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Off market
  • $708,100

    157 Front St, Key West, FL 33040

    2beds
    1,100sqft
    Single Family Residence
    Built in ----
    -- sqft lot
    $708,100 Zestimate®
    $644/sqft
    $6,746 Estimated rent

    Home value

    $708,100

    $559,000 - $885,000

    $6,746/mo

    Zestimate® history
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    Rent Zestimate®

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    $4,130/mo

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    $4,130/mo

    Est. payment

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    What's special

    FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! ANCHOR HOUSE est. 1904 is a stylish townhome with a rich history and a modern facelift. The building was originally occupied by the Navy over a hundred years ago as the original foundry where anchors were forged. It's come a long way from its industrial roots; this beautiful restoration has kept the charm of the original forge as evidenced by the gorgeous brick walls! while adding modern finishes and contemporary touches at every turn, all while being located within the Truman Annex, Key West's most exclusive gated community. You'll be within walking distance of everything Key West has to offer: restaurants, shopping, attractions, and nightlife. In addition to its excellent location, ANCHOR HOUSE est. 1904 features an oversized outdoor courtyard and a covered parking space. Combined with Last Key Realty's unrivaled Guest Services, a stay here will be un-forge-ttable. This property is adults-only: all guests need to be 25 years of age or older (or above the age of 18 if they are traveling with a parent/guardian). THE LOCATION... Truman Annex is a private, gated community right in Old Town, Key West. You'll be just a few blocks from Mallory Square, Duval Street and all the restaurants, shopping, and attractions of Old Town, yet you'll benefit from the peace and quiet that Truman Annex is known for. Although you won't need a car to get around from this excellent location, there is a reserved off-street parking space. Compliance with Truman Annex Community Rules & Regulations is expected of all Last Key guests. This includes "Quiet Time" in all outdoor areas, public and private, after 10PM. THE COMMUNITY POOL & FORT ZACHARY TAYLOR STATE PARK... The landscaped community pool is located just across the street, with chaises and a cabana with restrooms. Or you can walk to Fort Zachary Taylor State Park, with the prettiest beach in Key West, just a half mile away from your front door. THE LIVING AREA... ANCHOR HOUSE est. 1904 has a bright and airy first floor living area, with soaring ceilings and a pair of French double doors that allow plenty of natural light to flood in. This unit features lots of modern touches while still embracing the buildings original beauty. The living room features a large flat-screen TV and a large sofa. There's also a convenient powder room located on the first floor. The kitchen is fully equipped with all the appliances and tools you'll need to prepare a home cooked meal. The indoor dining table seats four comfortably. The private courtyard out front is the perfect place to relax with a book or cold drink in hand. The courtyard is complete with a propane BBQ grill and patio furniture. THE ACCOMMODATIONS... ** Master Suite: Located on the Second Floor with a King bed, a large flat screen TV, closet space, and an en-suite bathroom with a walk-in shower. ** Second Bedroom: Located on the Second Floor with a Queen bed, a large flat screen TV, closet space, and an en-suite bathroom with a walk-in shower. ALL LAST KEY VACATION HOMES INCLUDE: ** Washer and Dryer ** Central Heat and A/C ** Ceiling Fans ** Flat Screen TVs in Living Room & All Bedrooms ** Fully Equipped Kitchen ** Basic stock of spices ** Starter supply of paper products ** Starter set of cleaning products ** Linens and Towels provided ** Wireless high-speed Internet access & full cable included In addition, this fully stocked home also includes, but is not limited to the amenities on this list: ** Community Pool Access ** Propane BBQ Grill ** Assigned Off-street Covered Parking for 1 Car (vehicle size restrictions - no vehicle over 18' long or 80'' wide) Other notes: ** Interim housekeeping provided upon request ** This property will accommodate up to 4 adults ** No Pets Allowed ** Smoking is not permitted in any Last Key Realty home. In addition, the Foundry does not permit smoking in the front garden patio areas or balconies. Therefore, this home is not a good fit for vacationers needing smoking accommodations. ** Adults Only - all guests need to be 25 years of age or older (or above the age of 18 if they are traveling with a parent/guardian). ** No bleach is permitted on property ** $100 Fee for lost keys You will be responsible for any damages you caused by you or your partners during your stay on the property.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Zillow last checked: 10 hours ago

    Listing updated: September 16, 2025 at 06:11pm

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 2
    • Full bathrooms: 2
    Heating
    • Heat Pump, Wall Furnace
    Cooling
    • Central Air, Wall Unit
    Appliances
    • Included: Dishwasher, Dryer, Freezer, Microwave, Oven, Refrigerator, Washer
    • Laundry: In Unit
    Features
    • Flooring: Hardwood, Tile
    • Furnished: Yes
    Interior area
    • Total interior livable area: 1,100 sqft

    Property

    Parking
    • Parking features: Off Street
    • Details: Contact manager
    Accessibility
    • Accessibility features: Disabled access
    Features
    • Exterior features: Cable included in rent, Heating system: Wall
    • Has private pool: Yes
    Details
    • Parcel number: 00004590001470

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence

    Utilities & green energy

    • Utilities for property: Cable

    Community & neighborhood

    Location
    • Region: Key West

    HOA & financial

    Other fees
    • Deposit fee: $2,000

    Other

    Other facts
    • Available date: 09/16/2025

    Price history

    Price history is unavailable.

    Public tax history

    YearProperty taxesTax assessment
    2025$0 $50
    2024$0 $50
    2023$0 $50

    Find assessor info on the county website

    Neighborhood: Truman Annex

    Nearby schools

    GreatSchools rating
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    Sell for more on Zillow
    Get a free Zillow Showcase℠ listing and you could sell for .
    $708,100
    2% more+ $14,162
    With Zillow Showcase(estimated)
    $722,262