12 Derrymore Road
Cliff
$10,295,000
Active Under Contract
Days on Market: 62
Bed: 8 Bath: 8
Nantucket traditional on the outside meets modern luxury on the inside in this fantastic new build, by Robert Alves of Island Construction LLC, offering a six-bedroom main home, two-bedroom cottage with a garage in the sought-after Cliff area of Nantucket Island, a short distance from North Shore beaches and the historic downtown Nantucket. This home offers spacious, airy living spaces with a stunning neutral color palette. A sparkling new swimming pool (somewhat rare in this zoning), surrounded by lush landscaping and privacy fencing, complete with an outdoor shower and auto cover. Many extras are included in the property. Offered furnished by Griffin Balsam interiors and ready to occupy this summer season.
Great Point Properties
18 Meadow Lane
West of Town
$4,495,000
Withdrawn
Days on Market: 216
Bed: Bath:
Stunning half acre lot at the end of dead end street with sweeping green space vistas. 2,500 sf of ground cover allowed. Property serviced by Town Water and Sewer. Existing pool and patio built in 2021.
J Pepper Frazier Co.
18 Meadow Lane
West of Town
$4,495,000
Active Under Contract
Days on Market: 222
Bed: 6 Bath: 6
Stunning half acre property sited at the end of a quiet Town street with sweeping pastoral views and breathtaking sunsets. Existing house has been meticulously maintained and works well as-is. Or, start fresh on this gorgeous site. Pool and patio were installed in 2021 and are ideally sited. Strong rental history.
J Pepper Frazier Co.
11 Mississippi Avenue
Madaket
$3,850,000
Withdrawn
Days on Market: 141
Bed: 3 Bath: 3
This beautifully renovated and decorated home sits on an oversized property in the heart of Madaket. The light-filled home offers an easy transition indoors and out with multiple decks and outdoor spaces. The home offers three bedrooms on the first floor with a generous primary suite. There is also an additional room on the second floor. In addition, there is a detached office with a mini split in the side yard for anyone who needs to work from home. There is approval for a pool on the property.
Fisher Real Estate
5 Brier Patch Road
Quidnet
$7,195,000
Price Change
Days on Market: 143
Bed: 4 Bath: 4
Tranquility comes easily at this spectacular Quidnet parcel, where a four-bedroom home awaits your enjoyment. This property affords proximity to Sesachacha Pond, Quidnet beaches, the rambling sandy paths of Squam, and the quaint village of ‘Sconset. Constructed in 2016 and light and bright and with plenty of space for you and yours, this home features a plethora of covetable features: a primary suite deck that overlooks the heated pool and spa, an open-concept kitchen, dining, and living area that is perfect for entertaining, and multiple gathering spaces indoors and out for large families or groups.
Fisher Real Estate
2 South Mill Street
Town
$2,395,000
Sale Pending
Days on Market: 230
Bed: 3 Bath: 3
Charming Three Bedroom, Two Bath Cottage nestled in the picturesque and historic town of Nantucket. This cozy cottage offers a blend of traditional charm with some modern upgrades including a number of new windows and updates to the downstairs bathroom. The home features an inviting eat-in kitchen, two spacious living areas provide ample room for relaxation and socializing, each filled with natural light and warmth. A wood-burning fireplace adds a cozy touch to the freshly painted main living space, perfect for cool evenings. And a brand new oil tank has been installed. The property boasts a small, manageable yard, perfect for outdoor gatherings or enjoying Nantucket’s beautiful summer weather. Whether you’re seeking a full-time residence or a vacation getaway, this cottage offers a peaceful retreat for a buyer who is looking to make it their own. With minimal work, and some furniture, this house can be ready for summer occupancy for an end user, as a rental property, or employee housing.
