Nantucket Real Estate Listings

Moors End, a stately three-story brick home, was constructed between 1829 and 1834 by Jared Coffin, a wealthy mariner and ship builder, during the heyday of Nantucket’s prosperous whaling era. This iconic property, situated on over an acre of land, includes an extensive heirloom rose garden framed with formal boxwood hedges, and is encircled with a brick wall for privacy on Pleasant Street. Two additional structures complete the estate including Nine and Eleven Candlehouse Lane featuring an 1850 carriage house and stable and Two Mill Street, a 1921 home, with three bedrooms and three baths.

72 Main Street is a meticulously preserved piece of Nantucket's history that exudes a sense of place, where one instantly knows they are both in the heart of historic downtown and can appreciate that they are on an island. For more than two centuries, this home has stood prominently steeped in heritage and offers an exquisite glimpse into a time when craftsmanship and opulence defined Nantucket's landscape. This architectural masterpiece has been thoughtfully preserved, while modernization has been discreetly integrated into the interior to enhance functionality while preserving its historical details.

Generational Compound opportunity to own 3 contiguous lots, zoned Commercial Neighborhood, with sweeping harbor views, on a private street ¼ mile from town. Assemblage looks over town pier and Francis Street beach kayak rentals, with the soon to be moved Senior Center between it. Great Harbor Yacht Club borders to the East. Rare to see a Commercially zoned, water view, walk to town, with 8600 sq ft of ground cover allowed on 18,723 sq ft of land. Current parcels include a beautiful 4/3.5 main house, a garage with 1 bedroom apartment above it, and two structures to be moved or taken down on independent buildable lots on Union Street side to either merge into a family compound, or develop into a water view hotel by right. Property viewshed already has 14 properties that have been acquired by the town or the Land Bank, with well publicized plans for enhancements.

Generational Compound opportunity to own 3 contiguous lots, zoned Commercial Neighborhood, with sweeping harbor views, on a private street ¼ mile from town. Assemblage looks over town pier and Francis Street beach kayak rentals, with the soon to be moved Senior Center between it. Great Harbor Yacht Club borders to the East. Rare to see a Commercially zoned, water view, walk to town, with 8600 sq ft of ground cover allowed on 18,723 sq ft of land. Current parcels include a beautiful 4/3.5 main house, a garage with 1 bedroom apartment above it, and two structures to be moved or taken down on independent buildable lots on Union Street side to either merge into a family compound, or develop into a water view hotel by right. Property viewshed already has 14 properties that have been acquired by the town or the Land Bank, with well publicized plans for enhancements.

39 Orange Street, a masterclass in architectural ingenuity where stunning renovation seamlessly blends historic charm with modern luxury. This sun-drenched in-town lovingly cared for & maintained home showcases the elegance of a historic stately captain's home combined with the desired amenities of today's discerning buyers. With 7 bedrooms and 8.5 bathrooms in the Main House, along with a one-bedroom guest Cottage, this significant property is prominently situated on an oversized lot at the corner of Orange St. and Plumb Lane. Offering approximately 6,000 square feet of living space in the Main House and 460 square feet in the Private Cottage. The craftsmanship and attention to detail throughout the home are remarkable, with high ceilings, exquisite moldings, antique king pine original floors, multiple fireplaces and a wine cellar among the features that add to its allure. The finished basement provides additional space for recreation or relaxation. Located in Nantucket's highly sought after Historic District, this property offers off-street parking and substantial room to grow with remaining ground cover. Its coveted location on upper Orange Street provides both privacy and proximity to downtown Nantucket - an opportunity that won't last.

Discover the perfect setting at 2 Hedgebury Lane, an exceptional family compound within minutes of downtown. This exquisite property features a stunning main residence, a brand-new guest house, and a recently constructed pool and cabana. Outdoors, you'll enjoy covered decks, a gas fire pit, outdoor flat-screen TVs, and a serene patio ideal for barbecuing at the built-in grill. The heated pool, surrounded by elegant bluestone, serves as the heart of this communal space, seamlessly connecting the two homes. This property promises an unparalleled living experience with roughly 430 square feet of ground cover available for expansion and presents a compelling investment opportunity.

