Ad #7864190
MLS #620222
An extraordinary opportunity to own one of Key West's most
710 Caroline St, Key West, FL 33040
$3,595,000
4Beds
5Baths
2,250Sqft
0.04Acres
About this property
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
Property Features
4 Beds
5 Baths
2,250 Sqft
Built in 1928
0.04 Acres
Beachview
Siding: Frame
Metal Roof
Has Swimming Pool
Energy Star Qualified Equipment (Heating), Central
$9,955 / yr property tax
Monroe County
Old Town - Unlisted (1) Community
Additional Photos
Contact Information
Jesse Friedman
Real Broker, LLC
561-512-5340
Location
Listing Agent: Jesse Friedman (License #: 3562749) 561-512-5340
Broker: Real Broker, LLC 855-450-0442 Listing Site
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.
Broker: Real Broker, LLC 855-450-0442 Listing Site
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.
BeachHouse.com
Printed Aug 11, 2026
Photo Gallery
$3,595,000
4
Beds
5
Baths
2,250
Sqft
710 Caroline St, Key West, FL 33040
By contacting this agent you agree to these Terms and Conditions.
MLS# 620222
An extraordinary opportunity to own one of Key West's most
$3,595,000
710 Caroline St, Key West, FL 33040
4
Beds
5
Baths
2,250
Sqft
0.04
Acres
$3,595,000
710 Caroline St, Key West, FL 33040
4 Beds
5 Baths
2,250 Sqft
0.04 Acres
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
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Property Details
HOME DETAILS
4 Beds
5 Baths
2,250 Sqft
Built in 1928
0.04 Acres
BEACH & VIEW
Beachview
EXTERIOR
Siding: Frame
Metal Roof
Has Swimming Pool
INTERIOR
Energy Star Qualified Equipment (Heating), Central
FINANCIAL & COMMUNITY
$9,955 / yr property tax
Monroe County
Old Town - Unlisted (1) Community
See More Details
Location
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Ad Statistics
Ad Number
7864190
Viewed
81 times
Listing Status
Active
Added
Jun 10, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM
Listing Information
Data Source
Florida Keys Board of REALTORS®
Source Property ID
620222
Listing Agent: Jesse Friedman (License #: 3562749) 561-512-5340
Broker: Real Broker, LLC 855-450-0442 Listing Site
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.
Broker: Real Broker, LLC 855-450-0442 Listing Site
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.
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