15

Recently Sold Truman Annex Homes

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  • /30

    $1,800,000 Sold Jul 08, 2025

    • 1,312 Sq Ft
    • $1372/SF
    • 136 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1995

    214 Fleming St, Key West, FL 33040

    Experience the epitome of Key West living in this exquisitely renovated 2-bedroom, single family home nestled within the exclusive gated community of Truman Annex. The first floor of this beautifully renovated Coastal designed home features a gourmet kitchen with top-of-the-line appliances, a spacious sun-filled Living Room and Dining Room made for hosting unforgettable gatherings. The private

    Rodney Culiver Last Key Realty, Inc (KW)

    214 Fleming St, Key West, FL 33040
  • /21

    $675,000 Sold Jun 30, 2025

    • 513 Sq Ft
    • $1316/SF
    • 168 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1991

    208 Southard St Unit 3, Key West, FL 33040

    If you're looking for a wonderful and cozy pied a terre here in Key West, look no further than this exquisitely maintained upstairs Shipyard condominium in highly desirable Truman Annex. This one bedroom/one bathroom wonderfully furnished property incorporates indoor and outdoor living with a large covered porch, perfect for dining, entertaining or just relaxing. Security and safety are evident

    Mike Caron Keller Williams Key West Compass Realty

    208 Southard St Unit 3, Key West, FL 33040
  • /28

    $675,000 Sold Jun 26, 2025

    • 580 Sq Ft
    • $1164/SF
    • 52 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1991

    210 Southard St Unit 2, Key West, FL 33040

    WELCOME TO THE MOST UNIQUE ISLAND IN FLORIDA! Set in the most desirable Gated Community only 2 blocks to Duval St. You will love the walkability here, close to all amenities. You can walk or ride your bike to Fort Zachary and spend the day on the beach. Your 2nd Floor Condo offers Brand New Hurricane Windows 2024 ($20,000 upgrade), Beautiful Luxury Vinyl Flooring throughout, Tiled Bath, Solid

    Stephen Hachey

    210 Southard St Unit 2, Key West, FL 33040
  • /2

    $820,000 Sold Apr 01, 2025

    • 680 Sq Ft
    • $1206/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1991

    210 Southard St Unit 9, Key West, FL 33040

    Welcome to Keys to Paradise located in the Shipyard Condominium Complex at the beautiful Truman Annex in a gated community! Unit Number 9.This quaint, well-appointed condo is located on the first floor and offers two bedrooms and one bathroom. It has a huge back deck with a seating area and is just steps to all the "must see" sites and activities in Key West!Upon arrival you are

    Daniel Fienman 360 REALTY OF TAMPA LLC

    210 Southard St Unit 9, Key West, FL 33040
  • /19

    $685,000 Sold Mar 24, 2025

    • 513 Sq Ft
    • $1335/SF
    • 50 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1991

    206 Southard St Unit 8, Key West, FL 33040

    This charming transient licensed condominium is nestled in the Shipyard community of Truman Annex, offering a tranquil retreat just a 5-minute walk from the vibrant Duval Street. With its transiently licensed upstairs unit, this property provides the perfect balance of relaxation and proximity to the city's action. The gated community boasts a deeded parking spot and a pool, while the nearby

    Justyn Ewald Expert Realty LLC (HQ)

    206 Southard St Unit 8, Key West, FL 33040
  • /26

    $1,500,000 Sold Mar 18, 2025

    • 960 Sq Ft
    • $1562/SF
    • 1 Day On Market
    • 2 Beds
    • 3 Baths
    • Built 1994

    510 Porter Ln, Key West, FL 33040

    Located in the highly sought-after Truman Annex, 510 Porter Lane is a beautifully renovated 2-bedroom, 2.5-bathroom townhome, just steps from Duval Street, the Truman Waterfront Amphitheater, top restaurants, bars, and all the attractions of Old Town Key West. A deeded covered parking spot is conveniently located just a few steps from the unit. Fully renovated in 2023, this home blends historic

    Austin Kimbler Expert Realty LLC (HQ)

    510 Porter Ln, Key West, FL 33040
  • /40

    $1,550,000 Sold Feb 18, 2025

    • 1,036 Sq Ft
    • $1496/SF
    • 10 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1991

    406 Porter Ln, Key West, FL 33040

    Escape to Paradise in this Turnkey Truman Annex Villa! Nestled within the exclusive gates of Porter Court at Truman Annex, this exquisite 2-bedroom, 2.5-bathroom villa at 406 Porter Lane offers the quintessential Key West lifestyle. Immerse yourself in tropical elegance with palm tree and bird motifs adorning the furnishings. The spacious interior living area flows seamlessly through French doors

    Rodney Culiver Last Key Realty, Inc (KW)

    406 Porter Ln, Key West, FL 33040
  • /17

    $850,000 Sold Jan 03, 2025

    • 604 Sq Ft
    • $1407/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1991

    620 Thomas St Unit 151, Key West, FL 33040

    This first floor, corner unit in the beautiful and gated Truman annex has been an extremely successful vacation rental for the past 11 years. It comes as no surprise that it has gained rave reviews and repeat guests over the years who delight in the ideal location, functionality, beautiful grounds , amazing pool and privacy!

