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Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

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$2,600,000
81250 Overseas Highway 1
Upper Matecumbe Key Islamorada, FL 33036
MLS# 615755
Status: Closed
3 beds  |  3 baths  |  2072 sqft


Tarpon Flats #1
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Tarpon Flats #1 Tarpon Flats Unit 1 Unit 1 Bayfront porch Bay views Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Resort style pool Sandy beach Dockage Tennis/Pickleball court Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Master bedroom Master bedroom Master bedroom with bay views Master bedroom porch Office off master bedroom Office Master closet Master closet Master bathroom Master bathroom Master bathroom Master shower Kids bonus room Guest bedroom 1 Guest bedroom 1 Guest bathroom 1 Guest bedroom 2 Guest bedroom 2 Guest bathroom 2 workshop workshop Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 81250 Overseas Hwy_1oakstudiosdrone_15 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1 Tarpon Flats #1

Property Description
Welcome to Tarpon Flats, an exclusive gated enclave at the very heart of downtown Islamorada. Spanning four acres of beautifully landscaped grounds, this intimate bayfront community of just 12 private residences offers total privacy and tranquility in one of the most desirable locations in the entire Florida Keys. This southernmost unit is the most private residence in Tarpon Flats, capturing sweeping views of the bay and pool from its elegant porch. Thoughtfully designed with timeless style and high-end materials, this three-bedroom, three-bath home features rich wood floors and refined finishes throughout. Enjoy breathtaking sunsets over the bay, direct access to world-class fishing with dockage ideal for your skiff, and an array of premium amenities including a full-time concierge, tennis court, large resort-style pool, gazebo, greenhouse, and playgrounds for your children or grandchildren. The property also offers a dedicated workshop for your projects or hobbies, as well as extended parking for multiple cars and trailers—perfect for hosting guests or storing your fishing and boating equipment. Best of all, you're within walking distance to Islamorada's finest restaurants, charming cafes, and renowned art galleries, immersing you in the vibrant cultural and culinary scene of the Keys. Experience refined waterfront living in this rare Islamorada offering—where privacy, luxury, and the ultimate Keys lifestyle come together seamlessly amidst lush tropical landscapes.

Details
Maps
Contract Information
Current Price: $2,600,000
Listing Date: 2025-07-07
Listing Board: Florida Keys
Leased Price Monthly: $2,600,000
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Species List: No
Location, Tax & Legal
Street #: 81250
Street Name: Overseas
Street Suffix: Highway
Key/Island: Upper Matecumbe Key Islamorada
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Tarpon Flats (81.5)
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: 1985
Living Apx SqFt: 2072
SqFt Source: Tax Records
Total Bedrooms: 3
Full Baths: 3
Total Baths: 3
Rentals Allowed: No
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: Yes
Association Fee $: 8050
Assoc/Mnt Fee Per: Quarterly
Dockage
Dock Length: 150
Building Style
Above Flood: Yes
# Stories: 3 Stories
Financial Status
Bank Owned: No
Potential Short Sale: No
Status Change Info
Under Contract Date: 2025-08-06
Leased Date: 2025-09-05
Leased Price Monthly: $2,600,000
Status: Closed
Property Features
Fee Includes: Bldg Exterior Mnt; Common Area Mnt
Tax Exemptions: None
Waterfront: Bay Front; Open Water
Waterview: Bay/Gulf View; Open Water View
Dockage: First Come Dock
Property Condition: Updated/Remodeled
Building Style: Townhouse
Vehicle Storage: Carport; Assigned Parking; Covered Parking; Guest Parking; Off Street Parking; Trailer Storage
Furnished: Partially
Cooling: Central Air
Utilities: Cable Available; FKAA; Municipal Sewer
Interior Features: Built-in Cabinets; Granite Counter Top; Pantry; Storage
Pre-Wired: Cable
Specialty Rooms: Workshop
Appliances: Dishwasher; Dryer; Freezer; Microwave; Oven; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Gazebo; Sandy Beach; Storage; Tennis Court(s)
Pool Info: In Ground; Concrete
Construction: CBS
Floor: Laminate; Tile; Wood
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Beach; Community Dockage; Community Pool
Security: Electric Gate
Land Size: 2 Less Than 5 Acres
Terms: Cash; Conventional

Listing Office: Ocean Sotheby's International Realty

Last Updated: September - 05 - 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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David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)