Mark Cooper
Coldwell Banker Realty 24
(720) 575-8705
67 Total Sales
1 in Islamorada
$1,050,000 Price
76180 Overseas Hwy Islamorada, FL 33036
Islamorada AreaEstimated Value: $8,756,000 - $29,175,952
8
Beds
9.5
Baths
10,228
Sq Ft
$1,854/Sq Ft
Est. Value
Highlights
- Detached Guest House
- Property fronts gulf or ocean
- Boat Lift
- Plantation Key School Rated A-
- Boat Ramp
- Sandy Beach
About This Home
As of October 2025Spectacular 1.65-Acre Bayfront Estate in Islamorada, Florida Keys |
8 Bedrooms | 9.5 Bathrooms | 10,228 Total Sq Ft | 150' Waterfront | Dockage | Pool | Beach
Welcome to a rare offering in the heart of the Florida Keys—this 1.65-acre gated bayfront compound in Islamorada combines timeless island luxury with modern amenities and endless water views. With 150 feet of private waterfront, dockage, boat ramp, private beach, two pools, and lush, mature tropical landscaping, this estate is a true Keys sanctuary.
The 7,562 sq ft main residence boasts 5 spacious bedrooms, 5.5 bathrooms, an office, and exquisite finishes throughout. The gourmet kitchen features marble and dolomite countertops, a custom mosaic tile backsplash, built-in Miele coffee system, wine dispenser, 36'' Wolf gas cooktop, four Sub-Zero refrigerators, and two laundry rooms. A stunning 180-bottle glass wine cellar, handmade wood bar with wood sink, Sonos sound system, and living room with blackout shades to enhance the entertaining potential.
Additional highlights include an elevator, Lutron lighting system, Toto toilets, expansive covered porches with panoramic open bay views, an outdoor kitchen complete with Italian brick pizza oven, Evo flat grill, and smoker, as well as a tackle room and 4-car garage.
The 2,666 sq ft guest house offers a private gated drive, 3 bedrooms, 4 bathrooms, a private pool, and a fully equipped kitchen with JennAir appliances, making it ideal for hosting guests or extended family in complete privacy.
With two gated driveways, serene lawns, and a high-end tropical ambiance, this estate seamlessly blends privacy, prestige, and paradise.
A one-of-a-kind legacy property - experience the ultimate Florida Keys lifestyle.
Last Agent to Sell the Property
Ocean Sotheby's International Realty License #3071091 Listed on: 06/01/2025
Co-Listed By
Cheri Tindall
American Caribbean Real Estate, Christie's International Real Estate
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $25,526
Year Built
- Built in 2024 | New Construction
Lot Details
- 1.65 Acre Lot
- Property fronts gulf or ocean
- Property Fronts a Bay or Harbor
- Sandy Beach
- Privacy Fence
- Fenced
- Sprinkler System
- Property is zoned MF - Multi-Family Attached
Home Design
- Metal Roof
- Concrete Block And Stucco Construction
Interior Spaces
- 10,228 Sq Ft Home
- 3-Story Property
- Elevator
- Wet Bar
- Bar
- Cathedral Ceiling
- Ceiling Fan
- Fireplace
- Drapes & Rods
- Entrance Foyer
- Home Theater
- Workshop
- Storage
- Utility Room
- Bay Views
Kitchen
- Oven
- Range
- Microwave
- Freezer
- Ice Maker
- Dishwasher
- Wine Cooler
- Wolf Appliances
- Stainless Steel Appliances
- Built-In or Custom Kitchen Cabinets
- Disposal
Bedrooms and Bathrooms
- 8 Bedrooms
- Split Bedroom Floorplan
- Walk-In Closet
- Maid or Guest Quarters
Laundry
- Laundry Room
- Dryer
- Washer
Home Security
- Home Security System
- Impact Glass
- Fire and Smoke Detector
Parking
- 4 Car Attached Garage
- Automatic Garage Door Opener
Pool
