$8,300,000
82238 Overseas Highway
Upper Matecumbe Key Islamorada, FL 33036
MLS# 610851
Status: Closed
6 beds  |  7 baths  |  6866 sqft
 | 
Bayviews from your private balcony
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Bayviews from your private balcony 82238 Overseas Hwy_ Extraordinary Bayfront Residence Bayfront Estate with Boat Basin Front of Home Paver Driveway and Parking Area 82238 Overseas Hwy 82238 Overseas Hwy Front of Main House Covered Entrance embellished with bamboo and stonework Step inside to soaring 30' ceilings and enchanting bay views Grand living spaces with upper level balcony, embellished with custom bamboo and stonework Custom Bali design features, all impact windows, folding, sliding doors 30' ceilings, electric shades and drapes Living room with 30' ceilings and floor to ceiling windows for the most amazing bay views Formal and Counter Dining Counter Dining Kitchen and Counter Dining 48" 6-burner Decora range with double oven Dining Elevator One of two Primary/Master suites 1st Floor Suite 1st Floor Bedroom Suite 1st Floor Suite Bathroom 1st Floor Primary Suite Shower Media Room Laundry on first level Stairs to second level Custom bamboo railings, artesian ceilings Second floor primary suite with automated drapes, shades and bamboo floors Incredible bay views Private balcony with amazing bay views Primary Suite Shower Large soaking tub with water jets Private water closet with Toto toilet Upstairs landing to guest suites Gorgeous Bay Views Second Floor Guest Bath Second Floor Guest Suite Private Balcony Rooftop lookout Rooftop Lookout Solar Panels Solar Panels View from Rooftop Guest Suite 3 Guest Suite 3 Guest Suite 3 Bath View front second level landing Great Room with Folding/Sliding glass doors open to patio and pool Infinity edge Pool Poolside Cabana Backyard Patio Serene Back Patio Pool with Spa Spa and Pool Pool, Basin, Bay Pool Deck, Basin Back Patio Back deck, pool and bay Shallow end Boat Basin, Bay Views Backyard, Basin, Bay Backyard, grass and landscape Basin, Bayfront getty Shade at bayfront Shadey spot for sunset viewing Private Bayfront 82238 Overseas Hwy_1oakstudiosdrone_15 Picnic spot Basin, back of house Basin, Back of houe Gated Driveway Lush Tropical Landscape Guest House Lush gardens Guest House Kitchen Guest House Bedroom 1 Guest House Bedroom 1 Guest House Bath Guest House Bedroom 2 Guest House Living Twilight Infinity Pool - Twilight Twilight Twilight Twilight Twilight Golden drop Twilight Twilight Incredible downtown Islamorada bayfront location Drop of Gold Golden Hour Private Walk-in Beach Back Patio with Gas Firepit Reflections Special Lighting Spa Lights Golden Hour Golden Hour Golden Hour Pool Party Islamorada Bayfront magic Main House - Twilight Main House - Twilight Iconic Bayfront Estate Gated Entrance Lanscape Lighting Private Bayfront Retreat Islamorada Bayfront Hidden Bayfront Islamorada Bayfront Heart of Islamorada 82238 Overseas Hwy 82238 Overseas Hwy 82238 Overseas Hwy 82238 Overseas Hwy 82238 Overseas Hwy 82238 Overseas Hwy 82238 Overseas Hwy_1oakstudiosdrone_10 82238 Overseas Hwy 82238 Overseas Hwy 82238 Overseas Hwy_1oakstudiosdrone_13.e 82238 Overseas Hwy_1oakstudiosdrone_14 82238 Overseas Hwy_1oakstudiosdrone_14.e 82238 Overseas Hwy_1oakstudiosdrone_13

Property Description
This exquisite bayfront Islamorada property features a main home with four bedrooms, four full bathrooms, and two half bathrooms, along with a guest house offering two bedrooms and one bathroom. The kitchen features marble countertops, a gas range, and counter seating. With a separate dining area and 30 ft high ceilings in the great room, floor-to-ceiling windows offer breathtaking views of the bay waters and dynamic sunset skies. The infinity edge pool with a spa offers reflections of beautiful palms and exquisite landscaping. The outdoor cabana kitchen is perfect for al fresco dining, and the boat basin with dockage allows for easy access to the waters of Florida Bay. A whole-house generator ensures uninterrupted comfort and tiki torches light the backyard terraces. Don't miss the waterfalls cascading into the boat basin, creating a truly serene retreat.

