710 Caroline Street, Key West, FL

$3,495,000

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4

Beds

5

Baths

2,250

Square feet

1,742

Land Size

About 710 Caroline Street

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 appliance package, open flow to the living and dining rooms. And it earns from day one. 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.

Features of 710 Caroline Street

MLS® # 620222
Price $3,495,000
Bedrooms 4
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 2,250
Land Size 1,742
Year Built 1928
Type Residential
Sub-Type Single Family Residence
Style Conch
Status Active

Community Information

Address 710 Caroline Street
Area 02 - Key West
Subdivision Old Town - Unlisted (1.0)
City Key West
County Monroe
State FL
Zip Code 33040

Amenities

Utilities FKAA, Municipal Sewer, Cable Available
View No Waterview
Is Waterfront No
Waterfront None
Has Pool Yes
Pool In Ground, Concrete, Decked

Interior

Interior Features Drapes/Blinds Incl, Split Bedroom, Entrance Foyer, Built-in Cabinets, Dade County Pine, Fire Sprinkler, Smoke Alarms, Walk-in Closet(s), Window Treatments, Quartz Countertops
Appliances Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer, Wine Cooler, Stainless Steel Appliance(s)
Heating Central, ENERGY STAR Qualified Equipment
Cooling Central Air, Ceiling Fans(s)
Fireplace No
Has Basement No

Exterior

Exterior Features Fencing, Rain Gutters, Hot Tub, Lighting, Sprinkler System
Lot Description Less Than 1/4 Acre
Windows Wood Windows, Impact Rstnce Window
Roof Metal Roof
Construction Frame

Additional Information

Date Listed June 10th, 2026
Days on Market 81
Zoning HMDR - Historic Medium Density Residential
Short Sale No
RE / Bank Owned No

Listing Details

AgentJesse Friedman
OfficeReal Broker, LLC

Listing Map

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