Provincetown Massachusetts homes for sale starting at Fifty Thousand Dollars

$3,750,000 - Provincetown, MA

6 Washington Avenue Provincetown, MA - Rarely does a home with the perfect combination of history, location, and size come to market. Built in 1847 with only three owners since, this is your opportunity to become 6 Washington Ave's next steward. Retaining much of its original charm yet updated for modern living, this prime East End gem has been meticulously maintained with many thoughtful updates. Comprising 4 beds and 3 full baths in almost 2,300 sqft, this home offers a versatile floor plan with 26 windows bathing the home in light, and offering iconic Provincetown views throughout. Notable details include original wide plank floors, central AC, living room with brick FP and oriel window, modern kitchen open to a dining area for 8-10, vaulted ceilings on the top floor, and a primary suite leading to a wrap-around deck with captivating water views. The home boasts an unusually large and flat yard with specimen plantings, picket fence and stone walls, and an outdoor shower. Driveway parking for 4 cars offers a rare convenience. Located moments to Commercial St, Gallery District, and center of town, this home offers immediate access to everything that makes Provincetown special, yet affords incredible privacy within.

$3,699,000 - Provincetown, MA

561 Commercial Street Provincetown, MA - Waterfront East End Retreat with Unparalleled Views. Welcome to this rare and exceptional waterfront property in Provincetown's coveted East End—an enchanting retreat that includes a classic, antique style, single-family home, a freestanding artist studio, and a versatile accessory building, all offering panoramic views of Provincetown Harbor and beyond to Long Point. Step through the charming front gate crowned with lush wisteria into a private garden oasis. The beautifully landscaped side yard leads to separate entrances for both the main house and the artist studio, creating a sense of retreat and privacy. The main house, a quintessential Provincetown antique, spans nearly 2,000 sq ft and features two bedrooms and one and a half baths. The entry level welcomes you with a spacious, open-concept living area anchored by a wall of windows that frame the dramatic water views, a true front-row seat to sunrise skies, harbor activity, and the serene coastal horizon. Kitchen, dining room and half bath complete the first floor. 2 bedrooms, each with water views, and full bath are found on the 2nd level. Adjacent to the main house, the standalone artist studio boasts nearly 500 square feet of light-filled space, ideal for creative pursuits. Connecting the house and studio are multi-level exterior decks, including stairs leading directly to the beach. Just beyond, the third structure, a charming accessory building with its own direct water views, offers a blank canvas to fulfill your unique vision, whether as a writing studio, home office, or other use. With privacy, serenity, and inspiring vistas from every angle, this extraordinary property offers the perfect balance of historic charm and creative potential, just moments from the galleries, dining, and vibrant energy of downtown Provincetown. Property is being sold as is and seller will consider requests for buyer concessions. Home is connected to the sewer and betterment is paid in full.

$3,250,000 - Provincetown, MA

592 Commercial Street Provincetown, MA - Own a piece of Provincetown history with this Greek Revival dating back to the 1800s and steeped in the town's storied art scene. Bright and sunny, it blends historic charm with modern comfort. With deeded beach access just across the street, enjoy morning walks, swimming, or exploring the flats at low tide. Beautiful wide plank floors, an expansive living and dining area, a convenient in-home office, bathrooms with classic clawfoot tubs, and a delightful second-floor sleeping porch create a serene retreat, complete with the soothing sound of waves and partial water views. A freestanding, sun-drenched cottage on the property offers endless potential as an artist's studio, writing space, or private haven for guests. Thoughtful renovations and loving maintenance are evident both inside and out, including the landscaped yard and curated gardens, perfect for hosting summer gatherings. A shared private path leads directly to the Provincetown Tennis Club. Just a short walk through the Gallery District to the town center, this property offers the ideal balance of quiet seclusion and easy access to all the town has to offer. Schedule a private showing and make this rare offering yours!

