20 Sunset Key Dr, Key West, FL 33040
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Property image
OFF MARKET

20 Sunset Key Dr
Key West, FL 33040

Sunset Key
  • 4 Beds
  • 3.5 Baths
  • 3,416 sqft

$7,415,600

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $42,289/mo*
Refinance Your Home

$7,415,600

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $42,289/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,416 sqft

Local Information

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  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

This incredible oversized waterfront home on prestigious Sunset Key Island has a separate 2/2 guest cottage. The large 2 bedroom 2 & 1/2 bath main house is connected to the guest cottage via a landscaped trellis covered walkway, and in between the houses is a lushly landscaped private pool/courtyard. View the famous Key West Sunsets from your back yard, or from the rooftop deck. No expense was spared in the luxury finishes and architectural features of this exquisite custom home. Imagine living on this island paradise with no cars; ample parking on the Key West side; full resort services including room service from the gourmet restaurant on the island; all a 3 minute boat ride from historic downtown Key West by the 24 hour/day island ferry.
20 Sunset Key Dr, Key West, FL 33040 is a 4 bedroom, 4 bathroom, 3,416 sqft single-family home in Sunset Key, built in 2000. It last sold for $4,650,000 on Jan 9, 2017. It is currently off market. The Trulia Estimate is $7,415,600, with a rent estimate of $7,460/month.

Home Highlights

Parking
No Info
Outdoor
Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 20 Sunset Key Dr

Interior Features

Heating & Cooling
Heating: Forced AirCooling System: OtherHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveWasher
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood

Exterior Features

Exterior Home Features
Roof: MetalExterior: OtherFoundation Type: Concrete
Pool
Pool

Property Information

Year Built
Year Built: 2000Year Updated: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 8341 sqft

Price History for 20 Sunset Key Dr

DatePriceEventSource
01/09/2017$4,650,000Sold
FLKMLS #123390
12/20/2016$5,100,000PendingAgent Provided
06/09/2016$5,100,000Listed For SaleAgent Provided
05/02/2016$5,400,000ListingRemovedAgent Provided
05/01/2015$5,400,000PriceChange
Agent Provided
05/02/2014$5,749,000Listed For SaleAgent Provided
07/10/2009$6,500,000ListingRemovedAgent Provided
06/22/2009$6,500,000Listed For SaleAgent Provided
04/13/1999$660,000Sold
N/A

Market trends in Key West

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.2M
$61.67KMoM
Sale-to-List Price
94.9%
0.4%MoM
Price per sq ft
$940
$14MoM
Available listings
304
28MoM
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Property Tax and Assessment

Year2025
Tax$49,133
Assessment$6,174,768
Home facts updated by county records

Comparable Sales for 20 Sunset Key Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
16 Sunset Key Dr, Key West, FL
0.06
Single-Family Home
$7,200,000
05/07/26
4
3.5
2,650
14 Sunset Key Dr, Key West, FL
0.07
Single-Family Home
$7,050,000
04/07/26
3
2.5
3,302
58 Sunset Key Dr, Key West, FL
0.11
Single-Family Home
$3,600,000
07/21/25
4
4
2,288
2 Sunset Key Dr, Key West, FL
0.14
Single-Family Home
$7,500,000
04/28/26
4
4.5
2,400
59 Sunset Key Dr, Key West, FL
0.12
Single-Family Home
$3,550,000
12/11/25
3
3
1,982
63 Sunset Key Dr, Key West, FL
0.06
Single-Family Home
$2,300,000
10/16/25
2
2.5
1,681
101 Admirals Ln, Key West, FL
0.62
Single-Family Home
$6,300,000
10/10/25
5
4
3,173
326 Caroline St, Key West, FL
0.57
Single-Family Home
$6,350,000
01/15/26
5
5.5
4,279
19 Sunset Key Dr, Key West, FL
0.02
Single-Family Home
$22,000,100
03/17/26
4
5
6,532
316 Southard St, Key West, FL
0.83
Single-Family Home
$3,500,000
10/20/25
3
3.5
2,532

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Assigned Schools

These are the assigned schools for 20 Sunset Key Dr.
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Neighborhood Overview

Sunset Key
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Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

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Homes for sale near 20 Sunset Key Dr

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Off Market Homes Near 20 Sunset Key Dr

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