Spectacular 1.65-Acre Bayfront Estate in Islamorada, Florida Keys |
8 Bedrooms | 9.5 Bathrooms | 10,228 Total Sq Ft | 150' Waterfront | Dockage | Pool | BeachWelcome 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.
Sold for $27,750,000
$27,750,000
76180 Overseas Hwy, Islamorada, FL 33036
8beds
10,228sqft
Single Family Residence
Built in 2024
1.65 Acres Lot
$27,901,000 Zestimate®
$2,713/sqft
$4,974 Estimated rent
Home value
$27,901,000
$24.27M - $32.09M
$4,974/mo
Zestimate® history
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$164,917/mo
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List your homeWhat's special
Private waterfrontPrivate poolExquisite finishesPrivate beachOutdoor kitchenSpacious bedroomsBoat ramp
Zillow last checked:
Listing updated:
Listed by:
Leslie Leopold 305-942-0215,
Ocean Sotheby's International Realty,
Cheri Tindall 305-664-7661,
Ocean Sotheby's International Realty
Bought with:
Angel Nicolas, 3371634
Serhant Florida LLC - Coconut Grove
Source: FLKMLS,MLS#: 615275
Originating MLS: Florida Keys
Originating MLS: Florida KeysFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 8
- Bathrooms: 10
- Full bathrooms: 9
- 1/2 bathrooms: 1
Heating
- Central
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: More Appliances, Stainless Steel Appliance(s), Wine Cooler, Ice Machine, Gas Appliances, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer, Washer
- Laundry: Laundry Room
Features
- Built-in Cabinets, Bar, Walk-In Closet(s), Storage, Elevator, Entrance Foyer, Pantry, Fireplace(s), Split Bedroom, Cathedral Ceiling(s), Wet Bar, Utility Room, Theater Room
- Flooring: Wood, Marble
- Doors: Impact Rstnce Doors
- Windows: Drapes/Blinds Incl, Window Treatments, Impact Rstnce Window
- Has fireplace: Yes
Interior area
- Total interior livable area: 10,228 sqft
Property
Parking
- Total spaces: 4
- Parking features: Garage, Garage Door Opener, Attached
- Has attached garage: Yes
- Has uncovered spaces: Yes
Features
- Levels: 3 Stories
- Stories: 3
- Patio & porch: Lanai, Open Porch/Balcony, Deck, Patio
- Exterior features: Bar, Storage, Sprinkler System, Sandy Beach, Outdoor Shower, Outdoor Kitchen, Lighting, Built-in Barbecue
- Has private pool: Yes
- Pool features: Heated, In Ground, Decked, Concrete, Salt Water
- Has spa: Yes
- Spa features: Private
- Fencing: Privacy,Fenced
- Has view: Yes
- View description: Bay/Gulf View, Water
- Has water view: Yes
- Water view: Bay/Gulf View,Water
- Waterfront features: Bay Front, Open Water, Gulf Front, Waterfront, Sandy Beach, Dock Length: 150, Dockage: Boat Lift, Boat Ramp
Lot
- Size: 1.65 Acres
- Dimensions: 150w x apro x 327deep
- Features: 1 Less Than 2 Acres
Details
- Additional structures: Workshop, Guest House, Detached Guest Qtrs
- Parcel number: 00395000000000
- Zoning: MF
- Zoning description: Multi-Family Attached
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- CBS, Concrete
- Roof: Metal
Condition
- New Construction
- New construction: Yes
- Year built: 2024
Utilities & green energy
- Electric: Generator
- Sewer: Municipal Sewer, Public Sewer
- Utilities for property: FKAA, Propane, Buyer to Verify
Community & HOA
Community
- Security: Smoke Detector(s), Security System, Electric Gate, On Premises System
- Subdivision: Misc Lower Matacumbe (76.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Islamorada
Financial & listing details
- Price per square foot: $2,713/sqft
- Tax assessed value: $7,502,222
- Annual tax amount: $25,525
- Date on market: 6/1/2025
Price history
| Date | Event | Price |
|---|---|---|
| 10/6/2025 | Sold | $27,750,000-11.1%$2,713/sqft |
Source:  FLKMLS #615275 Report a problem | ||
| 9/23/2025 | Pending sale | $31,200,000$3,050/sqft |
Source: FLKMLS #615275 Report a problem | ||
| 9/5/2025 | Contingent | $31,200,000$3,050/sqft |
Source:  Key West AOR #615275 Report a problem | ||
| 6/1/2025 | Listed for sale | $31,200,000+1256.5%$3,050/sqft |
Source: FLKMLS #615275 Report a problem | ||
| 12/23/2019 | Sold | $2,300,000+9.5%$225/sqft |
Source: FLKMLS #588848 Report a problem | ||
| 11/17/2017 | Sold | $2,100,000$205/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $60,246 +136% | $6,203,585 +148.2% |
| 2024 | $25,526 -4.8% | $2,499,870 +10% |
| 2023 | $26,820 +28.7% | $2,272,609 +10% |
| 2022 | $20,840 +13.8% | $2,066,008 +10% |
| 2021 | $18,311 -3.5% | $1,878,189 -3.1% |
| 2020 | $18,969 | $1,937,987 +8.2% |
| 2019 | $18,969 -27.5% | $1,790,749 -0.2% |
| 2018 | $26,153 +1% | $1,794,953 +13.6% |
| 2017 | $25,895 +13.1% | $1,579,993 +9.9% |
| 2016 | $22,902 +2.2% | $1,438,045 +8% |
| 2015 | $22,399 | $1,331,331 |
Find assessor info on the county website
Neighborhood: 33036
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Nearby schools
GreatSchools rating
- 10/10Plantation Key SchoolGrades: PK-8Distance: 13.4 mi
- 5/10Coral Shores High SchoolGrades: 9-12Distance: 13.6 mi
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Estimated market value
$27,901,000
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$27,901,000
- Florida
- Monroe County
- Islamorada
- 33036
- 76180 Overseas Hwy
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