82238 Overseas Highway, Islamorada, FL 33036 - Photo 1

1/1

$8,300,000

Sold
Closed
Single Family
6 Beds
5 Full Baths
2 Partial Baths
6,866 Sq. Ft.

1/1

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.

Full Property Details

Full Property Details for 82238 Overseas Hwy

General

Sold For: $8,300,000
Taxes: $36,763 (2023)
Status: Closed
Type: Single Family
Source: 927
MLS ID: 610851
Added to Site: 543 day(s) ago

Interior

Rooms/Areas: Laundry Room, Media Room
Interior Features: Drapes/Blinds Incl, Window Treatments, Dade County Pine, Whirlpool Bath Tub, Walk-in Closet(s), Storage, Smoke Alarms, Elevator, Fireplace(s), Cathedral Ceilings
Fireplace: Yes
Appliances: Washer, Water Purification, Ice Machine, Gas Appliances, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Furnishings: Unfurnished
Flooring: Wood, Marble

Rooms

Bathrooms

Total Bathrooms: 7
Full Bathrooms: 5
Half Bathrooms: 2

Bedrooms

Total Bedrooms: 6

Additional Information

Pool: Yes
Pool Description: In Ground, Decked, Concrete
Security/Safety: Electric Gate

Exterior

Exterior Features: Built-in Grill, Water Display, Sprinkler System, Privacy Wall/Fence, Outdoor Shower, Outdoor Kitchen, Lighting, Hot Tub, Detached Guest Qtrs, Fruit Tree(s), Fencing, Chickee Hut
Deck/Patio: Open Porch/Balcony, Roof Top Deck, Patio

Location

Area: 23 - Upper Matecumbe
County: Monroe
Subdivision: Strattons (82.5)

Community

Assoc. Fees Include: None
Pets Allowed: Yes

Heating & Cooling

Cooling Type: Central Air, Ductless, Ceiling Fans(s)
Heating Type: Central

Utilities

Water: Bay/Gulf View, Open Water View
Utility Description: FKAA, Solar Power, Propane, Whole House Generatr, Municipal Sewer

Structural Information

Architectural Style: Single Family
Construction Status: Updated/Remodeled
Construction: CBS, Frame, Concrete
Roof: Metal Roof
Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
Sprinklers: Yes
Stories/Levels: 2 Stories
Square Feet: 6,866
Sq. Ft. Source: Property Data Card
Year Built: 2015
Property Condition: Updated/Remodeled

Lot Features

Lot Size (Sq. Ft.): 29,620
Fence: Yes
Zoning: RE - Residential Estate

Water Features

Water Front: Yes
Water View: Yes
Water Front Type: Bay Front, Open Water
Dock Description: Boat Lift, Basin

Financial Considerations

Tax Amount: $36,763
Tax Year: 2023
Terms: Cash, Conventional

Disclosures and Reports

Legal Description: 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
Flood Zone: AE, VE, AE, AE, 0.2 PCT
APN: 00399870-000000

Listed by Ocean Sotheby's International Realty, Cheri Tindall (305) 664-7661 and Ocean Sotheby's International Realty, Leslie Leopold (305) 942-0215
Sold by TrustLarry Real Estate, Catrina Watson

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Listing agents

— 82238 Overseas Hwy —

Cheri Tindall

Ocean Sotheby's International Realty
Leslie Leopold

Ocean Sotheby's International Realty

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Schools

Schools serving 82238 Overseas Hwy

School District:Monroe County School District, Middle Torch Key, FL

Name	Grades	Distance
Plantation Key School 100 Lake Road, Tavernier, FL 33070	PK-8	7.1 mi
Key West High School 2100 Flagler Avenue, Key West, FL 33040	9-12	76.6 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 82238 Overseas Hwy

Date

Details

Price

Change

Source

10/17/2025

Sold

$8,300,000

-13.99%

MLS

6/10/2025

Price Reduced

$9,650,000

-3.02%

MLS

3/09/2025

Price Reduced

$9,950,000

-2.93%

MLS

12/30/2024

Price Reduced

$10,250,000

-4.65%

MLS

7/23/2024

Listed

$10,750,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Single Family
Active
Updated 1 day ago

2
Beds
2
Total Baths
1,056
Sq. Ft.

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Just Listed

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Single Family
Active
Updated 6 hours ago

4
Beds
5
Total Baths
1,232
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Just Listed

$2,300,000

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Single Family
Active
Updated 4 hours ago

2
Beds
1
Total Bath
776
Sq. Ft.

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Just Listed

$1,950,000

185 Ojibway Ave Tavernier, FL 33070

Single Family
Active
Updated 4 days ago

3
Beds
2
Total Baths
1,702
Sq. Ft.

Listed by Ocean Sotheby's International Realty, Cynthia Hughes and Ocean Sotheby's International Realty, Kim Bagnell Thaler

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137 Pacific Ave Tavernier, FL 33070

Single Family
Active
Updated 1 hour ago

4
Beds
2
Total Baths

140 Gardenia St, Tavernier, FL 33070 - Photo 1

Price Reduced

-$40,000 (-2.78%)

$1,399,000

140 Gardenia St Tavernier, FL 33070

Single Family
Active
Updated 1 day ago

2
Beds
1
Total Bath
978
Sq. Ft.

Listed by LoKation Real Estate, Peter Schwarz-Top Producer and LoKation Real Estate, Ewa Schwarz

Price Reduced

-$40,000 (-2.78%)

$1,399,000

140 Gardenia St Tavernier, FL 33070

Lots/Land
Active
Updated 1 day ago

Listed by LoKation Real Estate, Peter Schwarz-Top Producer and LoKation Real Estate, Ewa Schwarz

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Price Reduced

-$100,000 (-2.82%)

$3,450,000

191 Fontaine Dr Tavernier, FL 33070

Single Family
Active
Updated 1 day ago

5
Beds
3
Total Baths

1112 Venetian Blvd, Islamorada, FL 33036 - Photo 1

Sold

$7,750,000

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Single Family
Closed

6
Beds
5
Total Baths
4,688
Sq. Ft.

Listed and Sold by Coldwell Banker Schmitt Islamorada, Jan Keller and Coldwell Banker Schmitt Islamorada, CHARLOTTE PORTER

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Sold

$8,800,000

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Single Family
Closed

6
Beds
8
Total Baths
6,068
Sq. Ft.

Listed and Sold by Coldwell Banker Schmitt Islamorada, Alina Davis

39 Mutiny Pl, Key Largo, FL 33037 - Photo 1

Sold

$7,300,000

39 Mutiny Pl Key Largo, FL 33037

Single Family
Closed

6
Beds
6
Total Baths
4,592
Sq. Ft.

Listed by Compass Florida LLC - Tavernier, Courtney Conley and Compass Florida LLC - Tavernier, STEVEN J CONLEY, LLC
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Sold

$9,300,000

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Single Family
Closed

4
Beds
6
Total Baths
3,600
Sq. Ft.

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Sold by Non Res Member, Non Res Agent

82238 Overseas Highway, Islamorada, FL 33036 (MLS# 610851) is a Single Family property that was sold at $8,300,000 on October 17, 2025. Want to learn more about 82238 Overseas Highway? Do you have questions about finding other Single Family real estate for sale in Islamorada? You can browse all Islamorada real estate or contact a Coldwell Banker agent to request more information.

82238 Overseas Hwy Islamorada, FL 33036