Real estate & homes for sale in Nantucket, MA

This newly constructed home at 22 Vestal Street is perfectly positioned in town proper, just a short distance from historic downtown Nantucket and the island’s pristine beaches. Built by one of Nantucket’s premier builders, this stunning residence spans over 4,000 square feet and features six bedrooms and four-and-a-half baths. Designed and styled by LTW Design, the home offers a sophisticated yet functional living space, ideal for families and friends to create lasting summer memories. An open floor plan seamlessly blends indoor and outdoor living, featuring a gourmet kitchen with top-of-the-line appliances, stone countertops, and wide-plank oak floors throughout. Additional highlights include a masonry fireplace, contemporary tile and lighting fixtures, and beautifully manicured landscaping, all thoughtfully curated to enhance this exceptional island retreat.

Four sunset hill is a home that breathes history tucked into the heart of Nantucket town and perched on a high point. This home tells the story of a full scale renovation where heritage meet soft, sculptural finishes, and history holds hands with modern ease. Restored with a fabulous floor plan incorporating an open living concept, 5 bedrooms, 5 ensuite baths, and several living areas to enjoy mornings lit by salt air and afternooons that harness the western sunset skies. Not to be missed; the 7 window sun porch, cozy and private den with gas fireplace, custom built-ins throughout infusing every space with warmth and intention. High level elements include gorgeous marble tile baths and stunning custom cabinetry. Offered turn-key and fully furnished this property ultimately provides for quiet luxury, tailored textures, and the effortless comfort of knowing everything is exactly where it should be. Not to mention that you can pop out your front door and only a short jaunt away you will find the best shopping, Nantucket's finest resaurants, and premier beaches.

A masterful 2024 restoration by renowned Kolb Architects has transformed this 1790 gem into a sophisticated in-town retreat, blending historic charm with modern luxury. Perched above the Lily Pond, the home offers sweeping pastoral views from an expansive back deck—some of the most serene and sought-after vistas in Nantucket’s Historic District. This four-bedroom, four-and-a-half-bath residence has been thoughtfully reimagined with impeccable attention to detail. Original features—including wide plank floors, hand-hewn beams, and antique windows—have been preserved and seamlessly integrated with high-end finishes such as custom plaster walls, designer lighting, and contemporary hardware. Honored with the 2024 Historical Renovation Award from the Nantucket Preservation Trust, the property stands as a benchmark for quality and character. HDC approval is pending for a detached garage with studio above, providing additional opportunity and flexibility in one of the island’s most desirable locations.

"Winds Aloft" 5 Bedrooms | 4 Baths | Private Pool | Two-Car Garage with Guest Suite. Tucked away on a peaceful and generously sized 20,000 sq ft lot, "Winds Aloft" is an exceptional Nantucket residence that blends timeless design with effortless coastal living. The sun-drenched, open-concept main house features three bedrooms plus a flexible den space, and gracious layout designed for both comfort and entertaining. Expansive windows frame picturesque views of the beautifully landscaped yard, lush gardens, and a private swimming pool, creating a seamless connection between indoor and outdoor living. Perfect for hosting guests or working remotely, the detached two-car garage includes a fully equipped one-bedroom guest suite above—offering flexible space for extended family, visitors, or a private office retreat. Located in R-1 zoning, this oversized parcel allows for 30% ground cover, leaving generous square footage for future expansion or a potential subdivision (with appropriate approvals). Just 0.8 miles from the center of downtown Nantucket and with easy access to bike paths and Nantucket’s pristine beaches, "Winds Aloft" offers exceptional lifestyle and investment potential. Whether as a personal retreat or a high-performing rental, this distinctive property presents a rare opportunity to enjoy—and grow into—one of the island’s most desirable locations.

Situated on historic Pine Street, just off the cobblestones of Main, offering the opportunity to live in the heart of downtown Nantucket. This quiet, one-way street is just moments from award-winning restaurants, boutique shopping, and the ferries, placing the best of Town just moments from your door. Its location on one of Nantucket’s most iconic streets makes it a standout opportunity for those seeking convenience, charm, and nearby proximity to the island’s beloved historic landmarks.

2 charming and sophisticated cottages (4 bedrooms total) side by side with harbor views that provide a wonderful opportunity for a variety of uses. Ideal as a family compound for multi-generations or use one and rent the other. Located in the heart of Nantucket's historic village, one block from the harborfront with its sandy beach and a moment's walk to Main Street. Featuring off-street parking, high end appliances, central A/C, beautiful furnishings and top of the line finishes including walnut trim, quartz counter tops and ship lap paneling throughout. Approximate 300 sf ground cover remaining in each unit. Unit D is available for separate purchase at $2,895,000.

