153 houses for sale in 02564

Set along one of Nantucket Town's most charming and historic streets, 54 Fair is a beautifully renovated circa-1800 residence that pairs more than two centuries of island character with modern comfort. Just moments from Main Street, this five bedroom, five and a half bathroom home retains notable historic details, including original pine floors, chair rails and doors. The inviting floor plan offers beautifully appointed living, dining and kitchen spaces, a first-floor en suite bedroom, three additional en suite bedrooms on the second floor, and a spacious private primary suite occupying the third. Outside, a secluded brick patio, outdoor shower and off-street parking provide exceptional amenities for an in-Town property. Thoughtfully updated while preserving its historic character, this home offers a rare opportunity to own an authentic piece of old Nantucket just a short distance from the shops, restaurants and cobblestones of Main Street. Offered fully furnished and turnkey, this hom

Ideally located just moments from Nantucket's vibrant downtown, this beautifully renovated 4-bedroom, 3-bathroom antique home offers the perfect blend of historic character and modern living. Originally built in 1835 and thoughtfully updated in 2015, the property is offered fully furnished and enjoys a strong rental history, making it an exceptional opportunity for both investment and personal use. Rich in original architectural details, the home showcases the timeless charm of a classic Nantucket residence while providing all the comforts of contemporary living. At the heart of the home is a spacious, light-filled kitchen featuring vaulted ceilings and a large dining table that comfortably seats 12-an ideal gathering space for family and friends. The updated kitchen and bathrooms complement the home's historic appeal, while outdoor living is equally inviting with a private patio and dining area perfect for summer entertaining or relaxing after a day at the beach. Additional amenities

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

Historically known as the Polpis Schoolhouse, this outstanding property is privately situated on 3.2 acres located moments to the beach and many trails that lead to over 3,000 acres of Nantucket Conservation Land. The main house has been thoroughly and mindfully renovated, keeping many authentic details throughout the interior. The home offers many custom features including a light filled, open great room' with a fireplace, antique wide pine floors, vaulted ceiling, shiplap, built-in bookshelves, storage cabinets and window seating. The original 'schoolhouse' study offers three walls of floor to ceiling books shelves and a fireplace; perfect for morning coffee or reading and relaxing. A large screened-in porch looks out towards the rear and side yards; ideal for summer days and cool evenings. The property includes a 5 bedroom IA septic system, a separate two-car garage which could be converted into a 2 bedroom guest house, HDC/CONCOM approved plans for a pool and potential for a second

Rare 'Sconset oceanside estate built by Jonathan Raith in 2007. This 8BR/7.5BA residence sits on 1.5 acres with ownership extending to the high tide line, a distinction that is nearly impossible to find in 'Sconset and one that affords a meaningful connection to the sea. Private beach stairs and sweeping ocean views from nearly every principal room complete the setting. A grand indoor/outdoor fieldstone fireplace anchors both the interior living room and the expansive ocean view deck, creating a seamless transition between inside and out and extending the seasons well beyond summer. The deck offers generous, dedicated areas for al fresco dining and lounging with unobstructed ocean views. Additional features include a chef's kitchen with ocean-view eat-in dining, formal dining with built-ins, wide-plank hardwood floors, and exquisite millwork throughout. The first-floor primary suite opens directly to the deck. Additional highlights include a bunk room with ship's loft and porthole wind

NEWLY POSITIONED PRICING! Located just moments from Town and the harbor, 2 Mariner Way presents a rare opportunity to own new construction in one of Nantucket's most coveted settings. Tucked within an enclave of only 3 luxury residences, this home offers the perfect balance of in-town convenience and the serenity of nearby Monomoy's shoreline. Enjoy easy access to Main Street, the Great Harbor Yacht Club, and scenic bike paths. The thoughtfully designed floor plan balances gathering and retreat. An open-concept kitchen, dining, and living space with fireplace anchors the first floor, complemented by a private guest suite. Upstairs, the spacious primary suite is joined by two en-suite bedrooms and a secondary living area. Fully move-in ready for the 2026 season and including a one-year developer warranty for a seamless transition, 2 Mariner Way combines location, lifestyle, and turnkey design to capture the very best of Nantucket living

