82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036 (MLS# 610851)

82238 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036

$8,300,000

Virtual Tour

https://bcove.video/3LzuwOt

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

48" 6-burner Decora range with double oven

Custom bamboo railings, artesian ceilings

Second floor primary suite with automated drapes, shades and bamboo floors

Great Room with Folding/Sliding glass doors open to patio and pool

Incredible downtown Islamorada bayfront location

82238 Overseas Hwy_1oakstudiosdrone_13.e

82238 Overseas Hwy_1oakstudiosdrone_14.e

Property Type: Residential Bedrooms: 6 Baths: 7 Square Footage: 6,866 Lot Size (sq. ft.): 29,620 Status: Closed

Current Price: $8,300,000 List Date: 10/10/2025 Last Modified: 10/17/2025

Overview

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.

Listing Details MLS# 610851

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
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

Contract Information

Listing Board: Florida Keys
As is Rght to Inspct: Yes

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
Total Units: 0

Status Change Info

Sold Date: 2025-10-17
Sold Comments: unfurnished

Association Info

Mandatory Home Owners Asc: No
Voluntary Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0

Dockage

Dock: Concrete
Seawall: Concrete
Basin: Yes
Boat Lift: Yes

More Information

Building Style

Above Flood: Yes
Stories: 2 Stories

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.

Fee Includes

None: Yes

Tax Exemptions

Homestead: Yes

Appliances

Dishwasher: Yes
Disposal: Yes
Dryer: Yes
Freezer: Yes
Gas Appliances: Yes
Ice Machine: Yes
Microwave: Yes
Oven: Yes
Range: Yes
Refrigerator: Yes
Washer: Yes
Water Purification: Yes

Pets

Pets Allowed: Yes

Cooling

Ceiling Fans(s): Yes
Central Air: Yes
Ductless: Yes

Heating

Central: Yes

Waterfront

Bay Front: Yes
Open Water: Yes

Waterview

Bay/Gulf View: Yes
Open Water View: Yes

Floor

Marble: Yes
Wood: Yes

Interior Features

Cathedral Ceilings: Yes
Dade County Pine: Yes
Drapes/Blinds Incl: Yes
Elevator: Yes
Fireplace(s): Yes
Smoke Alarms: Yes
Storage: Yes
Walk-in Closet(s): Yes
Whirlpool Bath Tub: Yes
Window Treatments: Yes

Property Condition

Updated/Remodeled: Yes

Specialty Rooms

Laundry Room: Yes
Media Room: Yes

Windows/Doors

Impact Rstnce Doors: Yes
Impact Rstnce Window: Yes

Security

Electric Gate: Yes

Construction

CBS: Yes
Concrete: Yes
Frame: Yes

Land Size

1/2 - Less Than 1 AC: Yes

Furnished

Unfurnished: Yes

Terms

Cash: Yes
Conventional: Yes

Utilities

FKAA: Yes
Municipal Sewer: Yes
Propane: Yes
Solar Power: Yes
Whole House Generatr: Yes

Porch/Balcony

Open Porch/Balcony: Yes
Patio: Yes
Roof Top Deck: Yes

Exterior Features

Built-in Grill: Yes
Chickee Hut: Yes
Detached Guest Qtrs: Yes
Fencing: Yes
Fruit Tree(s): Yes
Hot Tub: Yes
Lighting: Yes
Outdoor Kitchen: Yes
Outdoor Shower: Yes
Privacy Wall/Fence: Yes
Sprinkler System: Yes
Water Display: Yes

Pool Info

In Ground: Yes
Concrete: Yes
Decked: Yes

Roof

Metal Roof: Yes

GF-Bldg Materials

Bamboo/Cork Floor: Yes

GF-Interior Features

Tankless Hot Wtr Htr: Yes

GF-Utilities

Solar Panels: Yes

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.