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710 Caroline St, Key West, FL - photo 1
Active
710 Caroline St, Key West, FL - photo 2
710 Caroline St, Key West, FL - photo 3
710 Caroline St, Key West, FL - photo 4
710 Caroline St, Key West, FL - photo 5
+31

$3,495,000

4 beds5 baths2,250 sqft|620222 MLS#

710 Caroline St, Key West, FL 33040

Est.$20,970/moGet pre-qualified

Single Family Residence

Residential

Built in

1928

Lot size

1,742 sqft

Price/sqft

$1553

HOA

None

Listed by: Jesse Friedman 561-512-5340, Real Broker, LLC 855-450-0442

Source:Florida Keys MLS (FLKMLS)|MLS #620222

Get price drop alert on this property the moment it happen

Preferred Brokerage Partner

Kinsfolk Realty

Kinsfolk Signature Realty

What's special

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.

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Facts & features

Bedrooms & bathrooms

  • Bedrooms:4
  • Bathrooms:5
  • Full bathrooms:0

Heating

  • Has Heating:Yes

Interior area

  • Total structure area:2,250 sqft
  • Total interior livable area:2,250 sqft

Parking

  • Parking features:N/A
  • Garage spaces:0
  • Has attached garage:No

Lot

  • Size:1,742 sqft

Details

  • Parcel number:N/A

Type & style

  • Home type:Single Family Residence
  • Property subtype:Residential

Materials

  • • N/A

Condition

  • Year built:1928

Contact agent

Price history

DateEventPrice
9/17/2026Listed for sale$3,495,000$1553/sqft

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