81250 Overseas Highway 5, Upper Matecumbe Key Islamorada, FL 33036 (MLS# 621329)

81250 Overseas Highway 5, Upper Matecumbe Key Islamorada, FL 33036

New Listing

$2,290,000

Property Type: Residential Bedrooms: 4 Baths: 3 Square Footage: 2,464 Lot Size (sq. ft.): 72,570,960 Status: Active

Current Price: $2,290,000 List Date: 9/17/2026 Last Modified: 9/17/2026

Overview

Description

Only sophistication and class represented in Islamorada's most exclusive development, Tarpon Flats. This rare offering has underwent a full high-end renovation to satisfy the most distinguished buyer. The elegant paver driveway leads up to pristine grounds showing off it's manicured landscaping. One of only 12 luxury bayfront homes on a sprawling four-acre parcel. The property exudes a unique charm blending Old Florida allure with the timeless essence of Nantucket. Covered parking and a versatile multi-purpose room on the ground floor with a foyer entry. On the second floor you will find an open living space with the kitchen & dining room overlooking the bay, 2 bedrooms/2 bathrooms, and serene positioning for nightly sunsets. The third floor is dedicated to the master suite and maid's quarters with more amazing views from the private balcony. If amenities are what you're after, Tarpon Flats delivers on all fronts: a beautiful tennis court with covered seating for spectators, a rare gre ... (Read more)

Listing Details MLS# 621329

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: Bay Colony Villas (81.5)
Area: 23 - Upper Matecumbe

Contract Information

Listing Board: Florida Keys

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 3
Pool: Yes
Year Built: 1985
Acres: 1666
Living Apx SqFt: 2464
SqFt Source: Tax Records
Total Bedrooms: 4
Full Baths: 3
Total Baths: 3
Rentals Allowed: With Restrictions

Association Info

Mandatory Home Owners Asc: Yes
1st Right of Refusal: Yes
Association Fee $: 8050
Assoc/Mnt Fee Per: Quarterly

Dockage

Dock Length: 150

More Information

Building Style

Above Flood: Yes
# Stories: 3 Stories

Pool Info

Heated: Yes

Property Features

Fee Includes: Bldg Exterior Mnt; Building Insurance; Common Area Mnt Tax Exemptions: None Waterfront: Bay Front Waterview: Bay/Gulf View Dockage: First Come Dock Vehicle Storage: Carport; Covered Parking; Guest Parking; Off Street Parking Furnished: Furnished Cooling: Central Air Utilities: FKAA; Municipal Sewer Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Entrance Foyer; Pantry; Quartz Countertops; Walk-in Closet(s); Wet Bar Specialty Rooms: Workshop Appliances: Dishwasher; Disposal; Dryer; Gas Appliances; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Gazebo; Sandy Beach; Tennis Court(s) Pool Info: In Ground; Concrete Construction: CBS Floor: Laminate; Tile Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Beach; Community Dockage; Community Pool; Tennis Courts Security: Electric Gate Land Size: 2 Less Than 5 Acres

Listing Office: Palm House Real Estate

Last Updated: September - 17 - 2026

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.