103 Front Street
Key West, FL 33040

  • 3 beds
  • 2 baths
  • 4,370 sqft
  • 8,812 sqft lot
  • $1,487 per sqft
  • 1904 build
  • on site

This distinguished estate, erected in 1904, proudly stands as the revered historic landmark known as Building 11, 'The Smithery' within the esteemed confines of the Truman Annex—an exclusive gated community formerly part of the United States Naval Station, Key West. This exceptional offering epitomizes expert restoration, boasting lofty ceilings, majestic 22' brick exterior walls, and imposing wooden beams that seamlessly marry historic allure with contemporary finesse upon an expansive, idyllic plot. A quintet of majestic arched French doors adorns the façade, beckoning vistas of the verdant tropical surroundings. The ground level unfolds with sweeping travertine floors adorned with artisanal fixtures, housing a gracious great room with a bespoke bar, a gourmet kitchen, an elegant dining area, and additional living space. Nestled on this level, a guest suite seamlessly extends to the inviting poolside retreat, graced with a cascading waterfall and tranquil stone deck. Ascending to the upper level reveals an enchanting realm, where the primary and guest suites are interconnected by a captivating gallery bridge, each enveloped in luxurious amenities and adorned with custom built-ins, sumptuous hardwood flooring, and exquisite lighting fixtures. Lavish bathrooms, featuring opulent upgrades, adorn both wings, ensuring unparalleled comfort and refinement. Exquisitely maintained, this abode has garnered the admiration of a select few, its architectural brilliance cherished by those fortunate enough to experience its splendor. The expansive carport, a newly fashioned storage enclave echoing the original architectural charm—further enhances the allure of this hidden treasure. Nestled amidst illustrious neighbors, including 'Truman's Little White House', this jewel epitomizes one of the most coveted addresses within the Florida Keys, offering a lifestyle of unrivaled sophistication and allure.

My Florida Regional MLS DBA Stellar MLS logo Listing courtesy of STELLAR_MLS / HAVEN WATERFRONT REAL ESTATE

Last checked: Checking… • Last updated Apr 12, 2024 •

MLS# NS1080891 —

This home is listed in more than one place. See it here.

Monthly cost estimate

103 Front Street

Asking price

$6,500,000

Expense Monthly cost
Mortgage

$34,805

Taxes $2,718
Insurance $1,787
HOA fees $2,442
Utilities $273 See report
Total $42,025/mo.*
*This is an estimate

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Walk Score®

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Bike Score®

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Transit Score®

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Sale history

Date Event Source Price % Change
3/19/24
Listed / Active STELLAR_MLS $6,500,000

Finding records…

No additional history available

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House For Sale

$6,500,000

HOA
$2,442/mo.

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This house located in Truman Annex, Key West, FL 33040 is currently for sale for $6,500,000. 103 Front Street is a 4,370 square foot house with 3 beds and 2 baths that has been on Estately for 58 days. 103 Front Street is in the Truman Annex neighborhood of Key West and has a WalkScore® of 79, making it very walkable.

My Florida Regional MLS DBA Stellar MLS logo Listing Courtesy of: STELLAR_MLS and HAVEN WATERFRONT REAL ESTATE.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2024.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing 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. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.

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