$1,299,000
$200K PRICE DROP

Estimated payment $7,730/month

Total Views 80,999
7 Beds
4 Baths
2,699 Sq Ft
$481 Price per Sq Ft

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

Matthew Sheehan

Ocean Sotheby's International Realty License #3400684 Listed on: 01/16/2026

Ocean Sotheby's International Realty

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

Home Details

Home Type

Single Family

Est. Annual Taxes

$8,312

Year Built

Built in 1968

Lot Details

5,056 Sq Ft Lot

Listing Details

  • Property Type: Residential
  • Vehicle Storage Cars: 4+
  • Year Built: 1968
  • Building Style Above Flood: Unknown
  • Property Condition: Fixer
  • Property Sub Type: Multi-Units
  • Lot Size: 55 X 92
  • Co List Office Mls Id: kwa.office20314
  • Co List Office Phone: 305-294-1117
  • Subdivision Name: New Town - Unrecord (3.0)
  • Special Features: None

Interior Features

  • Appliances: Washer, Dryer, Dishwasher, Refrigerator, Range
  • Full Bathrooms: 4
  • Total Bedrooms: 7

Exterior Features

  • Waterfront: No
  • Exterior Features: Shed
  • Construction Type: CBS, Frame, Combo Construction
  • Waterfront: None
  • Roof: Metal Roof, Combo Roof

Utilities

  • Cooling: Central Air, Ceiling Fans(s)
  • Utilities: FKAA, Buyer to Verify

Condo/Co-op/Association

  • Pets Allowed: Yes

Lot Info

  • Parcel Number: 00062930-000000
  • Lot Size Sq Ft: 5056.0

Rental Info

  • Furnished: Unfurnished

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 8312.45

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

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
Source: Public Records

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
Source: Key West Association of REALTORS®

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 --
Source: Public Records

About the Listing Agent

Matthew Sheehan

Ocean Sotheby's International Realty

(645) 666-1054

Section Image

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

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  • 201 Coppitt Rd Unit 202, Key West, FL 33040

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  • 132 N Indies Dr, Marathon, FL 33050

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  • 2104 Fogarty Ave, Key West, FL 33040

    $600,000 Sold Oct 03, 2025

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  • 2420 Patterson Ave Unit B, Key West, FL 33040

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  • 1106 17th St, Key West, FL 33040

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Source: Key West Association of REALTORS®

MLS Number: 618151

Key West Association of REALTORS®

APN: 00062930-000000

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