1006 Fleming St, Key West, FL 33040
Property image
Property image
OFF MARKET

$5,000,000

Last sold price
  • 4 Beds
  • 4.5 Baths
  • 3,304 sqft

1006 Fleming St, Key West, FL 33040

Old Town
Currently Off Market - Sold Feb 23, 2024 for $5,000,000

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
1006 & 1008 Fleming St, Key West, FL
0.12
Single-Family Home
$4,425,000
05/26/26
4
4.5
3,336
1014 Southard St, Key West, FL
0.09
Single-Family Home
$4,700,000
04/30/26
4
3.5
3,026
1109 Fleming St, Key West, FL
0.10
Single-Family Home
$5,745,000
03/26/26
6
6.5
3,443
1020 Southard St, Key West, FL
0.09
Single-Family Home
$3,350,000
12/03/25
3
3.5
2,438
517 Elizabeth St, Key West, FL
0.27
Single-Family Home
$3,750,000
10/20/25
4
3
2,173
715 Frances St, Key West, FL
0.21
Single-Family Home
$3,400,000
11/07/25
3
3.5
1,890
510 Margaret St, Key West, FL
0.12
Single-Family Home
$2,850,000
04/17/26
4
4
1,968
906 Southard St, Key West, FL
0.13
Single-Family Home
$3,250,000
05/27/26
3
3
2,188
616 Eaton St, Key West, FL
0.33
Single-Family Home
$7,250,000
08/13/26
5
6
4,000

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
419 Grinnell St, Key West, FL 33040
0.05
-
-
-
-
Off Market
409 Grinnell St, Key West, FL 33040
0.07
$2,350,000
4
2
1,628
Recently Sold
408 Grinnell St, Key West, FL 33040
0.08
-
4
4
2,475
Off Market
506 Grinnell St, Key West, FL 33040
0.04
$999,000
3
1.5
1,416
For Sale
1025 Elgin Ln, Key West, FL 33040
0.09
$1,150,000
2
2
885
For Sale
1022 Fleming St, Key West, FL 33040
0.04
$1,600,000
4
2
2,016
Recently Sold
1016 Eaton St, Key West, FL 33040
0.09
$800,000
2
1.5
752
Recently Sold
508 Grinnell St, Key West, FL 33040
0.04
$2,595,000
3
3
2,049
For Sale
4 Fletcher Ln, Key West, FL 33040
0.09
$1,803,100
4
3
1,596
Off Market
3 Fletcher Ln, Key West, FL 33040
0.09
-
2
2
1,216
Off Market
1015 Eaton St, Key West, FL 33040
0.11
$1,900,000
4
3
1,738
Recently Sold

Local Information

  • Map ViewExplore the area around 1006 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
1938
Living Area
3,304 sqft
HOA
None

About this House

Old Town compound consisting of a beautiful Great House, two bedroom and two and a half bathroom main home with two remarkable guest cottages. The main home has been recently crowned with a 40' Nana door system which spans the entire width of the great room and shares a lush, tropically landscaped pool deck with the rear cottage. The master bedroom is large with French doors and a incredible bathroom. The second bedroom also has an en-suite bathroom. The front 3 room guest house has cathedral ceilings through out. The bathroom walls are covered with incredible Czechoslovakian iridescent green glass made in the 1950's. A pullman kitchen also is part of front guest house. A second smaller Guest Cottage is located at the back end of the property with new doors and windows. A private porch provides sitting space where you can watch the pool or the goings-on in the main house. This is a private space for the lucky duo who get to use this special space. The extra bedroom has a sitting area and dining area plus high vaulted ceiling. This cottage has another special bathroom and an outdoor shower.
it is the view out onto the garden and pool that make this little retreat so neat. The compound is incredibly spacious with luxurious bathrooms and multiple outdoor spaces and two off-street parking spots on Fleming. Totaling 4 bdrms/4.5 baths including 2 guest houses. Upgrades include a generator, privacy wall & gate, sprinkler system, hurricane shutters, landscaping, & much more!
1006 Fleming St, Key West, FL 33040 is a 4 bedroom, 5 bathroom, 3,304 sqft single-family home in Old Town, built in 1938. It last sold for $5,000,000 on Feb 23, 2024 (14% below the $5,800,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $8,752/month.
Last check for updates: about 6 hours ago
Listed by Chris Remmert, (813) 732-4649
Century 21 Executive Team
Bought with: Jessica M Prescott, (831) 869-8499, Coastal Collection Real Estate Inc.
Co-Buyer's Agent: Debora Bent, (305) 393-3872, Coastal Collection Real Estate
Source: FLKMLS, MLS#607936

Home Details for 1006 Fleming St

Interior Features

Interior Details
Number of Rooms: 5Types of Rooms: Bedroom 1, Bedroom 2, Full Bathroom, Dining Room, Kitchen
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3304 Square Feet
Appliances & Utilities
Utilities: Cable Available, See RemarksAppliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, 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),DuctlessHas HeatingHeating Fuel: Has Heating Unspecified Type
Windows, Doors, Floors & Walls
Flooring: Tile, Wood, Marble
Levels, Entrance, & Accessibility
Floors: Tile, Wood, Marble
View
No View
Security
Security: On Premises System, Security System

Exterior Features

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

Property Information

Year Built
Year Built: 1938
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Conch
Building
Construction Materials: Concrete, Frame
Property Information
Parcel Number: 00007460000000

Price & Status

Price
List Price: $5,800,000

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 3304 Square Feet

Community

Community Features: Other

HOA

HOA Fee Includes: NoneNo HOA

Lot Information

Lot Area: 9147.6 sqft

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 607936

Additional Information

Other

Price and Tax history

DateEventPrice
Feb 23, 2024
Source: FLKMLS #607936
Sold
$5,000,000
Feb 15, 2024
Source: FLKMLS #607936
Pending
$5,800,000
Dec 27, 2023
Source: Key West AOR #607936
Listed For Sale
$5,800,000
Feb 28, 2018
Source: FLKMLS #577152
Sold
$3,100,000

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 1006 Fleming St

  • What is the price history for 1006 Fleming St?
    1006 Fleming St in Key West, FL last sold for $5,000,000 in February 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.
  • What are the closest schools to 1006 Fleming St?
    The closest schools to 1006 Fleming St in Key West, FL are Gerald Adams Elementary School (Pre-K, rated 4/10), Key West High School (rated 4/10), Monroe Virtual Instruction Program (Elementary/Middle/High).
  • Does 1006 Fleming St have air conditioning?
    Yes, 1006 Fleming St in Key West, FL has air conditioning.
  • Does 1006 Fleming St have a pool?
    Yes, 1006 Fleming St in Key West, FL has a pool.

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