47 West Chester Street
Town
$2,850,000
Days on Market: 86
Bed: 4 Bath: 4
Imagine having the best of both worlds, the privacy of sprawling grounds and the convenience of proximity to downtown and the beach. This rare offering consists of over an acre of land, located just a short stroll to the shops on Centre Street and Steps Beach. When not exploring town, the four bedroom, two and half bath home and outdoor living area will provide space for entertaining or relaxing in the large private yard surrounded by mature vegetation. The home is offered for sale fully furnished with an established rental history.
36 Sheep Pond Road
Madaket
$2,995,000
Days on Market: 1146
Bed: 4 Bath: 4
Sweeping ocean views, spectacular sunsets and authentic Nantucket charm located at 36 Sheep Pond Road. This beach retreat, abutting conservation land, offers four bedrooms in the main house and a separate finished studio with a full bath and kitchenette. Two additional structures allow for extra storage and studio space. Sited on a two acre lot with expansion potential-seven bedroom septic in place-floor plan, elevations and site plan available. Unobstructed ocean views and direct access to the beach.
37 Starbuck Road
Madaket
$2,000,000
Days on Market: 112
Bed: 2 Bath: 2
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.
3 Old Mill Court
Town
$9,600,000
Days on Market: 135
Bed: 7 Bath: 7
With a vacation home like this, you’ll never want to leave Nantucket or this house! Recently constructed, you’ll be hard-pressed to find missing amenities in this seven-bedroom, seven-bathroom property sited conveniently near the heart of Town. It offers three finished levels of living space, an in-ground pool with a separate spa, a fire pit, an elevator, and numerous decks and porches. Abutting conservation space and close to Town and nearby beaches, this property provides the ideal locale from which to enjoy endless quality time on your favorite island. With existing leases in place amounting to over $500k in income, this property could also be your next best investment.
3 Highland Avenue
Cliff
$6,955,000
Days on Market:
Bed: 6 Bath: 6
Located in the sought after neighborhood of the Cliff and just moments from Step’s Beach, Town and The Westmoor Club, this beautiful and well maintained, exceptional 6 bedroom home is a true island gem! There are three full floors of living space, an exceptional ‘Chef’s Kitchen’ with top of the line appliances, stunning wide plank oak floors, many custom details, as well as a stunning and private rear garden area-perfect for entertaining and relaxing. The open, first floor living space is light filled and ideal for large gatherings as well as intimate summer occasions. This is a prime location with an exquisite, turnkey home waiting to be enjoyed for summer or year round island living at its best.
258 Polpis Road
Polpis
$16,850,000
Days on Market: 196
Bed: 7 Bath: 7
“Harbor Creek’ is one of the finest Polpis estates that exists. This private and stunning property on just over 4 acres and across the way from acres of protected conservation land includes a five bedroom main house and a two bedroom guest house, room for a pool, direct harbor access as well as outstanding panoramic views and beyond. Renovated by Cross Rip Builders and decorated to perfection, this custom built home includes an outstanding ‘chef’s kitchen’, two separate bright and open living rooms each with a fireplace, antique details and a large primary bedroom with a private deck looking out towards the harbor. There are three sets of French doors leading to the rear deck making for easy access to the lush and flowing expansive yard; perfect for sunset cocktails, entertaining and family gatherings as well as direct access to your own boat! There is a separate two bedroom guest house and mature, beautiful landscaping surrounding the entire property providing much privacy. Whether you are looking for the ideal summer retreat or want to enjoy all of the island seasons, look no further than this exquisite and sophisticated one of a kind property. This is an opportunity to own one of the most iconic properties on Nantucket, also known as the house with the white dory in the front yard; a true island landmark!
8 Milk Street
Town
$6,100,000
Days on Market: 67
Bed: 4 Bath: 4
Located in the heart of the desirable Old Historic District, this beautiful turn-key, antique home with 4 bedrooms suites has been mindfully renovated with no detail overlooked. This exceptional property sits on an oversized lot which includes off street parking, an oversized one car garage, a magnificent spacious rear yard with mature landscaping and beautiful front and side gardens – all hedged in to offer much privacy. There are many custom details throughout the house making for a timeless and stunning interior. The home features an eat-in kitchen area, extra wide antique wood floors, a gracious dining room, and two separate light filled sitting areas – ideal for family gatherings and entertaining. Prominently located just moments from Main Street, this is an ideal location for summer and/or year round living. 8 Milk Street is a unique offering with expansion possibilities and is not to be missed!
19 Ahab Drive
Cisco
$3,325,000
Days on Market: 90
Bed: 3 Bath: 3
This private property is ideally situated, approximately half a mile from Cisco Beach, with easy access to the bike path leading to Bartlett Farm, Cisco Brewery, and 167 Fish Market. This charming three-bedroom, two-bath home is located in a quiet and desirable Cisco neighborhood. The outdoor living space is south-facing, offering incredible light throughout the day, and features a separate garage. The property is 0.64 acres and features a four-bedroom septic system in place for potential expansion, should a buyer desire it.
32 Monomoy Road
Monomoy
$4,250,000
Days on Market: 626
Bed: 6 Bath: 6
Saturday and Sunday September 13th and 14th PUBLIC Open House 2-4:30pm
Walk to Monomoy Beach from 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 ensuite 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 kitchen 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.
