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About This Home
This 4-bedroom, 5-bathroom single family at 710 Caroline Street in Key West, FL is listed for $3,595,000 ($1,598 per sqft). Built in 1928, the home offers 2,250 sqft of living space on a 0.04 acres lot.
An extraordinary opportunity to own one of Key West's most coveted addresses -- iconic Caroline Street in the Historic Seaport, just steps from Duval Street. Fully renovated in 2023, this stunning residence was completely redesigned, raised to modern flood standards, and upgraded with impact-rated windows and doors, delivering a rare combination of historic charm, modern luxury, and total peace of mind.
Spanning approximately 2,250 of high-ceiling square feet, the home showcases refinished heart pine throughout, coral-clad walls, Jerusalem limestone and terrazzo flooring, marble accents, and designer finishes abound. Four generously sized bedrooms each feature beautifully appointed en-suite bathrooms, plus an additional guest half bath.
The oversized upstairs primary suite includes walk-in closets and a spa-caliber bath with double shower, custom artist-made cabinetry, and stunning coral accents. Two additional spacious bedrooms round out the upper level, while a second primary suite on the main floor offers ideal flexibility for owners or guests alike.
The chef's kitchen is built for entertaining -- a large six-seat island anchors the space alongside a premium JennAir appliance package. The open living and dining areas flow naturally into a sitting room with daybed and collapsing rear doors that open to your private outdoor retreat: a heated and chilled plunge pool with waterfall, creating a true resort-style escape in the heart of Old Town.
The investment story is equally compelling, should you choose to go that direction. The property comes with over $175,000 in already-booked upcoming rental revenue that transfers with the sale -- meaning your income starts on day one. A loyal base of repeat renters is in place and ready to continue, providing immediate cash flow and long-term earning potential with minimal ramp-up. Whether you're looking for a full-time residence, a seasonal getaway, or a high-performing income property, this home delivers on every
Key Features
- Built in 1928
- 0.04 acre lot
- Private pool
Property Details
Amenities
Monthly Cost Estimate
$19,227/mo
20% down · 6.5% · 30 years
Estimates only. Actual payments may vary.
Location
710 Caroline Street
Key West, FL 33040
Old Town - Unlisted (1.0)
Features & Amenities
Interior Features
Exterior Features
Property Details
Flooring
Construction
Views
Pool Features
Heating
Cooling
Appliances
Questions & Answers
This 4-bedroom, 5-bathroom single family at 710 Caroline Street is listed at $3,595,000 ($1,598/sqft). The estimated monthly payment is $15,578 based on 20% down at 6.5% interest.
Key features include: Built in 1928, 0.04 acre lot, Private pool. Interior Features: Smart Thermostat, Built-in Cabinets, Dade County Pine. Exterior Features: Fencing, Rain Gutters, Hot Tub.
This property is listed by Jesse Friedman and can be reached at 5615125340 or cobbsfriedman@gmail.com.








