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1614 Dennis Street, Key West, FL 33040

$1,449,000
Property Type: Residential Bedrooms: 7 Baths: 4 Square Footage: 2,699 Lot Size (sq. ft.): 5,056 Status: Active
Current Price: $1,449,000 List Date: 1/16/2026 Last Modified: 3/24/2026

Overview

Description

***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 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 a ...

Listing Details MLS# 618151

Location, Tax & Legal

Street #
1614
Street Name
Dennis
Street Suffix
Street
Key/Island
Key West
State/Province
FL
Zip Code
33040
County
Monroe
Subdivision
New Town - Unrecord (3.0)
Area
03 - Key West
KW Neighborhood
New Town
City
KEY WEST
Mile Marker
3
Marathon Neighborhood
N/A
Side
Median
Flood Zone
AE
Alternate Key #
1063347
Parcel #
00062930-000000
Zoning
SF - Single Family
Deed Restrictions
Unknown
Legal
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
Taxes
8312.45
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association

General Property Description

Realtor.COM Type
Multi-family
Style
Multi-Units
Waterfront
No
Pool
No
Year Built
1968
Lot SqFt
5056
Acres
0.12
Living Apx SqFt
2699
SqFt Source
Tax Records
Total Bedrooms
7
Full Baths
4
Total Baths
4
Rentals Allowed
Yes
Control Depth
0
Total Units
0

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

Building Style

Above Flood
Unknown
Stories
2 Stories

More Information

Vehicle Storage

Car(s)
4+
Off Street Parking
Yes

Remarks & Misc

Remarks – Consumer
***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 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.

Fee Includes

None
Yes

Dockage

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Dryer
Yes
Range
Yes
Refrigerator
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Waterfront

None
Yes

Waterview

No Waterview
Yes

Floor

Combo
Yes
Tile
Yes
Vinyl
Yes

Interior Features

Cathedral Ceilings
Yes
Smoke Alarms
Yes

Property Condition

Fixer Upper
Yes

Construction

CBS
Yes
Combo Construction
Yes
Frame
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Unfurnished
Yes

Terms

Cash
Yes
Conventional
Yes

Utilities

Buyer to Verify
Yes
FKAA
Yes

Porch/Balcony

Deck
Yes
Open Porch/Balcony
Yes

Title

Negotiable
Yes

Exterior Features

Shed
Yes

Roof

Combo Roof
Yes
Metal Roof
Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Property Condition: Fixer Upper Vehicle Storage: Off Street Parking Furnished: Unfurnished Cooling: Ceiling Fans(s); Central Air Utilities: Buyer to Verify; FKAA Interior Features: Cathedral Ceilings; Smoke Alarms Appliances: Dishwasher; Dryer; Range; Refrigerator; Washer Exterior Features: Shed Construction: CBS; Combo Construction; Frame Floor: Combo; Tile; Vinyl Roof: Combo Roof; Metal Roof Pets: Pets Allowed Land Size: Less Than 1/4 Acre Terms: Cash; Conventional Title: Negotiable
Listing Office: Ocean Sotheby's International Realty
Last Updated: March - 24 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.