Provincetown MA Luxury Homes

Browse currently listed Provincetown Massachusetts luxury real estate below and contact Century 21 Shoreland if you would like to learn more or schedule a tour.  If you would like to save your favorite Provincetown luxury home listings and receive email updates, register with our website.  

16 Macmillan Pier Provincetown MA 02657

Provincetown, MA16 Macmillan Pier

Price$9,750,000

Est. Mortgage: $/month

MLS Number 22302465

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 7,872
  • Town Provincetown

Over 400 feet of DEEPWATER DOCK space. Where else on Cape Cod can you buy a 4 bedroom home and dock your 125' luxury yacht?This is your opportunity to own one of the most iconic, valuable & unique properties on the East Coast. There's not enough hyperbole to describe the ever-changing 360 water views from every window at 16 McMillan Wharf.Currently listed at a 70% discount to recent *Non-waterfront home sold in Provincetown. Arbitrage opportunity. Luxury renovation would add tremendous value. We've included virtual design photos to peak your curiosity. This mixed use property also generates a healthy income stream. Experience sunrise and sunset over the water, whales breaching, migrating water fowl, world class dining, world-class fishing, the natural beauty of storm clouds traversing the sky, dappled morning light, sandy beaches, bike paths and hiking trails. Bring your yacht, architect, creative genius & immerse your friends & family in a waterfront experience that truly doesn't exist elsewhere. We strongly suggest you experience 16 McMillan wharf in person. Buyers & buyers agents to verify all information.

Listed by Jonathan A Matel of William Raveis Real Estate & Home Services

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$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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351a Commercial Street Provincetown MA 02657

Provincetown, MA351a Commercial Street

Price$9,500,000

Est. Mortgage: $/month

MLS Number 22401236

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 3,348
  • Parking Spaces 1

One of a kind, beachfront compound in the center of Provincetown with three separate and distinctively designed homes. The property is an in-town oasis which you'll quickly feel as you leave the activity of Commercial Street and pass beneath a gated arbor, across a stone walkway and take in the lush and mature landscaping. The 3 residences invite you to enjoy the sand and the sea as they provide a total of 6 bedrooms, 5.5 baths, 4 fireplaces, 3 washer/dryers, hardwood flooring, central heat/ac, a generous amount of outdoor living space, dry sauna, and 2 outdoor showers - and of course, postcard views of the harbor and Bay. Built in 2003, 2 of the residences were constructed from ground- up (one is waterfront), and the 3rd was a renovation of an existing historic structure. Residence One, the first home as you enter the compound, has a Cape Cod design, inside and out. The home has an open plan on the 1st floor with exposed beams, fireplace, and generous sized kitchen. The living and dining area has classic built-ins (hutch and storage seating bench) and French doors to an expansive deck, not to mention a direct pathway to your beachfront. There are 3 bedrooms .... on the 2nd level with a tiled bathroom for guests and an ensuite for the primary. From the primary take stairs to a rooftop deck and enjoy your stunning views of the Bay, Provincetown Monument and town rooftops. Residence Two is a stunning multi-level, 1 bedroom home accented with fir wood throughout providing warmth and comfort year-round. The main level is open, with fireplace, and kitchen, all opening to a large deck, providing a wonderful indoor/outdoor living experience. One level up is the primary bedroom with cathedral ceilings, built-ins, and an en suite with shower/tub and washer/dryer. Residence Three is beachfront, and contemporary designed with all you'd expect when living on the water. The home provides you with a tempting sandy beach, along with picturesque views of the Bay and the boats going in an out of the harbor. The views begin on the 1st level, which is anchored by walls of glass leading to a wraparound deck. The living area is open, multi-functional and currently used for living, dining, and theater viewing. There is a guest bath on this level, a wood-burning fireplace, and a kitchen recently renovated in a European design, with plenty of counterspace and a breakfast peninsula. On the 2nd level is a generous sized guestroom, and the primary en suite. The primary bedroom is spacious and faces the harbor. From the large windows you'll enjoy views throughout the day, or enjoy them from your large private deck. The primary also features a propane fueled fireplace, cathedral ceiling and a spa-like en suite with whirlpool soaking tub, double vanity, steam shower, water closet and dressing room. Come experience the ultimate in beachfront living at this amazing, one-of-kind property. With attention to every detail, the compound at 351A Commercial Street provides the best of everything for you and your guests to enjoy. Investment conversions are also possible. Property includes 1 car parking located at 26 Alden Street, #5.(Sewer betterment paid in full. Flood insurance is assumable.)

