Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,575,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,070 Sq. Ft.
  • Updated 12 hours ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Saturday 7/11 12:00 PM - 2:00 PM

1005 Watson Street #1,Key West, FL 33040

1005 Watson Street #1Key WestFL33040

Get directions

View more dates

Join us at 1005 Watson Street #1 on:

  • Open House: 12:00 PM - 2:00 PM

    Sunday 7/12 12:00 PM - 2:00 PM

    1005 Watson Street #1,Key West, FL 33040
    1005 Watson Street #1Key WestFL33040
See This Home
Save This Home
See This Home
Save This Home
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.

Full Property Details for 1005 Watson St #1

General

  • Price: $1,575,000
  • HOA FEE: $1,700/month
  • Taxes: $9,606 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 620577
  • Updated: 7/9/2026
  • Added to Site: 1 day(s) ago

Interior

  • Appliances: Stainless Steel Appliance(s), Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Washer
  • Flooring: Wood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Pool: Yes
  • Pool Description: Heated, Salt Water, In Ground

Exterior

  • Exterior Features: Fruit Tree(s), Outdoor Shower, Shed
  • Deck/Patio: Patio
  • Porch/Patio/Deck: Patio

Parking

  • Parking Features: Off Street

Location

  • Area: 02 - Key West
  • County: Monroe
  • Subdivision: Gwynn Sub (1.0)

Community

  • Association: Yes
  • Assoc. Fees Include: Bldg Exterior Mnt, Building Insurance, Common Area Mnt
  • Pets Allowed: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air

Structural Information

  • Architectural Style: Above Flood, A-Frame
  • Construction: Frame
  • Windows/Doors: French Doors
  • Square Feet: 1,070
  • Sq. Ft. Source: Property Data Card
  • Year Built: 1933

Lot Features

  • Property View: No Waterview
  • Lot Size (Acres): 0.11
  • Lot Size (Sq. Ft.): 4,984
  • Zoning: HHDR - Historic High Density Residential

Water Features

  • Water View: Yes

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $1,700
  • Assoc Fee Freq.: Monthly
  • Tax Amount: $9,606.3
  • Tax Year: 2025

Disclosures and Reports

  • Legal Description: Unit 1 Watson Street Condominium Or2108-2115 Or2114-2244/45 Or2524-1397/98 Or2712-1756/57 Or3098-0532 Or3218-0827
  • APN: 33270000101

Listed by Brenda Donnelly Real Estate LLC, Megan McDowell (305) 898-2403

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 1005 Watson St #1 —

  • Megan McDowell

    Brenda Donnelly Real Estate LLC

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1005 Watson St #1

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Horace O'bryant School
1105 Leon Street, Key West, FL 33040
6-80.4 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-121 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1005 Watson St #1 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/09/2026
Listed
$1,575,000
16.67%
MLS
3/31/2023
Sold
$1,350,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1005 Watson St #1

Year
Property Taxes
Change
Tax Assessment
Change
2024
$9,532
11%
$1,099,318
10%
2023
$8,551
79%
$1,001,978
87%
2021
$4,773
-37%
$536,812
-38%
2022
$7,561
58%
$862,056
63%
2021
$4,773
3%
$529,401
2%
2019
$4,623
—
$517,499
2%
2018
$4,620
—
$507,850
2%
2017
$4,598
-3%
$497,405
2%
2016
$4,742
-2%
$487,175
1%
2015
$4,835
25%
$483,788
68%
2014
$3,859
17%
$288,718
10%
2013
$3,296
—
$262,471
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 1005 Watson St #1

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Brenda Donnelly Real Estate LLC, Megan McDowell (305) 898-2403

Similar Properties near 1005 Watson St #1

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1505 Johnson St, Key West, FL 33040 - Photo 1
$1,499,000

1505 Johnson St  Key West, FL 33040

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 1,489
    Sq. Ft.
Listed by Truman & Co. (KW), Wendy L Zintsmaster and Truman & Co. (KW), Tonya Cabanas
1211 Knowles Ln, Key West, FL 33040 - Photo 1
$1,475,000

1211 Knowles Ln  Key West, FL 33040

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 1,284
    Sq. Ft.
Listed by Ocean Sotheby's International Realty, Emily Lombard
6 Shore Dr, Saddlebunch, FL 33040 - Photo 1
$1,649,000

6 Shore Dr  Saddlebunch, FL 33040

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 1,589
    Sq. Ft.
Listed by RE/MAX Keys Connection (KW), Holly Ann Burger
21007 4th Ave, Cudjoe Key, FL 33042 - Photo 1
$1,499,000

