214 Fleming St, Key West, FL 33040
OFF MARKET

214 Fleming St
Key West, FL 33040

Truman Annex
  • 2 Beds
  • 2.5 Baths
  • 1,312 sqft

$1,943,900

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $10,827/mo*
Refinance Your Home

$1,943,900

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $10,827/mo*
Refinance Your Home
2 Beds
2.5 Baths
1,312 sqft

Homes for sale near 214 Fleming St

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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 back patio offers outdoor entertaining space for dining, grilling, and soaking up the sun. Both elegantly appointed bedrooms are located on the second floor, each with their own dedicated bathroom. A truly unique feature of this home is the elevator, allowing for easy access and transport to the second floor. The prime location of this home makes it easy to take a quick Stroll to all that Key West has to offer - the nearby Truman Waterfront Park, first-class restaurants, art galleries, shopping, and the lively music scene. Additional benefits include one designated parking space, access to the community pool, a private outdoor shower, Impact Resistant Windows & Doors, and weekly transient rental license. Being offered turn-key, this home is ready to move right in and enjoy your slice of paradise!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from July 08, 2025

Home Highlights

Parking
1 Parking Spaces
Outdoor
Porch, Patio, Pool
View
No Info
HOA
$392/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 214 Fleming St

Interior Features

Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1312 Square Feet
Appliances & Utilities
Utilities: Buyer to VerifyAppliances: Washer, Freezer, Microwave, Oven, Range, Refrigerator, Dishwasher, DryerDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Has CoolingAir Conditioning: Central Air,Ceiling Fans(s)
Windows, Doors, Floors & Walls
Window: Impact Rstnce WindowDoor: Impact Rstnce DoorsFlooring: Tile, Vinyl
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoElevatorFloors: Tile, Vinyl
Security
Security: Electric Gate, Patrolled Area, Gated with Guard
Room & Shared Space
Shared space is furnished

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: Open Porch/Balcony, PatioExterior: Outdoor Shower, StorageHas a Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageNo Open ParkingParking Spaces: 1Parking: Assigned
Pool
Pool: In GroundPool
Frontage
Waterfront: None, Dockage: NoneNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Hardi Board Siding
Property Information
Parcel Number: 00010120000714

Price & Status

Price
List Price: $1,950,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Key WestCommunity: Old Town - Unrecord (1.0)

Community

Community Features: Pool

HOA

HOA Fee Includes: Maintenance Grounds, SecurityAssociation for this Listing: Key West AssociationHas an HOAHOA Fee: $1,175/Quarterly

Lot Information

Lot Area: 1742.4 sqft

Offer

Listing Terms: Cash, Conventional

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 613300Water View: None

Additional Information

Pool
Last check for updates: about 17 hours ago
Listed by Rodney Culiver, (863) 398-8623
Last Key Realty, Inc (KW)
Bought with: Tommy Mack, (305) 731-7910, Coastal Collection Real Estate Inc.
Originating MLS: Key West Association
Source: FLKMLS, MLS#613300

Price History for 214 Fleming St

DatePriceEventSource
07/08/2025$1,800,000Sold
FLKMLS #613300
06/09/2025$1,950,000PendingFLKMLS #613300
04/10/2025$1,950,000ContingentFLKMLS #613300
01/24/2025$1,950,000Listed For SaleFLKMLS #613300
03/03/2020$1,362,500Sold
FLKMLS #589178
01/15/2020$1,375,000Listed For SaleAgent Provided
05/01/2018$1,495,000ListingRemovedAgent Provided
11/21/2017$1,495,000Listed For SaleAgent Provided
05/11/2015$993,450Sold
N/A
01/21/2015$1,100,000Listed For SaleAgent Provided
05/11/2004$925,000Sold
N/A
12/24/2002$675,000Sold
N/A
05/04/1999$451,700Sold
N/A
03/10/1995$300,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$14,093
Assessment$1,716,109
Home facts updated by county records

Comparable Sales for 214 Fleming St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
216 Fleming St, Key West, FL
0.01
Single-Family Home
$1,850,000
01/07/26
2
2.5
1,312
212 Fleming St, Key West, FL
0.00
Single-Family Home
$1,650,000
04/15/26
2
2.5
1,420
618 Mickens Ln, Key West, FL
0.13
Single-Family Home
$800,000
12/09/25
2
2.5
1,056
612 Mickens Ln, Key West, FL
0.13
Single-Family Home
$979,000
04/09/26
2
1.5
823
715 Chapman Ln, Key West, FL
0.21
Single-Family Home
$1,700,000
10/28/25
1
2
1,212
515 Petronia St, Key West, FL
0.32
Single-Family Home
$1,400,000
03/31/26
2
2
1,200
322 Southard St, Key West, FL
0.12
Single-Family Home
$1,695,000
04/10/26
3
3
1,553

Assigned Schools

These are the assigned schools for 214 Fleming St.
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Neighborhood Overview

Truman Annex
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Truman Annex

At least 1 Trulia users voted on each feature.

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's quiet

  • 100 % Say there's wildlife

  • 100 % Say neighbors are friendly

  • 100 % Say it's walkable to restaurants

  • 100 % Say streets are well-lit

Learn more about our methodology.
  • Trulia User
    "It’s a great neighborhood, we absolutely love having the opportunity to be able to live here!! We don’t have young kids so can’t really express things that are impt for them to know!!"
    1
    Flag
  • Langanlady
    "I have a 2 minute commute to the county courthouse. I could walk or bike but I am lazy and drive a car. "
    0
    Flag
  • Maya T.
    "This is the heart of historic Old Town Key West!"
    1
    Flag

LGBTQ Local Legal Protections

MLS Internet Data Exchange (IDX) information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys Board of Realtors.

Homes for rent near 214 Fleming St

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Off Market Homes Near 214 Fleming St

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Explore by feature

214 Fleming St, Key West, FL 33040 is a 2 bedroom, 3 bathroom, 1,312 sqft single-family home built in 1995. 214 Fleming St is located in Truman Annex, Key West. This property is not currently available for sale. 214 Fleming St was last sold on Jul 8, 2025 for $1,800,000 (8% lower than the asking price of $1,950,000). The current Trulia Estimate for 214 Fleming St is $1,943,900.