1005 Watson St #1, Key West, FL 33040
Property image
Property image
FOR SALE
3D VIEW

$1,575,000

  • 3 Beds
  • 2 Baths
  • 1,070 sqft

1005 Watson St #1, Key West, FL 33040

Old Town
Est. Mortgage $10,642/mo*
Get Pre-Qualified

Home Highlights

Condo
Built in 1933
$1,472/sqft
HOA $1,117/mo

Local Information

  • Map ViewExplore the area around 1005 Watson St #1.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Experience the best of Old Town Key West in this beautifully updated 3-bedroom, 2-bath home offering the ease of single-level living.
Inside, you'll find hardwood floors, tall ceilings, French doors, stainless steel appliances, and an inviting open layout filled with natural light. Designed for the Key West lifestyle, the private backyard features a saltwater pool with heater and chiller, outdoor shower, lush tropical landscaping, spacious patio, and two dedicated off-street parking spaces. This property is turnkey, fully furnished and ready to enjoy from day one.
Well maintained and tastefully updated, recent improvements include a new HVAC system, saltwater pool system, updated furnishings and termite tenting. Currently operating as a monthly vacation rental with an established rental history.
Located in the center of Old Town just moments from Higgs Beach, Duval Street, the Historic Seaport, neighborhood cafés, restaurants and shopping. This property offers the privacy and feel of a single family home, it is part of an intimate two-unit condominium association with no shared common elements. Whether you're looking for a successful investment property, a full-time residence, or your own island getaway, this home checks every box. Schedule your private showing today to explore this Key West opportunity.
Last check for updates: about 4 hours ago
Listing courtesy of Megan McDowell, (305) 898-2403
Brenda Donnelly Real Estate LLC
Source: FLKMLS, MLS#620577
Also Listed on FLKMLS.

Home Details for 1005 Watson St #1

Interior Features

Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1070 Square Feet
Appliances & Utilities
Appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Stainless Steel Appliance(s)DishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Has CoolingAir Conditioning: Central Air
Windows, Doors, Floors & Walls
Flooring: Wood
Levels, Entrance, & Accessibility
Floors: Wood
View
No View

Exterior Features

Exterior Home Features
Patio / Porch: PatioOther Structures: Shed(s)Exterior: Fruit Tree(s), Outdoor ShowerHas a Private Pool
Parking & Garage
No Attached Garage
Pool
Pool: In Ground, Salt WaterPool
Frontage
Not on Waterfront

Days on Market

Days on Market: 74

Property Information

Year Built
Year Built: 1933
Property Type / Style
Property Type: ResidentialProperty Subtype: CondominiumArchitecture: A-Frame
Building
Construction Materials: Frame
Property Information
Parcel Number: 00033270000101

Price & Status

Price
List Price: $1,575,000Price Per Sqft: $1,472

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: Key WestCommunity: Gwynn Sub (1.0)

Agent Information

Listing Agent
Listing ID: 620577

Building

Building Area
Building Area: 1070 Square Feet

HOA

HOA Fee Includes: Maintenance Structure, Insurance, Common Area MntHas an HOAHOA Fee: $1,117/Monthly

Lot Information

Lot Area: 4984 sqft

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 620577

Around this home

Neighborhood Overview

Old Town
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Old Town

At least 1 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 100 % Say people would walk alone at night

