1101 Mastic Street Islamorada, FL $ 8,490,000
1101 Mastic Street
$ 8,490,000
Recently Listed
Open House 5/2 3pm - 4pm
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1101 Mastic Street

Islamorada, FL, 33036
$ 8,490,000
Bedrooms8 Baths6.0

Monthly Estimate*

$ 52,274

1101 Mastic Street, Islamorada, FL 33036 - Image 1
1101 Mastic Street, Islamorada, FL 33036 - Image 2
1101 Mastic Street, Islamorada, FL 33036 - Image 3
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Single Family Home for sale in Islamorada, FL

for $8,490,000 with 8 bedrooms and 6 full baths. This home was built in 1984.

Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada 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 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 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.

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Open House

5/2/2026 3:00 PM - 4:00 PM
1101 Mastic Street Islamorada, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 8,490,000

Bedrooms

8

Full Bath

6

Property Type

Single Family

Taxes

$ 16,657

Style

Year Built

1984

Town/City

Islamorada

County/Region

Monroe

MLS | Web ID

A12009440

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air Ceiling Fan(s) Wall/Window Unit(s) Zoned
Possession Closing & Funding Close Of Escrow
Roof Concrete
Appliances Some Gas Appliances Dryer Dishwasher Freezer Disposal Gas Range Microwave Refrigerator Wine Cooler Washer
Garage Spaces 0
Patio/Porch Features Open Patio Porch
Architectural Style Detached Two Story
Pool Features In Ground Pool
Security Features Smoke Detector(s)
Restrictions OK To Lease Rental Restriction
Construction Materials Block
Year Built 1984
View Bay Water
Stories Count 2
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Waterfront Features Bayfront Ocean Access Other Riprap
County Monroe
Property Type Residential
Subdivision Name Strattons Subdivision Pb2-
Facing Direction Southeast
Garage Y/N false
Other Structures Shed(s)
Total Rooms 0
Full Baths 6
Special Listing Conditions Listed As-Is
Status Active
Directions US 1 Bay Side.
City Islamorada
Senior Community Y/N false
Zoning Description SC Sub Urban Commer
MLS Area 98 Florida Keys
Lot Size Units Square Feet
Carport Spaces 2
Carport Y/N true
Listing Terms Cash Conventional FHA VA Loan
Spa Features Heated
Year Built Details Resale
Tax Annual Amount 16657
MLS Area Minor Other Geographic Area (Out Of Area Only)
Lease Considered Y/N false
Virtual Tour https://www.propertypanorama.com/instaview/mia/A12009440
Standard Status Active
Occupancy Type Call Agent
Property Sub Type Additional Single Family Residence
Legal Description Strattons Subdivision Pb2-38 Ne 10 Ft Lot 10 & All Lot 11 Bk 1 G24-94 G49-592 Or366-6/7 Or397-476Qc Or411-520/23 Or455-6
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Interior
Interior Amenities Built-in Features Bedroom on Main Level First Floor Entry Fireplace Kitchen Island Other Pantry Upper Level Primary Walk-In Closet(s) Elevator Workshop
Flooring Tile
Fireplace Features Decorative
Air Conditioning Y/N true
Heating Y/N true
Window Features Impact Glass
Total Bedrooms 8
Total Baths 6
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Exterior
Exterior Amenities Fence Lighting Porch Patio Shed Security/High Impact Doors Storm/Security Shutters
Parking Features Circular Driveway Covered Driveway Golf Cart Garage Guest Other Paver Block RV Access/Parking
Water Source Public
Spa true
Frontage Length 85
Waterfront Y/N true
Covered Spaces 2
Other Equipment Generator
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* Excluded Features
List By
Lokation

Broker

traceypetrusha.realtor@gmail.com

Email

Affordability Calculator

$53,662
Per Month
97%
3%
0%
Monthly Principal & Interest
$52,274
Monthly Property Taxes
$1,388
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
4/28/2026$8,490,000 Listed Price

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1101 Mastic Street, Islamorada, FL, 33036 is a Single Family Home for sale at $8,490,000. 1101 Mastic Street has 8 bedrooms, 6.0 baths, and was built in 1984. The property's zip code is 33036 which is in Islamorada, FL