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$1,850,000
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Property Description
Located in the coveted gated community of Truman Annex, this impeccably styled 2-bedroom, 2.5-bath single family home blends refined coastal elegance with effortless Old Town living, just steps from Duval Street and the Truman Waterfront. A private entrance opens to a turnkey interior highlighted by Serena & Lily accents and an airy open floor plan. The chef's kitchen boasts Bosch stainless-steel appliances, an induction range, farmhouse sink, and a waterfall-edge peninsula with bar seating. Flowing seamlessly from the kitchen, the dining and living areas offer striking furnishings, a large wall-mounted TV, and ample space for entertaining. A convenient first floor powder room completes the main level. Two sets of French doors lead to a fully fenced patio designed for al-fresco dining and relaxation. There is a small front and side yard, perfect for growing flowers, herbs or whatever makes your green thumb happy. Both upstairs bedrooms feature king beds and serene finishes. The primary suite opens through French doors to a covered balcony to capture the island breeze, while the spa-style ensuite offers dual sinks, waterfall faucets, and a beautifully tiled walk-in shower. The second bedroom includes generous closet space and access to a stylish hall bath with a walk-in shower. Enjoy a private paver patio with seating and a grill, or stroll over to the heated community pool with lounge chairs, shaded tables, and restrooms. A dedicated parking space sits just steps from the front door. Only blocks from world-class dining, shopping, and entertainment. This property is offered fully furnished, holds a Truman Annex transient license, and includes future rental bookings through the end of 2025. Ideal as a full-time residence, vacation getaway, or investment property.
Full Property Details
Full Property Details for 216 Fleming St
General
- Sold For: $1,850,000
- HOA FEE: $565/month
- HOA FEE FREQ.: Quarterly
- Taxes: $15,531 (2024)
- Status: Closed
- Type: Single Family
- Source: 927
- MLS ID: 616543
- Added to Site: 240 day(s) ago
Interior
- Interior Features: Walk-in Closet(s), Built-in Cabinets, Granite Counter Top, Quartz Countertops
- Appliances: Stainless Steel Appliance(s), Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Flooring: Vinyl, 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: In Ground
- Security/Safety: Electric Gate, Patrolled Area
Exterior
- Exterior Features: Lighting, Privacy Wall/Fence
- Deck/Patio: Open Porch/Balcony, Patio
- Porch/Patio/Deck: Open Porch/Balcony, Patio
Parking
- Parking Features: Assigned
Location
- Area: 01 - Key West
- County: Monroe
- Subdivision: Old Town - Unrecord (1.0)
Community
- Association: Yes
- Assoc. Fees Include: Common Area Mnt, Security
Heating & Cooling
- Central air: Yes
- Air Conditioning: Yes
- Cooling Type: Central Air, Ceiling Fans(s)
Structural Information
- Architectural Style: Above Flood
- Construction: Hardi Board Siding
- Roof: Metal
- Windows/Doors: Double Hung Windows, French Doors, Impact Rstnce Doors, Impact Rstnce Window
- Square Feet: 1,312
- Sq. Ft. Source: Property Data Card
- Year Built: 1995
Lot Features
- Property View: No Waterview
- Lot Size (Acres): 0.04
- Lot Size (Sq. Ft.): 1,880
- Lot Size Source: Property Data Card
- Zoning: HPRD - Hist Planned Redevelopment & Dev Dist
Water Features
- Water View: Yes
Financial Considerations
- Association Fee: Yes
- Association Fee: $1,695
- Assoc Fee Freq.: Quarterly
- Tax Amount: $15,531
- Tax Year: 2024
- Terms: Cash, Conventional
Disclosures and Reports
- Flood Zone: 0.2 PCT ANNUAL CHANC
Listed by Brenda Donnelly Real Estate LLC, Brenda J Donnelly (305) 304-1116
Sold by Coastal Collection Real Estate Inc., Tommy Mack
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Schools
Schools serving 216 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 | 4.1 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 216 Fleming St
Date
Details
Price
Change
Source
1/07/2026
Sold
$1,850,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
216 Fleming Street, Key West, FL 33040 (MLS# 616543) is a Single Family property that was sold at $1,850,000 on January 07, 2026. Want to learn more about 216 Fleming Street? Do you have questions about finding other Single Family 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.

