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
Listing Details MLS# 617838
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
- 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
Contract Information
- Listing Board
- Florida Keys
- As is Rght to Inspct
- Yes
- Potential Short Sale
- No
- Bank Owned
- No
- Species List
- No
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
- Yes
- Total Baths
- 4
- Rentals Allowed
- Yes
- Min Rental Days
- 7
Association Info
- Mandatory Home Owners Asc
- Yes
- 1st Right of Refusal
- No
- Association Fee $
- 2988
- Assoc/Mnt Fee Per
- Quarterly
Dockage
- Dock
- Composite
- Assigned Dock
- Yes
- Boat Lift
- Yes
- Boat Slip
- Yes
More Information
Building Style
- Above Flood
- Yes
- Stories
- 2 Stories
Pool Info
- Heated
- Yes
- In Ground
- Yes
- Concrete
- Yes
Financial Status
- Bank Owned
- No
- Potential Short Sale
- No
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.
Fee Includes
- Common Area Mnt
- Yes
Tax Exemptions
- None
- Yes
Appliances
- Dishwasher
- Yes
- Dryer
- Yes
- Freezer
- Yes
- Oven
- Yes
- Refrigerator
- Yes
- Stainless Steel Appliance(s)
- Yes
- Washer
- Yes
Pets
- Pets Allowed
- Yes
Cooling
- Central Air
- Yes
Waterfront
- Bay Front
- Yes
Waterview
- Bay/Gulf View
- Yes
- Open Water View
- Yes
Floor
- Vinyl
- Yes
Neighborhood Feature
- Community Pool
- Yes
Interior Features
- Built-in Cabinets
- Yes
- Cathedral Ceilings
- Yes
- Entrance Foyer
- Yes
- Quartz Countertops
- Yes
Property Condition
- New Construction
- Yes
Windows/Doors
- Impact Rstnce Doors
- Yes
- Impact Rstnce Window
- Yes
Vehicle Storage
- Assigned Parking
- Yes
- Off Street Parking
- Yes
Security
- Electric Gate
- Yes
Construction
- CBS
- Yes
Land Size
- Less Than 1/4 Acre
- Yes
Furnished
- Negotiable
- Yes
Terms
- Cash
- Yes
- Conventional
- Yes
Utilities
- Cable Available
- Yes
- Elect Separate Meter
- Yes
- FKAA
- Yes
- Municipal Sewer
- Yes
- Water Separate Meter
- Yes
Porch/Balcony
- Deck
- Yes
- Open Porch/Balcony
- Yes
- Patio
- Yes
Exterior Features
- Built-in Grill
- Yes
- Outdoor Kitchen
- Yes
Roof
- Metal Roof
- Yes
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.