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A rare opportunity to own 33 Main Street—an iconic mixed-use building commanding the premier corner of Main and Federal Streets in the heart of Nantucket’s most coveted retail corridor. This unparalleled location offers exceptional visibility, dual frontage, oversized display windows, and constant pedestrian traffic among the island’s most affluent clientele. Originally built in 1847, the property blends timeless historic character with thoughtful modern upgrades, including central HVAC, sprinkler and fire systems, CCTV, and elevator access. The interiors showcase classic hardwood floors and refined finishes, creating an inviting and highly functional environment for both retail and office use. The building offers a versatile multi-level layout, including highly visible ground-floor retail, a full-height lower-level commercial space with Federal Street access, second-floor office space, and a third-floor one-bedroom apartment with sweeping views over downtown Nantucket. This configuration provides exceptional flexibility for investors or owner-users alike. With strong in-place or potential income, long-term appreciation, and the ability to retain or restructure existing tenancies, 33 Main Street represents a premier investment opportunity in one of the most exclusive and tightly held markets in the country. Ideal for buyers seeking a trophy asset with both immediate cash flow and enduring value or end-users seeking a strategic location.
…By Maury People Sotheby's International Realty
Set across three private acres in Eel Point, 36 Warrens Landing Road is a rare Nantucket estate completed in 2017. This remarkable seven-bedroom compound pairs exceptional craftsmanship and sophisticated design with an extraordinary sense of scale, privacy, and connection to the landscape. Elevated views extend toward Madaket Harbor and the ocean, while expansive lawns, mature landscaping, and a resort-like pool and spa create an exceptional setting for island living. More than 3,900 square feet of meticulously designed outdoor entertaining space offers multiple settings for relaxation and gatherings. A gracious screened-in porch, covered porches, expansive decks, and a generous patio provide spaces for morning coffee, sunset cocktails, poolside gatherings, and elegant al fresco dining, all thoughtfully positioned to embrace Nantucket’s western views. The 6,488-square-foot main residence is complemented by a distinctive indoor/outdoor pool house with dual cabanas and an oversized two-car garage with a finished studio above. Thoughtfully orchestrated architecture and grounds create a private compound equally suited to intimate family gatherings and grand-scale entertaining. More than a residence, 36 Warrens Landing Road is an exceptional Nantucket retreat where architecture, landscape, and the island’s natural beauty converge.
…By Maury People Sotheby's International Realty
Your Dream Beach House Awaits in Madequecham | Escape to the serenity of Madequecham at this private coastal retreat, where sweeping moorland vistas and distant ocean views create the perfect Nantucket backdrop. Set on over an acre of land, this exceptional property offers the ideal blend of privacy, flexibility, and beachside living just moments from the shoreline. The upside-down main house is thoughtfully designed to maximize the views, featuring an open-concept living, dining, and kitchen area with soaring cathedral ceilings and french doors that open to an expansive second-floor deck—perfect for morning coffee, sunset cocktails, and effortless indoor-outdoor entertaining. A spacious loft provides additional sleeping or living space, while the first floor offers three comfortable bedrooms, two full baths, and access to a generous deck. Adding tremendous value and versatility is the detached two-bay garage with a fully permitted one-bedroom apartment above, ideal for hosting family and friends, accommodating extended stays, or generating rental income. Surrounded by Nantucket's unspoiled natural beauty, the property offers ample room for a future pool and cabana, creating the opportunity to design your perfect true beach oasis. Whether you're seeking a peaceful summer escape, an investment property, or a year-round residence, this Madequecham gem offers the rare combination of privacy, proximity to the beach, and endless potential.
