1022 Fleming St Key West, FL 33040
Old Town NeighborhoodEstimated payment $10,099/month
About This Home
Invest in Key West with this legal Duplex which can be easily converted to a single family home! Step into a piece of Key West history with this light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool--perfect for relaxing and entertaining. The upper unit is currently rented. It boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!
Listing Agent
Ocean Sotheby's International Realty License #3043680 Listed on: 09/07/2025
Map
Property Details
Home Type
Multi-Family
Year Built
1928
Lot Details
2,614 Sq Ft Lot
Listing Details
- Property Type: Residential
- Style: Duplex
- As Is Right To Inspect: Yes
- First Right of Refusal: No
- Mandatory HOA: No
- Fee Includes: None
- Financial Status Bank Owned: No
- Financial Status Potential Short Sale: No
- Handicap Access: No
- Key Island: Key West
- K W Neighborhood: Old Town-N of Truman
- Limited Representation: No
- Marathon Neighborhood: N/A
- Mile Marker: 1.00
- Min Rental Days: 29.00
- M L S Identifier: 20060123165453488875000000
- Neighborhood Feature: Bike Paths
- Pets: Pets Allowed
- Property Group I D: 19990816212109142258000000
- Side: Median
- State Province: FL
- Taxes: 14546.90
- Title: Negotiable
- Year Built: 1928
- Alternate Key Number: 1007617
- Cooling Heating: Ceiling Fans(s), Ductless
- Lot Sq Ft: 2724.00
- Pool Info: In Ground, Concrete
- Porch Balcony: Open Porch/Balcony, Deck
- Shutters: Panel
- Species List: No
- Tax Exemptions: None
- Building Style Above Flood: Yes
- Building Style Stories: 2 Stories
- Estimated Living Sq Ft: 2016.00
- Pre Wired: Cable, Surround Sound
- Property Condition: Updated/Remodeled
- Sewer Hook Up: Yes
- Statistical Purposes Only: No
- Special Features: None
- Property Sub Type: MultiFamily
- Stories: 2
Interior Features
- Interior Amenities: Drapes/Blinds Incl, Built-in Cabinets, Smoke Alarms
- Floor Number: 2.00
- Total Bathrooms: 2.00
- Full Bathrooms: 2
- Appliances: Washer, Stainless Steel Appliance(s), Oven, Range, Refrigerator, Dryer
- Floor: Tile, Combo, Wood
- Windows/Doors: Double Hung Windows, Wood Windows, French Doors
- Total Bedrooms: 4
Exterior Features
- Dockage: None
- Waterfront: None
- Waterfront: No
- Construction: Frame
- Exterior Features: Fencing
- Roof: Metal Roof
- Waterview: No Waterview
- Pool: Yes
Utilities
- Security: Secured Building, On Premises System
- Utilities: FKAA, Water Separate Meter, Elect Separate Meter
- Heating: Ductless
Lot Info
- Deed Restrictions: Unknown
- Flood Zone: AE
- Land Size: Less Than 1/4 Acre
- Acres: 0.06
Rental Info
- Rentals Allowed: With Restrictions
- Furnished: Negotiable
Tax Info
- Tax Year: 2024
Multi Family
- Total Units: 2.00
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $14,547 | $1,656,783 | $858,550 | $798,233 |
| 2024 | $13,991 | $1,650,209 | $858,550 | $791,659 |
| 2023 | $13,991 | $1,561,596 | $789,109 | $772,487 |
| 2022 | $12,269 | $1,378,368 | $597,618 | $780,750 |
| 2021 | $9,536 | $991,277 | $453,124 | $538,153 |
| 2020 | $9,224 | $959,522 | $415,247 | $544,275 |
| 2019 | $8,717 | $893,930 | $405,427 | $488,503 |
| 2018 | $10,508 | $1,075,130 | $506,432 | $568,698 |
| 2017 | $10,757 | $1,083,212 | $0 | $0 |
| 2016 | $10,657 | $1,012,946 | $0 | $0 |
| 2015 | $3,507 | $308,447 | $0 | $0 |
| 2014 | $3,657 | $305,999 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 03/30/2026 03/30/26 | Price Changed | $1,650,000 | -2.9% | $818 / Sq Ft | |
| 03/19/2026 03/19/26 | Price Changed | $1,700,000 | -2.9% | $843 / Sq Ft | |
| 02/24/2026 02/24/26 | Price Changed | $1,750,000 | -5.4% | $868 / Sq Ft | |
| 02/16/2026 02/16/26 | Price Changed | $1,850,000 | -7.5% | $918 / Sq Ft | |
| 10/31/2025 10/31/25 | Price Changed | $1,999,990 | -2.4% | $992 / Sq Ft | |
| 10/21/2025 10/21/25 | Price Changed | $2,050,000 | -2.4% | $1,017 / Sq Ft | |
| 09/07/2025 09/07/25 | For Sale | $2,100,000 | +40.0% | $1,042 / Sq Ft | |
| 07/09/2021 07/09/21 | Sold | $1,500,500 | +1.0% | $744 / Sq Ft | View Prior Sale |
| 04/18/2021 04/18/21 | Price Changed | $1,485,000 | -6.6% | $737 / Sq Ft | |
| 01/18/2021 01/18/21 | For Sale | $1,590,000 | +38.3% | $789 / Sq Ft | |
| 08/02/2019 08/02/19 | Sold | $1,150,000 | -16.6% | $570 / Sq Ft | View Prior Sale |
| 06/02/2019 06/02/19 | Pending | -- | -- | -- | |
| 01/03/2019 01/03/19 | For Sale | $1,379,000 | +37.9% | $684 / Sq Ft | |
| 07/24/2015 07/24/15 | Sold | $1,000,000 | -8.7% | $496 / Sq Ft | View Prior Sale |
| 07/03/2015 07/03/15 | Pending | -- | -- | -- | |
| 06/09/2015 06/09/15 | For Sale | $1,095,000 | -- | $543 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | -- | None Listed On Document | |
| Warranty Deed | $1,500,500 | Florida Title Professional | |
| Warranty Deed | $1,150,000 | Attorney | |
| Warranty Deed | $1,000,000 | Attorney | |
| Warranty Deed | $142,000 | -- | |
| Warranty Deed | $94,500 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $862,500 | Commercial |
Source: Key West Association of REALTORS®
MLS Number: 616423
APN: 00007340-000000
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