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

44 Sunset Key Dr
Key West, FL 33040

Sunset Key
  • 3 Beds
  • 3 Baths
  • 1,904 sqft

$3,172,100

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $16,155/mo*
Refinance Your Home

$3,172,100

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $16,155/mo*
Refinance Your Home
3 Beds
3 Baths
1,904 sqft

Local Information

  • Map ViewExplore the area around 44 Sunset Key Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1998
Living Area
1,904 sqft
Price/Sqft
$1,666

About this House

This single-family home is located at 44 Sunset Key Dr, Key West, FL. 44 Sunset Key Dr is in the Sunset Key neighborhood in Key West, FL and in ZIP code 33040. This property has 3 bedrooms, 3 bathrooms and approximately 1,904 sqft of floor space. This property has a lot size of 4792 sqft and was built in 1998.
44 Sunset Key Dr, Key West, FL 33040 is a 3 bedroom, 3 bathroom, 1,904 sqft single-family home in Sunset Key, built in 1998. It last sold for $2,230,000 on Jul 21, 2021. It is currently off market. The Trulia Estimate is $3,172,100, with a rent estimate of $6,127/month.

Home Details for 44 Sunset Key Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Types of Rooms: Walk In ClosetCeiling Fan
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: OtherFoundation Type: ConcretePatioPorchSprinkler System
Pool
Pool
Parking & Garage
Parking Spaces: 99Parking: Carport

Property Information

Year Built
Year Built: 1998Year Updated: 1998
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 4970 sqft

Additional Information

On Site Laundry Available

Building

Fitness & Sports
Tennis Court

Price History for 44 Sunset Key Dr

DatePriceEventSource
07/21/2021$2,230,000Sold
FLKMLS #585074
06/06/2021$2,300,000ContingentFLKMLS #585074
03/16/2021$2,300,000PriceChange
Key West AOR #585074
12/18/2020$2,400,000PriceChange
Agent Provided
12/18/2020$2,300,000PriceChange
FLKMLS #585074
04/14/2020$2,500,000PriceChange
Agent Provided
03/12/2020$2,250,000PriceChange
Agent Provided
01/09/2020$2,300,000PriceChange
Agent Provided
12/02/2019$2,370,000PriceChange
Agent Provided
05/25/2019$2,400,000PriceChange
Agent Provided
04/18/2019$2,500,000PriceChange
Agent Provided
04/10/2019$2,800,000PriceChange
Agent Provided
01/24/2019$2,500,000PriceChange
Agent Provided
12/31/2018$2,750,000PriceChange
Agent Provided
02/21/2017$2,850,000Listed For SaleAgent Provided
12/13/2013$2,650,000ListingRemovedAgent Provided
11/02/2012$2,650,000PriceChange
Agent Provided
11/05/2011$2,950,000Listed For SaleAgent Provided
11/30/2001$900,000Sold
N/A
04/04/2000$900,000Sold
N/A
04/07/1999$750,000Sold
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$26,186
Assessment$3,165,363
Home facts updated by county records

Comparable Sales for 44 Sunset Key Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
59 Sunset Key Dr, Key West, FL
0.09
Single-Family Home
$3,550,000
12/11/25
3
3
1,982
293 Sunset Key Dr, Key West, FL
0.14
Single-Family Home
$5,800,000
07/20/26
3
3
1,927
14 Sunset Key Dr, Key West, FL
0.03
Single-Family Home
$7,050,000
04/07/26
3
2.5
3,302
16 Sunset Key Dr, Key West, FL
0.04
Single-Family Home
$7,200,000
05/07/26
4
3.5
2,650
215 Whitehead St, Key West, FL
0.62
Single-Family Home
$2,300,000
02/25/26
3
3
1,514
2 Sunset Key Dr, Key West, FL
0.06
Single-Family Home
$7,500,000
04/28/26
4
4.5
2,400
312 Margaret St, Key West, FL
0.94
Single-Family Home
$2,295,000
04/15/26
3
3
1,916
322 Southard St, Key West, FL
0.90
Single-Family Home
$1,695,000
04/10/26
3
3
1,553
728 Love Ln, Key West, FL
1.00
Single-Family Home
$3,150,000
09/19/25
3
3
2,100
512 Emma St, Key West, FL
0.79
Single-Family Home
$3,095,000
01/27/26
4
4
1,653

Nearby homes

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Assigned Schools

These are the assigned schools for 44 Sunset Key Dr.
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

Sunset Key
See Local Highlights
Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

22 pet-friendly rentals in Key West, FL

Explore by feature - Garage

9 rentals with a garage in Key West, FL

Explore by feature - Air Conditioning

100 rentals with air conditioning in Key West, FL

Explore by feature - Pool

72 rentals with a pool in Key West, FL

Explore by feature - Washer/dryer

71 rentals with a washer/dryer in Key West, FL

Explore by feature - Outdoor Space

10 rentals with an outdoor space in Key West, FL

Homes for sale near 44 Sunset Key Dr

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Off Market Homes Near 44 Sunset Key Dr

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Frequently asked questions about 44 Sunset Key Dr

  • What is 44 Sunset Key Dr estimated to be worth?
    Trulia's estimated value for 44 Sunset Key Dr in Key West, FL is $3,172,100.
  • What is the price history for 44 Sunset Key Dr?
    44 Sunset Key Dr in Key West, FL last sold for $2,230,000 in July 2021.
  • Is Key West a buyer's or seller's market?
    Key West is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Key West?
    The median sale price in Key West is $1.23M. That is up $20.83K from the prior month.
  • Does 44 Sunset Key Dr have air conditioning?
    Yes, 44 Sunset Key Dr in Key West, FL has air conditioning.
  • Does 44 Sunset Key Dr have a pool?
    Yes, 44 Sunset Key Dr in Key West, FL has a pool.