42 Chuck Hollow Road
Tom Nevers
$8,495,000
Price Change
Days on Market: 11
Bed: 8 Bath: 8
Situated in Tom Nevers East, just minutes from the Nantucket Golf Club and the village of Sconset, Hollyhock is a five-bedroom residence accompanied by a three-bedroom guest cottage, all set on three rolling acres that offer exceptional privacy, high elevations, and sweeping views from both floors of the Atlantic Ocean, conservation land, and Tom Nevers Pond. Originally constructed in Hanover, Massachusetts in 1840, the distinctive barn-style main house was relocated to Nantucket in 1979. Both the main house and cottage were thoughtfully reimagined by Victoria Hagan. She has become renowned for her intelligent integration of architecture and interior design and her refined use of materials. The current owner also has an acclaimed design background and has brought the property to a new level with enhanced indoor and outdoor spaces. New bluestone patios, outdoor fireplace and dramatic gardens all within a totally fenced in perimeter. A large 60′ x 20′ heated saline pool with retractable cover creates a backdrop for an expansive lawn.
Lee Real Estate
39 Quaise Road
Quaise
$7,500,000
Withdrawn
Days on Market: 112
Bed: 4 Bath: 4
A Rare Opportunity on the Shores of Polpis Harbor perched above the calm, protected waters of Polpis Harbor, this exceptional waterfront offering in coveted Quaise is one of the few remaining chances to create a truly bespoke Nantucket estate. The property boasts panoramic views stretching from Town across Coatue to Pocomo Point. On site is a four-bedroom home with full basement, an existing seawall, and a freestanding two-car garage – valuable assets that provide a meaningful head start for redevelopment or renovation. The interior has been taken down to the studs, allowing for complete customization or seamless execution of the fully approved HDC and ConCom plans for a stunning new residence and garage studio. In addition to architectural approvals, the property benefits from ConCom and Chapter 91 authorizations for a bulkhead replacement and newly designed private beach access via a staircase. This is a rare, legacy-caliber harbor front property—offering privacy, protected water access, and a front-row seat to some of Nantucket’s most iconic scenery.
Compass MA LLC
13 Cliff Road
Cliff
$5,995,000
Active Under Contract
Days on Market: 82
Bed: 7 Bath: 7
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
126 Main Street
Town
$15,295,000
Price Change
Days on Market: 180
Bed: 5 Bath: 5
A once in a lifetime opportunity to own a bespoke, custom compound on historic Main Street Nantucket built by renowned design/build firm, The Stahl Group. Over the course of three years, three generations of luxury designers and builders came together to reimagine an historic home, situated on a rare double lot on upper Main Street. With the utmost attention to detail and high end craftsmanship, 126 Main Street is a true passion project that is ready for its next steward. A total of five en suite bedrooms and en suite sleeping loft provide plenty of space to entertain family and friends or enjoy true multigenerational family living. Every detail imaginable has been thought of, including and especially in the kitchen where a Lacanche range and hood, hand selected in Burgundy, offer a stunning focal point. The wet bar and butler’s pantry lend themselves to beautiful entertaining reminiscent of the most high end homes, only to be outdone by the custom mahogany wine cellar. Generous and gracious living, dining, and entertaining spaces offer many options for an elegant, in town Nantucket life.
A full lower level with two exterior access points offers its own self sufficient guest suite comprising two en suite bedrooms, kitchenette, living, dining, outdoor shower, powder room, and laundry suite.
Multiple dining and entertaining spaces flow into the oversized garden and rear lot, which can be fully customized to suit your needs. With approved hardscaping and landscaping plans, as well as HDC approval to build a custom 3000sf guest house, the rear lot can be crafted into the perfect complement to elevate your lifestyle. The possibilities are endless to put the finishing touches on an in town Nantucket dream home.
