13 Cliff Road
Cliff
$5,995,000
Bed: 7 Bath: 4
This early 20th-century home, dubbed “the Fluke” due to its whale-tail footprint, has been loved and enjoyed as a year-round and summer retreat by multiple generations of the same family for over fifty years. It is beautifully nestled on a large lot amongst grand homes on coveted Cliff Road. With surprising spaces for entertaining and for quiet retreat, the property enjoys an elevated perch over Brant Point that provides wide views and fresh breezes towards Nantucket Sound. The generous lot affords a front lawn with parking and additional expansion options.. The cliffside includes protected lands that guarantee open views for generations to come. This special location is a five-minute walk from Main Street, a short bike ride to the Westmoor Club, and calm water North Shore Beaches.
Great Point Properties
62 Nobadeer Avenue
Surfside
$5,995,000
Bed: Bath:
A rare opportunity to build your dream beach house on Nantucket’s highly sought-after south shore. This .69-acre parcel comes with approved architectural plans by renowned Workshop/ADP, providing a shovel-ready path to creating a custom compound with a main house, guest house, garage, and pool. Located just moments from iconic Nobadeer Beach, 62 Nobadeer Avenue offers sweeping ocean views, breathtaking sunsets, and the sound of surf as your backdrop.
Zoned R-20 with 3,750 sq. ft. of allowable ground cover (and additional potential for expansion with further permitting), this site offers generous flexibility for design. Enjoy the best of coastal living with sea breezes, beach access, and proximity to all that Surfside has to offer.
Maury People Sotheby’s International Realty
33 West Sankaty Road
Sconset
$2,695,000
Bed: 3 Bath: 2
Charming ‘Sconset cottage on large lot in the heart of the village. Short jaunt to tennis, fine dining and the Atlantic Ocean. Living room with fireplace, large kitchen with dining bar, screened-in porch for al fresco dining, three bedrooms and two full baths. Yard and off-street parking. Offered fully furnished and with established rental history.
Atlantic East Nantucket Real Estate
198 Hummock Pond Road
Cisco
$5,395,000
Bed: 4 Bath: 4
Cisco Charmer on 2 Private Acres…
Nestled in the heart of Nantucket’s highly coveted Cisco area, this beautifully maintained 3-bedroom, 3-bathroom home offers the perfect blend of farmhouse charm and pastoral tranquility. Set on 2 acres, this private oasis has direct access to a scenic walking trail that leads to Cisco’s famed beaches. The main house features sun-drenched living spaces with a seamless open flow, vaulted ceilings, and sweeping views overlooking the gardens and open landscape. Spacious outdoor deck and entertaining areas. The property also includes an adorable separate studio with bedroom and full bath. Follow the garden path to the generous Garden Shed. This prime location offers close proximity to Gardner Farm’s endless walking trails, 167 Raw Seafood and Bartlett Farm. Whether you’re heading to the surf, Cisco Brewers, or enjoying the calm of your own backyard, this property offers an unbeatable Nantucket lifestyle. A rare opportunity to own a Cisco retreat with space, generous expansion opportunities, privacy, and proximity to the best the island has to offer.
William Raveis Nantucket
24 Macys Lane
Mid Island
$3,275,000
Bed: 6 Bath: 5.5
Welcome to this exceptional custom-built residence offering 3,778 sq ft under air plus a massive basement with soaring 10-foot ceilings—a rare find with endless potential for expansion or customization.This meticulously crafted home showcases premium finishes throughout, including rich walnut floors, a brand-new A/C system, and a spacious second-level deck perfect for outdoor living. The oversized garage adds both convenience and ample storage. The property is currently configured as two separate living units: First Floor Unit (Updated in 2021): 3 bedrooms, 2.5 baths, full kitchen, and beautifully designed living spaces.
Second Floor Unit: 3 bedrooms, 3 full baths—ideal for extended family, guests, or generating rental income.
Whether you’re looking to live in one unit and rent the other, or explore the unfinished basement’s potential as additional living space, a home office, gym, or entertainment suite—this home offers unmatched versatility and value.
Berkshire Hathaway HomeServices Island Properties Nantucket
9 Doc Ryder Drive
Miacomet
$3,295,000
Bed: 3 Bath: 2
Exceptional Opportunity in a serene Miacomet neighborhood, adjacent to the 18th hole of Miacomet Golf Course and just minutes from Cisco Brewery, 167 Raw, and the island’s stunning south shore beaches. Set on just shy of a half-acre, this property offers the ideal Nantucket lifestyle. Included are HDC-approved plans for a custom compound, complemented by an approved seven-bedroom septic system, providing a seamless pathway to expand and create your Nantucket dream estate. The envisioned estate includes a main residence, guest cottage/garage and cabana thoughtfully arranged around a private, sun-drenched pool. The layout is designed to maximize privacy and effortless indoor-outdoor living, perfect for family gatherings and summer entertaining.
