144 N Rolling Hill Road, Plantation Key, FL 33070
$6,950,000
Property Type:
Residential
Bedrooms:
4
Baths:
5
Square Footage:
3,284
Lot Size (sq. ft.):
8,580
Status:
Active
Current Price:
$6,950,000
List Date:
12/01/2025
Last Modified:
3/31/2026
Listing Details MLS# 617522
Location, Tax & Legal
- 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
- 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
Contract Information
- Listing Board
- Florida Keys
General Property Description
- Realtor.COM Type
- Residential - Single Family
- Style
- Single Family
- Waterfront
- Yes
- Control Depth
- 5
- Pool
- No
- Year Built
- 2008
- Lot SqFt
- 8580
- Acres
- 0.2
- Living Apx SqFt
- 3284
- SqFt Source
- Property Data Card
- Total Bedrooms
- 4
- Full Baths
- 4
- Half Baths
- Yes
- Total Baths
- 5
- Rentals Allowed
- With Restrictions
- Total Units
- 0
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
Dockage
- Dock Length
- 90
- Dock
- Concrete
- Boat Lift
- Yes
More Information
Building Style
- Above Flood
- Yes
Financial Status
- Standard Sale
- Yes
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.
Fee Includes
- None
- Yes
Tax Exemptions
- None
- Yes
Appliances
- Dishwasher
- Yes
- Dryer
- Yes
- Freezer
- Yes
- Gas Appliances
- Yes
- Microwave
- Yes
- Oven
- Yes
- Refrigerator
- Yes
- Solar Hot Water
- 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
- Tile
- Yes
Neighborhood Feature
- Community Boat Ramp
- Yes
Windows/Doors
- Impact Rstnce Window
- Yes
Vehicle Storage
- Carport
- Yes
Security
- Central Station Sys
- Yes
Construction
- CBS
- Yes
- Concrete
- Yes
Land Size
- Less Than 1/4 Acre
- Yes
Furnished
- Partially
- Yes
Terms
- Cash
- Yes
- Conventional
- Yes
Utilities
- Cable Available
- Yes
- Cistern
- Yes
- FKAA
- Yes
- Propane
- Yes
Porch/Balcony
- Open Porch/Balcony
- Yes
Exterior Features
- Chickee Hut
- Yes
Roof
- Concrete Roof
- Yes
Shutters
- Roll Down Electric
- Yes
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: March - 31 - 2026
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.