77 Hummock Pond Road
Hummock Pond
$2,125,000
Bed: Bath:
RARE CISCO/ Hummock POND OPPORTUNITY offering 0.89 acres of privacy! This expansive property has been approved for a 4 bedroom house with a structure that can serve as a garage by the Conservation Commission. The property allows approximately for over 1,900 square feet of ground coverage. The property is serviced by both Town water & Town sewage, and a preliminary drawings that showcases the property has been created. However, final approval by HDC is currently in progress.
ACK Distinctive Properties
15 Meadow Lane
West of Town
$3,300,000
Bed: 3 Bath: 2
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
59 South Shore Road & 14 & 14R Tripp Drive
Surfside
$39,900,000
Bed: 8 Bath: 8.5
Just minutes from Surfside Beach, Rhythm Ranch is a rare nearly seven-acre equine estate opportunity spanning three contiguous properties that balance coastal sanctuary and countryside retreat. The main residence at 59 South Shore Road brings together two storied barn-styled structures into one expansive 9,500+ square foot home, incorporating a salvaged custom Benson timberframe from the historic Vanderbilt / Egan Estate. Inside, soaring barn-inspired ceilings set the tone for refined, rustic elegance, while a home office, gym, game room with shuffleboard, billiards, and a full bar round out the experience. The grounds are built to host, with a grand pool, spa, pool house, multiple fire pits, 36 fruit trees in its orchard and tucked-away garden spaces. The two adjacent one-acre lots at 14 Tripp Drive offer a vast canvas of open, manicured land with direct access to Nantucket’s conservation trails. Conceptual drawings for an equestrian program including HDC-approved plans are available. Offering an unmatched connection to Nantucket’s natural landscape, from its celebrated trails to its beloved beaches, this is a rare chance to claim something truly extraordinary. Your island legacy starts here.
Compass MA LLC
4 Flintlock Road
Tom Nevers
$3,775,000
Bed: 5 Bath: 4.5
Nestled on a 1+ acre private lot, this property offers a blend of elegance, functionality, and natural beauty. Enjoy distant ocean views from the secluded grounds, creating a serene retreat just steps from the coast.
The spacious main house features a two-level deck, perfect for entertaining or relaxing. The lower-level deck opens directly from the living room, while the upper-level deck provides a private retreat off the primary bedroom. Two brick patios flank the house—one adjacent to the deck and another on the opposite side—offering versatile outdoor living spaces.
The garage/cottage includes a large second-story deck accessible from the living space, ideal for additional entertaining or enjoying the views. The two-car garage provides ample space for vehicles and storage.
The property is HDC-approved for a pool, bluestone patio, and pergola, providing a blank canvas for your dream backyard retreat. The thoughtfully designed layout maximizes privacy and functionality, making this property perfect for both everyday living and luxurious entertaining.
Great Point Properties
59 South Shore Road & 14/14R Tripp Drive
Surfside
$39,900,000
Bed: 8 Bath: 8.5
Just minutes from Surfside Beach, Rhythm Ranch is a rare nearly seven-acre equine estate opportunity spanning three contiguous properties that balance coastal sanctuary and countryside retreat. The main residence at 59 South Shore Road brings together two storied barn-styled structures into one expansive 9,500+ square foot home, incorporating a salvaged custom Benson timberframe from the historic Vanderbilt / Egan Estate. Inside, soaring barn-inspired ceilings set the tone for refined, rustic elegance, while a home office, gym, game room with shuffleboard, billiards, and a full bar round out the experience. The grounds are built to host, with a grand pool, spa, pool house, multiple fire pits, 36 fruit trees in its orchard and tucked-away garden spaces. The two adjacent one-acre lots at 14 Tripp Drive offer a vast canvas of open, manicured land with direct access to Nantucket’s conservation trails. Conceptual drawings for an equestrian program including HDC-approved plans are available. Offering an unmatched connection to Nantucket’s natural landscape, from its celebrated trails to its beloved beaches, this is a rare chance to claim something truly extraordinary. Your island legacy starts here.
J Pepper Frazier Co.
1 Saratoga Lane
Town
$2,800,000
Bed: 3 Bath: 2
On the edge of the historic district tucked between Vestal and Milk Streets sits this sweet 3 bedroom, 2 bath home with a surprisingly private yard. Kitchen, dining and living room with large windows and decks which all take advantage of the serene back yard. The location on this quiet little lane is excellent. There is tremendous potential to improve the property. Full unfinished walk out basement.