William Raveis Nantucket
143 Wauwinet Road
Wauwinet
$15,995,000
Bed: 5 Bath: 7
Ocean and Harbor front. The 2.5 acre lot stretches from the Atlantic Ocean to the Nantucket Harbor. Sunrise on the Atlantic to Sunset over Nantucket Harbor. Boating and beach bound with the best views on the Island and all the modern day creatures of comfort. Classic wood paneled walls and ceilings balance the endless water views and exude a feeling of summer timelessness. Numerous decks and porches lead eyes to water in every direction. There are five working fireplaces strategically located to offer soothing comfort and warmth. Five en suite bedrooms with six full bathrooms and two half baths all with custom tile work and luxury water works fixtures. There is a spacious kitchen fully equipped with double Wolf ovens, six burner Wolf range, Wolf steamer, Dacor warming oven, two Miele dishwashers and a 48″ Sub Zero with two freezers and two refrigerators. The Primary wing has two bathrooms each with sweeping views of the Harbor. There are French Doors to a covered deck looking over the Harbor towards town, French Doors to a deck overlooking the dunes to the Atlantic, a built in king bed and fireplace complete this remarkable bedroom. A three floor elevator seamlessly blends into this five star renovation. The sweetest spot with a memorable luxurious beach house to cherish and enjoy for years to come.
J Pepper Frazier Co.
35 Shell Street
Sconset
$18,875,000
Bed: 10 Bath: 6
For the first time in nearly 100 years, the iconic Wade Cottages—a cherished cornerstone of ’Sconset history—are being offered for sale. Originally acquired in 1929 as a family estate, this storied property has since served as both an inn and a beloved single-family home. Rich in character, steeped in history, and unrivaled in location, this is truly a once-in-a-lifetime opportunity.
Perched high on the bluff with sweeping views of the Atlantic Ocean, the estate features a stately main house complemented by a classic three-bay garage. A gracious covered porch welcomes you, leading into a stunning living room adorned with a fireplace, multiple seating areas, and a wall of windows that frame breathtaking ocean views.
The residence is as functional as it is elegant, with a grand living room at the heart of the home separating two thoughtfully designed wings. The house offers over 11 bedrooms—nine of which are ocean-facing—and six bathrooms, including two en suite rooms and two bedrooms connected by a Jack-and-Jill bath.
The north wing includes an office/mudroom, a kitchen, pantry, and a formal dining room. The south wing features a den with a fireplace and a two-room suite complete with an en suite bath and private sitting room. The dining room, main living area, and den all have direct access to a wide ocean-view deck, ideal for al fresco dining or shaded relaxation.
Dual staircases—one in each wing—enhance privacy and circulation for residents and guests alike. Upstairs, the second level offers nine bedrooms, including a spacious primary suite that spans the depth of the house, connects the north and south wings, and features a dressing area and private bath. The north wing contains three bedrooms that share a spacious full bathroom. The south wing includes five bedrooms: three share a hall bath, while two twin bedrooms share a Jack-and-Jill bath.
The beautifully landscaped grounds boast an expansive lawn stretching to the bluff’s edge, a private hedged patio with water views, and a second hedged patio featuring a firepit, seating area, and space for lawn games. Additional amenities include two outdoor showers and direct access to the ’Sconset Bluff Walk and the beach via a Land Bank staircase.
More than a home, the Wade Cottages represent a legacy—an irreplaceable piece of Nantucket’s heritage. This is a rare chance to own one of ’Sconset’s most treasured bluff properties, where generations have gathered and enduring memories have been made.
