#610558, Damian Vantriglia, Listing office: Berkshire Hathaway Knight & Gardner
$6,500,000 List price
421-423 Simonton St Key West, FL 33040
6 beds
6 full, 2 partial
3,010 sqft
0.08 acres
$2,159 / sqft
Multi-Family
Property details
About 421-423 Simonton St
Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, this rare property offers two homes - each 3 bedrooms, 3.5 baths and private pools. These have strong rental histories. These well-appointed residences blend island charm with modern comfort, featuring open-concept living areas, updated kitchens and private ensuite bedrooms. Thoughtfully designed for guest privacy and relaxation, each home includes its own outdoor lounging space and pool--perfect for cooling off after a day in the sun or enjoying a quiet evening under the palms.Whether you're looking for a investment opportunity, a vacation retreat with rental flexibility, or a mix of both, this unique setup delivers unmatched versatility just steps from the vibrant restaurants, galleries, and nightlife of Duval Street.
Highlights
Home typeDuplex
StatusActive
Size3,010 sqft
Lot size0.08 Acres
Year built2020
MLS #614546
Private poolYes
Summary
- Partial Bathrooms: 2
- Full Bathrooms: 6
- Appliances: Dryer, Microwave, Oven, Range, Refrigerator, Washer
- Total Bedroom Count: 6
- Private Pool: Yes
- Architectural Style: Duplex
- List Price: $6,500,000
- Price/SqFt: $2,159
- Year Built: 2020
- Stories: 2
- Living Area: 3,010 SqFt
- Lot Size: 0.08 Acres
- MLS Number: 614546
- MLS Name: KeyWest
- Office Name: Berkshire Hathaway Knight & Gardner
- Office Phone: (305) 294-5155
- Listing Agent: Will 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: 6/23/2025, 3:45:36 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
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421-423 Simonton St
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Price information
Property sales
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Tax history
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Nearby schools
6
Poinciana Elementary School
Public District PK-5
2.1 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
28.5 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 $34,714. The majority of Key West, FL residents have income less than $<35k annually. 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?
51%
<35k
42%
35k-100k
4%
100k-200k
3%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
What types of families live nearby?
75%
Single, No Kids
11%
Single, with Kids
9%
Married, No Kids
5%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
10%
<11 yrs old
5%
12-17 yrs old
23%
18-34 yrs old
43%
35-64 yrs old
19%
65+ yrs old
What do the neighbors do for fun?
Pro Boxing
Figure Skating
Horse Races
Where do the neighbors shop?
Burlington
Chico's
Family Dollar
Where do the neighbors go to eat?
Popeyes
Bob Evans
Church's Chicken
What do the neighbors drive?
Dodge
Oldsmobile
Cadillac
What do the neighbors listen to?
Urban Contemporary
News
Jazz
All data provided by Home Junction and Claritas
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Frequently asked questions
About 421-423 Simonton St
The listing price of 421-423 Simonton St property is $6,500,000.
The property 421-423 Simonton St is a multi located in Key West, Florida, 33040.
Active Listing: 421-423 Simonton St is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 421-423 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), Somerset Island Preparatory (GreatSchools Rating 6/10), Monroe Virtual Instruction Program (GreatSchools Rating 2/10), Key West High School (GreatSchools Rating 5/10).
The property 421-423 Simonton St is 3,010 SqFt (source: MLS/tax record).
The year of construction for 421-423 Simonton St is 2020.
This home is located at 421-423 Simonton St in Key West, FL and zip code 33040. This 3,010 square foot home, which was built in 2020, sits on a 0.08 acre lot. Features: 6 bedrooms, 8 bathrooms. It has been listed on Rocket Homes since April 8, 2025 and is currently priced at $6,500,000.
Over 2 listings were sold over their listed price in May 2025 in Key West, FL. In the same period over 34 listings were sold below the listed price and 5 listings were sold for the listed price. The inventory of homes for sale in Key West, FL between April and May 2025 increased by 2.6%. In May 2025, listings were on the market for 101 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.