Diana Minshall Real Estate
38 Monohansett Road
Surfside
$3,495,000
Sale Pending
Days on Market: 273
Bed: 6 Bath: 6
Six bedrooms, six full baths of new construction in Surfside on over 1.8 acres with a pool, wraparound porch and close proximity to South Shore beaches. Open floor plan with gas fireplace, high end appliances, center island and french doors leading out to the pool area. Three floors of finished living space with shiplap walls and custom built ins. A 18′ x 36′ pool with bluestone patio and large yard help to complete this offering. There is approximately 1500 sq/ft of ground cover remaining and HDC approved plans for a cabana/outdoor kitchen to be added adjacent to the pool.
William Raveis Nantucket
38 Monohansett Road
Surfside
$3,495,000
Sale Pending
Days on Market: 273
Bed: 6 Bath: 6
Six bedrooms, six full baths of new construction in Surfside on over 1.8 acres with a pool, wraparound porch and close proximity to South Shore beaches. Open floor plan with gas fireplace, high end appliances, center island and french doors leading out to the pool area. Three floors of finished living space with shiplap walls and custom built ins. A 18′ x 36′ pool with bluestone patio and large yard help to complete this offering. There is approximately 1500sqft of ground cover remaining and HDC approved plans for a cabana/outdoor kitchen to be added adjacent to the pool.
J Pepper Frazier Co.
115 Surfside Road
Surfside
$8,195,000
Price Change
Days on Market: 76
Bed: 6 Bath: 6
Spacious, Stylish, and Steps from Surfside Beach
This thoughtfully designed home offers expansive landscaped grounds with a pool, hot tub, and a separate cabana featuring a loft—ideal for guests or added entertaining space. Inside, large windows throughout flood the home with natural light and offer uninterrupted views of the pool and surrounding gardens.
The main living room impresses with a vaulted ceiling, clerestory windows, and a dry-stacked stone fireplace. A true gourmet kitchen is the centerpiece, built for serious cooking and seamless entertaining.
Spread across three levels, the home includes two primary suites—one conveniently located on the main floor—plus a lower-level media and game room. Every room is well proportioned, with quality materials and finishes throughout. The layout is both functional and elegant, with an effortless flow between indoor and outdoor living areas.
A rare combination of space, quality, and location.
Maury People Sotheby’s International Realty
18 & 20 Somerset Lane
Hummock Pond
$3,350,000
Price Change
Days on Market: 62
Bed: 3 Bath: 3
Welcome to 18 & 20 Somerset Lane, an exceptional gambrel post and beam house nestled on a generous .92 acres, offering unparalleled privacy in the serene Hummock Pond location. The custom built shed is perfect for outdoor storage. This property provides expansive space for your future aspirations. Imagine the possibilities of building your dream main house, complete with a luxurious pool and charming cottage, all set against a backdrop of natural beauty. Enjoy the tranquility of this idyllic setting while being just moments away from Cisco Beach, 167 Raw, and Bartlett’s Farms. Close proximity to town easily accessible on the Cisco scenic bike path as well as being just under a mile to The Miacomet Golf Club make this an ideal spot for both leisure and convenience. This is an extraordinary opportunity for those seeking a peaceful retreat with endless potential. Don’t miss your chance to make this unique property your own!
Maury People Sotheby’s International Realty
47A Vestal Street
West of Town
$4,395,000
Price Change
Days on Market: 54
Bed: 4 Bath: 4
A stones throw from downtown with the luxury of a private pool! This quiet lane is a rare in-town retreat offering both privacy and convenience. The four-bedroom, four full, one half bathroom home is spread across three finished levels and showcases meticulous upkeep, stylish interiors, and effortless flow. Outside, a private pool is framed by mature landscaping and curated gardens, creating a peaceful outdoor oasis. Sold fully furnished and ready for immediate enjoyment, this property presents an exceptional opportunity for personal use or rental investment. This property was featured with in VOGUE Magazine’s 2024 article “The Best Nantucket Airbnbs for a Quintessential Island Getaway” as a Nantucket Home Close to Town. Note: aka 6 Hedgebury Lane.
Lee Real Estate
15 Meadow Lane
West of Town
$3,300,000
Withdrawn
Days on Market: 4
Bed: 3 Bath: 3
Set on over half an acre of abutting protected conservation land, this ranch-style home offers a rare combination of privacy and convenience. Just a short stroll to town, the property features an open floorplan with three bedrooms, two full baths, sun room, office, garage and workshop, making it as practical as it is full of potential. With endless possibilities for renovation or new construction, this is the perfect opportunity to create your summer dream home in a sought-after location surrounded by natural beauty.
