Date
Details
Price
Change
Source
9/22/2025
Listed
$1,650,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$1,650,000
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Property Description
Invest in Key West with this Duplex which can be also easily used as a single family home! Step into a piece of Key West history with this move in ready, 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!
Full Property Details
Full Property Details for 1022 Fleming St
General
- Price: $1,650,000
- Taxes: $14,546 (2024)
- Status: Active
- Type: Single Family
- Source: 927
- MLS ID: 616977
- Updated: 5/13/2026
- Added to Site: 234 day(s) ago
Interior
- Interior Features: Built-in Cabinets, Drapes/Blinds Incl, Smoke Alarms, Wired for Sound
- Appliances: Stainless Steel Appliance(s), Dryer, Oven, Range, Refrigerator, Washer
- Flooring: Wood, Tile, Combo
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Additional Information
- Shared Amenities: Bike Paths
- Pool: Yes
- Pool Description: Concrete, In Ground
- Security/Safety: On Premises System, Secured Building
Exterior
- Exterior Features: Fencing
- Deck/Patio: Open Porch/Balcony, Deck
- Porch/Patio/Deck: Open Porch/Balcony, Deck
Location
- Area: 02 - Key West
- County: Monroe
- Subdivision: Old Town - Unlisted (1.0)
Community
- Assoc. Fees Include: None
- Pets Allowed: Yes
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ductless, Ceiling Fans(s)
- Heating Type: Ductless
Structural Information
- Architectural Style: Above Flood
- Construction Status: Updated/Remodeled
- Construction: Frame
- Roof: Metal
- Windows/Doors: Double Hung Windows, French Doors, Wood Windows, Shutters
- Square Feet: 2,016
- Sq. Ft. Source: Tax Records
- Year Built: 1928
- Property Condition: Updated/Remodeled
Lot Features
- Property View: No Waterview
- Lot Size (Acres): 0.06
- Lot Size (Sq. Ft.): 2,724
- Zoning: HMDR - Historic Medium Density Residential
Water Features
- Water View: Yes
Financial Considerations
- Tax Amount: $14,546.94
- Tax Year: 2024
- Terms: Cash, Conventional
Disclosures and Reports
- Legal Description: KW PT LOT 2 SQR 45 G31-77-78 OR846-787/88 OR846-789 OR846-1260 OR846-1199 OR846-1198 OR914-576 OR914-577/78 OR1200-397/
- Flood Zone: AE
- APN: 00007340-000000
Listed by Ocean Sotheby's International Realty, Ellen Gvili (305) 304-2933
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Listing agent
— 1022 Fleming St —
Ellen Gvili
Ocean Sotheby's International Realty
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 1022 Fleming St
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Horace O'bryant School 1105 Leon Street, Key West, FL 33040 | 6-8 | 0.6 mi |
Gerald Adams Elementary School 5855 College Road, Key West, FL 33040 | PK-5 | 3.5 mi |
Key West High School 2100 Flagler Avenue, Key West, FL 33040 | 9-12 | 1.3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1022 Fleming St
Tax History
Tax History for 1022 Fleming St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,756
1%
$1,656,783
—
2024
$14,547
4%
$1,650,209
6%
2023
$13,991
47%
$1,561,596
58%
2021
$9,536
-22%
$991,277
-28%
2022
$12,269
29%
$1,378,368
44%
2021
$9,536
9%
$959,522
7%
2019
$8,717
-17%
$893,930
-17%
2018
$10,508
-2%
$1,075,130
-1%
2017
$10,757
1%
$1,083,212
7%
2016
$10,657
204%
$1,012,946
228%
2015
$3,507
-2%
$308,447
1%
2014
$3,588
1%
$305,999
2%
2013
$3,547
—
$299,429
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1022 Fleming St
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- Single Family
- Active
- Updated 21 hours ago
- 4Beds
- 3Total Baths
- 2,733Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,050Sq. Ft.
- Single Family
- Active
- Updated 10 hours ago
- 3Beds
- 2Total Baths
- 1,512Sq. Ft.
- Single Family
- Active
- Updated 12 hours ago
- 3Beds
- 3Total Baths
- 1,589Sq. Ft.
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- Mobile Home
- Active
- Updated 8 hours ago
- 3Beds
- 3Total Baths
- 1,222Sq. Ft.
- Mobile Home
- Active
- Updated 9 hours ago
- 2Beds
- 2Total Baths
- 873Sq. Ft.
- Single Family
- Active
- Updated 8 hours ago
- 3Beds
- 2Total Baths
- 1,548Sq. Ft.
- Single Family
- Active
- Updated 8 hours ago
- 2Beds
- 2Total Baths
- 1,344Sq. Ft.
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- Single Family
- Active
- Updated 11 hours ago
- 3Beds
- 2Total Baths
- 1,968Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 8Beds
- 4Total Baths
- 4,681Sq. Ft.
- Townhouse
- Active
- Updated 5 hours ago
- 2Beds
- 3Total Baths
- 1,248Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,376Sq. Ft.
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- Single Family
- Closed
- Updated 12 hours ago
- 2Beds
- 3Total Baths
- 1,053Sq. Ft.
- Single Family
- Closed
- Updated 11 hours ago
- 4Beds
- 2Total Baths
- 2,242Sq. Ft.
1022 Fleming Street, Key West, FL 33040 (MLS# 616977) is a Single Family property with 4 bedrooms and 2 full bathrooms. 1022 Fleming Street is currently listed for $1,650,000 and was received on September 22, 2025. Want to learn more about 1022 Fleming Street? Do you have questions about finding other Single Family real estate for sale in Key West? You can browse all Key West real estate or contact a Coldwell Banker agent to request more information.