Seller's Agent in 2026
Brenda Donnelly
Brenda Donnelly Real Estate LLC
(305) 304-1116
2 in this area
140 Total Sales
216 Fleming St Key West, FL 33040
Truman Annex Neighborhood
2
Beds
3
Baths
1,312
Sq Ft
1,742
Sq Ft Lot
Highlights
- Farmhouse Sink
- Bosch Dishwasher
- 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
Home Details
Home Type
- Single Family
Year Built
- 1995
Kitchen
- Bosch Dishwasher
- Farmhouse Sink
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Sep 18, 2025
Closed on
Jan 7, 2026
Sold by
Stewart Rentals Llc
Bought by
Massey Scott and Smith Elizabeth
Seller's Agent
Brenda Donnelly
Brenda Donnelly Real Estate LLC
Buyer's Agent
Tommy Mack
Coastal Collection Real Estate Inc.
List Price
$1,950,000
Sold Price
$1,850,000
Premium/Discount to List
-$100,000
-5.13%
Views
44
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
4.04%
Original Mortgage
$1,859,400
Outstanding Balance
$1,857,629
Interest Rate
6.23%
Mortgage Type
VA
Estimated Equity
$6,347
Purchase Details
Listed on
Aug 6, 2021
Closed on
Aug 26, 2021
Sold by
Ellison Charles and Ellison Tommie Colleen
Bought by
Stewart Rentals Llc
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 14, 2019
Sold by
Mary-Lynne Price
Bought by
Ellison Charles and Ellison Tommie Colleen
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
Tellerd Graig M and Tellerd Cynthia O
Bought by
Price Mary Lynne
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
Block Candace M
Bought by
Tellerd Craig M and Tellerd Cynthia
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
Price Mary Lynne
Purchase Details
Closed on
Mar 17, 1995
Sold by
P L Assoc Key W Inc
Bought by
Oregon Travel Inc
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Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,850,000 | None Listed On Document | |
| Warranty Deed | $1,712,500 | Attorney | |
| Warranty Deed | $1,115,000 | None Listed On Document | |
| Warranty Deed | $1,082,500 | None Available | |
| Warranty Deed | $860,000 | Keys Title & Abstract Compan | |
| Warranty Deed | $359,000 | -- | |
| Deed | $300,000 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,859,400 | VA | |
| Previous Owner | $719,000 | Purchase Money Mortgage | |
| Previous Owner | $430,000 | Purchase Money Mortgage |
Source: Public Records
Property History
| 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
| 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 | $16,178 | $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
-
Tommy Mack
Buyer's Agent in 2026
Tommy Mack
Coastal Collection Real Estate Inc.
(305) 731-7910
15 in this area
197 Total Sales
-
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)
-
R
Seller's Agent in 2019
Robert Frechette
Compass Realty (KW)
Map
Source: Key West Association of REALTORS®
MLS Number: 616543
APN: 00010120-000715
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