About 219 Preston Street
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.
Features of 219 Preston Street
| MLS® # | 617660 |
|---|---|
| Price | $990,000 |
| Bedrooms | 4 |
| Bathrooms | 2.00 |
| Full Baths | 2 |
| Square Footage | 1,766 |
| Acres | 0.19 |
| Year Built | 1934 |
| Type | Residential |
| Sub-Type | Duplex |
| Style | Conch |
| Status | Active |
Community Information
| Address | 219 Preston Street |
|---|---|
| Area | 23 - Upper Matecumbe |
| Subdivision | Matecumbe Beach (82.0) |
| City | ISLAMORADA |
| County | Monroe |
| State | FL |
| Zip Code | 33036 |
Amenities
| Utilities | Buyer to Verify |
|---|---|
| Parking Spaces | 3 |
| Parking | Off Street Parking |
| View | No Waterview |
| Is Waterfront | No |
| Waterfront | None |
| Has Pool | No |
Interior
| Appliances | Refrigerator, Oven, Range |
|---|---|
| Heating | Central |
| Cooling | Central Air, Ceiling Fans(s) |
| Fireplace | No |
Exterior
| Lot Description | Less Than 1/4 Acre |
|---|---|
| Construction | Frame, Combo Construction, Stucco |
Additional Information
| Date Listed | December 10th, 2025 |
|---|---|
| Days on Market | 43 |
| Zoning | SR - Settlers Residential |
| Short Sale | No |
| RE / Bank Owned | No |
| HOA Fees | 0.00 |
Listing Details
| Agent | Patti Stanley |
|---|---|
| Office | Coldwell Banker Schmitt Islamorada |