82779 Old Highway 16, Upper Matecumbe Key Islamorada, FL 33036

New Listing

$3,800,000

Virtual Tour

https://bcove.video/3MhHxA9

Property Type: Residential Bedrooms: 4 Baths: 5 Square Footage: 2,574 Lot Size (sq. ft.): 1,377 Status: Contingent

Current Price: $3,800,000 List Date: 5/08/2026 Last Modified: 5/08/2026

Description

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. *Some interior photos are from comparable villas within the property and not exact villa listed.

More Information MLS# 619832

Contract Information

Listing Board: Florida Keys Current Price: $3,800,000 Listing Date: 2026-05-08 List Price: $3,800,000

Location, Tax & Legal

Unit #: 16 City: ISLAMORADA Mile Marker: 83.2 Marathon Neighborhood: N/A Side: Ocean Flood Zone: AE,VE,AE,AE,VE,VE,AE Alternate Key #: 1496618 Parcel #: 00404340-000000 Bldg Nbr: 9 Zoning: TC - Tourist Commercial Deed Restrictions: Yes Legal: THE RUSSELL EST PB2-14-15 UPPER MATECUMBE TR 28-31 AND ADJ BAY BTM AND PT ADJ 40 FT RD G53-491 OR25-469 OR100-509(II DEE Taxes: 38000 Tax Year: 2025 Pub Sewer HkUp: Yes Street #: 82779 Street Name: Old Street Suffix: Highway Key/Island: Upper Matecumbe Key Islamorada State/Province: FL Zip Code: 33036 County: Monroe Subdivision: Russell Estates (83.2) Area: 23 - Upper Matecumbe

General Property Description

Realtor.COM Type: Residential - Single Family Waterfront: Yes Control Depth: 2 Lot SqFt: 1377 Pool: Yes Total Units: 1 Acres: 7.61 SqFt Source: Tax Records Rentals Allowed: Yes Min Rental Days: 1 Style: Single Family Year Built: 2020 Living Apx SqFt: 2574 Total Bedrooms: 4 Full Baths: 4 Half Baths: 1 Total Baths: 5

Remarks & Misc

Remarks – Consumer: The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. *Some interior photos are from comparable villas within the property and not exact villa listed. Directions: GPS

Association Info

Mandatory Home Owners Asc: Yes 1st Right of Refusal: Yes Association Fee $: 1995 Assoc/Mnt Fee Per: Monthly

License Info

Transient Rntl Licns: Yes

Fee Includes

Bldg Exterior Mnt: 1 Common Area Mnt: 1

Dockage

Dock: Concrete First Come Dock: 1

Tax Exemptions

None: 1

Appliances

Dishwasher: 1 Dryer: 1 Microwave: 1 Range: 1 Refrigerator: 1 Stainless Steel Appliance(s): 1 Washer: 1

Cooling

Central Air: 1

Waterfront

Oceanfront: 1 Open Water: 1

Waterview

Harbor/Marina View: 1 Ocean View: 1 Open Water View: 1

Floor

Tile: 1

Neighborhood Feature

Community Dockage: 1 Community Pool: 1

Interior Features

Fire Sprinkler: 1 Quartz Countertops: 1 Walk-in Closet(s): 1

Property Condition

New Construction: 1

Specialty Rooms

Laundry Room: 1

Building Style

Above Flood: Yes Stories: 3 Stories

Windows/Doors

Impact Rstnce Doors: 1 Impact Rstnce Window: 1

Vehicle Storage

Garage: 1

Security

Electric Gate: 1

Construction

CBS: 1

Land Size

Less Than 1/4 Acre: 1

Furnished

Furnished: 1

Utilities

Municipal Sewer: 1

Porch/Balcony

Open Porch/Balcony: 1

Exterior Features

Outdoor Shower: 1 Sandy Beach: 1

Pool Info

In Ground: 1 Heated: Yes Concrete: 1

Pre-Wired

Cable: 1

Roof

Metal Roof: 1

Status Change Info

Contingent: Contingent Status: Contingent

Property Features

Fee Includes: Bldg Exterior Mnt; Common Area Mnt Tax Exemptions: None Waterfront: Oceanfront; Open Water Waterview: Harbor/Marina View; Ocean View; Open Water View Dockage: First Come Dock Property Condition: New Construction Vehicle Storage: Garage Furnished: Furnished Cooling: Central Air Utilities: Municipal Sewer Interior Features: Fire Sprinkler; Quartz Countertops; Walk-in Closet(s) Pre-Wired: Cable Specialty Rooms: Laundry Room Appliances: Dishwasher; Dryer; Microwave; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Outdoor Shower; Sandy Beach Pool Info: In Ground; Concrete Construction: CBS Floor: Tile Roof: Metal Roof Neighborhood Feature: Community Dockage; Community Pool Security: Electric Gate Land Size: Less Than 1/4 Acre

Listing Office: Ocean Sotheby's International Realty

Last Updated: May - 08 - 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.

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