34 Bosworth Road
Tom Nevers
$8,945,000
Withdrawn
Days on Market: 459
Bed: 4 Bath: 4
Welcome to this beautiful four bedroom waterfront home that lives as a six bedroom! The property features a charming wrap-around porch complete with a luxurious built-in hot tub, perfect for soaking and relaxation. The porch is complemented by multiple seating areas, providing plenty of spots to enjoy the outdoors, whether you’re savoring a morning coffee or watching the sunset. An inviting outdoor dining area allows for al fresco meals, making it ideal for entertaining guests or enjoying family dinners under the stars. An outdoor shower adds a touch of convenience for rinsing off after beach outings. The expansive yard offers ample space for various outdoor activities and gardening. A series of steps and a well-maintained walkway lead you directly down to Tom Nevers Beach, offering easy access to the shoreline, through a well-vegetated slope.
Maury People Sotheby’s International Realty
3 Nobadeer Avenue
Surfside
$9,650,000
Withdrawn
Days on Market: 62
Bed: 4 Bath: 4
Just .23 miles from Surfside Beach and conveniently located along the bike path, this brand new custom-built residence offers the perfect blend of luxury, comfort, and coastal lifestyle. Crafted by one of Nantucket’s most experienced high-end builders, the property showcases exceptional attention to detail and thoughtful design throughout.
The four-bedroom, five-and-a-half bath home features an open floor plan ideal for modern living and entertaining. A sun-drenched living room with vaulted ceilings creates an airy, inviting atmosphere, seamlessly connecting to the gourmet kitchen and dining area.
Outside, lush professional landscaping frames the heated 20′ x 30′ pool, creating a private oasis for summer gatherings. An attached two-bay garage provides ample storage and convenience, a rare amenity in this location.
With its premier Surfside address, proximity to the beach, and top-tier craftsmanship, this property represents a unique opportunity to enjoy Nantucket living at its finest.
J Pepper Frazier Co.
36 West Chester Street
Town
$7,795,000
Price Change
Days on Market: 83
Bed: 5 Bath: 5
Anchored between Main Street and Steps Beach, this extraordinary home captures the essence of refined coastal living. Five private ensuite bedrooms provide luxurious comfort for family and guests, while the chef’s kitchen and adjoining dining room invite gatherings both large and intimate. The sun-soaked, south-facing deck extends the living space into a private, landscaped yard, where views of the Lily Pond Conservancy and the town’s iconic church steeples create a remarkable setting in the heart of Town. With three finished floors of living space and quality craftsmanship throughout, 36 West Chester Street is graceful Nantucket living.
Fisher Real Estate
4 Red Mill Lane
Town
$7,095,000
Price Change
Days on Market: 44
Bed: 5 Bath: 5
Less than a mile from town with a pool, hot tub and cabana, this newer construction five-bedroom home offers the complete Nantucket lifestyle. The open-concept layout seamlessly connects the living, dining, and kitchen areas with the outdoors, while a 1st floor en-suite bedroom, private office and spacious finished lower level add versatility. With all en-suite bedrooms, excellent rental income and offered mostly furnished, this is one you do not want to miss.
Maury People Sotheby’s International Realty
15 Skyline Drive
Surfside
$4,790,000
Withdrawn
Days on Market: 194
Bed: 5 Bath: 5
Enjoy tremendous privacy and close proximity to south shore beaches in this 5 bedroom, Surfside Estate. At 3.23 acres it is one of the largest residential properties currently available. A serpentine driveway winds through the pines to this handsome professionally landscaped home. You enter into a spacious living room with fire place, soaring ceilings open to the dining area and new kitchen. A movie theater, cocktail bar, exercise and play-room fill out the basement. There are plenty of spaces created to enjoy the outdoors too including a deck with built-in grill, a lovely screened in porch, oval swimming pool with hot tub, 12’ fountain, a terrific vegetable & herb garden with raised beds and a 2 car garage. Available for occupancy this summer! Everything your family needs and then some!
William Raveis Nantucket
85 Vestal Street
West of Town
$12,450,000
Withdrawn
Days on Market: 125
Bed: 5 Bath: 5
Exceptional Estate-Ready Offering at 85 Vestal Street, Nantucket
HDC-Approvals pending Compound with Pool, Studio, Cabana & More, June 2026 Occupancy.
Ideally located just west of town, this spacious half-acre parcel – offering a seamless path to high-end Nantucket living.
