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Sold for $1,070,000
  • $1,070,000

    208 Fleming St, Key West, FL 33040

    2beds
    960sqft
    Townhouse
    Built in 1995
    1,306 Square Feet Lot
    $1,084,800 Zestimate®
    $1,115/sqft
    $4,805 Estimated rent

    Home value

    $1,084,800

    $944,000 - $1.25M

    $4,805/mo

    Zestimate® history
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    What's special

    Owner is a licensed real estate agent and listing agent. Truman Annex End Unit Featuring Secluded Backyard Retreat Discover island living at its finest in this exceptional end unit townhome, perfectly situated in the prestigious Truman Annex community. Offering an ideal blend of privacy, comfort, and upscale coastal charm, this residence places you just moments from the vibrant energy of Old Town Key West and the natural beauty of Fort Zachary Taylor State Park. Step inside to an inviting open floor plan filled with natural light pouring through large windows. The thoughtfully designed kitchen and dining areas provide generous space for everyday living or hosting friends, while the airy living room flows effortlessly to your own private backyard tropical oasis. Surrounded by lush landscaping and swaying palms, this secluded outdoor retreat is perfect for morning coffee, alfresco dining, or unwinding with an evening cocktail in true Key West style. Upstairs, two spacious bedrooms each feature ample closet space and en-suite bathrooms. Both bedrooms open to private balconies overlooking vibrant tropical foliage, creating peaceful hideaways ideal for relaxation. This well-maintained home includes a designated parking space, access to a sparkling community pool, and the security of a gated neighborhood—one of the most desirable in all of Key West. Whether you're seeking a full‑time residence or the ideal seasonal retreat for snowbird living, this townhome offers an unparalleled opportunity to own a piece of paradise. Owner has $43,000+ in monthly bookings for 2026. Repeat Guests would like to continue if future owner will allow. Please provide 24-48 hour notice for showings as the home is currently an active rental.

    Zillow last checked:

    Listing updated:

    Listed by:

    Tracy L M Dubensky 717-327-9801,

    Real Estate Management of Key West, LLC,

    Wade J Meyer 305-432-6373,

    Real Estate Management of Key West, LLC

    Bought with:

    Tracy L M Dubensky, 3474537

    Real Estate Management of Key West, LLC

    Wade J Meyer, 3275505

    Real Estate Management of Key West, LLC

    Source: FLKMLS,MLS#: 617827MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Bedroom 1
    • Description: Second Floor
    • Level: Second
    Bedroom 2
    • Description: Second Floor
    • Level: Second
    Half bathroom
    • Description: First Floor
    • Level: Main
    Full bathroom
    • Description: Second Floor
    • Level: Second
    Full bathroom
    • Description: Second Floor
    • Level: Second
    Kitchen
    • Description: First Floor
    • Level: Main
    Living room
    • Description: First Floor
    • Level: Main
    Other
    • Description: Laundry on Second Floor
    • Level: Second
    Heating
    • Has Heating (Unspecified Type)
    Cooling
    • Central Air, Ceiling Fans(s)
    Appliances
    • Included: Washer, Dryer, Dishwasher, Refrigerator, Microwave, Disposal, Freezer
    Features
    • Smart Thermostat, Low Flow Plumbing Fixtures, Built-in Features, Bar
    • Flooring: Tile
    • Attic: Pull Down Stairs
    Interior area
    • Total structure area: 960
    • Total interior livable area: 960 sqft

    Property

    Accessibility
    • Accessibility features: Parking
    Features
    • Patio & porch: Open Porch/Balcony, Deck
    • Exterior features: Lighting
    • Has private pool: Yes
    • Pool features: In Ground
    • Fencing: Fenced
    Lot
    • Size: 1,306 Square Feet
    Details
    • Parcel number: 00010120000711
    • Zoning: HPRD - Hist Planned Redevelopment & Dev Dist

    Construction

    Type & style
    • Home type: Townhouse
    • Architectural style: Townhouse
    • Property subtype: Townhouse
    Materials
    • Frame, Hardi Board Siding
    Condition
    • Updated/Remodeled
    • New construction: No
    • Year built: 1995

    Utilities & green energy

    • Utilities for property: Water Separate Meter, Elect Separate Meter

    Community & HOA

    Community
    • Security: Security Gate, Security Guard
    • Subdivision: Presidents Lane (1.0)
    HOA
    • Has HOA: Yes
    • Services included: Cable TV, Common Area Mnt, Security, Other
    • HOA fee: $1,662 quarterly
    Location
    • Region: Key West

    Financial & listing details

    • Price per square foot: $1,115/sqft
    • Tax assessed value: $1,217,226
    • Annual tax amount: $10,127
    • Date on market: 12/25/2025
    • Listing terms: Cash,Conventional

    Price history

    DateEventPrice
    3/2/2026Sold$1,070,000-10.8%$1,115/sqft
    Source: FLKMLS #617827 Report a problem
    1/7/2026Contingent$1,199,000$1,249/sqft
    Source: Key West AOR #617827 Report a problem
    12/25/2025Listed for sale$1,199,000-7.4%$1,249/sqft
    Source: Key West AOR #617827 Report a problem
    7/1/2025Listing removed$1,295,000$1,349/sqft
    Source: Key West AOR #612500 Report a problem
    3/28/2025Price change$1,295,000-4.1%$1,349/sqft
    Source: FLKMLS #612500 Report a problem
    12/3/2024Listed for sale$1,350,000-6.9%$1,406/sqft
    Source: Key West AOR #612500 Report a problem
    11/2/2023Listing removed--
    Source: FLKMLS #606159 Report a problem
    7/31/2023Listed for sale$1,450,000+61.1%$1,510/sqft
    Source: Key West AOR #606159 Report a problem
    4/30/2019Sold$900,000-5.2%$938/sqft
    Source: FLKMLS #580414 Report a problem
    4/25/2019Listed for sale$949,000$989/sqft
    Source: Keller Williams Key West Compass Realty #580414 Report a problem
    2/28/2019Pending sale$949,000$989/sqft
    Source: Keller Williams Key West Compass Realty #580414 Report a problem
    2/28/2019Listed for sale$949,000$989/sqft
    Source: Keller Williams Key West Compass Realty #580414 Report a problem
    1/14/2019Listing removed$949,000$989/sqft
    Source: Keller Williams Key West Compass Realty #580414 Report a problem
    5/31/2018Listed for sale$949,000+194.3%$989/sqft
    Source: Keller Williams Key West Compass Realty #580414 Report a problem
    8/29/2000Sold$322,500+9.3%$336/sqft
    Source: Public Record Report a problem
    3/31/1999Sold$295,000+39%$307/sqft
    Source: Public Record Report a problem
    7/13/1995Sold$212,300$221/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$10,127 +7.7%$1,132,220 +10%
    2024$9,404 +9.1%$1,029,291 +10%
    2023$8,617 +9.4%$935,719 +10%
    2022$7,874 +9.4%$850,654 +10%
    2021$7,200 +3.8%$773,322 +3.7%
    2020$6,935 $745,736 -3.6%
    2019$6,935 +0.5%$773,635 -6.7%
    2018$6,897 +0.7%$829,404 +3.3%
    2017$6,851 +5%$802,894 +3.8%
    2016$6,525 +1.4%$773,303 +22.1%
    2015$6,433 $633,408
    Find assessor info on the county website

    Neighborhood: Truman Annex

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $1,084,800
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    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $1,084,800