Rare 'Sconset oceanside estate built by Jonathan Raith in 2007. This 8BR/7.5BA residence sits on 1.5 acres with ownership extending to the high tide line, a distinction that is nearly impossible to find in 'Sconset and one that affords a meaningful connection to the sea. Private beach stairs and sweeping ocean views from nearly every principal room complete the setting. A grand indoor/outdoor fieldstone fireplace anchors both the interior living room and the expansive ocean view deck, creating a seamless transition between inside and out and extending the seasons well beyond summer. The deck offers generous, dedicated areas for al fresco dining and lounging with unobstructed ocean views. Additional features include a chef's kitchen with ocean-view eat-in dining, formal dining with built-ins, wide-plank hardwood floors, and exquisite millwork throughout. The first-floor primary suite opens directly to the deck. Additional highlights include a bunk room with ship's loft and porthole wind

Tucked into the heart of Nantucket's coveted Old Historic District, just moments from Main Street, this exceptional newly built compound blends timeless architecture with refined, modern living boasting over 5,200 sf of living space. Designed with a sense of modern classic elegance, the property offers a beautifully crafted five bedroom main residence complemented by a separate three bedroom guest house-ideal for extended family, guests, or flexible use. Both homes feature thoughtfully designed open floor plans, where light-filled interiors flow effortlessly from one space to the next. Clean lines, high-end finishes, beautiful trim details throughout and understated coastal sophistication define the aesthetic, creating an inviting yet elevated atmosphere throughout. Living and dining areas seamlessly connect to well-appointed kitchens, perfect for both everyday living and entertaining. The outdoor space features a front yard, covered porch for al fresco dining off of main house, a priv

Timeless elegance defines this classic historic home in the heart of downtown Nantucket. Originally built in 1808 and carefully renovated in 2003, the residence beautifully preserves its historic character while offering modern comforts for today's living. Inside, exquisite period details abound, including historic paneling, interior doors crowned with transoms, wide antique pine floors, classic interior window shutters, and five fireplaces that create warmth and ambiance throughout the home. The property offers three to four bedrooms and four full baths, providing comfortable accommodations for family and guests alike. Located in one of the island's most desirable in-town settings, the home is just moments from Nantucket's renowned shops, restaurants, and harbor. Rare off-street parking further enhances the convenience

A classic and charming Nantucket beach house in the heart of Brant Point. This four-bedroom, three-bath home is just moments from Children's Beach, Jetties Beach, and downtown. Thoughtfully updated with central air conditioning and renovated bathrooms, the home also features a covered front porch that captures the timeless character of one of Nantucket's most sought-after neighborhoods. An enclosed screened rear porch adds additional living space, while the private yard offers a patio and grilling area ideal for outdoor dining and entertaining. Additional highlights include new windows, a wood-burning fireplace, HDC approval for two off-street parking spaces, and approval to elevate the home above sea level. Combined with a strong rental history, this is an exceptional opportunity to enjoy the convenience, charm, and coastal lifestyle that define Brant Point

Discover a truly distinctive property that combines spacious living, exceptional amenities, and incredible versatility. The main residence features 3 bedrooms and 3 full bathrooms, offering comfortable living spaces designed both for everyday life and entertaining. Adding to the property's appeal is a detached two-car garage with a private one bedroom, one bath apartment located on the second floor - ideal for guests, a home office or potential rental income. A rare highlight of this property is the regulation squash court, providing a unique opportunity for year-round recreation, fitness or training right at home. Whether you are a squash enthusiast or simply appreciate extraordinary amenities, this feature sets the property apart

Some houses ask for your weekends. This one gives them back. Tucked inside Nantucket's Old Historic District, 2 Silver Street was reimagined in 2022 for people who want the island life without the island upkeep. Head into town for dinner, lock the door, and fly home for the season without a second thought. Inside, a wood-burning fireplace anchors a great room built for gathering, while the chef's kitchen (wine refrigerator, Viking range, walk-in pantry) makes hosting effortless rather than exhausting. A private library off the foyer offers a quiet corner of your own. Upstairs, the primary suite feels like its own retreat, with treetop views and a fireplace of its own, while three more bedrooms give family and friends their own space to land. Downstairs, a wet bar, gas fireplace, the additional entertaining space. A compact 5,328-square-foot lot keeps the outside areas, and the to-do list refreshingly short. This is Nantucket living distilled to its best parts: minutes to Main Street, c