Built in 1831 by Philip Folger, 19 Orange Street is the gracious center residence in the Folger Row House Block. Exquisitely renovated to embrace its historic architecture, this sophisticated home features three levels of living space highlighted by two elegant parlors with fireplaces, formal dining room, kitchen, four bedrooms, 3.5 baths, and a small office. The magical and private courtyard garden, walled on two sides, features espaliered pear and apple trees, roses and a rose covered pergola. Original architectural details include wide pine floors, crown molding, carved fireplace mantels and arched bookcases, carved newel post, beveled glass picket doors separating the two parlors and five fireplaces. One car parking at rear of house.

Three bedroom antique home and garage nestled between West Chester Street and Sunset Hill Road. Set on an oversized lot this property has almost 2,000 square feet of remaining ground cover. Near Lily Pond Park and the Oldest House, it offers a level of privacy that is rare for properties in the Residential Old Historic District. The house is located within the highest portion of the lot, approximately 40 feet, along Sunset Hill Road, offering a nice view toward Lily Pond Park. The garage is situated just off West Chester at approximately 20 feet.

Welcome to 33 Pleasant Street, a hidden gem in a prime in-town location. Set back from one of Nantucket’s most prominent streets, this beautifully private, multi-tiered sanctuary is accessed via a charming cobblestone path and surrounded by lush, terraced landscaping and mature trees. The main residence is a classic two-story clapboard home offering four bedrooms and four and one half bathrooms across four thoughtfully designed levels, including a stunning glass atrium that floods the interior with natural light and frames views up toward an outdoor gazebo. The detached one-bedroom, one-bathroom cottage with its own living space is perfectly sited for privacy, making it ideal for guests, extended family, or flexible use as a rental or studio space. A Juliet terrace overlooks the garden, completing the scene. This extraordinary property must be seen in person to fully appreciate its unique combination of space, serenity, and proximity to downtown.

Originally built in 1709 for the George Bunker family. The property was converted to the Woodbox Inn in 1931. Located at the top of the hill, on one of Nantucket's most charming streets, 29 Fair Street is a rare opportunity to restore a piece of Nantucket's architectural heritage that's steeped in history. Many original features are still intact. Approvals exist to keep as an inn with five keys (six bedrooms) or convert back to a single family home with opportunity for a guest house. Potential for sub-division.

Originally built in 1761 in the old town of Sherburne, The Thomas Starbuck House found its new home at 11 Milk Street in 1790. 11 Milk Street is a beautifully restored Quaker-style home that blends historic charm with modern comforts. Ideally situated in a prime location, this turnkey residence offers four bedrooms, three full baths, and one-half bath. The light-filled kitchen is a true standout, featuring a wet bar, pantry, and ample storage—perfect for both everyday living and entertaining. Many of the home’s original details, including an inglenook fireplace and pine floors, have been thoughtfully preserved, creating a warm and inviting atmosphere. The outdoor space includes a private patio and parking space, making this historic gem as functional as it is charming.

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.

Antique house located in the Residential Old Historic District of Town with four+ bedrooms and 3.5 baths. Historic details intact, six fireplaces, raised panelling, original doors and wide pine floors throughout. Patio, off-street parking, large easily accessed shed and potential for expansion on spacious third floor. Excellent location, close to all that Town has to offer. New cedar roof, interior and exterior painting and oil tanks. Furnished and ready for summer occupancy.

Tucked away on a quiet side street just moments from the heart of downtown Nantucket, this well maintained four-bedroom, three-bath Federal style home blends historic charm with modern comfort. Sunlight pours through numerous windows and glass doors, creating a seamless indoor-outdoor connection to the deck and stone patio. Six fireplaces, original wood floors, and preserved architectural details speak to its rich history, while central air conditioning and off-street parking provide contemporary convenience. A true gem in an unbeatable location.

Located in one of Nantucket’s most sought-after areas, this exceptional commercial unit offers unmatched visibility and foot traffic in the heart of the island’s vibrant downtown. The unit boasts an open, versatile layout with large windows, allowing for abundant natural light and an inviting atmosphere. The wood paneling and charming architectural details give the space a warm, timeless feel that perfectly complements Nantucket’s unique aesthetic. Whether you're looking to showcase high-end merchandise or create an inviting office environment, this space can be tailored to meet your business needs. With its unmatched location, versatile layout, and timeless appeal, this property offers an incredible opportunity to be a part of Nantucket’s bustling commercial landscape. Make your business a part of this iconic island community today! Note: Business not for sale, tenant open to extending current lease. Leased through Dec 31, 2025.

