Provincetown Massachusetts homes for sale starting at Fifty Thousand Dollars

$7,495,000 - Provincetown, MA

54 Commercial Street Provincetown, MA - The iconic ''1807 House,'' believed to have been built in the late 1700's, is one of the oldest homes in Provincetown. Throughout its history, from Captain Stephen Nickerson, who built the house, many have called it home and many, during the years it was a guest house, shared its timeless beauty and Cape Cod Bay views. While many original details remain, this home has been thoughtfully brought up to date and styled impeccably. Today, there are four condominium units in the main house, including a grand four bedroom residence that occupies most of the original building. Gorgeous wide pine wood flooring, fireplaces, inviting spacious rooms, a broad, water view front porch and a private patio are just a few of the highlights of this impressive home. Enhancing the flexibility of your enjoyment of the property, there are three additional separate residential condominiums included. Immediately adjacent to the main unit at the western front corner of the building is a recently updated two room water view studio condo, ideal for an in-law, au pair or guest accommodation. To the rear of the building, surrounded by beautifully green grounds, there are two additional, spacious condominiums. There is a comfortable first floor one bedroom apartment with private entrance and a spacious second floor open plan studio unit with fireplace and vaulted ceiling. Arrange to visit this highly coveted west end Provincetown property and imagine how you can enjoy the stewardship of this venerable home into the future.

$6,100,000 - Provincetown, MA

74 Commercial Street Provincetown, MA - Welcome to 74 Commercial Street, Provincetown's iconic Octagon House—a rare architectural treasure built in 1850 by whaling master Robert Soper. Steeped in history yet seamlessly designed for contemporary living, this exceptional property offers a unique opportunity to own a piece of Provincetown's maritime legacy. Set on a corner lot in the heart of the coveted West End, directly across from beach access, the home features expansive harbor and Long Point views, along with a rooftop deck offering one of the highest vantage points in the area. The versatile 3-family layout includes multiple indoor and outdoor living spaces, with bedrooms on all three levels, perfect for privacy or hosting guests. Meticulously rebuilt and thoughtfully maintained, the home blends timeless history with modern elegance, boasting high ceilings, exquisite craftsmanship, and premium finishes throughout. A pristine front yard adds unexpected privacy, while the distinctive octagonal design—a testament to Soper's innovative storm-resistant vision—makes this residence one of Cape Cod's most remarkable landmarks.

$5,900,000 - Provincetown, MA

580 Commercial Street Provincetown, MA - 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.

$5,400,000 - Provincetown, MA

613 Commercial Street Provincetown, MA - Welcome to 613 Commercial, a breathtaking waterfront retreat in the East End. This fully redesigned and renovated home has been lifted, and was meticulously transformed and reimagined by renowned architect Paul Krueger in 2022. Solar-powered and all electric, this home boasts a range of high-end upgrades, ensuring comfort, style, and efficiency. Notable improvements include all new Marvin windows and doors, an expanded first floor with wide-plank oak flooring, a redesigned chef's kitchen with top-tier appliances and walk-in pantry with extra refrigeration, plus brand-new plumbing & central HVAC. The second floor offers three bedrooms and a full bath, while the third floor is an elegant sanctuary with a waterfront deck, and luxurious en-suite with cast iron soaking tub. Outdoors, a wide front porch sits directly across Suzanne's Garden, and hand-cut Gingerbread trim preserves the home's original character. A spacious rear deck features a new retractable electric awning, outdoor shower, shed, and the best views Cape Cod has to offer. Whether gazing at the sunsets over the bay, or strolling the sandbars at low tide, this is Provincetown living at its finest! Seller welcomes offers with requests for buyer concessions.

$4,695,000 - Provincetown, MA

12 Somerset Road Provincetown, MA - A Genuine Original. This Arts & Crafts-style residence is more than a home, it's a living masterpiece. With rare attention to detail, the design blends refined architecture with luxury living. Thoughtfully crafted spaces bring immediate connection and calm, your own sanctuary. Spacious rooms effortlessly flow together, and expansive windows connect with outdoor terraces and perennial gardens. Perfectly suited for both intimate moments and vibrant gatherings, the home is as versatile as it is stunning. Every detail has been considered, with custom artisan finishes adding further depth and character. Nestled along conservation lands, the compound offers a private yet convenient escape. Together, timeless design, modern comfort, and location create an inspiring and welcoming environment. Here, the art of fine living finds a home. The seller welcomes offers with requests for buyer concessions.

$4,499,000 - Provincetown, MA

44 Commercial Street Provincetown, MA - 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. Betterment paid in full.

$4,200,000 - Provincetown, MA

7 Central Street Provincetown, MA - Located in Provincetown's vibrant West End, just steps from beaches, dining, shops, and nightlife, Inn at 7 Central offers exceptional convenience in a premier setting. Meticulously maintained with extensive capital improvements, this 13-room guesthouse combines comfort, style, and robust financials as well as room for growth. Each suite features its own entrance, sitting area, A/C, newer flooring, and a private bath—most of which have been recently updated. Common areas include a spacious rear deck and central courtyard, with five rooms offering their own private outside areas. The generous owner's quarters—1BR plus den and office, living and dining rooms, kitchen, enclosed front porch, and private deck—allow for personal use or added income. With its prime location, parking for 13, and potential for year-round expansion, this turnkey property offers flexibility in one of Cape Cod's top destinations.

$3,998,000 - Provincetown, MA

435 Commercial Street Provincetown, MA - Waterfront LUX Provincetown Property now available for sale. This showpiece has been completely renovated and enjoys its location at 435 Commercial Street Provincetown, Cape Cod, MA, USA. The property includes a first floor retail space (current tenant lease ends Feb 25) that has been structurally reinforced, insulated, sealed, and is metered separately. The second and third floors include a luxury 3 bedroom 3 bath residence that has been completely rebuilt including plumbing and electric. Other upgrades include individual controlled HVAC throughout, all new appliances with warranties, including washer, dryer and wine cooler. The building is fully insulated and has two 50-gallon hot water heaters. The structure is set back from the ocean and is protected by buildings along the east and west sides. Parking amenities include two spots along the west side of the building. Potential for additional building on the Bay. Purchase for investment and or live here! Enjoy the view from one of your three decks! Easy conversion of first floor to additional living space. MAKE THIS YOUR DREAM WATERFRONT HOME IN PROVINCETOWN.

$3,925,000 - Provincetown, MA

593 Commercial Street Provincetown, MA - 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**

$3,899,000 - Provincetown, MA

505 Commercial Street Provincetown, MA - Built in 1963 by artists Pat and Nanno de Groot, this iconic East End waterfront home is a true reflection of Old Provincetown. Spread across three levels, the interior showcases original wood from floor to ceiling, anchored by a wood-burning fireplace that adds warmth and soul. Legally a two-family property, it includes two studio spaces in addition to the main living area—offering flexibility for guests, creative use, or rental income. Set on one of the largest front yards in town, the home's outdoor spaces are just as remarkable. A whimsical garden nods to its artistic heritage, while a nearly 1,000 sq.ft. waterfront deck provides rare and expansive space for outdoor living. With three decks in total, direct beach access, and panoramic water views that are uniquely breathtaking—even by Provincetown standards—this is a timeless and truly singular retreat. The property awaits its next chapter—ready to be reimagined.

Provincetown, Massachusetts listings for sale

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