Provincetown, MA

MLS Number 22403697

• Residential
• Bedrooms 3
• Bathroom 3
• Square Feet 1,098
• Parking Spaces 2

Welcome to your private waterfront retreat in the east end of Provincetown! This enchanting 3-bedroom, 2.5-bathroom compound composed of a cottage and separate studio seamlessly blends a casual beach charm with modern amenities, offering a serene escape and breathtaking views of Provincetown Harbor. Nestled amid lush gardens this nearly double wide waterfront lot is a rare gem.The 2-bedroom, 1.5-bathroom cottage feels like a step back in time, with wide pine floors, exposed wood beams, and a wood-burning fireplace. The kitchen and bathroom marry modern features yet maintain an authentic quality to this historic home of Eugene O'Neill in 1916 and later the photographer Joel Meyerowitz. The inviting living room boasts large sliders that open onto the waterfront deck, allowing you to enjoy stunning bay and light house views. The well-appointed kitchen features butcher block countertops and ample cabinetry, perfect for preparing meals while taking in the sunset. A stylishly renovated full bath with contemporary tile work blends modern comfort with functionality. The laundry area, complete with a folding station, is situated outside the bath. The second-floor staircase, framed with boat oar bannisters, leads to a landing with the guest bedroom to the left, the primary bedroom to the right, and a half bath in the middle. The primary bedroom offers panoramic water views, creating a peaceful sanctuary. Ample storage exists with built in cabinetry, including under the platform bed, and a wardrobe on the landing provides additional hanging space. The guest bedroom overlooks the front of the home and includes abundant closets and built-ins for storage. A charming half bath on the second floor completes the comfort of the bedroom level. Across the lush lawn, the stand-alone studio suite with its own full bath and kitchen offers flexible living arrangements, ideal for guests, extended family, or potential rental income with its own private entry and direct beach access. This studio ensures privacy and independence and could be a stunning waterfront at-home office. The highlight of the property is the spacious waterfront deck with outdoor shower, which provides unparalleled views of Provincetown Harbor with landscaping that provides a privacy rarely available with waterfront properties. Whether you're relaxing, entertaining, or simply taking in the scenic beauty, this deck is perfect for all occasions. Surrounding the property, lush gardens add color and tranquility to the outdoor experience, while a shed offers additional storage space for bikes or gardening tools. With parking for two cars and a great rental history, this idyllic waterfront retreat is not to be missed. **Please Do Not Enter Property Without An Appointment**

Listed by Gabby A Hanna of William Raveis Real Estate & Home Services

MLS Number 22405711

• MultiFamily
• Bedrooms 10
• Bathroom 7
• Square Feet 5,443
• Parking Spaces 1

Make Provincetown Your OWN with these two mixed use buildings featuring a combined 10 bedrooms and 6 baths, and a prime commercial space with a half bath in the heart of Provincetown's downtown commercial district! First time on the market in over 50 years. Building one consists of ground floor retail space (approx. 1500sf) that has housed Coconuts Sunglasses for over 36 years, the second floor is a newly renovated approx. 1288sf 3BR/1BA (#5), separate coin operated laundry room for all of the apartments, and the top floor is an approx. 870sf 2BR/1BA (#6) and features a large sun deck. Building two consists of an approx. 240sf studio (#3), two approx. 372sf and 520sf 1BR/1BAs (#1 and #4), an approx. 605sf 2BR/1BA (#2), and a two car garage. Property being sold AS IS. Generates gross rental income of around $300,000+ across all units with mostly weekly rentals. There are some rentals in place for 2025 season. Many new plumbing/heating and cooling updates and improvements. Furnishings negotiable. Sewer betterment paid in full.

Listed by Joel J Harms of William Raveis Real Estate & Home Services

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

MLS Number 22404394

• CommercialSale
• Square Feet 9,575
• Town Provincetown

Center of Town, Mixed Use Waterfront Property in Provincetown overlooking Provincetown Harbor is now available for sale. The sale includes the business and real estate. 269 -271 Commercial Street sits directly across from Town Hall in the absolute center of the Provincetown market. The sale includes the land, building, improvements, business, equipment and brand known as Tin Pan Alley Restaurant. The first floor consists of a full service restaurant with multiple seating areas, front bar / entertainment area and commercial kitchen. The second and third floors consist of a four bedroom residence. The 3,427 square foot building is situated on a 3,255 square foot lot. The property enjoys its location with the benefit of high foot and vehicle traffic. Substantial improvements including but not limited to mechanicals, new grease interceptor, windows, convection oven, boiler / heating system, roof and much much more! Strong financials, location, signage, frontage, and condition make this a MUST SEE for anyone looking for their DREAM Beachfront Restaurant location in Provincetown. Live, Work and Play at your waterfront property! Or purchase and lease out for a passive income investment!

