1005 Watson St #1, Key West, FL 33040
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FOR SALE
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1005 Watson St #1
Key West, FL 33040

Old Town
  • 3 Beds
  • 2 Baths
  • 1,070 sqft

$1,575,000

Est. Mortgage $10,790/mo*

$1,575,000

Est. Mortgage $10,790/mo*
3 Beds
2 Baths
1,070 sqft
We estimate this home will sell faster than 91% nearby.

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

Description

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 cafes, 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.
We estimate this home will sell faster than 91% nearby.

Home Highlights

Parking
2 Parking Spaces
Outdoor
Patio, Pool
View
No Info
HOA
$1,700/Monthly
Price/Sqft
$1,472
Listed
11 days ago

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
Utilities: FKAAAppliances: Washer, Stainless Steel Appliance(s), Microwave, Oven, Range, Refrigerator, Dishwasher, DryerDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Has CoolingAir Conditioning: Central Air
Windows, Doors, Floors & Walls
Door: French DoorsFlooring: Wood
Levels, Entrance, & Accessibility
Floors: Wood
Room & Shared Space
Shared space is furnished

Exterior Features

Exterior Home Features
Patio / Porch: PatioVegetation: Fruit Tree(s)Other Structures: Shed(s)Exterior: Outdoor ShowerHas a Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageNo Open ParkingParking Spaces: 2Parking: Off Street
Pool
Pool: Heated, In Ground, Salt WaterPool
Frontage
Waterfront: None, Dockage: NoneNot on Waterfront
Water & Sewer
Sewer: Municipal Sewer, Public Sewer

Days on Market

Days on Market: 11

Property Information

Year Built
Year Built: 1933
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium, Single Family ResidenceArchitecture: 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

Location

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

Agent Information

Listing Agent
Listing ID: 620577

HOA

HOA Fee Includes: Maintenance Structure, Maintenance Grounds, Building InsuranceAssociation for this Listing: Key West AssociationHas an HOAHOA Fee: $1,700/Monthly

Lot Information

Lot Area: 4984 sqft

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 620577Water View: None
Last check for updates: about 22 hours ago
Listing courtesy of Megan McDowell, (305) 898-2403
Brenda Donnelly Real Estate LLC
Originating MLS: Key West Association
Source: FLKMLS, MLS#620577

Market trends in Key West

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.23M
$20.83K
MoM
Sale-to-List Price
94.6%
0.3%
MoM
Price per sq ft
$958
$15
MoM
Available listings
288
17
MoM

Price History for 1005 Watson St #1

DatePriceEventSource
07/09/2026$1,575,000Listed For SaleKey West AOR #620577
03/31/2023$1,350,000Sold
FLKMLS #600323
02/02/2023$1,350,000ContingentKey West AOR #600323
01/31/2023$1,350,000Listed For SaleKey West AOR #600323
10/17/2022ListingRemovedFLKMLS #600323
08/28/2022$1,399,000PriceChange
Key West AOR #600323
06/10/2022$1,499,000PriceChange
Key West AOR #600323
05/04/2022$1,599,000PriceChange
Key West AOR #600323
03/28/2022$1,599,999Listed For SaleKey West AOR #600323
05/18/2021$950,000Sold
N/A
11/17/2014$750,000Sold
FLKMLS #117938
11/13/2014$795,000PendingAgent Provided
11/13/2014$795,000Listed For SaleAgent Provided
01/03/2014$869,000ListingRemovedAgent Provided
04/16/2013$869,000Listed For SaleAgent Provided
04/29/2005$799,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$9,606
Assessment$1,099,318
Home facts updated by county records

Comparable Sales for 1005 Watson St #1

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.14
Condo
$750,000
04/10/26
2
1
732
0.13
Condo
$725,000
07/15/26
2
2
768
0.33
Condo
$1,150,000
01/06/26
2
2
1,034
0.60
Condo
$1,325,000
05/22/26
2
2.5
1,082
0.47
Condo
$1,270,000
05/27/26
2
2
1,207
0.50
Condo
$1,165,000
03/31/26
2
2
958
0.85
Condo
$1,565,000
04/17/26
2
2
1,002
0.36
Condo
$562,500
05/22/26
1
1
526
0.78
Condo
$1,035,000
12/05/25
3
2
1,156
0.17
Condo
$550,000
06/22/26
2
1
677

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 1005 Watson St #1.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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."
  • 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."
  • 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."
  • Sgarvin3281
    " Bikes are all you need small island. Safe and secure. No commute I do t work here it is a vacation community."
  • 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."
  • Trulia User
    "Feels very safe, super clean, super walkable in old town, and Catholic school looks very vibrant. "
  • Trulia User
    "Great people, great neighborhood, great police, family friendly events. Lots of things to do within a decent drive. Very family friendly generally "
  • 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!"
  • 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. "
  • Hannah B.
    "Vintage Cottage houses, small island feel, Duval Street in a few minutes with hundreds of worldly trendy restaurants "
  • Drlynmar
    "Neighborhood newsletter. Proximity to OldTown events, festivals and parades. Walk to everything. Parks, beaches, dog park. Grocery and restaurant delivery. "
  • 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"
  • 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. "
  • mangiamangia
    "Lived in this neighborhood for 25 years. Walk and anywhere. Far enough of Duval to escape the noise and drunks."
  • Sajsk
    "vacationed in that area -- charming and great location and amenities, yet quiet."
  • 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. "

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 Board of Realtors.
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.