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$5,000,000
Key West, FL 33040
MLS# 616913
5 beds | 6 baths | 2230 sqft
1 / 54
Open House (01/16/2026 - 1:00 pm - 3:00 pm)
Property Description
5 Beds | 6 Baths | Pool & Spa | Prime Historic Location 627 Caroline Street is a rare opportunity to own a turnkey masterpiece in one of Key West's most coveted neighborhoods. Just steps from vibrant Duval Street and the iconic Historic Seaport, this fully furnished home perfectly blends timeless island charm with modern luxury. Completely rebuilt from the studs, this residence has been meticulously reimagined with top-tier craftsmanship—preserving its historic architectural features while delivering the comfort and convenience of new construction. Every inch reflects thoughtful design, from the airy open-concept living spaces to the high-end finishes throughout. Step outside into your private tropical oasis featuring a resort-style pool and spa, ideal for relaxing or entertaining under the Key West sun. Whether you're looking for a luxurious full-time residence, a vacation getaway, or a high-end rental investment, 627 Caroline checks all the boxes. Highlights: • 5 spacious ensuite bedrooms • 6 designer bathrooms • Stunning pool and spa with lush landscaping • Off-Street Parking, Fully furnished, and move-in ready • Premier Old Town location - walk to restaurants, shops, Gym, and the marina • Seamless blend of historic charm and modern elegance This is Key West living at its finest—don't miss your chance to own a piece of paradise.
Details
Maps
Contract Information
Listing Board: Key West Association
As is Rght to Inspct: Yes
Current Price: $5,000,000
Listing Date: 2025-10-17
List Price: $5,000,000
Location, Tax & Legal
KW Neighborhood: Old Town-N of Truman
City: KEY WEST
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Bay/Gulf
Flood Zone: AE
Alternate Key #: 1000868
Parcel #: 00000850-000000
Zoning: HHDR - Historic High Density Residential
Deed Restrictions: Unknown
Legal: KW PT LOT 1 SQR 12 OR210-556/57 OR553-1036 OR983-277/79 OR1807-1339/40 OR2725-252/53 OR2899-811/16 OR2905-1400/01 OR2911
Taxes: 15074.19
Tax Year: 2024
Pub Sewer HkUp: Yes
Street #: 627
Street Name: Caroline
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Old Town - Unrecord (1.0)
Area: 01 - Key West
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: No
Control Depth: 0
Lot SqFt: 4541
Pool: Yes
Lot Sqft Source: Property Data Card
Total Units: 0
Acres: 0.1
SqFt Source: Builder/Architect
Rentals Allowed: Yes
Style: Single Family
Year Built: 1938
Living Apx SqFt: 2230
Total Bedrooms: 5
Full Baths: 5
Half Baths: 1
Total Baths: 6
Remarks & Misc
Remarks – Consumer: 5 Beds | 6 Baths | Pool & Spa | Prime Historic Location
627 Caroline Street is a rare opportunity to own a turnkey masterpiece in one of Key West's most coveted neighborhoods. Just steps from vibrant Duval Street and the iconic Historic Seaport, this fully furnished home perfectly blends timeless island charm with modern luxury.
Completely rebuilt from the studs, this residence has been meticulously reimagined with top-tier craftsmanship—preserving its historic architectural features while delivering the comfort and convenience of new construction. Every inch reflects thoughtful design, from the airy open-concept living spaces to the high-end finishes throughout.
Step outside into your private tropical oasis featuring a resort-style pool and spa, ideal for relaxing or entertaining under the Key West sun. Whether you're looking for a luxurious full-time residence, a vacation getaway, or a high-end rental investment, 627 Caroline checks all the boxes.
Highlights:
• 5 spacious ensuite bedrooms
• 6 designer bathrooms
• Stunning pool and spa with lush landscaping
• Off-Street Parking, Fully furnished, and move-in ready
• Premier Old Town location - walk to restaurants, shops, Gym, and the marina
• Seamless blend of historic charm and modern elegance
This is Key West living at its finest—don't miss your chance to own a piece of paradise.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
None: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Microwave: 1
Oven: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Pets
Pets Allowed: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Building Style
Above Flood: Unknown
Stories: 2 Stories
Construction
Frame: 1
Land Size
Less Than 1/4 Acre: 1
Utilities
FKAA: 1
Pool Info
In Ground: 1
Salt Water: 1
Heated: Yes
Decked: 1
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: None
Waterview: No Waterview
Dockage: None
Utilities: FKAA
Appliances: Dishwasher; Microwave; Oven; Refrigerator; Stainless Steel Appliance(s)
Pool Info: In Ground; Salt Water; Decked
Construction: Frame
Pets: Pets Allowed
Land Size: Less Than 1/4 Acre
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: January - 15 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.