…By Maury People Sotheby's International Realty
Set on nearly four acres, 17 Ipswich Street offers exceptional privacy, expansive grounds, and distant Ocean views. The estate is composed of a five-bedroom main residence, a separate three-bedroom guest cottage, a pool cabana, and a 20' x 40' swimming pool, creating an estate designed for multi-generational living, gracious entertaining, and exceptional privacy. Beautifully landscaped grounds feature mature plantings, sweeping lawns, and stone patios that seamlessly connect the indoor and outdoor living spaces. The guest cottage is privately sited on its own landscaped acre, while the cabana, complete with a wet bar and half bath, serves the pool and surrounding outdoor entertaining areas. With nearly four acres and substantial living space across multiple structures, 17 Ipswich Street represents an increasingly rare opportunity to acquire this combination of scale, privacy, and value on Nantucket.
…By Maury People Sotheby's International Realty
A truly rare and prestigious opportunity to acquire direct waterfront property on Madaket Harbor. This exceptional offering includes a detached garage/party barn, and exclusive beach frontage—where the sand is yours to claim and the sunsets over Tuckernuck Island are nothing short of breathtaking. Set on the water’s edge, the custom three-bedroom, one and one half bath home presents endless possibilities to craft a bespoke Nantucket cottage in an iconic and tranquil location. This is more than a home—it’s a legacy property waiting for the next steward to enjoy.
…By Maury People Sotheby's International Realty
Teach Cois Fhairrge — meaning close to the sea or seaside in Irish — is a fitting name for these two charming ’Sconset cottages, ideally located just moments from both the ocean and the village. The main house features cathedral ceilings and the ease of single-floor living, creating a bright and comfortable retreat. Tucked perfectly to the rear of the property, the cottage offers an additional private space for family and friends, complete with a full galley kitchen. A sunny deck off the main cottage overlooks the private lawn, providing the perfect setting for outdoor dining, entertaining, or simply relaxing after a day at the beach. Living on King Street in ’Sconset offers the best of this beloved village — from the nearby beaches and bluff walks to the charm, character, and timeless coastal lifestyle that make ’Sconset so special.
…By Maury People Sotheby's International Realty
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 include two tandem off-street parking spaces and the convenience of being able to stroll to Nantucket’s downtown shops, restaurants, galleries, and harbor. Turnkey and full of character, this is a rare opportunity to own a piece of Nantucket history in a walk to town location.
…By Maury People Sotheby's International Realty
“Wait and See” is a stunning coastal retreat commanding extraordinary, unobstructed views of the Atlantic Ocean and Tom Nevers Pond. Perched on an elevated and beautifully landscaped acre, the property captures sweeping vistas and exceptional privacy. The first floor features two guest bedrooms with a shared bath, along with a serene primary suite complete with an en suite bath and direct access to a wraparound deck overlooking the landscape. The lower level offers a spacious family room, dedicated office, and walkout access to a private patio—ideal for relaxed indoor-outdoor living. The second floor is designed for gathering and entertaining, with an open-concept living room and a well-appointed gourmet kitchen. Expansive wraparound decks on this level provide seamless outdoor living spaces, perfectly positioned to take in the panoramic views and coastal breezes. A charming breezeway connects the three-bedroom main house to a two-bay garage, above which a private fourth bedroom suite with full bath enjoys its own elevated vantage point and beautiful views. The grounds are equally impressive, featuring a thoughtfully designed garden with a sunken patio and fire pit seating area. The outdoor experience is anchored by a stunning 18’ x 36’ pool, an 8’ x 8’ spa, and a generously sized outdoor shower, all complemented by multiple seating and lounging areas—creating an exceptional setting for summer living and entertaining. Additional amenities include access to two association tennis courts, located just one mile from the property.
…By Maury People Sotheby's International Realty
Brand-new construction scheduled for completion in Fall 2026, offering over 5,400+ square feet of thoughtfully designed living space across three finished levels on a 1.5 acre parcel of land. The open-concept first floor features a spacious living and dining area, a beautifully appointed kitchen, and a first-floor en suite bedroom, all flowing seamlessly to expansive decks, bluestone patios, indoor/outdoor dining area overlooking the 18x40 salt water pool, spa, and oversized backyard—an ideal setting for entertaining. The second floor offers four en suite bedrooms along with a generous secondary living room, providing the perfect space for family and guests to gather. The finished lower level includes an additional en suite bedroom, a large recreation room or gym, and an expansive family room, completing this exceptional new home designed for both comfortable everyday living in mind.