Lee Real Estate
45 Brewster Road
Monomoy
$7,500,000
Bed: 7 Bath: 5
A RARE and SPECIAL Nantucket Experience awaits you in Monomoy! Tucked behind a tall privet hedge graced with a garden gate lies a serene private oasis. The stunning gardens, mature trees and plantings, thoughtfully manicured lawn and sparkling in-ground pool provide a setting that invites one to experience tranquility, calm and the desire to breathe deeply. With over 1.2 acres (which abut the State Forest), there is space for family, friends and guests to enjoy a game of croquet or volleyball, an outdoor bbq on the bluestone patio, smore’s around the large firepit or a garden party on the sprawling back lawn. Although it’s tempting to linger outside indefinitely, there are additional reasons to be “wowed” once you step inside. The main house was newly renovated in 2023 in a chic sophisticated style. It boasts 4 bedrooms, 3 bathrooms and an impressive gourmet kitchen complete with large island, high end appliances and a conversation nook in front of a wood burning fireplace. The separate guest/pool house (also fully renovated in 2023) boasts 3 bedrooms, 2 bathrooms, a living room with kitchenette and wood burning fireplace and a separate den overlooking the back lawn. Interior Design work in both dwellings was artfully curated by acclaimed Boston designer Eric Roseff and showcases stunning fabrics, awe inspiring paint techniques, elegant wall and floor coverings, and stylish marble and tile. Both dwellings feature quarter sawn oak floors throughout, central AC, new roofs and shingles and new domestic hot water tanks. There is ample parking for multiple cars AND there is available ground cover for expansion! It’s a short distance to Monomoy harbor for your walking, boating and fishing pleasure. The property has been loved and meticulously maintained by the same owner for 22 years, never rented and ready for immediate Summer occupancy. This gem is a MUST SEE!
Lee Real Estate
54 Lovers Lane
Surfside
$2,750,000
Bed: 4 Bath: 1.5
Nestled in the highly desirable area known as Surfside this two story four bedroom 1. 5 bath home is situated on 3/4 of a nicely treed acre. A tranquil neighborhood surrounded by beautiful high end homes, 54 Lover’s Lane is located just a short distance to the renowned Surfside Beach and presents lots of options in LUG 1 Zoning. In addition, the home presents with an attached garage which is terrific for storing a car, bikes and assorted beach gear. There is additional workspace located adjacent to the garage for those rainy projects to be had and a dry unfinished basement with nice ceiling height accessed via internal stairs off the kitchen leading to extra options. The first floor is an open concept plan that takes advantage of the natural light and southerly exposure at hand inclusive of a first floor den/office and half bath The second floor has four additional bedrooms and an oversized bathroom. A generous rear deck for end of the day relaxing situated on a beautifully landscaped property presents with an enclosed outdoor shower, a must have after a salty day at the beach. One can hear the ocean and see peaks of the water from the rear facing bedroom which could be nicely enhanced.
The current footprint of the existing house is 860 square feet. You can add a second dwelling or a pool/ cabana as you are allowed 7% ground coverage in LUG 1 Zoning or a total of approximately 2290 square feet on the ground******* This spectacular lot is 179′ wide and runs deep.
To give you an idea of the potential at hand the property next door rents at 30,000 per week and is a four bedroom, five bath property with a 600 sq ft gunite pool. The paved road and bike path for Lovers’ Lane was approved at Town Meeting in 2023 and due to be done this upcoming winter which will only enhance this coastal retreat. One has the ability to tie into town water as there is an existing stub on the property. A 12′ x 8′ shed exists for additional storage. This property presents endless options and awaits your pen to meet paper to start designing your dream compound.
Close proximity not only to the beach but the airport, bike path and beautiful walking trails abound in the South Pasture section of the state forest across the way. ****Please note that interior photos and open house will occur after June 6th as an estate sale is currently underway. Easy to show at a moment’s notice. ****
William Raveis Nantucket
4 McKinley Avenue
Sconset
$3,775,000
Bed: 2 Bath: 1
Fantastic location in ‘Sconset Village on a generously oversized lot just off Main Street, featuring ample lawn area framed by stunning mature trees. “La Serre” is a single-story two-bedroom home, built in the early 1900s and once part of a grand Main Street estate with a story-book quality that embraces the classic Sconset charm. The living room has generous space and opens onto a conservatory that offers a three-season living space. The property is serviced by Town water and Town sewer and offers multiple options for the next owner. The opportunity to own an oversized property in a desirable village location does not happen often.
Great Point Properties
37 Starbuck Road
Madaket
$2,695,000
Bed: 2 Bath: 2.5
Step into luxury coastal living with this newly renovated two-bedroom, two-and-a-half-bathroom oceanfront home, where panoramic west-facing views offer stunning sunsets and the soothing sound of waves. Thoughtfully updated with high-end finishes, this home blends modern comfort with timeless style. Expansive windows flood the living space with natural light and frame endless ocean views. The open-concept living and dining areas are designed to maximize both comfort and the stunning scenery, while the modern kitchen features quartz countertops, stainless steel appliances, and an island perfect for gathering. Whether you’re enjoying a quiet morning coffee or entertaining guests at golden hour, this home brings the ocean’s beauty to your doorstep. This carefully crafted home abuts Madaket Conservation Land Trust to the north and west.
Great Point Properties
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