Listed by Mike Minore of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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580 Commercial Street Provincetown MA 02657

Provincetown, MA580 Commercial Street

Price$6,500,000

Est. Mortgage: $/month

MLS Number 22106929

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,646
  • Town Provincetown

Imagine a time before antique homes were ''rehabilitated'' or ''renovated.'' Imagine discovering an untouched jewel, sparkling quietly in Provincetown's coveted east end Commercial Street neighborhood of Captain's homes, boathouses, beach cottages and sandy lanes. There is still one of those hard to find gems remaining, an untouched sprawling home, once several residences in one, on a large parcel of land with a private, enclosed rear garden, home to a two storey Carriage House and a broad front yard, with the expanded antique Cape set comfortably back from Commercial Street with a view to the bay. The main house offers 11 rooms, period correct with pantry, closets, nooks, crannies, double doors, wood flooring, original staircases and details at every turn, a surprise of antiquity with every glance paid. The bonus Carriage House in the back garden is ripe for conversion to a spacious artist's studio, home office, writing studio or gracious guest quarters. You won't be disappointed if you are a connoisseur of old Cape Cod style and New England architecture. Secure this untouched masterpiece today to preserve it for generations to come. You'll be proud to call this legacy property home and you'll be the envy of your neighbors and a respected contributor to the very limited inventory of preserved antique Provincetown historic homes.

Listed by Stephen M Briscoe of SeasCape Realty,Inc.

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$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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409 Commercial Street Provincetown MA 02657

Provincetown, MA409 Commercial Street

Price$5,749,000

Est. Mortgage: $/month

MLS Number 22303886

  • Residential
  • Bedrooms 1
  • Bathroom 3
  • Square Feet 2,744
  • Parking Spaces 2

Stunning waterfront home with panoramic views of Cape Cod Bay and Long Point Light. Outside you will find traditional style, inside a sophisticated urban influence. The first level has polished concrete floors and a custom field stone wood burning fireplace, a large dining/seating area that opens to a beachfront covered patio. The chef's kitchen has a butcher block center island, upscale Viking and Miele appliances, stone countertops and custom cabinetry. There is a walk-in pantry, ice maker, washer dryer, and climate controlled wine storage. The main floor is open living space, with Commercial St. facing sitting porch, custom bar with 2nd icemaker and fridge, beautiful pine floors and fireplace, ideal for entertaining. On the waterside, glass doors lead to a large sundeck, capturing views of the Bay. The upper level features a private and spacious bedroom, separate office/den with ample built-ins/closet space and ensuite bath with tiled shower and separate tub. Glass doors lead to your private water view deck or Commercial St balcony in front. The waterfront yard has a Cabana with half bath, outdoor shower, hot tub and a pathway through the dune grass to your Cape Cod Bay beach! The house is custom designed with amenities for comfort and easy living: a pot filler and espresso station, double convection ovens, and 6 burner Viking gas cook top and hood in the kitchen, a 2nd washer dryer, 2 ice makers, radiant heat, air conditioning, sound system throughout, new 90k Audio-Visual system installed with all new wiring, Nest camera system, electric storm shutters, generator, Flo-Logic plumbing shutoff valve, brick parking area, irrigation and well, waterfront bluestone patio, firepit, a full bath with steam shower and stunning copper pedestal sink to name just a few. Assumable VA loan at 2.875% interest to qualified buyer. Not in a flood zone but assumable flood insurance available at $1100 per year!

Listed by Joe T DeMartino of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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44 Commercial Street Provincetown MA 02657

Provincetown, MA44 Commercial Street

Price$4,999,900

Est. Mortgage: $/month

MLS Number 22402453

  • Residential
  • Bedrooms 8
  • Bathroom 9
  • Square Feet 3,515
  • Parking Spaces 5

Nestled in the heart of the West End, this historic 1847 Greek Revival Captain's Home is now available for purchase after 29 years under the same ownership. As one of the largest buildings in the neighborhood, the West End Inn serves primarily as a private residence but is also licensed as a B&B. The first floor was completely renovated in 2019. The property features three kitchens, a kitchenette, and four separate living quarters, each with private entrances. The light-filled, three-family layout offers potential to be converted into a substantial single-family home. There are nine bathrooms, eight bedrooms, two dens, two decks, two private garden spaces, and a beautifully appointed front yard. The top floor, with its large deck, provides water views and unobstructed vistas of Telegraph Hill and stunning sunsets. Parking is available for five or more cars, and beach access is directly across the street.

