Emily Lombard
Ocean Sotheby's International Realty
(833) 447-1049
42 Total Sales
4 in Truman Annex
$649K - $937K Price Range
216 Fleming St Key West, FL 33040
Truman Annex NeighborhoodEstimated Value: $1,890,444
2
Beds
2.5
Baths
1,312
Sq Ft
$1,441/Sq Ft
Est. Value
Highlights
- In Ground Pool
- Farmhouse Sink
- Balcony
- Granite Countertops
- Stainless Steel Appliances
- 4-minute walk to Truman Waterfront Park
About This Home
As of January 2026Located 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.
Last Agent to Sell the Property
Brenda Donnelly Real Estate LLC License #3037635 Listed on: 09/18/2025
Last Buyer's Agent
Thomas Mack
SBX Real Estate, LLC (KW)
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $15,531
Year Built
- Built in 1995
Lot Details
- 1,880 Sq Ft Lot
- Privacy Fence
- Property is zoned HPRD - Hist Planned Redevelopment & Dev Dist
HOA Fees
- $565 Monthly HOA Fees
Home Design
- Metal Roof
- HardiePlank Siding
Interior Spaces
- 1,312 Sq Ft Home
- Ceiling Fan
- Double Hung Windows
- French Doors
Kitchen
- Range
- Microwave
- Bosch Dishwasher
- Dishwasher
- Stainless Steel Appliances
- Granite Countertops
- Quartz Countertops
- Built-In or Custom Kitchen Cabinets
- Farmhouse Sink
Flooring
- Tile
- Vinyl
Bedrooms and Bathrooms
- 2 Bedrooms
- Walk-In Closet
Laundry
- Dryer
- Washer
Home Security
- Monitored
- Impact Glass
Parking
- Electric Gate
- Assigned Parking
Outdoor Features
- In Ground Pool
- Balcony
- Patio
- Exterior Lighting
Utilities
- Central Air
- Public Hookup Available For Sewer
- Cable TV Available
Community Details
Overview
- Association fees include common area mnt, security
- Old Town Unrecord Subdivision
- Rental Restrictions
Recreation
- Community Pool
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Sep 18, 2025
Closed on
Jan 7, 2026
Sold by
Bought by
Seller's Agent
Brenda Donnelly
Brenda Donnelly Real Estate LLC
Buyer's Agent
Thomas Mack
SBX Real Estate, LLC (KW)
List Price
$1,950,000
Sold Price
$1,850,000
Premium/Discount to List
-$100,000
-5.13%
Views
44
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$40,444
Avg. Annual Appreciation
3.87%
Original Mortgage
$1,859,400
Outstanding Balance
$1,848,635
Interest Rate
6.23%
Mortgage Type
VA
Estimated Equity
$41,809
Purchase Details
Listed on
Aug 6, 2021
Closed on
Aug 26, 2021
Sold by
Bought by
Seller's Agent
Michele Grahl
Compass Realty (KW)
Buyer's Agent
Leigh Roach
Truman & Co. (KW)
List Price
$1,750,000
Sold Price
$1,712,500
Premium/Discount to List
-$37,500
-2.14%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
1.78%
Purchase Details
Listed on
Mar 2, 2019
Closed on
Jun 5, 2019
Sold by
Bought by
Seller's Agent
Robert Frechette
Compass Realty (KW)
Buyer's Agent
Michele Grahl
Compass Realty (KW)
List Price
$1,199,000
Sold Price
$1,115,000
Premium/Discount to List
-$84,000
-7.01%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
21.54%
Purchase Details
Listed on
Jan 15, 2016
Closed on
Jul 6, 2016
Sold by
Bought by
Seller's Agent
Megan Behmke
Compass Realty (KW)
Buyer's Agent
Robert Frechette
Compass Realty (KW)
List Price
$1,150,000
Sold Price
$1,082,500
Premium/Discount to List
-$67,500
-5.87%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
1.06%
Original Mortgage
$719,000
Interest Rate
3.42%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Jan 23, 2004
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$430,000
Interest Rate
3.37%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Jan 1, 1997
Bought by
Purchase Details
Closed on
Mar 17, 1995
Sold by
Bought by
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Truman Annex, FL
-
Emily Lombard
-
Lisa Ferringo
Lisa Ferringo
Coldwell Banker Schmitt Real Estate Co
(786) 751-5529
569 Total Sales
1 in Truman Annex
$820,000 Price
-
Darrin Smith
Darrin Smith
Key West Luxury Real Estate Inc (KW)
(813) 850-0259
58 Total Sales
3 in Truman Annex
$675K - $830K Price Range
-
Mallory Pinto
Mallory Pinto
Keys Ocean Realty Inc.
