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Listing Board: Florida Keys

As is Rght to Inspct: Yes

Current Price: $3,495,000

Listing Date: 2026-06-10

List Price: $3,495,000

KW Neighborhood: Old Town-N of Truman

City: KEY WEST

Off Shore Island: No

Mile Marker: 1

Marathon Neighborhood: N/A

Side: Bay/Gulf

Flood Zone: AE

Alternate Key #: 1003875

Parcel #: 00003710-000000

Zoning: HMDR - Historic Medium Density Residential

Deed Restrictions: No

Legal: KW PT LOT 3 SQR 22 H1-567 G4-418 OR931-368/69 OR957-632/33 OR986-1827/28 OR1470-280/81 OR1470-282/283 OR1947-959/60 OR22

Taxes: 9955.15

Tax Year: 2025

Pub Sewer HkUp: Yes

Street #: 710

Street Name: Caroline

Street Suffix: Street

Key/Island: Key West

State/Province: FL

Zip Code: 33040

County: Monroe

Subdivision: Old Town - Unlisted (1.0)

Area: 02 - Key West

Realtor.COM Type: Residential - Single Family

Waterfront: No

Control Depth: 0

Lot Size: X

Lot SqFt: 1849

Pool: Yes

Lot Sqft Source: Tax Records

Total Units: 0

Acres: 0.04

SqFt Source: Property Data Card

Rentals Allowed: Yes

Min Rental Days: 28

Style: Single Family

Year Built: 1928

Living Apx SqFt: 2250

Total Bedrooms: 4

Full Baths: 4

Half Baths: 1

Total Baths: 5

Remarks – Consumer: Caroline Street, steps from the Historic Seaport. This is the Key West people picture before they ever get here. Built in the late 1800s as a cigar factory, when Key West was the cigar capital of the country. That origin is why it lives so much larger than the cottages around it: the volume, the ceiling height, the proportions of a working building rather than a bungalow. The Dade County pine is original, refinished rather than replaced, and irreplaceable. What 2023 changed was everything behind it -- raised to modern flood elevation, impact-rated windows and doors, and finishes chosen by a designer who wasn't in a hurry. Native coral walls, Jerusalem limestone, terrazzo, and marble under high ceilings. Out front, double balconies span the facade -- the real living room here. Coffee on the upper, cocktails on the lower, and Caroline Street putting on its show below: the walk to the Seaport, the whole slow parade of Old Town. Out back, collapsing glass doors open to the garden: a heated and chilled plunge pool with waterfall, walled and private -- the kind of courtyard that makes 4pm the best hour of the day. Four bedrooms, four en-suite baths, plus a guest half bath. The oversized upstairs primary has walk-in closets and a spa-caliber bath with double shower, artist-made cabinetry, and coral detail you won't see twice. A second primary on the main floor adds flexibility, plus a loft/office upstairs. The kitchen was built for how people actually entertain here: a six-seat island, full JennAir package, open flow to the living and dining rooms. And it earns from day one. High six-figures in booked rental revenue transfers with the sale, repeat guests already on the calendar. Residence, winter escape, or income property -- it does all three. Sold furnished. No HOA. Seller financing possible. Three minutes to Duval. One minute to the shrimp boats. Homes on this block rarely trade, and almost never finished like this.

Mandatory Home Owners Asc: No

1st Right of Refusal: No

Association Fee $: 0

Non Trans Rntl Lic: 1

None: 1

None: 1

None: 1

Dishwasher: 1

Disposal: 1

Dryer: 1

Freezer: 1

Microwave: 1

Oven: 1

Range: 1

Refrigerator: 1

Stainless Steel Appliance(s): 1

Washer: 1

Wine Cooler: 1

Pets Allowed: 1

Ceiling Fans(s): 1

Central Air: 1

Central: 1

ENERGY STAR Qualified Equipment: 1

None: 1

No Waterview: 1

Combo: 1

Marble: 1

Terrazzo: 1

Tile: 1

Other: 1

Built-in Cabinets: 1

Dade County Pine: 1

Drapes/Blinds Incl: 1

Entrance Foyer: 1

Fire Sprinkler: 1

Quartz Countertops: 1

Smoke Alarms: 1

Split Bedroom: 1

Walk-in Closet(s): 1

Window Treatments: 1

New Construction: 1

Updated/Remodeled: 1

Loft: 1

Other: 1

Above Flood: Yes

Conch: 1

Stories: 2 Stories

Impact Rstnce Window: 1

Wood Windows: 1

Frame: 1

Less Than 1/4 Acre: 1

Furnished: 1

Cash: 1

Conventional: 1

Seller Finance Psble: 1

Cable Available: 1

FKAA: 1

Municipal Sewer: 1

Deck: 1

Open Porch/Balcony: 1

Negotiable: 1

Fencing: 1

Hot Tub: 1

Lighting: 1

Rain Gutters: 1

Sprinkler System: 1

In Ground: 1

Heated: Yes

Concrete: 1

Decked: 1

Cable: 1

Cat 5: 1

Metal Roof: 1

Standard Sale: Yes

LED Lighting: 1

Programmable Thermst: 1

Tankless Hot Wtr Htr: 1

Status: Active