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$14,000,000
350 Buttonwood Bight Lane
Plantation Key, FL 33070
MLS# 621096
5 beds  |  4 baths  |  3582 sqft

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Aerial
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Aerial Sandy Beach Boat Basin/Dockage Compound Facing West Direct Sunset Twilight Twilight Twilight Front Atrium Front Entrance Elevator Living Room Living Room Living Room Living Room Dining Room Dining Room Master Bedroom Master Bedroom Master Bedroom Master Bath Master Bath Master Bath Master Bath Master Closet Master Bath 2nd Dining Room Wet Bar Kitchen Kitchen Kitchen Kitchen Kitchen Kitchen Kitchen Middle Atrium Half Bath 3rd Bedroom 3rd Bedroom 2nd Bathroom 2nd Bathroom 2nd Bathroom 2nd Bedroom 2nd Bedroom Atrium Library/Office/5th Bedroom Entrance 1st Floor Guest Suite 1st Floor Guest Suite 1st Floor Bathroom 1st Floor Bathroom Garage Garage Ground Floor Porch Ground Floor Porch Entertaining Area Outdoor Kitchen Outdoor Kitchen Laundry Room Atrium Pool Deck Hot Tub Beach Entry Outdoor Shower Backyard Sandy Beach Sandy Beach Backyard Backyard Dock Basin 20,000 & 3,000 lb lifts Bayfront Tiki Hut Sunset Beach Sunset Sunset Backyard Direct Sunset Sunset Aerial Two Parcels Detached Gym/Storage DetacGym/Storage Gym Gym Storage Pool Outdoor Entertaining Backyard Backyard Backyard Pool Deck Backyard Sandy Beach Boat Ramp 20,000 & 3,000 lb lifts Boat Basin Bayfront Bayfront Aerial Rear Aerial Beach & Shoreline Aerial Boat Basin Facing North Facing North Facing South Double Lot 250' on the bay Backyard at Night Sunset Front Front Entrance

Property Description
The most sought-after bay in all the Florida Keys, and one of the largest properties on it. This true double lot spans 1.3 acres with more than 250' of bayfront facing due west for the perfect nightly sunset. A white sand beach transitions into the clear bay waters, while a protected basin offers a 20,000 lb. lift accommodating up to a 40' boat and a 3,000 lb. skiff lift. Ultra-private, with no neighbors in sight and expansive green lawns throughout. The home is sophisticated yet inviting, with an incredible attention to detail throughout and a distinctive blend of Tuscan Mediterranean architecture and classic Keys styling. Enter through the gates into a private courtyard and open-air atrium with freshwater ponds and fountains. An elevator provides access to the second floor, where a one-of-a-kind living room overlooks the bay with exposed wood beams and tongue-and-groove ceilings. Updated throughout while preserving its original ornate finishes, this level flows from the living and dining rooms into the kitchen with a gas range and dumbwaiter. The bayfront primary suite features an impressive bath with dual vanity areas. Two additional bedrooms share a Jack-and-Jill bath, plus a half bath finishes off the second floor. Halfway down the main staircase is the entrance to one of the favorite rooms in the home: the library. With vaulted ceilings and a fireplace, it is the ultimate setting to work, relax with a good book, or serve as a fifth bedroom. The ground floor offers a separate ensuite guest bedroom, garage with front and rear doors, laundry room with double washers and dryers, and an outdoor kitchen. Outside, a massive 40' x 22' pool features a hot tub and beach-entry shelf. Extensive uplighting and downlighting illuminate the property at night. An additional front lot includes a detached structure currently used as a gym and storage. A once-in-a-lifetime opportunity to own one of Islamorada's most prized bayfront estates.

