A rare opportunity to own a beautifully renovated historic property on coveted Fleming Street in the heart of Old Town Key West. Thoughtfully designed and renovated with exceptional craftsmanship, this unique property offers 7 bedrooms and 6 baths, creating an extraordinary combination of flexibility, privacy, and Old Town charm.
The property is comprised of a 5-bedroom, 4-bath main residence, a separate one-bedroom guest apartment, and a one-bedroom pool cottage, each offering its own living space and kitchen. The guest apartment provides the perfect private quarters for visiting family and friends, or could easily be incorporated into the main residence to create additional living space or an expansive primary suite. The detached pool cottage offers yet another private retreat or rental opportunity.
Outdoor living is at the heart of this exceptional property. A secluded, lushly landscaped entertaining area features a lagoon-style heated saltwater pool, tiki bar, and outdoor shower - an ideal setting for relaxing afternoons, sunset cocktails, and entertaining guests. Front and rear balconies provide additional opportunities to enjoy the quintessential Key West lifestyle, from morning coffee to evening cocktails.
A private off-street parking space adds an especially valuable convenience in Old Town. Inside, the renovation reflects an exceptional level of craftsmanship and attention to detail, with beautiful finishes and crown molding throughout.
Just a few blocks from the energy of Duval Street, the Historic Seaport and all that Old Town Key West has to offer, yet designed to provide a private oasis when you return home. A truly special property with endless possibilities for living, entertaining, and enjoying the Key West lifestyle.
Owner is a licensed Florida Real Estate agent.
For sale
$5,300,000
923 Fleming St, Key West, FL 33040
7beds
3,121sqft
Single Family Residence
Built in 1889
4,356 Square Feet Lot
$5,188,600 Zestimate®
$1,698/sqft
$-- HOA
What's special
Lagoon-style heated saltwater poolOne-bedroom pool cottagePrivate off-street parking spaceTiki barSeparate one-bedroom guest apartmentOutdoor showerFront and rear balconies
- 5 days
- 754
- 49
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Julie L Keller 612-839-3079,
Realty ONE Group Destination
Source: FLKMLS,MLS#: 621882
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 6
- Full bathrooms: 6
Heating
- Has Heating (Unspecified Type)
Cooling
- Wall/Window Unit(s), Ductless
Appliances
- Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Stainless Steel Appliance(s)
Features
- Built-in Features, Dade County Pine, Walk-in Closet(s)
- Flooring: Wood
Interior area
- Total structure area: 3,121
- Total interior livable area: 3,121 sqft
Property
Features
- Patio & porch: Open Porch/Balcony, Deck
- Exterior features: Bar, Outdoor Shower
- Has private pool: Yes
- Pool features: In Ground, Salt Water
- Fencing: Fenced
Lot
- Size: 4,356 Square Feet
- Dimensions: 45 X 100
Details
- Additional structures: Guest House
- Parcel number: 00005430000000
- Zoning: HMDR - Historic Medium Density Residential
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Frame
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1889
Utilities & green energy
- Utilities for property: Water Separate Meter, Elect Separate Meter
Community & HOA
Community
- Subdivision: Old Town - Unlisted (1.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Key West
Financial & listing details
- Price per square foot: $1,698/sqft
- Tax assessed value: $1,907,596
- Annual tax amount: $15,782
- Date on market: 10/31/2026
- Listing terms: Cash,Conventional
Estimated market value
$5,188,600
$4.93M - $5.45M
$4,821/mo
Price history
| Date | Event | Price |
|---|---|---|
| 10/31/2026 | Listed for sale | $5,300,000+265.5%$1,698/sqft |
Source: | ||
| 7/27/2018 | Sold | $1,450,000$465/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $15,783 -6.8% | $1,754,554 -6.2% |
| 2024 | $16,927 +6.9% | $1,870,745 +10% |
| 2023 | $15,833 +33.6% | $1,700,677 +31% |
| 2022 | $11,854 +0.8% | $1,298,381 +5% |
| 2021 | $11,758 +2.1% | $1,236,782 +1.8% |
| 2020 | $11,521 | $1,214,716 -0.1% |
| 2019 | $11,521 -3.8% | $1,216,291 +97% |
| 2018 | $11,976 +91% | $617,291 +3.8% |
| 2017 | $6,272 +3% | $594,753 +7.5% |
| 2016 | $6,090 +1.5% | $553,235 +2.6% |
| 2015 | $6,002 | $539,296 |
Find assessor info on the county website
Monthly payment
Est. payment