(786) 751-6850
20 Total Sales
2 in Truman Annex
$961,100 Price Range
-
Cardenas & Krug Team
Cardenas & Krug Team
Coastal Collection Real Estate Inc.
(516) 253-2783
32 Total Sales
3 in Truman Annex
$1,245,000 Price Range
-
J. Michael Caron
J. Michael Caron
Keller Williams Key West Compass Realty
(508) 205-9744
65 Total Sales
38 in Truman Annex
$675K - $5.4M Price Range
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $1,850,000 | None Listed On Document | ||
| $1,712,500 | Attorney | ||
| $1,115,000 | None Listed On Document | ||
| $1,082,500 | None Available | ||
| $860,000 | Keys Title & Abstract Compan | ||
| $359,000 | -- | ||
| $300,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $1,859,400 | ||
| Previous Owner | $719,000 | ||
| Previous Owner | $220,000 | ||
| Previous Owner | $430,000 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 01/07/2026 01/07/26 | Sold | $1,850,000 | -5.1% | $1,410 / Sq Ft | |
| 11/15/2025 11/15/25 | Pending | -- | -- | -- | |
| 09/18/2025 09/18/25 | For Sale | $1,950,000 | +13.9% | $1,486 / Sq Ft | |
| 08/26/2021 08/26/21 | Sold | $1,712,500 | -2.1% | $1,305 / Sq Ft | View Prior Sale |
| 08/14/2021 08/14/21 | Pending | -- | -- | -- | |
| 08/06/2021 08/06/21 | For Sale | $1,750,000 | +57.0% | $1,334 / Sq Ft | |
| 06/14/2019 06/14/19 | Sold | $1,115,000 | -7.0% | $850 / Sq Ft | View Prior Sale |
| 06/10/2019 06/10/19 | Pending | -- | -- | -- | |
| 03/02/2019 03/02/19 | For Sale | $1,199,000 | +10.8% | $914 / Sq Ft | |
| 08/26/2016 08/26/16 | Sold | $1,082,500 | -5.9% | $802 / Sq Ft | View Prior Sale |
| 05/27/2016 05/27/16 | Pending | -- | -- | -- | |
| 01/15/2016 01/15/16 | For Sale | $1,150,000 | -- | $852 / Sq Ft |
Source: Key West Association of REALTORS®
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $17,257 | $2,029,507 | $1,293,440 | $736,067 |
| 2024 | $14,618 | $1,990,487 | $1,261,104 | $729,383 |
| 2023 | $14,618 | $1,692,408 | $997,528 | $694,880 |
| 2022 | $13,293 | $1,556,559 | $914,620 | $641,939 |
| 2021 | $8,878 | $965,035 | $684,320 | $280,715 |
| 2020 | $8,534 | $928,773 | $644,840 | $283,933 |
| 2019 | $9,583 | $1,039,718 | $694,848 | $344,870 |
| 2018 | $9,435 | $1,001,557 | $648,600 | $352,957 |
| 2017 | $8,910 | $926,616 | $0 | $0 |
| 2016 | $9,890 | $975,836 | $0 | $0 |
| 2015 | $9,612 | $923,127 | $0 | $0 |
| 2014 | $9,385 | $910,502 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Brenda Donnelly
Seller's Agent in 2026
Brenda Donnelly
Brenda Donnelly Real Estate LLC
(305) 304-1116
2 in this area
113 Total Sales
-
T
Buyer's Agent in 2026
Thomas Mack
SBX Real Estate, LLC (KW)
-
T
Buyer's Agent in 2026
Tommy Mack
Buy The Keys (KW)
-
M
Seller's Agent in 2021
Michele Grahl
Compass Realty (KW)
-
L
Buyer's Agent in 2021
Leigh Roach
Truman & Co. (KW)
-
L
Buyer's Agent in 2021
Leigh Ann Roach
Preferred Properties (KW)
Map
Source: Key West Association of REALTORS®
MLS Number: 616543
APN: 00010120-000715
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
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