916 Fleming St, Key West, FL 33040
Property image
Property image
OFF MARKET

$3,318,400

Trulia Estimate
  • 4 Beds
  • 6 Baths
  • 2,670 sqft

916 Fleming St, Key West, FL 33040

Old Town
Est. Refi. Payment $19,987/mo*
Refinance Your Home
Currently Off Market - Sold Aug 26, 2013 for $1,475,000

Home Value

Trulia Estimate
$3.32M
Since last month
Increased$36K (+1.1%)
Since last year
Decreased$18K (-0.5%)
Since last sale
Increased$2M (+125%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +70% in the last 10 years
MonthEstimated value
2026
September 2026$3.32M
August 2026$3.28M
July 2026$3.29M
June 2026$3.35M
May 2026$3.34M
April 2026$3.27M
March 2026$3.19M
February 2026$3.2M
January 2026$3.03M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
510 Margaret St, Key West, FL
0.06
Single-Family Home
$2,850,000
04/17/26
4
4
1,968
1015 Eaton St, Key West, FL
0.13
Single-Family Home
$1,900,000
03/30/26
4
3
1,738
1020 Southard St, Key West, FL
0.14
Single-Family Home
$3,350,000
12/03/25
3
3.5
2,438
531 Frances St, Key West, FL
0.15
Single-Family Home
$1,825,000
02/20/26
3
2.5
1,681
418 William St, Key West, FL
0.15
Single-Family Home
$3,285,000
03/18/26
4
3
1,852
1006 & 1008 Fleming St, Key West, FL
0.06
Single-Family Home
$4,425,000
05/26/26
4
4.5
3,336
906 Southard St, Key West, FL
0.10
Single-Family Home
$3,250,000
05/27/26
3
3
2,188
1110 Elgin Ln, Key West, FL
0.16
Single-Family Home
$1,850,000
06/29/26
3
3
1,256
517 Elizabeth St, Key West, FL
0.21
Single-Family Home
$3,750,000
10/20/25
4
3
2,173
312 Margaret St, Key West, FL
0.16
Single-Family Home
$2,295,000
04/15/26
3
3
1,916

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
830 Fleming St, Key West, FL 33040
0.06
$1,393,400
3
4
1,989
Off Market
908 Fleming St, Key West, FL 33040
0.02
$8,192,500
5
6.5
4,250
Off Market
1006 & 1008 Fleming St, Key West, FL 33040
0.06
$4,425,000
4
4.5
3,336
Recently Sold
508 Margaret St, Key West, FL 33040
0.06
$3,601,300
5
3.5
2,146
Off Market
415 Margaret St #1, Key West, FL 33040
0.05
$1,538,700
5
1
2,387
Off Market
510 Margaret St, Key West, FL 33040
0.06
$2,850,000
4
4
1,968
Recently Sold
409 Margaret St, Key West, FL 33040
0.06
$555,400
2
1
643
Off Market
514 Margaret St, Key West, FL 33040
0.07
$1,400,000
5
3.5
2,068
Recently Sold
521 Margaret St, Key West, FL 33040
0.05
$1,648,100
-
-
-
Off Market
4 Fletcher Ln, Key West, FL 33040
0.05
$1,829,000
4
3
1,596
Off Market
506 Grinnell St, Key West, FL 33040
0.03
$999,000
3
1.5
1,416
For Sale
508 Grinnell St, Key West, FL 33040
0.03
$2,595,000
3
3
2,049
For Sale

Local Information

  • Map ViewExplore the area around 916 Fleming St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1938
2,670 sqft
$1,243/sqft
Garage

About this House

Beautiful old town home with a guest cottage. Marble counter tops throughout, dark wood floors throughout with marble flooring in the bathrooms. Built in cabinets and walk in closets. All bedrooms have full bathrooms, .5 bath inside one in guest cottage. Sliding pocket doors to outside deck area with auto screens to come down on two sides. Guest cottage has built in cabinets, loft and a half bath that also opens out onto the pool area. Pool is heated has attached spa and waterfall. A must see. Just appraised, appraisal avaliable.
916 Fleming St, Key West, FL 33040 is a 4 bedroom, 6 bathroom, 2,670 sqft single-family home in Old Town, built in 1938. It last sold for $1,475,000 on Aug 26, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,318,400.