Perfectly positioned near Nantucket's bustling harbor and town pier, and very close proximity to Main Street, this residence combines laid-back sophistication with an appealing mix of classic and contemporary design. Although currently used as a three-bedroom home, the versatile den/library on the first floor could easily serve as a fourth bedroom. Highlights include two primary suites, off-street parking, a private porch and patio, plus a proven record of rental income - making this property both a comfortable retreat and a smart investment

Rarely available in Nashaquisset, this inviting 3+ bedroom Madaket model home offers a highly sought-after combination of features, including a first-floor primary suite, a full basement with 896 square feet of unfinished space offering future expansion potential or storage, a 273 square foot garage, and a spacious south-facing backyard with patio. With generous interior living areas, there are flexible spaces for guests or a home office. Indoor flows easily to the exceptional outdoor oasis with new plantings coupled with mature landscaping in both the front and rear of the property. The home lives larger than many others in the neighborhood. Additional highlights include a strong rental history, a new Bosch heat pump installed in 2023, new furnishings that are included in the, and numerous other updates throughout the home. Owners and guests enjoy access to Nashaquisset's coveted amenities, including the heated pool, Har-Tru tennis courts, clubhouse, and professionally maintained grou

Rare In-Town offering of NEW construction offering two parking spaces, two large patios (one front/one back), covered porch, balcony overlooking the rear landscape, beautiful western red cedar outdoor shower, and oversized widow's walk with views of Nantucket Harbor. Beyond the pleasing architectural lines of the exterior is 4,000 + sq/ft of thoughtfully designed living spaces that meander and suggest a home much larger. There is an option of a first or second floor primary, both having custom wood ceilings and built-ins, and the first floor offering its own private laundry. The custom wood ceilings and built-ins, and with the first floor offering its own private laundry. The custom kitchen abound with cabinets and counter space complimented by beautiful quartz tops and backsplash. From the thoughtful touches of wallpaper in the half baths to the 50 plus custom chandeliers and light fixtures, the home is a pleasant surprise of layout and design at every turn

Set on just under an acre in a peaceful neighborhood off Surfside Road near the bike path and less than a mile to Surfside Beach, 119 Surfside Road offers a rare combination of privacy, flexibility, and Nantucket charm. The property includes a main house, a detached two-car garage with a one-bedroom apartment above, mature landscaping, and generous outdoor living spaces. Surrounded by beautiful trees and tucked along a quiet paper lane, the setting feels secluded and serene while remaining convenient to some of the island's most beloved beaches and recreational amenities. Multiple living areas, a private yard, separate guest accommodations and potential for expansion and/or a pool, make this a versatile property well-suited for year-round living, seasonal enjoyment, or investment potential

Just minutes from Main Street, this antique 1800 home offers timeless charm with modern comforts. Set on a beautifully landscaped lot with mature plantings, the property features three coveted parking spaces. Inside, high ceilings and designer touches complement the character of five working fireplaces. Thoughtful upgrades in recent years blend seamlessly with the home's historic details. Blending historic charm with modern livability, this home offers both elegance and comfort in every detail

Centrally Located Nantucket Retreat with Backyard Oasis. Discover the perfect blend of custom and comfort in this newly renovated Nantucket home, ideally located with close proximity to Miacomet Golf Club, Surfside Beach and Town. Thoughtfully designed and currently configured as a five-bedroom, three-bath residence, this property offers exceptional versatility and a seamless indoor-outdoor lifestyle. Step inside to an open-concept first floor featuring a custom chef's kitchen with high-end appliances, flowing effortlessly into the bright living and dining areas-ideal for entertaining. Two spacious bedrooms on this level share a beautifully updated full bath with a stall shower. Upstairs, the private primary suite offers a serene escape with a cozy sitting area and a custom-designed bathroom featuring a double vanity and oversized walk-in shower. The finished lower level expands the living space with a galley kitchen, TV/sitting area, two additional bedrooms, and a full bath-perfect fo

