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$3,800,000
82779 Old Highway 16
Upper Matecumbe Key Islamorada, FL 33036
MLS# 619832
Status: Contingent
4 beds  |  5 baths  |  2574 sqft

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Islands Sunrises
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Islands Sunrises Site Plan Birds Eye View Relaxing Pool Area Outdoor Cabana Restrooms Beachfront Property Tiki Barside Pool Barside Spa Poolside Bar Full Service Cabana Bar Pickleball Area Pickleball Maintained Pickleball Courts Playground Area Playground Thrills Playground Bridge Family Pool Area Islands of Islamorada Pool Deck Poolside Corn Hole 82779 Old Hwy Islamorada Skyline Property Villas Aerial Beachfront property Boat Basin at Dawn Islands of Islamorada Boat Basin Entire Property Gorgeous Atlantic Ocean Sunrise Oceanfront Peninsula Lookout Point Pickleball Area Tranquility 82779 Old Hwy Peninsula Sunrise Boat Basin at Dawn Boat Basin at Sunrise Morning Light Second Level Bathroom Area Second Level Bathroom Second Level Bathroom Entrance Second Level Bedroom View Second Level Bedroom Area Second Level Bedroom Second Level Living Space Second Level Landing Area Third Level Bedroom Third Level Bedroom Area Third Level Bedroom Area Bunk Room Bathroom Bunk Bedroom Bathroom Crisp Stainless Kitchen Elevator Fire Pit at Sunrise Quiet Inviting Entry Gated and Secure Entry Living Area Unlimited Sunrises Coffee at Sunrise Kitchen w/ Quartz Tops Inviting Ocean Breeze Living Room Area Living Room View Living Room Area View Second Level Living Space Dining Area Second Level Spacious Living Primary Bathroom Primary Bedroom Primary Bedroom Primary Bedroom Balcony Primary Bedroom Breeze Primary Bedroom Area Primary Bedroom Ocean View Primary Bedroom Lounge Area Tiki Time Tiki Hut Living Room Views Second Level Stairwell 615' Beach Residence Front Entry 82779 Old Hwy Villa Powder Room Half-Bath Second Level Bedroom View Second Level Bedroom Area Second Level Balcony Second Level Balcony Views Upper Sundeck Upper Sundeck Views Beachfront Lounging 615' of Beach Direct Beachfront Access Gated and Secure Entry Laundry Room Living Room Views Dining Area Quiet Inviting Entry Entry Second Level Balcony Area Rear Residence Entrance Residence Front Entry Second Level Area Ground Level Loggia Ground Level Back Entrance Ground Level Area Living Space Twilight-1 Daily First Light Ocean Lounging Endless Natural Colors Morning Light Quiet Boat Basin Calm Twilight Twilight Basin at Dusk Paradise Found Tiki Time Protected Ocean Swimming Area Water Activities Available for Use Relaxing Beach Walks Endless Natural Colors Quiet Beach Daily First Coffee Easy Access Boat Basin Twilight Colors Protected Ocean Swimming Area Morning Light Fitness Center Spacious Fitness Cardio and Strength Fitness

Property 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.

Details
Maps
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.