82779 Old Highway 14, Upper Matecumbe Key Islamorada, FL 33036

$3,800,000
Property Type: Residential Bedrooms: 4 Baths: 5 Square Footage: 2,574 Lot Size (sq. ft.): 4,000 Status: Active
Current Price: $3,800,000 List Date: 1/30/2026 Last Modified: 3/01/2026

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.

More Information MLS# 618400

Contract Information

Current Price: $3,800,000 Listing Date: 2026-01-30 Listing Board: Florida Keys List Price: $3,800,000

Location Tax Legal

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 Style: Single Family Waterfront: Yes Control Depth: 2 Pool: Yes Year Built: 2020 Lot SqFt: 4000 Acres: 7.61 Living Apx SqFt: 2574 SqFt Source: Tax Records Total Bedrooms: 4 Full Baths: 4 Half Baths: 1 Total Baths: 5 Rentals Allowed: Yes Min Rental Days: 1

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: Yes Condo Doc's: Yes 1st Right of Refusal: Yes Assoc Approval Req: Yes Association Fee $: 1995 Assoc/Mnt Fee Per: Monthly

License Info

Transient Rntl Licns: Yes

Dockage

Dock: Concrete

Building Style

Above Flood: Yes Stories: 3 Stories

Pool Info

Heated: Yes

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: Basin; Dock Privileges; First Come Dock Property Condition: New Construction Vehicle Storage: Garage; Attached; Guest Parking Furnished: Furnished Cooling: Ceiling Fans(s); Central Air Heating: Central Utilities: FKAA; Municipal Sewer Interior Features: Fire Sprinkler; Quartz Countertops; Smoke Alarms; Storage; Walk-in Closet(s) Pre-Wired: Cable Specialty Rooms: Laundry Room Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Chickee Hut; Gazebo; Hot Tub; Lighting; Outdoor Shower; Sandy Beach; Tennis Court(s) Pool Info: In Ground; Concrete Construction: CBS; Concrete Floor: Tile Roof: Metal Roof Neighborhood Feature: Community Dockage; Community Pool Security: Electric Gate Land Size: Less Than 1/4 Acre Terms: Cash; Conventional Title: Title Ins - Buyer
Listing Office: Ocean Sotheby's International Realty
Last Updated: March - 01 - 2026
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