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1101 Mastic St
Active
+132

$6,999,000

|Est. $41,994/mo

1101 Mastic St, Upper Matecumbe Key Islamorada, FL 33036

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8beds
6baths
3,649sqft
1984year built
ActiveResidentialSingle Family ResidenceLot 23,958 sqftHOA None117 DOMMLS# 619673

Listed by: Tracey E. Petrusha 305-896-1080, Venture Realty Group 954-545-5583

Source:Florida Keys MLS (FLKMLS)|MLS #619673

What's special

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 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. Seller will consider all reasonable offers.

Bedrooms8
Bathrooms6
Year built1984
Home typeSingle Family Residence
Property subtypeResidential
Living area3,649 sqft
Lot size23,958 sqft
RegionUpper Matecumbe Key Islamorada, FL
HOA feeNone
Price per square foot$1918/sqft
MLS#619673

Preferred Brokerage Partner

Kinsfolk Realty

Kinsfolk Signature Realty

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Price history

DateEventPrice
8/29/2026Listed for sale$6,999,000$1918/sqft

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