$3,495,000
 $18,762 est/mo Sourced by Back At You

710 Caroline Street,KEY WEST, FL 33040

KEY WEST, FL 33040

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Description

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.

Details

MLS #620222
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1928
Days On Site75
Listing Provided ByReal Broker, LLC | Jesse Friedman

Features

Bed(s)4
Bath(s) 5 Total
SQ Feet2,250
PoolYes
ZoningHMDR - Historic Medium Density R
Acreage0.04
Water FrontNone
Property ViewNo Waterview

Taxes

Property9955

Area Information

StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area02 Key West
Community NameOld Town Unlisted (1.0)
Listing VS Median (in Old Town Unlisted (1.0))
Price:
$3,495,000
low | high
Med:
$859,000
100% of Average
sqft:
2,250
low | high
Med:
762
100% of Average
$ / sqft:
$1,553
low | high
Med:
$1,127
77.427258287993% of Average
On site:
75
low | high
Med:
199
37.688442211055% of Average
Sourced by Back At You

Market Activity 33040

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Learn More About This Property

StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area02 Key West
Community NameOld Town Unlisted (1.0)
Listing VS Median (in Old Town Unlisted (1.0))
Price:
$3,495,000
low | high
Med:
$859,000
100% of Average
sqft:
2,250
low | high
Med:
762
100% of Average
$ / sqft:
$1,553
low | high
Med:
$1,127
77.427258287993% of Average
On site:
75
low | high
Med:
199
37.688442211055% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $2.621M - $4.368M
sqft: 1,500 - 2,500
Nearby Listings Property ImageNearby Listings Details
800 Fleming Street Unit C1 Property Photo 1
$2,445,000
800 Fleming Street Unit C1
Key West, FL 33040
423 Duval Street B Property Photo 1
$17,600
423 Duval Street B
Key West, FL 33040
Listing Updated: August 20, 2026 at 12:28:50 PM PDT