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$1,299,000

  • For Sale
  • Active
  • Multi-Family
  • 0.12 Acres
  • Updated 21 hours ago
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***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.

Full Property Details for 1614 Dennis St

General

  • Price: $1,299,000
  • Taxes: $8,312 (2025)
  • Status: Active
  • Type: Multi-Family
  • Source: 927
  • MLS ID: 618151
  • Updated: 5/13/2026
  • Added to Site: 118 day(s) ago

Interior

  • Interior Features: Cathedral Ceilings, Smoke Alarms
  • Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
  • Flooring: Vinyl, Tile, Combo

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 7

Exterior

  • Exterior Features: Shed
  • Deck/Patio: Open Porch/Balcony, Deck
  • Porch/Patio/Deck: Open Porch/Balcony, Deck

Parking

  • Parking Features: Guest, Off Street, Carport

Location

  • Area: 03 - Key West
  • County: Monroe
  • Subdivision: New Town - Unrecord (3.0)

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air, Ceiling Fans(s)

Structural Information

  • Architectural Style: Above Flood
  • Construction Status: Fixer
  • Construction: CBS, Combo Construction, Frame
  • Roof: Combo Roof, Metal
  • Square Feet: 2,699
  • Sq. Ft. Source: Tax Records
  • Year Built: 1968
  • Property Condition: Fixer

Lot Features

  • Property View: No Waterview
  • Lot Size (Acres): 0.12
  • Lot Size (Sq. Ft.): 5,056
  • Lot Dimensions: 55 x 92
  • Zoning: SF - Single Family

Water Features

  • Water View: Yes

Financial Considerations

  • Tax Amount: $8,312.45
  • Tax Year: 2025
  • Terms: Cash, Conventional

Disclosures and Reports

  • Legal Description: KW DIAG PB 1-13 ALL LT 10 THE SELY 2 FT 4 IN OF LT 13 SQR 4 TR 30 OR300-455/56 OR520-947 OR980-892 OR1089-1773 OR1324-17
  • Flood Zone: AE
  • APN: 00062930-000000

Listed by Ocean Sotheby's International Realty, Matthew J Sheehan (305) 849-9233

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Listing agent

— 1614 Dennis St —

  • Matthew J Sheehan

    Ocean Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1614 Dennis St

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Horace O'bryant School
1105 Leon Street, Key West, FL 33040
6-80.5 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-120.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1614 Dennis St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/16/2026
Listed
$1,299,000
209.29%
MLS
6/23/2011
Sold
$420,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1614 Dennis St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,312
8%
$804,776
4%
2024
$7,723
5%
$776,421
3%
2023
$7,350
9%
$756,874
8%
2022
$6,726
7%
$701,622
23%
2021
$6,260
—
$568,301
—
2021
$6,260
9%
$571,018
12%
2019
$5,754
-10%
$510,447
-10%
2018
$6,367
4%
$566,948
1%
2017
$6,117
1%
$562,463
3%
2016
$6,038
7%
$544,223
28%
2015
$5,650
7%
$425,957
10%
2014
$5,279
-2%
$387,234
-1%
2013
$5,360
—
$390,947
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Ocean Sotheby's International Realty, Matthew J Sheehan (305) 849-9233

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1614 Dennis Street, Key West, FL 33040 (MLS# 618151) is a Multi-Family property with 0 units containing 7 bedrooms and 4 full bathrooms. 1614 Dennis Street is currently listed for $1,299,000 and was received on January 16, 2026. Want to learn more about 1614 Dennis Street? Do you have questions about finding other Multi-Family real estate for sale in Key West? You can browse all Key West real estate or contact a Coldwell Banker agent to request more information.

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