OFF MARKET

Off Market Nov 2019 for $910K

$1,212,872

Est. refi paymentEst. refi $7,015/mo

•

1,216

sq ft

101 Front St #21, Key West, FL 33040

About this home

Tucked away in the prestigious Truman Annex this Foundry townhome is perfectly positioned in walking distance to all of Key West's Old Town attractions ensuring Strong & Consistent Rental Returns. Through the gated entry and courtyard the spacious 1st floor with soaring ceilings presents an open floor plan between kitchen, dinning and living areas complete with half bath ideal for entertaining. The 2nd and 3rd floor bedrooms with en-suites are thoughtfully laid out ensuring privacy and tranquility after an exciting day out on the town. Owners and guests are immediately immersed in the convenience & splendor of the Key West lifestyle. Just steps from the Truman Amphitheater, community green spaces, water park, Fort Zachary Taylor, Historic Seaport, Mallory Square. Excellent ROI opportunity.

TownhomeProperty Type

1994Year Built

842 sq ftLot Size

$997Est. Price/Sq.Ft.

Listed by Tommy Mack • Coastal Collection Real Estate Inc.

Bought with J. Michael Caron • Keller Williams Key West Compass Realty

Redfin checked: a minute ago

•Source:FLKMLS #584788

Redfin Estimate

$1,212,872

$303K since sold in November 2019$21K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4% lower than the average sale price ($1.26M) of 6 comparable homes.

SOLD MAY 20, 2026
$1,345,000
A
2 beds2.5 baths1,216 sq ft
101 Front St #8, Key West, FL 33040
SOLD MAY 1, 2026
$1,050,000
B
2 beds2.5 baths960 sq ft
212 Southard St, Key West, FL 33040
SOLD APR 1, 2026
$1,245,000
C
2 beds2.5 baths960 sq ft
528 Porter Ln, Key West, FL 33040
SOLD APR 15, 2026
$1,650,000
D
2 beds2.5 baths1,420 sq ft
212 Fleming St, Key West, FL 33040
SOLD SEP 30, 2025
$1,220,000
E
2 beds2.5 baths1,216 sq ft
101 Front St #15, Key West, FL 33040
SOLD MAR 2, 2026
$1,070,000
F
2 beds2.5 baths960 sq ft
208 Fleming St, Key West, FL 33040

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,516/mo

Redfin rental estimate

List your home for rent

Market trends in 33040, FL

Last updated August 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

95.5%

+0.1% MoM

Median sale price

$1.1M

$155K MoM

Avg. days on market

150d

8 days MoM

Recently sold homes

137

16 MoM

New listings for sale

NEW 4 HRS AGO
$299,000
2 beds2 baths816 sq ft
55 Boca Chica Rd #89, Key West, FL 33040
NEW 26 HRS AGO
$479,000
3 beds2 baths924 sq ft
25D 10th Ave, Stock Island, FL 33040
$43,000
2 beds2 baths1,120 sq ft
617 Front St Unit C-21 Week 22, Key West, FL 33040
$2,400,000
3 beds2.5 baths1,720 sq ft
2623 Gulfview Dr, Key West, FL 33040
FOR SALE BY OWNER
$85,000
2 beds1 bath— sq ft
1300 15th Ct, Key West, FL 33040
3D WALKTHROUGH
$5,400,000
6 beds6.5 baths2,993 sq ft
613 Margaret St, Key West, FL 33040
$1,225,000
3 beds2.5 baths1,690 sq ft
14 Spoonbill Way, Key West, FL 33040
3D WALKTHROUGH
$1,890,000
2 beds2 baths1,495 sq ft
516 Elizabeth St, Key West, FL 33040
$1,225,000
1 bed1 bath475 sq ft
714 Olivia St #6, Key West, FL 33040
$339,000
2 beds2 baths784 sq ft
5031 5th Ave, Stock Island, FL 33040
(305) 664-4444
See all

Provided by Redfin

Sale history for 101 Front St #21

Year

Property tax

Land + Additions

Assessment*

2025

$9,853 (+8.2%)

2024

$9,110 (+5.4%)

2023

$8,642 (+16.0%)

2022

$7,448 (+6.0%)

2021

$7,025 (−5.7%)

$511,894 + $241,477

$753,371

2020

$7,447 (−1.2%)

$556,983 + $247,371

$804,354

2019

$7,535 (+0.6%)

$556,983 + $247,371

$804,354

2018

$7,487 (+5.3%)

$537,975 + $247,407

$785,382

2017

$7,107 (+10.7%)

$518,672 + $215,108

$733,780

2015

$6,420 (−1.5%)

$546,567 + $175,587

$722,154

2014

$6,518

Tax history for 101 Front St #21

Year

Property tax

Land + Additions

Assessment*

2025

$9,853 (+8.2%)

2024

$9,110 (+5.4%)

2023

$8,642 (+16.0%)

2022

$7,448 (+6.0%)

2021

$7,025 (−5.7%)

$511,894 + $241,477

$753,371

2020

$7,447 (−1.2%)

$556,983 + $247,371

$804,354

2019

$7,535 (+0.6%)

$556,983 + $247,371

$804,354

2018

$7,487 (+5.3%)

$537,975 + $247,407

$785,382

2017

$7,107 (+10.7%)

$518,672 + $215,108

$733,780

2015

$6,420 (−1.5%)

$546,567 + $175,587

$722,154

2014

$6,518

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

842 Sq. Ft.

Year renovated

2015

Sq. Ft.