William Raveis Nantucket
1 Arlington Street
Tom Nevers
$1,750,000
Bed: 1 Bath: 1
Charming home situated on a corner lot in Tom Nevers. Both a summer cottage and a year-round home, built in 1991 and recently updated with a new kitchen in 2023. Undersized Lot of Record in LUG3 allows for significant expansion within zoning and septic setbacks. Current Title V, with the existing four-bedroom septic system, will require a regulatory upgrade upon any expansion or new construction.
Lee Real Estate
35 Shell Street
Sconset
$15,975,000
Bed: 10 Bath: 6
For the first time in nearly a century, 35 Shell Street is being offered for sale. Originally acquired in 1929, this is a cherished cornerstone of ’Sconset history. Unrivaled in location and scale, this represents a true once-in-a-lifetime legacy opportunity. Commanding an expansive and elevated vantage point with sweeping, unobstructed 180-degree views of the Atlantic Ocean, the estate includes a 10+ bedroom Main House and three-bay garage on a lot with a deep oceanfront lawn. Designed with flawless flow and symmetry, a grand central living room anchors the home, separating two distinct wings. North Wing: Features a dedicated office/mudroom, kitchen, chef’s pantry, and formal dining room with expansive views and direct access to the ocean-facing deck. South Wing: Offers a cozy den with a fireplace and a private two-room guest suite complete with its own sitting room and full bath. The dining room, central living area, and den all open directly onto the sweeping ocean-view deck—perfect for al fresco dining or shaded afternoon relaxation. Dual staircases—one in each wing—enhance privacy and provide exceptional internal circulation. The upper floor features nine of the property’s 10+ bedrooms, almost all of which are ocean-facing. The Primary Suite: Spans the entire depth of the house to connect the north and south wings, boasting a private dressing area and en-suite bath. The estate’s exterior is an entertainer’s dream, defined by an expansive oceanfront lawn and two private, hedge-lined patios configured for firepits, lawn games, and lounge seating. The grounds are complete with two outdoor showers and direct access to the beach. The guest house at 33 Shell street is also available for purchase and can be included in the sale for a combined price of $19,975,000. More than a home, 35 Shell Street represents a unique opportunity to create your family’s legacy just steps from ’Sconset Village and the beach.
Lee Real Estate
33 & 35 Shell Street
Sconset
$19,975,000
Bed: 16 Bath: 10
For the first time in nearly a century, 33 & 35 Shell Street are being offered for sale together. Originally acquired in 1929, this cherished cornerstone of ’Sconset history has been enjoyed as a beloved family compound. Unrivaled in location and scale, this represents a true once-in-a-lifetime legacy opportunity. Commanding an expansive and elevated vantage point with sweeping, unobstructed 180-degree views of the Atlantic Ocean, the compound seamlessly pairs a stately Main House (35 Shell) with a Guest House (33 Shell). The compound is complemented by a classic three-bay garage and magnificent, deep oceanfront lawns. The Main House: Designed with flawless flow and symmetry, a grand central living room anchors the home, separating two distinct wings. North Wing: Features a dedicated office/mudroom, kitchen, butler’s pantry, and formal dining room with expansive views and direct access to the ocean-facing deck. South Wing: Offers a cozy den with a fireplace and a private two-room guest suite complete with its own sitting room and full bath. The dining room, central living area, and den all open directly onto a sweeping ocean-view deck—perfect for al fresco dining or shaded afternoon relaxation. Dual staircases—one in each wing—enhance privacy and provide exceptional internal circulation. The upper floor features nine of the property’s ten plus bedrooms, almost all of which are ocean-facing. The Primary Suite: Spans the entire depth of the house to connect the north and south wings, boasting a private dressing area and en-suite bath. The compound is an entertainer’s dream, defined by an expansive oceanfront lawn and two private, hedge-lined patios configured for firepits, lawn games, and lounge seating. The grounds are complete with two outdoor showers and direct, deeded access to the beach. More than a home, 33 & 35 Shell Street represents an irreplaceable piece of Nantucket’s heritage. Welcome to the ultimate ’Sconset legacy.
Lee Real Estate
156 Madaket Road
Madaket
$7,750,000
Bed: 6 Bath: 4.5
Set on just shy of two private acres, 156 Madaket Road is a beautifully renovated six-bedroom property offering an exceptional blend of luxury, privacy, and coastal living. Extensively reimagined in 2024, the home seamlessly combines sophisticated design with relaxed island elegance and was notably featured in Vogue. Thoughtfully designed for both entertaining and everyday comfort, the property features six bedrooms, four full baths, and one half bath, with expansive indoor and outdoor living spaces that embrace the surrounding natural landscape. The resort-style outdoor setting includes a stunning gunite pool, separate spa, and multiple areas for lounging and dining, all enveloped by mature landscaping for exceptional privacy. A nearby walking path offers easy access to the beach, allowing you to fully enjoy Nantucket’s renowned coastline and sunsets. A newly installed eight-bedroom septic system presents a rare and valuable opportunity for future expansion, including the potential to add a two-bedroom cottage. In addition to being an extraordinary private retreat, the property has also proven itself as a highly successful rental investment over the past several years. Offering a rare combination of acreage, privacy, recent renovations, expansion potential, and strong rental history, 156 Madaket Road represents a compelling opportunity in Nantucket’s highly sought-after market.
