Date
Details
Price
Change
Source
12/26/2025
Listed
$2,495,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/55
$2,495,000
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Property 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.
Full Property Details
Full Property Details for 81906 Overseas Hwy #2
General
- Price: $2,495,000
- HOA FEE: $996/month
- HOA FEE FREQ.: Quarterly
- Taxes: $15,592 (2025)
- Status: Active
- Type: Single Family
- Source: 927
- MLS ID: 617838
- Updated: 5/13/2026
- Added to Site: 138 day(s) ago
Interior
- Interior Features: Entrance Foyer, Built-in Cabinets, Cathedral Ceilings, Quartz Countertops
- Appliances: Stainless Steel Appliance(s), Dishwasher, Dryer, Freezer, Oven, Refrigerator, Washer
- Flooring: Vinyl
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Additional Information
- Shared Amenities: Pool
- Pool: Yes
- Pool Description: Concrete, Heated, In Ground
- Security/Safety: Electric Gate
Exterior
- Exterior Features: Built-in Grill, Outdoor Kitchen, Boat Slip
- Deck/Patio: Open Porch/Balcony, Deck, Patio
- Porch/Patio/Deck: Open Porch/Balcony, Deck, Patio
Parking
- Parking Features: Off Street, Assigned
Location
- Area: 23 - Upper Matecumbe
- County: Monroe
- Subdivision: Strattons (82.5)
Community
- Association: Yes
- Assoc. Fees Include: Common Area Mnt
- Pets Allowed: Yes
Heating & Cooling
- Central air: Yes
- Air Conditioning: Yes
- Cooling Type: Central Air
Structural Information
- Architectural Style: Above Flood
- Construction Status: New Construction
- Construction: CBS
- Roof: Metal
- Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
- Square Feet: 1,829
- Sq. Ft. Source: Tax Records
- Year Built: 2020
- Property Condition: New Construction
Unit Information
- Units in Building: 8
Lot Features
- Property View: Open Water View, Bay
- Lot Size (Acres): 0.06
- Lot Size (Sq. Ft.): 2,593
- Lot Size Source: Tax Records
- Zoning: VC - Village Center
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Bay Front
Financial Considerations
- Association Fee: Yes
- Association Fee: $2,988
- Assoc Fee Freq.: Quarterly
- Tax Amount: $15,592.76
- Tax Year: 2025
- Terms: Cash, Conventional
Disclosures and Reports
- Legal Description: BK 3 PT LT 2 STRATTONS SUBD PB2-38 UPPER MATECUMBE, (AKA UNIT 2 CORAL COVE DEVELOPMENT) OR2968-1921 OR3010-751 OR3010-90
- Flood Zone: 0.2 PCT ANNUAL CHANC
- APN: 00399270-000200
Listed by Ocean Sotheby's International Realty, Pierre Marc Bellion (305) 731-3356 and Ocean Sotheby's International Realty, Bettina Garber (305) 517-3785
We Value Your Privacy
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Listing agents
— 81906 Overseas Hwy #2 —
Pierre Marc Bellion
Ocean Sotheby's International Realty
Bettina Garber
Ocean Sotheby's International Realty
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 81906 Overseas Hwy #2
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Plantation Key School 100 Lake Road, Tavernier, FL 33070 | PK-8 | 7.6 mi |
Coral Shores High School 89901 Old Highway, Tavernier, FL 33070 | 9-12 | 7.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 81906 Overseas Hwy #2
Tax History
Tax History for 81906 Overseas Hwy #2
Year
Property Taxes
Change
Tax Assessment
Change
2024
$15,463
—
$1,687,324
—
2024
$15,463
108%
$1,684,138
110%
2023
$7,436
1%
$803,536
6%
2021
$7,376
1%
$757,411
-3%
2022
$7,292
-1%
$780,133
177%
2021
$7,376
—
$281,188
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 81906 Overseas Hwy #2
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- Single Family
- Active
- Updated 7 hours ago
- 3Beds
- 4Total Baths
- 2,309Sq. Ft.
- Single Family
- Active
- Updated 7 hours ago
- 3Beds
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- Single Family
- Active
- Updated 7 hours ago
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- 3Total Baths
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- Single Family
- Active
- Updated 3 hours ago
- 4Beds
- 4Total Baths
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- Townhouse
- Active
- Updated 7 hours ago
- 2Beds
- 2Total Baths
- 1,200Sq. Ft.
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81906 Overseas Highway #2, Upper Sugarloaf Key, FL 33036 (MLS# 617838) is a Single Family property with 3 bedrooms, 3 full bathrooms and 1 partial bathroom. 81906 Overseas Highway #2 is currently listed for $2,495,000 and was received on December 26, 2025. Want to learn more about 81906 Overseas Highway #2? Do you have questions about finding other Single Family real estate for sale in Upper Sugarloaf Key? You can browse all Upper Sugarloaf Key real estate or contact a Coldwell Banker agent to request more information.