Listed by Iskren Georgiev of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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52 Point Street Provincetown MA 02657

Provincetown, MA52 Point Street

Price$4,895,000

Est. Mortgage: $/month

MLS Number 22400095

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,318
  • Parking Spaces 4

This exquisite 3br/3.5ba Greek Revival, spanning an impressive 3,318 sf, offers a perfect blend of classic elegance and modern luxury. As you enter through the cobblestone driveway, you'll be greeted by the allure of this private retreat which boasts three stories of architectural beauty and stands as a testament to timeless design. Step inside and explore a myriad of features, highlighted by a three-story leather-wrapped spiral staircase connecting you to each floor. The top-floor primary provides access to three private decks, one with panoramic views and a rooftop shower, along with an office, sitting areas, and a luxurious bath. The main floor unfolds with a sunlit kitchen opening to a living room with direct access to the garden. A raised panel dining room sets the stage for intimate dinners, while the great room charms with a wood-burning fireplace, wet bar, and a spacious deck, creating a cozy ambiance for gatherings. The lower level can accommodate multiple guests comfortably and offers a deck, with easy access to a second outdoor shower and hot tub. Additional features comprise a two-car heated garage, a generator for backup power, and a professionally maintained beehive.

Listed by The Holmes Group and Brett E Holmes of Kinlin Grover Compass

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$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2 Harbour Drive Provincetown MA 02657

Provincetown, MA2 Harbour Drive

Price$4,100,000

Est. Mortgage: $/month

Pending

MLS Number 22400995

  • Residential
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 3,908
  • Town Provincetown

This stunning property offers a harmonious blend of luxurious living and breathtaking natural beauty, boasting sweeping views of the Bay with deeded beach access. Spanning across 3,908 sq.ft., this meticulously crafted home exudes coastal charm and elegance at every turn. Step inside to discover a spacious interior, where every detail has been thoughtfully curated for comfort and style. The main level features a seamless flow between the gourmet kitchen, open-concept living/dining area, and first-floor ensuite bedroom, all designed to maximize the water views. Upstairs, find three generously sized ensuite bedrooms, each designed for convenience and privacy. Two of these bedrooms offer direct access to a private deck. Ascend a ladder to the widow's walk for an elevated vantage point, offering unparalleled panoramic views. Entertainment abounds in the finished lower level, where you'll find a billiard room, in-home theater, sauna, and direct access to a two-car garage equipped with EV charging capabilities. Outside, the amenities continue to impress, with a luxurious hot tub and an outdoor shower, perfect for rinsing off after a day at the beach. Schedule your private showing today!

Listed by The Holmes Group and Brett E Holmes of Kinlin Grover Compass

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$
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$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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139 Commercial Street Provincetown MA 02657

Provincetown, MA139 Commercial Street

Price$3,750,000

Est. Mortgage: $/month

MLS Number 22402319

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,576
  • Parking Spaces 1

Welcome to the waterfront Penthouse at 139 Commercial St., where the highest caliber materials and impeccable craftsmanship meet architectural brilliance. Nestled in the west end, this two-level residence offers a perfect blend of comfort, accessibility, and privacy. Upon entrance, you are greeted by a wood-burning fireplace, soaring vaulted ceilings, skylights, walls of glass framing picturesque views and a mahogany deck. Wide-planked, solid Old Growth cherry floors add timeless elegance. The Crown Point kitchen is equipped with Thermador & Sub-Zero appliances, accompanied by Carrara marble countertops. The first-level suite boasts a ship-like atmosphere, a gas fireplace and a spacious mahogany deck. The second-level suite features panoramic water views, custom windows on three sides, a luxurious bathroom with skylights, a fireplace, a soaking tub and a cedar closet. Ample storage, no flood zone, and potential for purchasing additional onsite units to create your own compound.

