Charming Historic Old Town Key West Home, Ready for Its Next Chapter!
Here's an opportunity for the buyer who sees possibility where others see a project. This 3-bedroom, 1.5-bath historic Key West home is tucked into the heart of Old Town, just minutes from the Historic Seaport, downtown, restaurants, shopping, and everything that makes island living so special.
With classic Key West architecture, a welcoming front porch, hardwood floors, vintage windows, and plenty of original character, the home offers a wonderful starting point for a thoughtful renovation. The interior has been freshly painted, but this is a property that will require renovation and is best suited for a buyer ready to take on a true restoration project.
Currently tenant occupied, the property also offers the advantage of existing rental income while a new owner makes plans, lines up contractors, or prepares for a future renovation or move-in.
The existing floor plan includes generous living space, three bedrooms, a full bath downstairs, a half bath upstairs, and a private backyard with the potential to become a lush tropical retreat.
For the right buyer, the appeal is undeniable: an authentic Old Town home, a highly desirable location, existing income, and the opportunity to restore, reimagine, and create something truly special.
Bring your contractor, your creativity, and your vision. This one isn't pretending to be turnkey, but it just might be worth the work. *some photos digitally enhanced only to remove personal belongings
For sale
$999,000
506 Grinnell St, Key West, FL 33040
3beds
1,416sqft
Single Family Residence
Built in 1938
1,742 Square Feet Lot
$990,600 Zestimate®
$706/sqft
$-- HOA
What's special
Three bedroomsHalf bath upstairsPrivate backyardPlenty of original characterGenerous living spaceWelcoming front porchVintage windows
- 55 days
- 1,776
- 80
Zillow last checked:
Listing updated:
Listed by:
Stacy Stahl 305-731-9510,
Realty ONE Group Destination
Source: FLKMLS,MLS#: 620987
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Cooling
- Wall/Window Unit(s)
Appliances
- Included: Dishwasher, Refrigerator, Range, Gas Appliances
Interior area
- Total structure area: 1,416
- Total interior livable area: 1,416 sqft
Property
Features
- Patio & porch: Open Porch/Balcony
- Exterior features: Fruit Tree(s)
- Fencing: Fenced
Lot
- Size: 1,742 Square Feet
- Dimensions: 22 X 90
Details
- Parcel number: 00007760000000
- Zoning: HHDR - Historic High Density Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Conch
- Property subtype: Single Family Residence
Materials
- Frame
Condition
- Fixer
- New construction: No
- Year built: 1938
Utilities & green energy
- Utilities for property: Cable Available
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: $706/sqft
- Tax assessed value: $1,079,707
- Annual tax amount: $8,348
- Date on market: 8/14/2026
- Listing terms: No Seller Finance,Cash,Conventional
Estimated market value
$990,600
$941,000 - $1.04M
$5,214/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/14/2026 | Listed for sale | $999,000-4.9%$706/sqft |
Source: | ||
| 6/13/2025 | Listing removed | $4,000$3/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/6/2025 | Price change | $4,000-11.1%$3/sqft |
Source: Zillow Rentals Report a problem | ||
| 5/31/2025 | Listing removed | $1,050,000$742/sqft |
Source: | ||
| 5/15/2025 | Listed for rent | $4,500+57.9%$3/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/18/2025 | Price change | $1,050,000-8.7%$742/sqft |
Source: | ||
| 2/20/2025 | Price change | $1,150,000-8%$812/sqft |
Source: | ||
| 1/15/2025 | Listed for sale | $1,250,000+252.1%$883/sqft |
Source: | ||
| 2/12/2015 | Listing removed | $2,850$2/sqft |
Source: Florida Keys Real Estate Company Report a problem | ||
| 2/10/2015 | Price change | $2,850-3.4%$2/sqft |
Source: Florida Keys Real Estate Company Report a problem | ||
| 1/23/2015 | Listed for rent | $2,950$2/sqft |
Source: Florida Keys Real Estate Company Report a problem | ||
| 12/5/2008 | Sold | $355,000+7000%$251/sqft |
Source: | ||
| 9/27/2008 | Listed for sale | -- |
Source: foreclosure.com Report a problem | ||
| 8/21/2008 | Sold | $5,000-98.9%$4/sqft |
Source: Public Record Report a problem | ||
| 6/2/2003 | Sold | $445,000+102.3%$314/sqft |
Source: | ||
| 8/3/1998 | Sold | $220,000+89.7%$155/sqft |
Source: Public Record Report a problem | ||
| 3/17/1994 | Sold | $116,000$82/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,348 +6.9% | $871,935 +10% |
| 2024 | $7,807 +10.2% | $792,668 +10% |
| 2023 | $7,082 +14.6% | $720,607 +10% |
| 2022 | $6,179 +9.5% | $655,097 +10% |
| 2021 | $5,643 +0.4% | $595,543 +0.1% |
| 2020 | $5,619 | $595,068 -1% |
| 2019 | $5,619 -1.7% | $601,018 +8.7% |
| 2018 | $5,716 +6% | $552,980 |
| 2017 | $5,393 +2.5% | $552,980 +12.8% |
| 2016 | $5,262 +4.5% | $490,293 +15.2% |
| 2015 | $5,034 | $425,687 |
Find assessor info on the county website
Monthly payment
Est. payment





