Property photo 1
Property photo 2
Property photo 3
Property photo 4
Property photo 5
8 Beds
6 Baths
3,649 sqft

$6,999,000

1101 Mastic Street, Islamorada FL, 33036

Price per sqft$1,918.06
Built in1984
Property size3,649 sqft
Property typeResidential

Overview

Active

Listed Apr 28, 2026

Updated 44h ago

Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada. & 7 Day Rental Potential, Seller Financing Available.Experience luxury coastal living at its finest in this exceptional Gated bayfront estate, ideally situated in the heart of Islamorada. Set on a rare peninsula with over 225 feet of prime waterfront, this property offers unmatched privacy, panoramic views, and direct access to both the Florida Bay and Atlantic Ocean. Seller will consider all reasonable offers.The main residence features 7 spacious bedrooms and 5 beautifully appointed bathrooms designed with both elegance and comfort in mind--perfect for entertaining or hosting large gatherings. A dramatic third-floor Bird's Nest Sky Lounge features 360-degree glass walls and a walkout rooftop deck, capturing breathtaking vistas in every direction. Expansive living areas and thoughtfully designed spaces capture stunning water views from every angle. A whole House Generator for peace of mind.A private 1-bedroom, 1-bathroom guesthouse provides the ideal retreat for visitors, accommodating extended family, or potential rental income or creating a secluded retreat. For boating enthusiasts, the estate includes an impressive 85+ foot deep-water yacht slip and four boat lifts, offering seamless access to both the Bay and Ocean--an unparalleled fishing advantage in the Florida Keys. Step outside to your own waterfront oasis, where a gorgeous heated bayfront pool invites relaxation while you take in breathtaking sunset views and the tranquil surroundings.Blending luxury, comfort, and premier waterfront access, this remarkable estate presents a rare mixed-use opportunity in one of Islamorada's most coveted locations.

$46,565/mo

Est. mortgage payment based on a $6,999,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
A12009440

Interior Features

Bedrooms
8
Bathrooms
6
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
No

Other Property Details

Taxes
$16,657
Tax Frequency
Annually
View
Yes
Pool
Yes
Waterfront
Yes
55+/Senior Community
Yes

Listed with LoKation

All listings featuring the BMLS logo are provided by Association of Palm Beaches. This information is not verified for authenticity or accuracy and is not guaranteed. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by MLS.

©2026 Association of Palm Beaches. All rights reserved. 

Data last updated 4:13 AM UTC, 10/6/2026

 

Powered by Luxury Presence