- Spa
- Heated Pool
- Outdoor Shower
Outdoor Features
- Open Water Access
- Boat Lift
- Boat Ramp
- Outdoor Kitchen
- Lanai
- Exterior Lighting
- Outdoor Storage
- Attached Grill
Additional Homes
- Detached Guest House
Utilities
- Central Air
- Whole House Permanent Generator
- Propane
Community Details
- Misc Lower Matacumbe Subdivision
- Theater or Screening Room
Listing and Financial Details
- Assessor Parcel Number 00395000-000000
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Jun 1, 2025
Closed on
Nov 17, 2025
Sold by
Fgaryshear Llc
Bought by
Seller's Agent
Leslie Leopold
Ocean Sotheby's International Realty
Buyer's Agent
Angel Nicolas
Serhant Florida LLC - Coconut Grove
List Price
$31,200,000
Sold Price
$27,750,000
Premium/Discount to List
-$3,450,000
-11.06%
Views
322
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$8,738,606
Avg. Annual Appreciation
-34.18%
Purchase Details
Listed on
Jun 1, 2025
Closed on
Oct 6, 2025
Sold by
Tres Sirenas Properties Llc
Bought by
Fgaryshear Llc
Seller's Agent
Leslie Leopold
Ocean Sotheby's International Realty
Buyer's Agent
Angel Nicolas
Serhant Florida LLC - Coconut Grove
List Price
$31,200,000
Sold Price
$27,750,000
Premium/Discount to List
-$3,450,000
-11.06%
Views
322
Purchase Details
Closed on
Feb 27, 2025
Sold by
Tres Sirenas Properties Llc
Bought by
Donatucci Thomas and Donatucci Cary L
Purchase Details
Listed on
Dec 23, 2019
Closed on
Dec 23, 2019
Sold by
76180 Overseas Highway Llc
Bought by
Tres Sirenas Properties Llc
Seller's Agent
Leslie Leopold
Ocean Sotheby's International Realty
Buyer's Agent
Leslie Leopold
Ocean Sotheby's International Realty
List Price
$2,300,000
Sold Price
$2,300,000
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
37.01%
Purchase Details
Listed on
Jan 3, 2012
Closed on
Nov 6, 2017
Sold by
Proenza Narjol J and Proenza Carmen
Bought by
76180 Overseas Hwy Llc
Seller's Agent
Keith Allen
Coastal Realty of the Florida Keys
Buyer's Agent
Keith Allen
Coastal Realty of the Florida Keys
List Price
$3,600,000
Sold Price
$2,100,000
Premium/Discount to List
-$1,500,000
-41.67%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
4.36%
Purchase Details
Closed on
Jan 7, 2004
Sold by
Proenza Narjol J and Proenza Carmen
Bought by
Proenza Narjol J and Proenza Carmen
Purchase Details
Closed on
May 29, 2002
Sold by
Navarro Luis G and Navarro Maria D
Bought by
Beach Barefoot
Purchase Details
Closed on
Apr 18, 2002
Sold by
Gauthier Joseph J and Gauthier Helen A
Bought by
Beach Barefoot
Purchase Details
Closed on
Nov 1, 1984
Bought by
Proenza Narjol J and Proenza Carmen
Purchase Details
Closed on
Sep 1, 1979
Bought by
Proenza Narjol J and Proenza Carmen
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Islamorada, FL
-
Mark Cooper
-
Lorie Leal
Lorie Leal
American Caribbean Real Estate, Christie's International Real Estate
(855) 720-8007
118 Total Sales
24 in Islamorada
$379K - $2.5M Price Range
-
Carolyn Ambler
Carolyn Ambler
American Caribbean Real Estate, Christie's International Real Estate
(475) 231-4734
36 Total Sales
33 in Islamorada
$650K - $6.3M Price Range
-
Karol Marsden
Karol Marsden
Langley Knight Gardner Islamorada
(786) 751-4270
30 Total Sales
1 in Islamorada
$740,000 Price
-
Pierre-Marc Bellion
Pierre-Marc Bellion
Ocean Sotheby's International Realty
(786) 730-9461
41 Total Sales
19 in Islamorada
$515K - $3.5M Price Range
-
Philip Kravitz
Philip Kravitz
Coldwell Banker Schmitt R.E.