  • 100 % Say there are sidewalks

  • 100 % Say streets are well-lit

  • 100 % Say neighbors are friendly

  • 100 % Say it's quiet

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's walkable to restaurants

  • 100 % Say parking is easy

  • 100 % Say car is needed

  • 67 % Say there's holiday spirit

  • 60 % Say they plan to stay for at least 5 years

  • 50 % Say there are community events

  • 50 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • David Atkinson
    "I so look forward to getting to Key West. I volunteer at the Tropic and love it. It feels like home."
    0
    Flag
  • Trulia User
    "Dogs are welcomed at 90% of the restaurants. Everyone will remember your dogs name but not yours! I love living here with my dog Jack."
    0
    Flag
  • Trulia User
    "Key West is a huge dog community. They even are allowed in some restaurants . When I walk my dog on the main tourist street (Duval St) I get stopped many times from people wanting to pet my dog. A group of dog owners meet up at the park in the morning every day."
    0
    Flag
  • Sgarvin3281
    " Bikes are all you need small island. Safe and secure. No commute I do t work here it is a vacation community."
    0
    Flag
  • Trulia User
    "Everywhere dogs are welcome here in key west, Florida. Come joining us here in key west. Most food and service places, boats, and entertainment venues are good with dogs."
    0
    Flag
  • Trulia User
    "Feels very safe, super clean, super walkable in old town, and Catholic school looks very vibrant. "
    0
    Flag
  • Trulia User
    "Great people, great neighborhood, great police, family friendly events. Lots of things to do within a decent drive. Very family friendly generally "
    0
    Flag
  • Key W. B. F.
    "Gatherings on the local Mangia Mangia bench at 900 Southard street, safe & friendly town. Feel connected & welcomed in Key West. Enjoy the peaceful neighborhood & the tropical weather! You can walk or bike to everything you need & want!"
    0
    Flag
  • Kfowler
    "I am not currently aware of any neighborhood events that would bring the neighbors closer. However, both my husband and I would be open to any such event that would do so and would improve the neighborhood. The area is beautiful and well maintained, with a few exceptions. "
    2
    Flag
  • Hannah B.
    "Vintage Cottage houses, small island feel, Duval Street in a few minutes with hundreds of worldly trendy restaurants "
    6
    Flag
  • Drlynmar
    "Neighborhood newsletter. Proximity to OldTown events, festivals and parades. Walk to everything. Parks, beaches, dog park. Grocery and restaurant delivery. "
    2
    Flag
  • Venomousink1970
    "the neighborhood is great I myself do not like living in Key West anymore and looking to relocate and Asheville North Carolina or the surrounding areas people are very friendly here except for the homeless vagrants that beg for money and yell at you when you don't give them any"
    0
    Flag
  • Lorettamdt
    "Old Town is historic. Our neighbors are friendly. We walk everywhere. No need for a car. Restaurants are within walking distance. Beaches are a bicycle ride away. "
    0
    Flag
  • mangiamangia
    "Lived in this neighborhood for 25 years. Walk and anywhere. Far enough of Duval to escape the noise and drunks."
    0
    Flag
  • Sajsk
    "vacationed in that area -- charming and great location and amenities, yet quiet."
    0
    Flag
  • Rjones
    "This is a great street and great neighborhood. Qiet, yet close enough to Duval and White streets to enjoy all Key West has to offer. "
    0
    Flag

Market trends in Key West

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.14M
$143KMoM
Sale-to-List Price
—
Price per sq ft
$865
$67MoM
Available listings
255
17MoM

Home Value

Trulia Estimate
$1.5M
Since last month
Decreased$1K (-0.1%)
Since last year
Increased$145K (+10.7%)
Since last sale
Increased$151K (+11.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +66% in the last 10 years
MonthEstimated value
2026
September 2026$1.5M
August 2026$1.5M
July 2026$1.51M
June 2026$1.35M
May 2026$1.32M
April 2026$1.31M
March 2026$1.31M
February 2026$1.32M
January 2026$1.28M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
828 White St #1, Key West, FL
0.14
Condo
$750,000
04/10/26
2
1
732
1012 Packer St #7A, Key West, FL
0.12
Condo
$725,000
07/15/26
2
2
768
918 Southard St #105, Key West, FL
0.34
Condo
$1,150,000
01/06/26
2
2
1,034
419 Simonton St #A, Key West, FL
0.60
Condo
$1,325,000
05/22/26
2
2.5
1,082
833 Eisenhower Dr #303, Key West, FL
0.39
Condo
$1,225,000
07/21/26
2
2
1,351
800 Fleming St #B-3, Key West, FL
0.47
Condo
$1,270,000
05/27/26
2
2
1,207
1401 Simonton St #16, Key West, FL
0.50
Condo
$1,165,000
03/31/26
2
2
958
906 Truman Ave #1, Key West, FL
0.13
Condo
$700,000
09/10/26
2
1
745
1075 Duval St #R28, Key West, FL
0.46
Condo
$1,000,000
09/08/26
2
2.5
1,225

