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216 Fleming Street, Key West, FL 33040

$1,850,000
Property Type: Residential Bedrooms: 2 Baths: 3 Square Footage: 1,312 Lot Size (sq. ft.): 1,880 Status: Closed
Current Price: $1,850,000 List Date: 9/18/2025 Last Modified: 1/07/2026

Overview

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 ...

Listing Details MLS# 616543

Location, Tax & Legal

Street #
216
Street Name
Fleming
Street Suffix
Street
Key/Island
Key West
State/Province
FL
Zip Code
33040
County
Monroe
Subdivision
Old Town - Unrecord (1.0)
Area
01 - Key West
KW Neighborhood
Truman Annex
City
KEY WEST
Mile Marker
1
Marathon Neighborhood
N/A
Side
Median
Flood Zone
0.2 PCT ANNUAL CHANC
Alternate Key #
8862415
Zoning
HPRD - Hist Planned Redevelopment & Dev Dist
Deed Restrictions
Unknown
Taxes
15531
Tax Year
2024
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association
As is Rght to Inspct
Yes

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
No
Pool
Yes
Year Built
1995
Lot SqFt
1880
Lot Sqft Source
Property Data Card
Acres
0.04
Living Apx SqFt
1312
SqFt Source
Property Data Card
Total Bedrooms
2
Full Baths
2
Half Baths
Yes
Total Baths
3
Rentals Allowed
With Restrictions
Control Depth
0
Total Units
0

Status Change Info

Sold Date
2026-01-07

Association Info

Mandatory Home Owners Asc
Yes
Condo Doc's
Yes
1st Right of Refusal
Yes
Association Fee $
1695
Assoc/Mnt Fee Per
Quarterly

License Info

Transient Rntl Licns
Yes

More Information

Building Style

Above Flood
Unknown
Stories
2 Stories

Vehicle Storage

Car(s)
Yes
Assigned Parking
Yes

Financial Status

Standard Sale
Yes

Remarks & Misc

Remarks – Consumer
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.

Fee Includes

Common Area Mnt
Yes
Security
Yes

Dockage

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Dryer
Yes
Microwave
Yes
Range
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Washer
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Waterfront

None
Yes

Waterview

No Waterview
Yes

Floor

Tile
Yes
Vinyl
Yes

Neighborhood Feature

Community Pool
Yes

Interior Features

Built-in Cabinets
Yes
Granite Counter Top
Yes
Quartz Countertops
Yes
Walk-in Closet(s)
Yes

Windows/Doors

Double Hung Windows
Yes
French Doors
Yes
Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Security

Electric Gate
Yes
Patrolled Area
Yes

Construction

Hardi Board Siding
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Negotiable
Yes

Terms

Cash
Yes
Conventional
Yes

Utilities

Cable Available
Yes
FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Open Porch/Balcony
Yes
Patio
Yes

Title

Negotiable
Yes

Exterior Features

Lighting
Yes
Privacy Wall/Fence
Yes

Pool Info

In Ground
Yes

Pre-Wired

Cable
Yes

Roof

Metal Roof
Yes

Property Features

Fee Includes: Common Area Mnt; Security Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Vehicle Storage: Assigned Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Utilities: Cable Available; FKAA; Municipal Sewer Interior Features: Built-in Cabinets; Granite Counter Top; Quartz Countertops; Walk-in Closet(s) Pre-Wired: Cable Appliances: Dishwasher; Dryer; Microwave; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Lighting; Privacy Wall/Fence Pool Info: In Ground Construction: Hardi Board Siding Floor: Tile; Vinyl Roof: Metal Roof Neighborhood Feature: Community Pool Security: Electric Gate; Patrolled Area Land Size: Less Than 1/4 Acre Terms: Cash; Conventional Title: Negotiable
Listing Office: Brenda Donnelly Real Estate LLC
Last Updated: January - 07 - 2026
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.