$3,249,000 - Provincetown, MA

184 Bradford Street Provincetown, MA - 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.

$3,225,000 - Provincetown, MA

32 Winslow Street Provincetown, MA - Developers and Investors take note! Exceptional opportunity to own a substantial 17,485 square foot parcel in Provincetown. Just moments from Commercial Street yet tucked away from the crowds, this expansive lot offers incredible potential for multiple housing units or a multi-family development. Opportunities of this size and proximity are few and far between - don't miss out! *Seller welcomes offers with requests for buyer concessions*

$2,995,000 - Provincetown, MA

12 Center Street Provincetown, MA - 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 Café 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.

$2,795,000 - Provincetown, MA

44 Winslow Street Provincetown, MA - Welcome to 44 Winslow Street, a meticulously designed modern residence offering the ultimate in luxury and comfort. This home features 3 spacious bedrooms and 3.5 beautifully appointed bathrooms, perfect for both relaxation and entertaining. The gourmet kitchen, equipped with high-end GE appliances, is a chef's dream. The expansive open-concept living area boasts modern finish carpentry, exquisite built-ins, and glass railings, providing a seamless flow between each level. Step outside to your private oasis featuring a fully fenced yard and heated saltwater pool. The outdoor kitchen is complete with plumbing, a grill, and a TV, ideal for summer gatherings. An irrigation system ensures your landscaping stays lush and green. Enjoy the low-maintenance lifestyle with Hardie shingles and Azek trim. The heated and air-conditioned garage offers convenience, additional workspace and future expansion possibilities. Located in Winslow Farm, this home offers independent ownership, delivering the next best thing to a single-family home. Short-term rentals in-place for 2025 and offered mostly furnished for your convenience.

$2,749,000 - Provincetown, MA

165 Commercial Street Provincetown, MA - Experience penthouse living at one of Provincetown's most enviable addresses. Perfectly positioned in the West End's iconic Sandpiper, this private residence has been completely reimagined, blending historic charm with today's lifestyle. Offering 2 bedrooms and 2.5 baths, the property showcases an open floor plan with sleek finishes, a fireplace, and refined details throughout. Each bedroom, with en suite bath, is thoughtfully placed on opposite ends, creating a natural sense of space and separation. Two private balconies plus a Juliet balcony frame pristine views of Long Point Lighthouse and Cape Cod Bay, while the exclusive front patio and cobblestone courtyard deliver Provincetown's most coveted people-watching perch. An abundance of well-integrated storage enhances functionality without compromising style. Direct beach access, two assigned parking spaces, and in-unit laundry complete the package. Location, location, location, it doesn't get better than this. The seller welcomes offers with requests for buyer concessions.

$2,699,500 - Provincetown, MA

13 Old Colony Way Provincetown, MA - This beautiful, centrally located single-family home has been lovingly updated with custom details throughout, creating a unique and inviting ambiance. Each room has been thoughtfully transformed with careful attention to detail, ensuring both comfort and style. The heart of this 2,100 square foot residence is the large living room with custom trim details and oversized windows overlooking the private, fenced rear yard. The dining room features a cozy propane fireplace and double glass doors leading outside to a generously sized deck and lower stone patio, perfect for outdoor entertaining. The kitchen is a chef's dream boasting gas cooking, a center island, updated appliances, and new tile flooring. Privately set apart from the rest of the house is the serene first-floor primary bedroom which offers an ensuite bathroom and plenty of closet space. Upstairs, you will find a cozy loft area and three additional bedrooms and a second full bathroom. The fenced rear yard offers a tranquil retreat and is a gardener's delight highlighted by a koi pond with waterfall. The inspired side-yard invites one to pause and ''sit for a spell'' and contemplate the day ahead. The attached two-car garage, a rare commodity in Provincetown, has interior access and the full-sized, dry basement both provide valuable storage, adding to the functionality of this charming home. This exceptional residence seamlessly combines modern amenities with thoughtful design, making it an exceptional place to call home.

$2,699,500 - Provincetown, MA

Provincetown, Massachusetts listings for sale

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