WaterfrontNew Listing

144 n rolling hill road

Plantation Key, FL 33036

$6,195,000

4 BEDS 5 BATHS
3,284 SQFT0.18 AC LOT
Residential - Single Family
WaterfrontNew Listing
Image 1: Primary
Image 2: Bayside Elevation
Image 3: Rooftop Deck View
Image 4: Front Elevation
Bedrooms 4
Total Baths 5
Full Baths 4
Square Feet 3284
Acreage 0.19
Status Active
MLS # 620986
County Monroe
More Info
Category Residential - Single Family
Status Active
Square Feet 3284
Acreage 0.19
MLS # 620986
County Monroe
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.

Exterior Features

  • Style Single Family
  • Construction Single Family
  • Siding CBS, Concrete
  • Exterior Chickee Hut, Storage, Sprinkler System, Outdoor Shower
  • Roof Concrete Roof
  • Garage No
  • Water FKAA, Propane, Cable Available, Elect Separate Meter, Water Separate Meter, Cistern
  • Sewer FKAA, Propane, Cable Available, Elect Separate Meter, Water Separate Meter, Cistern
  • Lot Dimensions Irregular

Interior Features

  • Appliances Washer, Stainless Steel Appliance(s), Wine Cooler, Gas Appliances, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
  • Heating Central, Propane Stove, Propane, Electric
  • Cooling Central Air, Ceiling Fans(s)
  • Living Area 3,284 SQFT
  • Year Built 2008

Financial Information

  • Parcel ID 1517534
  • Zoning R1 - Residential Single Family

Listing Information

Listing Provided Courtesy of Ocean Sotheby's International Realty
Listing Agent Karan Moeller, PA
Florida Keys, MLS
Listing data is current as of 08/25/2026.

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