…By Maury People Sotheby's International Realty
Set on nearly three private acres with sweeping ocean and pastoral views, this exceptional Nantucket retreat captures the essence of coastal luxury and serenity. Completely renovated to the studs in 2023 and thoughtfully rebuilt on a new full foundation, the property seamlessly blends timeless coastal simplicity with modern comfort and design. Western-facing exposure maximizes mesmerizing sunset views and expansive open skies from nearly every vantage point. The five-bedroom residence sits on a high point in the neighborhood and is designed for effortless living and entertaining, with three bedrooms offering en suite baths and a beautifully finished lower level that expands the home’s living space. Light-filled interiors reflect a refined yet relaxed aesthetic, where coastal sophistication complements the natural beauty surrounding the property. Equally compelling is the estate’s extraordinary potential. Significant remaining ground cover provides the opportunity to further maximize the property and create a true compound setting. With ample space and an ideal site for a pool, the possibilities for expanding with existing 8 bedroom septic installed in 2021, this already remarkable offering are exceptional. A rare combination of privacy, panoramic views, and future potential, this is Nantucket living at its finest.
…By Maury People Sotheby's International Realty
Luxury, privacy, and an extraordinary connection to nature come together at this beautifully updated Nantucket residence. Backing directly onto more than 110 acres of protected Nantucket Land Bank conservation land, this exceptional property enjoys an unparalleled sense of seclusion, where uninterrupted natural landscapes create a serene backdrop and neighboring development simply doesn't exist. Few properties offer the opportunity to experience such an expansive protected setting while remaining just minutes from Nantucket's beaches and Town. Thoughtfully renovated with high-end finishes and premium materials throughout, the home blends timeless coastal elegance with modern comfort. Designed for effortless indoor-outdoor living, the open-concept floor plan is filled with natural light and seamlessly connects the living, dining, and kitchen spaces, creating an ideal setting for both everyday living and entertaining. The resort-inspired backyard feels like a private retreat, featuring a sparkling pool with a waterfall, hot tub, expansive stone terrace, fire pit, covered outdoor living area, and a generous lawn, all set against a breathtaking backdrop of permanently protected open space. Perfectly positioned just five minutes from Nantucket's pristine ocean beaches and approximately ten minutes from Town's celebrated restaurants, boutiques, galleries, and harbor, this is a rare opportunity to enjoy luxury living in one of the island's most peaceful settings while remaining close to everything Nantucket has to offer.
…By Maury People Sotheby's International Realty
Coastal Living in West Dennis! Just one mile from beautiful West Dennis Beach, this lovingly maintained three-bedroom, two-full-bath ranch is nestled in a charming neighborhood and has been a desirable rental home. The inviting floor plan features hardwood floors, fresh paint, replacement windows, air conditioning, and a two-sided gas fireplace that adds warmth and character to the living spaces. An attached garage opens into a bright family-room breezeway with a skylight--an ideal spot for watching the game, enjoying a movie, or relaxing after a day at the beach. Several charming built-in cupboards provide character and storage. Step outside to the private rear deck, perfect for grilling, dining, and summer gatherings. Conveniently located just a short drive to Chatham, Harwich Port, and Hyannis, with easy access to ferries for Nantucket and Martha's Vineyard. A wonderful opportunity to enjoy the Cape Cod lifestyle as a year-round home, vacation getaway, or investment property.
