219 Preston Street, Upper Matecumbe Key Islamorada, FL 33036
$895,000
Property Type:
Residential
Bedrooms:
4
Baths:
2
Square Footage:
1,766
Lot Size (sq. ft.):
8,375
Status:
Contingent/Show
Current Price:
$895,000
List Date:
12/10/2025
Last Modified:
3/16/2026
Listing Details MLS# 617660
Location, Tax & Legal
- Street #
- 219
- Street Name
- Preston
- Street Suffix
- Street
- Key/Island
- Upper Matecumbe Key Islamorada
- State/Province
- FL
- Zip Code
- 33036
- County
- Monroe
- Subdivision
- Matecumbe Beach (82.0)
- Area
- 23 - Upper Matecumbe
- City
- ISLAMORADA
- Mile Marker
- 82
- Marathon Neighborhood
- N/A
- Side
- Ocean
- Flood Zone
- AE
- Alternate Key #
- 1494275
- Parcel #
- 00401940-000000
- Zoning
- SR - Settlers Residential
- Deed Restrictions
- Unknown
- Legal
- BK 4 LT 2 MATECUMBE BEACH PB 1-133 UPPER MATECUMBE OR598-824 OR771-19 OR820-751 OR887-2247/2248 OR962-108-AFF OR1025-49
- Taxes
- 7749.71
- Tax Year
- 2025
- Pub Sewer HkUp
- Yes
Contract Information
- Listing Board
- Florida Keys
General Property Description
- Realtor.COM Type
- Multi-family
- Style
- Duplex
- Waterfront
- No
- Pool
- No
- Year Built
- 1934
- Lot SqFt
- 8375
- Acres
- 0.19
- Living Apx SqFt
- 1766
- SqFt Source
- Property Data Card
- Total Bedrooms
- 4
- Full Baths
- 2
- Total Baths
- 2
- Rentals Allowed
- With Restrictions
- Min Rental Days
- 28
- Control Depth
- 0
- Total Units
- 0
Status Change Info
- Contingent
- Contingent/Show
Association Info
- Mandatory Home Owners Asc
- No
- 1st Right of Refusal
- No
- Association Fee $
- 0
Building Style
- Above Flood
- Unknown
- Conch
- Yes
More Information
Vehicle Storage
- Car(s)
- 3
- Off Street Parking
- Yes
Remarks & Misc
- Remarks – Consumer
- 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.
- Directions
- If coming from the North, on Overseas Hwy, Take a left on Johnson Road, and Right on Preston.
Fee Includes
- None
- Yes
Dockage
- None
- Yes
Tax Exemptions
- None
- Yes
Appliances
- Oven
- Yes
- Range
- Yes
- Refrigerator
- Yes
Pets
- Pets Allowed
- Yes
Cooling
- Ceiling Fans(s)
- Yes
- Central Air
- Yes
Heating
- Central
- Yes
Waterfront
- None
- Yes
Waterview
- No Waterview
- Yes
Construction
- Combo Construction
- Yes
- Frame
- Yes
- Stucco
- Yes
Land Size
- Less Than 1/4 Acre
- Yes
Furnished
- Negotiable
- Yes
Utilities
- Buyer to Verify
- Yes
Property Features
Fee Includes:
None
Tax Exemptions:
None
Waterfront:
None
Waterview:
No Waterview
Dockage:
None
Building Style:
Conch
Vehicle Storage:
Off Street Parking
Furnished:
Negotiable
Cooling:
Ceiling Fans(s); Central Air
Heating:
Central
Utilities:
Buyer to Verify
Appliances:
Oven; Range; Refrigerator
Construction:
Combo Construction; Frame; Stucco
Pets:
Pets Allowed
Land Size:
Less Than 1/4 Acre
Listing Office:
Coldwell Banker Schmitt Islamorada
Last Updated: March - 16 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.