Fisher Real Estate
42 Vestal Street
West of Town
$2,750,000
Bed: 3 Bath: 2
Tucked away on a coveted corner lot where Vestal meets Winn, 42 Vestal Street captures the timeless charm of one of Nantucket’s most beloved in-town neighborhoods. Three bedrooms and two full bathrooms are spread across two floors, with a study that offers additional flexible space. A nearby Quaker cemetery lends the surrounding area an uncommon openness and calm, while beautiful exterior details including copper downspouts and rear deck invite long afternoons spent enjoying the property’s peaceful yet convenient setting.
Fisher Real Estate
6 Van Gilder Avenue
Mid Island
$11,475,700
Bed: 1 Bath: 1
Investor Opportunity! 5% Cap Rate plus A+ rated tenant. Offered for sale is this newly constructed, 5,942 square foot distribution center, completed in January of this year and sited on a double lot, along one of the island’s primary commercial corridors. The property is leased to Frito Lay/Pepsi for 10 years with annual rent increases and two renewal options, also with annual rent increases.
William Raveis Nantucket
2 Paupamo Way
Nashaquisset
$2,795,000
Bed: 3 Bath: 2
This home has been fully and tastefully renovated at a high level of quality throughout, both the interior and exterior. The all new kitchen has state of the art appliances that must be seen to be appreciated. Both bathrooms are beautifully tiled, with attractive hardware and new vanities. A blue stone patio and shaded yard complete the outdoor space that accommodates 2 car parking. The 2 HVAC condensers (2 zones) and laundry are the most recent new additions.
William Raveis Nantucket
76 Sankaty Road
Sconset
$3,450,000
Bed: 3 Bath: 2.5
Welcome to Blue Whale, ideally located just off the bike path and moments from the crown jewel of the east end, the iconic Sankaty Head Lighthouse. Entering through an arbor, you are welcomed into a charming summer retreat that can be enjoyed as is or thoughtfully reimagined using the HDC-approved expansion and pool plans that convey with the property. Recent 2025 capital improvements include a new cedar roof, new skylights, freshly painted exterior trim, and the addition of mini-split systems providing both air conditioning and heat throughout. Offered furnished and supported by a strong summer rental history (rented July 10th to August 20th, 2026), this turnkey property is ready for its next owners to begin their Sconset story.
Great Point Properties
3 Newtown Road
Mid Island
$2,450,000
Bed: 4 Bath: 2.5
Completely renovated in 2026, 3 Newtown Road is a four bedroom, two and one half bath home that is ready for summer occupancy. Enjoy the convenient mid island location within close proximity to shopping, restaurants, schools, the hospital and the Creeks Preserve. Improvements include a new roof, windows, siding, gutters, 5″ wide white oak flooring, renovated kitchen and bathrooms, new interior doors and upgraded electrical service. Every surface has been touched in this high quality renovation. With ample parking and over 1000 sq. ft. of ground cover available for expansion, there is great potential for added value.
Fisher Real Estate
78 Baxter Road
Sconset
$4,390,000
Bed: 4 Bath: 3
Charming Sconset home with large yard, this retreat blends classic Nantucket character with comfortable modern living. A rose-draped front porch welcomes you in, while the west-facing rear deck invites evenings spent enjoying beautiful sunsets on the horizon. With 2,056 square feet of well-maintained living space, four bedrooms, and three bathrooms, the home offers an ideal layout for family gatherings or effortless entertaining. Central air conditioning ensures year-round comfort, and a proven rental history makes this a smart investment as much as a personal sanctuary.
Westbrook Real Estate
10 Coffin Street
Town
$2,395,000
Bed: 3 Bath: 2
Moments from the harbor, with views of the gold dome church steeple framing the walk into town, 10 Coffin Street occupies one of Nantucket’s most coveted in-town positions. This charming home — three bedrooms, two bathrooms — has unique features: high ceilings, generous windows, and a generous open floor plan. For the buyer, this is a rare chance to own a charming Nantucket home in one of the island’s most sought-after in-town locations.
Fisher Real Estate
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