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Off market
  • Price Unknown

    536 Fleming St Floor 2-ID1297611P, Key West, FL 33040

    2beds
    2,023sqft
    Apartment
    Built in ----
    -- sqft lot
    $-- Zestimate®
    $--/sqft
    $4,837 Estimated rent

    Home value

    Not available

    Estimated sales range

    Not available

    $4,837/mo

    Zestimate® history
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    What's special

    Historic red brick building

    Experience the allure of this luxurious 2,000+ square foot penthouse, The Maloney, which occupies the entire second story of a historic red brick building at the corner of Fleming and Simonton. Originally constructed in 1908 as Key West's first pharmacy, this building now features two penthouse units and a first-floor boutique. The Maloney is available exclusively for monthly rentals, requiring a 30-day minimum stay. Start your day with idyllic Key West mornings at The Maloney, where the soft light of sunrise filters through 19th-century brick-framed windows, perfectly complementing a velvety cup of cafe con leche. The vibrant evenings offer a curated collection of local paintings and carvings, set against the glow of 100-year-old Dade County pine floors, creating an ideal ambiance for hosting a quiet dinner or serving cocktails to friends. Mid-stay cleans are available upon request. Situated on one of Key West's prime corners, The Maloney places you within a block of award-winning restaurants, coffee and sandwich shops, wine bars, craft cocktail bars, a local grocery store, and the world-famous Duval Street. The neighborhood's walkability is complemented by options to rent bikes from Fury or Island Bicycles, which offer pick-up and drop-off services. For a unique island experience, rent a scooter or golf cart from Minty's. Traditional transportation options like Uber, Lyft, and taxis, including the reliable Pink Taxi, are also available for convenient travel. There is no parking included with your stay. Damages to the property or additional cleaning due to excessive mess are subject to charges.

    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:

    Listing updated:

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 2
    • Full bathrooms: 2
    Appliances
    • Included: Dishwasher, Dryer, Microwave, Range Oven, Refrigerator, Washer
    • Laundry: In Unit
    Features
    • Furnished: Yes
    Interior area
    • Total interior livable area: 2,023 sqft

    Property

    Parking
    • Parking features: None
    • Details: Contact manager
    Features
    • Exterior features: Balcony, CO Detector, Fire Detector, Heating fuel: none, Smoke Free, View Type: None
    • Has view: Yes
    • View description: None

    Construction

    Type & style
    • Home type: Apartment
    • Property subtype: Apartment

    Community & HOA

    Community
    • Features: Smoke Free
    Location
    • Region: Key West

    Financial & listing details

    • Date on market: 9/12/2025
    • Date available: 03/01/2026
    • Lease term: 1 Month

    Price history

    DateEventPrice
    2/10/2026Listing removed$18,964$9/sqft
    Source: Zillow Rentals Report a problem
    2/10/2026Price change$18,964+10%$9/sqft
    Source: Zillow Rentals Report a problem
    2/2/2026Price change$17,240-24.4%$9/sqft
    Source: Zillow Rentals Report a problem
    1/28/2026Price change$22,790+32.2%$11/sqft
    Source: Zillow Rentals Report a problem
    1/16/2026Price change$17,240+193.2%$9/sqft
    Source: Zillow Rentals Report a problem
    1/9/2026Price change$5,880-50.9%$3/sqft
    Source: Zillow Rentals Report a problem
    12/19/2025Price change$11,977-11.3%$6/sqft
    Source: Zillow Rentals Report a problem
    12/17/2025Price change$13,500+1%$7/sqft
    Source: Zillow Rentals Report a problem
    12/16/2025Price change$13,365+1%$7/sqft
    Source: Zillow Rentals Report a problem
    12/12/2025Price change$13,230-1%$7/sqft
    Source: Zillow Rentals Report a problem
    12/11/2025Price change$13,365+25%$7/sqft
    Source: Zillow Rentals Report a problem
    12/6/2025Price change$10,692+1%$5/sqft
    Source: Zillow Rentals Report a problem
    12/5/2025Price change$10,584-2%$5/sqft
    Source: Zillow Rentals Report a problem
    12/3/2025Price change$10,800+2%$5/sqft
    Source: Zillow Rentals Report a problem
    11/29/2025Price change$10,584-1%$5/sqft
    Source: Zillow Rentals Report a problem
    11/25/2025Price change$10,692+1%$5/sqft
    Source: Zillow Rentals Report a problem
    11/21/2025Price change$10,584-2%$5/sqft
    Source: Zillow Rentals Report a problem
    11/19/2025Price change$10,800+2%$5/sqft
    Source: Zillow Rentals Report a problem
    11/2/2025Price change$10,584-20%$5/sqft
    Source: Zillow Rentals Report a problem
    10/22/2025Price change$13,230-15%$7/sqft
    Source: Zillow Rentals Report a problem
    10/20/2025Price change$15,570-2.5%$8/sqft
    Source: Zillow Rentals Report a problem
    10/17/2025Price change$15,975-1.9%$8/sqft
    Source: Zillow Rentals Report a problem
    10/16/2025Price change$16,290-1.9%$8/sqft
    Source: Zillow Rentals Report a problem
    10/13/2025Price change$16,605-0.8%$8/sqft
    Source: Zillow Rentals Report a problem
    10/12/2025Listed for rent$16,740$8/sqft
    Source: Zillow Rentals Report a problem

    Public tax history

    Tax history is unavailable.

    Neighborhood: Old Town

    Nearby schools

    GreatSchools rating