About 1614 Dennis Street
1614 Dennis St is a rare income-producing triplex offering strong cash flow and flexible use in the heart of Key West. Generating over $125,000 annually in rental income, this well-configured property features three separate units, each with its own washer and dryer, making it highly desirable for long-term tenants and employee housing.The layout includes two spacious 2-bedroom / 1-bath units and an upstairs 3-bedroom / 2-bath residence, providing multiple rental strategies and value-add potential. A standout feature is parking for up to 7 vehicles--a true luxury in Key West and a major draw for tenants. Large Shed on property with two dedicated spaces that could be converted into a workspace. Ideal for investors seeking steady returns or employers looking for quality workforce housing, this triplex combines strong income, practical design, and exceptional parking in one compelling opportunity.Please note some photos were digitally staged and or altered to protect tenant privacy.
Features of 1614 Dennis Street
| MLS® # | 618151 |
|---|---|
| Price | $1,499,000 |
| Bedrooms | 7 |
| Bathrooms | 4.00 |
| Full Baths | 4 |
| Square Footage | 2,699 |
| Land Size | 5,227 |
| Year Built | 1968 |
| Type | Residential |
| Sub-Type | Multi-Units |
| Status | Active |
Community Information
| Address | 1614 Dennis Street |
|---|---|
| Area | 03 - Key West |
| Subdivision | New Town - Unrecord (3.0) |
| City | KEY WEST |
| County | Monroe |
| State | FL |
| Zip Code | 33040 |
Amenities
| Utilities | FKAA, Buyer to Verify |
|---|---|
| Parking Spaces | 4 |
| Parking | Off Street Parking |
| View | No Waterview |
| Is Waterfront | No |
| Waterfront | None |
| Has Pool | No |
Interior
| Interior Features | Cathedral Ceilings, Smoke Alarms |
|---|---|
| Appliances | Washer, Range, Refrigerator, Dishwasher, Dryer |
| Cooling | Central Air, Ceiling Fans(s) |
| Fireplace | No |
| Stories | 2 Stories |
Exterior
| Exterior Features | Shed |
|---|---|
| Lot Description | Less Than 1/4 Acre |
| Roof | Metal Roof, Combo Roof |
| Construction | CBS, Combo Construction, Frame |
Additional Information
| Date Listed | January 16th, 2026 |
|---|---|
| Days on Market | 49 |
| Zoning | SF - Single Family |
| Short Sale | No |
| RE / Bank Owned | No |
| HOA Fees | 0.00 |
Listing Details
| Agent | Matthew J Sheehan |
|---|---|
| Office | Ocean Sotheby's International Realty |
