Monroe, FL Homes

/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

/7
Est $2,799,093 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,500 Sq Ft
109 Front St Unit 113, Key West, FL 33040

109 Front St Unit 113, Key West, FL 33040

/16
$699,000
- 2 Beds
- 1 Bath
- 604 Sq Ft
620 Thomas St Unit 152, Key West, FL 33040

This ground floor 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!*Newly installed impact windows as of June 2025!

Robert Donahue Key West Luxury Real Estate Inc (KW)

620 Thomas St Unit 152, 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

/32
Est $2,389,758 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,350 Sq Ft
107 Front St Unit 216, Key West, FL 33040

107 Front St Unit 216, Key West, FL 33040

/28
$869,000
- 2 Beds
- 1 Bath
- 646 Sq Ft
204 Southard St Unit 5, Key West, FL 33040

Welcome to your perfect island retreat! This beautifully maintained 2-bedroom, 1-bathroom condo is ideally situated on the second floor, offering the best of Key West living. Step out onto one of the two private balconies--one in the front and one in the rear--which are perfect for enjoying the ocean breeze and tropical treetop views.Inside, you'll find an inviting layout, featuring a modern

Stacy Stahl Realty ONE Group Destination

204 Southard St Unit 5, 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

/2
Est $3,544,477 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,850 Sq Ft
109 Front St Unit 211, Key West, FL 33040

109 Front St Unit 211, Key West, FL 33040

/32
$1,150,000
- 2 Beds
- 2 Baths
- 960 Sq Ft
237 Southard St, Key West, FL 33040

This beautifully renovated and furnished end unit townhouse in the award winning Truman Annex is now for sale. This 2 story 2 bedroom/ 1 1/2 bath townhouse has a wonderfully renovated kitchen with quartz countertops, new cabinets and stainless appliances. The dining and living area flow outside to a poolside deck area. The front porch is wonderful for people watching and a great spot for the

Mike Caron Keller Williams Key West Compass Realty

237 Southard St, Key West, FL 33040

/2
Est $1,641,662 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,292 Sq Ft
101 Front St Unit 1, Key West, FL 33040

101 Front St Unit 1, Key West, FL 33040

/44
$1,995,000
- 2 Beds
- 3 Baths
- 1,312 Sq Ft
216 Fleming St, Key West, FL 33040

Located in the prestigious gated Truman Annex, this beautifully appointed 2-bedroom, 2.5-bath home offers refined coastal living just steps from Duval Street and Truman Waterfront. Thoughtfully designed with elegant finishes and an open, airy layout, this residence is perfect for those seeking a private sanctuary in Old Town.A private entrance welcomes you into a turn-key interior, where Serena &

Brenda Donnelly Brenda Donnelly Real Estate LLC

216 Fleming St, Key West, FL 33040

/19
Est $1,596,675 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,216 Sq Ft
101 Front St Unit 18, Key West, FL 33040

101 Front St Unit 18, Key West, FL 33040

/42
$2,999,500
- 2 Beds
- 2 Baths
- 1,770 Sq Ft
401 Emma St Unit H, Key West, FL 33040

Vacation rental Ocean and Harbor view unit in Truman Annex. Beautiful sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen. The second story's primary bedroom and bath opens out to

Ralph Sanchez Century 21 All Keys Inc (KW)

401 Emma St Unit H, Key West, FL 33040

/28
Est $4,116,888 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,420 Sq Ft
109 Front St Unit 214, Key West, FL 33040

109 Front St Unit 214, Key West, FL 33040

/26
$855,000
- 2 Beds
- 1 Bath
- 604 Sq Ft
620 Thomas St Unit 190, Key West, FL 33040

Tropical Paradise Living in the Heart of Old Town, Key West.Discover your dream retreat with this beautifully updated 2-bedroom, 1-bath condo, perfectly situated in the exclusive Truman Annex. Just 2 short blocks from Duval Street.Step inside to a renovated kitchen featuring stunning marble countertops, stainless steel appliances & elegant wood cabinets--perfect for entertaining or enjoying quiet

Paige Bethel Island Home Realty Inc.

620 Thomas St Unit 190, Key West, FL 33040

/30
Est $1,382,459 Not Listed For Sale
- 2 Beds
- 2 Baths
- 960 Sq Ft
203 Southard St Unit 3, Key West, FL 33040

203 Southard St Unit 3, Key West, FL 33040

/40
$2,949,000
- 3 Beds
- 3 Baths
- 1,426 Sq Ft
100 Admirals Ln, Key West, FL 33040

Discover your dream home at the prestigious Truman Annex Community, situated on the serene Admirals Lane. This two-story detached single-family residence offers a perfect blend of comfort and elegance with 3 bedrooms and 3 full bathrooms. Enhanced by impact windows and doors, the house also features a private carport for added convenience. Adjacent to the property lies a shared community pool,

Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

100 Admirals Ln, Key West, FL 33040

/20
Est $1,385,802 Not Listed For Sale
- 2 Beds
- 3 Baths
- 900 Sq Ft
203 Southard St Unit 2, Key West, FL 33040

203 Southard St Unit 2, Key West, FL 33040

/72
$3,395,000 Open Sun 11AM - 1PM
- 4 Beds
- 4 Baths
- 2,488 Sq Ft
102 Admirals Ln, Key West, FL 33040

