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$3,700,000
Key West, FL 33040
Estimated payment $19,284/month
HOA not listed, not included · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr
Awarded the Florida Keys Preservation Star, this meticulously restored single-family home offers an enchanting blend of historic Key West charm, modern luxury, and high-yield investment potential. Holding a coveted TRANSIENT LICENSE allowing profitable nightly rentals, this turnkey Old Town sanctuary sits just a half-block from world-famous Duval Street while enjoying a prime position near boutique shops, fine dining, and the Southernmost Point. Step inside through iconic yellow doors into a bright, sunny retreat defined by historic Dade County pine walls, gingerbread balustrade details, high soaring ceilings, and rich natural light. The main level flows into an open-concept living area and a sleek white kitchen equipped with stainless steel appliances, ample prep space, and an oversized island with seating for six--perfect for gathering family and friends. Designed for indoor-outdoor living, double sliders spill out to a well-appointed, covered lanai featuring a large outdoor TV and a rare air-conditioned half bath. Beyond the lanai lies a private tropical oasis enveloped by lush palm trees and fencing. Take a refreshing dip in the 8' x 14' heated pool with its soothing water feature, lounge in the sunshine on the deck, or host alfresco dinners using the gas grill. The interior layout offers total comfort and privacy for guests. The main floor houses two king-bedroom suites complete with walk-in showers, including one with direct access to the poolside sanctuary. Tucked upstairs for added seclusion, the third ensuite bedroom features a queen bed, vaulted ceilings, and sunny exposure. Completely renovated with impact windows, and dedicated off-street parking, this property is designed for effortless ownership. Whether retained as a high-performing vacation rental with proven revenue projections or enjoyed as a private island getaway, this home offers a rare chance to own a piece of Key West paradise.
Tour with a local agent
| Date | Event | Price |
|---|---|---|
| 10/30/2026 | Listed for sale | $3,700,000$2709/sqft |
Brenda J Donnelly
Brenda Donnelly Real Estate LLC
Brokerage Phone: 305-304-1116
Source: Florida Keys MLS · MLS #620985
Data Powered by Home Junction, Inc.
KEY WEST MONTESSORI CHARTER SCHOOL, INC
Elementary · 0.5 mi
MAY SANDS MONTESSORI SCHOOL
Elementary · 0.8 mi
HORACE O'BRYANT SCHOOL
Elementary · 0.8 mi
K
0.1 mi
Island Grocery
0.3 mi
Olivia Street Grocery
0.3 mi
Italian Sea Food
0.1 mi
Origami Sushi Bar
0.1 mi
Grand Havana
0.1 mi
Gato Village Pocket Park
0.1 mi
Key West Butterfly and Nature Consevatory
0.1 mi
Nelson English City Park
0.2 mi
South Beach
0.2 mi
Dog Beach
0.3 mi
Higgs Beach
0.6 mi
Nearby amenity locations include data © OpenStreetMap contributors.