Listed by John E Ciluzzi of Premier Commercial

MLS Number 22404239

• Residential
• Bedrooms 8
• Bathroom 7
• Square Feet 3,100
• Parking Spaces 6

High on Miller Hill overlooking Cape Cod Bay sits this impressive Captain's House with 8 bedrooms, 7 baths. The views dominate here - endless sky and sea, Long Point, Truro, Wellfleet and the rooftops of Provincetown as you sit high above. The best of both worlds awaits at this location: proximity to the Gallery District, East End restaurants, shops and the beaches, but distant from noise and crowds. Currently operated as Aerie House, a well-known and respected inn, this property would make an excellent single family home or, possibly, a condominium conversion. With curated gardens, four decks and two patios, the outdoor space is designed for happy summer living and easy entertaining. The main, second floor spacious deck was designed for entertaining with its own bar and magnificent views - perfect for watching the 4th of July fireworks or simply the starlit skies. Well maintained, regularly updated and improved over the years, this property is suitable for a variety of configurations to maximize value and enjoyment. Entering the property through a wisteria hugged porch, you are immediately greeted by a bright yet warmly finished solarium and large living room with... wood burning fireplace that accommodates several conversation areas. Adjacent are the front desk, kitchen and laundry, and one ensuite bedroom that could easily be reimagined as a larger open kitchen/dining area. Each of the bedrooms has its own unique personality, many featuring Cape Cod Bay views - with a spacious third floor two bedroom suite with private deck and butler's pantry. There is an efficiency apartment with a full kitchen and breakfast bar and private bath on the main floor. All rooms have wall unit air conditioning and the benefit of oil fueled, hot water radiators. There is a newly installed on demand hot water heater. Parking for 6 cars.

Listed by Timothy Brown of SeasCape Realty,Inc.

MLS Number 22404237

• CommercialSale
• Square Feet 3,100
• Parking Spaces 6
• Town Provincetown

Available for the first time in decades, this superior property on Miller Hill looking out over Cape Cod Bay will captivate you the moment you arrive. A classic Captain's House with 8 bedrooms and 7 baths featuring sweeping views of Provincetown Harbor, Long Point, Truro, Wellfleet and beyond has for years been successfully welcoming guests as Aerie House, owned by one of Provincetown's longest standing innkeepers. The property boasts a thriving business, carefully curated gardens, and thoughtfully planned outdoor entertaining and relaxation space comprising 4 decks and 2 patios spread over 3 floors. Entering the property through a classic Cape Cod- inspired wisteria covered porch, you are greeted by a bright yet warmly finished solarium with spectacular water views and a large living room with wood burning fireplace that accommodates several conversation areas. Adjacent are the front desk, kitchen and laundry, which can be closed off for privacy after operating hours. Each of the guest rooms has its own unique personality, most featuring Cape Cod Bay views. For example, the premium suite, The Eagle's Nest residence, occupies the entire third floor and has 2 bedrooms, ensuite... bath, butler's pantry and a private deck with commanding views. Another popular room throughout the year, The Efficiency Apartment has a full kitchen and breakfast bar in addition to an updated ensuite bath. The Deck Room on the main floor, also ensuite, boasts an intimate, exclusive deck facing the Rose Garden, with water views beyond. A key feature of this impressive residence is the massive second floor deck. Perfect for entertaining large groups, this space includes a bar area and offers some of the best water views off the waterfront away from the worry of flooding. For those with a green thumb, there is an attached greenhouse, perfect for cultivating orchids, perhaps. All rooms have wall unit air conditioning, and the benefit of oil fueled, hot water radiators for comfort year-round. Other highlights include newly installed on demand hot water heating system, parking for 6 cars. The inn is offered turnkey with some personal exclusions. Brand equity, signage, customer lists, websites, booking software and training on request (which includes the benefit of over 2 decades of operating expertise) are all included in this exciting opportunity. You'll be proud to welcome guests to this special property in the heart of Provincetown.

