144 N Rolling Hill Road, Tavernier, FL

$7,950,000

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4

Beds

5

Baths

3,284

Square feet

8,712

Land Size

About 144 N Rolling Hill Road

This luxury bayfront home in the Florida Keys offers discriminant buyers a complete coastal lifestyle package with year-round sunset views, hurricane-rated construction, and premium boating amenities.The residence features 3,200 square feet of living space with four bedrooms, four and a half bathrooms, natural stone floors, and custom cabinetry throughout. Built with reinforced concrete, galvanized rebar, and a solid concrete roof, the home carries a 175-mph hurricane rating that provides exceptional durability and peace of mind for coastal living. Automatic hurricane curtains on the main porch add convenient storm protection.For boating enthusiasts, the property includes deepwater access with two heavy-duty boat lifts rated at 25,000 pounds and 12,000 pounds. A 200-square-foot enclosed tackle room and workshop with refrigerator provides organized storage for fishing gear and marine equipment. These features enable owners to launch boats easily and pursue fishing or water activities on their schedule.The rooftop sun deck offers panoramic bay views and includes a fire pit for evening entertaining. This elevated outdoor space creates a private setting for watching daily sunsets over the water. The property's sunset-facing orientation means consistent western exposure throughout the year.Low-maintenance exterior features include artificial turf, coral hardscaping, and irrigated tropical landscaping designed for the Florida Keys climate. A 1,300-square-foot covered carport with 9.5-foot ceilings provides generous vehicle parking and additional storage space.The home is sold furnished and turnkey-ready, allowing new owners to begin their coastal lifestyle immediately without renovation or decoration needs. This combination of hurricane-resistant construction, superior boating infrastructure, low-maintenance design, and sunset views represents a rare opportunity in the Florida Keys luxury market for buyers seeking hassle-free waterfront living.

Features of 144 N Rolling Hill Road

MLS® # 617522
Price $7,950,000
Bedrooms 4
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 3,284
Land Size 8,712
Year Built 2008
Type Residential
Sub-Type Single Family
Status Active

Community Information

Address 144 N Rolling Hill Road
Area 25 - Plantation Key
Subdivision High Point (89.0)
City Tavernier
County Monroe
State FL
Zip Code 33070

Amenities

Amenities Community Boat Ramp
Utilities FKAA, Cable Available, Propane, Cistern
Parking Carport
View Bay/Gulf View, Open Water View
Is Waterfront Yes
Waterfront Bay Front
Has Pool No

Interior

Appliances Washer, Stainless Steel Appliance(s), Solar Hot Water, Gas Appliances, Freezer, Microwave, Oven, Refrigerator, Dishwasher, Dryer
Cooling Central Air
Fireplace No

Exterior

Exterior Features Chickee Hut
Lot Description Less Than 1/4 Acre
Windows Impact Rstnce Window
Roof Concrete Roof
Construction CBS, Concrete
Neighborhood Features Community Boat Ramp

Additional Information

Date Listed December 1st, 2025
Days on Market 48
Zoning R1 - Residential Single Family
Short Sale No
RE / Bank Owned No
HOA Fees 650.00
HOA Fees Freq. Yearly

Listing Details

AgentBilly S. Hart
OfficeOcean Sotheby's International Realty

Listing Map

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