About 216 Fleming Street
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.
Features of 216 Fleming Street
| MLS® # | 616543 | 
|---|---|
| Price | $1,950,000 | 
| Bedrooms | 2 | 
| Bathrooms | 3.00 | 
| Full Baths | 2 | 
| Half Baths | 1 | 
| Square Footage | 1,312 | 
| Acres | 0.04 | 
| Year Built | 1995 | 
| Type | Residential | 
| Sub-Type | Single Family | 
| Status | Active | 
Community Information
| Address | 216 Fleming Street | 
|---|---|
| Area | 01 - Key West | 
| Subdivision | Old Town - Unrecord (1.0) | 
| City | KEY WEST | 
| County | Monroe | 
| State | FL | 
| Zip Code | 33040 | 
Amenities
| Amenities | Community Pool | 
|---|---|
| Utilities | FKAA, Cable Available, Municipal Sewer | 
| Parking Spaces | 1 | 
| Parking | Assigned Parking | 
| View | No Waterview | 
| Is Waterfront | No | 
| Waterfront | None | 
| Has Pool | Yes | 
| Pool | In Ground | 
Interior
| Interior Features | Built-in Cabinets, Quartz Countertops, Walk-in Closet(s), Granite Counter Top | 
|---|---|
| Appliances | Washer, Stainless Steel Appliance(s), Microwave, Range, Refrigerator, Dishwasher, Dryer | 
| Cooling | Central Air, Ceiling Fans(s) | 
| Fireplace | No | 
| Stories | 2 Stories | 
Exterior
| Exterior Features | Lighting, Privacy Wall/Fence | 
|---|---|
| Lot Description | Less Than 1/4 Acre | 
| Windows | Double Hung Windows, Impact Rstnce Window, Impact Rstnce Doors, French Doors | 
| Roof | Metal Roof | 
| Construction | Hardi Board Siding | 
Additional Information
| Date Listed | September 18th, 2025 | 
|---|---|
| Days on Market | 45 | 
| Zoning | HPRD - Hist Planned Redevelopment & Dev Dist | 
| Short Sale | No | 
| RE / Bank Owned | No | 
| HOA Fees | 1695.00 | 
| HOA Fees Freq. | Quarterly | 
Listing Details
| Agent | Brenda J Donnelly | 
|---|---|
| Office | Brenda Donnelly Real Estate LLC | 
