- CENTURY 21 Real Estate
- Florida
- Key West
- 1614 Dennis Street
1614 Dennis Street, Key West, FL 33040
Local realty services provided by:CENTURY 21 Circle
1614 Dennis Street,Key West, FL 33040
$1,499,000
- 7 Beds
- 4 Baths
- 2,699 sq. ft.
- Multi-family
- Active
Listed by: matthew j sheehan
Office: ocean sotheby's international realty
MLS#:618151
Source:FL_FKBOR
Price summary
- Price:$1,499,000
- Price per sq. ft.:$555.39
About this home

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. 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.
Contact an agent
Home facts
- Year built:1968
- Listing ID #:618151
- Added:21 day(s) ago
- Updated:February 07, 2026 at 03:40 PM
Rooms and interior
- Bedrooms:7
- Total bathrooms:4
- Full bathrooms:4
- Living area:2,699 sq. ft.
Structure and exterior
- Roof:Combo Roof, Metal Roof
- Year built:1968
- Building area:2,699 sq. ft.
- Lot area:0.12 Acres
Finances and disclosures
- Price:$1,499,000
- Price per sq. ft.:$555.39
- Tax amount:$8,312 (2025)
New listings near 1614 Dennis Street
- New
$518,000Active2 beds 2 baths772 sq. ft.3635 Seaside Drive #APT 213, KEY WEST, FL 33040
MLS# 618521Listed by: RE/MAX KEYS CONNECTION (KW) - Open Sun, 11am to 1pmNew
$1,425,000Active2 beds 1 baths1,250 sq. ft.1111 Watson Street #B, KEY WEST, FL 33040
MLS# 618516Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY - New
$949,000Active5 beds 2 baths1,501 sq. ft.1432 Eliza Street, KEY WEST, FL 33040
MLS# 618514Listed by: CENTURY 21 ALL KEYS INC (KW) - New
$529,000Active1 beds 1 baths378 sq. ft.801 Waddell Avenue #3, KEY WEST, FL 33040
MLS# 618510Listed by: ISLAND LIFE REALTY EXPERTS - New
$1,275,000Active2 beds 2 baths1,205 sq. ft.927 Thomas Street #APT 2, KEY WEST, FL 33040
MLS# 618511Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY - New
$859,000Active2 beds 1 baths762 sq. ft.927 Thomas Street #APT 4, KEY WEST, FL 33040
MLS# 618512Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY - New
$2,950,000Active3 beds 4 baths2,507 sq. ft.901 Johnson Street, KEY WEST, FL 33040
MLS# 618506Listed by: TRUMAN & CO. (KW) - New
$539,000Active1 beds 1 baths501 sq. ft.1220 Newton Street #3, KEY WEST, FL 33040
MLS# 618505Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY - New
$4,329,000Active3 beds 3 baths1,615 sq. ft.1309 Catherine Street, KEY WEST, FL 33040
MLS# 618499Listed by: ENGEL & VOLKERS KEY WEST - New
$1,469,500Active2 beds 3 baths1,053 sq. ft.1409 Olivia Street, KEY WEST, FL 33040
MLS# 618492Listed by: TRUMAN & CO. (KW)