Nantucket, MA Homes for Sale with Acreage

Your Beach and Entertaining Lifestyle Estate awaits! With breath-taking views of the ocean, unsurpassed access to the popular surfing beach of Nobadeer, and over 8,000 sf of high end, new construction, executed with a smart contemporary aesthetic, 51 Weweeder ticks every box. Imagine being able to grab a towel and walk out your backyard to the beach located less than 200 yards away. With six

Jim Houghton William Raveis Nantucket

Completely reimagined, this modern oceanfront retreat blends state-of-the-art design with uncompromising quality. Positioned on the south shore, the three bedroom, three-and-a-half-bath main residence showcases walls of glass, seamless indoor-outdoor connections, and sweeping water vistas from nearly every room. Every detail reflects the highest level of quality and care, with finishes chosen for

Bernadette Meyer Maury People Sotheby's International Realty

Private. Peaceful. Pristine. Set on over 6 acres at the end of Low Beach, sits this ultimate retreat. This property enjoys breathtaking views over sand dunes to the ocean beyond, Tom Nevers pond and backs up to 300+ acres of conservation land. Sit on the front porch and take in the sea breeze and calming sounds of the pond and ocean, or relax out back in the private outdoor pool and outdoor

John Arena William Raveis Nantucket

Renew with ease at 174 Cliff Road, where acres of conservation land beckon at your front and back doors. Nestled on an exceptionally private one-and-a-half acres, the estate comprises three thoughtfully designed structures, anchored by a pool and landscaped outdoor living spaces. The property blends classic architectural charm with modern sophistication to feel both enduring and effortless. The

Cameron Gammill Fisher Real Estate

It’s the Good Life! Serenity and privacy await—both on shore and on the water. This gracious 4-bedroom, 4.5-bath harborfront estate in Polpis spans 7.2 acres, featuring a 2-car garage and a rare 260-foot private pier with a tidal float accommodating two boats. Surrounded by over 1,000 acres of conservation land, the setting offers unmatched seclusion and natural beauty.A true boater’s

Robert Sarkisian BHHS Island Properties Nantucket

Nestled on 2.39 acres in a coveted location on Nantucket, this exceptional five-bedroom, four-full-bath, two-half-bath main residence and cottage/garage with additional 3 bedrooms and 2 bathrooms offers both grand living and thoughtful design. With expansive views of Nantucket Harbor and Nantucket Sound, this home features a generous layout, dramatic architectural details, and an oversized deck

Brian Sullivan Fisher Real Estate

Beautiful 1.14-acre site with level topography at 58' of elevation. This three-bedroom home is an early Tom Nevers property, designed for efficiency while also creating a beautiful, open living area that provides abundant natural light and a sense of space. The majority of the property remains uncleared, and the rear half of the property is protected by deer fencing. Zoning permits 2,000 square

Bill Liddle Great Point Properties

TWO fabulous beach houses with great rental history. On less than 4 acres of land. 14 & 16 Sheep Pond Rd are your ideal summer beach house rentals. Two parcels of waterfront property have been combined and are being offered as one! Each beach house features 3 bedrooms, two and one half baths and open living, dining, and kitchen areas. Decks extend the length of both homes and each home has a

Robert Young William Raveis Nantucket

Just minutes from the South Shore beaches yet worlds away, this spectacular Surfside estate offers over 3 acres of unparalleled privacy surrounded by mature trees and natural beauty. The winding driveway leads through a canopy of lush trees to a beautifully remodeled, classic Nantucket home—spacious, serene, and designed for effortless island living.The main level features a sun-drenched living

Chandra Miller Maury People Sotheby's International Realty

27 Longwood Drive is nestled on a sprawling 2.75-acre lot offering the ultimate in privacy and refined living. The generous foyer features a dramatic curved staircase leading to the second floor. This light-filled, charming, upside-down home features five bedrooms, three full bathrooms, and one half bathroom. The 2nd-floor open living space features a custom fireplace, a cathedral ceiling, a

Debbie Willett Great Point Properties

Nantucket Coastal Equestrian Estate! Just minutes from Surfside Beach, this newly built 9-bedroom, 8.5-bath estate sleeps 23 and blends equestrian charm with coastal luxury. The private, manicured grounds with a resort-style pool, spa, fire pits and will feature paddocks. The freedom and beauty of open pasture with the luxury of wellness retreat amenities. Inside, soaring barn-inspired ceilings,

The Mazer Group Compass

Create Your Nantucket Legacy in Wauwinet! This oversized 3.5-acre parcel is ideally located in one of Nantucket’s most coveted settings — just moments from The Wauwinet Hotel, Great Point, and Sankaty Head Lighthouse. The property includes a four-bedroom, two-and-a-half-bathroom home with over 2,000 sq. ft. of living space, offering second-level harbor views and a tranquil, picturesque backdrop

Christine Carpenter William Raveis Nantucket

Tucked away on a quiet street, 17 Pond View Drive captures what makes Nantucket living so extraordinary: space, privacy, and a direct connection to the island’s most beautiful landscapes. With Land Bank conservation land as its backdrop, this property enjoys protected views and immediate access to trails that lead to Miacomet Pond and wide, uncrowded beaches on the South Shore. From here, you can

Nicole Tirapelli Douglas Elliman Nantucket

Discover the ultimate private hideaway, an exceptional six bedroom estate offering unparalleled seclusion and spectacular panoramic views of both the ocean and serene pond. This is a rare and unique compound represents a sophisticated, private retreat, centered around a main residence that captures the essence of coastal luxury.

