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For salePrice cut: $100K (10/11)
$3,750,000
4beds
2,596sqft

74049 Overseas Hwy, Islamorada, FL 33036

4beds
2,596sqft
Single Family Residence
Built in 1970
0.49 Acres Lot
$3,465,100 Zestimate®
$1,445/sqft

What's special

Private poolMetal roofYour own private beachTwo full kitchens

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
Source: FLKMLS,MLS#: 620893MLS Logo
Travel times

Outdoor 2

Outdoor 1

Family Room

Primary Bedroom

Primary Bathroom

Family Room

Kitchen

Balcony

Covered Patio

Zillow last checked:

Listing updated:

Listed by:

Kim Farias 305-339-6583,

Luxe Properties, LLC.

Source: FLKMLS,MLS#: 620893MLS Logo

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
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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

DateEventPrice
10/11/2026Price change$3,750,000-2.6%$1,445/sqft
Source: FLKMLS #620893 Report a problem
8/6/2026Listed for sale$3,850,000-3.7%$1,483/sqft
Source: MIAMI #A12064940 Report a problem
7/30/2026Listing removed$3,999,999$1,541/sqft
Source: MIAMI #A12010138 Report a problem
4/29/2026Listed for sale$3,999,999-7%$1,541/sqft
Source: FLKMLS #619687 Report a problem
3/3/2026Listing removed$4,299,999$1,656/sqft
Source: MIAMI #A11918242 Report a problem
11/21/2025Listed for sale$4,299,999+95.5%$1,656/sqft
Source: MIAMI #A11918242 Report a problem
10/18/2013Listing removed$2,199,000$847/sqft
Source: Coldwell Banker Schmitt Real Estate Co. #549979 Report a problem
10/21/2012Listed for sale$2,199,000$847/sqft
Source: Coldwell Banker Schmitt Islamorada #549979 Report a problem
7/15/2011Listing removed$2,199,000$847/sqft
Source: Coldwell Banker Schmitt #549979 Report a problem
12/20/2009Price change$2,199,000-2.2%$847/sqft
Source: Schmitt Real Estate Co. #549979 Report a problem
12/19/2009Price change$2,249,000+2.3%$866/sqft
Source: Coldwell Banker Schmitt R.E. - Isl #123456 Report a problem
11/13/2009Price change$2,199,000-2.7%$847/sqft
Source: Coldwell Banker Schmitt Real Estate Co. #549979 Report a problem
11/7/2009Price change$2,259,000+0.4%$870/sqft
Source: Coldwell Banker Schmitt Real Estate Co. #549979 Report a problem
9/5/2009Listed for sale$2,249,000-19.7%$866/sqft
Source: Coldwell Banker Schmitt R.E. - Isl #123456 Report a problem
11/4/2008Listing removed$2,800,000$1,079/sqft
Source: Homes & Land #542671 Report a problem
3/9/2008Price change$2,800,000-3.4%$1,079/sqft
Source: NCI #542671 Report a problem
1/31/2008Listed for sale$2,900,000+752.9%$1,117/sqft
Source: NCI #542671 Report a problem
9/6/1995Sold$340,000$131/sqft
Source: Public Record Report a problem

Public tax history

YearProperty taxesTax 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
Find assessor info on the county website

Monthly payment

Est. payment
$21,900/mo
Principal & interest
$19338
Property taxes
$2562
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Estimated market value

$3,465,100

$3.29M - $3.64M

Not available

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 33036

Nearby schools

Plantation Key School
Grades PK-8 • 15.2 miles
9/10
GreatSchools® Rating
Test Score Rating
8/10
Student Progress Rating
9/10
Coral Shores High School
Grades 9-12 • 15.5 miles
5/10
GreatSchools® Rating
Test Score Rating
6/10
College Readiness Rating
6/10
Student Progress Rating
3/10