This is the LARGEST town house in the award-winning Truman Annex. Admirals Lane is a private lane surrounded by charming custom-built homes. Step inside and be in awe of the spacious open floor plan filled with natural light throughout the home and soaring 10-foot ceilings on all three levels. You will fall in love with the enormous beautiful kitchen with quartz countertops and stainless-steel

Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

102 Admirals Ln, Key West, FL 33040

/18
Est $1,820,662 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,216 Sq Ft
101 Front St Unit 23, Key West, FL 33040

101 Front St Unit 23, Key West, FL 33040

/77
$6,995,000
- 5 Beds
- 4 Baths
- 3,173 Sq Ft
101 Admirals Ln, Key West, FL 33040

With its special transient license, The Royal Compound is currently generating $500,000 a year from first-class guests who will accept only the best in vacation homes. What's interesting is that most of the rental income comes from monthly rentals, so you can expect almost as much income without a transient license. This extraordinary home is situated on one of the largest lots (14,183 SF) in

Andrea Otava Last Key Realty, Inc (KW)

101 Admirals Ln, Key West, FL 33040

/26
Est $2,345,606 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,296 Sq Ft
109 Front St Unit 114, Key West, FL 33040

109 Front St Unit 114, Key West, FL 33040

/40
$859,000
- 2 Beds
- 1 Bath
- 646 Sq Ft
620 Thomas St Unit 284, Key West, FL 33040

SOLD TURN KEY! This second-floor, two bed, one bath condominium features soaring vaulted ceilings that make a bright and airy space. Freshly painted interior, tile floors throughout and other recent updates make this move-in ready. Impact French Doors open to the rear deck that offers a tree top view and has a glimpse of the community pool. There is another deck off the kitchen to enjoy the

The Behmke Group Keller Williams Key West Compass Realty

620 Thomas St Unit 284, Key West, FL 33040

/2
Est $898,551 Not Listed For Sale
- 2 Beds
- 1 Bath
- 646 Sq Ft
206 Southard St Unit 1, Key West, FL 33040

206 Southard St Unit 1, Key West, FL 33040

/19
Est $1,399,202 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 960 Sq Ft
530 Porter Ln, Key West, FL 33040

530 Porter Ln, Key West, FL 33040

/29
Est $1,424,285 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 960 Sq Ft
540 Porter Ln, Key West, FL 33040

540 Porter Ln, Key West, FL 33040

/3
Est $722,593 Not Listed For Sale
- 1 Bed
- 1 Bath
- 580 Sq Ft
210 Southard St Unit 12, Key West, FL 33040

210 Southard St Unit 12, Key West, FL 33040

/21
Est $1,413,621 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 960 Sq Ft
566 Porter Ln, Key West, FL 33040

566 Porter Ln, Key West, FL 33040

/33
Est $957,485 Not Listed For Sale
- 2 Beds
- 1 Bath
- 604 Sq Ft
204 Southard St Unit 6, Key West, FL 33040

204 Southard St Unit 6, Key West, FL 33040

/38
Est $2,832,479 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,914 Sq Ft
520 Emma St, Key West, FL 33040

520 Emma St, Key West, FL 33040

/2
Est $2,811,439 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,920 Sq Ft
500 Porter Ln, Key West, FL 33040

500 Porter Ln, Key West, FL 33040

/20
Est $877,464 Not Listed For Sale
- 2 Beds
- 1 Bath
- 646 Sq Ft
206 Southard St Unit 4, Key West, FL 33040

206 Southard St Unit 4, Key West, FL 33040

/26
Est $974,226 Not Listed For Sale
- 2 Beds
- 1 Bath
- 760 Sq Ft
208 Southard St Unit 5, Key West, FL 33040

208 Southard St Unit 5, Key West, FL 33040

/2
Est $929,774 Not Listed For Sale
- 2 Beds
- 2 Baths
- 720 Sq Ft
208 Southard St Unit 6, Key West, FL 33040

208 Southard St Unit 6, Key West, FL 33040

/2
Est $3,146,406 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 1,730 Sq Ft
518 Emma St, Key West, FL 33040

518 Emma St, Key West, FL 33040

/4
Est $5,570,693 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,430 Sq Ft
503 Noah Ln, Key West, FL 33040

503 Noah Ln, Key West, FL 33040

/8
Est $904,762 Not Listed For Sale
- 2 Beds
- 1 Bath
- 646 Sq Ft
208 Southard St Unit 2, Key West, FL 33040

208 Southard St Unit 2, Key West, FL 33040

/2
Est $1,422,517 Not Listed For Sale
- 2 Beds
- 3 Baths
- 960 Sq Ft
216 Southard St, Key West, FL 33040

216 Southard St, Key West, FL 33040

/41
Est $1,418,244 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 960 Sq Ft
546 Porter Ln, Key West, FL 33040

546 Porter Ln, Key West, FL 33040

/86
Est $5,547,470 Not Listed For Sale
- 5 Beds
- 5 Baths
- 2,759 Sq Ft
328 Whitehead St, Key West, FL 33040

328 Whitehead St, Key West, FL 33040

Showing Results 41 - 80, Page 2 of 15

Florida Monroe County Key West Truman Annex

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