(877) 764-8070
49 Total Sales
11 in Islamorada
$549K - $2.7M Price Range
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| -- | None Listed On Document | ||
| Wondergirl Apples Trust | -- | None Listed On Document | |
| Fgaryshear Llc | $27,650,000 | None Listed On Document | |
| Donatucci Thomas | -- | None Listed On Document | |
| Tres Sirenas Properties Llc | $2,300,000 | None Listed On Document | |
| 76180 Overseas Hwy Llc | $2,100,000 | Attorney | |
| Proenza Narjol J | -- | -- | |
| Beach Barefoot | $110,000 | -- | |
| Beach Barefoot | $109,000 | -- | |
| Proenza Narjol J | $240,000 | -- | |
| Proenza Narjol J | $183,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Previous Owner | $2,300,000 | ||
| Previous Owner | Tres Sirenas Properties Llc | $10,479,147 | |
| Previous Owner | Proenza Narjol J | $100,000 | |
| Previous Owner | Proenza Narjol J | $350,000 | |
| Previous Owner | Bch Barefoot | $566,200 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 10/06/2025 10/06/25 | Sold | $27,750,000 | -11.1% | $2,713 / Sq Ft | |
| 09/23/2025 09/23/25 | Pending | -- | -- | -- | |
| 06/01/2025 06/01/25 | For Sale | $31,200,000 | +1256.5% | $3,050 / Sq Ft | |
| 12/23/2019 12/23/19 | Sold | $2,300,000 | 0.0% | $1,786 / Sq Ft | View Prior Sale |
| 12/23/2019 12/23/19 | Pending | -- | -- | -- | |
| 12/23/2019 12/23/19 | For Sale | $2,300,000 | +9.5% | $1,786 / Sq Ft | |
| 11/06/2017 11/06/17 | Sold | $2,100,000 | -41.7% | $270 / Sq Ft | View Prior Sale |
| 10/09/2017 10/09/17 | Pending | -- | -- | -- | |
| 01/03/2012 01/03/12 | For Sale | $3,600,000 | -- | $462 / Sq Ft |
Source: Florida Keys Board of REALTORS®
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $25,526 | $7,502,222 | $3,796,473 | $3,705,749 |
| 2024 | $26,820 | $3,657,834 | $3,592,199 | $65,635 |
| 2023 | $26,820 | $4,398,224 | $4,330,695 | $67,529 |
| 2022 | $20,840 | $2,694,500 | $2,631,916 | $62,584 |
| 2021 | $18,311 | $1,878,189 | $1,818,401 | $59,788 |
| 2020 | $18,969 | $1,937,987 | $1,882,938 | $55,049 |
| 2019 | $26,153 | $1,790,749 | $1,424,481 | $366,268 |
| 2018 | $25,895 | $1,794,953 | $1,431,216 | $363,737 |
| 2017 | $22,902 | $1,579,993 | $0 | $0 |
| 2016 | $22,399 | $1,438,045 | $0 | $0 |
| 2015 | $21,030 | $1,331,331 | $0 | $0 |
| 2014 | $20,466 | $1,281,643 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Leslie Leopold
Seller's Agent in 2025
Leslie Leopold
Ocean Sotheby's International Realty
(305) 942-0215
70 Total Sales
-
CT
Seller Co-Listing Agent in 2025
Cheri Tindall
American Caribbean Real Estate, Christie's International Real Estate
-
Angel Nicolas
AN
Buyer's Agent in 2025
Angel Nicolas
Serhant Florida LLC - Coconut Grove
(305) 336-0916
3 Total Sales
-
Keith Allen
Seller's Agent in 2017
Keith Allen
Coastal Realty of the Florida Keys
(305) 481-5544
13 Total Sales
Map
Source: Florida Keys Board of REALTORS®
MLS Number: 615275
APN: 00395000-000000
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
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