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
1016 Watson Ln, Key West, FL 33040
0.03
$667,400
2
2
849
Off Market
1014 Varela St #3, Key West, FL 33040
0.04
$340,000
1
1
308
Off Market
1012 Varela St #2, Key West, FL 33040
0.04
$468,700
Studio
1
241
Off Market
1007 Watson St, Key West, FL 33040
0.01
$692,700
1
2
646
Off Market
1016 Varela St #Rear, Key West, FL 33040
0.05
$1,170,000
3
3
1,306
Recently Sold
1104 Truman Ave, Key West, FL 33040
0.03
$2,290,000
5
4
3,136
For Sale
1108 Truman Ave, Key West, FL 33040
0.04
$1,175,900
2
2
1,380
Off Market
1021 Watson St, Key West, FL 33040
0.05
$1,588,900
2
2
1,364
Off Market
1004 Watson St #2, Key West, FL 33040
0.02
$750,000
2
2
862
For Sale
1016 Watson St, Key West, FL 33040
0.04
$1,219,200
4
2.5
2,064
Off Market
1014 Truman Ave #202, Key West, FL 33040
0.03
$799,900
2
2
1,017
For Sale

Price and Tax history

DateEventPrice
Jul 9, 2026
Source: Key West AOR #620577
Listed For Sale
$1,575,000
Mar 31, 2023
Source: FLKMLS #600323
Sold
$1,350,000
Feb 2, 2023
Source: Key West AOR #600323
Contingent
$1,350,000
Jan 31, 2023
Source: Key West AOR #600323
Listed For Sale
$1,350,000
Oct 17, 2022
Source: FLKMLS #600323
ListingRemoved

LGBTQ Local Legal Protections

Megan McDowell, Brenda Donnelly Real Estate LLC
Agent Phone: (305) 898-2403
MLS Internet Data Exchange (IDX) 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, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys MLS.

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Frequently asked questions about 1005 Watson St #1

  • What is the estimated monthly payment for 1005 Watson St #1?
    Based on a $1,575,000 list price with 20% down at today's rates, the estimated monthly payment for 1005 Watson St #1 in Key West, FL is approximately $9,672 (about $8,521 principal & interest, $1,076 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 1005 Watson St #1 compare to homes in Key West?
    1005 Watson St #1 in Key West, FL is listed at $1,575,000, about 39% above the $1.14M median sale price in Key West.
  • What are the closest schools to 1005 Watson St #1?
    The closest schools to 1005 Watson St #1 in Key West, FL are Horace O'bryant School (Pre-K/Elementary/Middle, rated 3/10), Key West High School (rated 4/10).
  • Does 1005 Watson St #1 have air conditioning?
    Yes, 1005 Watson St #1 in Key West, FL has air conditioning.
  • Does 1005 Watson St #1 have a pool?
    Yes, 1005 Watson St #1 in Key West, FL has a pool.
  • Does 1005 Watson St #1 have laundry facilities?
    Yes, 1005 Watson St #1 in Key West, FL has in-unit laundry.
1005 Watson St #1, Key West, FL 33040 is a 3 bedroom, 2 bathroom, 1,070 sqft condo built in 1933. 1005 Watson St #1 is located in Old Town, Key West. This property is currently available for sale and was listed by FLKMLS on Jul 9, 2026. The MLS # for this home is MLS# 620577.