Wake up to the sunrise over the Atlantic from this private oceanfront retreat offering two separate residences, a sandy beach, and direct access from Highway to Ocean. This unique property offers a 3BD/3BA main residence plus a separate 1BD/1BA guest house, ideal for extended family, visiting friends, private home, or income producing estate. Enjoy a sandy beach, pool, two beachside tiki huts, observation pier, concrete boat ramp and rock jetties for tide protection, creating the ultimate setting for entertaining and waterfront living. Extensive upgrades include impact windows and doors, metal roof, A/C, stucco, paint, appliances and more. With abundant parking for cars, boats, trailers, toys and guests, there is room for everyone. Just minutes by boat to Alligator Lighthouse and nearby Caloosa Marina for fuel, ice, boat storage and food. A rare opportunity to own a true oceanfront Keys compound with space, privacy and a stunning view!
For sale
$3,999,000
75433 Overseas Hwy, Islamorada, FL 33036
4beds
2,624sqft
Multi Family
Built in 1970
-- sqft lot
$3,654,600 Zestimate®
$1,524/sqft
$-- HOA
What's special
Two beachside tiki hutsStunning viewPrivate oceanfront retreatMetal roofSandy beachImpact windows and doorsObservation pier
- 34 days
- 861
- 67
Zillow last checked:
Listing updated:
Listed by:
Kelsey Caputo - Frins 305-363-9998,
Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Source: FLKMLS,MLS#: 621270
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Cooling
- Central Air
Appliances
- Included: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Freezer, Wine Cooler, Stainless Steel Appliance(s)
- Laundry: Laundry Room
Features
- Flooring: Tile, Concrete
Interior area
- Total structure area: 2,624
- Total interior livable area: 2,624 sqft
Property
Parking
- Parking features: RV Access/Parking, Storage
Features
- Levels: Ground Level
- Exterior features: Chickee Hut, Sandy Beach
- Has private pool: Yes
- Pool features: In Ground, Concrete
- Fencing: Fenced
- On waterfront: Yes
Lot
- Size: 0.99 Acres
- Dimensions: 100 X 230
Details
- Parcel number: 00398950000000
- Zoning: R1M - Residential SF Masonry
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Concrete, Stucco
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1970
Community & HOA
Community
- Features: Beach
- Security: No Security
- Subdivision: Mat Ocean Beach (75.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Islamorada
Financial & listing details
- Price per square foot: $1,524/sqft
- Tax assessed value: $2,428,498
- Annual tax amount: $22,730
- Date on market: 9/11/2026
Estimated market value
$3,654,600
$3.47M - $3.84M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/11/2026 | Listed for sale | $3,999,000$1,524/sqft |
Source: | ||
| 8/27/2026 | Listing removed | $3,999,000$1,524/sqft |
Source: | ||
| 8/1/2026 | Listed for sale | $3,999,000$1,524/sqft |
Source: | ||
| 6/22/2026 | Listing removed | $3,999,000$1,524/sqft |
Source: | ||
| 2/27/2026 | Price change | $3,999,000-4.5%$1,524/sqft |
Source: | ||
| 12/14/2025 | Listed for sale | $4,189,000$1,596/sqft |
Source: | ||
| 12/11/2025 | Listing removed | $4,189,000$1,596/sqft |
Source: | ||
| 10/14/2025 | Listed for sale | $4,189,000-3.7%$1,596/sqft |
Source: | ||
| 9/28/2025 | Listing removed | $4,349,000$1,657/sqft |
Source: | ||
| 7/28/2025 | Price change | $4,349,000-1.1%$1,657/sqft |
Source: | ||
| 5/30/2025 | Listed for sale | $4,399,000-4.4%$1,676/sqft |
Source: | ||
| 11/21/2024 | Price change | $4,600,000-1.1%$1,753/sqft |
Source: | ||
| 10/30/2024 | Listed for sale | $4,650,000+67.6%$1,772/sqft |
Source: Owner Report a problem | ||
| 9/19/2023 | Sold | $2,775,000-7.5%$1,058/sqft |
Source: | ||
| 8/29/2023 | Contingent | $3,000,000$1,143/sqft |
Source: | ||
| 8/23/2023 | Price change | $3,000,000-7.7%$1,143/sqft |
Source: | ||
| 7/28/2023 | Price change | $3,250,000-5.8%$1,239/sqft |
Source: | ||
| 5/16/2023 | Listed for sale | $3,450,000-6.8%$1,315/sqft |
Source: | ||
| 5/3/2023 | Listing removed | -- |
Source: | ||
| 4/13/2023 | Price change | $3,699,999-7.5%$1,410/sqft |
Source: | ||
| 3/11/2023 | Price change | $3,999,000+0.5%$1,524/sqft |
Source: | ||
| 9/21/2022 | Price change | $3,980,000-5.2%$1,517/sqft |
Source: | ||
| 7/21/2022 | Listed for sale | $4,200,000+324.7%$1,601/sqft |
Source: | ||
| 10/1/2020 | Sold | $989,000+79.5%$377/sqft |
Source: | ||
| 12/16/2019 | Sold | $551,000-71%$210/sqft |
Source: Public Record Report a problem | ||
| 7/13/2005 | Sold | $1,900,000+68.9%$724/sqft |
Source: Public Record Report a problem | ||
| 12/17/2003 | Sold | $1,125,000+41%$429/sqft |
Source: Public Record Report a problem | ||
| 3/7/2002 | Sold | $798,000$304/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $22,731 +6.9% | $2,428,498 +6.4% |
| 2024 | $21,268 -19.7% | $2,281,472 -15.3% |
| 2023 | $26,495 +84.2% | $2,692,230 +122% |
| 2022 | $14,385 +14.2% | $1,212,905 +10% |
| 2021 | $12,592 -6.6% | $1,102,641 -7.4% |
| 2020 | $13,485 | $1,190,207 +6% |
| 2019 | $13,485 -0.9% | $1,122,913 +2.5% |
| 2018 | $13,611 +2.8% | $1,095,248 -16.6% |
| 2017 | $13,242 -9.8% | $1,313,683 +11.4% |
| 2016 | $14,688 +3.4% | $1,178,883 +14.1% |
| 2015 | $14,212 | $1,032,800 |
Find assessor info on the county website
Monthly payment
Est. payment





