ViewExplore the area around 101 Front St #22.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Townhouse
Year Built
1995
Living Area
1,216 sqft
Price/Sqft
$1,058

About this House

Crown Jewel is a popular transient/vacation rental in the Foundry Townhome Association in the Truman Annex Gated Community. This unit is located in the back of the building and close to its designated parking space. The townhome has been updated through the years and can be purchased turnkey as a rental or second home. The windows and doors have all been replaced with the hurricane rated impact windows and doors. Entering the brick paved courtyard you access the great room style living area that features 11 foot high ceilings. The master bedroom suite is on the second floor and the guest suite is on the third. The unit conveys with the special Truman Annex Transient Rental License that has restrictions.
101 Front St #22, Key West, FL 33040 is a 2 bedroom, 3 bathroom, 1,216 sqft townhouse in Truman Annex, built in 1995. It last sold for $855,000 on Jan 8, 2016. It is currently off market. The Trulia Estimate is $1,287,100, with a rent estimate of $4,788/month.

Home Details for 101 Front St #22

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Tile, Carpet
Interior Details
Ceiling Fan

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: StuccoFoundation Type: ConcretePatioPorch
Pool
Pool

Property Information

Year Built
Year Built: 1995Year Updated: 1997
Property Type / Style
Property Type: Townhouse

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 784 sqft

Price History for 101 Front St #22

DatePriceEventSource
01/08/2016$855,000Sold
FLKMLS #121441
11/16/2015$895,000PendingAgent Provided
05/01/2015$895,000Listed For SaleAgent Provided

Market trends in Key West

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.23M
$20.83KMoM
Sale-to-List Price
94.6%
0.3%MoM
Price per sq ft
$958
$15MoM
Available listings
288
17MoM
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Property Tax and Assessment

Year2025
Tax$9,294
Assessment$1,128,935
Home facts updated by county records

Comparable Sales for 101 Front St #22

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
101 Front St #15, Key West, FL
0.00
Townhouse
$1,220,000
09/30/25
2
2.5
1,216
101 Front St #8, Key West, FL
0.00
Townhouse
$1,345,000
05/20/26
2
2.5
1,216
532 Porter Ln, Key West, FL
0.17
Townhouse
$1,075,000
01/21/26
2
1.5
960
548 Porter Ln, Key West, FL
0.16
Townhouse
$1,160,000
01/16/26
2
2.5
960
528 Porter Ln, Key West, FL
0.16
Townhouse
$1,245,000
04/01/26
2
2.5
960
237 Southard St, Key West, FL
0.20
Townhouse
$1,075,000
10/17/25
2
1.5
960
212 Southard St, Key West, FL
0.23
Townhouse
$1,050,000
05/01/26
2
2.5
960
208 Fleming St, Key West, FL
0.13
Townhouse
$1,070,000
03/02/26
2
2.5
960
231 Southard St, Key West, FL
0.20
Townhouse
$1,285,000
08/28/25
2
2.5
960
201-2 Southard St, Key West, FL
0.20
Townhouse
$1,000,000
02/02/26
2
1.5
960

Nearby homes

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Assigned Schools

These are the assigned schools for 101 Front St #22.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 101 Front St #22

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Off Market Homes Near 101 Front St #22

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