NEW 10 HRS AGO

For sale

$1,495,000

Est. $12,307/mo —

•

1,216

sq ft

101 Front St #10, Key West, FL 33040

About this home

This bright and airy Foundry townhome in the exclusive gated Truman Annex community is a perfect Key West property! The floor to ceiling windows and doors at the entry allow sunshine to filter into the main floor living space creating a bright and airy space. The main floor has 11 foot ceilings and double French doors that open to the private front courtyard and porch. The open floor plan allows for an easy flow from living space to dining room to kitchen. The half bath is located on the first floor for convenience. Make your way up the stairs to the primary suite, located on the second floor, with an ensuite bath Enjoy morning coffee on your private balcony. The washer and dryer are located on this floor. The floor to ceiling French doors and windows allow light to encompass the space. The guest suite is located on the third floor also with an ensuite bath. The wall to wall windows allow natural light to flood the room. This home has a designated off street parking spot for 1 vehicle located just out front of the private courtyard. The Foundry swimming pool is a short walk away. This townhome is just down the block from Truman's Little White House, and is an easy walk or bicycle ride to Ft. Zachary Taylor Park, The Coffee Butler Amphitheater and the Truman Waterfront, as well as the world famous Mallory Square and Duval St. Make this townhouse your own Piece of Paradise!!

TownhomeProperty Type

1994Year Built

787 sq ftLot Size

$1,229Price/Sq.Ft.

$1,308/moHOA Dues

1 spaceParking

Listed by Mike Caron • Keller Williams Key West Compass Realty

Listing updated: Nov 4, 2026 at 02:19pm

Redfin checked: 3 minutes ago

•Source:FLKMLS #621932

Payment calculator

$12,307 per month

Principal and interest$8,058

Property taxes

HOA dues

Home insurance

Utilities

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Around this home

Schools

K - 12
Preschool & daycare

Horace O'bryant School

Public PreK-8 • Assigned • 1.3mi

3/10

Key West High School

Public 9-12 • Assigned • 1.9mi

3/10

Provided by GreatSchools

About Truman

Annex

Truman Annex, located between Mallory Square and Fort Zachary Taylor Historic State Park, is a waterfront and historic Key West neighborhood with a gated residential layout and marina-front promenades. The character concentrates along Southard Street by the Truman Waterfront Park entrance, where joggers, dog-walkers, and sunset-watchers stream past palms and harbor views. Restored Conch-style cottages and newer coastal townhomes sit behind tidy lanes and pocket greens. The Key West Amphitheater anchors the calendar with open-air concerts and community events. Waterfront paths trace the edge of the harbor toward the cruise piers and the old Navy Yard footprint. Evenings lean quiet, with the sea breeze and the glow from Mallory Square nearby.

Provided by Walk Score and Local Logic

Market insights

101 Front St #10 · $1,495,000

DAYS ON MARKET

The average home goes pending in 152 days.

SALE-TO-LIST

Most homes are selling 4% below list price.

LIST PRICE

Median sale price in this area is $681,637. (54% lower than this home)

PRICE DROP

9% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Storage
Built-in features
Blinds
Drapes
Furnished

Bathrooms
2 full bathrooms
1 half bathroom

Kitchen
Dishwasher
Refrigerator
Oven
Microwave
Disposal

Laundry & utility
Washer
Dryer

Flooring
Tile
Carpet

Heating & cooling
Central air
Ceiling fans

Sale and tax history for 101 Front St #10

Sale History
Tax History

Date

Event

Price

FLKMLS #621932

Nov 4, 2026

Listed

$1,495,000

$1,229/sq ft

FLKMLS #579813

Jul 1, 2019

Sold

$880,000

$724/sq ft

Apr 17, 2018

Listed

$929,000

$764/sq ft

+17

This Foundry property features an 11-foot ceiling on the ground floor with an open floor plan that opens to a private deck and courtyard. The master bedroom en-suite is on the second floor and has its own private balcony. The guest bedroom en-suite is located on the third floor. Assigned parking for 1 car is only a few steps away and the community pool is just across Front Street. Includes the special Truman Annex transient rental license with restrictions. TAMPOA HOA fee is $925 per QTR, plus Foundry HOA fee of $1,475 QTR ($2400.00 Total)

