#613024, Allison Findlay, Listing office: Preferred Properties (KW)
$5,900,000 List price
314 Simonton St Key West, FL 33040
8 beds
7 full, 4 partial
8,472 sqft
0.2 acres
$696 / sqft
Multi-Family
Property details
About 314 Simonton St
Step into Key West history with this remarkable property, available for the first time in generations! Located just a block from world-famous Duval Street and across from the Federal Courthouse, this property at 314 Simonton Street offers a unique blend of historic charm and modern potential. Originally a hotel with a Ford dealership on the ground floor, this three-level building is steeped in heritage. Even the legendary Ernest Hemingway chose it as his base, staying here for a month while awaiting delivery of his car in 1928. Currently set up and legally recognized as 8 units, an atrium, garage, and a pool, this property provides an unmatched opportunity for someone who loves trophy properties. Whether you envision a grand single-family estate or multi-unit living combined with commercial space on the lower level, the possibilities are endless.Don't miss the chance to own a piece of Key West's past while shaping its future with this truly one-of-a-kind property.
Highlights
Home typeMulti Family
StatusActive
Size8,472 sqft
Lot size0.18 Acres
Year built1921
MLS #612250
Private poolYes
Summary
- Partial Bathrooms: 4
- Full Bathrooms: 7
- Total Bedroom Count: 8
- Private Pool: Yes
- Architectural Style: Multi-Units
- List Price: $5,900,000
- Price/SqFt: $696
- Annual Tax Amount: $13,667
- Tax Year: 2023
- Year Built: 1921
- Living Area: 8,472 SqFt
- Lot Size: 0.18 Acres
- MLS Number: 612250
- MLS Name: KeyWest
- Office Name: Berkshire Hathaway HomeServices Knight & Gardner Realty
- Office Phone: (305) 294-5155
- Listing Agent: Team Gardner/Langley
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: 7/18/2025, 6:45:34 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
We're sorry, we currently don't have property sales data for this listing.
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $1,234,434 | $13,667 |
| 2022 | $1,222,051 | $13,317 |
| 2021 | $1,203,995 | $13,317 |
| 2020 | $1,210,719 | $13,539 |
| 2018 | $1,169,319 | $13,447 |
| 2017 | $1,157,608 | $10,649 |
History based on county public records data.
Nearby schools
6
Poinciana Elementary School
Public District PK-5
2.3 mi
•1407 Kennedy Dr
2
Gerald Adams Elementary School
Public District PK-5
3.9 mi
•5855 College Rd
9
Big Pine Academy
Public Charter PK-5
28.8 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 $78,547. The most common annual income of people living in Key West, FL is between $35k-100k. The most common type of family is single, no kids. Typical level of education for residents in this area is high school diploma.
How much money do the neighbors make?
16%
<35k
45%
35k-100k
31%
100k-200k
8%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate
What types of families live nearby?
69%
Single, No Kids
3%
Single, with Kids
22%
Married, No Kids
6%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
5%
<11 yrs old
3%
12-17 yrs old
26%
18-34 yrs old
49%
35-64 yrs old
17%
65+ yrs old
What do the neighbors do for fun?
Yoga/pilates
Continuing Education Courses
Figure Skating
Where do the neighbors shop?
H&M
Express/Express For Men
Chico's
Where do the neighbors go to eat?
Dominos Pizza
Qdoba
Bob Evans
What do the neighbors drive?
Audi
Volkswagen
Oldsmobile
What do the neighbors listen to?
Alternative
Urban Contemporary
News
All data provided by Home Junction and Claritas
Similar homes for sale
Frequently asked questions
About 314 Simonton St
The listing price of 314 Simonton St property is $5,900,000.
The property 314 Simonton St is a multi located in Key West, Florida, 33040.
Active Listing: 314 Simonton St is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 314 Simonton St are: Poinciana Elementary School (GreatSchools Rating 6/10), Gerald Adams Elementary School (GreatSchools Rating 2/10), Big Pine Academy (GreatSchools Rating 9/10), May Sands Montessori School (GreatSchools Rating 5/10), Horace O'Bryant School (GreatSchools Rating 3/10), 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 $13,667 (source: MLS/based on county public records data).
The property 314 Simonton St is 8,472 SqFt (source: MLS/tax record).
The year of construction for 314 Simonton St is 1921.
This home is located at 314 Simonton St in Key West, FL and zip code 33040. This 8,472 square foot home, which was built in 1921, sits on a 0.18 acre lot. Features: 8 bedrooms, 11 bathrooms. It has been listed on Rocket Homes since February 6, 2025 and is currently priced at $5,900,000.
Over 2 listings were sold over their listed price in June 2025 in Key West, FL. In the same period over 35 listings were sold below the listed price and 8 listings were sold for the listed price. In June 2025 in Key West, FL there were 2% more homes for sale than in May. In June 2025 median list price was $1,100,000 and the average listing age was 91 days.
From Rocket Homes Real Estate and based on county public records data.