1111 Watson Street B, Key West, FL 33040

$1,399,000
Property Type: Residential Bedrooms: 2 Baths: 1 Square Footage: 1,250 Lot Size (sq. ft.): 1,855 Status: Active
Current Price: $1,399,000 List Date: 2/06/2026 Last Modified: 4/12/2026

Description

Secret Garden Cigar Maker's Cottage in Old Town 🌴 Tucked behind a private gate on a quiet section of Old Town in Key West, this enchanting 2-bedroom historic cottage invites you into a hidden world of tropical beauty, offering a rare blend of privacy, charm, and walkable island living--set in an X flood zone for added peace of mind. Follow a palm-lined path into a lush, private garden oasis filled with orchids, vibrant blooms, and softly glowing evening light. The outdoor pavilion and private deck create an effortless indoor-outdoor lifestyle--complemented by a spa-inspired retreat space designed for open-air relaxation, cooling rinses, and tranquil moments under the palms. Perfect for relaxing, entertaining, or simply enjoying the Key West breeze. Inside, vaulted ceilings, natural light, and original Cuban tile details reflect the home's 1890 cigar-maker heritage, while the updated kitchen features quartz countertops, stainless steel appliances, and garden views. Enjoy the charm of a boutique six-cottage enclave with a shared heated pool and spa. The home offers both connection and quiet escape. Just steps to Duval Street, the Historic Seaport, beaches, and beloved local spots -- leave the car behind and explore on foot or bike. Private. Lush. Magical. Effortlessly Pure Key West

More Information MLS# 618516

Contract Information

Current Price: $1,399,000 Listing Date: 2026-02-06 Listing Board: Key West Association List Price: $1,399,000 As is Rght to Inspct: Yes Species List: Yes

Location Tax Legal

Street #: 1111 Street Name: Watson Street Suffix: Street Key/Island: Key West State/Province: FL Zip Code: 33040 County: Monroe Subdivision: Gwynn Sub (1.0) Area: 02 - Key West

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: No Pool: Yes Year Built: 1978 Lot Size: X Lot SqFt: 1855 Lot Sqft Source: Tax Records Acres: 0.04 Living Apx SqFt: 1250 SqFt Source: Seller Total Bedrooms: 2 Full Baths: 1 Total Baths: 1 Rentals Allowed: With Restrictions Min Rental Days: 28

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: Yes 1st Right of Refusal: No Association Fee $: 291.67 Assoc/Mnt Fee Per: Monthly

Building Style

Above Flood: Unknown Stories: 1 Story

Pool Info

Heated: Yes

Financial Status

Standard Sale: Yes

Property Features

Fee Includes: Common Area Mnt Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Building Style: Cigar Maker Furnished: Negotiable Cooling: Ceiling Fans(s); Ductless Utilities: FKAA; Municipal Sewer Interior Features: Built-in Cabinets; Cathedral Ceilings; Dade County Pine; Drapes/Blinds Incl; Quartz Countertops; Sky Light(s); Smoke Alarms Appliances: Dishwasher; Dryer; Microwave; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Hot Tub Pool Info: In Ground; Decked Construction: Frame Shutters: Other Floor: Laminate; Tile Roof: Metal Roof Pets: Pets Allowed Land Size: Less Than 1/4 Acre Terms: Cash; Conventional Title: Negotiable
Listing Office: Keller Williams Key West Compass Realty
Last Updated: April - 12 - 2026
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