Maury People Sotheby’s International Realty
19 Vesper Lane
South of Town
$2,650,000
Price Change
Days on Market: 120
Bed: 4 Bath: 4
Over 3,000 square feet of gross living area on four fully finished floors abutting over 6 Acres of Land Bank Conservation land and walking trails to the rear of the property. This attractive four-bedroom, three and a half bath home offers many appealing features such as hardwood floors, high coffered ceilings, gas fireplace, raised paneling and wainscoting, heated tile floors, high velocity AC, abundant closet storage, finished basement, and custom louvered shutters throughout. Privacy fencing, a brick patio, an outdoor shower, and a storage shed all add to this home’s many great attributes. This convenient Surfside/Hummock Pond location provides easy access to Town, mid-island conveniences, and Bartlett’s Farm, as well as to some of Nantucket’s best south shore beaches. This is a very substantial offering in this price point and should not be missed! This property is being sold mostly furnished.
Great Point Properties
1 Grove Lane
Town
$3,895,000
Sale Pending
Days on Market: 12
Bed: 4 Bath: 4
This attractive and updated Bungalow-style home offers classic charm and modern living just moments from downtown Nantucket. Located across from Lily Pond Park, 1 Grove Lane boasts a fenced-in yard, four spacious bedrooms, a den, three full bathrooms, and parking for two vehicles. With 2,373 sq ft of living space and thoughtful renovations completed in 2018, it’s ideal for seasonal or year-round living.
Fisher Real Estate
1 Reeds Way
Tom Nevers
$9,995,000
Withdrawn
Days on Market: 368
Bed: 6 Bath: 6
1 Reeds Way | Nearly 3 Acres of Elevated Oceanfront with Endless Possibilities.
Available for only the second time in 50 years, this newly renovated six-bedroom, five-bath estate crowns nearly three elevated acres—45 feet above sea level, with decks soaring to ~65 feet for panoramic Atlantic Ocean Views. Sunrise floods the terraces from the east; afternoon sun sweeps in from the south, delivering golden light all day.
In 2025, the property underwent comprehensive upgrades: all-new cedar shingling, cedar roof, trim, and exterior lighting; high-efficiency boilers for heat and hot water; expanded decking; extended lawn with retaining walls; refreshed landscaping; and full interior electrical enhancements. A brand-new cabana joins the heated pool, hot tub, outdoor kitchen, and twin outdoor showers—perfect for seamless transitions from private-beach mornings (via custom stairs) to sunset gatherings.
Ready to enjoy now—with every opportunity to personalize, evolve, and make it distinctly yours.
Shown by private appointment only beginning July 2nd
Compass MA LLC
3 & 3A Reeds Way
Tom Nevers
$8,995,000
Withdrawn
Days on Market: 368
Bed: 9 Bath: 9
Stunning Oceanfront Estate | 3 & 3A Reeds Way – Set on a dramatic stretch of Nantucket’s south shore, this exceptional oceanfront property offers two homes with sweeping Atlantic views and direct shoreline access. Since Fall 2024, the estate has undergone extensive upgrades, including: all-new cedar roofing, shingling, trim, and exterior lighting; new boilers for heat and hot water; expanded decking; newly extended lawn over six feet to the east with retaining walls; refreshed landscaping; and interior electrical enhancements.
Recent HDC approvals include a spacious 14′ x 32′ pool and a private staircase providing dedicated beach access. Move in now and enjoy the home as-is—perfectly positioned for living today while you plan and personalize your vision for tomorrow.
Enjoy the serenity of Tom Nevers and the rare opportunity to own a move-in-ready Waterfront Retreat – Main House & Cottage on Nantucket.
