16 Gladlands Avenue
Surfside
$4,695,000
Bed: 4 Bath: 3.5
Experience the best of summer at this inviting retreat, set on nearly two private acres abutting Land Bank land in the desirable Surfside area. Designed for effortless outdoor living, 16 Gladlands features a sprawling yard ideal for lawn games, a 14′ x 40′ pool and spa, two spacious porches, and an outdoor fireplace. This serene oasis offers both privacy and tranquility and is surrounded by lush, mature landscaping. The bike and walking path is just moments away, providing easy access to a refreshing dip at Surfside Beach. After a day enjoying all Nantucket has to offer, relax on the screened-in porch and take in the golden hues of the sunset. With room for future expansion, this property presents an exceptional opportunity to create your ideal Nantucket getaway.
Maury People Sotheby’s International Realty
110 Main Street
Town
$11,995,000
Bed: 6 Bath: 7
This is an opportunity to own a “like-new home” in the heart of Town. Nestled on Nantucket’s iconic Upper Main Street, this stunning Greek Revival home, originally built between 1830-1840, has been exquisitely renovated to blend timeless charm with modern luxury. Nearing the completion of a masterful 6-bedroom, 6-bathroom “back-to-studs” restoration, every detail has been thoughtfully designed to balance classic elegance with contemporary comfort. The light-filled interior seamlessly marries original architectural elements with sleek, high-quality finishes, while the expansive West-facing deck wraps around to a private yard and an enchanting English garden awaiting your personal touch. Complemented by a rare private garage and abundant off-street parking, this property is a true gem in a coveted location. Outfitted with brand-new, top-of-the-line appliances and cutting-edge media, this Nantucket retreat offers the ultimate in modern living within a storied and iconic setting.
Berkshire Hathaway HomeServices Island Properties Nantucket
32 Pine Street
Town
$3,295,000
Bed: 2 Bath: 2.5
“Pine is Mine” is a beautifully renovated antique home in a prime in-town location, nestled on one of Nantucket’s most charming and quintessential streets. Just minutes from historic Main Street, this home offers the perfect blend of preserved history and modern convenience, making it ideal for personal use, rental income, or a year-round downsized residence. This historic property features off-street parking and a charming garden, creating a private outdoor retreat in the heart of Town. Inside, the home maintains its classic Nantucket character, including three decorative fireplaces, which could be relined for wood-burning use or fitted with gas inserts. Uniquely, it boasts an open-concept living, dining, and kitchen area, seamlessly flowing to the garden through French doors, an uncommon feature for an antique home. A first-floor den provides a cozy additional living space but can easily be converted into a third bedroom. Upstairs, the primary suite offers a spacious, luxurious en-suite bathroom and two large closets. A guest bedroom is serviced by a full hall bath, ensuring privacy and convenience. This is a rare opportunity to own a beautifully restored historic home in one of Nantucket’s most sought-after locations, offering a blend of character, functionality, and prime accessibility to downtown’s vibrant shops, restaurants, and cultural landmarks.
Maury People Sotheby’s International Realty
6 Gingy Lane
Cliff
$4,995,000
Bed: 5 Bath: 5.5
Custom built 5 bedroom, 5.5 bathroom home on highly sought after Gingy Lane moments to Town and north shore beaches offers the perfect blend of modern luxury and timeless island charm. The light filled open plan naturally flows to side deck and patio. Versatile layout that offers the lower level as a separate “apartment” or an extension of the house. Gorgeous built-ins and millwork throughout.
William Raveis Nantucket
6 Gingy Lane
Cliff
$4,995,000
Bed: 5 Bath: 5.5
Custom built 5 bedroom, 5.5 bathroom home on highly sought after Gingy Lane moments to Town and north shore beaches offers the perfect blend of modern luxury and timeless island charm. The light filled open plan naturally flows to side deck and patio. Versatile layout that offers the lower level as a separate “apartment” or an extension of the house. Gorgeous built-ins and millwork throughout.
J Pepper Frazier Co.
4 Wood Hollow Road
Tom Nevers
$2,295,000
Bed: 3 Bath: 2
Opportunity awaits in Tom Nevers East! This updated three-bedroom, two-bathroom, single-family home is situated on just over 1.5 acres abutting hundreds of acres of conservation land. Recent updates include a new roof, refinished floors, updated bedrooms and bathrooms, and a newly installed six-bedroom septic system. This property is ready for summer occupancy or for a buyer to expand and create something truly remarkable with the 2,000 total square feet of ground cover allowed. It is tenant-occupied until June 15th, 2025. 24 hour show notice, please.
Fisher Real Estate
27 Old South Road
Mid Island
$2,595,000
Bed: Bath:
With prime, visible frontage on Old South Road, opportunity abounds on this generously oversized lot, with the potential for over 6,500sf of ground-cover. CN-Zoning allows for a multitude of Commercial and Residential uses. Retail, Restaurant/Catering, Offices, Personal Services and more possibilities combined with the potential for multiple Residential Units. An existing cottage on the property is offered as-is.
Great Point Properties
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