NOT LISTED FOR SALE

Estimated Value: $4,738,368 - $5,828,000

5 Beds
6 Baths
3,342 Sq Ft
$1,633/Sq Ft Est. Value

Last Sold March 17, 2025

Last sale price $5,700,000 $1,706 Per Sq Ft

Est. 4% decrease in value since last sale

Current estimated payment $31,875/month

115 Days on Market

About This Home

As of March 2025

Historic Luxury Meets Modern Elegance in Old Town Key West!Step into a piece of Key West history with this remarkable home built in 1869 by Robert Watson, now completely reimagined as a luxury retreat while preserving its historic charm. Located on iconic lower Simonton Street, X Flood, this 6,608 sq ft sanctuary boasts 3,342 sq ft of living space with 5 en-suite bedrooms, including two primary suites, each with its own unique luxuries. The 1st-floor suite offers a jetted shower with chromotherapy lighting, while the 2nd-floor suite includes a private porch and soaking tub.This estate blends old-world craftsmanship with modern amenities, featuring a gourmet chef's kitchen with Viking, KitchenAid, and Bosch appliances, plus a separate dining room with a private porch--perfect for morning coffee. The spacious great room, with 20-foot retractable doors, opens directly to the outdoor oasis where you'll find an 18,000-gallon saltwater pool with swim-up bar, waterfall, and color LED lighting, plus a separate spa for ultimate relaxation.The detached guest house with kitchenette is ideal for visitors or extended family. Entertain outdoors with the fully equipped outdoor kitchen and al-fresco dining areas surrounded by lush tropical landscaping for complete privacy.Historic touches, including restored windows, doors, and custom woodwork, blend seamlessly with modern upgrades like a whole-house Generac generator, hurricane shutters, and advanced smart-home technology--control everything from pool settings to security from your phone.With gated parking for 3 cars, EV charging station, and just steps from the best dining and entertainment in Key West, this estate offers the rare opportunity to own a piece of history while enjoying unparalleled luxury. Don't miss out on a home that offers everything you've been searching for, and more! Step into Luxury! For the Discerning Few: Arrange Your Exclusive Private Showing Today!Video Tour https://tinyurl.com/522Simon

Last Agent to Sell the Property

Lisa Swanson

Berkshire Hathaway HomeServices Knight & Gardner Realty License #BK3226537 Listed on: 11/01/2024

Berkshire Hathaway HomeServices Knight & Gardner Realty

Last Buyer's Agent

outside of mls

Outside Of MLS

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Nov 1, 2024
Closed on
Mar 14, 2025
Sold by
Anderson Glenn R and Anderson Catherine M
Bought by
David Tenney Living Trust and Tenney
Seller's Agent
Lisa Swanson
Berkshire Hathaway HomeServices Knight & Gardner Realty
Buyer's Agent
outside of mls
Outside Of MLS
List Price
$6,150,000
Sold Price
$5,700,000
Premium/Discount to List
-$450,000
-7.32%
Views
672
Current Estimated Value
$5,457,342

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$242,658
Avg. Annual Appreciation
-15.41%
Original Mortgage
$3,800,000
Outstanding Balance
$3,795,778
Interest Rate
5.42%
Mortgage Type
New Conventional
Estimated Equity
$1,661,564

Purchase Details

Listed on
Dec 30, 2015
Closed on
Feb 6, 2018
Sold by
Framarin Robert
Bought by
Anderson Glenn R and Anderson Catherine M
Seller's Agent
Roger Emmons
Truman & Co. (KW)
Buyer's Agent
Gary Thomas
Dunaway McKenzie Realtors (KW)
List Price
$1,649,999
Sold Price
$1,300,000
Premium/Discount to List
-$349,999
-21.21%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
23.11%
Original Mortgage
$910,000
Interest Rate
3.94%
Mortgage Type
Balloon

Purchase Details

Closed on
May 19, 2015
Bought by
Framarin Robert

Purchase Details

Closed on
Mar 24, 2005
Sold by
Matchett Mary Anne
Bought by
Framarin Robert
Source: Public Records

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Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Buyer Sale Price Title Company
David Tenney Living Trust $5,700,000 None Listed On Document
Anderson Glenn R $1,300,000 Attorney
Framarin Robert -- --
Framarin Robert $850,000 --
Source: Public Records

Mortgage History

Date Status Borrower Loan Amount
Open David Tenney Living Trust $3,800,000
Previous Owner Anderson Glenn R $500,000
Previous Owner Anderson Catherine Mary $1,250,000
Previous Owner Anderson Glenn R $910,000
Previous Owner Framarin Robert $1,000,000
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
03/17/2025 03/17/25 Sold $5,700,000 -7.3% $1,706 / Sq Ft
02/24/2025 02/24/25 Pending -- -- --
11/01/2024 11/01/24 For Sale $6,150,000 +373.1% $1,840 / Sq Ft
02/06/2018 02/06/18 Sold $1,300,000 -21.2% $490 / Sq Ft
12/19/2017 12/19/17 Pending -- -- --
12/30/2015 12/30/15 For Sale $1,649,999 -- $622 / Sq Ft
Source: Key West Association of REALTORS®

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $17,689 $2,164,010 -- --
2023 $17,689 $2,100,981 $0 $0
2022 $14,797 $1,779,931 $0 $0
2021 $4,876 $548,603 $0 $0
2020 $4,795 $541,135 $0 $0
2019 $4,724 $528,969 $0 $0
2018 $6,257 $648,875 $639,504 $9,371
2017 $6,995 $726,422 $0 $0
2016 $6,704 $648,040 $0 $0
2015 $7,875 $764,144 $0 $0
2014 $7,600 $728,088 $0 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Key West Association of REALTORS®

MLS Number: 612059

Key West Association of REALTORS®

APN: 00009320-000000