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

908 Fleming St
Key West, FL 33040

Old Town
  • 5 Beds
  • 6.5 Baths
  • 4,250 sqft (on 0.47 acres)

$8,125,300

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $47,485/mo*
Refinance Your Home

$8,125,300

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $47,485/mo*
Refinance Your Home
5 Beds
6.5 Baths
4,250 sqft
(on 0.47 acres)

Home Value

Trulia Estimate
$8.13M
Since last month
Decreased$143K (-1.7%)
Since last year
Decreased$661K (-7.5%)
Since last sale
Decreased$492K (-5.7%)
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 +135% in the last 10 years
MonthEstimated value
2026
August 2026$8.11M
July 2026$8.25M
June 2026$8.4M
May 2026$8.19M
March 2026$8.28M
February 2026$8.44M
January 2026$8.51M
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
616 Eaton St, Key West, FL
0.26
Single-Family Home
$7,250,000
08/13/26
5
6
4,000
1109 Fleming St, Key West, FL
0.18
Single-Family Home
$5,745,000
03/26/26
6
6.5
3,443
1006 & 1008 Fleming St, Key West, FL
0.05
Single-Family Home
$4,425,000
05/26/26
4
4.5
3,336
326 Caroline St, Key West, FL
0.57
Single-Family Home
$6,350,000
01/15/26
5
5.5
4,279
1014 Southard St, Key West, FL
0.14
Single-Family Home
$4,700,000
04/30/26
4
3.5
3,026
101 Admirals Ln, Key West, FL
0.60
Single-Family Home
$6,300,000
10/10/25
5
4
3,173
525 Simonton St, Key West, FL
0.28
Single-Family Home
$6,500,000
06/17/26
11
11
3,034
400 Aronovitz Ln, Key West, FL
0.47
Single-Family Home
$3,300,000
05/21/26
5
6
3,667
1022 Packer St, Key West, FL
0.44
Single-Family Home
$3,422,500
03/12/26
5
5.5
3,006
517 Elizabeth St, Key West, FL
0.19
Single-Family Home
$3,750,000
10/20/25
4
3
2,173

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
0.04
$1,348,600
3
4
1,989
Off Market
1006 & 1008 Fleming St, Key West, FL 33040
0.05
$4,425,000
4
4.5
3,336
Recently Sold
508 Margaret St, Key West, FL 33040
0.04
$3,553,200
5
3.5
2,146
Off Market
415 Margaret St #1, Key West, FL 33040
0.06
$1,550,800
5
1
2,387
Off Market
510 Margaret St, Key West, FL 33040
0.05
$2,850,000
4
4
1,968
Recently Sold
409 Margaret St, Key West, FL 33040
0.07
$623,800
2
1
643
Off Market
514 Margaret St, Key West, FL 33040
0.05
$1,400,000
5
3.5
2,068
Recently Sold
521 Margaret St, Key West, FL 33040
0.03
$1,698,900
-
-
-
Off Market
4 Fletcher Ln, Key West, FL 33040
0.07
$1,845,300
4
3
1,596
Off Market
506 Grinnell St, Key West, FL 33040
0.04
$999,000
3
1.5
1,416
For Sale
508 Grinnell St, Key West, FL 33040
0.04
$2,595,000
3
3
2,049
For Sale

Local Information

  • Map ViewExplore the area around 908 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
1990
Lot Size
0.47 acres
Living Area
4,250 sqft
Price/Sqft
$1,912
HOA
None

