409 Grinnell St

$2,499,000
Price
4
Beds
1,628 Sq. Ft.
$1,535 / Sq. Ft.
1,628
Sq. Ft.
$1,535
per Sq. Ft.

Description

Dating back to the 1880s and appearing on the 1889 Sanborn Fire Maps, 409 Grinnell Street stands as one of Old Town Key West's most authentic restorations. Recognized with the Historic Florida Keys Foundation Star Award, this four-bedroom, two-bath residence blends historic craftsmanship with the comfort of modern island living. The layout flows easily with spacious living and dining areas, a bedroom conveniently located on the main level, and bright, airy rooms that welcome natural light throughout....Dating back to the 1880s and appearing on the 1889 Sanborn Fire Maps, 409 Grinnell Street stands as one of Old Town Key West's most authentic restorations. Recognized with the Historic Florida Keys Foundation Star Award, this four-bedroom, two-bath residence blends historic craftsmanship with the comfort of modern island living. The layout flows easily with spacious living and dining areas, a bedroom conveniently located on the main level, and bright, airy rooms that welcome natural light throughout. Upstairs includes comfortable bedrooms, a charming bathroom with a vintage clawfoot tub, and access to a private deck perfect for quiet mornings or evening breezes. From the kitchen, French doors open to an Ipe wood deck that transitions into a tropical retreat featuring a heated pool with a custom mosaic water feature, a coral stone patio, and a secluded outdoor shower surrounded by lush greenery. The home's restored Dade County pine walls and floors add warmth and authenticity, connecting it to its 19th century roots while maintaining modern comfort. Two gated entrances from Elgin Lane provide golf cart parking and easy access. Situated in the Historic Seaport neighborhood, 409 Grinnell captures the ideal balance of elegance, history, and relaxed Key West living. An exceptional home in one of the island's most desirable locations.
  1. Listed by Zainya Zimmerer • Berkshire Hathaway HomeServices Knight & Gardner Realty

Property Details for 409 Grinnell Street

Waterfront
None
Waterfront
No
Zoning
HMDR - Historic Medium Density Residential
Subdivision
Old Town - Unlisted (1.0)
Building Style
Conch
Vehicle Storage
Off Street Parking
Pets
Pets Allowed
LISTING UPDATED: 12/24/2025 10:23 AM

Property Details for 409 Grinnell Street

StatusActive
MLS #617307
Days on Market44
Taxes$17,293 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1884
Lot Size0.06 AC / 2,680 SF
CountyMonroe County

Location

Listing Courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty
Add your commute

Building Information for 409 Grinnell Street

Stories2Year Built1884Building Size-Lot Size0.06 AC / 2,680 SF

Payment Calculator

$13,790 per month

30 year fixed, 6.28% Interest

Principal and Interest

$12,348

Property Taxes

$1,441

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 409 Grinnell Street

Summary
Location and General Information
  • Waterview: No Waterview
  • Area: 02 - Key West
  • Absolute Longitude: 81.797372
  • 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
  • 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: Furnished
  • Tax Year: 2024
  • Tax Exemptions: None
Property
Lot Information
  • Acres: 0.06
  • Parcel #: 00005230-000000
  • Land Size: Less Than 1/4 Acre
Property and Assessments
  • Legal: KW PT LT 3 SQR 32 ZZ-193 OR262-437/38 OR408-774 OR665-547 OR1656-1617/19 OR2521-1806/07 OR2682-1048/50 OR2963-0771 OR31
  • MLS Approved: Y
  • SqFt Source: Tax Records
  • Flood Zone: AE
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: Unknown
  • Picture Count: 47
  • Document Count: 0
  • Building Style: Above Flood: Unknown
  • Property Condition: Updated/Remodeled
Utilities
  • Utilities: FKAA, Municipal Sewer
  • Pub Sewer HkUp: Yes
  • Pool: Yes
  • Pool Info: In Ground
  • Porch/Balcony: Deck, Patio
Interior and Exterior Features
Interior Features
  • Floor: Tile, Wood
  • Interior Features: Dade County Pine
  • Appliances: Dishwasher, Oven, Refrigerator
Exterior Features
  • Roof: Metal Roof
  • Construction: Frame
  • Dockage: None