Listed by Iskren Georgiev of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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13 Pilgrim Heights Road Provincetown MA 02657

MLS Number 22402243

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,459
  • Parking Spaces 4

Welcome to 13 Pilgrim Heights Road, nestled in the West End of Provincetown, where luxury meets tranquility. This stunning residence boasts a luxurious pool and spa, surrounded by wooded views on three sides offering the perfect blend of natural beauty and modern elegance.With a harmonious fusion of traditional design and contemporary features, this home offers a unique experience at every turn. The reverse floor plan maximizes living space and captures the essence of indoor-outdoor living. Enter the foyer which then leads to three spacious bedrooms, two of which feature private decks overlooking the inviting pool area. A shared tiled bath adds convenience and comfort to this level. On the second level, discover an open-concept layout featuring a living room, dining room, and kitchen with vaulted ceilings, wainscotting, and gleaming wood floors. The chef's kitchen is equipped with a six-burner/two-oven Wolf stove, ample stone countertops, dual sinks, and custom cabinetry. The living and dining areas offer versatility for entertaining or intimate gatherings, complemented by a wood-burning fireplace and expansive windows framing picturesque, wooded views. Adjacent is a four-season sunroom with private deck, and a rooftop deck with glimpses of the water. The primary bedroom in its own wing, boasts a sitting area and a personal deck, perfect for unwinding. The ensuite is complete with a lavish whirlpool tub and a stylishly tiled two-headed shower room. The suite also provides a dressing room with custom closet enclosures. The lower level is ideal for guests, featuring the fifth bedroom, full bath, and a media room wired for sound, and its own entrance for added privacy. Indulge in the whimsical beverage center with a soda fountain and ice cream cooler leading to an outdoor retreat, where a heated inground pool and spa await. Designed as the focal point of the home, the pool has an endless pool design with a waterfall feature, surrounded by a stone patio for entertainment and relaxation. 13 Pilgrim Heights Road has been meticulously maintained and updated to offer unparalleled comfort and convenience. With amenities including two car garage, air conditioning throughout, a full home generator, solar panels, and even a dumbwaiter with exterior access, every detail has been thoughtfully planned for your enjoyment. Conveniently located a short distance from town center and beaches, this home invites you to experience the best of Provincetown living. Whether you seek a tranquil retreat or a vibrant entertainment space, this property promises the ultimate escape. Embrace the lifestyle you deserve at 13 Pilgrim Heights Road. Schedule your viewing today and make it yours!

Listed by Mike Minore of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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508 Commercial Street Provincetown MA 02657

Provincetown, MA508 Commercial Street

Price$3,595,000

Est. Mortgage: $/month

MLS Number 22402083

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 1,932
  • Town Provincetown

Introducing ''The Old Homestead'' - an East End Compound boasting expansive Provincetown Harbor views, privacy and seclusion. This hidden gem is nestled behind a lush hedgerow, comprising a two-family home, a free-standing charming studio cottage and gardener's shed. Designer owned and beautifully renovated, every surface, fixture and system were touched and modernized while preserving the home's historic charm. A welcoming front veranda, is ideal for alfresco dining, illuminated by lanterns. The first-floor unit features a one-bedroom, one and a half bath layout, complete with a wood-burning Wittius Shaker stove and french doors leading to the rear deck and tranquil gardens. The mature plantings including fig trees, wisteria, roses, and grapevines envelope the area!Ascend to the second floor to find spacious two-bedroom, two-bathroom light-filled environs with exposed beams and breathtaking views of Long Point Lighthouse. Delightful sunrises greet you each morning and the backside of the sunset in the evening. Perfect for parade watching too! The separate studio-cottage tucked within the property, provides a serene workspace away from home and additional sleeping loft. The garden shed is an ideal space to store your gardening tools, kayak, or paddle board. Enjoy this 2-family home as your own with additional space for houseguests, or as an income maker, or alternatively easily combined as a single family. Some furnishings and other contents will be included if desired. Come experience the epitome of Cape Cod living at "The Old Homestead".

Listed by Meg A Stewart of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Shoreland Realty are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Shoreland Realty shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated May 27, 2024 7:51 PM EDT. All properties are subject to prior sale, changes, or withdrawal.

Shoreland Realty has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.