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Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

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$3,495,000
710 Caroline Street
Key West, FL 33040
MLS# 620222
4 beds  |  5 baths  |  2250 sqft


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Property Description
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 appliance package, open flow to the living and dining rooms. And it earns from day one. 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.

Details
Maps
Contract Information
Current Price: $3,495,000
Listing Date: 2026-06-10
Listing Board: Florida Keys
Monthly Rent: $3,495,000
As is Rght to Inspct: Yes
Location, Tax & Legal
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
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: No
Pool: Yes
Year Built: 1928
Lot Size: X
Lot SqFt: 1849
Lot Sqft Source: Tax Records
Acres: 0.04
Living Apx SqFt: 2250
SqFt Source: Property Data Card
Total Bedrooms: 4
Full Baths: 4
Half Baths: 1
Total Baths: 5
Rentals Allowed: Yes
Min Rental Days: 28
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Building Style
Above Flood: Yes
# Stories: 2 Stories
Pool Info
Heated: Yes
Financial Status
Standard Sale: Yes
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
License Info: Non Trans Rntl Lic
Waterfront: None
Waterview: No Waterview
Dockage: None
Property Condition: New Construction; Updated/Remodeled
Building Style: Conch
Furnished: Furnished
Cooling: Ceiling Fans(s); Central Air
Heating: Central; ENERGY STAR Qualified Equipment
Utilities: Cable Available; FKAA; Municipal Sewer
Interior Features: Built-in Cabinets; Dade County Pine; Drapes/Blinds Incl; Entrance Foyer; Fire Sprinkler; Quartz Countertops; Smoke Alarms; Split Bedroom; Walk-in Closet(s); Window Treatments
Pre-Wired: Cable; Cat 5
Specialty Rooms: Loft; Other
Appliances: Dishwasher; Disposal; Dryer; Freezer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler
Exterior Features: Fencing; Hot Tub; Lighting; Rain Gutters; Sprinkler System
Pool Info: In Ground; Concrete; Decked
Construction: Frame
Floor: Combo; Marble; Terrazzo; Tile; Other
Roof: Metal Roof
Pets: Pets Allowed
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional; Seller Finance Psble
Title: Negotiable
GF-Interior Features: LED Lighting; Programmable Thermst; Tankless Hot Wtr Htr
Room Information
Room NameLevelRemarks
Bedroom 1Main
Full BathroomMain
Half BathroomMain
Bedroom 2Second
Full BathroomSecond
Bedroom 3Second
Full BathroomSecond
Bedroom 4Second
Full BathroomSecond
KitchenMain
Living RoomMain
Other RoomSecondLoft/Office
Dining RoomMain

Listing Office: Real Broker, LLC

Last Updated: October - 05 - 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.


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David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)