Introducing 319 Grinnell Street, a captivating residence in the heart of Key West's Historic Seaport, where charm and character abound. This beautifully framed Key West-style home reflects the rich tapestry of the area's history, showcasing classic architecture with inviting porches and intricate details that honor the past.
Nestled among a collection of historic homes, 319 Grinnell Street offers a serene escape while remaining close to the vibrant pulse of the seaport. The Historic Seaport is a treasure trove of maritime heritage, featuring streets lined with art galleries, eclectic shops, and gourmet dining options. This lively district, once the center of the island's shipping trade, now celebrates Key West's legacy through its well-preserved structures and vibrant community life.
Owning 319 Grinnell Street means immersing yourself in a lifestyle rich with culture and history. Enjoy leisurely strolls along the quaint streets, where the scent of jasmine and the sounds of laughter fill the air. This home is not just a residence; it's an invitation to embrace the unique spirit of Key West, making it a perfect sanctuary for those who value both tradition and modern living.
Experience the allure of 319 Grinnell Street, where historic charm meets contemporary comfort in the heart of the enchanting Historic Seaport. Professional Vacation Rental Management is available for this property. Call for a showing today.
For sale
$2,395,000
319 Grinnell St, Key West, FL 33040
3beds
1,456sqft
Single Family Residence
Built in 1924
3,049 Square Feet Lot
$2,289,100 Zestimate®
$1,645/sqft
$-- HOA
What's special
Inviting porchesClassic architecture
- 224 days
- 481
- 30
Zillow last checked:
Listing updated:
Listed by:
Darrin N Smith 305-849-8683,
Key West Luxury Real Estate Inc (KW)
Source: FLKMLS,MLS#: 618819
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Appliances
- Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Stainless Steel Appliance(s)
Interior area
- Total structure area: 1,456
- Total interior livable area: 1,456 sqft
Video & virtual tour
Property
Features
- Has private pool: Yes
- Pool features: In Ground, Concrete
Lot
- Size: 3,049 Square Feet
Details
- Parcel number: 00002680000000
- Zoning: HMDR - Historic Medium Density Residential
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Frame
Condition
- Year built: 1924
Utilities & green energy
- Utilities for property: Elect Separate Meter
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: $1,645/sqft
- Tax assessed value: $1,989,674
- Annual tax amount: $16,929
- Date on market: 2/26/2026
Estimated market value
$2,289,100
$2.17M - $2.40M
$5,667/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/27/2026 | Price change | $2,395,000-4%$1,645/sqft |
Source: | ||
| 2/26/2026 | Listed for sale | $2,495,000+26.3%$1,714/sqft |
Source: | ||
| 3/1/2022 | Sold | $1,975,000-1.2%$1,356/sqft |
Source: | ||
| 11/29/2021 | Contingent | $1,999,000$1,373/sqft |
Source: | ||
| 10/27/2021 | Price change | $1,999,000-8.9%$1,373/sqft |
Source: | ||
| 9/30/2021 | Price change | $2,195,000-6.4%$1,508/sqft |
Source: | ||
| 8/30/2021 | Listed for sale | $2,345,000+90%$1,611/sqft |
Source: Key West AOR #597533 Report a problem | ||
| 8/5/2017 | Sold | $1,234,000-9.3%$848/sqft |
Source: | ||
| 1/6/2017 | Price change | $1,360,000-9%$934/sqft |
Source: Truman & Co. (KW) #121790 Report a problem | ||
| 5/12/2016 | Price change | $1,495,000-5.4%$1,027/sqft |
Source: Truman & Co Inc. #121790 Report a problem | ||
| 6/26/2015 | Listed for sale | $1,580,000+412.8%$1,085/sqft |
Source: Truman & Co Inc. #121790 Report a problem | ||
| 11/10/2011 | Sold | $308,100+2.9%$212/sqft |
Source: Public Record Report a problem | ||
| 9/10/2011 | Price change | $299,500$206/sqft |
Source: Fannie Mae #555807 Report a problem | ||
| 9/8/2011 | Listed for sale | -- |
Source: foreclosure.com Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $16,929 +2.7% | $1,989,674 +3.4% |
| 2024 | $16,477 +9.1% | $1,924,836 +10% |
| 2023 | $15,099 +34.2% | $1,749,851 +47.7% |
| 2022 | $11,251 +14.2% | $1,184,358 +10% |
| 2021 | $9,856 +0.3% | $1,076,689 0% |
| 2020 | $9,829 | $1,077,113 -3.5% |
| 2019 | $9,829 -4.2% | $1,116,176 +7.1% |
| 2018 | $10,257 +4.6% | $1,042,539 +6.5% |
| 2017 | $9,804 +33% | $978,713 -6% |
| 2016 | $7,372 -3.2% | $1,041,390 +22.1% |
| 2015 | $7,618 | $853,175 |
Find assessor info on the county website
Monthly payment
Est. payment





