208 Fleming Street, Key West, FL 33040

$1,199,000
Property Type: Residential Bedrooms: 2 Baths: 3 Square Footage: 960 Lot Size (sq. ft.): 1,479 Status: Contingent
Current Price: $1,199,000 List Date: 12/25/2025 Last Modified: 1/07/2026

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.

More Information MLS# 617827

Contract Information

Current Price: $1,199,000 Listing Date: 2025-12-25 Listing Board: Key West Association List Price: $1,199,000 As is Rght to Inspct: Yes Potential Short Sale: No Bank Owned: No

Location Tax Legal

Street #: 208 Street Name: Fleming Street Suffix: Street Key/Island: Key West State/Province: FL Zip Code: 33040 County: Monroe Subdivision: Presidents Lane (1.0) Area: 01 - Key West

General Property Description

Realtor.COM Type: Residential - Condo/Townhouse Style: Townhouse Waterfront: No Pool: Yes Year Built: 1995 Lot SqFt: 1479 Lot Sqft Source: Tax Records Acres: 0.03 Living Apx SqFt: 960 SqFt Source: Property Data Card Total Bedrooms: 2 Full Baths: 2 Half Baths: 1 Total Baths: 3 Rentals Allowed: With Restrictions

Status Change Info

Contingent: Contingent Contingent Remarks: Inspection & Mtg Status: Contingent

Association Info

Mandatory Home Owners Asc: Yes Condo Doc's: Yes 1st Right of Refusal: Yes Association Fee $: 1662 Assoc/Mnt Fee Per: Quarterly

License Info

# of City License: 1 # of County License: 1

Building Style

Above Flood: Unknown Stories: 2 Stories

Pool Info

Heated: Yes

Financial Status

Auction: No Bank Owned: No Potential Short Sale: No Standard Sale: Yes

Property Features

Fee Includes: Cable; Common Area Mnt; Security; Other Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Property Condition: Updated/Remodeled Building Style: Townhouse Vehicle Storage: Assigned Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Utilities: Buyer to Verify; Elect Separate Meter; FKAA; Municipal Sewer; Water Separate Meter Interior Features: Bar; Built-in Cabinets; Drapes/Blinds Incl; Pull Down Stairs; Smoke Alarms Pre-Wired: Cable Appliances: Dishwasher; Disposal; Dryer; Freezer; Microwave; Refrigerator; Washer Exterior Features: Fencing; Lighting Accessibility Feat: Parking Pool Info: In Ground Construction: Frame; Hardi Board Siding Floor: Tile Roof: Metal Roof Pets: Other See Remarks Neighborhood Feature: Community Pool Security: Electric Gate; Patrolled Area Land Size: Less Than 1/4 Acre Terms: Cash; Conventional Title: Negotiable GF-Interior Features: LED Lighting; Low Flow Toilets; Programmable Thermst

Room Information

Living Room Level: Main Remarks: First Floor Kitchen Level: Main Remarks: First Floor Half Bathroom Level: Main Remarks: First Floor Bedroom 1 Level: Second Remarks: Second Floor Full Bathroom Level: Second Remarks: Second Floor Bedroom 2 Level: Second Remarks: Second Floor Full Bathroom Level: Second Remarks: Second Floor Other Room Level: Second Remarks: Laundry on Second Floor
Listing Office: Real Estate Management of Key West, LLC
Last Updated: January - 07 - 2026
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