Ad #7641243
MLS #619673
Spectacular Bayfront Estate with Guesthouse in the Heart of
1101 Mastic St, Upper Matecumbe Key, Florida, 33036
$6,999,000
8Beds
6Baths
3,649Sqft
0.550Acres
About this property
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. 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 Birds 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 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. Seller will consider all reasonable offers.
Property Features
8 Beds
6 Baths
3,649 Sqft
Built in 1984
0.550 Acres
RV, Open
Siding: CBS, Concrete
Concrete Roof
Has Swimming Pool
Has Fireplace
Central, Fireplace(s)
$16,658 / yr property tax
Monroe County
Strattons (825) Community
Additional Photos
Contact Information
Tracey E. Petrusha
Venture Realty Group
305-896-1080
Location
Listing Agent: Tracey E. Petrusha (License #: 651549) 305-896-1080
Broker: Venture Realty Group 954-545-5583 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Venture Realty Group 954-545-5583 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BarrierFreeHome.com
Printed Jul 24, 2026
Photo Gallery
$6,999,000
8
Beds
6
Baths
3,649
Sqft
1101 Mastic St, Upper Matecumbe Key, Florida, 33036
By contacting this agent you agree to these Terms and Conditions.
MLS# 619673
Spectacular Bayfront Estate with Guesthouse in the Heart of
$6,999,000
1101 Mastic St, Upper Matecumbe Key, Florida, 33036
8
Beds
6
Baths
3,649
Sqft
0.550
Acres
$6,999,000
1101 Mastic St, Upper Matecumbe Key, Florida, 33036
8 Beds
6 Baths
3,649 Sqft
0.550 Acres
Accessibility Features
Accessible Elevator Installed
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. 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 Birds 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 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. Seller will consider all reasonable offers.
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Property Details
HOME DETAILS
8 Beds
6 Baths
3,649 Sqft
Built in 1984
0.550 Acres
EXTERIOR
RV, Open
Siding: CBS, Concrete
Concrete Roof
Has Swimming Pool
INTERIOR
Has Fireplace
Central, Fireplace(s)
FINANCIAL & COMMUNITY
$16,658 / yr property tax
Monroe County
Strattons (825) Community
See More Details
Location
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Ad Statistics
Ad Number
7641243
Viewed
29 times
Listing Status
Active
Added
Apr 28, 2026
Last Refresh
Jul 24, 2026 04:01:17 PM
Listing Information
Data Source
Florida Keys Board of REALTORS®
Source Property ID
619673
Listing Agent: Tracey E. Petrusha (License #: 651549) 305-896-1080
Broker: Venture Realty Group 954-545-5583 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Venture Realty Group 954-545-5583 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
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