    Robert Donahue Key West Luxury Real Estate Inc (KW)

    620 Thomas St Unit 151, Key West, FL 33040
  • /73

    $4,400,000 Sold Jan 02, 2025

    • 3,213 Sq Ft
    • $1369/SF
    • 74 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1989

    64 Front St, Key West, FL 33040

    Your DREAM home awaits.. Located in Truman Annex, where luxury meets island living. This stunning 5-bedroom, 5-bathroom residence boasts over 3000 sq ft of living space offering unparalleled comfort and elegance.As you step inside you are greeted by an expansive and open floor plan, featuring 11ft high ceilings and abundant natural light that illuminates the interior. The kitchen and dining area

    Matthew Sheehan Ocean Sotheby's International Realty

    64 Front St, Key West, FL 33040
  • /22

    $830,000 Sold Dec 19, 2024

    • 580 Sq Ft
    • $1431/SF
    • 88 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1991

    620 Thomas St Unit 286, Key West, FL 33040

    About this space:The Jewel of The Shipyard Annex in Truman AnnexCity of Key West Business License # 28224We hope you will enjoy this home where Ernest Hemingway and Jimmy Buffet memorabilia welcome you into the abode our first guest affectionately called 'The Writer's Retreat'.This two bedroom, one bath condo with bleached grey hardwood flooring throughout is highlighted by a massive 65 inch

    Darrin Smith Key West Luxury Real Estate Inc (KW)

    620 Thomas St Unit 286, Key West, FL 33040
  • /20

    $800,000 Sold Dec 06, 2024

    • 646 Sq Ft
    • $1238/SF
    • 30 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1991

    620 Thomas St Unit 183, Key West, FL 33040

    Great 2 bedroom, 1 bath downstairs end unit in Shipyard Condominiums. This ground floor property is bright and airy. French doors open to the large rear deck with a permanent awning. Assigned parking space is handy to the front door. Currently a vacation rental that includes the special Truman Annex Transient Rental License with restrictions.

    Mike Caron Keller Williams Key West Compass Realty

    620 Thomas St Unit 183, Key West, FL 33040
  • /42

    $1,475,000 Sold Dec 05, 2024

    • 1,468 Sq Ft
    • $1005/SF
    • 106 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    411 Emma St Unit B, Key West, FL 33040

    Exclusive Mills Place Condo, a true Key West gem. Priced below appraised value, this Mills Place condo not only exudes charm but also represents an incredible opportunity to own a piece of Key West history at an unbeatable price. Welcome to one of Key West's most sought-after addresses in the prestigious Truman Annex. This charming 3-bedroom, 2-bath condo offers everything you've been searching

    Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

    411 Emma St Unit B, Key West, FL 33040
  • /4

    $1,400,000 Sold Oct 17, 2024

    • 1,216 Sq Ft
    • $1151/SF
    • 6 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1995

    101 Front St Unit 20, Key West, FL 33040

    This updated Foundry townhouse features an 11-foot ceiling on the ground floor with an open floor plan that opens to a private deck and courtyard. The ground floor features living and dining areas, kitchen and half bath. The primary bedroom en-suite is on the second floor and has its own private balcony and renovated bath with shower. The guest bedroom en-suite is located on the third floor with

    The Behmke Group Keller Williams Key West Compass Realty

    101 Front St Unit 20, Key West, FL 33040
  • /4

    $1,750,000 Sold Oct 01, 2024

    • 1,428 Sq Ft
    • $1225/SF
    • 0 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1991

    403 Emma St Unit B, Key West, FL 33040

    Rare opportunity to own a piece of history in The Truman Annex. This 2 story, 2 bedroom/ 2.5 bathroom villa is located in Mills Place, a quiet and peaceful 20 unit condominium association surrounding the former Marine hospital. A spacious living, dining area with a little office nook leads out to a wonderful covered porch for your morning coffee, lunch or a happy hour beverage. Both bedrooms are

    Mike Caron Keller Williams Key West Compass Realty

    403 Emma St Unit B, Key West, FL 33040
  • /2

    $850,000 Sold May 29, 2025

    • 646 Sq Ft
    • $1316/SF
    • 0 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1991

    104 Southard St Unit 4, Key West, FL 33040

    for statical purposes

    Tommy Mack Coastal Collection Real Estate Inc.

    104 Southard St Unit 4, Key West, FL 33040

Frequently Asked Questions

What is the average time to sell a house in Truman Annex, FL?
The houses for sale in Truman Annex, FL spend an average of 18 days on the market.
What is the number of active homes for sale in Truman Annex, FL?
There are 2 active homes for sale in Truman Annex, FL.

Home Trends in Truman Annex, FL

Housing Trends

Median Sale Price
$630,000
Median Single Family Sale Price
$270,565
Median Townhouse Sale Price
$630,000
Average Price Per Sq Ft
$293
Number of Homes for Sale
2
Last 12 months Home Sales
52
Months of Supply
0.50
Median List Price
$635,000
Median Change From 1st List Price
1%
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