726 Simonton Street, Key West, FL 33040
Local realty services provided by:Better Homes and Gardens Real Estate Destinations
726 Simonton Street,Key West, FL 33040
$2,895,000
- 2 Beds
- 2 Baths
- 1,472 sq. ft.
- Single family
- Active
Listed by: the behmke group
Office: keller williams key west compass realty
MLS#:622050
Source:FL_FKBOR
Price summary
- Price:$2,895,000
- Price per sq. ft.:$1,966.71
About this home
Experience the character and charm of historic Old Town Key West at 726 Simonton Street, a distinctive two-story island residence featuring classic architecture, beautiful Dade County pine, and a thoughtfully executed nautical motif that celebrates the island's maritime heritage.
Ideally situated in the heart of Old Town, this unique property places Key West's celebrated restaurants, galleries, shopping, entertainment, and waterfront attractions within easy walking or biking distance, while offering the privacy of your own tropical retreat.
The first floor features inviting living spaces and a kitchen with French doors opening directly to the lush tropical backyard and private swimming pool. This seamless connection between indoor and outdoor living captures the relaxed island lifestyle that makes Key West so special.
Upstairs, an additional living area and second kitchen provide a wonderful extension of the residence, complemented by a covered private deck overlooking Simonton Street. A finished loft, accessed by a traditional ship's ladder, adds another distinctive element to the home's nautical personality and provides additional flexible bonus space.
Currently enjoyed as a single-family residence, the property offers interior access between both levels, along with a separate exterior entrance that allows for additional privacy and flexibility. Its Multi-Family Duplex zoning presents an added dimension of versatility for future owners.
With its century-old Conch-house architecture, warm Dade County pine interiors, maritime-inspired details, and private tropical pool, 726 Simonton Street is a home that celebrates the history and individuality of Key West....
Contact an agent
Home facts
- Year built:1918
- Subdivision & Development:Old Town - Unrecord (1.0)
- Listing ID #:622050
- Added:1 day(s) ago
- Updated:November 13, 2026 at 07:41 PM
Rooms and interior
- Bedrooms:2
- Total bathrooms:2
- Living area:1,472 sq. ft.
Heating and cooling
- Cooling:Ceiling Fans(s), Ductless
Structure and exterior
- Year built:1918
- Building area:1,472 sq. ft.
- Lot area:0.05 Acres
- Construction Materials:Frame
Finances and disclosures
- Price:$2,895,000
- Price per sq. ft.:$1,966.71
- Tax amount:$4,220
New listings near 726 Simonton Street
- New
$1,850,000Active5 beds 3 baths2,146 sq. ft.530 White Street, Key West, FL 33040
MLS# 622062Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY - Open Sun, 12 to 2pmNew
$1,898,000Active3 beds 3 baths2,205 sq. ft.421 United Street, Key West, FL 33040
MLS# 622063Listed by: ENGEL & VOELKERS KEY WEST - New
$557,000Active3 beds 2 baths1,070 sq. ft.3930 S Roosevelt Boulevard #105W, Key West, FL 33040
MLS# 622064Listed by: COASTAL COLLECTION REAL ESTATE INC. - New
$40,000Active2 beds 2 baths1,100 sq. ft.617 Front Street #1st Q Float, Key West, FL 33040
MLS# 622052Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY - New
$1,700,000Active2 beds 2 baths1,311 sq. ft.1800 Atlantic Boulevard #327C, Key West, FL 33040
MLS# 622046Listed by: COASTAL COLLECTION REAL ESTATE INC. - Open Sat, 11am to 1pmNew
$1,290,000Active2 beds 2 baths1,458 sq. ft.702 Florida Street, Key West, FL 33040
MLS# 622047Listed by: COASTAL COLLECTION REAL ESTATE INC. - New
$675,000Active3 beds 2 baths1,568 sq. ft.3314 Northside Drive #108, Key West, FL 33040
MLS# 622042Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY - New
$1,075,000Active3 beds 3 baths1,240 sq. ft.6 Kingfisher Lane, Key West, FL 33040
MLS# 622026Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO. (KW) - Open Sat, 12 to 1pmNew
$849,500Active3 beds 2 baths1,488 sq. ft.2928 Fogarty Avenue, Key West, FL 33040
MLS# 622024Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY