luxury real estate for sale Nantucket County, United States

38 Pleasant Street offers two structures: a multi-level main house and a separate garage with an ensuite king bedroom above. This spacious property boasts six bedrooms and five and a half bathrooms, complemented by an in-ground hot tub and ample indoor and outdoor living areas. Inside the main house, three king bedrooms feature ensuite bathrooms, while a queen and twin bedroom share a full bath. All bedrooms and the living room are equipped with wall-mounted HD flat-screen TVs. The garage building includes a king-size bed, mini-split A/C, ensuite bathroom, and wall-mounted flat screen. Outside, enjoy a deck with grill and dining area, a brick patio with firepit, and an in-ground hot tub. Relax on the spacious lawn with lounge chairs, completing this luxurious retreat.

Discover a delightful duo of meticulously renovated cottages nestled in the heart of Brant Point. Each cottage offers a private deck/patio and ample yard space, along with coveted off-street parking, ensuring convenience and relaxation throughout your stay. Inside, both cottages boast high-end appliances, luxurious linens, and contemporary artwork and finishes, harmonizing modern comfort with coastal charm. Ideally situated, Brant Point provides easy access to Town, the harbor, pristine beaches, as well as an array of restaurants and shopping destinations, promising an unforgettable island experience immersed in Nantucket's quintessential allure.

27 Union Street boasts a spacious living room with three distinct sitting areas, offering ample space for relaxation and socializing. Step outside to discover a large private patio, tucked behind manicured privet hedges, equipped with an outdoor shower, dining facilities, a grill, and a firepit, perfect for outdoor gatherings and entertainment. This historic gem preserves its original brick hearth in the basement and features a charming widow's walk, adding to its character and allure. Parking is generous, accommodating up to three cars.

Experience the breathtaking water views of Surfside in these stunning upside-down, 4-bedroom houses. Each house features 4 bedrooms and 4 full baths, with an open concept kitchen, living, and dining area leading to multilevel decks equipped with lounge chairs, grills, and dining areas. Enjoy central AC throughout the houses, supplemented by mini splits upstairs for added comfort. Revel in the incredible water views from both properties, each boasting yards and separate fire pit areas for outdoor relaxation and entertainment.

Experience contemporary luxury in this spacious and inviting 5-bedroom Brant Point home, each bedroom boasting its own ensuite bathroom for ultimate comfort and privacy. Fully furnished, this stately residence offers modern convenience with wall-mounted HD flat-screen televisions in each bedroom and the living room. Outside, indulge in relaxation and entertainment with a firepit, patio, and multiple decks for dining and lounging. Enjoy the additional lawn area with lawn chairs and a private hedged yard. Parking is effortless with space for 2 cars in the driveway and additional parking available on Dolphin Court.

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.

This spacious, bright and airy, 6 bedroom home with harbor views is ideal for large families or groups. All 3 floors feature bedrooms, bathrooms, common living space and access to a deck, porch or patio. The lower level has 2 bedrooms with en suite bathrooms and a large rec. room. Three bedrooms and laundry room are located on the first floor. Two of the bedrooms are joined by a Jack and Jill style bathroom and the other has its own dedicated bathroom. The luxurious primary bedroom, dining room, powder room and main living area are on the top floor. All bedrooms contain a queen or king size mattress and a flat screen TV. All common living spaces have a flat screen TV. Monomoy is close enough to Town and beaches to be convenient yet far enough away to be able to see the night-time stars.

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.

Located on a picturesque lane steps from historic Main Street and downtown Nantucket, 5 Copper Lane is a cozy three-bedroom, three-and-a-half-bath home. This well-maintained property offers a wonderful blend of modern updates with historic charm. The unfinished basement and third floor provide expansion potential. Step outside to unwind on the spacious covered porch or the secluded brick patio - ideal for outdoor enjoyment. This turnkey and furnished property is ready to welcome you.

Brand new oceanfront luxury home with powerful views atop one of Nantucket's most cherished south shore beaches. This Slacktide built masterpiece features six en suite bedrooms, a pool with spa and baja shelf, sunken bluestone firepit, an outdoor kitchen, Lutron lighting system, Sonos throughout, and 200 feet of beachfront escape with a private staircase down to the ocean. Enjoy views throughout this property as the open concept on the main level has the ability to open out to the infrared heated and covered deck through two large accordion doors. Whale watching, sunset viewing, fishing and surfing are a few of the activities in which memories can be made at 14 Madequecham Valley Road. With over 6,000 square feet of livable area this structure includes a two story primary suite with heated floors in the bathroom, two walk in closets and sliding doors open out to a private deck and outdoorshower. Two second floor en suite guest bedrooms also have private decks with sprawling views of the coast. The large lower level with 10' ceilings contains a wine room, media room, sauna, two en suite bedrooms and a gym.

This exquisite custom home has undergone a complete renovation down to the frame, resulting in a brand-new home with modern systems, windows, and a roof. The home is in the highly sought-after Cisco area near popular attractions like Bartlett Farm, Cisco Brewers, Miacomet Golf, and stunning south shore beaches. Boasting five elegant bedrooms and five-and-a-half bathrooms, this stylish property features impeccable landscaping, a luxurious pool, and an inviting patio with a fire pit. With multiple outdoor seating areas, this home provides the perfect space for entertaining, relaxing, and taking in the breathtaking views of Bartlett Farm. Included in this sale is an additional lot with septic capacity for five more bedrooms, providing even more opportunity to make this dream estate your own.

