144 N Rolling Hill Rd

Tavernier, FL 33070

$7,950,000
Price
4
Beds
3,284 Sq. Ft.
$2,421 / Sq. Ft.
3,284
Sq. Ft.
$2,421
per Sq. Ft.
144 N Rolling Hill Rd
144 N Rolling Hill Rd
a view of a building with a street
a front view of a house with a garden
144 N Rolling Hill Rd
a backyard of a house with lots of green space
a living room with furniture and a window
a living room with furniture and a large window
a living room with furniture chandelier and a flat screen tv
a living room with furniture and a large window
a living room with furniture and a large window
144 N Rolling Hill Rd
a dining room with lots of furniture and view of kitchen
144 N Rolling Hill Rd
144 N Rolling Hill Rd
a kitchen with stainless steel appliances granite countertop a stove and a refrigerator
a bathroom with a granite countertop sink and a mirror
144 N Rolling Hill Rd
a spacious bedroom with a bed and a chandelier
a bedroom with a bed a couch and a chandelier
a bedroom with a bed and ceiling fan
a living room with a large window and chandelier
a bathroom with a sink a toilet and shower
a bedroom with double bed and a window
a bathroom with a sink and mirror
a bedroom with furniture and window
a bathroom with a granite countertop shower sink
a bedroom with a bed and a large window
a bedroom with a bed and cabinets
a bathroom with a sink toilet and shower
144 N Rolling Hill Rd
a swimming pool with lawn chairs under an umbrella
144 N Rolling Hill Rd
144 N Rolling Hill Rd
a patio with a yard table and chairs
a view of a building with a garden
144 N Rolling Hill Rd
144 N Rolling Hill Rd
a living room with furniture and a floor to ceiling window
a view of a balcony with dining area
a view of a roof deck with palm trees
a view of a dinning table and chairs in patio
144 N Rolling Hill Rd
a view of balcony with furniture
a view of a balcony
144 N Rolling Hill Rd
a view of a terrace with skyline
144 N Rolling Hill Rd
144 N Rolling Hill Rd
144 N Rolling Hill Rd
144 N Rolling Hill Rd
an aerial view of a house with a garden and a yard
a view of a house with a garden
a front view of a house with a yard
an aerial view of multiple houses with a yard
an aerial view of a house with a yard
a view of a lake with couches and city view
144 N Rolling Hill Rd
144 N Rolling Hill Rd
a view of outside space with ocean view
144 N Rolling Hill Rd
a view of a lake with a garden
144 N Rolling Hill Rd
144 N Rolling Hill Rd
a view of a white house with a yard and potted plants
a front view of a house with a yard
a front view of a house with garden
144 N Rolling Hill Rd
a view of a lake with boats and trees in the background
a view of a city and ocean view
144 N Rolling Hill Rd
an aerial view of multiple house with outdoor space
a view of a house with a yard and sitting area
144 N Rolling Hill Rd
a view of a lake with a table and chairs
a picture of a room

Description

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...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.
  1. Listed by Billy S. Hart • Ocean Sotheby's International Realty
  2. Listed by Bill Hart • Ocean Sotheby's International Realty

Property Details for 144 North Rolling Hill Road

Waterfront
Bay Front
Waterfront
Yes
Zoning
R1 - Residential Single Family
Subdivision
High Point (89.0)
Vehicle Storage
Carport
Pets
Pets Allowed
LISTING UPDATED: 12/05/2025 10:46 AM

Property Details for 144 North Rolling Hill Road

StatusActive
MLS #617522
Days on Market55
Taxes$21,242 / year
HOA Fees$650 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built2008
Lot Size0.20 AC / 8,580 SF
CountyMonroe County

Location

Listing Courtesy of Ocean Sotheby's International Realty
Add your commute

Building Information for 144 North Rolling Hill Road

Stories-Year Built2008Building Size-Lot Size0.20 AC / 8,580 SF

Payment Calculator

$40,571 per month

30 year fixed, 6.15% Interest

Principal and Interest

$38,747

Property Taxes

$1,770

HOA Dues

$54

The Payment Calculator is for illustrative purposes only.

