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$7,495,000 -$995,000 (-11.72%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 8 Beds
  • 6 Full Baths
  • Updated 2 days ago
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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 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 for 1101 Mastic St

General

  • Price: $7,495,000
  • Taxes: $16,657 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Greater_Miami
  • MLS ID: A12009440
  • Updated: 6/16/2026
  • Added to Site: 51 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 —

  • LoKation

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NMLS#: 1598647

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NMLS#: 1598647

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Schools serving 1101 Mastic St

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-87.6 mi
Coral Shores High School
89901 Old Highway, Tavernier, FL 33070
9-128 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 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/12/2026
Price Reduced
$7,495,000
-11.72%
MLS
4/28/2026
Listed
$8,490,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1101 Mastic St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$16,658
4%
$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
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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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 $7,495,000 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.

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