1,216

Year built

1994

Style

Single Family Residential

County

Monroe County

APN

0668 25 00004590002221

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Apr 21, 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

Property details

Parking

Parking / Garage Information
Vehicle Storage: Assigned Parking, Off Street Parking

Interior

Interior Features
Interior Features: Built-in Cabinets, Smoke Alarms, Storage, Drapes/Blinds Incl
Flooring: Carpet, Tile Floor
Cooling/Heating: Ceiling Fans, Central A/C
Appliances: Dishwasher, Freezer, Washer, Refrigerator, Range, Oven, Microwave, Dryer
Furnished: Furniture Negotiable

Bathroom Information
# of Full Baths: 2
# of Half Baths: 1

Exterior

Boat Slip/Dock Information
Dockage: None

Exterior Features
Exterior Features: Fencing
Has Pool
Pool Information: In Ground
Porch/Balcony: Deck, Open Porch/Balcony

Security
Electric Gate, Patrolled Area, Manned Gate

Property Features
Waterfront Type: None
Waterview: No Waterview

Property Information
Deed Restrictions: Unknown
Pets: Pets w/Restrictions: YES
Rentals Allowed: Yes
Min Rental Days: 7

Lot Information
Acres: 0.02
Zoning: HPRD - Hist Planned Redevelopment & Dev Dist
Land Size: Less Than 1/4 Acre

Building Information
Year Built: 1,994
Sq. Ft. Source: Property Data Card
Building Style: Townhouse
Building Style: Above Flood: Unknown
Construction: CBS, Combo Construction
Roof: Metal Roof

Subdivision/Neighborhood
Subdivision: The Foundry (1.0)
Key West Neighborhood: Truman Annex

Financial

Tax Information
Taxes: $6,696.99
Tax Year: 2,017
Tax Exemptions: None

Utilities

Utility Information
Utilities: FKAA, Municipal Sewer
Pre-Wired: Cable
Has Public Sewer Hook-up

Location

Homeowners Association Information
Mandatory Home Owners Association
Association Info: 1st Right of Refusal: Yes
Association Info: Association Fee $: 925.00
Association Info: Maintenance Fee $: 1475.00
Association Info: Association/Maintenance Fee Per: Quarterly
Fee Includes: Building Insurance, Other, Security, Common Area Maintenance

Location Information
Side: Ocean
Mile Marker: 1.00

Neighborhood Features
Community Pool, Fire Hydrant

Public facts

Beds: 2
Baths: 2.5
Sq. Ft.: 1,216
Stories: 3.0
Lot Size: 842 square feet
Style: Single Family Residential
Year Built: 1994
Year Renovated: 2015
County: Monroe County
APN: 0668 25 00004590002221

Home facts updated by county records on Apr 21, 2026

Around this home

Schools

Horace O'bryant School

Public PreK-8 • Assigned • 1.3mi

3/10

Key West High School

Public 9-12 • Assigned • 1.9mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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

In this area, properties receive around 10.1 hours in June and 7.3 hours in December, placing it above the U.S. average for solar exposure.

10.1 hrs

7.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.15M – $1.40M

Sell confidently with a local market expert in Key West. 3 minutes to get started.

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New listings for sale in 33040

NEW 4 HRS AGO

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NEW 26 HRS AGO

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3 beds2 baths924 sq ft

25D 10th Ave, Stock Island, FL 33040

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2 beds2 baths1,120 sq ft

617 Front St Unit C-21 Week 22, Key West, FL 33040

$2,400,000

3 beds2.5 baths1,720 sq ft

2623 Gulfview Dr, Key West, FL 33040

FOR SALE BY OWNER

$85,000

2 beds1 bath— sq ft

1300 15th Ct, Key West, FL 33040

3D WALKTHROUGH

$5,400,000

6 beds6.5 baths2,993 sq ft

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$1,225,000

3 beds2.5 baths1,690 sq ft

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3D WALKTHROUGH

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Home values near 101 Front St #21

Data from public records.

Address	Redfin Estimate
101 Front St Apartment 6, Key West, FL 2 Beds \| 2.5 Baths \| 1100 Sq. Ft.	$1,165,859
101 Front St Apartment 4, Key West, FL 2 Beds \| 2.5 Baths \| 1216 Sq. Ft.	$1,154,819

Address	Redfin Estimate
101 Front St Apartment 16, Key West, FL 2 Beds \| 2.5 Baths \| 1216 Sq. Ft.	$1,165,722
101 Front St Apartment 14, Key West, FL 2 Beds \| 2.5 Baths \| 1216 Sq. Ft.	$1,298,800

Address	Redfin Estimate
101 Front St Apartment 26, Key West, FL 2 Beds \| 2.5 Baths \| 1292 Sq. Ft.	$1,411,913
101 Front St Apartment 24, Key West, FL 2 Beds \| 2.5 Baths \| 1216 Sq. Ft.	$1,215,474

Property information provided by FLKMLS when last listed in 2019. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 33040, FL

Sale history for 101 Front St #21

Tax history for 101 Front St #21

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 33040

Home values near 101 Front St #21

More real estate resources