21007 4th Ave  Cudjoe Key, FL 33042

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,596
    Sq. Ft.
Listed by Coldwell Banker Schmitt Real Estate Co, Diane Corliss

Just Listed near 1005 Watson St #1

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

26D 11th Ave, Stock Island, FL 33040 - Photo 1 Just Listed
$750,000

26D 11th Ave  Stock Island, FL 33040

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,135
    Sq. Ft.
Listed by RE/MAX Keys Connection (KW), Bobby W Coe IV
1934 No Name Dr, Lower Sugarloaf Key, FL 33043 - Photo 1 Just Listed
$999,000

1934 No Name Dr  Lower Sugarloaf Key, FL 33043

  • Single Family
  • Active
  • Updated 15 hours ago
  • 2
    Beds
  • 1
    Total Bath
  • 980
    Sq. Ft.
Listed by Lokation Real Estate, Anne M. Press
1129 Hawksbill Ln, Sugarloaf Key, FL 33042 - Photo 1 Just Listed
$960,000

1129 Hawksbill Ln  Sugarloaf Key, FL 33042

  • Single Family
  • Active
  • Updated 7 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,150
    Sq. Ft.
342 Spanish Main Dr, Cudjoe Key, FL 33042 - Photo 1 Just Listed
$949,000

342 Spanish Main Dr  Cudjoe Key, FL 33042

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,144
    Sq. Ft.
Listed by eXp Realty LLC KW Branch, Monika Rydzak

Price Reduced near 1005 Watson St #1

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

49G Miriam St, Stock Island, FL 33040 - Photo 1 Price Reduced
-$50,000 (-4.55%)
$1,049,000

49G Miriam St  Stock Island, FL 33040

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,000
    Sq. Ft.
Listed by Island Life Realty Experts, Jimmy R Lane
19543 Navajo St, Sugarloaf Key, FL 33042 - Photo 1 Price Reduced
-$6,000 (-0.77%)
$769,000

19543 Navajo St  Sugarloaf Key, FL 33042

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,296
    Sq. Ft.
Listed by Expert Realty LLC, Pamela A Stangler and Expert Realty LLC, Cole Stangler
21470 Overseas Hwy, Cudjoe Key, FL 33042 - Photo 1 Price Reduced
-$295,000 (-4.69%)
$5,995,000

21470 Overseas Hwy  Cudjoe Key, FL 33042

  • Commercial
  • Active
Listed by Select Properties of NWFL, Jennifer A Weeks
701 Spanish Main Dr, Cudjoe Key, FL 33042 - Photo 1 Price Reduced
-$30,000 (-8.57%)
$320,000

701 Spanish Main Dr  #566  Cudjoe Key, FL 33042

  • Mobile Home
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 672
    Sq. Ft.
Listed by Bluescape Real Estate, Jenifer Hirsch

Recent Sales near 1005 Watson St #1

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1033 Catherine St, Key West, FL 33040 - Photo 1 Sold
$1,450,000

1033 Catherine St  Key West, FL 33040

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,897
    Sq. Ft.
Listed by Expert Realty LLC (HQ), Madeleine Young
Sold by Island Home Realty Inc., Paige Bethel
908 Catherine St, Key West, FL 33040 - Photo 1 Sold
$1,667,000

908 Catherine St  Key West, FL 33040

  • Single Family
  • Closed
  • 3
    Beds
  • 4
    Total Baths
  • 1,572
    Sq. Ft.
Listed by Island Life Realty Experts, Jimmy R Lane
Sold by Island Life Realty Experts, Jimmy R Lane and Island Life Realty Experts, Nick Norman
1215 Margaret St, Key West, FL 33040 - Photo 1 Sold
$1,380,000

1215 Margaret St  Key West, FL 33040

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,251
    Sq. Ft.
Listed by Cypress Realty, Inc., Shane Murray Wilson
Sold by Berkshire Hathaway HomeServices Knight & Gardner Realty, Zainya Zimmerer
1217 Petronia St, Key West, FL 33040 - Photo 1 Sold
$1,500,000

1217 Petronia St  Key West, FL 33040

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,667
    Sq. Ft.
Listed by Suzanne Moore Real Estate, Suzanne M Moore
Sold by Expert Realty LLC (HQ), Solaris Gregory

1005 Watson Street #1, Key West, FL 33040 (MLS# 620577) is a Single Family property with 3 bedrooms and 2 full bathrooms. 1005 Watson Street #1 is currently listed for $1,575,000 and was received on July 09, 2026. Want to learn more about 1005 Watson Street #1? Do you have questions about finding other Single Family real estate for sale in Key West? You can browse all Key West real estate or contact a Coldwell Banker agent to request more information.

Tour this property