T
Seller's Agent in 2026
Tracy Dubensky
Real Estate Management of Key West, LLC
(717) 327-9801
4 in this area
4 Total Sales
208 Fleming St Key West, FL 33040
Truman Annex Neighborhood
2
Beds
3
Baths
960
Sq Ft
1,307
Sq Ft Lot
About This Home
As of March 2026Owner is a licensed real estate agent and listing agent.Truman Annex End Unit Featuring Secluded Backyard RetreatDiscover island living at its finest in this exceptional end unit townhome, perfectly situated in the prestigious Truman Annex community. Offering an ideal blend of privacy, comfort, and upscale coastal charm, this residence places you just moments from the vibrant energy of Old Town Key West and the natural beauty of Fort Zachary Taylor State Park.Step inside to an inviting open floor plan filled with natural light pouring through large windows. The thoughtfully designed kitchen and dining areas provide generous space for everyday living or hosting friends, while the airy living room flows effortlessly to your own private backyard tropical oasis. Surrounded by lush landscaping and swaying palms, this secluded outdoor retreat is perfect for morning coffee, alfresco dining, or unwinding with an evening cocktail in true Key West style.Upstairs, two spacious bedrooms each feature ample closet space and en-suite bathrooms. Both bedrooms open to private balconies overlooking vibrant tropical foliage, creating peaceful hideaways ideal for relaxation.This well-maintained home includes a designated parking space, access to a sparkling community pool, and the security of a gated neighborhood--one of the most desirable in all of Key West.Whether you're seeking a full‑time residence or the ideal seasonal retreat for snowbird living, this townhome offers an unparalleled opportunity to own a piece of paradise.Owner has $43,000+ in monthly bookings for 2026. Repeat Guests would like to continue if future owner will allow.Please provide 24-48 hour notice for showings as the home is currently an active rental.
Last Agent to Sell the Property
Real Estate Management of Key West, LLC License #3474537 Listed on: 12/25/2025
Last Buyer's Agent
Real Estate Management of Key West, LLC License #3474537 Listed on: 12/25/2025
Townhouse Details
Home Type
Townhome
Year Built
1995
Lot Details
1,307 Sq Ft Lot
Listing Details
- Property Type: Residential
- Style: Townhouse
- As Is Right To Inspect: Yes
- First Right of Refusal: Yes
- Association Fee: 1662.00
- Mandatory HOA: Yes
- Fee Includes: Cable, Other, Security, Common Area Mnt
- Financial Status Bank Owned: No
- Financial Status Potential Short Sale: No
- Handicap Access: No
- Key Island: Key West
- K W Neighborhood: Truman Annex
- Limited Representation: No
- Marathon Neighborhood: N/A
- M L S Identifier: 20060123165453488875000000
- Neighborhood Feature: Community Pool
- Off Shore Island: No
- Pets: Other See Remarks
- Property Group I D: 19990816212109142258000000
- Sale Terms: Conventional
- Side: Ocean
- State Province: FL
- Taxes: 10127.39
- Title: Negotiable
- Vehicle Storage: Assigned Parking
- Year Built: 1995
- Alternate Key Number: 8868901
- Building Style: Townhouse
- Cooling Heating: Central Air, Ceiling Fans(s)
- Lot Sq Ft: 1479.00
- Pool Info: In Ground
- Pool Info Heated: Yes
- Porch Balcony: Open Porch/Balcony, Deck
- Association Maintenance Fee Per: Quarterly
- Association Info Condo Docs: Yes
- License Info Number Of City License: 1
- License Info Number Of County License: 1
- Tax Exemptions: None
- Building Style Above Flood: Unknown
- Building Style Stories: 2 Stories
- Estimated Living Sq Ft: 960.00
- Pre Wired: Cable
- Financial Status Auction: No
- Financial Status Standard Sale: Yes
- G F Interior Features: Programmable Thermst, LED Lighting, Low Flow Toilets
- Property Condition: Updated/Remodeled
- Sewer Hook Up: Yes
- Statistical Purposes Only: No
- Special Features: None
- Property Sub Type: Townhouses
- Stories: 2
Interior Features
- Interior Amenities: Drapes/Blinds Incl, Bar, Pull Down Stairs, Built-in Cabinets, Smoke Alarms
- Total Bathrooms: 3.00
- Full Bathrooms: 2
- Appliances: Washer, Freezer, Disposal, Microwave, Refrigerator, Dishwasher, Dryer
- Floor: Tile
- Half Bathrooms: 1
- Windows/Doors: Sash/Screen Window, Impact Rstnce Doors, French Doors
- Total Bedrooms: 2
- Accessibility Features: Parking
- Sq Ft Remarks: 2 Story
Exterior Features
- Dockage: None
- Waterfront: None
- Waterfront: No
- Construction: Frame, Hardi Board Siding
