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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$8,490,000
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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 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.
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: 927
- MLS ID: 619673
- Updated: 5/13/2026
- Added to Site: 18 day(s) ago
Interior
- Interior Features: Workshop, Utility Room, Walk-in Closet(s), Built-in Cabinets, Elevator, Fireplace(s), Pantry, Smoke Alarms, Storage, Wet Bar, Gym
- Appliances: Dishwasher, Disposal, Dryer, Freezer, Gas Appliances, Microwave, More Appliances, Oven, Range, Refrigerator, Washer, Wine Cooler
- Flooring: Tile
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 6
Bedrooms
- Total Bedrooms: 8
Other Rooms
- Laundry: Laundry Room
Additional Information
- Shared Amenities: Other Area Features, Community Boat Ramp
- Pool: Yes
- Pool Description: Concrete, Heated, In Ground
- Security/Safety: Other, Electric Gate
Exterior
- Exterior Features: Lighting, Fencing, Shed, Sprinkler System, Storage
- Deck/Patio: Open Porch/Balcony
- Porch/Patio/Deck: Open Porch/Balcony
Parking
- Parking Features: Open, Guest, Carport
Location
- Area: 23 - Upper Matecumbe
- County: Monroe
- Subdivision: Strattons (82.5)
- Driving Directions: US 1 Bay Side.
Community
- Assoc. Fees Include: None
- Pets Allowed: Yes
Heating & Cooling
- Central air: Yes
- Air Conditioning: Yes
- Cooling Type: Wall/Window Unit(s), Ductless, Central Air, Ceiling Fans(s)
- Heating Type: Central, Fireplace(s)
Structural Information
- Architectural Style: Above Flood
- Construction: CBS, Concrete
- Roof: Concrete
- Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window, Shutters
- Square Feet: 3,649
- Sq. Ft. Source: Property Data Card
- Year Built: 1984
Lot Features
- Property View: Open Water View, Bay
- Lot Size (Acres): 0.55
- Lot Size (Sq. Ft.): 24,004
- Lot Size Source: Property Data Card
- Lot Dimensions: x
- Zoning: SC - Sub Urban Commercial District
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Bay Front, Open Water
Financial Considerations
- Tax Amount: $16,657.96
- Tax Year: 2025
- Terms: Cash, Conventional, VA Loan, FHA
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
- APN: 399130000000
Listed by Venture Realty Group, Tracey E. Petrusha (305) 896-1080 and Venture Realty Group, Michael Petrusha (954) 608-4901
We Value Your Privacy
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Listing agents
— 1101 Mastic St —
Tracey E. Petrusha
Venture Realty Group
Michael Petrusha
Venture Realty Group
NMLS#: 1598647Get Pre-Approved Today
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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1101 Mastic Street, Upper Sugarloaf Key, FL 33036 (MLS# 619673) 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 Upper Sugarloaf Key? You can browse all Upper Sugarloaf Key real estate or contact a Coldwell Banker agent to request more information.