Welcome to this charming bungalow style 4 bedroom, 2 bathroom home nestled on a darling street in the heart of 'Sconset village. As you step inside, you are greeted by the warmth of the original hardwood floors and the abundance of natural light that streams through the charming windows. The wood burning fireplace is the centralized focus of the cozy living areas which include both sun and dining room. The updated kitchen features a center island, perfect for meal prep and entertaining guests. The bathrooms have also been tastefully updated, adding a touch of modern elegance to this classic home. Enjoy your morning coffee on the front covered porch or relax in the evening in the large private backyard. Take advantage of the prime location within walking distance to nearby beach, 'Sconset Market, Claudette's and all the amenities the village neighborhood has to offer. The property has rentals in place for the season, with detail upon request.

Located in the heart of downtown Nantucket this property is a must-see on an oversized lot. Meander to the top of Main Street via a short walk up Orange Street to enjoy downtown shopping and dining. The main house is fully winterized for year round living and offers a total of 5 bedrooms and 2 full bathrooms. Adjacent studio with vaulted ceilings, sleeping loft with double skylights, existing plumbing for bath/laundry, and galley style kitchen. Nearby shed has been coverted to an artist studio with shiplap and windows to let in the natural light. Multiple outdoor living spaces including a large courtyard between main house and studio with an additional seperate yard off of main house. Enjoy swing set, play house, and outdoor shower. With many recent updates including main house dormer, studio, kitchen and bathroom updates this property has much to offer the next owner. Property is being sold as-is.

Iconic Rudder Grange is a historic treasure located on one of ‘Sconsets most picturesque avenues. With deep blue sea views from nearly every window, this classic beach house exudes charm and embodies summer living. The front covered porch provides for both dining and living activities perched high above the streetscape to watch the world go by. Five bedrooms and two full bathrooms, enjoy a recently renovated kitchen, newly refinished original hardwood floors, and fresh interiors. Other features include adjacent garage, first floor bedroom, and rear side yard to catch the afternoon sun. This property is being offered fully furnished and ready for summer.

Location is everything, and at 78 Milk Street, you can have it all. Nestled into a beautifully private ½ acre lot, this 6-bedroom Island retreat is the perfect getaway for gathering family and friends for the experience of a lifetime. The best of Nantucket is all within a 2-mile radius of the property, where you will spend your days in the circle of life, centered around walks to Downtown, bike rides to Cisco beach, a stop at Bartlett Farm for fresh flowers and provisions, 167 Seafood for the catch of the day and back to home base where a heated pool, firepit, dining pavilion and game room await. Effortless enjoyment and comfort are apparent in every detail with a well-appointed kitchen, a primary bedroom with a loft that doubles as a work-from-home office, and a lower level that serves as a secondary suite, complete with an additional kitchen and living room. Nothing compares to the game room with a cathedral ceiling and loft, four TVs, a pool table, and wet bar. Everything has been thought of in this completely turn-key home. Start making memories today.

Beautifully built house and cottage set on a gorgeous, landscaped, private lot. The upside down home has 3 bedrooms and 3 full baths on the first floor and a large, open living area with cathedral ceilings, gas fireplace, bright and sunny dining area, gourmet kitchen and powder room. Second floor deck overlooks the beautiful yard. The loft above the living area and the finished basement adds additional living space to this spacious home. The 1 bedroom, 2 bath cottage is set apart from the main house and has it's own kitchen and private patio. The property has access to well maintained community tennis and pickleball courts. This is a wonderful summer or year round retreat with plenty of room for a pool.

In-town living at the beach! Enjoy stunning Nantucket harbor views from almost every room in this light and bright two story free-standing cottage condo. Built with sophistication and ease in mind, with a focus on high-end amenities in a contemporary Nantucket style, this gem of a property includes beautiful furnishings, central A/C, a private driveway, and thoughtful details throughout. Strong, documented rental history. Washington Street beach across the street and Main Street/downtown just a moment's walk away. Unit A and Unit D can also be purchased to create a family compound. *Lot size = Exclusive Use Area

Your island escape awaits! The best of all worlds: Fabulous, turnkey 2 bedroom cottage located in the heart of Nantucket's historic village, less than one block from Washington St Beach and just a moment's walk from Main Street. This charming and sophisticated cottage features brand new high end amenities in a contemporary Nantucket style, with beautiful furnishings, central A/C, off-street parking, and harbor views. Top of the line finishes include walnut trim, quartz counter tops and ship lap paneling throughout. Strong documented rental history. Units D and C can also be purchased with Unit A to create a family compound. Easy walking access to downtown restaurants, shopping and everything the waterfront has to offer. *Lot size = Exclusive Use Area.

Your island escape awaits!! Sophisticated turnkey 2 bedroom cottage located in the heart of Nantucket's historic village, less than one block from Washington St Beach and just a moment's walk from Main Street. This charming cottage features brand new high end amenities in a contemporary Nantucket style, with beautiful furnishings, central A/C, off-street parking, and harbor views. Top of the line finishes include walnut trim, quartz counter tops and ship lap paneling throughout. Strong, documented rental history. Convenient walking proximity to downtown restaurants, shopping and everything the waterfront has to offer. Unit A and Unit C are also available for purchase along with Unit D to create a family compound. *Lot size = Exclusive Use Area