- Exterior Features: Fencing, Lighting
- Roof: Metal Roof
- Waterview: No Waterview
- Pool: Yes
Utilities
- Security: Electric Gate, Patrolled Area
- Utilities: FKAA, Water Separate Meter, Elect Separate Meter, Buyer to Verify, Municipal Sewer
- Heating: Electric
Lot Info
- Deed Restrictions: Unknown
- Flood Zone: 0.2 PCT ANNUAL CHANC
- Parcel Number: 00010120-000711
- Land Size: Less Than 1/4 Acre
- Acres: 0.03
Rental Info
- Rentals Allowed: With Restrictions
- Furnished: Negotiable
Tax Info
- Tax Year: 2025
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Dec 25, 2025
Closed on
Feb 27, 2026
Sold by
Dubensky Harold and Dubensky Tracy M
Bought by
Kling Randall
Seller's Agent
Tracy Dubensky
Real Estate Management of Key West, LLC
Buyer's Agent
Tracy Dubensky
Real Estate Management of Key West, LLC
List Price
$1,199,000
Sold Price
$1,070,000
Premium/Discount to List
-$129,000
-10.76%
Views
23
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
594.31%
Original Mortgage
$360,000
Outstanding Balance
$360,000
Interest Rate
6.06%
Mortgage Type
New Conventional
Estimated Equity
$865,441
Purchase Details
Listed on
Jun 1, 2018
Closed on
May 2, 2019
Sold by
Klein Bruce H and Klein Margaret J
Bought by
Dubensky Harold J and Dubensky Tracy L
Seller's Agent
The Behmke Group
Keller Williams Key West Compass Realty
Buyer's Agent
J. Michael Caron
Compass Realty (KW)
List Price
$949,000
Sold Price
$900,000
Premium/Discount to List
-$49,000
-5.16%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
2.56%
Original Mortgage
$675,000
Interest Rate
4.2%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Aug 29, 2000
Sold by
Troy John J
Bought by
Klein Bruce H and Klein Margaret J
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$290,250
Interest Rate
7.92%
Mortgage Type
New Conventional
Purchase Details
Closed on
Mar 31, 1999
Sold by
Hurlock Maxwell E and Hurlock Ann F
Bought by
Troy John J
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$232,000
Interest Rate
6.82%
Mortgage Type
New Conventional
Purchase Details
Closed on
Jul 10, 1995
Sold by
P L Assoc Key West Inc
Bought by
Maxwell E Thomas and Hurlock Ann F
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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 | $1,070,000 | None Listed On Document | |
| Warranty Deed | $900,000 | None Listed On Document | |
| Warranty Deed | $322,500 | -- | |
| Warranty Deed | $295,000 | -- | |
| Deed | $212,300 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $360,000 | New Conventional | |
| Previous Owner | $675,000 | Purchase Money Mortgage | |
| Previous Owner | $275,000 | New Conventional | |
| Previous Owner | $290,250 | New Conventional | |
| Previous Owner | $290,250 | New Conventional | |
| Previous Owner | $232,000 | New Conventional |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 03/02/2026 03/02/26 | Sold | $1,070,000 | -10.8% | $1,115 / Sq Ft | |
| 12/25/2025 12/25/25 | For Sale | $1,199,000 | +33.2% | $1,249 / Sq Ft | |
| 04/30/2019 04/30/19 | Sold | $900,000 | -5.2% | $938 / Sq Ft | View Prior Sale |
| 02/28/2019 02/28/19 | Pending | -- | -- | -- | |
| 06/01/2018 06/01/18 | For Sale | $949,000 | -- | $989 / 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 | $9,404 | $1,217,226 | $905,148 | $312,078 |
| 2024 | $9,404 | $1,185,962 | $882,519 | $303,443 |
| 2023 | $8,617 | $1,048,322 | $762,336 | $285,986 |
| 2022 | $7,874 | $987,981 | $698,975 | $289,006 |
| 2021 | $7,200 | $773,322 | $522,974 | $250,348 |
| 2020 | $6,935 | $745,736 | $492,803 | $252,933 |
| 2019 | $6,897 | $773,635 | $531,020 | $242,615 |
| 2018 | $6,851 | $829,404 | $584,205 | $245,199 |
| 2017 | $6,525 | $802,894 | $0 | $0 |
| 2016 | $6,433 | $773,303 | $0 | $0 |
| 2015 | $5,790 | $633,408 | $0 | $0 |
| 2014 | $5,550 | $590,790 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Tracy Dubensky
-
Wade Meyer
Seller Co-Listing Agent in 2026
Wade Meyer
Real Estate Management of Key West, LLC
(305) 432-6373
4 in this area
16 Total Sales
-
The Behmke Group
Seller's Agent in 2019
The Behmke Group
Keller Williams Key West Compass Realty
(305) 304-0998
76 in this area
140 Total Sales
-
J
Buyer's Agent in 2019
J. Michael Caron
Compass Realty (KW)
-
Mike Caron
Buyer's Agent in 2019
Mike Caron
Keller Williams Key West Compass Realty
(508) 269-8565
29 in this area
78 Total Sales
Map
Source: Key West Association of REALTORS®
MLS Number: 617827
APN: 00010120-000711
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