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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
    $7,142,000 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.
    82 days
    |
    892
    |
    14
    |

    Zillow last checked: 8 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

    Tour with a local agent

    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

    $7,142,000

    $6.78M - $7.50M

    $5,823/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
    $41,552/mo
    Principal & interest
    $36407
    Property taxes
    $5091
    HOA Fees
    $54

      Climate risks

      Neighborhood: 33070

      Nearby schools

      GreatSchools rating

      Local experts in 33070

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