Property History for 409 Grinnell Street

DateEvent & SourcePriceAppreciation
Nov 13, 2025

Listed (Active)

FKMLS #617307

$2,499,000
Feb 21, 2023

Sold (Public Record)

Public Record #1506318887

$2,325,000

+18.9% / yr

Feb 21, 2023

Sold

FKMLS #604029

$2,325,000
Feb 10, 2023

Pending

FKMLS #604029

Feb 6, 2023

Backup Contract

FKMLS #604029

Feb 4, 2023

Pending

FKMLS #604029

Feb 1, 2023

Listed (Active)

FKMLS #604029

$2,400,000
Apr 29, 2019

Sold

FKMLS #583391

$1,200,000
Apr 25, 2019

Sold (Public Record)

Public Record #645890545

$1,200,000

+5.4% / yr

Mar 27, 2019

Pending

FKMLS #583391

Dec 21, 2018

Listed (Active)

FKMLS #583391

$1,249,000
May 1, 2014

Sold

FKMLS #118546

$925,000
Apr 30, 2014

Sold (Public Record)

Public Record #415011715

$925,000

+24.6% / yr

Mar 27, 2014

Pending

FKMLS #118546

Sep 7, 2013

Listed (Active)

FKMLS #118546

$925,000
Jun 10, 2011

Sold (Public Record)

Public Record #311384535

$490,000
Jun 10, 2011

Sold

FKMLS #114473

$490,000
Jun 6, 2011

Pending

FKMLS #114473

Mar 10, 2011

Listed (Active)

FKMLS #114473

$499,000
DateEvent & SourcePrice
11/13/2025

Listed (Active)

FKMLS #617307

$2,499,000
02/21/2023

Sold (Public Record)

Public Record #1506318887

$2,325,000

+18.9% / yr

02/21/2023

Sold

FKMLS #604029

$2,325,000
02/10/2023

Pending

FKMLS #604029

02/06/2023

Backup Contract

FKMLS #604029

02/04/2023

Pending

FKMLS #604029

02/01/2023

Listed (Active)

FKMLS #604029

$2,400,000
04/29/2019

Sold

FKMLS #583391

$1,200,000
04/25/2019

Sold (Public Record)

Public Record #645890545

$1,200,000

+5.4% / yr

03/27/2019

Pending

FKMLS #583391

12/21/2018

Listed (Active)

FKMLS #583391

$1,249,000
05/01/2014

Sold

FKMLS #118546

$925,000
04/30/2014

Sold (Public Record)

Public Record #415011715

$925,000

+24.6% / yr

03/27/2014

Pending

FKMLS #118546

09/07/2013

Listed (Active)

FKMLS #118546

$925,000
06/10/2011

Sold (Public Record)

Public Record #311384535

$490,000
06/10/2011

Sold

FKMLS #114473

$490,000
06/06/2011

Pending

FKMLS #114473

03/10/2011

Listed (Active)

FKMLS #114473

$499,000

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

Public Records for 409 Grinnell Street

Taxable ValueLand$1,126,243Additions$925,815Total$2,052,058
Tax Record2024$17,293 ($1,441 / month)
Home Facts
Beds4Baths2Total Finished SqFt1,628 SqFtAbove Grade Finished SqFt1,628 SqFtStories2Lot Size2,680 SqFtStyleSingle Family ResidenceYear Built1928Year Renovated2018CountyMONROEAPN00005230-000000

Schools near 409 Grinnell 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

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409 Grinnell Street is a single family home for sale in Key West, FL 33040. This property was listed for sale on November 13, 2025 by Berkshire Hathaway HomeServices Knight & Gardner Realty, it's currently listed at $2,499,000. It has been on the market for a total of 44 days and was last sold on February 21, 2023. This listing's school district is Monroe. Nearby schools include Gerald Adams Elementary School, Monroe Virtual Instruction Program and Key West High School. 409 Grinnell Street is a 4-bed, 2-bath, 1,628 sqft single family home built in 1884.

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 Berkshire Hathaway HomeServices Knight & Gardner 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.