Details
Maps
Contract Information
Listing Board: Florida Keys
As is Rght to Inspct: Yes
Current Price: $8,300,000
Listing Date: 2024-07-23
Sold Price: $8,300,000
Location, Tax & Legal
City: ISLAMORADA
Mile Marker: 82.5
Marathon Neighborhood: N/A
Side: Bay/Gulf
Flood Zone: AE,VE,AE,AE,0.2 PCT
Alternate Key #: 1492132
Parcel #: 00399870-000000
Zoning: RE - Residential Estate
Deed Restrictions: Unknown
Legal: BK 6 PT LT 7 AND ADJ PARCEL OF LAND STRATTONS SUBD PB2-38 UPPER MATECUMBE G24-94 G25-416 OR432-829 OR651-693 OR819-1525
Taxes: 36763.64
Tax Year: 2023
Pub Sewer HkUp: Yes
Street #: 82238
Street Name: Overseas
Street Suffix: Highway
Key/Island: Upper Matecumbe Key Islamorada
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Strattons (82.5)
Area: 23 - Upper Matecumbe
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 3
Lot SqFt: 29620
Pool: Yes
Lot Sqft Source: Property Data Card
Total Units: 0
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Style: Single Family
Year Built: 2015
Living Apx SqFt: 6866
Total Bedrooms: 6
Full Baths: 5
Half Baths: 2
Total Baths: 7
Remarks & Misc
Remarks – Consumer: This exquisite bayfront Islamorada property features a main home with four bedrooms, four full bathrooms, and two half bathrooms, along with a guest house offering two bedrooms and one bathroom. The kitchen features marble countertops, a gas range, and counter seating. With a separate dining area and 30 ft high ceilings in the great room, floor-to-ceiling windows offer breathtaking views of the bay waters and dynamic sunset skies. The infinity edge pool with a spa offers reflections of beautiful palms and exquisite landscaping. The outdoor cabana kitchen is perfect for al fresco dining, and the boat basin with dockage allows for easy access to the waters of Florida Bay. A whole-house generator ensures uninterrupted comfort and tiki torches light the backyard terraces. Don't miss the waterfalls cascading into the boat basin, creating a truly serene retreat.
Status Change Info
Sold Comments: unfurnished
Sold Date: 2025-10-17
Sold Price: $8,300,000
Status: Closed
Association Info
Mandatory Home Owners Asc: No
Voluntary Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
Dock: Concrete
Basin: 1
Boat Lift: 1
Seawall: Concrete
Tax Exemptions
Homestead: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Freezer: 1
Gas Appliances: 1
Ice Machine: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Washer: 1
Water Purification: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Ductless: 1
Heating
Central: 1
Waterfront
Bay Front: 1
Open Water: 1
Waterview
Bay/Gulf View: 1
Open Water View: 1
Floor
Marble: 1
Wood: 1
Interior Features
Cathedral Ceilings: 1
Dade County Pine: 1
Drapes/Blinds Incl: 1
Elevator: 1
Fireplace(s): 1
Smoke Alarms: 1
Storage: 1
Walk-in Closet(s): 1
Whirlpool Bath Tub: 1
Window Treatments: 1
Property Condition
Updated/Remodeled: 1
Specialty Rooms
Laundry Room: 1
Media Room: 1
Building Style
Above Flood: Yes
Stories: 2 Stories
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Security
Electric Gate: 1
Construction
CBS: 1
Concrete: 1
Frame: 1
Land Size
1/2 - Less Than 1 AC: 1
Furnished
Unfurnished: 1
Terms
Cash: 1
Conventional: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Propane: 1
Solar Power: 1
Whole House Generatr: 1
Porch/Balcony
Open Porch/Balcony: 1
Patio: 1
Roof Top Deck: 1
Exterior Features
Built-in Grill: 1
Chickee Hut: 1
Detached Guest Qtrs: 1
Fencing: 1
Fruit Tree(s): 1
Hot Tub: 1
Lighting: 1
Outdoor Kitchen: 1
Outdoor Shower: 1
Privacy Wall/Fence: 1
Sprinkler System: 1
Water Display: 1
Pool Info
In Ground: 1
Concrete: 1
Decked: 1
Roof
Metal Roof: 1
GF-Bldg Materials
Bamboo/Cork Floor: 1
GF-Interior Features
Tankless Hot Wtr Htr: 1
GF-Utilities
Solar Panels: 1
Property Features
Fee Includes: None
Tax Exemptions: Homestead
Waterfront: Bay Front; Open Water
Waterview: Bay/Gulf View; Open Water View
Dockage: Basin; Boat Lift
Property Condition: Updated/Remodeled
Furnished: Unfurnished
Cooling: Ceiling Fans(s); Central Air; Ductless
Heating: Central
Utilities: FKAA; Municipal Sewer; Propane; Solar Power; Whole House Generatr
Interior Features: Cathedral Ceilings; Dade County Pine; Drapes/Blinds Incl; Elevator; Fireplace(s); Smoke Alarms; Storage; Walk-in Closet(s); Whirlpool Bath Tub; Window Treatments
Specialty Rooms: Laundry Room; Media Room
Appliances: Dishwasher; Disposal; Dryer; Freezer; Gas Appliances; Ice Machine; Microwave; Oven; Range; Refrigerator; Washer; Water Purification
Exterior Features: Built-in Grill; Chickee Hut; Detached Guest Qtrs; Fencing; Fruit Tree(s); Hot Tub; Lighting; Outdoor Kitchen; Outdoor Shower; Privacy Wall/Fence; Sprinkler System; Water Display
Pool Info: In Ground; Concrete; Decked
Construction: CBS; Concrete; Frame
Floor: Marble; Wood
Roof: Metal Roof
Pets: Pets Allowed
Security: Electric Gate
Land Size: 1/2 - Less Than 1 AC
Terms: Cash; Conventional
GF-Bldg Materials: Bamboo/Cork Floor
GF-Interior Features: Tankless Hot Wtr Htr
GF-Utilities: Solar Panels
Listing Office: Ocean Sotheby's International Realty

Last Updated: October - 17 - 2025

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.

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