Rare and conforming flat lot located in the Residential Old Historic District with plans (currently going through HDC approval) for a 4 bedroom, 4+ bath home. Potential harbor views from the second floor. Excellent central location in the heart of Nantucket Town.

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.

A Mid-Century Modern Gem! Tucked away down a shelled private right of way, this property offers a prime Town location in the Historic District. The comfortable layout is enhanced by cathedral ceilings and a bluestone dining patio surrounded by lush gardens - your perfect retreat just moments to historic Main Street. Perched up on a hill, this light-filled home presents multiple expansion possibilities and showcases designer details throughout. Offered furnished minus personal exclusions. Use as it is as a perfect pied-à-terre or guest house to a neighboring home. Or use the substantial remaining ground cover to reimagine and develop. Seller is a licensed MA Real Estate Broker.

A charming antique gem located in the heart of downtown Nantucket. Just steps from the picturesque cobblestones of Main Street, this home is conveniently close to all the attractions of Town. It features a bright, airy interior and a wonderful deck perfect for outdoor enjoyment. The garden level apartment with it's own access, offers a multitude of options including overflow guest space or income producing potential.

Your island escape awaits!! Sophisticated turnkey 2 bedroom cottage located in the heart of Nantucket's historic village, less than one block from the harbor front with a sandy beach and just a moment's walk to 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. *Lot size = Exclusive Use Area

Prime Commercial/Residential Lot with Stunning Water Views. Located in a highly desirable location, this buildable lot offers an exceptional opportunity for both residential and commercial use. Situated at the corner of Easy Street and Oak Street, this 1,200 sq. ft. parcel provides approximately 900 sq. ft. of potential ground cover in one of the most prominent and well-traveled areas in Town. The sale includes HDC approved plans for a versatile building design: the first floor is set up for one or two commercial spaces, while the upper levels feature a two-bedroom, 1175 square foot apartment with beautiful water views of Easy Street Basin. The design also allows for two tandem parking spots, providing added convenience. Take advantage of the existing HDC-approved plans or reimagine the space with your own vision to create a custom structure that suits your needs with up to 900 square feet of commercial space on the ground, with 1200 square feet of exclusive use area. This property will be held under condominium ownership with an existing building at 26 Easy Street, offering a unique mix of residential and commercial opportunities. The price is for the land at 26 Easy Street Unit B, HDC approved plans, Geotechnical engineering report, and Conservation Commission Approval. The Seller will be applying for a building permit in August. This location is ideal for a wide range of businesses, including retail store, art gallery, cafe, small restaurant, ice cream shop, office, salon, spa, and more.

Prime Commercial/Residential Lot with Stunning Water Views. Located in a highly desirable location, this buildable lot offers an exceptional opportunity for both residential and commercial use. Situated at the corner of Easy Street and Oak Street, this 1,200 sq. ft. parcel provides approximately 900 sq. ft. of potential ground cover in one of the most prominent and well-traveled areas in Town. The sale includes HDC approved plans for a versatile building design: the first floor is set up for one or two commercial spaces, while the upper levels feature a two-bedroom, 1175 square foot apartment with beautiful water views of Easy Street Basin. The design also allows for two tandem parking spots, providing added convenience. Take advantage of the existing HDC-approved plans or reimagine the space with your own vision to create a custom structure that suits your needs with up to 900 square feet of commercial space on the ground, with 1200 square feet of exclusive use area. This property will be held under condominium ownership with an existing building at 26 Easy Street, offering a unique mix of residential and commercial opportunities. The price is for the land at 26 Easy Street Unit B, HDC approved plans, Geotechnical engineering report, and Conservation Commission Approval. The Seller will be applying for a building permit in August. This location is ideal for a wide range of businesses, including retail store, art gallery, cafe, small restaurant, ice cream shop, office, salon, spa, and more.

Light, bright, and modern with Nantucket charm, a few houses off of Upper Main Street on a quiet, cul-de-sac. Wonderful home, 10 minutes walk to the heart of town and Nantucket Harbor, this 3 bedroom, 3.5 bathroom has been meticulously maintained. 2010 construction, it feels like a brand new home. Open concept first floor living room with gas fireplace and up-to-date kitchen with adjacent dining area. French doors lead outside to a privet secluded patio area with seating and gas grill. Second floor: Master king bed size bedroom, with guest bedroom, a queen, each en-suite. The lower level is huge yet a cozy retreat with french doors for privacy, a king pull out sofa, sitting area with a second gas fireplace, flat screen TV, large full bathroom, and second set of french doors leading to the patio. Lots of storage and a convenient laundry room. An amazing value for a home in town!

