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For sale
  • Price cut: $500K (2/17)
    $7,450,000

    144 N Rolling Hill Rd, Tavernier, FL 33070

    4beds
    3,284sqft
    : 
    Single Family Residence
    Built in 2008
    8,712 Square Feet Lot
    $6,708,900 Zestimate®
    $2,269/sqft
    $54/mo HOA

    What's special

    Four bedroomsLuxury bayfront homeDeepwater accessNatural stone floorsYear-round sunset viewsCoral hardscapingArtificial turf
    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.
    116 days
    |
    865
    |
    11
    |

    Zillow last checked: 7 hours ago

    Listing updated: February 17, 2026 at 01:38am

    Listed by:

    Billy S. Hart 305-393-1140,

    Ocean Sotheby's International Realty,

    Bill Hart 305-853-0303,

    Ocean Sotheby's International Realty

    Source: FLKMLS,MLS#: 617522MLS LogoOriginating MLS: Florida Keys

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Cooling
      • Central Air
      Appliances
      • Included: Washer, Stainless Steel Appliance(s), Solar Hot Water, Gas Appliances, Freezer, Microwave, Oven, Refrigerator, Dishwasher, Dryer
      Features
      • Flooring: Tile
      • Windows: Impact Rstnce Window, Roll Down Electric
      Interior area
      • Total interior livable area: 3,284 sqft

      Property

      Parking
      • Parking features: Carport
      • Has carport: Yes
      Features
      • Patio & porch: Open Porch/Balcony
      • Has view: Yes
      • View description: Bay/Gulf View, Water
      • Has water view: Yes
      • Water view: Bay/Gulf View,Water
      • Waterfront features: Bay Front, Waterfront, Dock: Concrete, Dock Length: 90, Dockage: Boat Lift
      Lot
      • Size: 8,712 Square Feet
      • Features: Less Than 1/4 Acre
      Details
      • Additional structures: Chickee Hut
      • Parcel number: 00419570000100
      • Zoning: R1
      • Zoning description: Residential Single Family
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • CBS, Concrete
      • Roof: Concrete
      Condition
      • Year built: 2008

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Cistern
      • Utilities for property: FKAA, Cable Available, Propane

      Community & HOA

      Community
      • Features: Community Boat Ramp
      • Security: Central Station Sys
      • Subdivision: High Point (89.0)
      HOA
      • Has HOA: Yes
      • Services included: None
      • HOA fee: $650 yearly
      Location
      • Region: Tavernier

      Financial & listing details

      • Price per square foot: $2,269/sqft
      • Annual tax amount: $21,242
      • Date on market: 12/1/2025
      • Listing terms: Cash,Conventional
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        Estimated market value

        $6,708,900

        $6.37M - $7.04M

        $6,619/mo

        Price history

        Price history
        DateEventPrice
        2/17/2026Price change$7,450,000-6.3%$2,269/sqft
        Source: Key West AOR #617522 Report a problem
        12/1/2025Listed for sale$7,950,000+536%$2,421/sqft
        Source: Key West AOR #617522 Report a problem
        10/22/2004Sold$1,250,000$381/sqft
        Source: FLKMLS #522414 Report a problem

        Public tax history

        Public tax history
        Tax history is unavailable.

        BuyAbility℠ payment

        Est. payment
        $43,119/mo
        Principal & interest
        $37974
        Property taxes
        $5091
        HOA Fees
        $54
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          Climate risks

          Neighborhood: 33070

          Getting around

          19 / 100
          Car-Dependent
          56 / 100
          Bikeable

          Nearby schools

          GreatSchools rating

          Local experts in 33070

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