Date
Details
Price
Change
Source
3/02/2026
Sold
$1,070,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$1,070,000
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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.
Full Property Details
Full Property Details for 208 Fleming St
General
- Sold For: $1,070,000
- HOA FEE: $554/month
- HOA FEE FREQ.: Quarterly
- Taxes: $10,127 (2025)
- Status: Closed
- Type: Townhouse
- Source: 927
- MLS ID: 617827
- Added to Site: 141 day(s) ago
Interior
- Number of Rooms: 8
- Interior Features: Bar, Built-in Cabinets, Drapes/Blinds Incl, Pull Down Stairs, Smoke Alarms, Low Flow Plumbing Fixtures, Smart Thermostat
- Appliances: Dishwasher, Disposal, Dryer, Freezer, Microwave, Refrigerator, Washer
- Flooring: Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 2
Additional Information
- Shared Amenities: Pool
- Pool: Yes
- Pool Description: Heated, In Ground
- Security/Safety: Electric Gate, Patrolled Area
Exterior
- Exterior Features: Lighting, Fencing
- Deck/Patio: Open Porch/Balcony, Deck
- Porch/Patio/Deck: Open Porch/Balcony, Deck
Parking
- Parking Features: Assigned
Location
- Area: 01 - Key West
- County: Monroe
- Subdivision: Presidents Lane (1.0)
Community
- Association: Yes
- Assoc. Fees Include: Other, Cable TV, Common Area Mnt, Security
- Pets Allowed: Yes
Heating & Cooling
- Central air: Yes
- Air Conditioning: Yes
- Cooling Type: Central Air, Ceiling Fans(s)
- Heating Type: Electric
Structural Information
- Architectural Style: Above Flood, Townhouse
- Construction Status: Updated/Remodeled
- Construction: Frame, Hardi Board Siding
- Roof: Metal
- Windows/Doors: French Doors, Impact Rstnce Doors, Sash/Screen Window
- Square Feet: 960
- Sq. Ft. Source: Property Data Card
- Year Built: 1995
- Property Condition: Updated/Remodeled
Lot Features
- Property View: No Waterview
- Lot Size (Acres): 0.03
- Lot Size (Sq. Ft.): 1,479
- Lot Size Source: Tax Records
- Zoning: HPRD - Hist Planned Redevelopment & Dev Dist
Water Features
- Water View: Yes
Financial Considerations
- Association Fee: Yes
- Association Fee: $1,662
- Assoc Fee Freq.: Quarterly
- Tax Amount: $10,127.39
- Tax Year: 2025
- Terms: Cash, Conventional
Disclosures and Reports
- 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
- Flood Zone: 0.2 PCT ANNUAL CHANC
- APN: 00010120-000711
Listed and Sold by Real Estate Management of Key West, LLC, Tracy L M Dubensky (717) 327-9801 and Real Estate Management of Key West, LLC, Wade J Meyer (305) 432-6373
Listing agents
— 208 Fleming St —
Tracy L M Dubensky
Real Estate Management of Key West, LLC
Wade J Meyer
Real Estate Management of Key West, LLC
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 208 Fleming St
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Horace O'bryant School 1105 Leon Street, Key West, FL 33040 | 6-8 | 1.2 mi |
Gerald Adams Elementary School 5855 College Road, Key West, FL 33040 | PK-5 | 4.2 mi |
Key West High School 2100 Flagler Avenue, Key West, FL 33040 | 9-12 | 1.8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 208 Fleming St
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- Townhouse
- Active
- Updated 23 hours ago
- 3Beds
- 3Total Baths
- 1,797Sq. Ft.
- Townhouse
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 1,320Sq. Ft.
- Townhouse
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 1,060Sq. Ft.
- Townhouse
- Active
- Updated 23 hours ago
- 1Bed
- 1Total Bath
- 731Sq. Ft.
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- Mobile Home
- Active
- Updated 16 hours ago
- 3Beds
- 3Total Baths
- 1,222Sq. Ft.
- Mobile Home
- Active
- Updated 16 hours ago
- 2Beds
- 2Total Baths
- 873Sq. Ft.
- Single Family
- Active
- Updated 16 hours ago
- 3Beds
- 2Total Baths
- 1,548Sq. Ft.
- Single Family
- Active
- Updated 16 hours ago
- 2Beds
- 2Total Baths
- 1,344Sq. Ft.
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- Single Family
- Active
- Updated 19 hours ago
- 3Beds
- 2Total Baths
- 1,968Sq. Ft.
- Single Family
- Active
- Updated 9 hours ago
- 5Beds
- 3Total Baths
- 2,941Sq. Ft.
- Townhouse
- Active
- Updated 13 hours ago
- 2Beds
- 3Total Baths
- 1,248Sq. Ft.
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- Townhouse
- Closed
- Updated 3 hours ago
- 2Beds
- 2Total Baths
- 960Sq. Ft.
- Townhouse
- Closed
- Updated 21 hours ago
- 2Beds
- 3Total Baths
- 960Sq. Ft.
208 Fleming Street, Key West, FL 33040 (MLS# 617827) is a Townhouse property that was sold at $1,070,000 on March 02, 2026. Want to learn more about 208 Fleming Street? Do you have questions about finding other Townhouse real estate for sale in Key West? You can browse all Key West real estate or contact a Coldwell Banker agent to request more information.