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1101 Mastic Street, Islamorada, FL 33036
Active
169 Days on Market
Virtual Tour
1 / 29
1101 Mastic Street, Islamorada, FL 33036 photo 11101 Mastic Street, Islamorada, FL 33036 photo 21101 Mastic Street, Islamorada, FL 33036 photo 31101 Mastic Street, Islamorada, FL 33036 photo 41101 Mastic Street, Islamorada, FL 33036 photo 51101 Mastic Street, Islamorada, FL 33036 photo 61101 Mastic Street, Islamorada, FL 33036 photo 71101 Mastic Street, Islamorada, FL 33036 photo 81101 Mastic Street, Islamorada, FL 33036 photo 91101 Mastic Street, Islamorada, FL 33036 photo 101101 Mastic Street, Islamorada, FL 33036 photo 111101 Mastic Street, Islamorada, FL 33036 photo 121101 Mastic Street, Islamorada, FL 33036 photo 131101 Mastic Street, Islamorada, FL 33036 photo 141101 Mastic Street, Islamorada, FL 33036 photo 151101 Mastic Street, Islamorada, FL 33036 photo 161101 Mastic Street, Islamorada, FL 33036 photo 171101 Mastic Street, Islamorada, FL 33036 photo 181101 Mastic Street, Islamorada, FL 33036 photo 191101 Mastic Street, Islamorada, FL 33036 photo 201101 Mastic Street, Islamorada, FL 33036 photo 211101 Mastic Street, Islamorada, FL 33036 photo 221101 Mastic Street, Islamorada, FL 33036 photo 231101 Mastic Street, Islamorada, FL 33036 photo 241101 Mastic Street, Islamorada, FL 33036 photo 251101 Mastic Street, Islamorada, FL 33036 photo 261101 Mastic Street, Islamorada, FL 33036 photo 271101 Mastic Street, Islamorada, FL 33036 photo 281101 Mastic Street, Islamorada, FL 33036 photo 29
All Listings

$6,999,000

1101 Mastic Street

Islamorada, FL 33036

Strattons Subdivision Pb2-

Explore the area: Monroe County real estate

How this price compares

List price
$6,999,000
Price per sq ft
$1,918
Original price
$8,490,000
Days on market
169

This 8-bedroom single-family home is listed at $6,999,000, or $1,918 per square foot. The asking price has come down 17.6% from its original $8,490,000. It has been on the market for 169 days.

8
Bedrooms
6
Bathrooms
3,649
Living Sq Ft
1984
Year Built

Estimated monthly payment

$36,783 /mo

Principal and interest only, based on $1,399,800 down (20%), a 6.875% 30-year fixed rate. Property taxes, homeowners insurance are not included.

Customize this estimate

Listing Snapshot

Price
$6,999,000
Days on Site
169 Days
Bedrooms
8
Total Baths
6
Full Baths
6
Living Area
3,649 sqft
Total Sq Ft
24,004 sqft
Year Built
1984
Property Type
Single Family
MLS #
A12009440
Property Tax
$16,657 (2025)
Subdivision
Strattons Subdivision Pb2-
County
Monroe
Status
Active
Special Conditions
Listed As Is

About This Property

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.

MLS media link

General Features

Property Type
Single Family
Status
Active
Year Built
1984
Property Condition
Resale
Number of Stories
2
Levels
Two
Garage Spaces
0
Parking
Boat / Circular Driveway / Covered / Driveway / Golf Cart Garage / Guest / Paver Block / Rv Access Parking
Direction Faces
Southeast
Living Sq Ft
3,649
Total Sq Ft
24,004
Sewer
Public Sewer
Water Source
Public
Zoning
SC Sub Urban Commer

Interior Features

Appliances
Dryer / Dishwasher / Free Standing Freezer / Disposal / Gas Range / Gas Water Heater / Microwave / Refrigerator / Washer
Cooling
Central Air / Ceiling Fans / Wall Window Units / Zoned
Heating
Central
Flooring
Tile
Fireplace
Yes
Spa
Yes
Spa Features
Heated / In Ground
Interior Features
Built In Features / Elevator / Kitchen Island / Main Level Primary / Other / Pantry / Storage / Upper Level Primary / Walk In Closets
Total Rooms
4

Exterior Features

Construction
CBS Concrete Block Structure / Block
Roof
Concrete
Exterior Features
Lighting / Outdoor Living Area
Private Pool
Yes
Pool Features
In Ground
Patio & Porch
Patio / Porch
Waterfront
Yes
Waterfront Features
Bayfront / Ocean Access / Other / Riprap
Frontage
Waterfront
Frontage Length
85.00 ft
View
Bay / Water

Community & HOA

Association Amenities
None
Security
Smoke Detectors
55+ Community
Yes
Financing Terms
Cash / Conventional / FHA / Va Loan
Restrictions
Ok To Lease / Rental Restriction
MLS Area
5940 - Other Florida County

Schools

Elementary School
Plantation Key
High School
Coral Shores
Homes for Sale
44
Under Contract
0
Median List Price
$2,850,000
Median $/Sq Ft
$1,403
Avg Days on Market
140
View all 44 homes for sale in Islamorada →
How do I schedule a tour of 1101 Mastic Street, Islamorada, FL 33036?
Use the Tour button on this listing to request a showing of 1101 Mastic Street, Islamorada, FL 33036. Pick a day and time and choose an in-person or video-chat tour, and a Pure Equity agent will confirm your visit, often the same day.
Is 1101 Mastic Street, Islamorada, FL 33036 still available?
1101 Mastic Street, Islamorada, FL 33036 is currently listed as Active, and has been on the market 169 days. Status updates directly from the MLS as homes go under contract, so ask us to confirm availability before you plan a visit.
How much is the monthly payment for 1101 Mastic Street, Islamorada, FL 33036?
With 20% down ($1,399,800) on the $6,999,000 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 1101 Mastic Street, Islamorada, FL 33036 is about $36,783/mo, before property taxes, insurance. Use the payment estimate on this page to adjust the down payment and rate.
How do I get pre-approved to buy 1101 Mastic Street, Islamorada, FL 33036?
Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 1101 Mastic Street, Islamorada, FL 33036. Contact Pure Equity and we'll connect you with a trusted local lender to review your financing options, no obligation.
What schools serve 1101 Mastic Street, Islamorada, FL 33036?
1101 Mastic Street, Islamorada, FL 33036 is zoned for Plantation Key (elementary), Coral Shores (high). School assignments and boundaries can change year to year, so confirm current zoning with the local school district before you buy.
Can I negotiate the price of 1101 Mastic Street, Islamorada, FL 33036?
Often, yes. The right offer on 1101 Mastic Street, Islamorada, FL 33036 depends on how it's priced against comparable single family sales in Islamorada, how long it's been listed, and how motivated the seller is. Pure Equity will run the comps and help you craft a competitive, well-supported offer.

Listing courtesy of LoKation

Listing information is provided by BeachesMLS, Inc.and is deemed reliable but not guaranteed accurate by the MLS or Pure Equity. Information is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. © 2026 BeachesMLS, Inc. Last updated June 25, 2026.

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Listed by Tracey E Petrusha, LoKation

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