…By Gibson Sotheby's International Realty
Beautifully renovated 4-bed, 2-bath Cape on a quiet, no-outlet corner lot, just a block from Wing's Grove Beach on Long Pond. Full of classic New England character with 8-foot ceilings, vintage woodwork & gleaming hardwood floors. Both bathrooms gut-renovated; kitchen refreshed with new countertops, backsplash, sink, dishwasher & microwave; every wall, ceiling, trim & door freshly painted; all hardwood floors refinished with new shoe molding; new luxury vinyl in all 3 upstairs bedrooms; all-new electrical fixtures, hinges & hardware throughout. A versatile first-floor bedroom flexes as a primary suite, playroom, or home office, and new railings line both stairways. Open front porch; screened back porch freshly painted with a new fan; new outdoor shower & firepit. The former 2-car garage is now a stunning bar/game room with built-in bar, fridge, shiplap wall & mounted TV — perfect for entertaining. Full basement with inside/outside access, storage, and room to finish. New gutters, Azek deck, updated plumbing, new washer/dryer. Minutes to Route 28, Yarmouth & Dennis shops, restaurants, golf & beaches. Strong rental history — move-in ready with real income potential.
…By Gibson Sotheby's International Realty
Offering exceptional space and versatility on 0.82 acres, this expansive four-bedroom Chatham home is just one mile from Ridgevale Beach and approximately six minutes from both downtown Chatham and Harwich Port. Generous living and dining areas provide ample room to gather and entertain, making the property ideal for year-round living, summer getaways, or a vacation rental investment. The gourmet kitchen features a Wolf range, warming drawer, granite countertops, and oversized center island. A spacious primary suite offers a walk-in closet and luxurious en-suite bath, while three additional bedrooms comfortably accommodate family and guests. A welcoming porch and wraparound decks overlook the private backyard. Additional amenities include central A/C, a Jotul wood stove, tankless water heater, natural gas grill, town sewer, and a separate storage or workshop outbuilding. An unfinished partial walkout basement offers further potential. A rare opportunity for space, flexibility, and convenience in Chatham.
…By Gibson Sotheby's International Realty
Enjoy inviting indoor spaces and exceptional outdoor living at this three-bedroom, two-bath Cape abutting the Cape Cod Rail Trail. New flooring complements a well-designed floor plan with a first-floor bedroom and two generously sized bedrooms upstairs featuring spacious closets. The lovely lot features pretty perennial gardens and a gorgeous patio with an outdoor kitchen—perfect for summer gatherings or quiet evenings at home. A one-car garage and large shed provide additional space for tools, bikes, and beach gear. A wonderful opportunity to enjoy the Cape Cod lifestyle with the Rail Trail just beyond your backyard.
…By Gibson Sotheby's International Realty
Enjoy the best of Cape Cod living just minutes from breathtaking Gray's Beach! Set on a double lot off Route 6A in desirable Yarmouth Port, this well-maintained 3-bedroom, 1.5-bath ranch offers charm, privacy, and room for expansion. A fireplaced living room creates a warm welcome, while the kitchen and dining area open through a slider to a brick patio with an outdoor fireplace—perfect for summer dinners and gatherings in the private backyard. The primary bedroom features an en suite half bath. A bluestone front porch, and an unfinished basement with an oversized wood-burning fireplace complete this inviting home. Updates include heat pumps providing heating and air conditioning, roofing, insulation, windows, doors, water heater, an updated kitchen, and a new large shed.
…By Gibson Sotheby's International Realty
A rare opportunity near Prince Cove! Set on 1.14 private acres, this meticulously maintained home has had one original owner since 1995. Prince Cove Marina and the boat launch are at the bottom of the street, so you can sail North and West Bay or head out to the open ocean. Inside, gleaming hardwood floors run throughout. The open-concept kitchen with island flows into the dining room and a den that opens to a three-season porch overlooking the backyard. The home offers 3 bedrooms, including one on the first floor, 3 full baths and closets everywhere. Recent updates include all new trim, a cleaned roof and freshly painted exterior. A clean basement, newer efficient utilities, generator and irrigation add peace of mind. Space above the 2-car garage could be finished as a playroom or bedroom, and the large private yard has room to expand, even for a possible pool. Minutes to the shops and restaurants of Osterville and Cotuit, area golf, the Cotuit Center for the Arts, and Lowell Park, where you can watch the MLB stars of tomorrow play for the Cotuit Kettleers. Start your family memories here. Rental Projections are attached
…By Gibson Sotheby's International Realty
7 Years New! 2019 Upgraded Construction, Privacy and Convenience! This custom built Contemporary Farmhouse is located down a long driveway on 1.3 acres placed perfectly in a private setting, yet close to all that Dennis has to offer and the rest of the Cape too. Minutes from Northside beaches, golf, museums, nature trails, shopping and dining. The custom features include: Hardi Plank siding, Azek trim, architectural exterior lighting, custom front door, Solid interior doors thru out, Sawyer Mason wide plank floors, Stonewood Custom stairs and railings, Marvin Windows and slider, Thermador appliances and Premium Miele High Capacity Fridge and the list goes on. See the attached upgrade list in documents. This curated property offer 4 spacious bedrooms, 2.5 bathrooms, 2 sets of stairs up to second floor, first floor living with the primary on the main level, the full basement has high ceilings and offers more room to expand if necessary, as does the lot. Appointment only no open houses will be offered. Owner in residence please do not enter property with out an appt. No open houses, No sign, owners in residence 24 hours notice appreciated.