Development includes-
A gracefully designed main residence with five bedrooms, five full and one half baths, open-concept living spaces, and timeless Nantucket detailing throughout.
A detached garage with full second-floor studio, connected to the main house by a private underground tunnel—a standout feature that opens the door for exciting possibilities such as a private bowling alley.
A heated in-ground saltwater pool with auto cover and integrated spa creating a true backyard sanctuary.
A charming cabana for seamless indoor-outdoor living and entertainment.
Ample room on the lot for a future sports court—ideal for basketball, pickleball, or tennis—enhancing the estate’s active lifestyle potential.
Every detail of the design has been thoughtfully curated to elevate comfort, functionality, and enjoyment.
What truly sets this offering apart:
The seller offers the exclusive opportunity to deliver the finished compound for June 2026 occupancy, providing a rare turnkey solution. Your Nantucket estate will be ready to welcome you with elevated finishes and full customization.
Set within a serene residential enclave just minutes from downtown Nantucket, 85 Vestal Street blends privacy, convenience, and long-term value.
Inquire today for detailed architectural plans, build specifications, and delivery timeline. A rare opportunity to own a fully realized Nantucket compound—designed for both luxury and lifestyle—is here.
William Raveis Nantucket
50 Lovers Lane
Surfside
$4,895,000
Active Under Contract
Days on Market: 59
Bed: 4 Bath: 4
Just minutes from Surfside and Nobadeer beaches, this 3,800 sq. ft. Nantucket home is set on nearly three-quarters of an acre with outstanding outdoor amenities. A heated Gunite pool with integrated spa, bluestone patio, and cabana create a private retreat in the fenced backyard, designed for effortless summer living and entertaining. Inside, three finished levels offer abundant natural light and flexible spaces for family and guests. Mature trees frame the property, while the setting across from 143 acres of State Forest provides both privacy and access to miles of walking and biking trails. With close proximity to the South Shore beaches and the anticipated Lovers Lane bike path project, this Surfside property offers a rare balance of lifestyle and long-term value.
J Pepper Frazier Co.
161 Orange Street
Mid Island
$3,100,000
Sale Pending
Days on Market: 13
Bed: 4 Bath: 4
Situated on a highly visible 11,325 square foot corner lot within the CMI Zoning district (5,000 square foot zoning), this property enjoys a prime location directly across the road from more than 15 acres of harbor front Land Bank conservation land. It comprises of a charming three-bedroom main residence with an attached two-car garage, alongside a one-bedroom guest house that has been lovingly cared for and occupied year-round. The property offers a range of residential and commercial possibilities. Move in and enjoy it as-is, or explore development opportunities to take full advantage of its mixed-use zoning. The property also allows, with a special permit, an exception to the standard building height—presenting a unique chance to capture the scenic views of Nantucket Harbor.
Great Point Properties
7 Dooley Court
Mid Island
$2,650,000
Withdrawn
Days on Market: 144
Bed: 4 Bath: 4
State forest vibes and tall pine trees surround this inviting and spacious 4 bedroom house on 31,908 sq ft oversized lot at the end of a peaceful cul-de-sac. Recent improvements include the installation of central air, and the addition of three new bathrooms. With approximately 1856 sq ft of building footprint available, this property presents a multitude of options for the visionary buyer.
The cleared, buildable portion of the lot allows (pending approvals) for the expansion of the current dwelling, the addition of a second dwelling, and a pool.
The centrally located neighborhood is experiencing much new construction and growth, and gaining attention for its serene but vibrant energy and increasing property values. It is easily accessible to shopping, dining, fitness studios, bike paths, and multiple beaches, with Town just a short ride away. This is an exceptional opportunity to invest, enjoy, and build for the future. Conditionally approved HDC plans for the second dwelling are available.
J Pepper Frazier Co.
2 Lily Street
Sconset
$4,200,000
Withdrawn
Days on Market: 90
Bed: 6 Bath: 6
“The Bo’sn’s Bunt” captures the charm and historic character of ’Sconset at its finest. This unique property includes two separate dwellings, each reflecting classic ’Sconset-style architecture. The main house is one of the original rental cottages built by Edward Underhill, a devoted ’Sconset enthusiast. The second cottage offers a retreat for visiting guests.
With six bedrooms and three bathrooms throughout, the property provides generous space and privacy, complete with a beautifully landscaped yard and inviting patio. Set on a picturesque, shell-lined lane, 2 Lily Street blends timeless interiors, natural light, and rich history, making it a perfect ’Sconset escape for both relaxation and entertaining.