William Raveis Nantucket
5 Hollister Road
Tom Nevers
$3,225,000
Sale Pending
Days on Market: 20
Bed: 3 Bath: 3
A tranquil retreat awaits you. This multi-level, light and bright home features views of the Atlantic Ocean and Sankaty Lighthouse. Nestled just off Old Tom Nevers Road, the white shell driveway at the end of Hollister Road takes you to the Main House as well as the garage. Enter through the kitchen and dining area, walk a few stairs to the spacious living room with its cathedral ceiling, abundant windows to showcase the ocean views, a fireplace, and access to the wrap-around deck. Bedrooms are situated on the lower levels. An oversized garage has a large studio dwelling on the second floor with a large deck. Beach access is 0.3 miles from the home. Potential for pool needs verification. This turn-key property is a gem.
J Pepper Frazier Co.
13 Parson Lane
Tom Nevers
$4,595,000
Price Change
Days on Market: 130
Bed: 8 Bath: 8
Welcome to True North, an extraordinary 2.94-acre estate with approx. 2,000 SF of additional building ground cover on Nantucket captures the essence of island living. With two stunning homes—Sea Lion and Compass Rose—this rare offering combines serene privacy, sophisticated design, and breathtaking views of the Atlantic Ocean and Sankaty Head Lighthouse. Whether you’re seeking a private retreat or the ideal family compound, True North presents a once-in-a-lifetime opportunity.
The main residence, Sea Lion, is rich in Nantucket charm, blending timeless design with modern amenities. This upside-down home was thoughtfully designed to maximize natural light and sweeping views, offering four spacious bedrooms, two and a half bathrooms, and four levels of beautifully appointed living space.
Whether you’re seeking a move-in-ready luxury home or your own private Nantucket compound, True North delivers unmatched beauty, versatility, and value with endless opportunities.
Douglas Elliman Nantucket
22 Arlington Street
Tom Nevers
$1,995,000
Sale Pending
Days on Market: 8
Bed: 2 Bath: 2
Tucked away on a quiet sandy lane in Tom Nevers, this charming light-filled cottage offers the perfect island retreat. Whether you’re looking for a starter home, a simple vacation getaway, or an investment property, 22 Arlington is move-in ready and full of potential. Sited on a 10,000 sq. ft. lot with a four-bedroom septic system in place, the property has over 900 square feet of possible ground cover expansion. The inviting front porch leads into a bright, open living, dining, and kitchen area. French doors extend to a sun-soaked wraparound deck with an automatic retractable awning, ideal for enjoying the beautifully landscaped yard and gardens. Upstairs, two comfortable bedrooms share a full hall bath. The partially finished lower level includes a cozy family room—perfect for rainy days—plus a laundry area and generous storage.
Sold completely furnished, just move right in.
Maury People Sotheby’s International Realty
20 Evergreen Way
Surfside
$3,195,000
Price Change
Days on Market: 62
Bed: 4 Bath: 4
The approach to this lovely property is down a hedge-lined driveway, leading to a peaceful and beautifully manicured setting that features a three-bedroom main house and a one-bedroom cottage. The main house was recently expanded and features a first-floor bedroom, as well as generously sized rooms with a design that opens to the outdoors. In addition, thoughtful custom details are featured throughout, including a custom kitchen, a handsome wood-paneled den, and three fireplaces. The one-bedroom cottage is light-filled and offers additional living space for a home office and/or overflow. The property is nearly one acre and benefits from Town water and Town sewer, which will support expansion and additional structures like a garage or pool. *Property can only be shown on Saturdays and Sundays*.
Great Point Properties
20 East Lincoln Avenue & 13 Cornish Court
Brant Point
$3,200,000
Price Change
Days on Market: 284
Bed: 4 Bath: 4
Where else can you find two oversized lots in Brant Point with such intriguing potential?! 20 East Lincoln consists of an iconic 4-bedroom cottage just dripping with old Nantucket charm and offering Conservation Commission-approved expansion potential. 13 Cornish Court offers a second large swath of undeveloped land creating a nice privacy buffer from neighboring properties, and includes a large shed for storage of boat and fishing gear, gardening tools, beach toys, and so much more!
This charming cottage is located on one of Brant Point’s most quintessentially charming streets, and offers close proximity to Town, Brant Point Lighthouse, The Galley Restaurant, and Jetties Beach. Fishing, boating, 4th of July fireworks, and all the attractions of nearby Town make this property a perfect spot to renovate and call home!!! The Conservation Commission’s unanimous approval for an Order of Conditions to construct a second dwelling / garage and separate shed is now available with this offering.
