627 Caroline Street, Key West, FL 33040 (MLS# 616913)

627 Caroline Street, Key West, FL 33040

$5,000,000

Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 2,230 Lot Size (sq. ft.): 4,541 Status: Active

Current Price: $5,000,000 List Date: 10/17/2025 Last Modified: 11/23/2025

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

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: November - 23 - 2025

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