Search for Property

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: 3/29/2026

Overview

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 ...

Listing Details MLS# 618089

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
City
Duck
Off Shore Island
No
Mile Marker
61
Marathon Neighborhood
N/A
Side
Ocean
Flood Zone
AE
Alternate Key #
1463256
Parcel #
00379560-000000
Zoning
ISM - Improved Sub Masonry
Deed Restrictions
Unknown
Legal
BK 3 LTS 10 & 11 DUCK KEY CENTER ISLAND SEC-2 PART-1 TOMS HARBOR PB5-82
Taxes
3865.16
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association
As is Rght to Inspct
Yes
Species List
No

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
Control Depth
0

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

Building Style

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

More Information

Vehicle Storage

Car(s)
Yes
Carport
Yes
Garage
Yes
Open Parking
Yes
RV Parking Open
Yes
Off Street Parking
Yes
Trailer Storage
Yes

Remarks & Misc

Remarks – Consumer
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.
Directions
From the Overseas Highway, turn Oceanside onto Duck Key Dr., continue on Bimini Dr. Turn left onto Bahama Dr. N., then t urn right onto Jamaica St.

Fee Includes

None
Yes

Dockage

None
Yes

Tax Exemptions

Homestead
Yes

Appliances

Dryer
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Waterfront

None
Yes

Waterview

No Waterview
Yes

Floor

Tile
Yes

Neighborhood Feature

Bike Paths
Yes
Other Area Features
Yes

Interior Features

Bar
Yes
Built-in Cabinets
Yes
Drapes/Blinds Incl
Yes
Quartz Countertops
Yes
Storage
Yes

Specialty Rooms

Laundry Room
Yes
Utility Room
Yes

Windows/Doors

Impact Rstnce Window
Yes

Construction

CBS
Yes

Land Size

1/4 - 1/2 Acre
Yes

Furnished

Negotiable
Yes

Terms

Cash
Yes
Conventional
Yes

Utilities

Buyer to Verify
Yes
Cable Available
Yes
Cistern
Yes
FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Deck
Yes
Open Porch/Balcony
Yes
Screened P/B
Yes

Title

Negotiable
Yes

Exterior Features

Detached Guest Qtrs
Yes
Fencing
Yes
Lanai
Yes
Rain Gutters
Yes
Storage
Yes

Pool Info

In Ground
Yes

Roof

Combo Roof
Yes
Metal Roof
Yes

GF-Utilities

Cistern
Yes

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 Real Estate Co
Last Updated: March - 29 - 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.