#613925, Regan Enouen, Listing office: Truman & Co. (KW)
$6,300,000 List price
1109 Fleming St Key West, FL 33040
6 beds
6 full, 1 partial
3,443 sqft
0.2 acres
$1,830 / sqft
House
Property details
About 1109 Fleming St
Located on iconic Millionaire's Row in the heart of Old Town Key West, this extraordinary estate offers a rare combination of timeless charm, modern luxury, and unmatched privacy. With two stunning homes both with impact rated windows and doors on one oversized lot, this tropical compound is an exceptional opportunity to own one of the most unique properties in Key West.The main residence, a beautifully restored historic home, features four ensuite bedrooms, including a flexible downstairs suite that doubles as a den or office. Classic Dade County pine walls, high ceilings, and an abundance of natural light create a warm yet sophisticated atmosphere. The gourmet kitchen is outfitted with custom cabinetry, sculpted marble countertops, Sub-Zero and Wolf appliances, and complete with a built-in wine cooler and coffee center. A spacious 12-person dining room and wraparound porch invite relaxed island entertaining with elegant flair.The newly built guest house offers two additional ensuite bedrooms, soaring vaulted ceilings, exposed beams, a cozy loft, and a fully equipped kitchen with Miele appliances and stunning artisan tile. Ideal for hosting guests or enjoying extended family stays in total comfort and style.At the center of the estate lies a tropical paradise, designed by renowned landscape architect Craig Reynolds. A sparkling saline pool, cascading waterfall, outdoor shower, and private half bath make this backyard feel like your own private resort.With reclaimed river wood floors, rare off-street parking for two, every inch of this property has been crafted for beauty, durability, and ease of island living.1109 Fleming Street isn't just a home--it's a rare slice of paradise in the best location Key West has to offer.
Highlights
Home typeSingle Family Residence
StatusActive
Size3,443 sqft
Lot size0.2 Acres
Year built1925
ParkingOff Street
MLS #614974
Garage2 spaces
Private poolYes
Virtual tour
Summary
- Partial Bathrooms: 1
- Full Bathrooms: 6
- Appliances: Dishwasher, Dryer, Ice Maker, Microwave, Oven, Range, Refrigerator, Washer
- Interior: Cathedral Ceiling(s), Pantry, Walk-In Closet(s), Wet Bar
- Total Bedroom Count: 6
- Garage Space: 2 spaces
- Private Pool: Yes
- Parking: Off Street
- Architectural Style: Single Family
- List Price: $6,300,000
- Price/SqFt: $1,829
- Annual Tax Amount: $26,829
- Tax Year: 2023
- Year Built: 1925
- Stories: 2
- Living Area: 3,443 SqFt
- Lot Size: 0.2 Acres
- MLS Number: 614974
- MLS Name: KeyWest
- Office Name: Brenda Donnelly Real Estate LLC
- Office Phone: (305) 304-1116
- Listing Agent: Brenda J Donnelly
The data relating to real estate for sale on this web site comes in part from the IDX Program of Key West Association of REALTORS®, Inc. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) 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. Copyright 2025 Key West Association of REALTORS®, Inc. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/16/2025, 2:45:34 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Dec 23, 2014 | Home Sold | $1,300,600 |
| Mar 27, 2000 | Home Sold | $500,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $3,802,623 | $26,829 |
| 2022 | $3,368,746 | $23,968 |
| 2021 | $2,250,419 | $23,968 |
| 2020 | $2,130,312 | $18,956 |
| 2018 | $1,086,770 | $10,612 |
| 2017 | $1,327,715 | $12,170 |
History based on county public records data.
Nearby schools
6
Poinciana Elementary School
Public District PK-5
1.9 mi
•1407 Kennedy Dr
2
Gerald Adams Elementary School
Public District PK-5
3.5 mi
•5855 College Rd
9
Big Pine Academy
Public Charter PK-5
28.4 mi
•30220 Overseas Hwy
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $69,729. Residents of Key West, FL typically earn between $35k-100k each year. Typical family type is single, no kids. Most residents in this area have post secondary degree education.
How much money do the neighbors make?
21%
<35k
45%
35k-100k
28%
100k-200k
6%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
What types of families live nearby?
74%
Single, No Kids
4%
Single, with Kids
19%
Married, No Kids
3%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
4%
<11 yrs old
1%
12-17 yrs old
23%
18-34 yrs old
56%
35-64 yrs old
16%
65+ yrs old
What do the neighbors do for fun?
Continuing Education Courses
Symphony or Opera
PGA/LPGA
Where do the neighbors shop?
Express/Express For Men
Chico's
Stein Mart
Where do the neighbors go to eat?
Qdoba
Boston Market
Bonefish Grill
What do the neighbors drive?
Volkswagen
Volvo
Lincoln
What do the neighbors listen to?
Urban Contemporary
Talk/Personality
Classical
All data provided by Home Junction and Claritas
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Frequently asked questions
About 1109 Fleming St
The listing price of 1109 Fleming St property is $6,300,000.
The property 1109 Fleming St is a house located in Key West, Florida, 33040.
Active Listing: 1109 Fleming St is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 1109 Fleming St are: Poinciana Elementary School (GreatSchools Rating 6/10), Gerald Adams Elementary School (GreatSchools Rating 2/10), Big Pine Academy (GreatSchools Rating 9/10), Horace O'Bryant School (GreatSchools Rating 3/10), May Sands Montessori School (GreatSchools Rating 5/10), Sigsbee Charter School (GreatSchools Rating 7/10), Monroe Virtual Instruction Program (GreatSchools Rating 2/10), Somerset Island Preparatory (GreatSchools Rating 6/10), Key West High School (GreatSchools Rating 5/10).
According to the records, the last property tax for 2023 is $26,829 (source: MLS/based on county public records data).
The last sale was on December 23, 2014 for $1,300,600 (source: MLS/tax record).
The property at 1109 Fleming St has 6 bedrooms and 6 full and 1 half bathrooms.
The property 1109 Fleming St is 3,443 SqFt (source: MLS/tax record).
The year of construction for 1109 Fleming St is 1925.
This home is located at 1109 Fleming St in Key West, FL and zip code 33040. This 3,443 square foot home, which was built in 1925, sits on a 0.20 acre lot. Features: 6 bedrooms, 7 bathrooms. It has been listed on Rocket Homes since May 10, 2025 and is currently priced at $6,300,000.
In June 2025, from all listings sold in Key West, FL there were more than 2 sold above asking price, over 35 sold below and more than 8 were sold right at the asked price. Between May and June 2025, Key West, FL real estate market has seen increase in the number of listings by 2%. In June 2025, listings were on the market for 91 days. During the same period, the median list price in this real estate market was $1,100,000.
From Rocket Homes Real Estate and based on county public records data.