Estate Opportunity
Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate.
The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage--all while maintaining privacy rarely achieved in the Keys.
Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach.
An existing legal nonconforming home with a waterfront swimming pool currently sits on the property and may be used as a residence or rental while architectural plans and permits are finalized, offering flexibility during the planning process.
For buyers who understand the value of land in the Florida Keys, this offering represents something increasingly difficult to find: the opportunity to create a custom waterfront estate tailored entirely to your vision, rather than inheriting someone else's.
A remarkable parcel for a remarkable build.
For sale
$3,999,999
77340 Overseas Hwy, Islamorada, FL 33036
2beds
928sqft
Single Family Residence
Built in 1963
0.79 Acres Lot
$3,567,200 Zestimate®
$4,310/sqft
$-- HOA
What's special
Generous waterfront dockageProtected dockageWaterfront swimming poolExpansive outdoor livingExceptional lot sizeExisting legal nonconforming home
- 209 days
- 219
- 11
Zillow last checked:
Listing updated:
Listed by:
Elizabeth Jolin 305-393-0994,
Coldwell Banker Schmitt Islamorada
Source: FLKMLS,MLS#: 619064
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Cooling
- Central Air
Appliances
- Included: Dryer, Dishwasher, Refrigerator, Oven, Microwave
- Laundry: Laundry Room
Interior area
- Total structure area: 928
- Total interior livable area: 928 sqft
Video & virtual tour
Property
Parking
- Parking features: Open
- Has uncovered spaces: Yes
Features
- Patio & porch: Open Porch/Balcony
- Has private pool: Yes
- Pool features: In Ground, Decked
- On waterfront: Yes
Lot
- Size: 0.79 Acres
Details
- Parcel number: 00397200000000
- Zoning: RE - Residential Estate
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- CBS
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1963
Utilities & green energy
- Utilities for property: Elect Separate Meter
Community & HOA
Community
- Subdivision: Matecumbe Ocean Bay (75.0)
HOA
- Has HOA: No
- Services included: Other
Location
- Region: Islamorada
Financial & listing details
- Price per square foot: $4,310/sqft
- Tax assessed value: $1,876,149
- Annual tax amount: $17,789
- Date on market: 3/13/2026
Estimated market value
$3,567,200
$3.39M - $3.78M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 3/13/2026 | Listed for sale | $3,999,999-4.8%$4,310/sqft |
Source: | ||
| 3/1/2026 | Listing removed | $4,200,000$4,526/sqft |
Source: | ||
| 8/14/2025 | Listed for sale | $4,200,000+100%$4,526/sqft |
Source: | ||
| 12/16/2022 | Sold | $2,100,000-12.5%$2,263/sqft |
Source: | ||
| 11/22/2022 | Pending sale | $2,399,999$2,586/sqft |
Source: | ||
| 11/1/2022 | Listed for sale | $2,399,999-4%$2,586/sqft |
Source: | ||
| 8/12/2022 | Listing removed | -- |
Source: Owner Report a problem | ||
| 7/17/2022 | Listed for sale | $2,500,000+63.5%$2,694/sqft |
Source: Owner Report a problem | ||
| 4/30/2021 | Sold | $1,529,000-14.1%$1,648/sqft |
Source: | ||
| 12/12/2020 | Listing removed | $1,780,000+1735.1%$1,918/sqft |
Source: Brown Harris Stevens #A10739880 Report a problem | ||
| 11/17/2020 | Sold | $97,000-85.7%$105/sqft |
Source: Public Record Report a problem | ||
| 8/28/2020 | Sold | $679,000-61.9%$732/sqft |
Source: Agent Provided Report a problem | ||
| 7/6/2020 | Price change | $1,780,000-6.3%$1,918/sqft |
Source: Brown Harris Stevens #A10739880 Report a problem | ||
| 3/16/2020 | Price change | $1,900,000+137.8%$2,047/sqft |
Source: Brown Harris Stevens Miami #587337 Report a problem | ||
| 3/14/2020 | Price change | $799,000-57.9%$861/sqft |
Source: Brown Harris Stevens #A10739880 Report a problem | ||
| 9/17/2019 | Price change | $1,900,000-22.8%$2,047/sqft |
Source: Brown Harris Stevens #A10739880 Report a problem | ||
| 3/27/2019 | Listed for sale | $2,460,000$2,651/sqft |
Source: Brown Harris Stevens Miami #584930 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $17,789 +7.1% | $1,876,149 +6.9% |
| 2024 | $16,609 +4.3% | $1,755,653 +7.1% |
| 2023 | $15,920 +67.3% | $1,639,652 +77.3% |
| 2022 | $9,514 +0.5% | $924,671 +5.1% |
| 2021 | $9,465 -30.1% | $879,916 -28.3% |
| 2020 | $13,551 | $1,226,748 -21.2% |
| 2019 | $13,551 +0.6% | $1,556,501 +4.1% |
| 2018 | $13,473 +7.4% | $1,495,256 -0.5% |
| 2017 | $12,550 +6.6% | $1,502,569 +7.3% |
| 2016 | $11,774 +2.5% | $1,400,335 -2% |
| 2015 | $11,481 | $1,429,265 |
Find assessor info on the county website
Monthly payment
Est. payment