One of the largest parcels of land in Nantucket’s Old Historic District spanning from India Street to Rose Lane. Sitting high above India Street, this elegant Georgian-style home was built for noted whaling Captain David J. Baxter in the early 1830s. The home exudes charm and character that evokes thoughts of Nantucket’s prosperity during the glory days of the whaling era. The interior boasts high ceilings, many original details and spacious rooms. A three lot subdivision has been approved by the Nantucket Planning Board, which would allow a buyer to place multiple dwellings on the property.

Situated just moments from Main Street in an area steeped in history, this exquisite property has been completely and beautifully transformed. Originally dating back to the 1750’s, the property now offers 6BR/6.5BA throughout three levels of thoughtfully designed spaces. The nearly 5,000 square foot home is situated on an oversized parcel of land and is ensconced by mature trees. The spacious lawn, expansive decks and covered porches offer a unique ability to enjoy outdoor living while being centrally located in Town. Offered with a turnkey furnishings package, this could be your home for Thanksgiving and Stroll while you make plans for summer 2024!

Located in downtown Nantucket, this historic treasure has been masterfully transformed into a contemporary masterpiece. Built in 1750, the home underwent a meticulous two-year renovation by Grey Lady Development, seamlessly merging historical charm with modern luxury. With 6 bedrooms and 6.5 bathrooms across three floors, this residence offers a perfect balance of elegance. The main level features a gourmet kitchen with an 11-foot marble island, a living room with a gas fireplace, and a guest bedroom with an en-suite bath. The second floor boasts 4 bedrooms,3 en-suites plus a home office. The primary bedroom includes a walk-in closet, a lavish bath, and a covered veranda. The third-floor surprises with an en-suite bedroom and a playful children's space. The lower level houses a gym with Peleton.Home complete with Sonos, central AC/heat, butler's pantry, and laundry room. Step outside to a deck, patio, and landscaped lot. Own a piece of reimagined Nantucket history at 11 Pleasant Street.

Rare opportunity to own a CMI zoned property with harbor views and multiple options for development. High traffic location with town water and town sewer. Existing antique farm house is included and sold "As Is". This lot can be purchased with adjoining lot at 167R Orange St (combined 36,154 +/-SF) to increase the potential for a major commercial development or multiple residential units.

Originally built circa 1790, this timeless and elegant Federal style residence exemplifies the grace and charm of early Nantucket homes. Situated on beautiful tree lined Milk Street and the corner of charming New Dollar Lane, the James Pinkham house was carefully preserved during an historically sensitive restoration. This stunning home features six bedrooms, 5.5 baths, formal living and dining rooms, several sitting rooms, charming eat-in kitchen, 6 working fireplaces, and full basement with garage access. Some of the original historic features include wood moldings and woodwork, beautiful wide pine floors, paneled doors with transom lights, fireplace mantels, and antique glass window panes. Light and bright throughout, yet exuding the warmth and charm of a classic Nantucket residence, this property has been meticulously maintained by the same family for the past 25 years. 10 Milk Street is an authentic treasure exemplifying the wonderful combination of historic elegance with modern conveniences and is just moments to Main Street.

Located in historic downtown Nantucket, this iconic building offers live, work and retail space. The building has been fully updated and is being delivered turnkey with significant opportunities for an investor or end user. The property has three levels of multi-use space: a stunning two-bedroom, two-bathroom residential unit on the upper level, on the second level is a spacious retail space with high visibility and two private offices with separate access and the lower level features a contemporary renovated office space. Each level enjoys its own private exterior entrance. Options abound to condo units, convert to larger residential unit, maximize rental incomes, or enjoy as is.

