Back on market with Huge Price Improvement! Rare Downtown Islamorada Opportunity... Just steps to the ocean, sunrises and sunsets. Walk to everything you love in Islamorada! 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 1 bath 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.Important Note: This property is also listed separately in the MLS under 2 different classifications intentionally: Single Family Home and Duplex/multifamily as it can be used for both.
Sold for $834,000
$834,000
219 Preston St, Islamorada, FL 33036
4beds
1,766sqft
Duplex, Multi Family
Built in 1934
-- sqft lot
$-- Zestimate®
$472/sqft
$3,671 Estimated rent
Home value
Not available
Estimated sales range
Not available
$3,671/mo
Zestimate® history
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List your homeWhat's special
Zillow last checked:
Listing updated:
Listed by:
Patti Stanley 305-393-4433,
Coldwell Banker Schmitt Islamorada
Bought with:
Jeanette Silvestri, 3258182
Coldwell Banker Schmitt Key Largo
Source: FLKMLS,MLS#: 617660
Originating MLS: Florida Keys
Originating MLS: Florida KeysFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Central
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Refrigerator, Oven, Range
Interior area
- Total interior livable area: 1,766 sqft
Property
Parking
- Total spaces: 3
- Parking features: Off Street
Features
- Water view: None
- Waterfront features: None, Dockage: None
Lot
- Size: 8,276 sqft
- Features: Less Than 1/4 Acre
Details
- Parcel number: 00401940000000
- Zoning: SR
- Zoning description: Settlers Residential
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Conch
- Property subtype: Duplex, Multi Family
- Attached to another structure: Yes
Materials
- Frame, Combo Construction, Stucco
Condition
- Year built: 1934
Utilities & green energy
- Sewer: Public Sewer
- Utilities for property: Buyer to Verify
Community & neighborhood
Location
- Region: Islamorada
- Subdivision: Matecumbe Beach (82.0)
HOA & financial
HOA
- Has HOA: No
- Services included: None
Price history
| Date | Event | Price |
|---|---|---|
| 5/29/2026 | Listing removed | $3,500$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 5/10/2026 | Listed for rent | $3,500$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 5/5/2026 | Sold | $834,000-6.8%$472/sqft |
Source:  FLKMLS #617660 Report a problem | ||
| 5/3/2026 | Pending sale | $895,000$507/sqft |
Source: FLKMLS #617660 Report a problem | ||
| 3/16/2026 | Contingent | $895,000$507/sqft |
Source:  Key West AOR #617660 Report a problem | ||
| 2/27/2026 | Price change | $895,000-9.6%$507/sqft |
Source: FLKMLS #617660 Report a problem | ||
| 12/10/2025 | Listed for sale | $990,000-20.8%$561/sqft |
Source: FLKMLS #617660 Report a problem | ||
| 11/26/2025 | Listing removed | $1,250,000$708/sqft |
Source: Key West AOR #616583 Report a problem | ||
| 9/22/2025 | Listed for sale | $1,250,000+159.3%$708/sqft |
Source: Key West AOR #616583 Report a problem | ||
| 3/24/2016 | Sold | $482,000+27.2%$273/sqft |
Source: Public Record Report a problem | ||
| 8/20/2014 | Sold | $379,000+3.5%$215/sqft |
Source: Public Record Report a problem | ||
| 6/10/2003 | Sold | $366,300+23.8%$207/sqft |
Source: Public Record Report a problem | ||
| 2/20/2003 | Sold | $296,000+127.7%$168/sqft |
Source: Public Record Report a problem | ||
| 3/30/1995 | Sold | $130,000$74/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,073 +3.2% | $715,753 +2.9% |
| 2024 | $7,824 +0.6% | $695,582 +3% |
| 2023 | $7,774 +1.6% | $675,323 +3% |
| 2022 | $7,653 +19% | $655,654 +42.8% |
| 2021 | $6,430 +7.4% | $459,047 +10% |
| 2020 | $5,989 | $417,315 +0.3% |
| 2019 | $5,989 -1.2% | $416,023 +1.8% |
| 2018 | $6,059 +2.5% | $408,724 -0.7% |
| 2017 | $5,913 +1.5% | $411,609 +8.6% |
| 2016 | $5,824 +3% | $378,909 +13.7% |
| 2015 | $5,653 | $333,123 |
Find assessor info on the county website
Neighborhood: 33036
Nearby schools
GreatSchools rating
- 10/10Plantation Key SchoolGrades: PK-8Distance: 7.9 mi
- 5/10Coral Shores High SchoolGrades: 9-12Distance: 8.2 mi
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- Florida
- Monroe County
- Islamorada
- 33036
- 219 Preston St
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