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
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
