74049 Overseas Hwy, Islamorada, FL 33036
What's special
Rare opportunity to own an ocean side single family home in the heart of Islamorada. Situated on a private corner half acre lot with your own private beach, this property offers the space, privacy, and tropical lifestyle that make the Florida Keys one of the most sought-after destinations in the world. Currently operating as a successful VRBO vacation rental, this turnkey, income-producing property is being sold fully furnished, allowing the new owner to seamlessly continue operating it as a successful vacation rental from day one or immediately begin enjoying it as a private island retreat. Designed with flexibility in mind, this two-story home features a total of 4 bedrooms, 4 bathrooms, and two full kitchens. The upper level offers 3 bedrooms, 2 bathrooms, a full kitchen, and a private balcony, while the lower level offers a handicap-friendly layout, with a 1 additional bedroom, 1 bathroom, a cabana bath, and a second full kitchen. Step outside to your private pool, then take just a few steps to your own private beach, creating the ultimate island experience. A new A/C system and metal roof also adds comfort and peace of mind. Conveniently located just minutes from Robbie's Marina and Theater of the Sea, you'll enjoy world class fishing, boating, snorkeling, waterfront dining, and everything that makes Islamorada one of the premier destinations in the Florida Keys.
- 100 days
- 640
- 63
Travel times
Outdoor 2
Outdoor 1
Family Room
Primary Bedroom
Primary Bathroom
Family Room
Kitchen
Balcony
Covered Patio
Zillow last checked:
Listing updated:
Kim Farias 305-339-6583,
Luxe Properties, LLC.
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Microwave
Features
- Split Bedroom
- Flooring: Tile
- Furnished: Yes
Interior area
- Total structure area: 2,596
- Total interior livable area: 2,596 sqft
Video & virtual tour
Property
Features
- Patio & porch: Open Porch/Balcony
- Exterior features: Sandy Beach
- Has private pool: Yes
- Pool features: In Ground
- Fencing: Fenced
- On waterfront: Yes
Lot
- Size: 0.49 Acres
- Dimensions: 30 X 20
Details
- Parcel number: 00389650000000
- Zoning: R1 - Residential Single Family
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- CBS
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1970
Community & HOA
Community
- Security: Security Gate
- Subdivision: Lower Mat Bch (74.0)
HOA
- Has HOA: No
- Services included: Other
Location
- Region: Islamorada
Financial & listing details
- Price per square foot: $1,445/sqft
- Tax assessed value: $2,272,746
- Annual tax amount: $21,326
- Date on market: 8/6/2026
- Listing terms: Cash,Conventional
Price history
| Date | Event | Price |
|---|---|---|
| 10/11/2026 | Price change | $3,750,000-2.6%$1,445/sqft |
Source: | ||
| 8/6/2026 | Listed for sale | $3,850,000-3.7%$1,483/sqft |
Source: | ||
| 7/30/2026 | Listing removed | $3,999,999$1,541/sqft |
Source: | ||
| 4/29/2026 | Listed for sale | $3,999,999-7%$1,541/sqft |
Source: | ||
| 3/3/2026 | Listing removed | $4,299,999$1,656/sqft |
Source: | ||
| 11/21/2025 | Listed for sale | $4,299,999+95.5%$1,656/sqft |
Source: | ||
| 10/18/2013 | Listing removed | $2,199,000$847/sqft |
Source: Coldwell Banker Schmitt Real Estate Co. #549979 Report a problem | ||
| 10/21/2012 | Listed for sale | $2,199,000$847/sqft |
Source: Coldwell Banker Schmitt Islamorada #549979 Report a problem | ||
| 7/15/2011 | Listing removed | $2,199,000$847/sqft |
Source: Coldwell Banker Schmitt #549979 Report a problem | ||
| 12/20/2009 | Price change | $2,199,000-2.2%$847/sqft |
Source: Schmitt Real Estate Co. #549979 Report a problem | ||
| 12/19/2009 | Price change | $2,249,000+2.3%$866/sqft |
Source: Coldwell Banker Schmitt R.E. - Isl #123456 Report a problem | ||
| 11/13/2009 | Price change | $2,199,000-2.7%$847/sqft |
Source: Coldwell Banker Schmitt Real Estate Co. #549979 Report a problem | ||
| 11/7/2009 | Price change | $2,259,000+0.4%$870/sqft |
Source: Coldwell Banker Schmitt Real Estate Co. #549979 Report a problem | ||
| 9/5/2009 | Listed for sale | $2,249,000-19.7%$866/sqft |
Source: Coldwell Banker Schmitt R.E. - Isl #123456 Report a problem | ||
| 11/4/2008 | Listing removed | $2,800,000$1,079/sqft |
Source: Homes & Land #542671 Report a problem | ||
| 3/9/2008 | Price change | $2,800,000-3.4%$1,079/sqft |
Source: NCI #542671 Report a problem | ||
| 1/31/2008 | Listed for sale | $2,900,000+752.9%$1,117/sqft |
Source: NCI #542671 Report a problem | ||
| 9/6/1995 | Sold | $340,000$131/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $21,327 +3.3% | $2,272,746 +2.8% |
| 2024 | $20,641 -0.1% | $2,210,100 +2.3% |
| 2023 | $20,652 +2.1% | $2,160,897 +3.2% |
| 2022 | $20,227 -1.4% | $2,092,893 +3.2% |
| 2021 | $20,515 +1.8% | $2,028,438 +6% |
| 2020 | $20,151 | $1,912,921 +0.2% |
| 2019 | $20,151 +10.6% | $1,909,995 +26.4% |
| 2018 | $18,219 | $1,510,969 -5.4% |
| 2017 | -- | $1,597,514 +2% |
| 2016 | -- | $1,566,213 +27.2% |
| 2015 | -- | $1,230,954 |
Monthly payment
Estimated market value
$3,465,100
$3.29M - $3.64M
Not available
Climate risks
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