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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
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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