800 Fleming St #C-2, Key West, FL 33040
Property image
Property image
OFF MARKET

$1,514,400

Trulia Estimate
as of Sep 22, 2026
  • 2 Beds
  • 2 Baths
  • 1,443 sqft

800 Fleming St #C-2, Key West, FL 33040

Old Town

Home Highlights

Apartment
1,443 sqft
$1,049/sqft

Local Information

  • Map ViewExplore the area around 800 Fleming St #C-2.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

About this House

December and April are still available!!
Welcome to your dream residence in the heart of Key West, Florida! Nestled in a prime location, this 2-bedroom apartment offers the perfect blend of comfort, convenience, and the laid-back charm that defines Key West living. Situated in the heart of Key West, this apartment is a stone's throw away from the vibrant energy of Duval Street and the historic charm of Old Town. Immerse yourself in the island's unique culture, where lively restaurants, art galleries, and boutiques line the streets. Step into a thoughtfully designed living space that reflects the relaxed atmosphere of Key West. The open-concept layout seamlessly connects the living and dining areas, creating an inviting space for both relaxation and entertainment. The interiors are adorned with tasteful furnishings, capturing the essence of island-inspired living. This apartment features two bedrooms 2 bath's each offering a tranquil retreat after a day of exploring the island. Enjoy a restful night's sleep in well-appointed rooms designed with your comfort in mind. One of the highlights of this property is the inviting common pool area. Dive into the refreshing waters or lounge under the warm Florida sun. It's the perfect spot to unwind, socialize, or simply enjoy the tropical surroundings. With a location that boasts a high Walk Score, everything you need is within easy reach. From world-class dining options to quaint cafes and eclectic shops, Key West's best offerings are just a stroll away. Embrace the carefree island lifestyle and leave the car behind as you explore this enchanting community on foot. Welcome to your 2-bedroom sanctuary in the heart of Key West, where every day is an opportunity to soak in the sun, savor delicious cuisine, and relish the vibrant atmosphere that surrounds you. Don't miss the chance to make this apartment your vacation spot and experience the magic of paradise. Your perfect Key West lifestyle awaits!

** No elevator, stairs only to apartment

This is a 30 day min. vacation rental. Rental Fee: $10,225.00:Booking Fee $50.00: Cleaning Fee $400.00: Tax 12.5%: No elevator in Building. Parking off street, or small parking spot for compact car.
800 Fleming St #C-2, Key West, FL 33040 is a 2 bedroom, 2 bathroom, 1,443 sqft apartment in Old Town. It last sold for $1,295,000 on Aug 10, 2021 (12,565% above the $10,225 asking price). More recently, it was listed as a rental in October 2025 with an asking price of $10,225 per month. That rental listing was removed on October 28, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,514,400, with a rent estimate of $4,873/month.

Home Details for 800 Fleming St #C-2

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 Year

Interior Features

Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Wall Unit
Levels, Entrance, & Accessibility
Floors: Hardwood, Tile

Exterior Features

Pool
Pool
Parking & Garage
Parking: Off Street Parking, On Site

Additional Information

Pool

Comparable Sales for 800 Fleming St #C-2

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1113 Truman Ave, Key West, FL
0.48
Apartment
$1,700,000
10/21/25
2
1
700 sqft
620 Thomas St #175, Key West, FL
0.54
Apartment
$770,000
05/29/26
2
1
604 sqft
1119 Simonton St #A1, Key West, FL
0.55
Apartment
$1,425,000
06/25/26
1
1
600 sqft
421 United St, Key West, FL
0.68
Apartment
$200,000
06/29/26
3
3
2,500 sqft
1616 Bertha St #2, Key West, FL
1.30
Apartment
$1,075,000
12/19/25
2
2
898 sqft
3312 Northside Dr #111, Key West, FL
2.33
Apartment
$430,000
04/29/26
2
2
792 sqft
3675 S Roosevelt Blvd, Key West, FL
3.00
Apartment
$8,000
07/23/26
2
2
1,066 sqft
908 Trinity Dr #5, Key West, FL
2.55
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$4,873/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
Oct 28, 2025
Source: Zillow Rentals
ListingRemoved
$10,225
Oct 8, 2025
Source: Zillow Rentals
Listed For Rent
$10,225
Sep 17, 2025
Source: Zillow Rentals
ListingRemoved
$10,225
Jul 29, 2025
Source: Zillow Rentals
Listed For Rent
$10,225
Aug 10, 2021
Source: FLKMLS #596631
Sold
$1,295,000

Frequently asked questions about 800 Fleming St #C-2

  • What is 800 Fleming St #C-2 estimated to be worth?
    Trulia's estimated value for 800 Fleming St #C-2 in Key West, FL is $1,514,400.
  • What is the price history for 800 Fleming St #C-2?
    800 Fleming St #C-2 in Key West, FL last sold for $1,295,000 in August 2021.
  • 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.
  • Does 800 Fleming St #C-2 have air conditioning?
    Yes, 800 Fleming St #C-2 in Key West, FL has air conditioning.
  • Does 800 Fleming St #C-2 have a pool?
    Yes, 800 Fleming St #C-2 in Key West, FL has a pool.

Homes for rent near 800 Fleming St #C-2

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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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