1614 Dennis St Key West, FL 33040
Mid Town NeighborhoodEstimated payment $7,730/month
Highlights
- Cathedral Ceiling
- Guest Parking
- Ceiling Fan
- Shed
- Central Air
About This Home
***BRAND NEW ROOF JUST INSTALLED *** 1614 Dennis St is a rare income-producing triplex offering strong cash flow and flexible use in the heart of Key West. Generating over $130,000 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 SEVEN 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.
Listing Agent
Ocean Sotheby's International Realty License #3400684 Listed on: 01/16/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $8,312
Year Built
- Built in 1968
Lot Details
- 5,056 Sq Ft Lot
- Lot Dimensions are 55 x 92
Home Design
- Frame Construction
- Metal Roof
- Concrete Block And Stucco Construction
Interior Spaces
- 2,699 Sq Ft Home
- 2-Story Property
- Cathedral Ceiling
- Ceiling Fan
- Fire and Smoke Detector
Kitchen
- Range
- Dishwasher
Bedrooms and Bathrooms
- 7 Bedrooms
- 4 Full Bathrooms
Laundry
- Dryer
- Washer
Parking
- Carport
- Guest Parking
- Off-Street Parking
Additional Features
- Shed
- Central Air
Community Details
- New Town Unrecord Subdivision
Listing and Financial Details
- Assessor Parcel Number 00062930-000000
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $8,312 | $804,776 | $412,699 | $392,077 |
| 2024 | $7,350 | $776,421 | $391,425 | $384,996 |
| 2023 | $7,350 | $756,874 | $387,171 | $369,703 |
| 2022 | $6,726 | $701,622 | $331,861 | $369,761 |
| 2021 | $6,260 | $568,301 | $253,150 | $315,151 |
| 2020 | $6,201 | $571,018 | $251,023 | $319,995 |
| 2019 | $5,755 | $510,447 | $190,394 | $320,053 |
| 2018 | $6,367 | $575,138 | $250,272 | $324,866 |
| 2017 | $6,117 | $562,463 | $0 | $0 |
| 2016 | $6,038 | $544,223 | $0 | $0 |
| 2015 | $5,650 | $465,539 | $0 | $0 |
| 2014 | $5,279 | $387,234 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 04/14/2026 04/14/26 | Price Changed | $1,299,000 | -10.4% | $481 / Sq Ft |
| 03/16/2026 03/16/26 | Price Changed | $1,449,000 | -3.3% | $537 / Sq Ft |
| 01/16/2026 01/16/26 | For Sale | $1,499,000 | -- | $555 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | -- | Law Ofc Of Samuel J Kaufman Pa | |
| Warranty Deed | $420,000 | None Available | |
| Warranty Deed | $220,000 | -- | |
| Warranty Deed | $159,000 | -- | |
| Deed | $27,500 | -- |
About the Listing Agent
Matt Sheehan | Key West Real Estate Broker
Born and raised in New England, Matt Sheehan brings a unique blend of Northeast work ethic and laid-back island expertise to the Key West real estate market. After relocating to Key West over 20 years ago, Matt has become deeply rooted in the community and offers clients insider knowledge of the Key West, Florida real estate market, from beachfront homes and luxury properties to investment opportunities throughout the Florida Keys.
Before
Matthew's Other Listings
Source: Key West Association of REALTORS®
MLS Number: 618151
APN: 00062930-000000
- 1614 Dennis St Unit B
- 1610-1612 Dennis St
- 1613 Josephine St
- 1825 Venetia St
- 1716 Laird St
- 1713 Rose St
- 1712 Laird St
- 1719 Laird St
- 1701 Laird St
- 1703 Johnson St Unit B
- 1901 S Roosevelt Blvd Unit 401
- 1901 S Roosevelt Blvd Unit 401S
- 1901 S Roosevelt Blvd Unit 202W
- 1901 S Roosevelt Blvd Unit 404W
- 1916 Seidenberg Ave
- 1524 5th St
- 1612 Laird St
- 1911 Seidenberg Ave
- 1610 Laird St
- 1627 Johnson St
- 1800 Atlantic Blvd Unit C127
- 2102 Staples Ave
- 2214 Seidenberg Ave
- 2120 Harris Ave
- 1209 Pearl St Unit 1209 Pearl Downstairs
- 1505 White St Unit Efficiency
- 2627 Staples Ave Unit A
- 2627 Staples Ave Unit B
- 8 Hilton Haven Rd
- 818 White St Unit 5
- 634 Louisa St
- 918 Southard St Unit 205, Unit 205
- 3321 Harriet Ave
- 629 Elizabeth St Unit SI ID1297833P
- 725 Southard St
- 1315 Whitehead St Unit SI ID1297834P
- 327 Margaret St
- 3312 Northside Dr Unit 111
- 3430 Eagle Ave
- 3312 Northside Dr
Ask me questions while you tour the home.