Details
Maps
Contract Information
Listing Board: Florida Keys
Current Price: $14,000,000
Listing Date: 2026-08-25
List Price: $14,000,000
Location, Tax & Legal
City: Tavernier
Mile Marker: 89.5
Marathon Neighborhood: N/A
Side: Bay/Gulf
Alternate Key #: 1517267
Add'l Parcel #1: 00419390-000300
Parcel #: 00419350-000000
Zoning: IS - Improved Subivision District
Deed Restrictions: Unknown
Legal: LYSILOMA PB5-115 PLANTATION KEY LOT 4 & 5 BK 1 G47-291/93 OR143-106/09 OR599-81 OR609-868Q OR908-1239/44 OR937-411/415C
Taxes: 34239.85
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 350
Street Name: Buttonwood Bight
Street Suffix: Lane
Key/Island: Plantation Key
State/Province: FL
Zip Code: 33070
County: Monroe
Subdivision: Lysiloma (89.5)
Area: 25 - Plantation Key
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 4
Lot SqFt: 56448
Pool: Yes
Acres: 1.3
SqFt Source: Tax Records
Rentals Allowed: With Restrictions
Style: Single Family
Year Built: 1987
Living Apx SqFt: 3582
Total Bedrooms: 5
Full Baths: 3
Half Baths: 1
Total Baths: 4
Remarks & Misc
Remarks – Consumer: The most sought-after bay in all the Florida Keys, and one of the largest properties on it. This true double lot spans 1.3 acres with more than 250' of bayfront facing due west for the perfect nightly sunset. A white sand beach transitions into the clear bay waters, while a protected basin offers a 20,000 lb. lift accommodating up to a 40' boat and a 3,000 lb. skiff lift. Ultra-private, with no neighbors in sight and expansive green lawns throughout. The home is sophisticated yet inviting, with an incredible attention to detail throughout and a distinctive blend of Tuscan Mediterranean architecture and classic Keys styling. Enter through the gates into a private courtyard and open-air atrium with freshwater ponds and fountains. An elevator provides access to the second floor, where a one-of-a-kind living room overlooks the bay with exposed wood beams and tongue-and-groove ceilings. Updated throughout while preserving its original ornate finishes, this level flows from the living and dining rooms into the kitchen with a gas range and dumbwaiter. The bayfront primary suite features an impressive bath with dual vanity areas. Two additional bedrooms share a Jack-and-Jill bath, plus a half bath finishes off the second floor. Halfway down the main staircase is the entrance to one of the favorite rooms in the home: the library. With vaulted ceilings and a fireplace, it is the ultimate setting to work, relax with a good book, or serve as a fifth bedroom. The ground floor offers a separate ensuite guest bedroom, garage with front and rear doors, laundry room with double washers and dryers, and an outdoor kitchen. Outside, a massive 40' x 22' pool features a hot tub and beach-entry shelf. Extensive uplighting and downlighting illuminate the property at night. An additional front lot includes a detached structure currently used as a gym and storage. A once-in-a-lifetime opportunity to own one of Islamorada's most prized bayfront estates.
Directions: MM89 bayside turn onto Lyceloma
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
Dock: Wood
Basin: 1
Boat Lift: 1
Boat Ramp: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Freezer: 1
Gas Appliances: 1
Ice Machine: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Wine Cooler: 1
Pets
Pets Allowed: 1
Cooling
Central Air: 1
Waterfront
Bay Front: 1
Waterview
Bay/Gulf View: 1
Floor
Carpet: 1
Tile: 1
Interior Features
Cathedral Ceilings: 1
Elevator: 1
Security System: 1
Walk-in Closet(s): 1
Wet Bar: 1
Window Treatments: 1
Specialty Rooms
Gym: 1
Laundry Room: 1
Building Style
Above Flood: Unknown
Stories: 2 Stories
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Vehicle Storage
Garage: 1
Off Street Parking: 1
Construction
CBS: 1
Land Size
1 Less Than 2 Acres: 1
Furnished
Negotiable: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Porch/Balcony
Screened P/B: 1
Exterior Features
Built-in Grill: 1
Chickee Hut: 1
Fencing: 1
Hot Tub: 1
Lighting: 1
Outdoor Kitchen: 1
Outdoor Shower: 1
Sandy Beach: 1
Pool Info
In Ground: 1
Salt Water: 1
Heated: Yes
Concrete: 1
Roof
Tile Roof: 1
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: Bay Front
Waterview: Bay/Gulf View
Dockage: Basin; Boat Lift; Boat Ramp
Vehicle Storage: Garage; Off Street Parking
Furnished: Negotiable
Cooling: Central Air
Utilities: FKAA; Municipal Sewer
Interior Features: Cathedral Ceilings; Elevator; Security System; Walk-in Closet(s); Wet Bar; Window Treatments
Specialty Rooms: Gym; Laundry Room
Appliances: Dishwasher; Disposal; Dryer; Freezer; Gas Appliances; Ice Machine; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler
Exterior Features: Built-in Grill; Chickee Hut; Fencing; Hot Tub; Lighting; Outdoor Kitchen; Outdoor Shower; Sandy Beach
Pool Info: In Ground; Salt Water; Concrete
Construction: CBS
Floor: Carpet; Tile
Roof: Tile Roof
Pets: Pets Allowed
Land Size: 1 Less Than 2 Acres

Listing Office: Palm House Real Estate

Last Updated: August - 25 - 2026

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.