Date
Details
Price
Change
Source
4/28/2026
Listed
$8,490,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
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.
Full Property Details
Full Property Details for 1101 Mastic St
General
- Price: $8,490,000
- Taxes: $16,657 (2025)
- Status: Active
- Type: Single Family
- Source: Greater_Miami
- MLS ID: A12009440
- Updated: 4/28/2026
- Added to Site: 2 day(s) ago
Interior
- Interior Features: First Floor Entry, Built-in Features, Cooking Island, Pantry, Walk-In Closet(s), Den/Library/Office, Other, Storage, Utility Room/Laundry, Workshop
- Fireplace: Yes
- Fireplace(s): Decorative
- Appliances: Dishwasher, Disposal, Dryer, Free-Standing Freezer, Microwave, Gas Range, Refrigerator, Washer
- Flooring: Tile
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 6
Bedrooms
- Total Bedrooms: 8
- Bedroom Features: At Least 1 Bedroom Ground Level, Other, Primary Bedroom Upstairs
Other Rooms
- Living Room: Den/Library/Office, Other, Sq. Ft.
- Laundry: Utility Room/Laundry
Additional Information
- Pool: Yes
- Pool Description: In Ground, 30x16
- Security/Safety: Smoke Detector
- Equipment: Whole House Permanent Generator, Elevator, Natural Gas
Exterior
- Exterior Features: Lighting
- Deck/Patio: Open Porch, Patio
Parking
- Carport Spaces: 2
- Covered Spaces: 2
- Parking Features: Additional Spaces Available, Circular Driveway, Covered, Driveway, Golf Cart Parking, Guest, Other, Paver Block, Rv/Boat Parking
Location
- Area: Strattons Subdivision Pb2-
- County: Monroe County
- Subdivision: Strattons Subdivision Pb2-
- Building Name: Strattons Subdivision Pb2-
- Driving Directions: US 1 Bay Side.
- Direction Faces: Southeast
Community
- Community Name: Strattons Subdivision Pb2-
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Air, Wall/Window Unit(s), Zoned
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Municipal Water
Structural Information
- Architectural Style: Detached, Two Story
- Structure Type: House
- Detached/Attached: Detached
- Construction: CBS Construction
- Roof: Concrete
- Windows: Complete Accordian Shutters, Complete Impact Glass, Hurricane Shutters
- Doors: High Impact Doors
- Year Built: 1984
Additional Structures
- Other Structures: Extra Building/Shed, Shed(s)
Lot Features
- Property View: Bay, Water
- Frontage: Bay
- Frontage Feet: 85
- Lot Features: 1/2 To Less Than 3/4 Acre Lot
- Zoning: SC Sub Urban Commer
- Fencing (Description): Fenced
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Ocean Access, Waterfront, Rip Rap
Financial Considerations
- Tax Amount: $16,657
- Tax Year: 2025
- Terms: All Cash, Conventional, FHA, VA Loan
Disclosures and Reports
- 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
- Restrictions: Ok To Lease With Res
- Inclusions: Boatlift, Community Boat Ramp, Private Dock
- Property ID: 399130000000
Listed by LoKation
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— 1101 Mastic St —
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Schools
Schools serving 1101 Mastic St
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Plantation Key School 100 Lake Road, Tavernier, FL 33070 | PK-8 | 7.6 mi |
Coral Shores High School 89901 Old Highway, Tavernier, FL 33070 | 9-12 | 8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1101 Mastic St
Tax History
Tax History for 1101 Mastic St
Year
Property Taxes
Change
Tax Assessment
Change
2024
$16,091
—
$1,848,969
3%
2024
$16,091
1%
$1,796,861
3%
2023
$15,979
—
$1,744,526
6%
2021
$15,909
2%
$1,644,384
-3%
2022
$15,670
-2%
$1,693,715
4%
2021
$15,909
15%
$1,621,681
16%
2019
$13,873
2%
$1,398,921
2%
2018
$13,542
4%
$1,372,838
2%
2017
$12,986
-4%
$1,344,602
2%
2016
$13,485
3%
$1,316,947
1%
2015
$13,139
1%
$1,307,792
2%
2014
$13,032
-1%
$1,284,317
—
2013
$13,131
—
$1,281,282
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1101 Mastic St
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Listed by Vivian Alfred (305) 965-5880
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1101 Mastic Street, Islamorada, FL 33036 (MLS# A12009440) is a Single Family property with 8 bedrooms and 6 full bathrooms. 1101 Mastic Street is currently listed for $8,490,000 and was received on April 28, 2026. Want to learn more about 1101 Mastic Street? Do you have questions about finding other Single Family real estate for sale in Islamorada? You can browse all Islamorada real estate or contact a Coldwell Banker agent to request more information.