Welcome to 1020 Fleming Street, an adorable Conch Cottage situated on the corner of prestigious Fleming Street and Nassau Lane. Built in 1918, this two (2) bedroom and one (1) bath charming and historic home is the perfect retreat in Old Town, Key West. Once a famous Old Town Grocery Store.Step inside your white picket fence and into one of two brick-paved courtyards, complete with a fire pit with bench seating and a bistro-style dining area. Entering the home, you're greeted by an open concept floor plan framed by vaulted ceilings with exposed beams. The spacious living area and kitchen feature hardwood floors throughout with windows on both sides of the home, and a built-in dining nook. Through double pocket doors you'll find the Primary Bedroom with access to an additional brick-paved courtyard, shaded by potted palms.A second guest room also has access to the outdoors, making the most of the home's indoor-outdoor flow. The shared bath is tastefully updated with a custom walk-in shower featuring dual showerheads and stylish tilework.Walk to all that Key West has to offer, including fine dining, world-famous bars, boutique shopping, and the Historic Seaport. This home truly embodies the timeless charm and character of Key West. Schedule your private showing today!
For sale
Price cut: $50K (2/26)
$1,392,100
1020 Fleming St, Key West, FL 33040
2beds
759sqft
Est.:
Single Family Residence
Built in 1918
871.2 Square Feet Lot
$1,298,500 Zestimate®
$1,834/sqft
$-- HOA
What's special
Stylish tileworkBrick-paved courtyardsOpen concept floor planShaded by potted palmsHardwood floorsBuilt-in dining nookBistro-style dining area
- 148 days |
- 335 |
- 10 |
Zillow last checked: 7 hours ago
Listing updated: February 26, 2026 at 02:15am
Listed by:
Bobby W Coe IV 305-363-9665,
RE/MAX Keys Connection (KW)
Source: FLKMLS,MLS#: 617236
Originating MLS: Key West Association
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Cooling
- Wall/Window Unit(s), Ceiling Fans(s)
Appliances
- Included: Refrigerator, Oven
Interior area
- Total interior livable area: 759 sqft
Property
Features
- Patio & porch: Patio
- Fencing: Fenced
- Water view: None
- Waterfront features: None, Dockage: None
Lot
- Size: 871.2 Square Feet
- Features: Less Than 1/4 Acre
Details
- Parcel number: 00007340000100
- Zoning: HHDR
- Zoning description: Historic High Density Residential
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Conch
- Property subtype: Single Family Residence
Materials
- Frame
- Roof: Metal
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1918
Utilities & green energy
- Sewer: Municipal Sewer, Public Sewer
- Utilities for property: FKAA, Buyer to Verify
Community & HOA
Community
- Security: No Security
- Subdivision: Old Town - Unlisted (1.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Key West
Financial & listing details
- Price per square foot: $1,834/sqft
- Tax assessed value: $638,481
- Annual tax amount: $2,701
- Date on market: 11/7/2025
- Listing terms: No Seller Finance,FHA,VA Loan,Conventional,Cash
Estimated market value
$1,298,500
$1.23M - $1.36M
$6,701/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/26/2026 | Price change | $1,392,100-3.5%$1,834/sqft |
Source: | ||
| 11/7/2025 | Listed for sale | $1,442,100-17.6%$1,900/sqft |
Source: | ||
| 9/5/2025 | Listing removed | $1,750,000$2,306/sqft |
Source: | ||
| 12/31/2024 | Listed for sale | $1,750,000+264.6%$2,306/sqft |
Source: | ||
| 5/18/2006 | Sold | $480,000+370.6%$632/sqft |
Source: | ||
| 7/18/2000 | Sold | $102,000$134/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,857 +5.8% | $320,188 +2.9% |
| 2024 | $2,701 +2% | $311,165 +3% |
| 2023 | $2,647 +4.7% | $302,102 +3% |
| 2022 | $2,529 -1.4% | $293,303 +3% |
| 2021 | $2,566 +1.8% | $284,761 +1.4% |
| 2020 | $2,521 | $280,830 +2.3% |
| 2019 | $2,521 +1.6% | $274,517 +1.9% |
| 2018 | $2,481 +0.4% | $269,399 +2.1% |
| 2017 | $2,471 +0.6% | $263,858 +2.1% |
| 2016 | $2,456 -2.5% | $258,431 +0.7% |
| 2015 | $2,520 | $256,635 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$7,893/mo
Principal & interest
$6942
Property taxes
$951
More affordability tools
Climate risks
Neighborhood: Old Town
Nearby schools
GreatSchools rating
- 4/10Gerald Adams Elementary SchoolGrades: PK-5Distance: 3.5 mi
- NAMonroe Virtual FranchiseGrades: K,2-3,5-12Distance: 0.3 mi
- 3/10Key West High SchoolGrades: 9-12Distance: 1.3 mi
Local experts in 33040
- Florida
- Monroe County
- Key West
- 33040
- Old Town
- 1020 Fleming St