…By Gibson Sotheby's International Realty
Here is your opportunity to break into the Orleans real estate market is here at 147 Harwich Road. This 3-bedroom, 2-bath home offers a versatile floor plan, comfortable living spaces, and a private backyard perfect for relaxing or entertaining. The kitchen, dining, and living areas feature hardwood floors and an easy flow for everyday living. A spacious first-floor bedroom with an adjoining sitting area offers flexibility for a private primary retreat, while two additional bedrooms are located upstairs. The finished walkout lower level provides valuable bonus space for a family room, home office, gym, or guest overflow. Enjoy outdoor living in the private backyard, with room for summer barbecues and gatherings. Whether you're searching for a year-round residence, Cape Cod vacation home, or investment opportunity, this Orleans property is your chance to make Cape Cod your own!
…By Gibson Sotheby's International Realty
Waterfront living with a private dock and exceptional flexibility in Falmouth. Set along peaceful Round Pond, this beautifully renovated and reimagined property offers the Cape Cod lifestyle buyers dream about—water views, direct access to the pond, a private dock and the freedom to launch a kayak or canoe right from home. Thoughtfully designed as two separate living spaces, the property offers remarkable versatility. The upper level features two bedrooms with an open, comfortable living area overlooking the water, while the walk-out lower level provides a private one-bedroom living space with its own kitchen and living area. It's an ideal arrangement for extended family, guests, multigenerational living or income possibilities. Spend summer days on the water, relax on the deck, rinse off in the outdoor shower and enjoy quiet evenings overlooking the pond. With approximately 2,200 square feet of living space, this home offers room to gather while still providing privacy when desired. A passed Title 5 septic inspection for three bedrooms adds peace of mind. Convenient to Falmouth's beaches, golf, shopping and dining, with easy access on and off Cape.
…By Sotheby's International Realty - Falmouth Brokerage
Discover the ease of year-round Cape Cod living in this thoughtfully expanded home, where comfort, flexibility, and connection to the outdoors come together. The welcoming floor plan offers 4 bedrooms, 3 baths, custom built-ins, and multiple thoughtful updates designed for everyday living. Just off the kitchen, a spacious deck invites effortless entertaining, barbecues, or quiet mornings with coffee overlooking the large, private backyard with its thoughtfully designed, low-maintenance, eco-friendly landscape. The finished walk-out lower level features a private entrance, living room, bedroom, half bath, and convenient kitchenette, providing flexible space for guests, hobbies, or a home office. Owners are eligible to join the Blueberry Pond Association (membership fees apply), offering private access to swimming, kayaking, and kayak storage. Ideally located near First Light Beach, Nickerson State Park, the Captains Golf Course, Brewster Community Pool, the Cape Cod Rail Trail, and Millstone Road's new sidewalks, this home places some of Brewster's most treasured outdoor amenities within easy reach. A wonderful place to enjoy the best of Cape Cod in every season. Town assessor has corrected the homes field card to reflect 4 bedrooms and 3 bathrooms will be updated to the public in 2027.