Listed by Timothy Brown of SeasCape Realty,Inc.

MLS Number 22404743

• Condo
• Bedrooms 2
• Bathroom 3
• Square Feet 1,035
• Town Provincetown

This fully renovated West End penthouse in Ptown's most sought-after location, nestled within the historic Victorian house known as The Sandpiper. The meticulously designed 1,035-sq ft residence features two bedrooms, each with an en suite bathroom, thoughtfully positioned on opposite ends of the unit to ensure the ultimate in privacy. With three balconies you'll enjoy breathtaking, unobstructed ocean views. It offers private beach gate access and an on site property manager. This stunning condo featuring sleek porcelain floors, open floor plan with a chic living room with a full-size fireplace, dining room and a contemporary kitchen, outfitted with stainless steel appliances. A private laundry room, complete with a full-size washer and dryer and two private off-street parking spaces.One of the most coveted features of this penthouse is the exclusive, large cobblestone courtyard directly on Commercial Street--an amenity rarely found and highly sought after in Ptown.

Listed by David L White of OwnerEntry.com

MLS Number 22404326

• Residential
• Bedrooms 1
• Bathroom 2
• Square Feet 3,126
• Town Provincetown

Don't miss this rare opportunity to own a historic piece of Provincetown. The Packard Gallery is a beloved landmark on Commercial Street, successfully owned by celebrated artist Anne Packard for the past 35 years. Originally built as a church, this property has been beautifully maintained. Special touches such as the iconic cupola, arched windows and solid steel girder construction are defining features that have stood the test of time. The gallery itself is full of light with hardwood floors, superior acoustics and plenty of storage. In addition to the stunning gallery space, there is a one bedroom unit with full kitchen in the rear of the building with a secluded back patio. There are options to use your imagination, keep or reduce the gallery space with a residential unit or convert back to a private residence as it once was. This unbeatable East End location, steps from the Bay with 4 parking spaces is unheard of. It is truly one of a kind! Seller welcomes offers with requests for buyer concessions.

Listed by Shelby Zawaduk and The Rose Kennedy Team of Gibson Sotheby's International Realty

MLS Number 22404327

• CommercialSale
• Square Feet 3,126
• Town Provincetown

Don't miss this rare opportunity to own a historic piece of Provincetown. The Packard Gallery is a beloved landmark on Commercial Street, successfully owned by celebrated artist Anne Packard for the past 35 years. Originally built as a church, this property has been beautifully maintained. Special touches such as the iconic cupola, arched windows and solid steel girder construction are defining features that have stood the test of time. The gallery itself is full of light with hardwood floors, superior acoustics and plenty of storage. In addition to the stunning gallery space, there is a one bedroom unit with full kitchen in the rear of the building with a secluded back patio. There are options to use your imagination, keep or reduce the gallery space with a residential unit or convert back to a private residence as it once was. This unbeatable East End location, steps from the Bay with 4 parking spaces is unheard of. It is truly one of a kind! Seller welcomes offers with requests for buyer concessions.

Listed by Shelby Zawaduk and The Rose Kennedy Team of Gibson Sotheby's International Realty

MLS Number 22404634

• Condo
• Bedrooms 4
• Bathroom 5
• Square Feet 1,904
• Parking Spaces 2

Meticulously restored 1870s Second Empire home thoroughly re-engineered for luxurious 2025 living. Spanning 1,904 sq. ft. the four-bedroom home is situated atop Center St across from the Library. Restored stained-glass double doors welcome you to a grand scale open living space, featuring 12 ft. ceilings, wide plank Sawyer-Mason hardwood floors throughout, beautiful, coffered ceilings, a custom cherry mantel gas fireplace, state-of-the-art HVAC, and RH light fixtures & chandeliers. The gourmet kitchen with island & peninsula includes GE Cafe Collection appliances, a pantry & half bath. All four bedrooms offer luxurious en-suite bathrooms. The ground-floor bedroom is ideal for an office and the second-floor primary suite has views of the bay. Enjoy the front exclusive patio bathed in morning light, or relax in the fully fenced back patio, with sunset views of the monument. A unique opportunity to own a fully restored historic home. The seller will consider requests for buyer concessions

Listed by Iskren Georgiev of Gibson Sotheby's International Realty