214 Fleming St, Key West, FL 33040
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OFF MARKET

214 Fleming St
Key West, FL 33040

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

$1,938,300

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $11,201/mo*
Refinance Your Home

$1,938,300

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $11,201/mo*
Refinance Your Home
2 Beds
2.5 Baths
1,312 sqft

Local Information

  • Map ViewExplore the area around 214 Fleming St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1995
Living Area
1,312 sqft
Price/Sqft
$1,477
HOA
$392/Monthly

About this House

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!
214 Fleming St, Key West, FL 33040 is a 2 bedroom, 3 bathroom, 1,312 sqft single-family home in Truman Annex, built in 1995. It last sold for $1,800,000 on Jul 8, 2025 (8% below the $1,950,000 asking price). It is currently off market. The Trulia Estimate is $1,938,300, with a rent estimate of $5,427/month.

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
Appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, FreezerDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Has CoolingAir Conditioning: Central Air,Ceiling Fans(s)
Windows, Doors, Floors & Walls
Flooring: Tile, Vinyl
Levels, Entrance, & Accessibility
ElevatorFloors: Tile, Vinyl
View
No View
Security
Security: Security Gate, Gated with Guard, Security Guard
Room & Shared Space
Shared space is furnished

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, PatioExterior: Outdoor Shower, StorageHas a Private Pool
Parking & Garage
No Attached Garage
Pool
Pool: In GroundPool
Frontage
Not on Waterfront

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)

Building

Building Area
Building Area: 1312 Square Feet

HOA

HOA Fee Includes: Common Area Mnt, SecurityHas 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: 613300
Last check for updates: 1 day 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.
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

Market trends in Key West

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.23M
$20.83KMoM
Sale-to-List Price
94.6%
0.3%MoM
Price per sq ft
$958
$15MoM
Available listings
288
17MoM
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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
0.01
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
4 Aronovitz Ln, Key West, FL
0.19
Single-Family Home
$1,275,000
07/24/26
3
3
1,748
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
0.34
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
306 Truman Ave, Key West, FL
0.41
Single-Family Home
$1,750,000
02/26/26
3
2
1,036

Nearby homes

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Assigned Schools

These are the assigned schools for 214 Fleming St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

Sourced by Trulia users. 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

Apartments for Rent

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Explore by feature - Pet Friendly

23 pet-friendly rentals in Key West, FL

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9 rentals with a garage in Key West, FL

Explore by feature - Air Conditioning

102 rentals with air conditioning in Key West, FL

Explore by feature - Pool

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Explore by feature - Outdoor Space

9 rentals with an outdoor space in Key West, FL

Homes for sale near 214 Fleming St

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Off Market Homes Near 214 Fleming St

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Frequently asked questions about 214 Fleming St

  • What is 214 Fleming St estimated to be worth?
    Trulia's estimated value for 214 Fleming St in Key West, FL is $1,938,300.
  • What is the price history for 214 Fleming St?
    214 Fleming St in Key West, FL last sold for $1,800,000 in July 2025.
  • Is Key West a buyer's or seller's market?
    Key West is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Key West?
    The median sale price in Key West is $1.23M. That is up $20.83K from the prior month.
  • Does 214 Fleming St have air conditioning?
    Yes, 214 Fleming St in Key West, FL has air conditioning.
  • Does 214 Fleming St have a pool?
    Yes, 214 Fleming St in Key West, FL has a pool.
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 MLS.