Shown by Appointment Only Beginning July 2nd
Compass MA LLC
1, 3, & 3A Reeds Way
Tom Nevers
$18,990,000
Withdrawn
Days on Market: 368
Bed: 15 Bath: 15
1–3 & 3A Reeds Way | Where Ocean Meets Opportunity | Nearly 6 Acres of Elevated Nantucket Frontage
Offered for only the second time in half a century, this unrivaled Tom Nevers compound unites three elevated ocean-facing homes on nearly six acres, each with commanding Atlantic vistas and direct beach access. Manicured lawns, generous parking, expansive porches, and decks perched up to ~65 feet above sea level create the perfect setting for sunrise coffee and sunset gatherings.
2025 enhancements across all structures include: all-new cedar shingling, cedar roofs, trim, windows, and sliding doors; high-efficiency boilers and heaters; interior electrical upgrades; and extended decking that seamlessly connects indoor and outdoor living. A newly expanded yard, resort-style heated pool, poolside cabana, outdoor kitchen, and twin outdoor showers provide a turnkey setting for multi-generational enjoyment—from Thanksgiving football to summer croquet.
Reeds Way is a private road—yours to rename and personalize. Whether you envision separate guest houses, a unified estate, or a long-term retreat, the infrastructure is in place for immediate enjoyment while you shape its future.
Few properties offer this elevation, acreage, and unobstructed ocean views—where the value lies as much in the land as in the lifestyle it affords.
Shown by private appointment only beginning July 2nd
Compass MA LLC
8 Cannonbury Lane
Sconset
$2,995,000
Sale Pending
Days on Market: 33
Bed: 0 Bath: 0
This vacant half-acre lot is offered with HDC-approved Botticelli and Pohl plans, thoughtfully designed to accommodate grand gathering spaces with soaring 10-foot ceiling heights and spacious and private suites. It also takes full advantage of the outdoor spaces, featuring covered porches and an ideal space for a pool. The property offers deeded beach access. At the end of Cannonbury Lane, residents can enjoy “The Shed,” a community building featuring a gym, a gathering room, and a shared garden. Nearby walking trails provide access to nearby Sconset Village and Ruddick Commons Trails. This is an ideal opportunity for buyers to create their dream Nantucket beach house.
Great Point Properties
14 Lyon Street
Town
$2,275,000
Sale Pending
Days on Market: 313
Bed: 3 Bath: 3
This charming three-bedroom, two-and-a-half-bath home is tucked away on a quiet street in the heart of Nantucket’s historic district. Its location offers both privacy and convenience. Located moments from Main Street, this light-filled home provides easy access to Nantucket’s vibrant downtown area, filled with historic charm, shopping, and dining.
Great Point Properties
1 Halyard Lane
Miacomet
$2,695,000
Sale Pending
Days on Market: 4
Bed: 4 Bath: 4
Location & Lifestyle
An ideal combination of location, space and lifestyle. This 4-plus bedroom, 3-bathroom home is nestled on an oversized, fabulously landscaped lot abutting Miacomet Golf Course / Land Bank Land. Easy access to the Land Bank walking trails around Miacomet Pond to the ocean and only minutes to the south shore beaches and local highlights: Cisco Brewers, Bartlett’s Farm, 167 Fish Market/Lunch Truck and miles of bike paths that wind through the island. 2400 square feet of quality construction and interior space with a first-floor bedroom adding flexibility for guests or family. The full basement provides bonus space. Relax on the back deck or private patio and enjoy the 3 + seasons of color and textures in the gardens. Please give 24 hours notice to show.
Atlantic East Nantucket Real Estate
3D Windy Way
Mid Island
$860,000
Price Change
Days on Market: 13
Bed: 2 Bath: 2
This sunny second-floor unit with two bedrooms and one bath is conveniently located in the building behind Brix and was thoroughly renovated in 2017. It offers 745 square feet of living space with an open floor plan, hardwood floors, central air conditioning, and a radiant heat bathroom floor. The updated kitchen, ample storage/closet spaces, and an exclusive two-story deck for Unit D are standout features. The condominium also includes one designated parking space. Its prime location offers easy access to the WAVE and the Surfside Road bike path, The Muse, 45 Surfside, schools, and South Shore beaches. It’s move-in ready!
