Provincetown Massachusetts homes for sale starting at Fifty Thousand Dollars

$2,595,000 - Provincetown, MA

70 West Vine Street Provincetown, MA - Farmhouse Manor with forever views. Come see a very unique property in Ptown. This 3-bedroom, single family house overlooks Ptown's hidden gem of a horse farm and acres of protected conservation land, meaning forever unobstructed views. This newly constructed house has 9' ceilings downstairs with reclaimed oak floors, historic ceiling beams and pools of windows allowing pastural views while remaining very private. The kitchen includes high-end Fisher Paykel appliances with a 36'' dual fuel stove, large island, artful lights and a generous walk-in pantry. The living room has a 12' wide glass slider, an Amish-made custom coat bench, gas fireplace and ½ bath. The upstairs has 2 bedrooms with a shared bath and a 3rd ensuite bedroom, all with extraordinary views. There is additional storage in the attic and crawl space. The outside is lined with cobble pavers, granite stone walkway, a large patio and deck with an outdoor shower. An abundance of plants run throughout the lot fed by irrigation and a well in keeping with the farm and natural ethos. Listing agent is the property owner. Seller welcomes offers with requests for buyer concessions.

$2,549,000 - Provincetown, MA

9 Bradford Street Provincetown, MA - If you have ever walked down Bradford Street in between Liz's Cafe and Victor's restaurant, surely this home has caught your eye since it was transformed in a gut remodel by Ambrose Homes. The second floor was bumped out with an addition to create a covered porch supported by the distinguishing architectural columns. The 1st floor was designed for a parent to age in place. This 1BR/1Bath has a large kitchen with limestone pattern plank floors and a gas fireplace in the living room. The 2nd floor features a south facing great room with cathedral ceilings, a beautiful galley kitchen and porcelain tile floors. There is a king size bedroom, a beautiful bath with a jetted tub and separate shower and a good size guest bedroom. While the house lives and shows as a 2 family it is a legal single family dwelling and the utilities are on a single meter. The outdoor space is equally impressive, featuring a patio off the porch, a fully equipped outdoor kitchen with stainless steel Fire Magic appliances, and a powder-coated steel gazebo with a fire feature. Enjoy the 1,000-gallon Dr. Wellness Swim Spa with adjustable jets for a perfect swim experience. Additional amenities include a stack washer and dryer on the first floor, another set in the basement, redundant propane and oil heating systems, on-demand propane hot water, and mini-splits with AC and heat. The property is connected to the town sewer, with betterment to follow the deed, and offers a double driveway with four parking spaces. This home is a true gem, combining modern comforts with thoughtful design for multi-generational living. Don't miss the opportunity to make it yours!

$2,499,000 - Provincetown, MA

75 Commercial Street Provincetown, MA - Once floated from Long Point in the 1800s, this rare waterfront property in Provincetown's West End reflects more than architectural heritage-it reflects a place where artistic identity and design are inseparable. Originally a warehouse, it now serves as a three-family residence, honoring its past through preserved materials and thoughtful updates. Brick chimney, 6-over-6 sash windows, and warm interior details evoke the town's handmade charm. The harborfront unit includes a fireplace and deck above the bay. The street-side studio looks down historic Ericsson Street with painterly precision. And the upper-level residence, with its expansive views, second fireplace, and bonus office, celebrates Provincetown's enduring appeal to those who find inspiration in place.