…By Gibson Sotheby's International Realty
Welcome to this classic Cape-style home featuring a full 1-bedroom apartment above the garage—perfect for overflow guests, extended family, or rental income. The main residence offers 2,092 sq ft of flexible living space. The first floor includes a spacious primary en-suite bedroom, second bedroom, full bath with laundry, and bright kitchen, dining, and living areas ideal for everyday living and entertaining. Upstairs are two additional bedrooms and a shared full bath, providing plenty of room for family and guests. The walk-out lower level adds 758 sq ft of versatile space, perfect for a home office, recreation room, gym, or storage. Move-in ready with opportunities to personalize and build equity, this home combines space, flexibility, and value in a sought-after location just around the bend from Bakers Pond. Lot 69 is combined with Lot 67. Buyers/agents to verify all information. Some photos virtually staged.
…By Gibson Sotheby's International Realty
Set on two private acres in one of East Orleans' most coveted Barley Neck neighborhoods, 30 Chestnut Drive is an exceptional Cape Cod retreat where refined interiors, resort-style outdoor living, and deeded beach access come together beautifully. Designed for both effortless everyday living and memorable gatherings, the home features four bedrooms and 3.5 baths, including a luxurious first-floor primary suite. The open-concept floor plan is anchored by a beautifully appointed kitchen with a generous center island, high-end appliances, and a butler's pantry. The adjoining living room, with custom built-ins, a charming window seat, and wood-burning fireplace, offers a warm and inviting place to gather, while the four-season sunroom brings the outdoors in throughout the year. A spacious bonus room above the garage provides wonderful flexibility for overflow guests, a home office, or additional recreation space. Outside, the property is truly extraordinary. The pool area feels like a five-star private oasis, surrounded by mature landscaping and generous space for lounging, dining, and entertaining. A private path leads to the neighborhood's deeded beach, making days on the water an effortless part of life here. Adding even more possibility is a separate cottage with electricity and a full foundation, offering exciting potential for conversion to an accessory dwelling unit, subject to Town approvals. Private yet close to the beaches, boating, and village amenities that make East Orleans so special, 30 Chestnut Road offers the space, setting, amenities, and lifestyle today's discerning buyers seek. This is Cape Cod living at its finest..
…By Gibson Sotheby's International Realty
Casual Elegance describes this stunning 4 bedroom sunlit home in move-in condition with many custom details. An open floorplan meant for entertaining, gleaming hardwood floors, cathedral ceiling living room with fireplace, updated kitchen and newer sunlit sunroom addition will be your favorite room, spacious 1st floor primary bedroom suite has a spa bath & walk-in closet. Privately located in an exceptional area of East Orleans across from conservation which will remain forever with access to acres of walking trails around ponds and natural woodlands. It is just a walk to the village of East Orleans for fine dining & shops and close proximity to Nauset ocean beach for swimming or just relaxing. Offering privacy, comfort and timeless style, this move-in ready residence will bring lasting family memories. Enjoy the Cape Life Style at it's very best in this exceptional home.
…By Gibson Sotheby's International Realty
Once home to sea captains who harbored their ships in Duck Creek, the Captain's House is the main inn of The Copper Swan, a year-round boutique hotel overlooking the bay marsh in the heart of Wellfleet. This elegant historic manse captures the timeless spirit of Cape Cod. The first floor offers a living/sitting room, a breakfast room that doubles as an evening cocktail lounge, a screened porch, and a substantial covered deck. In all, 18 guest rooms with 16.5 bathrooms span three levels in varying configurations, including two pairs of adjoining rooms. Recent updates include 5.5 renovated baths, a newer roof, added insulation, and interior cosmetic upgrades. The newly subdivided parcel includes parking for 16 cars. A rare opportunity to own an established hospitality property with water views, room to grow, and easy access to all of Wellfleet and the Outer Cape. The neighboring Carriage House and adjacent restaurant/event space are also available for purchase.
…By Gibson Sotheby's International Realty
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