144 N Rolling Hill Road, Plantation Key, FL 33070

$7,950,000
Property Type: Residential Bedrooms: 4 Baths: 5 Square Footage: 3,284 Lot Size (sq. ft.): 8,580 Status: Active
Current Price: $7,950,000 List Date: 12/01/2025 Last Modified: 12/05/2025

Description

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.

More Information MLS# 617522

Contract Information

Listing Board: Florida Keys Current Price: $7,950,000 Listing Date: 2025-12-01 List Price: $7,950,000

Location, Tax & Legal

City: Tavernier Off Shore Island: No Mile Marker: 89 Marathon Neighborhood: N/A Side: Bay/Gulf Flood Zone: VE,VE Alternate Key #: 1517534 Parcel #: 00419570-000100 Zoning: R1 - Residential Single Family Deed Restrictions: No Legal: HIGH POINT PLANTATION KEY PB4-96 NELY 60 FT LOT 22 BLK-1 OR467-728 OR860-2239 OR1847-729 OR1956-1067 OR2005-1405 OR2058- Taxes: 21242.24 Tax Year: 2024 Pub Sewer HkUp: Yes Street #: 144 Direction: N Street Name: Rolling Hill Street Suffix: Road Key/Island: Plantation Key State/Province: FL Zip Code: 33070 County: Monroe Subdivision: High Point (89.0) Area: 25 - Plantation Key

General Property Description

Realtor.COM Type: Residential - Single Family Waterfront: Yes Control Depth: 5 Lot SqFt: 8580 Pool: No Total Units: 0 Acres: 0.2 SqFt Source: Property Data Card Rentals Allowed: With Restrictions Style: Single Family Year Built: 2008 Living Apx SqFt: 3284 Total Bedrooms: 4 Full Baths: 4 Half Baths: 1 Total Baths: 5

Remarks & Misc

Remarks – Consumer: 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.

Association Info

Mandatory Home Owners Asc: No Voluntary Home Owners Asc: Yes 1st Right of Refusal: No Association Fee $: 650 Assoc/Mnt Fee Per: Yearly

Fee Includes

None: 1

Dockage

Dock Length: 90 Dock: Concrete Boat Lift: 1

Tax Exemptions

None: 1

Appliances

Dishwasher: 1 Dryer: 1 Freezer: 1 Gas Appliances: 1 Microwave: 1 Oven: 1 Refrigerator: 1 Solar Hot Water: 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

Tile: 1

Neighborhood Feature

Community Boat Ramp: 1

Building Style

Above Flood: Yes

Windows/Doors

Impact Rstnce Window: 1

Vehicle Storage

Carport: 1

Security

Central Station Sys: 1

Construction

CBS: 1 Concrete: 1

Land Size

Less Than 1/4 Acre: 1

Furnished

Partially: 1

Terms

Cash: 1 Conventional: 1

Utilities

Cable Available: 1 Cistern: 1 FKAA: 1 Propane: 1

Porch/Balcony

Open Porch/Balcony: 1

Exterior Features

Chickee Hut: 1

Roof

Concrete Roof: 1

Financial Status

Standard Sale: Yes

Shutters

Roll Down Electric: 1

Status Change Info

Status: Active

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Bay Front Waterview: Bay/Gulf View; Open Water View Dockage: Boat Lift Vehicle Storage: Carport Furnished: Partially Cooling: Central Air Utilities: Cable Available; Cistern; FKAA; Propane Appliances: Dishwasher; Dryer; Freezer; Gas Appliances; Microwave; Oven; Refrigerator; Solar Hot Water; Stainless Steel Appliance(s); Washer Exterior Features: Chickee Hut Construction: CBS; Concrete Shutters: Roll Down Electric Floor: Tile Roof: Concrete Roof Pets: Pets Allowed Neighborhood Feature: Community Boat Ramp Security: Central Station Sys Land Size: Less Than 1/4 Acre Terms: Cash; Conventional
Listing Office: Ocean Sotheby's International Realty
Last Updated: December - 05 - 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.