219 Preston St Islamorada, FL 33036
Estimated payment $7,254/month
Highlights
- No HOA
- 1-Story Property
- 1-minute walk to Founders Park
- Plantation Key School Rated A-
- Central Air
About This Home
Rare Downtown Islamorada Opportunity! Located just off the Old Hwy, oceanside, in the sought-after Matecumbe Beach neighborhood on Upper Matecumbe Key. This versatile property features two charming cottages on one property, just steps from festivals, the Arts District, Library Beach, Cheeca Lodge, Historical Hurricane Monument and some of the island's finest dining. The front cottage offers 2 bedrooms and 1 bath with +/-866 sq. ft., while the back cottage includes 2 bedrooms and 2 baths with +/-900 sq. ft. Enjoy the option to live in one and rent the other, or maximize income by renting both. An exceptional investment in a prime location, right in the heart of Islamorada's most vibrant and walkable district.
Listing Agent
Coldwell Banker Schmitt Islamorada License #0427521 Listed on: 09/22/2025

Property Details
Home Type
- Multi-Family
Est. Annual Taxes
- $7,824
Year Built
- Built in 1934
Lot Details
- 8,375 Sq Ft Lot
Parking
- Off-Street Parking
Home Design
- Duplex
- Frame Construction
- Stucco
Interior Spaces
- 1,766 Sq Ft Home
- 1-Story Property
Kitchen
- Oven
- Range
Bedrooms and Bathrooms
- 4 Bedrooms
- 3 Full Bathrooms
Utilities
- Central Air
- Public Hookup Available For Sewer
Listing and Financial Details
- Assessor Parcel Number 00401940-000000
Community Details
Overview
- No Home Owners Association
- Matecumbe Beach Subdivision
- Rental Restrictions
Pet Policy
- Pets Allowed
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2024 | $7,774 | $695,582 | -- | -- |
2023 | $7,774 | $675,323 | $0 | $0 |
2022 | $7,653 | $655,654 | $381,063 | $274,591 |
2021 | $6,430 | $476,635 | $238,688 | $237,947 |
2020 | $5,989 | $417,315 | $238,688 | $178,627 |
2019 | $6,059 | $416,023 | $234,500 | $181,523 |
2018 | $5,913 | $408,724 | $227,465 | $181,259 |
2017 | $5,824 | $411,609 | $0 | $0 |
2016 | $5,653 | $378,909 | $0 | $0 |
2015 | $5,196 | $333,123 | $0 | $0 |
2014 | $3,982 | $214,864 | $0 | $0 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
09/22/2025 09/22/25 | For Sale | $1,250,000 | +159.3% | $708 / Sq Ft |
03/17/2016 03/17/16 | Sold | $482,000 | -5.5% | $557 / Sq Ft |
03/01/2016 03/01/16 | Pending | -- | -- | -- |
02/09/2016 02/09/16 | For Sale | $510,000 | -- | $589 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Warranty Deed | $482,000 | Sunshine Title Of The Keys I | |
Warranty Deed | $379,000 | Florida Title Of The Keys | |
Warranty Deed | $366,300 | Florida Title Of The Keys In | |
Warranty Deed | $296,000 | -- | |
Quit Claim Deed | -- | -- | |
Warranty Deed | $130,000 | -- | |
Warranty Deed | $110,000 | -- | |
Warranty Deed | $83,000 | -- | |
Warranty Deed | $39,900 | -- | |
Warranty Deed | $32,000 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Previous Owner | $283,500 | Commercial | |
Previous Owner | $104,000 | Commercial |
Source: Florida Keys Board of REALTORS®
MLS Number: 616583

APN: 00401940-000000
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