144 N Rolling Hill Road, Plantation Key, FL 33036
Local realty services provided by:Better Homes and Gardens Real Estate Destinations
Listed by: karan moeller, pa
Office: ocean sotheby's international realty
MLS#:620986
Source:FL_FKBOR
Price summary
- Price:$6,195,000
- Price per sq. ft.:$1,886.42
- Monthly HOA dues:$29.17
About this home
Experience the ultimate Islamorada waterfront lifestyle in an exceptional contemporary custom bayfront residence, designed by its current owners, with sophisticated architecture, exceptional construction, and premier boating amenities. Perfectly positioned on a cul-de-sac to capture spectacular year-round sunsets across Florida Bay, the tri-level residence offers approx. 3,200 Sqft of living space, an additional 800 Sqft of covered, tiled balconies, four bedrooms, each with an en suite bathroom, plus a convenient half bath. Natural stone flooring, custom cabinetry, quality finishes, and an elevator serving all interior living levels.
Built for lasting durability, the home features reinforced concrete construction, galvanized reinforcing steel, a solid concrete roof, impact windows & doors plus automatic hurricane curtains protecting the main waterfront terrace.
The spectacular 1,400 Sqft rooftop sun deck crowns the residence, showcasing panoramic views across Florida Bay, unforgettable year-round sunsets, & a fire pit for entertaining or relaxing under the stars.
Designed for the boating enthusiast, the property offers immediate deep-water access, two boat lifts at +/- 25,000 and 12,000 pounds, and an enclosed tackle room/workshop for fishing gear and marine equipment.
Low-maintenance grounds feature artificial turf, coral rock hardscaping, and irrigated tropical landscaping. The spacious backyard offers ample room for a future resort-style pool overlooking Florida Bay adjacent to the existing chickee hut. A spacious double covered carport with 9.5-foot ceilings provides generous parking for multiple vehicles, trailers, golf carts & recreational equipment.
Combining contemporary custom design, exceptional concrete construction, expansive indoor/outdoor living, premier boating amenities, breathtaking sunset views, and endless opportunities for waterfront entertaining, the residence represents luxurious bayfront living at its finest in the Florida Keys....
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Home facts
- Year built:2008
- Subdivision & Development:High Point (89.0)
- Listing ID #:620986
- Added:1 day(s) ago
- Updated:August 14, 2026 at 11:48 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Kitchen Description:Built-in Cabinets, Pantry
- Living area:3,284 sq. ft.
Heating and cooling
- Cooling:Ceiling Fans(s), Central Air
- Heating:Central, Electric, Propane, Propane Stove
Structure and exterior
- Year built:2008
- Building area:3,284 sq. ft.
- Lot area:0.2 Acres
- Construction Materials:Concrete
- Exterior Features:Chickee Hut, Outdoor Shower, Sprinkler System, Storage
Finances and disclosures
- Price:$6,195,000
- Price per sq. ft.:$1,886.42
- Tax amount:$28,256
Features and amenities
- Amenities:Built-in Cabinets, Drapes Included, Pantry, Storage, Window Treatments
Parking
- Parking description:Carport, Covered, Guest
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