$2,459,000 - Provincetown, MA

2 Daggett Lane Provincetown, MA - This iconic home, known as the House with the Blue Door, boasts a rich history within Provincetown's vibrant art community. Located in Provincetown's Gallery District, once a studio and now a residence, its design carefully preserves its artistic heritage while embracing modern living.The old postcard, 'Studio Gardens,' shows a clipped-gable cottage nestled in a flower bed on an idyllic lane. Impossibly quaint? No, it really exists. Alice (Douglas) Grant, the owner of 496 Commercial, built it in 1910 as a studio for her husband, the English-born artist Lawrence Grant. With a nod to Normandy Revival architecture, this unique home offers an open, contemporary layout featuring two bedrooms, two bathrooms, and a den/atelier. As you enter, you're welcomed into a spacious great room anchored by 20-foot ceilings, wide plank floors, and a pained north-facing artist-window that fills the space with natural light. The living space is illuminated by strategically placed windows, providing the perfect backdrop for displaying artwork. A modern Danish Rais wood-burning stove adds a cozy element, and easy access to the wine storage room beneath the home ensures convenience. The Hemlock wood floors and stair treads were milled out of massive antique beams reclaimed from the renovation of the Provincetown Art Association and Museum.The kitchen area is a ideal for creating, featuring honed black granite stone countertops, stainless steel appliances, gas cooking, and sleek lacquer cabinetry. A tiered breakfast bar anchors the kitchen while seamlessly connecting it to the living and dining areas.On this main level, is the guest room with floor-to-ceiling windows inviting both morning and afternoon light. A shared full bath with a tiled tub and shower completes this floor.The second level features a private primary suite with a dressing area, walk-in closet, and an en -suite bath with a double vanity and a tiled shower room.Off the primary suite, step out onto the secluded rooftop deck, offering views of the water. From here you'll enter the den/atelier which overlooks the great room, and enjoys the light from the north-facing windows, proving to be an inspiring studio space. The atelier can also be accessed from a library ladder in the great room. Designed by architect Ted Chapin, the home seamlessly blends its historical exterior with contemporary interior spaces creating a timeless atmosphere. Just moments from the beach, galleries and restaurants, this is your opportunity to own a piece of Provincetown's history in the Gallery District. Come explore the House with the Blue Door and envision your next chapter in this iconic home. (Seller welcomes Offers with requests for buyer concessions.)

$2,450,000 - Provincetown, MA

6 Winslow Street Provincetown, MA - Nestled on a charming side street in the heart of Provincetown, this delightful 10-bedroom 8 bathroom property, currently operating as the popular Chicago House guesthouse, is a hidden gem. The main level boasts a delightful parlor room, a fully renovated kitchen, and the owner's quarters complete with a private bath. There are two beautifully appointed guests rooms, each featuring its own private bath. On the second level, you'll find seven inviting guest rooms, serviced by four private and three shared baths. Guests love the covered porch—a perfect spot for sipping morning coffee or unwinding with an afternoon cocktail while soaking in the vibrant atmosphere of the town. A standout feature of this property is the ability to accommodate nine parking spaces, a rare find in such a central location! Additionally, solar panels are installed, generating enough electricity to nearly eliminate the electric bill. With over 2,100 square feet of living space and soon-to-be connection to the sewer for 10 bedrooms, this property presents endless possibilities for its next owner, whether you're looking to continue its successful guesthouse operation or explore new ventures. Reviews highlight the warm hospitality and personalized service that make each stay special. Guests often rave about the peaceful ambiance, impeccable cleanliness, and the delightful breakfast offerings. Many visitors return year after year, drawn by the sense of home and the exceptional experiences shared at The Chicago House. Whether you're seeking a romantic getaway, a family vacation, or a solo retreat, The Chicago House Guesthouse offers an unforgettable experience that captures the essence of Provincetown's charm and history. Seller welcomes offers with requests for buyer concessions.

$2,299,000 - Provincetown, MA

534 Commercial Street Provincetown, MA - Known historically as the Apple Tree Cottage, this antique East End two-family property offers a rare blend of charm, modern convenience and location in one of Provincetown's most established neighborhoods. The main residence is a classic 3/4 Cape with 3 bedrooms, a living room with gas fireplace, a family room, and a study, showcasing original pine floors, beamed ceilings, and rich woodwork that reflect the home's historic character. A cathedral-ceiling kitchen and dining area open to a brick patio shaded by wisteria. The first-floor primary bedroom, with its en-suite bath and dressing room, enjoys private access to a tranquil front garden with brick walkway, koi pond, moon gates, and manicured privet hedge—all on a corner lot with beach access just across the street. The freestanding one-bedroom apartment sits above the garage and carport—perfect as a guest suite, income rental, or artist's studio. Filled with natural light, it features high ceilings and hardwood floors, offering a bright, inspiring retreat.