This beautifully designed two-bedroom, two-bathroom home is ideally located just moments from Main Street, directly across from protected open space. The expansive outdoor space includes a large south-facing deck, patio, fire pit and mature landscaping throughout. Inside you'll find light-filled living areas, high-end appliances and recent updates throughout. An exciting opportunity awaits with the potential to significantly expand by more than doubling the current footprint. Strong rental history. Large parking area.

Welcome to 16 Atlantic Avenue, sited at the gateway to Town, moments from Nantucket’s historic district, schools, the Windmill, and Mid-Island conveniences. This multi-family residence offers two mirror-image units, each featuring two bedrooms, a full kitchen, designated outdoor space, and off-street parking. The flexible layout presents a range of possibilities; enjoy year-round living, live in one unit while generating rental income from the other, or maximize returns as a full investment property. With separate leases for Side A and Side B in place for the 2025 season, showings require advance notice, and a closing date after September 1st is preferred.

Charming Three Bedroom, Two Bath Cottage nestled in the picturesque and historic town of Nantucket. This cozy cottage offers a blend of traditional charm with some modern upgrades including a number of new windows and updates to the downstairs bathroom. The home features an inviting eat-in kitchen, two spacious living areas provide ample room for relaxation and socializing, each filled with natural light and warmth. A wood-burning fireplace adds a cozy touch to the freshly painted main living space, perfect for cool evenings. And a brand new oil tank has been installed. The property boasts a small, manageable yard, perfect for outdoor gatherings or enjoying Nantucket’s beautiful summer weather. Whether you’re seeking a full-time residence or a vacation getaway, this cottage offers a peaceful retreat for a buyer who is looking to make it their own. With minimal work, and some furniture, this house can be ready for summer occupancy for an end user, as a rental property, or employee housing.

This charming three-bedroom, two-and-a-half-bath home is tucked away on a quiet street in the heart of Nantucket's historic district. Its location offers both privacy and convenience. Located moments from Main Street, this light-filled home provides easy access to Nantucket's vibrant downtown area, filled with historic charm, shopping, and dining.

Unique opportunity. Property located in Nantucket Town, one block from Francis Street beach and less than 1/2 mile from Main Street. Commercial neighborhood zoning with opportunity to build up to 40% of ground cover. Land is around the corner to announced town plans for Francis Street/Washington Street extension renovation and 14 Land Bank, Town-owned properties.

Nestled on a quiet street on the south side of Nantucket Town, this charming two-bedroom cottage, built in 1930, offers the ease of single-level living and a spacious private yard highlighted by a mature pear tree. Set on an oversized 6,088± square foot lot in the Residential Old Historic District (ROH), the property offers substantial remaining ground cover, providing options to expand the existing cottage or construct a main house. The home has been lovingly maintained, and many substantial improvements have already been completed, including a newer roof, shingles, and most windows. Ideally located near downtown, the Harbor, and the Monomoy Creeks, this peaceful in-town setting holds great promise—whether cherished as the charming cottage it is or reimagined as a canvas for the next chapter.

Cottage just completed a FULL RENOVATION! Rarely available opportunity in picture perfect in town location of Nantucket. This lot features a charming 1 bedroom cottage. Excellent rental income or bring your imagination to this land and build your dream home.Located on a quiet dead end street right off Upper Main, near the flag pole, Lowell place is serene, yet a mere 10 minute walk to Murray’ Toggery and the heart of all that downtown Nantucket and the harbor has to offer. Don't miss out on this tremendous opportunity to curate your own island escape!

Located across the street from the serene creeks and offering distant views of Nantucket Harbor, this 6,241+/- sq. ft. parcel presents an exceptional opportunity for residential and commercial development. Positioned in the coveted Commercial Mid-Island (CMI) zoning district, this versatile property allows for a wide array of uses, making it ideal for entrepreneurs or those seeking to build their dream home with income potential. With CMI zoning allowing up to 50% ground cover, the possibilities are vast. Whether you envision a primary residence with an accessory dwelling, an apartment, or a garage apartment, the options are extensive. For business ventures, permitted uses include a boutique retail space, a cozy hotel or inn, office spaces, catering services, a daycare facility, or even a private club. Enjoy the convenience of being close to town while benefiting from the tranquility of the creekside location and harbor views. Don't miss this unique chance to own a versatile piece of Nantucket real estate. Please note, only the rear parcel is available for sale. The front parcel is not available and is not to be visited.