Great Point Properties
41 Quidnet Road
Quidnet
$7,195,000
Withdrawn
Days on Market: 132
Bed: 3 Bath: 3
Tucked just moments from Quidnet Village and sheltered behind high hedges, this special property blends timeless Nantucket charm with thoughtful modern updates. Renovated and significantly expanded in 2008/9, the home features an open floor plan that seamlessly marries classic style with contemporary living. Nearly every room opens onto a beautifully landscaped, fenced-in lawn and garden, creating a natural connection between indoor and outdoor spaces. Highlights include a pergola-covered terrace, rolling green lawns, a covered kitchen-side patio, and a stunning outdoor fireplace perfect for gathering with friends and family on cool island evenings. Quidnet is unique to the island with a mature landscape, proximity to ocean and pond beaches, and low density
Maury People Sotheby’s International Realty
45 Millbrook Road
Hummock Pond
$2,600,000
Sale Pending
Days on Market: 206
Bed: 3 Bath: 3
Experience the perfect blend of privacy and convenience at 45 Millbrook Road. This Vermont Homes Post & Beam Cape-style retreat features 3 bedrooms, 3.5 baths, and is set on nearly 2 acres of pristine, private land directly across from more than 200 acres of Land Bank and conservation trails—an ideal setting for nature lovers and outdoor enthusiasts. Just minutes from Cisco Beach, Cisco Brewers, and Bartlett’s Farm, this home offers the rare combination of a peaceful setting and easy access to Nantucket’s best-loved destinations. Tranquil views stretch across a picturesque pond, part of which lies within the boundaries of the property, enhancing the sense of serenity and connection to nature. The home has been thoughtfully updated in recent years, with a new roof, a high-efficiency hot water heater, a whole-house water filtration system, and a modern I/A (Innovative/Alternative) septic system installed in 2019. The charming cupola has also been refreshed with new windows, cedar shingles, and trim, adding to the home’s timeless appeal.
Congdon & Coleman Real Estate
86 Cliff Road
Cliff
$5,950,000
Price Change
Days on Market: 155
Bed: 5 Bath: 5
Discover the ultimate Nantucket getaway at 86 Cliff Road—a stunning, newly constructed home nestled in the heart of the coveted Cliff neighborhood. Thoughtfully designed across three finished levels, this fully furnished five-bedroom residence combines refined craftsmanship and modern comforts, creating the perfect setting for memorable island living. Offered fully furnished, this gorgeous property offers an immediate opportunity to enjoy turnkey elegance during the best months on the island. As an added bonus, the home is equipped with a roof-mounted solar panel system, practically eliminating utility costs while embracing sustainable living.
Fisher Real Estate
9 Green Hollow Road
Tom Nevers
$3,950,000
Active Under Contract
Days on Market: 542
Bed: 9 Bath: 9
Nantucket Compound for sale. Two homes, Two Inground Pools, 3 acres!
Owner financing to qualified buyers 70% LTV, 8% interest, 15 years fully amortized with 5-year ballon.
The FAMILY TIDES compound sits on 3 acres, at the end of a quiet cul-de-sac in Tom Nevers East. A split driveway leads to two separate family homes. The HIGH TIDE saltbox style cottage features 4 bedrooms, 2.5 bath with a recently added in-ground pool. The home is light and bright with an open floor plan kitchen, dining, living and large porch for relaxing. Master bedroom is ensuite with access to the deck. Three additional bedrooms on the second floor with bath. LOW TIDE is a new cape cod style home featuring 5 bedrooms, 4.5 baths. There is an open floor plan kitchen, living, dining extending out to a patio for summer relaxation. Kitchen is modern and sleek with new appliances. The bedrooms are separated into two wings all generously sized with lots of natural light. Newly installed in ground pool. Access to Tom Nevers East community tennis courts. Strong rental history. Each house has its own pool.
J Pepper Frazier Co.
31 Western Avenue
Surfside
$5,495,000
Active Under Contract
Days on Market: 347
Bed: 5 Bath: 5
Opportunity abounds to convert the stunning property into a private residence. Originally U.S. Life-Saving Station, then Star of the Sea Youth Hostel and now it awaits its new steward. Premium location on an oversized lot with unobstructed ocean views abutting Land Bank land and stairs to the beach across the street. Rare offering…
J Pepper Frazier Co.
Contact us for more information.