$2,250,000 - Provincetown, MA

211 1/2 Bradford Street Provincetown, MA - RARE PROVINCETOWN OPPORTUNITY - PRICE REDUCED - MOTIVATED SELLER - BRING OFFERS! Walk from the ferry, stroll to the beach, and be in Provincetown by July 4th! This nearly 2,000 sq. ft. architect-owned retreat is a rare find, offering space, style, and location. Once owned by sculptor Richard Pepitone, it's steps to the Harbor and Gallery District. Six outdoor spaces, including a rooftop deck, provide room to relax or entertain. The attached (artist) studio with private entrance, kitchen, and bath offers income potential or a creative workspace. Separate guest wing ideal for Airbnb. Major 2024 updates: new Andersen windows, HVAC, hot water heater, kitchen/bath renovations, and engineered hardwood floors. Central A/C, parking for 3, and a prime location close to town and beach. MUST BE SEEN TO BE APPRECIATED - The work is done — now it's time to enjoy the summer in Provincetown. Call today!

$2,250,000 - Provincetown, MA

342 Commercial Street Provincetown, MA - Tucked away in a peaceful yet central location, this single-family home offers the perfect blend of privacy and convenience—all for the price of a condo, but with so much more. Enjoy the freedom of your own space, with no shared walls, HOA fees, or restrictions. Designed for effortless indoor-outdoor living, the open-concept layout features soaring ceilings and a spacious kitchen that flows seamlessly to a private, fenced mahogany deck—ideal for dining under the stars or gathering with friends. With multiple fireplaces adding warmth and character, the home offers inviting spaces to relax year-round. The upstairs suite provides a serene retreat, complete with a private balcony where you can take in the sea air and glimpses of the bay. Thoughtfully designed for comfort, this property is well-suited as a full-time residence, a vacation escape, or a smart investment. Enjoy the best of Provincetown, just steps from Commercial Street down a charming footpath, yet secluded just enough to offer a private retreat. This property is not a drive-by-schedule a showing today to discover all that this location has to offer!

$2,179,000 - Provincetown, MA

16 Off Conwell Street Provincetown, MA - Welcome to this charming single family home on a peaceful private street, has the flexibility to live like an expansive single-family home or with income potential by renting the lower level. With 2 bedrooms and 2 bathrooms, this home spans three levels. The main level features a spacious living room with a cozy gas fireplace, an updated bathroom, a kitchen with dining area, and a comfortable bedroom. A circular staircase leads to a loft office with abundant storage. The lower level boasts a second living room, another bedroom, bath, bonus room, and a partial kitchen, ideal for guests or a rental setup. Step outside to the screened-in porch, perfect for entertaining or enjoying your morning coffee. The fenced-in backyard and front yard with lovely gardens offer privacy and tranquility. Additional highlights include a whole-house generator and solar panels for energy efficiency. Whether you're seeking a single-family home or a two-family investment, this property is a rare find. Don't miss out on the opportunity to make it your dream home! Seller welcomes offers with requests for buyer concessions.

$2,086,000 - Provincetown, MA

140 Commercial Street Provincetown, MA - Located in Provincetown's West End, this mixed-use property offers the perfect blend of residential comfort and commercial opportunity. The first floor features an updated kitchen with stainless steel appliances, ideal for entertaining or everyday living. Adjacent is a spacious and private sleeping den, adjacent to a full bathroom. On the second floor, an expansive dining and living area opens onto a balcony deck with views of Commercial Street and peeks of the bay—perfect for enjoying your morning coffee, evening cocktails and viewing the Carnival parade. Two generously sized bedrooms and a second full bathroom complete this level, offering ample space for family and guests. The private, fenced-in backyard is ideal for relaxing or hosting gatherings. What sets this property apart is its versatile commercial space and proven vacation rental history—an incredible opportunity to generate rental income or establish a convenient live-work setup. Don't miss this unique chance to own a piece of Provincetown's charm with the added benefit of income potential. Seller is willing to provide buyer with closing concessions.

Provincetown, Massachusetts listings for sale

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