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

$1,824,400

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,003 sqft

808 Fleming St, Key West, FL 33040

Old Town
Est. Refi. Payment $11,022/mo*
Refinance Your Home
Currently Off Market - Sold Feb 14, 2025 for $1,800,000

Home Value

Trulia Estimate
$1.82M
Since last month
Increased$13K (+0.7%)
Since last year
Increased$7K (+0.4%)
Since last sale
Increased$20K (+1.1%)
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 +97% in the last 10 years
MonthEstimated value
2026
September 2026$1.82M
August 2026$1.81M
July 2026$1.81M
June 2026$1.79M
May 2026$1.75M
April 2026$1.77M
March 2026$1.77M
February 2026$1.79M
January 2026$1.78M
2025
2024
2023
2020

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
1022 Fleming St, Key West, FL
0.21
Multi-Family Home
$1,600,000
07/31/26
4
2
2,016
1030 James St, Key West, FL
0.26
Multi-Family Home
$1,800,000
05/26/26
3
3
1,700
830 Fleming St, Key West, FL
0.05
Multi-Family Home
$1,350,000
10/20/25
3
4
1,989
514 Margaret St, Key West, FL
0.05
Multi-Family Home
$1,400,000
01/14/26
5
3.5
2,068
621 Elizabeth St, Key West, FL
0.17
Multi-Family Home
$1,625,000
04/20/26
3
2
1,594
708 William St, Key West, FL
0.24
Multi-Family Home
$1,752,000
11/17/25
4
3.5
1,967
308 Peacon Ln, Key West, FL
0.18
Multi-Family Home
$850,000
10/31/25
3
2.5
1,296
1113 Watson St, Key West, FL
0.55
Multi-Family Home
$1,300,000
03/20/26
5
3
1,819

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
800 Fleming St #B-3, Key West, FL 33040
0.02
$1,270,000
2
2
1,207
Recently Sold
800 Fleming St #2B, Key West, FL 33040
0.01
$1,062,300
2
2
-
Off Market
800 Fleming St #C1, Key West, FL 33040
0.02
$2,399,000
2
2.5
1,550
For Sale
3 Pinder Ln, Key West, FL 33040
0.04
$1,809,000
2
2
1,232
Off Market
526 William St #1, Key West, FL 33040
0.07
$1,286,000
2
2.5
1,185
Off Market
727 Love Ln, Key West, FL 33040
0.07
$2,578,000
3
2
1,592
Off Market
721 Love Ln, Key West, FL 33040
0.07
$1,382,400
2
2
1,094
Off Market
418 William St, Key West, FL 33040
0.06
$3,285,000
4
3
1,852
Recently Sold
528 William St, Key West, FL 33040
0.07
$3,674,300
3
3.5
2,648
Off Market
733 Love Ln, Key West, FL 33040
0.08
$3,141,500
3
4
2,375
Off Market
809 Southard St, Key West, FL 33040
0.07
$1,155,200
3
1.5
953
Off Market

Local Information

  • Map ViewExplore the area around 808 Fleming St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1928
2,003 sqft
$911/sqft

About this House

This charming three-unit property at 808 Fleming Street represents an exceptional investment in one of Key West's most desirable neighborhoods. Located in the historic Old Town district, this versatile building offers multiple revenue streams and tremendous potential for savvy investors.
This property is ideal for investors or multi-family living. With separate electric and water meters for each unit, management is effortless and efficient.

Property Features:

Downstairs Unit: A spacious 984 sq. ft. living area, perfect for an owner's residence or premium rental unit. Its open layout offers flexibility and comfort.

Upstairs Units: Two additional units occupy 1,019 sq. ft. of living space, providing privacy, comfort, and excellent rental potential.

Outdoor Living:
Island living comes alive with this property's inviting front porch and expansive front balcony, perfect for enjoying the tropical breezes. The private backyard includes a 22' x 18' wooden deck and an additional 22' x 23'-yard area, offering endless possibilities for entertaining, relaxation, or further enhancements. An unused 11' x 6' cistern adds a touch of Key West history and utility to this unique property.

Prime Location:
Centrally located, this property provides easy access to Key West's vibrant dining, shopping, and world-famous nightlife. Tenants and residents will enjoy the best of island life, with the perfect balance of convenience and tranquility in a sought-after neighborhood.

Endless Potential:
This multi-unit property offers endless possibilities—generate strong rental income, create a multi-generational living arrangement, or craft your dream Key West retreat. With its combination of private utilities, multiple spaces, and outdoor amenities, this property is ready to fulfill your vision.
Call today
808 Fleming St, Key West, FL 33040 is a 4 bedroom, 3 bathroom, 2,003 sqft multi-family in Old Town, built in 1928. It last sold for $1,800,000 on Feb 14, 2025 (3% below the $1,850,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,824,400, with a rent estimate of $5,359/month.
Last check for updates: 16 minutes ago
Listed by Barbara B Crespo, (305) 797-0803
Keller Williams Key West Compass Realty
Bought with: Robin G Nilsson, (239) 221-4230, Keller Williams Key West Compass Realty
Source: FLKMLS, MLS#612348

Home Details for 808 Fleming St

Interior Features

Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2003 Square Feet
Appliances & Utilities
Utilities: Water Separate Meter, Elect Separate MeterAppliances: Refrigerator, RangeRefrigerator
Heating & Cooling
Has CoolingAir Conditioning: Wall/Window Unit(s),Ceiling Fans(s)
Windows, Doors, Floors & Walls
Flooring: Tile, Wood, Combination
Levels, Entrance, & Accessibility
Floors: Tile, Wood, Combination
View
No View
Security
Security: No Security

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, DeckFencing: FencedExterior: Fruit Tree(s), Rain GuttersNo Private Pool
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: ResidentialProperty Subtype: Multi FamilyArchitecture: Conch
Building
Construction Materials: Frame
Property Information
Parcel Number: 00008330000000

Price & Status

Price
List Price: $1,850,000

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 2003 Square Feet

HOA

HOA Fee Includes: NoneNo HOA

Lot Information

Lot Area: 2613.6 sqft

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 612348

Price and Tax history

DateEventPrice
Feb 14, 2025
Source: FLKMLS #612348
Sold
$1,800,000
Nov 27, 2024
Source: FLKMLS #612348
Contingent
$1,850,000
Nov 21, 2024
Source: FLKMLS #612348
Listed For Sale
$1,850,000

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

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.

Frequently asked questions about 808 Fleming St

  • What is 808 Fleming St estimated to be worth?
    Trulia's estimated value for 808 Fleming St in Key West, FL is $1,824,400.
  • What is the price history for 808 Fleming St?
    808 Fleming St in Key West, FL last sold for $1,800,000 in February 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 $1.14M. That is down $143K from the prior month.
  • Does 808 Fleming St have air conditioning?
    Yes, 808 Fleming St in Key West, FL has air conditioning.

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