Movoto Real Estate
Sold on 01/07/2026

216 Fleming St, Key West, FL 33040

  • $1,850,000

    Last sold 01/07/2026 after 111 Days

  • 2

    bed

  • 3

    bath

  • 1,312

    Sqft ($1,410/Sqft)

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About 216 Fleming St

Property type House
Neighborhood
Year built 1995
HOA fee $565/month
Lot size 1,880 Sqft
Movoto estimate
Rental estimate
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.
Listed by
Listing Agent - Brenda J Donnelly
Listing Office - Brenda Donnelly Real Estate LLC
Source: FKBOR MLS mls logo
MLS#616543 • last updated 6 months ago
Movoto checked FKBOR MLS for data 52 minutes ago
Overview
Cooling/AC Central Air, Ceiling Fans(s)
MLS # 616543
Type Residential
SqFt 1312
Status Closed
SubType Single Family Residence
Lot Size (Sqft) 1880
Lot Size (Acres) 0.04
Property Tax 15531
Year Built 1995
HOA Fee Quarterly, 1695
Interior
Total # of Bathrooms 3
# of Full Baths 2
# of Half Baths 1
Total # of Bedrooms 2
Flooring Tile, Vinyl
Appliances Washer, Dryer, Dishwasher, Refrigerator, Range, Microwave, Stainless Steel Appliance(s)
Interior Features Built-in Cabinets, Granite Counter Top, Walk-in Closet(s), Quartz Countertops
Exterior
Construction Hardi Board Siding
Exterior Features Lighting, Privacy Wall/Fence
Patio/Porch Open Porch/Balcony, Patio
Amenities / Utilities
Utilities Cable Available
HOA Fee Includes Common Area Mnt, Security
Pool In Ground
Location
County Monroe
Subdivision Old Town - Unrecord (1.0)
Zoning HPRD - Hist Planned Redevelopment & Dev Dist
Multifamily Details
$1.86M
Range: $1.77M-$1.95M
Last 30 days 
Rental est.: $2,998/month
Gross rent multiplier: 51.4
  • Jan 2026
    Public Records
  • Jan 8, 2026 Sold
    $1,850,000
  • Jan 2026
    mls logo MLS # 616543
  • Jan 7, 2026 Sold
    $1,850,000 (-5.1%)
  • Nov 17, 2025 Contingent
  • Sep 18, 2025 Listed
    $1,950,000 (-2.3%)
  • Jul 2025
    mls logo MLS # 613648
  • Jul 15, 2025 Price Change
    $1,995,000 (-4.8%)
  • Feb 11, 2025 Listed
    $2,095,000 (+22.3%)
  • Aug 2021
    Public Records
  • Aug 30, 2021 Sold
    $1,712,500
  • Aug 2021
    mls logo MLS # 597219
  • Aug 26, 2021 Sold
    $1,712,500 (-2.1%)
  • Aug 8, 2021 Contingent
  • Aug 6, 2021 Listed
    $1,750,000 (+57.0%)
  • Jun 2019
    Public Records
  • Jun 14, 2019 Sold
    $1,115,000
  • Jun 2019
    mls logo MLS # 584539
  • Jun 14, 2019 Sold
    $1,115,000 (-7.0%)
  • May 27, 2019 Contingent
  • Mar 2, 2019 Listed
    $1,199,000
  • Jan 2019
    mls logo MLS # 581911
  • Jan 21, 2019 Price Change
    $1,199,000 (+99900.0%)
  • Jan 21, 2019 Price Change
    $1,199 (-99.9%)
  • Oct 17, 2018 Price Change
    $1,279,000 (-4.5%)
  • Sep 15, 2018 Listed
    $1,339,000 (+23.7%)
  • Aug 2016
    Public Records
  • Aug 26, 2016 Sold
    $1,082,500
  • Aug 2016
    mls logo MLS # 122698
  • Aug 26, 2016 Sold
    $1,082,500 (+25.9%)
  • May 31, 2016 Contingent
  • Nov 2015
    mls logo MLS # 92843
  • Nov 23, 2015 Sold
    $860,000 (-3.9%)
  • Nov 23, 2015 Price Change
    $895,000 (+4.1%)
  • Nov 26, 2003 Listed
  • Feb 2004
    Public Records
  • Feb 5, 2004 Sold
    $860,000
  • 216 Fleming St
    $1.85M
  • Truman Annex
    $2.99M +81% y/y
  • 33040
    $1.1M -15% y/y
  • Key West
    $1.1M -16% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
214 Fleming St, Key West, FL 33040 $1,716,109 2/2 1,312 0.01
210 Fleming St, Key West, FL 33040 $1,238,590 2/2 960 0.01
212 Fleming St, Key West, FL 33040 $1,710,439 2/2 1,420 0.01
208 Fleming St, Key West, FL 33040 $1,217,226 2/1 960 0.01
206 Fleming St, #23, Key West, FL 33040 $1,048,268 2/1 960 0.03
522 Porter Ln, Key West, FL 33040 $1,043,870 2/1 960 0.03
520 Porter Ln, Key West, FL 33040 $1,064,521 2/2 960 0.03
204 Fleming St, Key West, FL 33040 $1,082,999 2/1 960 0.03

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.

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2/10
5/10
Key West High School
public Grades 9-12
Monroe
Source: GreatSchools.org © 2026. All rights reserved.

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