1111 Watson St #B, Key West, FL 33040
OFF MARKET
  • 2 Beds
  • 2 Baths
  • 1,086 sqft

1111 Watson St #B, Key West, FL 33040

Old Town

Home Highlights

Apartment
1,086 sqft

Local Information

  • Map ViewExplore the area around 1111 Watson St #B.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Private deckPalm-lined pathOutdoor pavilionVaulted ceilingsOriginal cuban tile detailsPrivate gate
VACATION RENTAL - OFFERED SEASONALLY APRIL 1- OCTOBER 31 ANNUALLY.

NOT AVAILABLE NOVEMBER - MARCH

The Secret Garden is a charming 2-bedroom, 2-bath cottage that offers a delightful retreat with a serene atmosphere. Featuring a cozy interior, this cottage provides comfortable accommodations for guests, with modern amenities and tasteful decor. Outside, enjoy access to a shared pool and hot tub, perfect for relaxation and unwinding after a day of exploring. Surrounded by beautiful gardens, this idyllic setting makes it an ideal getaway for couples or business professionals seeking tranquility and nature.

LOCATION: Located on Watson Street just 3 blocks from White Street Pier, Higgs Beach Park, Tennis/ Pickle Ball Courts. 6 Blocks to Duval St and 1 mile to the Key West Airport.

SLEEPING ARRANGEMENTS:
Primary Suite - King bed, chest of drawers, Flat Screen ROKU TV.
Guest Suite- Queen bed, chest of drawers, closet.

BATHROOMS:
Bathroom 1- Spa like bathroom with spacious shower, soaking tub, vanity, toilet and French doors that open to private patio.
Bathroom 2- Shower, vanity, toilet

LIVING SPACE: A beautifully detailed renovation combines old with new! Living room have vaulted open beam ceilings with dual ceiling fans to provide additional comfort. The living room has a sofa, 2 sitting chairs, lamps, 55" flat screen smart tv and is tastefully decorated.
The open floor plan combines living room with kitchen providing free flowing entertainment options.

KITCHEN: Custom kitchen with Quartz counters, stainless appliances, cabinetry, breakfast island and sun-filled breakfast nook overlooking the pool and gardens.

COMMON AREAS: Behind a locked gate are the 5 small cottages that make up this community. Walk down palm filled brick paths and be surrounded by mature florals and faunas that bloom throughout the year. These impeccably maintained grounds provide beautiful and relaxation.

POOL / HOT TUB: A large heated pool and hot tub are available to you for year round enjoyment. There are sun loungers, tables, chairs and umbrellas for you to use while enjoying these amenities.

PRIVATE PATIO: A private patio with outdoor dining area, sitting chairs with ottoman's and outdoor gas grill are located on the side of the home. This is a private patio just for the unit and a great place to enjoy your morning coffee or tea or to settle in and read a good book!

PARKING: Although parking is not assigned the road offers unrestricted parking along the street.

PETS: We love animals but unfortunately do not allow pets in our guest house.

GUEST AGE MINIMUM: Primary guest must be at least 30 years old and must be present for the stay.

SEASONAL VACATION RENTAL - MONTH TO MONTH ONLY

BASE RENT $7250.00
MONTHLY UTILITY CHARGE $400.00
MONTHLY CLEANING FEE $400.00
SALES TAX 12.5% IF STAYING LESS THAN 6 MONTHS - MANDATORY!
1111 Watson St #B, Key West, FL 33040 is a 2 bedroom, 2 bathroom, 1,086 sqft apartment in Old Town. It last sold for $900,000 on Apr 27, 2022 (12,314% above the $7,250 asking price). More recently, it was listed as a rental in July 2025 with an asking price of $7,250 per month. That rental listing was removed on August 17, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $4,149/month.

Home Details for 1111 Watson St #B

Interior Features

Heating & Cooling
Heating: Wall FurnaceAir ConditioningCooling System: Wall UnitHeating Fuel: Wall Furnace
Appliances & Utilities
DishwasherDryerMicrowaveWasher
Levels, Entrance, & Accessibility
Floors: Hardwood, Tile

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 Month

Exterior Features

Pool
Pool

Additional Information

Pool

Comparable Sales for 1111 Watson St #B

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1113 Truman Ave, Key West, FL
0.12
Apartment
$1,700,000
10/21/25
2
1
700 sqft
1616 Bertha St #2, Key West, FL
0.78
Apartment
$1,075,000
12/19/25
2
2
898 sqft
1119 Simonton St #A1, Key West, FL
0.42
Apartment
$1,425,000
06/25/26
1
1
600 sqft
620 Thomas St #175, Key West, FL
0.86
Apartment
$770,000
05/29/26
2
1
604 sqft
421 United St, Key West, FL
0.57
Apartment
$200,000
06/29/26
3
3
2,500 sqft
3312 Northside Dr #111, Key West, FL
1.99
Apartment
$430,000
04/29/26
2
2
792 sqft
3675 S Roosevelt Blvd, Key West, FL
2.50
Apartment
$8,000
07/23/26
2
2
1,066 sqft
908 Trinity Dr #5, Key West, FL
2.22
Apartment
$1,000,000
01/15/26
1
250 sqft
Home facts updated by county records

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Rental Market Trends in Old Town

Last updated Sep 2026
Trulia Rent Estimate$4,149/mo
Average rent
$4.5K
$500MoM
Available listings
30
View rental market trends in Key West, FL

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

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Aug 1, 2026
Source: Key West AOR #618516
ListingRemoved
$1,299,000
May 19, 2026
Source: FLKMLS #618516
PriceChange
$1,299,000
Price decreased by 7%
Mar 20, 2026
Source: FLKMLS #618516
PriceChange
$1,399,000
Price decreased by 2%
Feb 6, 2026
Source: Key West AOR #618516
Listed For Sale
$1,425,000
Aug 17, 2025
Source: Zillow Rentals
ListingRemoved
$7,250

Frequently asked questions about 1111 Watson St #B

  • What is the price history for 1111 Watson St #B?
    1111 Watson St #B in Key West, FL last sold for $900,000 in April 2022.
  • Is Key West a buyer's or seller's market?
    Key West is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Key West?
    The median sale price in Key West is $1.14M. That is down $143K from the prior month.
  • What are the closest schools to 1111 Watson St #B?
    The closest schools to 1111 Watson St #B in Key West, FL are Horace O'bryant School (Pre-K/Elementary/Middle, rated 3/10), Key West High School (rated 4/10).
  • Does 1111 Watson St #B have air conditioning?
    Yes, 1111 Watson St #B in Key West, FL has air conditioning.
  • Does 1111 Watson St #B have a pool?
    Yes, 1111 Watson St #B in Key West, FL has a pool.

Homes for rent near 1111 Watson St #B

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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