FLKMLS #92571

Nov 21, 2003

Sold

$530,000

$436/sq ft

Aug 4, 2003

Listed

$565,000

$465/sq ft

Public Records

Feb 5, 1998

Sold

$270,000

$222/sq ft

Public Records

Jan 13, 1995

Sold

$199,900

$164/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$9,577 (+8.2%)

2024

$8,854 (+6.1%)

2023

$8,342 (+14.2%)

2022

$7,302 (+7.0%)

2021

$6,825 (−1.1%)

$460,230 + $270,281

$730,511

2020

$6,899 (−1.5%)

$500,768 + $240,903

$741,671

2019

$7,008 (+0.2%)

$500,768 + $240,903

$741,671

2018

$6,992 (+2.2%)

$483,678 + $246,779

$730,457

2017

$6,842 (+10.6%)

$489,640 + $214,462

$704,102

2015

$6,185 (−1.9%)

$516,228 + $175,539

$691,767

2014

$6,304

Public record

Public record
Zoning

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

787 Sq. Ft.

Year renovated

2015

Finished Sq. Ft.

1,216

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,216

Year built

1994

Style

Townhouse

County

Monroe County

APN

0668 25 00004590002210

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Nov 4, 2026.

HPRD

Historic Planned Redevelopment And Development District

The historic planned redevelopment and development district HPRD is established to implement comprehensive plan policies for areas designated HPRD on the comprehensive plan future land use map. The HPRD district shall provide a management framework for directing future redevelopment in several redeveloping fringe areas within and outside the review area of the historic architectural review commission.; The HPRD district includes the Truman Annex project, including Sunset Island. The HPRD district shall provide a basis for encouraging additional development and redevelopment activities in other areas. Such new development and redevelopment shall be designed to advance the goals, objectives and policies of the comprehensive plan. For instance, the HPRD district shall promote the following: Historic preservation.; Neighborhood facility improvements.; Architectural and urban design amenities which are consistent with the traditional Old Town historic character and which further subarea design and improvement strategies.; An increased supply of affordable housing which is accessible to targeted income groups over a longterm period.; Off-site parking facilities, including parking structures at strategically located areas through contributions to a special parking fund to be established to assist in financing construction of off-site centrally located parking facilities.

Permitted uses

Include but are not limited to:

Housing-Group
Housing-Single unit
Housing-Multiple units
Office

Climate risks

7/10 Flood Factor

Estimated 72-80% chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

Heat Factor

We're working on getting current and accurate heat risk information for this home.

10/10 Wind Factor

99% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Key West, FL • 33040

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

98/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 4% for direct sun exposure in Key West. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.2 hrs

7.9 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 101 Front St #10

$1,493,804

$1,196 under list price of $1.50M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $975K to $1.4M.

SOLD MAR 31, 2026
$1,400,000 Last sold price
2 beds2 baths1,200 sq ft
515 Petronia St, Key West, FL 33040
$62/sq ft
larger lot
26 years older
SOLD OCT 26, 2026
$1,000,000 Last sold price
2 beds2 baths861 sq ft
418 Amelia St, Key West, FL 33040
$68/sq ft
larger lot
95 years older
SOLD AUG 20, 2026
$975,000 Last sold price
3 beds3 baths920 sq ft
1017 Thomas St, Key West, FL 33040
$169/sq ft
larger lot
56 years older
SOLD JUN 18, 2026
$1,380,000 Last sold price
3 beds2.5 baths1,251 sq ft
1215 Margaret St, Key West, FL 33040
$126/sq ft
larger lot
61 years older
SOLD JUL 22, 2026
$1,175,000 Last sold price
2 beds2 baths896 sq ft
816 Johnson Ln, Key West, FL 33040
$82/sq ft
larger lot
66 years older
SOLD SEP 28, 2026
$1,125,000 Last sold price
2 beds1.5 baths1,091 sq ft
709 Chapman Ln, Key West, FL 33040
$198/sq ft
larger lot
60 years older

Rental earnings

Est. $4,831 per month, based on comparable rentals

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