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.
For sale
Price cut: $46K (5/29)
$799,000
3922 Gordon Rd, Big Pine Key, FL 33043
2beds
1,040sqft
Single Family Residence
Built in 1991
5,227 Square Feet Lot
$774,400 Zestimate®
$768/sqft
$-- HOA
What's special
Above-ground poolCanal-front homeExpansive covered space belowInviting outdoor livingBright coastal interiorsHurricane windows and shuttersScreened porch
- 80 days |
- 1,769 |
- 102 |
Zillow last checked:
Listing updated:
Listed by:
Dominic Paolillo Jr. 305-304-7062,
Truman & Co. (KW)
Source: FLKMLS,MLS#: 619213
Originating MLS: Key West Association
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Cooling
- Central Air
Appliances
- Included: Washer, Dishwasher, Dryer
Features
- Storage
Interior area
- Total interior livable area: 1,040 sqft
Property
Parking
- Parking features: Off Street, Covered
Features
- Patio & porch: Screened P/B
- Has private pool: Yes
- Pool features: Above Ground
- Fencing: Privacy
- Has view: Yes
- View description: Canal
- Has water view: Yes
- Water view: Canal
- Waterfront features: Canal Front, Waterfront, Dockage: Boat Lift
Lot
- Size: 5,227 Square Feet
- Dimensions: 50 x 105
- Features: Less Than 1/4 Acre
Details
- Parcel number: 00289440000000
- Zoning: IS
- Zoning description: Improved Subivision District
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Frame
Condition
- Year built: 1991
Utilities & green energy
- Sewer: Public Sewer
- Utilities for property: FKAA
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
$774,400
$736,000 - $813,000
$4,938/mo
Price history
| Date | Event | Price |
|---|---|---|
| 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 | $395,000-2.7%$380/sqft |
Source: Public Record Report a problem | ||
| 1/23/2018 | Listed for sale | $405,900$390/sqft |
Source: KeyIsle Realty-Lower/Middle/Upper Keys #578376 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 | $207,742 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 33043
Nearby schools
GreatSchools rating
- 5/10Sugarloaf SchoolGrades: PK-8Distance: 9.3 mi
- 3/10Key West High SchoolGrades: 9-12Distance: 26.5 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Monroe County
- Big Pine Key
- 33043
- 3922 Gordon Rd



