Not every canal-front home in the Keys feels like a destination. This one does. 3922 Gordon Road is an elevated 2BR/2BA waterfront retreat in Big Pine Key offering the lifestyle buyers come here for--easy boating, inviting outdoor living, and a home that feels like an escape from the moment you arrive. Bright coastal interiors, an open living/dining/kitchen layout, and a screened porch create a relaxed yet polished atmosphere upstairs, while the expansive covered space below adds exceptional flexibility for entertaining, lounging, storage, and covered parking. Outside, the property is dialed in for life on the water with 50' of dockage, a concrete seawall, and a 17,000 lb boat lift just moments from open water. An above-ground pool completes the picture, adding the perfect place to cool off after a day on the boat. Stylish, functional, and full of lifestyle appeal, this is a standout Big Pine Key waterfront opportunity. Home has all hurricane windows and shutters.
Single-familyProperty Type
1991Year Built
5,250 sq ftLot Size
$759Price/Sq.Ft.
Listed by Dominic Paolillo Jr.• Truman & Co. (KW)
Bought with Madeleine Young• Island Welcome Real Estate LLC
Est. $2,957 per month, based on comparable rentals
Sale and tax history for 3922 Gordon Rd
Sale History
Tax History
Date
Event
Price
FLKMLS #619213
Sep 9, 2026
Sold
$789,000
$759/sq ft
Jul 30, 2026
Contingent
—
May 29, 2026
Price Changed
$799,000
$768/sq ft
May 14, 2026
Price Changed
$845,000
$813/sq ft
Mar 25, 2026
Listed
$850,000
$817/sq ft
FLKMLS #608032
Aug 27, 2024
Sold
$760,000
$731/sq ft
Jul 20, 2024
Contingent
—
Jul 16, 2024
Relisted
—
Jun 8, 2024
Contingent
—
May 22, 2024
Price Changed
$783,000
$753/sq ft
Mar 20, 2024
Price Changed
$785,000
$755/sq ft
Jan 22, 2024
Price Changed
$799,000
$768/sq ft
Jan 4, 2024
Listed
$825,000
$793/sq ft
+25
Quiet and private home located one road from the open water, and next to vacant lots. This spacious home features a metal roof, concrete seawall, 7,000 pound boat lift, and a screened in back porch to enjoy the sunsets. The concrete slab below is a blank canvas for your outdoor living space. Your above ground pool is perfect for a dip after a day of fishing.
FLKMLS #605416
Dec 1, 2023
Listing Removed
—
May 24, 2023
Listed
$995,000
$957/sq ft
FLKMLS #578376
Mar 6, 2018
Sold
$395,000
$380/sq ft
Jan 21, 2018
Listed
$405,900
$390/sq ft
Public Records
Sep 26, 1988
Sold
$18,500
$18/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$6,118 (+64.1%)
$348,666 + $256,574
$605,240
2024
$3,729 (+4.9%)
2023
$3,555 (+2.7%)
2022
$3,462 (−2.2%)
2021
$3,538 (+7.1%)
2020
$3,303 (−4.4%)
$170,888 + $150,478
$321,366
2019
$3,454 (−2.0%)
$170,888 + $150,478
$321,366
2018
$3,525 (+3.3%)
2017
$3,414 (+21.4%)
$164,929 + $187,363
$352,292
2015
$2,813 (+2.3%)
$168,131 + $72,627
$240,758
2014
$2,749
Public record
Public record
Zoning
Beds
2
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
5,250 Sq. Ft.
Year renovated
2008
Sq. Ft.
1,040
Year built
1991
Style
Single Family Residential
County
Monroe County
APN
0566 29 00289440000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 9, 2026.
IS
I
Improved Subdivision District
The purpose of the IS district is to accommodate the legally vested residential development rights of the owners of lots in subdivisions that were lawfully established and improved prior to the adoption of this LDC. For the purpose of this section, improved lots are those that are served by a dedicated and accepted existing road of porous or nonporous material, that have an approved potable water supply, and that have sufficient uplands to accommodate the proposed use in accordance with the required setbacks. This district is not intended to be used for new land use districts of this classification within the county.
Zone overlays
Industrial District
Permitted uses
Include but are not limited to:
Housing-Multiple units
Infrastructure
Property details
Parking
Parking / Garage Information
Vehicle Storage: Off Street Parking, Covered Parking
Interior
Interior Features
Interior Features: Storage
Cooling/Heating: Central A/C
Appliances: Washer, Dishwasher, Dryer
Furnished: Furniture Negotiable
Bathroom Information
# of Full Baths: 2
Exterior
Boat Slip/Dock Information
Dockage: Boat Lift
Exterior Features
Exterior Features: Privacy Wall/Fence
Has Pool
Pool Information: Above Ground
Porch/Balcony: Screened P/B
Property Features
On Waterfront
Waterfront Type: Canal Front
Waterview: Canal View
Property Information
Deed Restrictions: No
Pets: Pets Allowed
Rentals Allowed: With Restrictions
Min Rental Days: 28
Lot Information
Acres: 0.12
Zoning: IS - Improved Subivision District
Land Size: Less Than 1/4 Acre
Control Depth: 3
Flood Zone: AE, VE
Building Information
Year Built: 1,991
Sq. Ft. Source: Property Data Card
Building Style: Above Flood: Yes
Construction: Frame
Subdivision/Neighborhood
Subdivision: Kyle Dyre (28.0)
Marathon Neighborhood: N/A
Financial
Tax Information
Taxes: $6,117.91
Tax Year: 2,025
Tax Exemptions: Homestead
Utilities
Utility Information
Utilities: FKAA
Has Public Sewer Hook-up
Location
Homeowners Association Information
Association Info: 1st Right of Refusal: No
Association Info: Association Fee $: 0.00
Fee Includes: None
Location Information
Side: Bay/Gulf
Mile Marker: 28.00
Public facts
Beds: 2
Baths: 2.0
Sq. Ft.: 1,040
Stories: 2.0
Lot Size: 5,250 square feet
Style: Single Family Residential
Year Built: 1991
Year Renovated: 2008
County: Monroe County
APN: 0566 29 00289440000000
Home facts updated by county records on Oct 9, 2026
Around this home
Schools
Sugarloaf School
Public PreK-8 • Assigned • 9.3mi
6/10
Key West High School
Public 9-12 • Assigned • 26.5mi
4/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.31% chance of being in a wildfire in next 30 years
Heat Factor
We're working on getting current and accurate heat risk information for this home.
10/10 Wind Factor
99% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Big Pine Key, FL • 33043
Average low and high temperatures (°F)
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81
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92
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92
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81
72
79
68
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Feb
Mar
Apr
May
Jun
Jul
Aug
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Oct
Nov
Dec
Sun exposure
97/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 26% for direct sun exposure in Big Pine Key. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9 hrs
6.9 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$725,000 – $878,000
Sell confidently with a local market expert in Big Pine Key.