81906 Overseas Highway 2, Upper Matecumbe Key Islamorada, FL 33036

New Listing
$2,495,000
Property Type: Residential Bedrooms: 3 Baths: 4 Square Footage: 1,829 Lot Size (sq. ft.): 2,593 Status: Active
Current Price: $2,495,000 List Date: 12/26/2025 Last Modified: 12/29/2025

Description

Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places you in downtown Islamorada—just a short stroll to the area's most celebrated restaurants, art galleries, and island attractions. Privately gated and approached by a Chicago paver driveway, this absolutely turn-key 3-bedroom, 3.5-bath residence is part of an exclusive collection of just eight bayfront homes and was completed in 2020 with refined design, upscale finishes, and exceptional craftsmanship throughout. Elegant interiors and thoughtful details create a sophisticated yet relaxed island lifestyle. The home features a private pool with a wood deck at the rear—ideal for entertaining or unwinding in complete privacy—while residents also enjoy access to a community bayfront pool overlooking breathtaking sunset views. An assigned boat slip on the bay provides effortless access to Florida Bay and the Atlantic beyond. Boat lift currently in place can hold boats up to 5,000Lbs. Adding to its appeal, 7-day rentals are permitted, making this property a rare and superior investment opportunity in one of Islamorada's most walkable and desirable locations. Whether as a full-time residence, island getaway, or income-producing asset, this home offers an exceptional blend of luxury, lifestyle, and flexibility. Coral Cove is located in an X flood zone, providing additional peace of mind.

More Information MLS# 617838

Contract Information

Listing Board: Florida Keys As is Rght to Inspct: Yes Potential Short Sale: No Bank Owned: No Species List: No Current Price: $2,495,000 Listing Date: 2025-12-26 List Price: $2,495,000

Location, Tax & Legal

Unit #: 2 City: ISLAMORADA Off Shore Island: No Mile Marker: 82.5 Marathon Neighborhood: N/A Side: Bay/Gulf Flood Zone: 0.2 PCT ANNUAL CHANC Alternate Key #: 9104500 Parcel #: 00399270-000200 Zoning: VC - Village Center Deed Restrictions: Unknown Legal: BK 3 PT LT 2 STRATTONS SUBD PB2-38 UPPER MATECUMBE, (AKA UNIT 2 CORAL COVE DEVELOPMENT) OR2968-1921 OR3010-751 OR3010-90 Taxes: 15592.76 Tax Year: 2025 Pub Sewer HkUp: Yes Street #: 81906 Street Name: Overseas Street Suffix: Highway Key/Island: Upper Matecumbe Key Islamorada State/Province: FL Zip Code: 33036 County: Monroe Subdivision: Strattons (82.5) Area: 23 - Upper Matecumbe

General Property Description

Realtor.COM Type: Residential - Single Family Waterfront: Yes Control Depth: 3 Lot SqFt: 2593 Pool: Yes Lot Sqft Source: Tax Records Total Units: 8 SqFt Source: Tax Records Rentals Allowed: Yes Min Rental Days: 7 Style: Single Family Year Built: 2020 Living Apx SqFt: 1829 Total Bedrooms: 3 Full Baths: 3 Half Baths: 1 Total Baths: 4

Remarks & Misc

Remarks – Consumer: Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places you in downtown Islamorada—just a short stroll to the area's most celebrated restaurants, art galleries, and island attractions. Privately gated and approached by a Chicago paver driveway, this absolutely turn-key 3-bedroom, 3.5-bath residence is part of an exclusive collection of just eight bayfront homes and was completed in 2020 with refined design, upscale finishes, and exceptional craftsmanship throughout. Elegant interiors and thoughtful details create a sophisticated yet relaxed island lifestyle. The home features a private pool with a wood deck at the rear—ideal for entertaining or unwinding in complete privacy—while residents also enjoy access to a community bayfront pool overlooking breathtaking sunset views. An assigned boat slip on the bay provides effortless access to Florida Bay and the Atlantic beyond. Boat lift currently in place can hold boats up to 5,000Lbs. Adding to its appeal, 7-day rentals are permitted, making this property a rare and superior investment opportunity in one of Islamorada's most walkable and desirable locations. Whether as a full-time residence, island getaway, or income-producing asset, this home offers an exceptional blend of luxury, lifestyle, and flexibility. Coral Cove is located in an X flood zone, providing additional peace of mind.

Association Info

Mandatory Home Owners Asc: Yes 1st Right of Refusal: No Association Fee $: 2988 Assoc/Mnt Fee Per: Quarterly

Fee Includes

Common Area Mnt: 1

Dockage

Dock: Composite Assigned Dock: 1 Boat Lift: 1 Boat Slip: 1

Tax Exemptions

None: 1

Appliances

Dishwasher: 1 Dryer: 1 Freezer: 1 Oven: 1 Refrigerator: 1 Stainless Steel Appliance(s): 1 Washer: 1

Pets

Pets Allowed: 1

Cooling

Central Air: 1

Waterfront

Bay Front: 1

Waterview

Bay/Gulf View: 1 Open Water View: 1

Floor

Vinyl: 1

Neighborhood Feature

Community Pool: 1

Interior Features

Built-in Cabinets: 1 Cathedral Ceilings: 1 Entrance Foyer: 1 Quartz Countertops: 1

Property Condition

New Construction: 1

Building Style

Above Flood: Yes Stories: 2 Stories

Windows/Doors

Impact Rstnce Doors: 1 Impact Rstnce Window: 1

Vehicle Storage

Assigned Parking: 1 Off Street Parking: 1

Security

Electric Gate: 1

Construction

CBS: 1

Land Size

Less Than 1/4 Acre: 1

Furnished

Negotiable: 1

Terms

Cash: 1 Conventional: 1

Utilities

Cable Available: 1 Elect Separate Meter: 1 FKAA: 1 Municipal Sewer: 1 Water Separate Meter: 1

Porch/Balcony

Deck: 1 Open Porch/Balcony: 1 Patio: 1

Exterior Features

Built-in Grill: 1 Outdoor Kitchen: 1

Pool Info

In Ground: 1 Heated: Yes Concrete: 1

Roof

Metal Roof: 1

Financial Status

Bank Owned: No Potential Short Sale: No

Status Change Info

Status: Active

Property Features

Fee Includes: Common Area Mnt Tax Exemptions: None Waterfront: Bay Front Waterview: Bay/Gulf View; Open Water View Dockage: Assigned Dock; Boat Lift; Boat Slip Property Condition: New Construction Vehicle Storage: Assigned Parking; Off Street Parking Furnished: Negotiable Cooling: Central Air Utilities: Cable Available; Elect Separate Meter; FKAA; Municipal Sewer; Water Separate Meter Interior Features: Built-in Cabinets; Cathedral Ceilings; Entrance Foyer; Quartz Countertops Appliances: Dishwasher; Dryer; Freezer; Oven; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Built-in Grill; Outdoor Kitchen Pool Info: In Ground; Concrete Construction: CBS Floor: Vinyl Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Community Pool Security: Electric Gate Land Size: Less Than 1/4 Acre Terms: Cash; Conventional
Listing Office: Ocean Sotheby's International Realty
Last Updated: December - 29 - 2025
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