Fisher Real Estate
1 & 7 Airport Road
Airport
$11,495,000
Withdrawn
Days on Market: 375
Bed: Bath:
“The Gateway to Nantucket” – A Rare Commercial Opportunity offering Exceptional Visibility and Versatility Near Nantucket Airport. These highly sought-after sizable commercially zoned parcels totaling approximately 1.54 acres (+/-), offer unparalleled potential with exceptional visibility from two main roadways. Situated in the desirable and versatile CTEC zoning district, these parcels allow for a wide range of mixed commercial and residential uses, providing a world of possibilities (see zoning use chart).
Just west of Nantucket Airport, this commercially zoned land is ideal for mixed residential-commercial and contractor uses, all supported by town water and sewer services. Whether you’re interested in developing residential housing or embarking on a commercial venture, these parcels offer a unique opportunity tailored to meet your business needs.
With the flexibility to accommodate a variety of projects, this land serves as a prime canvas for those looking to make a significant impact in this highly valuable and visible area of the island.
Available individually as 1 Airport Road (92245) and 7 Airport Road (92246).
Berkshire Hathaway HomeServices Island Properties Nantucket
6 Dovekie Court
Naushop
$2,450,000
Price Change
Days on Market: 133
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
7 Airport Road
Airport
$5,750,000
Withdrawn
Days on Market: 108
Bed: 0 Bath: 0
Position your business for success with this .76 +/- acre commercially zoned parcel located just off the high-traffic corner of Airport Road and Old South Road. 7 Airport Road offers excellent visibility and easy access in one of Nantucket’s most active commercial corridors, just west of Nantucket Memorial Airport.
Zoned CTEC, this lot supports a wide variety of commercial and residential uses (see zoning use chart), offering flexibility for mixed-use development, contractor operations, office space, or residential housing. Town water and sewer service are available, simplifying the development process.
With strong exposure and a strategic location steps from the island’s main thoroughfares, 7 Airport Road presents a valuable opportunity to establish or expand your presence in a high-demand area.
Also available as a combined acquisition with 1 Airport Road (see Listing 92251)
Berkshire Hathaway HomeServices Island Properties Nantucket
1 Airport Road
Airport
$5,750,000
Withdrawn
Days on Market: 108
Bed: 0 Bath: 0
“The Gateway to Nantucket” – Prime Commercial Corner Lot at Airport Road and Old South Road
A rare opportunity to own a highly visible commercial parcel at one of Nantucket’s busiest intersections. 1 Airport Road .79 acres +/- and occupies a prominent corner lot at Airport Road and Old South Road, just west of Nantucket Memorial Airport.
Located in the flexible CTEC zoning district, this property allows for a wide range of commercial and residential uses (see zoning use chart), making it ideal for mixed-use development, contractor shop, office space, or residential units. Town water and sewer service add to the property’s development ease.
With exceptional exposure from two major roadways, this lot presents a prime opportunity for businesses or investors looking to establish a strong presence in one of Nantucket’s most trafficked corridors.
Also available as a combined acquisition with 7 Airport Road (see Listing 92251)
Berkshire Hathaway HomeServices Island Properties Nantucket
1 Airport Road
Airport
$5,750,000
Withdrawn
Days on Market: 108
Bed: Bath:
“The Gateway to Nantucket” – Prime Commercial Corner Lot at Airport Road and Old South Road
A rare opportunity to own a highly visible commercial parcel at one of Nantucket’s busiest intersections. 1 Airport Road .79 acres +/- and occupies a prominent corner lot at Airport Road and Old South Road, just west of Nantucket Memorial Airport.
Located in the flexible CTEC zoning district, this property allows for a wide range of commercial and residential uses (see zoning use chart), making it ideal for mixed-use development, contractor shop, office space, or residential units. Town water and sewer service add to the property’s development ease.
With exceptional exposure from two major roadways, this lot presents a prime opportunity for businesses or investors looking to establish a strong presence in one of Nantucket’s most trafficked corridors.