About this House

The estate at 908 Fleming is a masterpiece in elegance and sophistication, sprawling across a 20,431sf lot that promises unparalleled privacy & serenity. Each feature of this magnificent property reflects a meticulous attention to detail, offering a living experience that is both lavish and intimately connected to its tropical surroundings. The heart of the home greets you with a custom-built, teak 500-bottle wine cabinet, a testament to the estate's commitment to both form and function. This feature sets the stage for the rest of the main house, where you'll discover 3 bedrooms, 3 bathrooms and 1 half baths, adorned with coral stone and Southeast Asian Teak, manifesting a harmony of natural beauty and timeless finishes. The kitchen is a chef's dream, boasting new quartzite countertops, high end appliances, ensuring both elegance and culinary excellence. For peace of mind, the estate's primary residence is fortified with impact windows and doors throughout, alongside a state-of-the-art whole home camera security system. The seamless integration of indoor and outdoor living is epitomized by the French doors that lead to a covered dining and sitting loggia, set against the backdrop of lush tropical gardens. Wander down a brick path and the 1BD/1BA guest house as well as artist's or yoga studio await, offering a tranquil retreat. Turn the corner and the poolside pavilion stands as a testament to luxury outdoor entertainment, complete with a chef's kitchen, inviting living & dining areas, and a half bath, all enveloped by captivating gardens. The outdoor area is an oasis of relaxation, featuring a newly resurfaced pool with a pebble tech finish and a state-of-the-art heating system, ensuring optimal enjoyment all year round. The charming adjacent cottage at 515 Margaret St. offers more space for family and friends to enjoy with 1BD/1.5BA. **3 addresses/parcels - 908 Fleming St., 4 Hibiscus Ln., 515 Margaret St.
908 Fleming St, Key West, FL 33040 is a 5 bedroom, 8 bathroom, 4,250 sqft single-family home in Old Town, built in 1990. It last sold for the $8,600,000 asking price on Aug 6, 2024. It is currently off market. The Trulia Estimate is $8,125,300, with a rent estimate of $7,877/month.
Last check for updates: about 8 hours ago
Listed by John Spottswood, (305) 395-2360
Truman & Co. (KW)
Terri Spottswood, (305) 587-3407
Truman & Co. (KW)
Bought with: Regan Enouen, (305) 906-2324, Truman & Co. (KW)
Source: FLKMLS, MLS#610998

Home Details for 908 Fleming St

Interior Features

Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 8Number of Bathrooms (full): 5Number of Bathrooms (half): 3
Dimensions and Layout
Living Area: 4250 Square Feet
Appliances & Utilities
Utilities: Elect Separate Meter, Cable AvailableAppliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Microwave, Disposal, Freezer, Gas Appliances, Ice Maker, Wine Cooler, Stainless Steel Appliance(s)DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central Air,Ceiling Fans(s)Has HeatingHeating Fuel: Has Heating Unspecified Type
Windows, Doors, Floors & Walls
Flooring: Tile, Wood
Levels, Entrance, & Accessibility
Floors: Tile, Wood
View
No View
Security
Security: Central Station Sys, Security System

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, Deck, PatioFencing: Fenced, PrivacyOther Structures: Guest HouseExterior: Bar, Chickee Hut, Fruit Tree(s), Rain Gutters, Lighting, Outdoor Kitchen, Outdoor Shower, StorageHas a Private Pool
Parking & Garage
No Attached Garage
Pool
Pool: In Ground, Salt Water, ConcretePool
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Combo ConstructionNot a New Construction
Property Information
Condition: Updated/RemodeledParcel Number: 00007900000000Additional Parcels Description: 00007970-000000

Price & Status

Price
List Price: $8,600,000

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 4250 Square Feet

HOA

HOA Fee Includes: NoneNo HOA

Lot Information

Lot Area: 0.47 acres

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 610998Attribution Contact: 305-395-2360

Price and Tax history

DateEventPrice
Aug 6, 2024
Source: FLKMLS #610998
Sold
$8,600,000
Jun 26, 2024
Source: FLKMLS #608582
Pending
$8,350,000
Jun 11, 2024
Source: FLKMLS #608582
Contingent
$8,350,000
Feb 6, 2024
Source: FLKMLS #608582
Listed For Sale
$8,350,000
Nov 30, 2018
Source: FLKMLS #583021
Sold
$5,000,000

Market trends in Key West

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.28M
$50KMoM
Sale-to-List Price
95.1%
0.5%MoM
Price per sq ft
$933
$26MoM
Available listings
271
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 908 Fleming St

  • What is 908 Fleming St estimated to be worth?
    Trulia's estimated value for 908 Fleming St in Key West, FL is $8,125,300.
  • What is the price history for 908 Fleming St?
    908 Fleming St in Key West, FL last sold for $8,600,000 in August 2024.
  • 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 $1.28M. That is up $50K from the prior month.
  • Does 908 Fleming St have air conditioning?
    Yes, 908 Fleming St in Key West, FL has air conditioning.
  • Does 908 Fleming St have a pool?
    Yes, 908 Fleming St in Key West, FL has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

11 rentals with an outdoor space in Key West, FL

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