1101 Mastic St

Islamorada, FL 33036

$8,490,000
Price
8
Beds
3,649 Sq. Ft.
$2,327 / Sq. Ft.
3,649
Sq. Ft.
$2,327
per Sq. Ft.
Get preapproved with Rocket Mortgage1
1101 Mastic St
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL
1101 Mastic St., Upper Matecumbe Key, FL

Description

Spectacular Bayfront Estate with Guesthouse in the Heart of IslamoradaExperience 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...Spectacular Bayfront Estate with Guesthouse in the Heart of IslamoradaExperience 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.
  1. Listed by Tracey E. Petrusha • Venture Realty Group
  2. Listed by Michael Petrusha • Venture Realty Group

Property Details for 1101 Mastic Street

Waterfront
Bay Front, Open Water
Waterfront
Yes
Zoning
SC - Sub Urban Commercial District
Subdivision
Strattons (82.5)
Directions
US 1 Bay Side.
View
Bay, Water View
Vehicle Storage
Carport, Trailer Storage, RV Parking Open, Guest Parking, Open Parking
Pets
Pets Allowed
LISTING UPDATED: 05/03/2026 02:26 PM

Property Details for 1101 Mastic Street

StatusActive
MLS #619673
Days on Market6
Taxes$16,658 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single
Year Built1984
Lot Size0.55 AC / 24,004 SF
CountyMonroe County
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Location

Listing Courtesy of Venture Realty Group
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Building Information for 1101 Mastic Street

Stories2Year Built1984Building Size-Lot Size0.55 AC / 24,004 SF

Payment Calculator

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$44,140 per month

30 year fixed, 6.46% Interest

Principal and Interest

$42,752

Property Taxes

$1,388

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 1101 Mastic Street

Summary
Location and General Information
  • Waterview: Bay/Gulf View, Open Water View
  • Area: 23 - Upper Matecumbe
  • Control Depth: 7
  • Listing Board: Florida Keys
  • Side: Bay/Gulf
  • Mile Marker: 82.5
  • Marathon Neighborhood: N/A
  • Neighborhood Feature: Community Boat Ramp, Other Area Features
  • Key/Island: Upper Matecumbe Key Islamorada
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: No
  • Association Info: 1st Right of Refusal: No
  • Fee Includes: None
  • Furnished: Negotiable
  • Tax Year: 2025
  • Tax Exemptions: None
Property
Lot Information
  • Lot Size: X
  • Acres: 0.55
  • SqFt Remarks: Main House 7 Bed/5 Full Baths 3,649 sq. ft.Guest House 1Bed/ 1 Bath 1,000 sq. ft.
  • Parcel #: 00399130000000
  • Land Size: 1/2 - Less Than 1 AC
Property and Assessments
  • Legal: 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
  • MLS Approved: Y
  • Bank Owned: No
  • SqFt Source: Property Data Card
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: Unknown
  • Picture Count: 129
  • Document Count: 0
  • Building Style: Above Flood: Unknown
  • Security: Electric Gate, Other
  • Title: Title Ins - Buyer
Utilities
  • Utilities: FKAA, Propane, Cable Available, Whole House Generatr, Buyer to Verify, Municipal Sewer
  • Pub Sewer HkUp: Yes
  • Pool: Yes
  • Pool Info: Heated: Yes
  • Pool Info: In Ground, Concrete
  • Porch/Balcony: Open Porch/Balcony
Interior and Exterior Features
Interior Features
  • Floor: Tile
  • Interior Features: Wet Bar, Built-in Cabinets, Walk-in Closet(s), Storage, Smoke Alarms, Elevator, Pantry, Fireplace(s)
  • Pre-Wired: Cable
  • Appliances: More Appliances, Wine Cooler, Gas Appliances, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer, Washer
Exterior Features
  • Roof: Concrete Roof
  • Shutters: Accordion
  • Dockage: Dock: Wood
  • Construction: CBS, Concrete
  • Dockage: Davits, Basin, Boat Lift
  • Exterior Features: Fencing, Storage, Sprinkler System, Shed, Lighting
  • Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
Room Information
  • Specialty Rooms: Gym, Other, Workshop, Utility Room, Laundry Room
  • Specialty Rooms: Guest/Servant Qtrs: Legal

Property History for 1101 Mastic Street

DateEvent & SourcePriceAppreciation
Apr 28, 2026

Listed (Active)

MiamiRE #A12009440

$8,490,000—
Apr 28, 2026

Listed (Active)

FKMLS #619673

$8,490,000—
Oct 5, 2002

Expired

FKMLS #511045

—
DateEvent & SourcePrice
04/28/2026

Listed (Active)

MiamiRE #A12009440

$8,490,000
04/28/2026

Listed (Active)

FKMLS #619673

$8,490,000
10/05/2002

Expired

FKMLS #511045

—

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 1101 Mastic Street

This home is within Monroe.
Rating
School
Type
Grades
Distance
Plantation Key School
Public - PK to 8
Coral Shores High School
Public - 9 to 12
Treasure Village Montessori Charter School
Charter - PK to 8
Upper Keys Academic Connections for Excellence
Public - 6 to 12
Rating
School
Distance
Plantation Key School
PublicPK to 8

Coral Shores High School
Public9 to 12

Treasure Village Montessori Charter School
CharterPK to 8

Upper Keys Academic Connections for Excellence
Public6 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 1101 Mastic Street, Islamorada, FL 33036

1101 Mastic Street is a single family home for sale in Islamorada, FL 33036. This property was listed for sale on April 28, 2026 by Venture Realty Group, it's currently listed at $8,490,000. This listing's school district is Monroe. Nearby schools include Plantation Key School, Coral Shores High School and Treasure Village Montessori Charter School. 1101 Mastic Street is a 8-bed, 6-bath, 3,649 sqft single family home built in 1984.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Venture Realty Group

Based on information from one of the following Multiple Listing Services: Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.