627 Caroline Street, Key West, FL 33040

$4,850,000
Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 2,230 Lot Size (sq. ft.): 4,541 Status: Active
Current Price: $4,850,000 List Date: 10/17/2025 Last Modified: 2/26/2026

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.

More Information MLS# 616913

Contract Information

Current Price: $4,850,000 Listing Date: 2025-10-17 Listing Board: Key West Association List Price: $4,850,000 As is Rght to Inspct: Yes

Location Tax Legal

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 Style: Single Family Waterfront: No Pool: Yes Year Built: 1938 Lot SqFt: 4541 Lot Sqft Source: Property Data Card Acres: 0.1 Living Apx SqFt: 2230 SqFt Source: Builder/Architect Total Bedrooms: 5 Full Baths: 5 Half Baths: 1 Total Baths: 6 Rentals Allowed: Yes

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Building Style

Above Flood: Unknown Stories: 2 Stories

Pool Info

Heated: Yes

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: February - 26 - 2026
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