Listing provided courtesy of Premier Properties of Hilton Head IslandMLS# 500129MLS Provider
  • 323 days on site
  • 11 views

This highly sought-after Cutter Court Penthouse in the heart of Sea Pines, with its jaw-dropping direct views of the iconic Harbour Town Lighthouse, world-famous Harbour Town Marina, and the shimmering Calibogue Sound, is fully furnished and move-in ready. These penthouses rarely hit the market and sell quickly. This 3BR/2BA retreat has been completely updated and offers the perfect blend of style, comfort, and convenience, along with a strong short-term rental history. The spacious open layout includes a modern kitchen with granite countertops, stainless steel appliances, a dinette, and a bright living area. Relax and take in unforgettable sunsets from the main balcony, showcasing postcard-perfect views of the Lighthouse, Yacht Basin, and Calibogue Sound. The king master suite boasts its own private balcony, while two additional queen bedrooms offer comfort for family or guests. The two bathrooms each feature a walk-in shower, and the many windows throughout the Penthouse provide awesome views and abundant natural light. Its prime location puts you just steps from the Harbour Town Golf Links & Clubhouse, the Sea Pines Racquet Club, waterfront dining at the Quarterdeck and other popular restaurants, as well as charming shops, boutiques, art galleries, and the iconic Lighthouse itself. Enjoy world-class golfing in Sea Pines at the the three championship courses: Harbour Town Golf Links, Heron Point by Pete Dye and Atlantic Dunes by Davis Love III. Additional amenities include tennis and pickleball, Lawton Stables, Sea Pines Forest Preserve, Sea Pines Beach Club with private beach access, South Beach Marina, miles of bike trails, Sea Pines Center, and the free seasonal trolley service. Harbour Town is the vibrant heart of Hilton Head Island, alive with festivals, live music, shops, dining, and endless water activities all year long. Whether you're seeking a high-income short-term rental, a luxurious second home, or a permanent retreat, this Penthouse delivers it all - a prime location, top-floor privacy, as well as designer finishes and low-maintenance living in one of the Islands most prestigious addresses. Don't miss this chance to own a true Harbour Town gem where every day feels like a vacation.

Source: REsides MLS, MLS#: 500129

Love this property?
Create a profile so you can receive updates on this property as soon as they happen!
  • Property Type
    Residential

Get in Contact

Would you like to know more about this property? We're here to help! Let's connect and find what you're looking for.

Dan & Debbie Lowman

Create a profile so you can receive updates on this property as soon as they happen!

  • Median Age
    64
  • Population Density
    565
  • College Educated
    70%
  • Estimated Median Income
    $85,879
  • Estimated Total Home Owners
    6,745
  • Estimated Total Renters
    1,200
  • Owner / Renter Divide
    85% / 15%
  • Estimated Average Household Size
    2
  • Total Population
    15,553
  • Community data courtesy of LiveBy, Inc.

Owning this Home

$
$ %
%
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

History

Date Event Value Agent
6/24/2026Source: REsides MLS Price Increase
$1,299,000 5.2%
6/24/2026Source: REsides MLS Status Change
Active
5/4/2026Source: REsides MLS Status Change
Pending
3/30/2026Source: REsides MLS Price Reduction
$1,235,000 -1.2%
11/10/2025Source: REsides MLS Price Reduction
$1,249,900 -3.8%
8/12/2025Source: REsides MLS Price Increase
$1,299,900 5.7%
8/11/2025Source: REsides MLS Added to Database
August 11, 2025