26 Arkansas Avenue
Madaket
$1,300,000
Days on Market: 11
Bed: 3 Bath: 3
A rare opportunity to own a turnkey Townhouse in fabulous Madaket offering all that the west end of Nantucket has to offer: pristine beaches, conservation trails, bike paths, The Wave bus to & from Town, Millie’s Restaurant and Market, and those infamous sunsets! Impeccably maintained and continuously upgraded over the past decade, the most recent improvements include all new shingles, new water tank, and an outdoor shower. Split Unit AC on each floor. A light-filled interior is paired with generous outdoor spaces.
18 Creek Lane
Fishers Landing
$4,350,000
Days on Market: 0
Bed: 3 Bath: 3
Beautifully designed and well built by one of Nantucket’s premier builders, the home maximizes the stunning south by south west view that spans over 40 acres of open land. The main living areas are situated on the second floor and feature oak flooring, a gourmet kitchen, Butler’s pantry, dining room, and living room with cathedral ceilings and wood burning fireplace. The dining room and living room open to a second floor covered deck, overlooking the serene view making access to outdoor dining convenient and pleasurable. There is also a second floor den and full bath off the hallway. The loft playroom is accessed by a ship’s ladder. The first floor features a primary suite with sitting area and luxurious bath with tub and separate shower stall. Two additional guest bedrooms and two guest baths, a laundry room and an office with custom built-ins and easy access through French doors leading to the stone patio and spacious backyard.
The full basement has high ceilings, a mechanics room and a single car garage.
Fisher’s Landing location provides easy water access at Warren’s Landing.
The Association amenities include boat storage, tennis courts and basketball and a community mailbox.
7 Gray Avenue
Mid Island
$1,625,000
Days on Market: 682
Bed: Bath:
This R10-zoned area allows for 25% ground coverage (your building footprint) equaling approximately 3,800 square feet on this parcel, excluding decks, pools, or courts. The potential for this parcel is vast; a primary home, secondary home, tertiary unit, pool house, or pool are all options. Soil testing results are available. The lot has been cleared and is in an established area on the fringe of Surfside. Gray Avenue has seen beautiful new construction homes recently built and sold, comparable to neighborhoods such as Miacomet and Hummock Pond. Town sewer and water are available.
107R Orange Street
Town
$3,450,000
Days on Market: 0
Bed: 4 Bath: 4
107 R Orange Street fronts on Back Street, a quiet street in Nantucket’s Old Historic District. This light & bright home was built in 2012 and features a beautifully designed kitchen and combined dining room that provides access to a deck from the French Doors. The spacious living room with high ceilings, gas fireplace and shiplap walls add texture and character to this great space. The half bath and and laundry room are conveniently located off of the living room. The first floor primary suite encompasses the rear of the house and features a large master bath with soaking tub and separate shower stall. There is access to the side deck and private back yard from the first floor primary suite. There is a storage shed in the back yard and an outdoor shower. The second primary suite is located on the second floor and an additional two guest bedrooms share a full bath. The house is offered fully furnished making this transition to your new home easy!
41 Monomoy Road
Monomoy
$15,000,000
Days on Market: 58
Bed: 6 Bath: 6
Spend your Nantucket summer in this turn-key, spacious and special home, nestled in the heart of Monomoy. The professionally decorated property completed by Kathleen Hay Designs is available for July and August 2025 occupancy. The 16×38 infinity edge pool and spa is surrounded by two spacious porches and a patio with a gas fire pit. The thoughtful landscaping features a cutting garden, enhanced privacy screening, and a variety of outdoor seating areas.The home is adjacent to a 4+acre parcel of Nantucket Conservation Foundation land affording privacy and boasts second floor water views of Nantucket harbor.
19 Cato Lane
South of Town
$2,593,500
Days on Market: 40
Bed: 5 Bath: 5
SHOWINGS TO BEGIN AFTER JULY 15TH … OPEN HOUSE JULY 17TH. This charming and comfortable three bedroom home with an attached two bedroom apartment above the two car garage is ideally located on a spacious half acre lot that offers mature landscaping, a fabulous private back and side yard, living and entertaining areas including a large stone patio, and plenty of parking. Moments to Town, Cisco, Surfside, schools, and the hospital. Well maintained and enjoyed by the present and only owners these last 30 years with updated mechanicals and roof, this is a fabulous opportunity for a variety of buyers! Future expansion potential.
61 Cliff Road
Cliff
$5,515,000
Days on Market: 7
Bed: 5 Bath: 5
This classic Nantucket home has been lovingly maintained by the same family for over 35 years, and sits on an oversized lot in the desirable Cliff area. Spanning three levels of living space, it enjoys a prime location just a few blocks from Steps Beach, with convenient access to Jetties Beach via a picturesque cobblestone hill. Downtown Nantucket is also just a short distance away. A welcoming front porch invites you to relax and unwind, while the private back deck is perfect for summer dining and entertaining. The sellers require a closing after October 15th, 2025. All showings require 24 hours’ notice. No showings on July 4th.
Contact us for more information.