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$7,995,000

525 Simonton St Key West, FL 33040

11 beds
11 full
3,034 sqft
$2,635 / sqft
House

Property details

About 525 Simonton St

A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY rentals allowed. Introducing The Watson House--one of the largest and most versatile TRANSIENTLY licensed estates in Key West. Situated just one block off Duval Street on iconic Simonton Street, this 11-bedroom, 11-bath compound spans two distinct residences: a stately 7-bedroom mansion and a sleek, modern 4-bedroom villa--each with its own private pool.Zoned with two transient licenses and off-street parking for 4+ vehicles, this exceptional property offers unmatched flexibility for luxury rentals or private use.The grand mansion was reimagined in July 2022 by a local designer, featuring fresh paint, stylish new furnishings, and 12-foot soaring ceilings. The main level includes two guest rooms with baths, formal living and dining rooms, a parlor, and a well-appointed kitchen that opens to the pool deck and outdoor dining area.Upstairs, four en suite bedrooms include two primary suites with private balconies--one overlooking Simonton Street, the other with views of the pool. A spacious third-floor suite, accessed via an interior or exterior staircase, offers a private living room, wet bar, and yet another balcony retreat.The villa, renovated to the studs in 2014, offers a clean, contemporary design with 4 bedrooms, 4 baths, full kitchen, living area, private pool, and outdoor bar--perfect for entertaining.Whether you choose to rent the estate in its entirety or as two separate homes, The Watson House is a rare asset in Key West's luxury rental market--highly sought-after and consistently booked well in advance.

Highlights

Home typeSingle Family Residence
StatusActive
Size3,034 sqft
Year built1889
ParkingOff Street
MLS #615623
Garage4 spaces
Private poolYes

Summary

  • Full Bathrooms: 11
  • Appliances: Dishwasher, Dryer, Freezer, Microwave, Refrigerator
  • Total Bedroom Count: 11
  • Garage Space: 4 spaces
  • Private Pool: Yes
  • Parking: Off Street
  • Architectural Style: Single Family
  • List Price: $7,995,000
  • Price/SqFt: $2,635
  • Year Built: 1889
  • Living Area: 3,034 SqFt
  • MLS Number: 615623
  • MLS Name: KeyWest
  • Office Name: Island Home Realty Inc.
  • Office Phone: (305) 395-0550
  • Listing Agent: Paige Bethel

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: 7/10/2025, 1:45:35 PM 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

We're sorry, we currently don't have tax history data for this listing.

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.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $56,548. The majority of Key West, FL residents have income between $35k-100k annually. The most common type of family is single, no kids. The most common level of education of people living in this area is high school diploma.

How much money do the neighbors make?

26%
<35k
49%
35k-100k
20%
100k-200k
5%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

76%
Single, No Kids
4%
Single, with Kids
17%
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
53%
35-64 yrs old
19%
65+ yrs old

What do the neighbors do for fun?

  • Continuing Education CoursesContinuing Education Courses
  • Hiking/backpackingHiking/backpacking
  • Figure SkatingFigure Skating

Where do the neighbors shop?

  • Express/Express For MenExpress/Express For Men
  • Nordstrom RackNordstrom Rack
  • Chico'sChico's

Where do the neighbors go to eat?

  • QdobaQdoba
  • ChipotleChipotle
  • Bob EvansBob Evans

What do the neighbors drive?

  • VolkswagenVolkswagen
  • MazdaMazda
  • OldsmobileOldsmobile

What do the neighbors listen to?

  • Urban ContemporaryUrban Contemporary
  • RockRock
  • NewsNews
All data provided by Home Junction and Claritas

Frequently asked questions

About 525 Simonton St

The listing price of 525 Simonton St property is $7,995,000.

The property 525 Simonton St is a house located in Key West, Florida, 33040.

Active Listing: 525 Simonton St is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 525 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).

The property at 525 Simonton St has 11 bedrooms and 11 bathrooms.

The property 525 Simonton St is 3,034 SqFt (source: MLS/tax record).

The year of construction for 525 Simonton St is 1889.

This home is located at 525 Simonton St in Key West, FL and zip code 33040. This 3,034 square foot home was built in 1889. Features: 11 bedrooms, 11 bathrooms. It has been listed on Rocket Homes since July 1, 2025 and is currently priced at $7,995,000.

While more than 2 listings in Key West, FL in June 2025 were sold above asking price, there were more than 8 listings sold at asking price, and more than 35 were sold below. The number of homes for sale in Key West, FL increased by 2% between May and June 2025. The median list price of listings available in June 2025 was $1,100,000, while the average time on the real estate market was 91 days.

From Rocket Homes Real Estate and based on county public records data.

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