Premier Brokers International
1101 Mastic Street, Islamorada, FL 33036
ActiveMLS listing sourceMIAMI REALTORS® MLS
ActiveMLS® A12009440
$6,999,000

1101 Mastic Street, Islamorada, FL 33036

Beds
8
Baths
6
Sqft
3,649
Est. payment$41,204/mo
Home type
Single Family Residence
Year built
1984
Lot size
—
Price / sqft
$1,918
HOA
$0/mo
Community
Strattons Subdivision Pb2-

Property description

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. 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.

Listing activity

Days on market
147
Listed
Apr 28, 2026
MLS listing updated
Sep 22, 2026
Feed last checked
5 minutes ago

Listed by Tracey E Petrusha · LoKation

Map

Map location is based on MLS-supplied coordinates. Verify the location before relying on it.

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms
8
Bathrooms
6
Bathrooms (decimal)
6
Full bathrooms
6

Rooms & features

Rooms
4
Interior features
Built-in Features, Elevator, Kitchen Island, Pantry, Storage, Walk-In Closet(s)
Flooring
Tile
Appliances
Gas Water Heater, Dishwasher, Disposal, Dryer, Free-Standing Freezer, Gas Range, Microwave, Refrigerator, Washer
Fireplace
Yes
Fireplace features
Decorative

Heating & cooling

Heating
Central
Cooling
Ceiling Fan(s), Central Air, Wall/Window Unit(s), Zoned
Property

Parking

Garage spaces
0
Carport spaces
2
Carport
Yes
Covered spaces
2
Parking features
Boat Access/Parking, Circular Driveway, Covered, Driveway, Golf Cart Garage, Guest, Paver Block, RV Access/Parking
Attached garage
No

Exterior

Stories
2
Building area
24,004 sqft
Entry level
1
Patio & porch
Porch - Open, Porch, Patio
Exterior features
Lighting
Fencing
Fenced
Other structures
Outbuilding, Shed(s)
Pool
Yes
Pool features
In Ground
View
Bay, Water
Waterfront
Ocean Access, Bay, Rip Rap, Other
Waterfront property
Yes
Spa features
Heated, In Ground

Lot

Zoning
SC Sub Urban Commer
Construction

Type & style

Home type
Single Family Residence
Year built
1984
New construction
No

Materials

Construction
CBS
Roof
Concrete
Property condition
Resale
Levels
Two
Faces
Southeast
Utilities & green energy

Utilities

Sewer
Public Sewer
Water
Public
Community & HOA

Community

Subdivision
Strattons Subdivision Pb2-
MLS area
5940 - Other Florida County
MLS subarea
Other
Security
Smoke Detector(s)
55+ community
Yes

Association

Has association
No
Estimated monthly dues
$0
Amenities
None
Lease details

Not reported by the listing source.

Location

Area details

City
Islamorada
County
Monroe
ZIP code
33036
Manufactured home details

Not reported by the listing source.

Financial & listing details

Listing

MLS number
A12009440
Possession
Close Of Escrow, Negotiable
Original list price
$8,490,000
Parcel number
00399130000000
Annual property tax
$16,657
Tax year
2025
Tax 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
Additional MLS details

Reported by the listing source

Association Amenities
None
Association
No
Bathrooms Total Decimal
6
Bathrooms Total Integer
6
Building Area Total
24004
Construction Materials
CBS
County Or Parish
Monroe
Days On Market
147
Direction Faces
Southeast
Elementary School
Plantation Key
High School
Coral Shores
List Price
6999000
Listing Contract Date
2026-04-28
Living Area
3649
MLSArea Major
5940 - Other Florida County
MLSArea Minor
Other
Mls Status
Active
On Market Date
2026-04-28
Patio And Porch Features
Porch - Open, Porch, Patio
Photos Count
100
Postal Code
33036
Price Change Timestamp
2026-07-21T22:32:36Z
Property Sub Type
Single Family Residence
Property Type
Residential
Rooms Total
4
Security Features
Smoke Detector(s)
Senior Community
Yes
Standard Status
Active
State Or Province
FL
Status Change Timestamp
2026-04-28T04:00:00Z
Stories Total
2
Subdivision Name
Strattons Subdivision Pb2-
Water Source
Public
Waterfront Features
Ocean Access, Bay, Rip Rap, Other
Tax Annual Amount
16657
Bathrooms Full
6
Pool Private
Yes
Bedrooms Total
8
General Property Information: Senior Community
Yes

Market value

Automated estimate—No licensed valuation source connected
Estimated sales range—Ask Karim for a local market analysis
Estimated rent—No licensed rental valuation source connected

Price history

DateEventPrice
Apr 28, 2026ListedMIAMI REALTORS® MLS$8,490,000$2,327/sqft
Jul 21, 2026Price reducedMIAMI REALTORS® MLS$6,999,000$1,918/sqft

Public tax history

YearProperty taxesAssessment
2025$16,657—

Payment calculator

Estimated monthly payment$41,204/moIllustrative estimate, not a loan offer.
Principal & interest
$36,316
Property taxes
$1,388
Insurance
$3,500
Association dues
$0

Live national rate context is displayed below through Mortgage News Daily’s official widget. The calculator rate remains a separate assumption until licensed machine-readable access is connected. This is not a loan offer.

Neighborhood

Area

Strattons Subdivision Pb2-

Islamorada · Monroe County · 33036

Climate risk

—

No licensed climate-risk source is connected.

Nearby schools

Plantation KeyElementary
—
Coral ShoresHigh
—
School names and districts are MLS-reported when available. Verify attendance boundaries with the school district. Ratings require a licensed ratings provider.

Nearby homes

12 homes

Similar homes

7 homes
MLS listing source

MIAMI REALTORS® MLS · Listing courtesy of LoKation. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright ©2026 BeachesMLS, Inc. IDX information is provided exclusively for consumers’ personal, non-commercial use and may be used only to identify prospective properties they may be interested in purchasing or leasing. Terms of use · Equal Housing Opportunity.