219 Preston Street, Upper Matecumbe Key Islamorada, FL 33036
$990,000
Property Type:
Residential
Bedrooms:
4
Baths:
2
Square Footage:
1,766
Lot Size (sq. ft.):
8,375
Status:
Active
Current Price:
$990,000
List Date:
12/10/2025
Last Modified:
12/16/2025
Description
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.
More Information MLS# 617660
Contract Information
Listing Board: Florida Keys
Current Price: $990,000
Listing Date: 2025-12-10
List Price: $990,000
Location, Tax & Legal
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 OR1025-491
Taxes: 7823.62
Tax Year: 2024
Pub Sewer HkUp: Yes
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
General Property Description
Realtor.COM Type: Multi-family
Waterfront: No
Control Depth: 0
Lot SqFt: 8375
Pool: No
Total Units: 0
Acres: 0.19
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Min Rental Days: 28
Style: Duplex
Year Built: 1934
Living Apx SqFt: 1766
Total Bedrooms: 4
Full Baths: 2
Total Baths: 2
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.
Directions: If coming from the North, on Overseas Hwy, Take a left on Johnson Road, and Right on Preston.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
None: 1
Tax Exemptions
None: 1
Appliances
Oven: 1
Range: 1
Refrigerator: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Heating
Central: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Building Style
Above Flood: Unknown
Conch: 1
Vehicle Storage
Car(s): 3
Off Street Parking: 1
Construction
Combo Construction: 1
Frame: 1
Stucco: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Negotiable: 1
Utilities
Buyer to Verify: 1
Status Change Info
Status: Active
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: December - 16 - 2025
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.