Ad #6941728
MLS #620986
Experience the ultimate Islamorada waterfront lifestyle in an
144 N Rolling Hill Rd, Plantation Key, FL 33036
$6,195,000
4Beds
5Baths
3,284Sqft
0.19Acres
About this property
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 equipmentbining 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.
Property Features
4 Beds
5 Baths
3,284 Sqft
Built in 2008
0.19 Acres
View Type: Water
Siding: CBS, Concrete
Concrete Roof
Electric (Heating), Propane (Heating), Propane Stove, Central
$28,257 / yr property tax
Monroe County
High Point (8) Community
Additional Photos
Contact Information
Karan Moeller, PA
Ocean Sotheby's International Realty
305-522-2857
Location
Listing Agent: Karan Moeller, PA (License #: 0619230) 305-522-2857
Broker: Ocean Sotheby's International Realty 305-712-8888 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Ocean Sotheby's International Realty 305-712-8888 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BarrierFreeHome.com
Printed Oct 23, 2026
Photo Gallery
$6,195,000
4
Beds
5
Baths
3,284
Sqft
144 N Rolling Hill Rd, Plantation Key, FL 33036
By contacting this agent you agree to these Terms and Conditions.
MLS# 620986
$6,195,000
144 N Rolling Hill Rd, Plantation Key, FL 33036
4
Beds
5
Baths
3,284
Sqft
0.19
Acres
4 Beds
5 Baths
3,284 Sqft
0.19 Acres
Accessibility Features
Accessible Elevator Installed
Experience the ultimate Islamorada waterfront lifestyle in an
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 equipmentbining 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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Property Details
HOME DETAILS
4 Beds
5 Baths
3,284 Sqft
Built in 2008
0.19 Acres
BARRIERFREE ACCESS & VIEW
View Type: Water
EXTERIOR
Siding: CBS, Concrete
Concrete Roof
INTERIOR
Electric (Heating), Propane (Heating), Propane Stove, Central
FINANCIAL & COMMUNITY
$28,257 / yr property tax
Monroe County
High Point (8) Community
See More Details
Location
Mortgage Calculator
Ad Statistics
Ad Number
6941728
Viewed
48 times
Listing Status
Active
Added
Aug 14, 2026
Last Refreshed
Oct 23, 2026 12:45:43 AM
Listing Information
Data Source
Florida Keys Board of REALTORS®
Source Property ID
620986
Listing Agent: Karan Moeller, PA (License #: 0619230) 305-522-2857
Broker: Ocean Sotheby's International Realty 305-712-8888 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Ocean Sotheby's International Realty 305-712-8888 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
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