This property is being sold “as-is,” and awaits the next steward eager to bring this quaint cottage back to its old summer days of glory!
Great Point Properties
30 Washaman Avenue
Nashaquisset
$2,295,000
Withdrawn
Days on Market: 199
Bed: 2 Bath: 2
Sunny, turnkey, and ready to go! Beautifully redecorated & freshly painted in 2023 from top to bottom, this cheerful 3-bedroom, four-season, “Pleasant Street” model awaits its new owner. Robust rental history (not currently fully booked for the 2025 season – so you can enjoy use of the property this summer if you act soon). Nashaquisset owners have use of club amenities – a heated pool, har-tru tennis courts, weekly movie nights by the pool in the summer, year-round management, and relationships that can last a lifetime. Be a part of this picturesque community in the heart of Nantucket – 5 minutes from town and a short distance to Surfside, Miacomet, and Cisco beaches. Schedule a showing today!
J Pepper Frazier Co.
6 Dovekie Court
Naushop
$2,250,000
Price Change
Days on Market: 140
Bed: 5 Bath: 5
Spacious and sun-filled 5-bedroom, 3.5-bathroom home is privately tucked away in the corner of a cul-de-sac in the charming Naushop neighborhood. With a flowing open floor plan and thoughtfully designed spaces, this property offers the perfect blend of comfort, functionality, and classic Nantucket charm.
This home gives you access to beautifully maintained amenities, including tennis courts, pickleball courts, a swimming pool and a playground. Centrally located and just a short distance from Town and south shore beaches.
Great Point Properties
181 Polpis Road
Polpis
$2,695,000
Sale Pending
Days on Market: 132
Bed: 5 Bath: 5
Properties such as 181 Polpis Road, offering a timeless Nantucket setting, are becoming nearly impossible to find. Steeped in the Island’s farming history, this 1928 storybook bungalow offers 5 bedrooms and a full staircase leading to an unfinished second floor brimming with potential. The south-facing garden offers a beautiful, protected, and expansive vista of rolling moors and Tupelo trees in the distance. An oversized garage is great for storage, or could be reimagined into an artist’s studio, workshop, or pool cabana. This east end area offers miles of trails, access to Polpis and Wauwinet Harbors, and the scenic Polpis Bike Path connecting directly to ‘Sconset Village. Close to the acclaimed Wauwinet House and some of Nantucket’s most pristine beaches, Polpis is perfect for those seeking privacy, an authentic connection to nature, and arguably the most picturesque landscapes in all of Nantucket.
Maury People Sotheby’s International Realty
52 Pleasant Street
Town
$2,395,000
Price Change
Days on Market: 14
Bed: 4 Bath: 4
Pleasant Breeze is situated on a 5,000+ square foot lot in the Old Historic District and just moments from Main Street. This welcoming and well-maintained c. 1930 Cape Cod home, thoughtfully renovated in 2002, offers a blend of historic character and modern comfort. With four bedrooms and 2.5 bathrooms, the open floor plan is perfect for island living and entertaining, featuring a bright kitchen, dining, and living area enhanced by vaulted ceilings that flood the space with natural light.
Step outside to enjoy outdoor living on a spacious deck overlooking mature gardens and a generous yard, with ample parking for convenience. Additional highlights include a detached shed/workshop—perfect for storage or creative pursuits—and a backup generator for peace of mind.
This timeless property, nestled in one of the island’s most desirable neighborhoods, is ready to welcome its next chapter.
Berkshire Hathaway HomeServices Island Properties Nantucket
25 Pond View Drive
Miacomet
$5,950,000
Price Change
Days on Market: 8
Bed: 6 Bath: 6
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, views, and entertaining. Expansive decks, walls of windows, and a seamless flow between indoors and out make it the perfect setting for gatherings large or small. The 2-bedroom, 2-bath cottage with attached garage adds flexibility, ideal for extended family, guest accommodations, or a rental opportunity.
