1101 Mastic Street

Islamorada, FL
$ 6,999,000 Beds 8 Baths 6 Sq 3,649 Virtual Tour
Monthly Estimate* How much can I afford?

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.

Active

  • Price
  • $ 6,999,000
  • City
  • Islamorada
  • Bedrooms
  • 8
  • Full Bathrooms
  • 6
  • County
  • Monroe
  • Half Bathrooms
  • 0
  • Area
  • 5940 Florida Other
  • Lot Size
  • Zip
  • 33036
  • Sqr Footage
  • 3,649
  • Year Built
  • 1984
  • Taxes
  • $ 16657
  • Style
  • MLS#
  • A12009440
Listed By: This listing is courtesy of LoKation
Data Source: Southeast Florida MLS (SEFMLS)

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
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)
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 5940 Florida Other
Lot Size Units Square Feet
Carport Spaces 2
Carport Y/N true
Listing Terms Cash,Conventional,FHA,VA Loan
Spa Features Heated,In Ground
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.zillow.com/view-imx/56397a77-06d5-4cd7-aed1-51be86a27854?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard
Standard Status Active
Occupancy Type Call Agent
Property Sub Type Additional Single Family Residence
PostalCity Islamorada
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

Interior Features

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

Exterior Features

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
Building Area Total 24004
Frontage Length 85
Private Pool true
Waterfront Y/N true
Covered Spaces 2
Other Equipment Generator

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Miami Beach, FL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

4/28/2026 Listed $8,490,000
6/13/2026 12% - $7,495,000
7/21/2026 7% - $6,999,000

Property vs Zip Code Average in 33036

Price
AVG $5.61M
$7M
Taxes
AVG $22,464
$16,657
Year Built
AVG 1995
1984

Areas That We Cover

1101 Mastic Street Islamorada, FL is a Single Family Home for sale at $6999000 with 3649 sqft and a lot size of Acre(s). 1101 Mastic Street Islamorada has 8 bedrooms, 6 baths and was built in 1984. The property's zip code is 33036 which is in Islamorada, FL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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