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81906 Overseas Highway 2, Upper Matecumbe Key Islamorada, FL 33036
$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
Current Price: $2,495,000
Listing Date: 2025-12-26
Listing Board: Florida Keys
List Price: $2,495,000
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Species List: No
Location Tax Legal
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
Style: Single Family
Waterfront: Yes
Control Depth: 3
Pool: Yes
Year Built: 2020
Total Units: 8
Lot SqFt: 2593
Lot Sqft Source: Tax Records
Living Apx SqFt: 1829
SqFt Source: Tax Records
Total Bedrooms: 3
Full Baths: 3
Half Baths: 1
Total Baths: 4
Rentals Allowed: Yes
Min Rental Days: 7
Status Change Info
Status: Active
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 2988
Assoc/Mnt Fee Per: Quarterly
Dockage
Dock: Composite
Building Style
Above Flood: Yes
Stories: 2 Stories
Pool Info
Heated: Yes
Financial Status
Bank Owned: No
Potential Short Sale: No
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
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.