NEW CONSTRUCTION - Completed and Ready for Immediate Enjoyment! Skip the delays, decisions, and uncertainty of the island building process and move right into this exceptional 5-bedroom home, thoughtfully designed with three finished levels of living space. Ideally located on a quiet cul-de-sac in the highly sought-after Tashama Lane neighborhood, one of Nantucket's rare residential enclaves, with easy access to Town, multiple beaches, and bike paths. Enjoy coveted southern exposure that fills the home with natural light throughout the day and provides spectacular pink sunset skies at night. Designed for seamless indoor-outdoor living, the property features a 16' x 32' saltwater gunite pool with PebbleTec finish, automatic cover, and professionally landscaped grounds. Connected to town water and sewer, this turnkey home is appointed with wood flooring throughout by Mac Davis Flooring, high-end tile selections in all 5.5 bathrooms, an Elkay filtered kitchen water faucet, wireless thermo

Blending timeless Nantucket charm with modern living, this five-bedroom, five-and-a-half-bathroom home offers an exceptional retreat for family and friends. Thoughtfully designed with multiple living areas and transitional spaces, this home provides both comfort and versatility. Conveniently situated near Main Street's world-class shopping and dining, and just moments from the island's most beloved South Shore beaches, this home combines rich Nantucket history with modern day convenience. The inviting interiors total nearly 5,000 square feet of living space. The outdoor space includes a deck, patio, and parking. This property abuts Nantucket Land Bank property, extending peace and privacy to the backyard

Ideally positioned in Nantucket's highly coveted Brant Point location, this charming single family cottage at the Stone Barn offers an exceptional opportunity to enjoy island living just moments from the water. Thoughtfully designed two bedroom, two bath, large family room and living room with gas fireplace. The single-level layout is well suited to easy everyday living and entertaining. Enjoy proximity to Brant Point beaches, the harbor and Nantucket's Town acclaimed restaurants, boutiques, and cultural attractions. Whether envisioned as a private island retreat, s seasonal getaway, or an investment opportunity, this appealing cottage offers a rare foothold in one of Nantucket's most desirable locations

Cedar Isle is a newly built shingle-style home on Meadow Lane, a quiet cul-de-sac within easy reach of downtown Nantucket. The classic New England exterior with white trim, a covered front porch and cedar shingles gives the property a quietly established presence. A separate guest house sits apart on the property, giving Cedar Isle a compound quality suited to larger groups and extended stays. The open plan main floor has light hardwood floors and French doors that open the living spaces to the backyard. The kitchen has white cabinetry, a large island with seating, a built-in beverage cooler and a custom banquette dining area alongside. The main floor includes a king bedroom with its own en suite bath. Three additional king bedrooms with vaulted ceilings and private baths are on the second floor, with two more bedrooms and a theater room on the lower level. The infinity pool and hot tub anchor the backyard, with an outdoor fireplace, covered patio and outdoor shower. The home comes ful

Welcome to 84 Cliff Road, a spectacular newly construction home in Nantucket's highly sought-after Cliff neighborhood. Thoughtfully designed with sophisticated modern finishes and an emphasis on light, space, and effortless indoor-outdoor living. This exceptional property offers six bedrooms and six-and-a-half bathrooms across three levels. The open-concept living spaces are complemented by a beautifully appointed gourmet kitchen, spacious dining area, private guest accommodations, and a finished lower level designed for entertaining and relaxation. Outdoors, enjoy a private pool surrounded by elegant patio spaces and lush landscaping, along with a charming guest cottage offering additional flexibility for family and guests. Ideally located less than half a mile from the beach and downtown Nantucket, 84 Cliff Road offers the perfect combination of luxury, privacy, and convenience

Discover this charming single-story cottage offering spectacular views of the Atlantic Ocean and direct beach access. Designed for comfortable and effortless living, featuring spacious living areas with soaring vaulted ceilings that enhance the sense of space and light. Large doors open onto an expansive deck, providing an ideal setting for relaxing and entertaining while overlooking the pristine beach. Two bedrooms and 1.5 baths. Wake up to the sounds of the waves and enjoy stunning sunsets and sunrises from the comfort of this special home

This family compound is beautifully sited on a nearly one-acre parcel, affording privacy along with a beautiful landscape that provides a stunning panoramic view that includes the iconic Sankaty Light house and Sankaty Golf Course. The large landscaped setting and expansive views create a vista that is a rare find. The four-bedroom main house has three finished floors and enjoys an open floor plan with considerable outdoor living spaces, including a very generous covered porch that overlooks the lawns and is ideally suited for entertaining and outdoor living. The fully equipped three-bedroom guest house complements the main house and provides the luxury of space for family and friends. The expansion possibility for this property is 2,250 square feet. Designs for a pool and garage with a studio were previously approved