This is not your typical Nantucket home. A refreshing departure in style, it blends light-filled spaces, ocean breezes, and a relaxed coastal lifestyle all within minutes of town yet tucked away in complete privacy.
William Raveis Nantucket
25B Park Circle
Mid Island
$999,500
Active Under Contract
Days on Market: 3
Bed: 3 Bath: 3
Turnkey and light-filled three bedroom/2.5 bath townhouse centrally located ideal for year-round or summer living. Enjoy ease of living in a wonderful neighborhood setting with convenient access to mid island amenities including Stop and Shop, schools, playing fields, bike paths, your own community pool and clubhouse with recreation area, game tables, and mailboxes, with South Shore beaches moments away. This townhouse has been well cared for by its one owner and enhanced by custom features installed when built including oak floors, oak stair treads on all four floors, and California closets. Immaculate, being sold furnished, and ready to go!
Maury People Sotheby’s International Realty
27 Wigwam Road
Madequecham
$4,750,000
Price Change
Days on Market: 85
Bed: 5 Bath: 5
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 loft, there’s room for everyone to spread out or come together. The well-appointed kitchen opens seamlessly to the dining area and sunny second-floor decks, perfect for entertaining. With room for a pool, stunning ocean-facing vistas, and exceptional character inside and out, this home offers the ultimate Nantucket lifestyle.
Maury People Sotheby’s International Realty
32 Monomoy Road
Monomoy
$4,495,000
Price Change
Days on Market: 606
Bed: 6 Bath: 6
This spacious, bright and airy, 6 bedroom home with multiple living spaces inside and out. All 3 floors feature bedrooms, bathrooms, large living rooms with fireplaces with ample seating, large TVs, and access to a furnished deck, porch or patio. The lower level has 2 large bedrooms with en suite bathrooms, walk in closets and a living room with fireplace. Entry level has three bedrooms, 2 baths, laundry, and living room with fireplace. Two of the bedrooms are joined by a Jack and Jill style bathroom and the third is ensuite. Upstairs you will find the luxurious primary bedroom and bath, open dining, living and kithcen and a 1/2 bath complete this floor. Incredible harbor and town views from widows walk. Fully stocked kitchen, high-end furnishings, fine linens and towels convey with the property. All bedrooms contain a queen or king size bed and a flat screen TV. All common living spaces have a flat screen TV and fireplace. 0.20 miles to Monomoy Beach.
Maury People Sotheby’s International Realty
104 Baxter Road
Sconset
$6,695,000
Withdrawn
Days on Market: 1142
Bed: 4 Bath: 4
Experience the best of summer living at Sea Forever, a quintessential ’Sconset retreat, where you can watch the sunrise over the Atlantic and set over the prized fairways of Sankaty Head Golf Club. Expansive decks and porches invite seamless indoor-outdoor living, while beautifully landscaped grounds feature a lush lawn, vibrant gardens, and a stunning in-ground pool and spa. A rare opportunity to own a truly exceptional ’Sconset property with three levels of finished living space, a garage, expansion potential and a deeded waterfront parcel directly across the street for taking in ocean breezes. A property of this caliber is seldom available at this price point.
Maury People Sotheby’s International Realty
8 Pitman Road
Sconset
$4,650,000
Withdrawn
Days on Market: 60
Bed: 7 Bath: 7
Tucked away on a quiet, charming private lane in the heart of Sconset Village, this exceptional property captures the timeless beauty and simplicity of ‘Sconset living. Just moments from the iconic Sconset Bluff Walk and the beach, this cherished summer cottage is nestled on nearly an acre of serene, untouched land—surrounded by mature trees, lush ferns, and thoughtfully planted gardens that create an unparalleled summer sanctuary. The home features sun-drenched living spaces, original character details, and the relaxed ambiance that defines life on the east end. This iconic property is ready to be enjoyed as-is or taken to the next level with a thoughtful renovation. A rare opportunity to own one of Sconset’s most elusive and enchanting hidden gems. *This is a portion of 8 Pitman Road.
Maury People Sotheby’s International Realty
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