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208 Fleming Street, Key West, FL 33040

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

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. Showings can be scheduled beginning 12/27/2025. Please provide 24-48 hour notice for showings as the home is currently an active rental.

More Information MLS# 617827

Contract Information

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

Location, Tax & Legal

KW Neighborhood: Truman Annex City: KEY WEST Off Shore Island: No Mile Marker: 0 Marathon Neighborhood: N/A Side: Ocean Flood Zone: 0.2 PCT ANNUAL CHANC Alternate Key #: 8868901 Handicap Access: No Parcel #: 00010120-000711 Zoning: HPRD - Hist Planned Redevelopment & Dev Dist Deed Restrictions: Unknown Legal: KW PT LOT 2 SQR 52 (A/K/A UNIT 1 FLEMING COURT) OR1361-1554/57 OR1568-721/722 OR1650-1725/27 OR2961-2288 Taxes: 10127.39 Tax Year: 2025 Pub Sewer HkUp: Yes 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 Waterfront: No Control Depth: 0 Lot SqFt: 1479 Pool: Yes Lot Sqft Source: Tax Records Total Units: 0 Acres: 0.03 SqFt Source: Property Data Card Rentals Allowed: With Restrictions Style: Townhouse Year Built: 1995 Living Apx SqFt: 960 Total Bedrooms: 2 Full Baths: 2 Half Baths: 1 Total Baths: 3

Remarks & Misc

Remarks – Consumer: 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. Showings can be scheduled beginning 12/27/2025. Please provide 24-48 hour notice for showings as the home is currently an active rental.

Association Info

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

License Info

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

Fee Includes

Cable: 1 Common Area Mnt: 1 Security: 1 Other: 1

Dockage

None: 1

Tax Exemptions

None: 1

Appliances

Dishwasher: 1 Disposal: 1 Dryer: 1 Freezer: 1 Microwave: 1 Refrigerator: 1 Washer: 1

Pets

Other See Remarks: 1

Cooling

Ceiling Fans(s): 1 Central Air: 1

Heating

Electric: 1

Waterfront

None: 1

Waterview

No Waterview: 1

Floor

Tile: 1

Neighborhood Feature

Community Pool: 1

Interior Features

Bar: 1 Built-in Cabinets: 1 Drapes/Blinds Incl: 1 Pull Down Stairs: 1 Smoke Alarms: 1

Property Condition

Updated/Remodeled: 1

Building Style

Above Flood: Unknown Stories: 2 Stories Townhouse: 1

Windows/Doors

French Doors: 1 Impact Rstnce Doors: 1 Sash/Screen Window: 1

Vehicle Storage

Assigned Parking: 1

Security

Electric Gate: 1 Patrolled Area: 1

Construction

Frame: 1 Hardi Board Siding: 1

Land Size

Less Than 1/4 Acre: 1

Furnished

Negotiable: 1

Terms

Cash: 1 Conventional: 1

Utilities

Buyer to Verify: 1 Elect Separate Meter: 1 FKAA: 1 Municipal Sewer: 1 Water Separate Meter: 1

Porch/Balcony

Deck: 1 Open Porch/Balcony: 1

Title

Negotiable: 1

Exterior Features

Fencing: 1 Lighting: 1

Pool Info

In Ground: 1 Heated: Yes

Pre-Wired

Cable: 1

Roof

Metal Roof: 1

Financial Status

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

Accessibility Feat

Parking: 1

GF-Interior Features

LED Lighting: 1 Low Flow Toilets: 1 Programmable Thermst: 1

Status Change Info

Status: Active

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: December - 25 - 2025
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