DAVID CALLAHAN William Raveis Nantucket

Set on a quiet street in a highly desirable location, this special property offers a rare combination of privacy, natural beauty, and versatile living. With distant ocean views and abutting Land Bank conservation land, it provides direct access to trails leading to Miacomet Pond and one of Nantucket’s most pristine beaches.The 4-bedroom, 3-bath main house is designed to maximize light,

Michele Kelsey William Raveis Nantucket

Located just moments from the breathtaking shores of Madaket Beach, Madaket Marine, and Millie's Restaurant and Market. This property features an existing spacious 3+ bedroom home offering a rare opportunity to create your own custom island retreat. Nestled on a level lot surrounded by natural beauty, generous living spaces, and plenty of natural light throughout. Whether you envision a modern

John Arena William Raveis Nantucket

Your Nantucket sanctuary awaits in one of the island's most desirable enclaves. Welcome to 12 Shimmo Pond Road, where you'll find a 4-Bedroom Main Home and a 2-Bedroom Guest Cottage on expansive grounds. This exceptional property is set on an oversized and private parcel, surrounded by lush gardens and mature trees that create a serene sense of seclusion. Included in this offering is 13 Shimmo

Sheila Carroll & Holly Finigan Maury People Sotheby's International Realty

Tucked near one of Nantucket’s most beloved South Shore beaches, this 5-bedroom, 4.5-bath upside-down beach house is a true coastal gem. Designed for both comfort and style, the home features soaring wood-beamed ceilings, an intricately inlaid compass rose in the hardwood floors, and a classic widow’s walk offering panoramic ocean views. With three distinct living areas—one on each level—plus a

Chandra Miller Maury People Sotheby's International Realty

Nestled on a high ridge in Tom Nevers, this beautifully crafted 3-bedroom, 2.5-bathroom home sits on 2.75 acres, offering breathtaking views across the Atlantic Ocean, Sankaty Lighthouse, and three of Nantucket's renowned golf courses—Sconset, Sankaty, and Skinners. Built by the legendary Chris Holland, the home has been meticulously maintained and serves as the perfect base for quintessential

Brian Sullivan Fisher Real Estate

Nestled in a coveted location on Nantucket, this exceptional five-bedroom, four full-bath, two half-bath main residence and cottage/garage with additional 3 bedrooms and 2 bathrooms, offers both grand living and thoughtful design. With expansive views of Nantucket Harbor and Nantucket Sound, this home features a generous layout, dramatic architectural details, and an oversized deck that is truly

Brian Sullivan Fisher Real Estate

256 Polpis Road is an exceptional 6.42-acre legacy estate that offers stunning views and direct water access to Polpis Harbor. Botticelli and Pohl Architects, and Hehir Group Custom Builders have spent two years thoughtfully and completely reimagining this grand and refined historic home. This rare offering is ready for immediate enjoyment for those seeking luxury living and the best that

Greg McKechnie Great Point Properties

Tom Nevers East – Private Oasis on 1.3 AcresTucked away on a beautifully landscaped 1.3-acre lot in Tom Nevers East, this private three-bedroom, 2.5-bath home offers serene living with a peek of the ocean from its high elevation. Surrounded by mature plantings and thoughtfully maintained gardens, the outdoor space is an entertainer’s dream—featuring an in-ground pool, expansive patios, and

Linda Bellevue Atlantic East Nantucket Real Estate

Set on over two acres in a serene Tom Nevers estate area, this exceptional property offers sweeping views of conservation land and the Atlantic Ocean beyond. The future owner will benefit from the potential for an 8+ bedroom I/A septic system and up to 3,650 square feet of allowable footprint—translating to more than 9,000 square feet of conditioned living space. With ample room for a pool,

Brian Sullivan Fisher Real Estate

A legacy estate in the heart of ’Sconset, One Ocean Avenue is one of Nantucket’s most iconic offerings. Spanning three parcels and perched above the Atlantic, this storied coastal compound includes four dwellings — the grand main house, The Rec Cottage, The Stable, and The Chauffeur’s Cottage — each thoughtfully preserved to honor its early 20th-century origins.Steeped in history, each

Bernadette Meyer Maury People Sotheby's International Realty

Set on one of the most picturesque lots in Tom Nevers East, this newly renovated 4-bedroom, 2.5-bath home offers the perfect blend of comfort, privacy and natural beauty. Surrounded by a tree-covered lawn and backing up to 28 acres of protected Land Bank property, the 1.1-acre parcel provides space to unwind and room to breathe. Yes, there IS room for a pool!! Inside, you’ll find gleaming

Kenny Hilbig & Lisa Matheson William Raveis Nantucket

Luxury Estate in Surfside - Your Dream Home Awaits!Introducing a brand new exquisite construction in the heart of Surfside! This magnificent property offers a 5 bedroom main house, a 1 bedroom cottage, and an oversized garage, all nestled on a private 1 acre compound. The main house boasts five spacious bedrooms, each designed with luxurious finishes. The separate one- bedroom cottage

Marybeth Gibson Maury People Sotheby's International Realty

Luxurious 6-Bedroom Home in Newly Developed Surfside Area with Exceptional Amenities.The main house welcomes you with a first-floor en suite bedroom, a mudroom, powder room, and a convenient dog wash station. The entry way features a charming coffee bar with Gaggenau coffee and espresso machine, Nespresso Verto-Plus with milk frother, prep sink and mini beverage refrigerator, leading into the

Marybeth Gibson Maury People Sotheby's International Realty

This one-of-a kind property abuts over 300 acres of conservation land and has panoramic views of Long Pond as well as distance views of Nantucket Sound. Private deeded easement with stairs to the beach gives access to gentle surf that is ideal for swimming, boating, paddle boarding and surf casting. Views of the moors change with the colors of the seasons; the open sky gives spectacular sunrises,

Linda Bellevue Atlantic East Nantucket Real Estate