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$9,650,000
82238 Overseas Highway
Upper Matecumbe Key Islamorada, FL 33036
MLS# 610851
6 beds  |  7 baths  |  6866 sqft

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Bayviews from your private balcony
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Bayviews from your private balcony 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 Paver Driveway and Parking Area 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 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 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 48" 6-burner Decora range with double oven 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 One of two Primary/Master suites 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 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 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 Large soaking tub with water jets Private water closet with Toto toilet 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 Gorgeous Bay Views 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 Private Balcony 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 View front second level landing Great Room with Folding/Sliding glass doors open to patio and pool 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 Shallow end 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 Infinity Pool - Twilight 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 Incredible downtown Islamorada bayfront location 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 Private Walk-in Beach Back Patio with Gas Firepit 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 Pool Party Islamorada Bayfront magic 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 Heart of Islamorada 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036

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
Current Price: $9,650,000
Listing Date: 2024-07-23
Listing Board: Florida Keys
List Price: $9,650,000
As is Rght to Inspct: Yes
Location Tax Legal
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
Style: Single Family
Waterfront: Yes
Control Depth: 3
Pool: Yes
Year Built: 2015
Lot SqFt: 29620
Lot Sqft Source: Property Data Card
Living Apx SqFt: 6866
SqFt Source: Property Data Card
Total Bedrooms: 6
Full Baths: 5
Half Baths: 2
Total Baths: 7
Rentals Allowed: With Restrictions
Status Change Info
Status: Active
Association Info
Mandatory Home Owners Asc: No
Voluntary Home Owners Asc: No
1st Right of Refusal: No
Dockage
Dock: Concrete
Seawall: Concrete
Building Style
Above Flood: Yes
Stories: 2 Stories
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: June - 10 - 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.