1022 Fleming St

2,016 Sq. Ft.
$818 / Sq. Ft.
2,016
Sq. Ft.
$818
per Sq. Ft.

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...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!
  1. Listed by Ellen Gvili • Ocean Sotheby's International Realty

Property Details for 1022 Fleming Street

Waterfront
None
Waterfront
No
Zoning
HMDR - Historic Medium Density Residential
Subdivision
Old Town - Unlisted (1.0)
Pets
Pets Allowed
LISTING UPDATED: 04/22/2026 10:26 PM

Property Details for 1022 Fleming Street

StatusActive
MLS #616977
Days on Market234
Taxes$14,547 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1928
Lot Size0.06 AC / 2,724 SF
CountyMonroe County

Location

Listing Courtesy of Ocean Sotheby's International Realty
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Building Information for 1022 Fleming Street

Stories2Year Built1928Building Size-Lot Size0.06 AC / 2,724 SF

Payment Calculator

$9,521 per month

30 year fixed, 6.46% Interest

Principal and Interest

$8,309

Property Taxes

$1,212

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 1022 Fleming Street

Summary
Location and General Information
  • Waterview: No Waterview
  • Area: 02 - Key West
  • Absolute Longitude: 81.796122
  • Control Depth: 0
  • Listing Board: Key West Association
  • Side: Median
  • KW Neighborhood: Old Town-N of Truman
  • Mile Marker: 1.0
  • Marathon Neighborhood: N/A
  • Neighborhood Feature: Bike Paths
  • Key/Island: Key West
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: No
  • Association Info: 1st Right of Refusal: No
  • Fee Includes: None
  • Furnished: Negotiable
  • Tax Year: 2024
  • Tax Exemptions: None
Property
Lot Information
  • Acres: 0.06
  • Parcel #: 00007340-000000
  • Land Size: Less Than 1/4 Acre
Property and Assessments
  • Legal: 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/
  • MLS Approved: Y
  • Bank Owned: No
  • SqFt Source: Tax Records
  • Flood Zone: AE
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: Unknown
  • Picture Count: 58
  • Document Count: 0
  • Building Style: Above Flood: Yes
  • Property Condition: Updated/Remodeled
  • Security: Secured Building, On Premises System
  • Title: Negotiable
Utilities
  • Utilities: FKAA, Water Separate Meter, Elect Separate Meter
  • Pub Sewer HkUp: Yes
  • Species List: No
  • Pool: Yes
  • Handicap Access: No
  • Pool Info: In Ground, Concrete
  • Porch/Balcony: Open Porch/Balcony, Deck
Interior and Exterior Features
Interior Features
  • Floor: Tile, Combo, Wood
  • Floor Number: 2.0
  • Interior Features: Drapes/Blinds Incl, Built-in Cabinets, Smoke Alarms
  • Pre-Wired: Cable, Surround Sound
  • Appliances: Washer, Stainless Steel Appliance(s), Oven, Range, Refrigerator, Dryer
Exterior Features
  • Roof: Metal Roof
  • Shutters: Panel
  • Construction: Frame
  • Dockage: None
  • Exterior Features: Fencing
  • Windows/Doors: Double Hung Windows, Wood Windows, French Doors

Property History for 1022 Fleming Street

DateEvent & SourcePriceAppreciation
Apr 20, 2026

Listed (Active)

FKMLS #616977

Apr 20, 2026

Listed (Active)

FKMLS #616423

Apr 13, 2026

Backup Contract

FKMLS #616977

DateEvent & SourcePrice
04/20/2026

Listed (Active)

FKMLS #616977

04/20/2026

Listed (Active)

FKMLS #616423

04/13/2026

Backup Contract

FKMLS #616977

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1022 Fleming Street

Taxable ValueLand$858,550Additions$798,233Total$1,656,783
Tax Record2024$14,547 ($1,212 / month)
Home Facts
Beds4Baths2Total Finished SqFt2,016 SqFtAbove Grade Finished SqFt2,016 SqFtStories2Lot Size2,736 SqFtStyleSingle Family ResidenceYear Built1928Year Renovated2018CountyMONROEAPN00007340-000000

Schools near 1022 Fleming Street

This home is within Monroe.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - K to 12
Public - 9 to 12
Public - K to 5
Rating
School
Distance
Gerald Adams Elementary School
PublicPK to 5

Monroe Virtual Instruction Program
PublicK to 12

Key West High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

1022 Fleming Street is a single family home for sale in Key West, FL 33040. This property was listed for sale on September 22, 2025 by Ocean Sotheby's International Realty, it's currently listed at $1,650,000. It has been on the market for a total of 234 days and was last sold on July 9, 2021. This listing's school district is Monroe. Nearby schools include Gerald Adams Elementary School, Monroe Virtual Instruction Program and Key West High School. 1022 Fleming Street is a 4-bed, 2-bath, 2,016 sqft single family home built in 1928.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Ocean Sotheby's International Realty

Based on information from one of the following Multiple Listing Services: Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.