About This Home

This 4-bedroom, 5-bathroom single family at 710 Caroline Street in Key West, FL is listed for $3,495,000 ($1,553 per sqft). Built in 1928, the home offers 2,250 sqft of living space on a 0.04 acres lot.

Key Features

  • Built in 1928
  • 0.04 acre lot
  • Private pool

Property Details

4 full, 1 half
1928

Amenities

PoolViewA/C
Listing 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.

Monthly Cost Estimate

$18,692/mo

20% down · 6.5% · 30 years

Principal$2,528
Interest$15,145
Insurance$1,019

Estimates only. Actual payments may vary.

Location

710 Caroline Street

Key West, FL 33040

Old Town - Unlisted (1.0)

Features & Amenities

Interior Features

Smart ThermostatBuilt-in CabinetsDade County PineFire SprinklerWalk-in Closet(s)Quartz CountertopsLoft

Exterior Features

FencingRain GuttersHot TubLightingSprinkler System

Property Details

Flooring

MarbleTileComboTerrazzo

Construction

Frame

Views

Water

Pool Features

Pool

Outdoor Features

PorchDeck

Heating

CentralEnergy Star Qualified Equipment (Heating)

Cooling

Central Air

Appliances

WasherDryerDishwasherRefrigeratorRangeOvenMicrowaveDisposalFreezerWine CoolerStainless Steel Appliance(s)

Questions & Answers

This 4-bedroom, 5-bathroom single family at 710 Caroline Street is listed at $3,495,000 ($1,553/sqft). The estimated monthly payment is $18,692 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

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.

JF

Jesse Friedman

License 3562749

Agent at Real Broker, LLC

Listed by Real Broker, LLC · Broker phone: (855) 450-0442 · View on Broker Site · Broker website

MLS# 620222· Source: Florida Keys Board of REALTORS®· 139 days on PropertySimple

Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

710 Caroline Street, Key West, FL 33040

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