This is a true opportunity to have a multi-dwelling, multi-generational family home just short distance to all of what Town offers. Is your property running short on bedrooms? Do you wish you had room for a guest cottage, or two? How about a pool? All of these are opportunities here on Wyers Way. This land listing is close to Town and is more than a half acre of land, abutting Land Bank property and a beautiful historic cemetery creating privacy and sense of space. A lot of permitting work has already been completed here which could speed up a construction plan if desired. There are 2 separate legal buildable lots which offer creative Estate planning opportunities. *Appointments are required as dwelling on site is occupied.

Nestled into the hillside on a quiet lane in Nantucket’s Old Historic District, this light & bright home has just been beautifully renovated with luxurious finishes, high-end kitchen and baths, and the latest smart home technology. Enjoy all the benefits of this gut-renovated home, including brand-new plumbing, electric, central AC, heat, insulation, floors, doors and windows. New Wi-Fi supports Google Nest smartphone capabilities that control thermostats, home security, major appliances and even the heated bathroom floors. Opportunities for new owners to easily add significant value with two more bedrooms or additional living space, either now or down the road. The third floor, garage space and remaining ground cover offer endless possibilities. Outdoors, there is a lovely, south-facing bluestone patio for grilling and al fresco dining. New fencing for privacy. The close proximity of the historic Eleanor Ham Pony Field, several Nantucket Land Bank properties add to the outdoor enjoyment. This prime location offers the best of both worlds. It’s a short distance to Main Street and the island’s world-class shopping and restaurants as well as a close to mid-island conveniences, Bartlett’s Farm and South Shore beaches.

59 Orange Street is a 5-bedroom, 5-bathroom home located in a beautiful and historic Nantucket neighborhood, only steps from Main Street! The first floor features a beautifully renovated open kitchen, dining room and living room area. The kitchen is outfitted with top of the line appliances. Each of the five luxurious bedrooms have an en-suite bathroom. The lower level features a family suite that sleeps five. The patio with dining area and grill is the perfect place to enjoy an evening in with the whole family. Off-street parking for one car is included.

This 4 bedroom 4 1/2 bath house is tucked away on a lovely quiet street but is still only minutes from downtown. The house features a grand rear deck with a hot-tub and grill, an outdoor shower and private off-street parking. First floor: The kitchen/family room and separate dining room all have doors to back deck. The living room features a wet-bar, HD smart TV and sonos sound system. There is also an additional living room with a fireplace at the front of the house. Second floor: Three bedrooms each have king size beds and en-suite bathrooms. Third floor: The bedroom comes with a king bed and a twin/full convertible bed and en-suite bathroom.

Darling Pine and Lil' Pine are a storybook house and cottage in the heart of the historic district, moments to Main Street, perfectly sited to enjoy the unobstructed vista down Darling Street. Surrounded by mature, flowering plantings within a white picket fence, this property has undoubted curb appeal. Both structures have their own patios and can be enjoyed separately or in conjunction with one another, offering four bedrooms between the two. While many historic characteristics have been carefully preserved, the property has all of the modern amenities to enjoy year round.

15 Old North Wharf, a comfortable 2 bedroom cottage, is on the residential oasis of Old North Wharf. It enjoys beautiful harbor views looking across a lawn to Easy Street boat basin. This is a rare opportunity to own an in town hideaway steps from Main Street.

Rare opportunity to buy two contiguous lots commercially zoned less than 1/2 mile from Main Street with opportunity for two structures or to merge the land into one structure. By right uses are many, or can be used in previous use as a residence. Land overlooks recently announced town plans for Francis Street/ Washington Street extension renovation and 14 Land Bank/ Town owned properties.

Rare opportunity to buy two contiguous lots commercially zoned less than 1/2 mile from Main Street with opportunity for two structures or to merge the land into one structure. By right uses are many, or can be used in previous use as a residence. Land overlooks recently announced town plans for Francis Street/ Washington Street extension renovation and 14 Land Bank/ Town owned properties.