710 Caroline Street, Key West, FL 33040
Local realty services provided by:Better Homes and Gardens Real Estate Destinations
710 Caroline Street,Key West, FL 33040
$3,495,000
- 4 Beds
- 5 Baths
- 2,250 sq. ft.
- Single family
- Active
Listed by: jesse friedman
Office: real broker, llc.
MLS#:620222
Source:FL_FKBOR
Price summary
- Price:$3,495,000
- Price per sq. ft.:$1,553.33
About this home
Caroline Street, steps from the Historic Seaport. This is the Key West people picture before they ever get here.
Built in the late 1800s as a cigar factory, when Key West was the cigar capital of the country. That origin is why it lives so much larger than the cottages around it: the volume, the ceiling height, the proportions of a working building rather than a bungalow. The Dade County pine is original, refinished rather than replaced, and irreplaceable.
What 2023 changed was everything behind it -- raised to modern flood elevation, impact-rated windows and doors, and finishes chosen by a designer who wasn't in a hurry. Native coral walls, Jerusalem limestone, terrazzo, and marble under high ceilings.
Out front, double balconies span the facade -- the real living room here. Coffee on the upper, cocktails on the lower, and Caroline Street putting on its show below: the walk to the Seaport, the whole slow parade of Old Town.
Out back, collapsing glass doors open to the garden: a heated and chilled plunge pool with waterfall, walled and private -- the kind of courtyard that makes 4pm the best hour of the day.
Four bedrooms, four en-suite baths, plus a guest half bath. The oversized upstairs primary has walk-in closets and a spa-caliber bath with double shower, artist-made cabinetry, and coral detail you won't see twice. A second primary on the main floor adds flexibility, plus a loft/office upstairs.
The kitchen was built for how people actually entertain here: a six-seat island, full JennAir package, open flow to the living and dining rooms.
And it earns from day one. High six-figures in booked rental revenue transfers with the sale, repeat guests already on the calendar. Residence, winter escape, or income property -- it does all three. Sold furnished. No HOA. Seller financing possible.
Three minutes to Duval. One minute to the shrimp boats. Homes on this block rarely trade, and almost never finished like this....
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Home facts
- Year built:1928
- Subdivision & Development:Old Town - Unlisted (1.0)
- Listing ID #:620222
- Added:65 day(s) ago
- Updated:August 14, 2026 at 02:57 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Rooms Total:13
- Kitchen Description:Built-in Cabinets, Quartz Countertops
- Living area:2,250 sq. ft.
Heating and cooling
- Cooling:Ceiling Fans(s), Central Air
- Heating:Central, ENERGY STAR Qualified Equipment
Structure and exterior
- Year built:1928
- Building area:2,250 sq. ft.
- Lot area:0.04 Acres
- Construction Materials:Frame
- Exterior Features:Fencing, Hot Tub, Lighting, Rain Gutters, Sprinkler System
Finances and disclosures
- Price:$3,495,000
- Price per sq. ft.:$1,553.33
- Tax amount:$9,955
Features and amenities
- Amenities:Built-in Cabinets, Dade County Pine, Drapes Included, Fire Sprinkler, Smoke Alarms, Window Treatments
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