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

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

Old Town
  • 2 Beds
  • 2 Baths
  • 1,443 sqft

$1,519,500

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $8,685/mo*
Refinance Your Home

$1,519,500

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $8,685/mo*
Refinance Your Home
2 Beds
2 Baths
1,443 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

Description

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. It is currently off market. The Trulia Estimate is $1,519,500, with a rent estimate of $5,635/month.

Home Highlights

Parking
No Info
Outdoor
Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

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
Room & Shared Space
Shared space is furnished

Exterior Features

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

Additional Information

Pool

Price History for 800 Fleming St #C-2

DatePriceEventSource
10/28/2025$10,225ListingRemovedZillow Rentals
10/08/2025$10,225Listed For RentZillow Rentals
09/17/2025$10,225ListingRemovedZillow Rentals
07/29/2025$10,225Listed For RentZillow Rentals
08/10/2021$1,295,000Sold
FLKMLS #596631
07/02/2021$1,295,000ContingentFLKMLS #596631
06/29/2021$1,295,000PriceChange
FLKMLS #596631
06/24/2021$1,350,000Listed For SaleFLKMLS #596631
06/05/1997$220,000Sold
N/A
02/09/1995$180,500Sold
N/A

Market trends in Key West

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.2M
$61.67KMoM
Sale-to-List Price
94.9%
0.4%MoM
Price per sq ft
$940
$14MoM
Available listings
304
28MoM
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Property Tax and Assessment

Year2025
Tax$9,931
Assessment$1,138,813
Home facts updated by county records

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
1117 Grinnell St #2, Key West, FL
0.54
Apartment
$810,000
07/18/25
2
1
587
30 Hilton Haven Dr #2B, Key West, FL
1.16
Apartment
$900,000
08/13/25
2
2
1,045
1412 Johnson St #2, Key West, FL
1.04
Apartment
$1,247,000
09/03/25
1
1
400
3314 Northside Dr #26, Key West, FL
2.33
Apartment
$614,000
08/13/25
2
3
1,400
3675 S Roosevelt Blvd, Key West, FL
3.00
Apartment
$15,000
04/15/26
2
2
1,066
908 Trinity Dr #5, Key West, FL
2.55
Apartment
$1,000,000
01/15/26
1
250
6620 Maloney Ave #14, Stock Island, FL
4.26
Apartment
$357,500
04/07/26
2
2
784
Home facts updated by county records

Nearby homes

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Assigned Schools

These are the assigned schools for 800 Fleming St #C-2.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

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Apartments for Rent

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Explore by feature - Pet Friendly

19 pet-friendly rentals in Key West, FL

Explore by feature - Garage

8 rentals with a garage in Key West, FL

Explore by feature - Air Conditioning

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Explore by feature - Pool

83 rentals with a pool in Key West, FL

Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

15 rentals with an outdoor space in Key West, FL

Homes for sale near 800 Fleming St #C-2

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Off Market Homes Near 800 Fleming St #C-2

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