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About This Home

This 4-bedroom, 5-bathroom single family at 710 Caroline Street in Key West, FL is listed for $3,595,000 ($1,598 per sqft). Built in 1928, the home offers 2,250 sqft of living space on a 0.04 acres lot.

Agent Description

An extraordinary opportunity to own one of Key West's most coveted addresses -- iconic Caroline Street in the Historic Seaport, just steps from Duval Street. Fully renovated in 2023, this stunning residence was completely redesigned, raised to modern flood standards, and upgraded with impact-rated windows and doors, delivering a rare combination of historic charm, modern luxury, and total peace of mind.

Spanning approximately 2,250 of high-ceiling square feet, the home showcases refinished heart pine throughout, coral-clad walls, Jerusalem limestone and terrazzo flooring, marble accents, and designer finishes abound. Four generously sized bedrooms each feature beautifully appointed en-suite bathrooms, plus an additional guest half bath.

The oversized upstairs primary suite includes walk-in closets and a spa-caliber bath with double shower, custom artist-made cabinetry, and stunning coral accents. Two additional spacious bedrooms round out the upper level, while a second primary suite on the main floor offers ideal flexibility for owners or guests alike.

The chef's kitchen is built for entertaining -- a large six-seat island anchors the space alongside a premium JennAir appliance package. The open living and dining areas flow naturally into a sitting room with daybed and collapsing rear doors that open to your private outdoor retreat: a heated and chilled plunge pool with waterfall, creating a true resort-style escape in the heart of Old Town.

The investment story is equally compelling, should you choose to go that direction. The property comes with over $175,000 in already-booked upcoming rental revenue that transfers with the sale -- meaning your income starts on day one. A loyal base of repeat renters is in place and ready to continue, providing immediate cash flow and long-term earning potential with minimal ramp-up. Whether you're looking for a full-time residence, a seasonal getaway, or a high-performing income property, this home delivers on every

Key Features

  • Built in 1928
  • 0.04 acre lot
  • Private pool

Property Details

4 full, 1 half
1928

Amenities

PoolViewA/C

Monthly Cost Estimate

$19,227/mo

20% down · 6.5% · 30 years

Principal$2,600
Interest$15,578
Insurance$1,049

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

ComboMarbleTerrazzoTile

Construction

Frame

Views

Water

Pool Features

PorchDeck

Heating

Energy Star Qualified Equipment (Heating)Central

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 $3,595,000 ($1,598/sqft). The estimated monthly payment is $15,578 based on 20% down at 6.5% interest.

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 and can be reached at 5615125340 or cobbsfriedman@gmail.com.

JF

Jesse Friedman

Agent at Real Broker, LLC

(561) 512-5340

Listed by Real Broker, LLC · View on Broker Site

MLS# 620222· Source: listhub· Updated 2 days ago

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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