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208 Fleming Street

Key West, FL 33040
  • $1,070,000
  • STATUS: Closed
  • ON SITE: 201 Days
  • MLS #: 617827
Sold - 03/02/2026
$1,070,000
SOLD - 03/02/2026
  • 2
    BEDS
  • 0.03
    ACRES
  • 2
    BATHS
  • 1
    1/2 BATHS
  • 960
    SQFT
  • $0
    $/SQFT
Neighborhood:
Type:
Townhouse
Built:
1995
County:

School Ratings & Info

Description

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.

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The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Florida Keys MLS, Inc. Real estate listings held by brokerage firms other than Jamie Engel & The Florida Keys Home Team | Coldwell Banker Schmitt Real Estate Co are marked with the MLS Logo and detailed information about them include the name of the listing broker's office.
www.buyinthekeys.com/homes/171575144
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208 Fleming Street Key West, FL 33040

  • Price: $1,199,000
  • Status: Closed
  • On Site: 201 Days
  • Updated: 69 min ago
  • MLS #: 617827
2
Beds
2
Baths
1
½ Baths
0.03
Acres
960
SQFT
$0
$/SQFT
1995
Built
Neighborhood:
Truman Annex
County:
Monroe
Area:
01 - Key West
Property Description
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.
Exterior Features

Architectural Style Townhouse Attached Garage YN No Building Stories 2 Stories Construction Materials FrameHardi Board Siding Dockage None Exterior Features FencingLighting Parking Features [] Patio And Porch Features Open Porch/BalconyDeck Pool Features In Ground Pool Heated Yes Pool Private YN Yes Roof Metal Roof Vehicle Storage Assigned Parking View [] Waterview No Waterview Window Features [] Windows Doors Sash/Screen WindowFrench DoorsImpact Rstnce Doors

Interior Features

Accessibility Features Parking Appliances WasherDryerDishwasherRefrigeratorMicrowaveDisposalFreezer Cooling Central AirCeiling Fans(s) Cooling YN Yes Flooring Tile Furnished Unfurnished Heating Electric Heating YN True Interior Drapes/Blinds InclBuilt-in CabinetsSmoke AlarmsBarPull Down Stairs Interior Features Smart ThermostatLow Flow Plumbing FixturesBuilt-in CabinetsBarPull Down Stairs Laundry Features [] Levels [] Rooms Total 8

Property Features

Above Flood Unknown Association Fee 1662 Association Fee Frequency Quarterly Association Fee Includes Cable TVCommon Area MntSecurityOther Association YN Yes Association1st Right Of Refusal Yes Bank Owned No Building Features [] Community Features [] Control Depth 0 Deed Restricts Unknown Electric [] Flood Zone 0.2 PCT ANNUAL CHANC Frontage Type [] Green Energy Generation [] Green Water Conservation [] Handicap Access No KWNeighborhood Truman Annex Land Size Less Than 1/4 Acre Listing Terms CashConventional Marathon Nbhd N/A Mile Marker 0 New Construction YN No Off Shore Island YN No Other Equipment [] Other Structures [] Pets Allowed Other See Remarks Potential Short Sale No Pre Wired Cable Property Condition Updated/Remodeled Property Sub Type Townhouse Public Sewer Hookup Yes Rental Allowed With Restrictions Security Features Electric GatePatrolled Area Special Licenses [] Tax Annual Amount 10127.39 Tax Legal Description KW PT LOT 2 SQR 52 (A/K/A UNIT 1 FLEMING COURT) OR1361-1554/57 OR1568-721/722 OR1650-1725/27 OR2961-2288 Tax Year 2025 Title Negotiable Utilities Water Separate MeterElect Separate Meter Utilities Info FKAAMunicipal SewerBuyer to VerifyWater Separate MeterElect Separate Meter Water Source [] Waterfrnt No Waterfront None Waterfront Features [] Waterfront YN No Zoning HPRD - Hist Planned Redevelopment & Dev Dist

Listing courtesy of Tracy Dubensky of Real Estate Management of Key West, LLC: 305-432-6373.


The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Florida Keys MLS, Inc. Real estate listings held by brokerage firms other than Jamie Engel & The Florida Keys Home Team | Coldwell Banker Schmitt Real Estate Co are marked with the MLS Logo and detailed information about them include the name of the listing broker's office.
 
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Jamie Engel & The Florida Keys Home Team | Coldwell Banker Schmitt Real Estate Co
85996 Overseas Highway
Islamorada FL, 33036