108 Jamaica Street, Duck Key, FL 33050

$999,000
Property Type: Residential Bedrooms: 3 Baths: 3 Square Footage: 1,548 Lot Size (sq. ft.): 15,563 Status: Active
Current Price: $999,000 List Date: 1/13/2026 Last Modified: 2/23/2026

Description

Looking for your Florida Keys dream home with space to spread out, soak up the sun, and maybe even tinker with a classic car or two? Welcome to 108 Jamaica Street on Duck Key, a tropical paradise on a double lot with a custom-built CBS home, screened pool, guest house, cistern for watering plants and washing cars, and epic garage. This place was built with love by the current owner and it shows. Inside the main house, you'll find gorgeous cypress tongue-and-groove ceilings, impact windows, a big kitchen with quartz counters, and a breakfast bar that seats six for friends and family to gather around. The primary suite has a cedar closet and loads of light. Between the main house and guest you will find your own private pool lounge, completely screened in so you can enjoy a clean pool all day or night, no bugs allowed! The detached guest house is perfect for in-laws, visitors, or a home office. Got toys? There's space for an RV and a garage that's built above flood level, a true rarity in the Keys. For more entertainment you can join Club Duck Key offering a large pool, tennis, pickleball, clubhouse and more. Live the island lifestyle in this peaceful home on one of the most desirable islands in the Keys.

More Information MLS# 618089

Contract Information

Current Price: $999,000 Listing Date: 2026-01-12 Listing Board: Key West Association List Price: $999,000 As is Rght to Inspct: Yes Species List: No

Location Tax Legal

Street #: 108 Street Name: Jamaica Street Suffix: Street Key/Island: Duck Key State/Province: FL Zip Code: 33050 County: Monroe Subdivision: Toms Harbor (61.0) Area: 20 - Duck Key, Coral Key, Conch Key

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: No Pool: Yes Year Built: 2003 Lot SqFt: 15563 Lot Sqft Source: Property Data Card Acres: 0.36 Living Apx SqFt: 1548 SqFt Source: Blue Print Total Bedrooms: 3 Full Baths: 3 Total Baths: 3 Rentals Allowed: With Restrictions Min Rental Days: 28

Status Change Info

Status: Active

Association Info

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

Building Style

Above Flood: Yes Stilt Column Height: Medium - 5Ft - 9Ft

Vehicle Storage

Car(s): 1

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: None Waterview: No Waterview Dockage: None Vehicle Storage: Garage; Carport; Off Street Parking; Open Parking; RV Parking Open; Trailer Storage Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Utilities: Buyer to Verify; Cable Available; Cistern; FKAA; Municipal Sewer Interior Features: Bar; Built-in Cabinets; Drapes/Blinds Incl; Quartz Countertops; Storage Specialty Rooms: Laundry Room; Utility Room Appliances: Dryer; Microwave; Oven; Range; Refrigerator; Washer Exterior Features: Detached Guest Qtrs; Fencing; Lanai; Rain Gutters; Storage Pool Info: In Ground Construction: CBS Floor: Tile Roof: Combo Roof; Metal Roof Pets: Pets Allowed Neighborhood Feature: Bike Paths; Other Area Features Land Size: 1/4 - 1/2 Acre Terms: Cash; Conventional Title: Negotiable GF-Utilities: Cistern

Documents

Listing Office: Coldwell Banker Schmitt Lower Keys (KW)
Last Updated: February - 23 - 2026
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