Home Details for 916 Fleming St

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
AtticWet Bar
Appliances & Utilities
DishwasherDisposalMicrowaveRefrigerator

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: WoodFoundation Type: ConcreteLawnSprinkler System
Pool
Pool
Parking & Garage
GarageParking: Off Street, Garage

Property Information

Year Built
Year Built: 1938Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 3876 sqft

Price and Tax history

DateEventPrice
Aug 26, 2013
Source: FLKMLS #117761
Sold
$1,475,000
Jul 21, 2013
Source: Agent Provided
Pending
$1,600,000
Jun 27, 2013
Source: Agent Provided
PriceChange
$1,600,000
Price decreased by 3%
May 7, 2013
Source: Agent Provided
PriceChange
$1,650,000
Price decreased by 1%
Apr 24, 2013
Source: Agent Provided
PriceChange
$1,675,000
Price decreased by 3%

Market trends in Key West

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.14M
$143KMoM
Sale-to-List Price
—
Price per sq ft
$865
$67MoM
Available listings
255
17MoM

Around this home

Neighborhood Overview

Old Town
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Old Town

At least 1 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 100 % Say people would walk alone at night

  • 100 % Say there are sidewalks

  • 100 % Say streets are well-lit

  • 100 % Say neighbors are friendly

  • 100 % Say it's quiet

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's walkable to restaurants

  • 100 % Say parking is easy

  • 100 % Say car is needed

  • 67 % Say there's holiday spirit

  • 60 % Say they plan to stay for at least 5 years

  • 50 % Say there are community events

  • 50 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • David Atkinson
    "I so look forward to getting to Key West. I volunteer at the Tropic and love it. It feels like home."
    0
    Flag
  • Trulia User
    "Dogs are welcomed at 90% of the restaurants. Everyone will remember your dogs name but not yours! I love living here with my dog Jack."
    0
    Flag
  • Trulia User
    "Key West is a huge dog community. They even are allowed in some restaurants . When I walk my dog on the main tourist street (Duval St) I get stopped many times from people wanting to pet my dog. A group of dog owners meet up at the park in the morning every day."
    0
    Flag
  • Sgarvin3281
    " Bikes are all you need small island. Safe and secure. No commute I do t work here it is a vacation community."
    0
    Flag
  • Trulia User
    "Everywhere dogs are welcome here in key west, Florida. Come joining us here in key west. Most food and service places, boats, and entertainment venues are good with dogs."
    0
    Flag
  • Trulia User
    "Feels very safe, super clean, super walkable in old town, and Catholic school looks very vibrant. "
    0
    Flag
  • Trulia User
    "Great people, great neighborhood, great police, family friendly events. Lots of things to do within a decent drive. Very family friendly generally "
    0
    Flag
  • Key W. B. F.
    "Gatherings on the local Mangia Mangia bench at 900 Southard street, safe & friendly town. Feel connected & welcomed in Key West. Enjoy the peaceful neighborhood & the tropical weather! You can walk or bike to everything you need & want!"
    0
    Flag
  • Kfowler
    "I am not currently aware of any neighborhood events that would bring the neighbors closer. However, both my husband and I would be open to any such event that would do so and would improve the neighborhood. The area is beautiful and well maintained, with a few exceptions. "
    2
    Flag
  • Hannah B.
    "Vintage Cottage houses, small island feel, Duval Street in a few minutes with hundreds of worldly trendy restaurants "
    6
    Flag
  • Drlynmar
    "Neighborhood newsletter. Proximity to OldTown events, festivals and parades. Walk to everything. Parks, beaches, dog park. Grocery and restaurant delivery. "
    2
    Flag
  • Venomousink1970
    "the neighborhood is great I myself do not like living in Key West anymore and looking to relocate and Asheville North Carolina or the surrounding areas people are very friendly here except for the homeless vagrants that beg for money and yell at you when you don't give them any"
    0
    Flag
  • Lorettamdt
    "Old Town is historic. Our neighbors are friendly. We walk everywhere. No need for a car. Restaurants are within walking distance. Beaches are a bicycle ride away. "
    0
    Flag
  • mangiamangia
    "Lived in this neighborhood for 25 years. Walk and anywhere. Far enough of Duval to escape the noise and drunks."
    0
    Flag
  • Sajsk
    "vacationed in that area -- charming and great location and amenities, yet quiet."
    0
    Flag
  • Rjones
    "This is a great street and great neighborhood. Qiet, yet close enough to Duval and White streets to enjoy all Key West has to offer. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 916 Fleming St

  • What is 916 Fleming St estimated to be worth?
    Trulia's estimated value for 916 Fleming St in Key West, FL is $3,318,400.
  • What is the price history for 916 Fleming St?
    916 Fleming St in Key West, FL last sold for $1,475,000 in August 2013.
  • 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 $1.14M. That is down $143K from the prior month.
  • Does 916 Fleming St have air conditioning?
    Yes, 916 Fleming St in Key West, FL has air conditioning.
  • Does 916 Fleming St have a pool?
    Yes, 916 Fleming St in Key West, FL has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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