Open House LogoIn-Person: 08/27 3:00 PM - 4:00 PM
In-Person: 08/28 3:00 PM - 4:00 PM
$6,999,000
 $37,572 est/mo Sourced by Back At You

1101 Mastic Street,Islamorada, FL 33036

Islamorada, FL 33036

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Description

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.

Details

MLS #A12009440
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1984
Days On Site120
Listing Provided ByLoKation | Tracey Petrusha

Features

Bed(s)8
Bath(s) 6 Total
SQ Feet3,649
Car PortYes
PoolYes
Story(s)2
ZoningSC Sub Urban Commer
Water FrontYes
Property ViewYes

Parking

Garage Yes / NoNo
Parking FeaturesCircular Driveway, Covered, Driveway, Golf Cart Garage, Guest, Other, Paver Block, Rv Access Parking

Taxes

Tax Annual Amount16657

Area Information

StateFL
CountyMonroe
CityIslamorada
Zip Code33036
Area98 Florida Keys
SubareaOther Geographic Area (Out Of Area Only)
Community NameStrattons Subdivision Pb2
Listing VS Median (in Strattons Subdivision Pb2)
Price:
$6,999,000
low | high
Med:
$6,999,000
50% of Average
sqft:
3,649
low | high
Med:
3,649
50% of Average
$ / sqft:
$1,918
low | high
Med:
$1,918
50% of Average
On site:
120
low | high
Med:
120
100% of Average
Sourced by Back At You

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Learn More About This Property

Open House
In-Person
08/27 3:00 PM - 4:00 PM
In-Person
08/28 3:00 PM - 4:00 PM
In-Person
08/29 12:00 PM - 2:00 PM
In-Person
08/30 12:00 PM - 2:00 PM
In-Person
08/31 3:00 AM - 4:00 AM
StateFL
CountyMonroe
CityIslamorada
Zip Code33036
Area98 Florida Keys
SubareaOther Geographic Area (Out Of Area Only)
Community NameStrattons Subdivision Pb2
Listing VS Median (in Strattons Subdivision Pb2)
Price:
$6,999,000
low | high
Med:
$6,999,000
50% of Average
sqft:
3,649
low | high
Med:
3,649
50% of Average
$ / sqft:
$1,918
low | high
Med:
$1,918
50% of Average
On site:
120
low | high
Med:
120
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $5.249M - $8.748M
sqft: 2,500 - 4,500
Nearby Listings Property ImageNearby Listings Details
108 Madeira Rd Property Photo 1
$99,999
108 Madeira Rd
Islamorada, FL 33036
Listing Updated: August 26, 2026 at 9:14:41 AM PDT