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208 Fleming Street

Key West, FL 33040
  • $1,199,000
  • STATUS: Active Under Contract
  • ON SITE: 24 Days
  • MLS #: 617827
Under Contract
UPDATED: 45 min ago
$1,199,000
  • 2
    BEDS
  • 0.03
    ACRES
  • 2
    BATHS
  • 1
    1/2 BATHS
  • 960
    SQFT
  • $1,249
    $/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 RetreatDiscover 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: Active Under Contract
  • On Site: 24 Days
  • Updated: 45 min ago
  • MLS #: 617827
2
Beds
2
Baths
1
½ Baths
0.03
Acres
960
SQFT
$1,249
$/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 RetreatDiscover 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

Above Flood Unknown Building Style Townhouse Construction FrameHardi Board Siding Dockage None Exterior Features FencingLighting Land Size Less Than 1/4 Acre Pool Info In Ground Pool Info Heated Yes Pool YN Yes Porch Balcony Open Porch/BalconyDeck Roof Metal Roof Side Ocean Stories 2 Stories Style Townhouse Vehicle Storage Assigned Parking Waterfront None Waterfront YN No Waterview No Waterview

Interior Features

Appliances WasherFreezerDisposalMicrowaveRefrigeratorDishwasherDryer Cooling Heating Central AirCeiling Fans(s) Floor Tile Furnished Negotiable Green Interior Features Programmable ThermstLED LightingLow Flow Toilets Interior Features Drapes/Blinds InclBarPull Down StairsBuilt-in CabinetsSmoke Alarms Pre Wired Cable Windows Doors Sash/Screen WindowImpact Rstnce DoorsFrench Doors

Property Features

Accessibility Features Parking Assoc Fee 1662.00 Assoc Hoa YN Yes Assoc Maint Fee Per Quarterly Assoc Right Of Refusal Yes Auction No Bank Owned No Bank Owned Financial Status No City KEY WEST Condition Updated/Remodeled Control Depth 0 Deed Restrictions Unknown Fee Includes CableOtherSecurityCommon Area Mnt Flood Zone 0.2 PCT ANNUAL CHANC Handicap Access No Key West Neighborhood Truman Annex Listing Board Key West Association Mile Marker 0.00 Neighborhood Features Community Pool Off Shore Island No Pets Other See Remarks Potential Short Sale No Potential Short Sale Financial Status No Public Sewer Hookup Yes Rentals Allowed With Restrictions Security Electric GatePatrolled Area Sq Ft Source Property Data Card Tax Exemptions None Tax Year 2025 Taxes 10127.39 Terms CashConventional Title Negotiable Utilities FKAAWater Separate MeterElect Separate MeterBuyer to VerifyMunicipal Sewer 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