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

$3,950,000

Virtual Tour

https://bcove.video/4aKzJQV

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

Current Price: $3,950,000 List Date: 1/30/2026 Last Modified: 8/31/2026

Overview

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 ... (Read more)

Listing Details MLS# 618400

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
Unit #: 14
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 #: 00404340-001400
Bldg Nbr: 17
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 DE
Taxes: 32840
Tax Year: 2025
Pub Sewer HkUp: Yes

Contract Information

Listing Board: Florida Keys

General Property Description

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

Status Change Info

Contingent: Contingent/Show

Association Info

Mandatory Home Owners Asc: Yes
Condo Doc's: Yes
1st Right of Refusal: Yes
Assoc Approval Req: Yes
Association Fee $: 2436
Assoc/Mnt Fee Per: Monthly

License Info

Transient Rntl Licns: Yes

More Information

Dockage

Dock: Concrete
Basin: Yes
Dock Privileges: Yes
First Come Dock: Yes

Building Style

Above Flood: Yes
Stories: 3 Stories

Pool Info

Heated: Yes
In Ground: Yes
Concrete: Yes

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 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: Behind Islamorada Post office

Fee Includes

Bldg Exterior Mnt: Yes
Common Area Mnt: Yes

Tax Exemptions

None: Yes

Appliances

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

Cooling

Ceiling Fans(s): Yes
Central Air: Yes

Heating

Central: Yes

Waterfront

Oceanfront: Yes
Open Water: Yes

Waterview

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

Floor

Tile: Yes

Neighborhood Feature

Community Dockage: Yes
Community Pool: Yes

Interior Features

Fire Sprinkler: Yes
Quartz Countertops: Yes
Smoke Alarms: Yes
Storage: Yes
Walk-in Closet(s): Yes

Property Condition

New Construction: Yes

Specialty Rooms

Laundry Room: Yes

Windows/Doors

Impact Rstnce Doors: Yes
Impact Rstnce Window: Yes

Vehicle Storage

Garage: Yes
Guest Parking: Yes
Attached: Yes

Security

Electric Gate: Yes

Construction

CBS: Yes
Concrete: Yes

Land Size

Less Than 1/4 Acre: Yes

Furnished

Furnished: Yes

Terms

Cash: Yes
Conventional: Yes

Utilities

FKAA: Yes
Municipal Sewer: Yes

Porch/Balcony

Open Porch/Balcony: Yes
Patio: Yes

Title

Title Ins - Buyer: Yes

Exterior Features

Chickee Hut: Yes
Gazebo: Yes
Hot Tub: Yes
Lighting: Yes
Outdoor Shower: Yes
Sandy Beach: Yes
Tennis Court(s): Yes

Pre-Wired

Cable: Yes

Roof

Metal Roof: 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: August - 31 - 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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