Also available as a combined acquisition with 7 Airport Road (see Listing 91591)
Berkshire Hathaway HomeServices Island Properties Nantucket
7 Airport Road
Airport
$5,750,000
Withdrawn
Days on Market: 108
Bed: Bath:
Position your business for success with this .76 +/- acre commercially zoned parcel located just off the high-traffic corner of Airport Road and Old South Road. 7 Airport Road offers excellent visibility and easy access in one of Nantucket’s most active commercial corridors, just west of Nantucket Memorial Airport.
Zoned CTEC, this lot supports a wide variety of commercial and residential uses (see zoning use chart), offering flexibility for mixed-use development, contractor operations, office space, or residential housing. Town water and sewer service are available, simplifying the development process.
With strong exposure and a strategic location steps from the island’s main thoroughfares, 7 Airport Road presents a valuable opportunity to establish or expand your presence in a high-demand area.
Also available as a combined acquisition with 1 Airport Road (see Listing 91591)
Berkshire Hathaway HomeServices Island Properties Nantucket
1 & 7 Airport Road
Airport
$11,495,000
Withdrawn
Days on Market: 108
Bed: 0 Bath: 0
“The Gateway to Nantucket” – A Rare Commercial Opportunity offering Exceptional Visibility and Versatility Near Nantucket Airport. These highly sought-after sizable commercially zoned parcels totaling approximately 1.54 acres (+/-), offer unparalleled potential with exceptional visibility from two main roadways. Situated in the desirable and versatile CTEC zoning district, these parcels allow for a wide range of mixed commercial and residential uses, providing a world of possibilities (see zoning use chart).
Just west of Nantucket Airport, this commercially zoned land is ideal for mixed residential-commercial and contractor uses, all supported by town water and sewer services. Whether you’re interested in developing residential housing or embarking on a commercial venture, these parcels offer a unique opportunity tailored to meet your business needs.
With the flexibility to accommodate a variety of projects, this land serves as a prime canvas for those looking to make a significant impact in this highly valuable and visible area of the island.
Available individually as 1 Airport Road (92249) and 7 Airport Road (92250).
Berkshire Hathaway HomeServices Island Properties Nantucket
34 Pine Street
Town
$2,695,000
Price Change
Days on Market: 62
Bed: 3 Bath: 3
A charming antique gem located in the heart of downtown Nantucket. Just steps from the picturesque cobblestones of Main Street, this home is conveniently close to all the attractions of Town. It features a bright, airy interior and a wonderful deck perfect for outdoor enjoyment. The garden level apartment with it’s own access, offers a multitude of options including overflow guest space or income producing potential.
Great Point Properties
22 Vestal Street
Town
$5,490,000
Price Change
Days on Market: 173
Bed: 6 Bath: 6
This newly constructed home at 22 Vestal Street is perfectly positioned in town proper, just a short distance from historic downtown Nantucket and the island’s pristine beaches. Built by one of Nantucket’s premier builders, this stunning residence spans over 4,000 square feet and features six bedrooms and four-and-a-half baths. Designed and styled by LTW Design, the home offers a sophisticated yet functional living space, ideal for families and friends to create lasting summer memories.
An open floor plan seamlessly blends indoor and outdoor living, featuring a gourmet kitchen with top-of-the-line appliances, stone countertops, and wide-plank oak floors throughout. Additional highlights include a masonry fireplace, contemporary tile and lighting fixtures, and beautifully manicured landscaping, all thoughtfully curated to enhance this exceptional island retreat.
J Pepper Frazier Co.
6 Bittersweet Lane
South of Town
$1,475,000
Price Change
Days on Market: 54
Bed: Bath:
Bittersweet Lane: Pastoral privacy on this vacant lot of over 20,000 square feet located a short hop from downtown. Thie lot has Town water and sewer and can have a primary and secondary dwelling. Rare offering.
Atlantic East Nantucket Real Estate
7 Bittersweet Lane
South of Town
$1,550,000
Price Change
Days on Market: 29
Bed: Bath:
Bittersweet Lane: Oversized lot in pastoral location just South of Town. Property has town water, sewer and utilities and is subject to wetlands. Con Comm Order of Conditions predated recent setback changes. Lot located across the street is also for sale at $1,600,000.
Atlantic East Nantucket Real Estate
Contact us for more information.