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Single family home for sale at 1101 Mastic St, Islamorada, FL 33036 | MLS# A12009440 | Listing updated on 2026-10-21
Photo 1 of Single family home for sale at 1101 Mastic St, Islamorada, FL 33036 | MLS# A12009440 | Listing updated on 2026-10-21
Photo 2 of Single family home for sale at 1101 Mastic St, Islamorada, FL 33036 | MLS# A12009440 | Listing updated on 2026-10-21
Photo 3 of Single family home for sale at 1101 Mastic St, Islamorada, FL 33036 | MLS# A12009440 | Listing updated on 2026-10-21
Photo 4 of Single family home for sale at 1101 Mastic St, Islamorada, FL 33036 | MLS# A12009440 | Listing updated on 2026-10-21
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$5,999,000

Monthly Est:$29,859

  • Beds Icon8 Beds
  • Beds Icon
    6 Baths
  • Beds Icon3,649sqft

1101 Mastic St, Islamorada, FL 33036

$29,859/moEst:

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  • Single Family Residence

  • Built in 1984

  • $-- HOA

  • -- sqft lot

  • $1,644/sq.ft

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.

  • Houzeo last checked: 7 minutes ago
  • Listing updated: October 21, 2026 at 6:36 am
  • Listing Provided by: Tracey E Petrusha DRE #0651549 | LoKation (954) 545-5583
  • Source: Beaches MLS-FL | MLS#: A12009440 Beaches MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Monroe County

  • City

    Islamorada

  • Neighborhood

    --

  • Year Built

    1984

  • HOA Fees

    -

  • Finished Area

    3,649 sqft

  • Lot Size

    -- sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Beaches MLS

  • MLS Number

    A12009440

  • MLS Status

    Active

  • Days on Market

    175

  • Cumulative Days on Market

    176

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 8

    Bathrooms: 6

Interior

  • Cooling

    Central Air, Ceiling Fans, Wall Window Units, Zoned

  • Appliances

    Dryer, Dishwasher, Free Standing Freezer, Disposal, Gas Range, Gas Water Heater, Microwave, Refrigerator, Washer

  • Interior Features

    Built In Features, Elevator, Kitchen Island, Main Level Primary, Other, Pantry, Storage, Upper Level Primary, Walk In Closets

  • Exterior Features

    Lighting, Outdoor Living Area

  • Heating

    Central

  • Sewer

    Public Sewer

  • Flooring

    Tile

Construction

  • Year Built

    Year Built: 1984

  • Home type

    Single Family Residence

  • Construction Materials

    Cbs Concrete Block Structure, Block

  • Property Condition

    Resale

  • Roof

    Concrete

Utilities & Energy

  • Security Features

    Smoke Detectors

  • Parking Features

    Boat, Circular Driveway, Covered, Driveway, Golf Cart Garage, Guest, Paver Block, Rv Access Parking

  • Fireplace Features

    Decorative

  • Water Source

    Public

  • Association Amenities

    None

  • Pool Features

    In Ground

Other Features

  • Subdivision Name

    Strattons Subdivision Pb2

  • Patio And Porch Features

    Patio, Porch

Price History

DateEventPrice

10/18/2026

Source: mls_logoBeaches MLS-FL #A12009440

Price Decreased

$5,999,000 -14.29%

$1,644/sqft

07/21/2026

Source: mls_logoBeaches MLS-FL #A12009440

Price Decreased

$6,999,000 -6.62%

$1,918/sqft

06/12/2026

Source: mls_logoBeaches MLS-FL #A12009440

Price Decreased

$7,495,000 -11.72%

$2,054/sqft

04/28/2026

Source: mls_logoBeaches MLS-FL #A12009440

Price Increased

$8,490,000 +21.30%

$2,327/sqft

04/28/2026

Source: mls_logoBeaches MLS-FL #A12009440

Off Market

$6,999,000

$1,918/sqft

Show more

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IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by BeachesMLS. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This data is not verified for authenticity or accuracy and may not reflect all real estate activity in the market. Based on information © 2026 BeachesMLS, Inc. All Rights Reserved.

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