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.
Under contract
Price cut: $46K (5/29)
$799,000
3922 Gordon Rd, Big Pine Key, FL 33043
2beds
1,040sqft
:
Get pre-qualified$4,722/mo
Single Family Residence
Built in 1991
5,227 Square Feet Lot
$770,700 Zestimate®
$768/sqft
$-- HOA
What's special
Above-ground poolCanal-front homeExpansive covered space belowInviting outdoor livingBright coastal interiorsHurricane windows and shuttersScreened porch
- 141 days |
- 891 |
- 47 |
Zillow last checked:
Listing updated:
Listed by:
Dominic Paolillo Jr. 305-304-7062,
Truman & Co. (KW)
Source: FLKMLS,MLS#: 619213
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Cooling
- Central Air
Appliances
- Included: Washer, Dryer, Dishwasher
Features
- Storage
Interior area
- Total structure area: 1,040
- Total interior livable area: 1,040 sqft
Property
Features
- Has private pool: Yes
- Pool features: Above Ground
- Fencing: Privacy
- On waterfront: Yes
Lot
- Size: 5,227 Square Feet
- Dimensions: 50 X 105
Details
- Parcel number: 00289440000000
- Zoning: IS - Improved Subivision District
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Frame
Condition
- Year built: 1991
Community & HOA
Community
- Subdivision: Kyle Dyre (28.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Big Pine Key
Financial & listing details
- Price per square foot: $768/sqft
- Tax assessed value: $605,240
- Annual tax amount: $6,117
- Date on market: 3/26/2026
Estimated market value
Zestimate®
$770,700
Estimated sales range
$732,000 - $809,000
Rent Zestimate®
$3,673/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/30/2026 | Contingent | $799,000$768/sqft |
Source: | ||
| 5/29/2026 | Price change | $799,000-5.4%$768/sqft |
Source: | ||
| 5/14/2026 | Price change | $845,000-0.6%$813/sqft |
Source: | ||
| 3/26/2026 | Listed for sale | $850,000-1%$817/sqft |
Source: | ||
| 3/24/2026 | Listing removed | -- |
Source: Owner Report a problem | ||
| 3/1/2026 | Price change | $859,000-0.6%$826/sqft |
Source: Owner Report a problem | ||
| 2/1/2026 | Listed for sale | $864,000+13.7%$831/sqft |
Source: Owner Report a problem | ||
| 1/25/2026 | Listing removed | $5,000$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 11/29/2025 | Listed for rent | $5,000+26.6%$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 10/15/2025 | Listing removed | $3,950$4/sqft |
Source: Zillow Rentals Report a problem | ||
| 10/9/2025 | Listed for rent | $3,950-15.1%$4/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/22/2025 | Listing removed | $4,650$4/sqft |
Source: Zillow Rentals Report a problem | ||
| 5/23/2025 | Listed for rent | $4,650$4/sqft |
Source: Zillow Rentals Report a problem | ||
| 8/27/2024 | Sold | $760,000-2.9%$731/sqft |
Source: | ||
| 8/6/2024 | Pending sale | $783,000$753/sqft |
Source: | ||
| 7/21/2024 | Contingent | $783,000$753/sqft |
Source: | ||
| 7/16/2024 | Listed for sale | $783,000$753/sqft |
Source: | ||
| 6/26/2024 | Pending sale | $783,000$753/sqft |
Source: | ||
| 6/8/2024 | Contingent | $783,000$753/sqft |
Source: | ||
| 5/22/2024 | Price change | $783,000-0.3%$753/sqft |
Source: | ||
| 3/20/2024 | Price change | $785,000-1.8%$755/sqft |
Source: | ||
| 1/22/2024 | Price change | $799,000-3.2%$768/sqft |
Source: | ||
| 1/4/2024 | Listed for sale | $825,000-17.1%$793/sqft |
Source: | ||
| 12/1/2023 | Listing removed | -- |
Source: | ||
| 5/24/2023 | Listed for sale | $995,000+151.9%$957/sqft |
Source: | ||
| 3/7/2018 | Sold | $395,000$380/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,118 +64.1% | $605,240 +58.4% |
| 2024 | $3,729 +4.9% | $382,028 +3% |
| 2023 | $3,555 +2.7% | $370,901 +3% |
| 2022 | $3,462 -2.2% | $360,099 +3% |
| 2021 | $3,538 +7.1% | $349,611 +8.8% |
| 2020 | $3,303 | $321,366 -4.6% |
| 2019 | $3,303 -4.4% | $336,965 +1.8% |
| 2018 | $3,454 -2% | $331,000 -6% |
| 2017 | $3,525 +3.3% | $352,292 +46.3% |
| 2016 | $3,414 +15% | $240,758 +15.9% |
| 2015 | $2,968 | $207,742 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 33043
Nearby schools
GreatSchools rating
- 6/10Sugarloaf SchoolGrades: PK-8Distance: 9.3 mi
- 4/10Key West High SchoolGrades: 9-12Distance: 26.5 mi
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