421 William St, Key West, FL 33040
Property image
Property image
OFF MARKET

421 William St
Key West, FL 33040

Historic Seaport
  • 4 Beds
  • 4.5 Baths
  • 3,392 sqft

$3,429,500

Trulia Estimate
as of Jul 27, 2026
Est. Refi. Payment $19,977/mo*
Refinance Your Home

$3,429,500

Trulia Estimate
as of Jul 27, 2026
Est. Refi. Payment $19,977/mo*
Refinance Your Home
4 Beds
4.5 Baths
3,392 sqft

Local Information

  • Map ViewExplore the area around 421 William St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1929
Living Area
3,392 sqft
Price/Sqft
$1,011

About this House

The attention to detail and fine craftmanship in this spectacular historic home can be appreciated for its age and lasting beauty, while modern enhancements provide all that is needed for comfortable living today. Dade County pine walls, Brazilian cherry floors, high ceilings, hand crafted moldings, and wraparound porches encompass 3,392 sf of this Key West ''Grand Dame''. The first floor includes the living room, dining room, half bath, and chef's kitchen open to the expansive family room with multiple French doors leading to the entertainment deck with oversized pool and outdoor shower. Two large ensuite guestrooms and a master suite with soaring beamed ceiling and balcony overlooking the pool completes the second floor. A private entrance guest apartment occupies the third floor.
421 William St, Key West, FL 33040 is a 4 bedroom, 5 bathroom, 3,392 sqft single-family home in Historic Seaport, built in 1929. It last sold for $2,450,000 on Feb 24, 2021. It is currently off market. The Trulia Estimate is $3,429,500, with a rent estimate of $8,646/month.

Home Details for 421 William St

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: Central, OtherHeating Fuel: Forced Air
Interior Details
Attic
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood
Security
Security System

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: WoodFoundation Type: ConcretePorch
Pool
Pool
Parking & Garage
Parking Space: 1Parking: Off Street

Property Information

Year Built
Year Built: 1929Year Updated: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 4181 sqft

Price History for 421 William St

DatePriceEventSource
02/24/2021$2,450,000Sold
FLKMLS #593906
01/04/2021$2,500,000ContingentFLKMLS #593906
12/29/2020$2,500,000Listed For SaleAgent Provided
08/30/2020$2,650,000ListingRemovedAgent Provided
07/11/2020$2,650,000PriceChange
Agent Provided
12/27/2019$2,800,000PriceChange
Agent Provided
09/25/2019$3,000,000Listed For SaleAgent Provided
10/11/2013$1,800,000Sold
FLKMLS #118141
05/31/2013$1,995,000Listed For SaleAgent Provided
04/24/2009$1,650,000Sold
N/A
12/05/2006$1,340,000Sold
N/A
09/16/1994$537,500Sold
N/A

Market trends in Key West

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.23M
$20.83KMoM
Sale-to-List Price
94.6%
0.3%MoM
Price per sq ft
$958
$15MoM
Available listings
288
17MoM
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Property Tax and Assessment

Year2025
Tax$23,799
Assessment$2,756,234
Home facts updated by county records

Comparable Sales for 421 William St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
418 William St, Key West, FL
0.03
Single-Family Home
$3,285,000
03/18/26
4
3
1,852
510 Margaret St, Key West, FL
0.08
Single-Family Home
$2,850,000
04/17/26
4
4
1,968
517 Elizabeth St, Key West, FL
0.10
Single-Family Home
$3,750,000
10/20/25
4
3
2,173
1006 & 1008 Fleming St, Key West, FL
0.06
Single-Family Home
$4,425,000
05/26/26
4
4.5
3,336
728 Love Ln, Key West, FL
0.10
Single-Family Home
$3,150,000
09/19/25
3
3
2,100
906 Southard St, Key West, FL
0.16
Single-Family Home
$3,250,000
05/27/26
3
3
2,188
1020 Southard St, Key West, FL
0.25
Single-Family Home
$3,350,000
12/03/25
3
3.5
2,438
312 Margaret St, Key West, FL
0.14
Single-Family Home
$2,295,000
04/15/26
3
3
1,916
1014 Southard St, Key West, FL
0.24
Single-Family Home
$4,700,000
04/30/26
4
3.5
3,026
626 Grinnell St, Key West, FL
0.23
Single-Family Home
$2,675,000
04/17/26
2
3
2,940

Nearby homes

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Assigned Schools

These are the assigned schools for 421 William St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Historic Seaport
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Historic Seaport

At least 38 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 90 % Say people would walk alone at night

  • 88 % Say it's walkable to restaurants

  • 84 % Say it's walkable to grocery stores

  • 83 % Say there are sidewalks

  • 79 % Say streets are well-lit

  • 67 % Say yards are well-kept

  • 64 % Say they plan to stay for at least 5 years

  • 62 % Say there's holiday spirit

  • 60 % Say there's wildlife

  • 59 % Say there are community events

  • 57 % Say it's quiet

  • 43 % Say parking is easy

  • 42 % Say neighbors are friendly

  • 35 % Say kids play outside

  • 30 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Mari.lindsley
    "I've lived here for 2 years and enjoy the walkability to local theatres and restaurants. There's a strong homeless contingency that detracts from the seaport. But you can't blame them for wanting to be in paradise."
    11
    Flag
  • Tom
    "There are many festivals and events that include the Key West Historic Harbor. Venues include Schooner Wharf, Waterfront Brewery, The Marker, etc.."
    2
    Flag
  • Bwruble
    "Tourist don’t clean up after their dogs, but locals do. This is a wonderful neighborhood. Gecko lane is especially beautiful and very private. "
    1
    Flag
  • Ctmortman
    "Perfect place for dogs. There are several dog pearls on the island and some restaurants are pet friendly. I own a dog watching business on Marco Island...a service much needed there"
    2
    Flag
  • Sue S.
    "We vacationed here for the month of February 2014. We did not rent a car but had bikes for a week. We are walkers and walked an average of 1-2 miles for dinner and many miles during the day touring, hiking, etc. This area is accessible to most anything."
    1
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

18 pet-friendly rentals in Key West, FL

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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Homes for sale near 421 William St

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Off Market Homes Near 421 William St

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