Property Information for 144 North Rolling Hill Road

Summary
Location and General Information
  • Waterview: Bay/Gulf View, Open Water View
  • Area: 25 - Plantation Key
  • Absolute Longitude: 80.554574
  • Control Depth: 5
  • Off Shore Island: No
  • Listing Board: Florida Keys
  • Side: Bay/Gulf
  • Mile Marker: 89.0
  • Marathon Neighborhood: N/A
  • Neighborhood Feature: Community Boat Ramp
  • Key/Island: Plantation Key
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: No
  • Association Info: Voluntary Home Owners Asc: Yes
  • Association Info: 1st Right of Refusal: No
  • Fee Includes: None
  • Furnished: Partially
  • Tax Year: 2024
  • Tax Exemptions: None
Virtual Tour
Property
Lot Information
  • Acres: 0.2
  • Parcel #: 00419570-000100
  • Land Size: Less Than 1/4 Acre
Property and Assessments
  • Legal: HIGH POINT PLANTATION KEY PB4-96 NELY 60 FT LOT 22 BLK-1 OR467-728 OR860-2239 OR1847-729 OR1956-1067 OR2005-1405 OR2058-
  • MLS Approved: Y
  • SqFt Source: Property Data Card
  • Flood Zone: VE,VE
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: No
  • Picture Count: 80
  • Document Count: 0
  • Building Style: Above Flood: Yes
  • Security: Central Station Sys
Utilities
  • Utilities: FKAA, Cable Available, Propane, Cistern
  • Pub Sewer HkUp: Yes
  • Pool: No
  • Porch/Balcony: Open Porch/Balcony
Interior and Exterior Features
Interior Features
  • Floor: Tile
  • Appliances: Washer, Stainless Steel Appliance(s), Solar Hot Water, Gas Appliances, Freezer, Microwave, Oven, Refrigerator, Dishwasher, Dryer
Exterior Features
  • Roof: Concrete Roof
  • Shutters: Roll Down Electric
  • Dockage: Dock Length: 90
  • Dockage: Dock: Concrete
  • Construction: CBS, Concrete
  • Dockage: Boat Lift
  • Exterior Features: Chickee Hut
  • Windows/Doors: Impact Rstnce Window

Property History for 144 North Rolling Hill Road

DateEvent & SourcePriceAppreciation
Dec 1, 2025

Listed (Active)

FKMLS #617522

$7,950,000—
Nov 10, 2004

Sold (Public Record)

Public Record #147621998

$1,250,000—
Oct 22, 2004

Sold

FKMLS #522414

$1,250,000—
Jun 19, 2004

Pending

FKMLS #522414

—
Jun 10, 2004

Listed (Active)

FKMLS #522414

$1,399,000—
DateEvent & SourcePrice
12/01/2025

Listed (Active)

FKMLS #617522

$7,950,000
11/10/2004

Sold (Public Record)

Public Record #147621998

$1,250,000
10/22/2004

Sold

FKMLS #522414

$1,250,000
06/19/2004

Pending

FKMLS #522414

—
06/10/2004

Listed (Active)

FKMLS #522414

$1,399,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 144 North Rolling Hill Road

Taxable ValueLand$2,298,239Additions$751,434Total$3,049,673
Tax Record2024$21,242 ($1,770 / month)
Home Facts
Beds4Baths4.5Total Finished SqFt3,168 SqFtAbove Grade Finished SqFt3,168 SqFtStories2Lot Size8,580 SqFtStyleSingle Family ResidenceYear Built2008Year Renovated2010CountyMONROEAPN00419570-000100

Schools near 144 North Rolling Hill Road

This home is within Monroe.
Rating
School
Type
Grades
Distance
Plantation Key School
Public - PK to 8
Coral Shores High School
Public - 9 to 12
Upper Keys Academic Connections for Excellence
Public - 6 to 12
Treasure Village Montessori Charter School
Charter - PK to 8
Rating
School
Distance
Plantation Key School
PublicPK to 8

Coral Shores High School
Public9 to 12

Upper Keys Academic Connections for Excellence
Public6 to 12

Treasure Village Montessori Charter School
CharterPK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 144 North Rolling Hill Road, Tavernier, FL 33070

144 North Rolling Hill Road is a single family home for sale in Tavernier, FL 33070. This property was listed for sale on December 1, 2025 by Ocean Sotheby's International Realty, it's currently listed at $7,950,000. It has been on the market for a total of 55 days and was last sold on November 10, 2004. This listing's school district is Monroe. Nearby schools include Plantation Key School, Coral Shores High School and Upper Keys Academic Connections for Excellence. 144 North Rolling Hill Road is a 4-bed, 5-bath, 3,284 sqft single family home built in 2008.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Ocean Sotheby's International Realty

Based on information from one of the following Multiple Listing Services: Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.