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$3,195,000
3 Beds 5 Baths 22603517 MLS
Located in Provincetown's sought-after West End, this beautifully designed contemporary home offers nearly 3,000 square feet of bright, thoughtfully planned living space. The dramatic second level features a cathedral-ceiling Great Room with abundant windows, a gas fireplace, dining area, breakfast bar kitchen, convenient half bath, and a spacious deck for seamless indoor-outdoor living. There's also a sweet view of the Monument in the distance. The first floor offers a generous primary bedroom and two guest bedrooms, each with en-suite baths, while a striking two-story foyer welcomes you home and leads to a home office. The walk-out lower level includes a large den, full bath with laundry, garage access, and sliding doors opening to a secluded side patio. Beautifully landscaped, irrigated grounds with raised garden beds, stone walls, and an outdoor shower create an inviting setting. A whole-house sound system, newly installed motorized window treatments, an attached garage, and exceptional natural light complete this rare offering. Just over a mile from Herring Cove Beach.

20 Bayberry Avenue, Provincetown

$2,670,000
5 Beds 2 Baths 22603508 MLS
This 1920's two-family home is only one of a few built in a Bungalow style in Provincetown. The expansive front porch is complemented with an attractive proscenium arch detail. Sited on a level .20 acre plot, the main house is attached to a heated garage. An attached one bedroom apartment with its own heated basement abuts the rear of the complex. The property has an extended driveway along the west side with plenty of parking and a generous sized back yard.The main house features four bedrooms, two full baths, a large kitchen with dining area, and a double living room across the front entrance with beautiful fir floors. There is a spare room/bedroom on the main floor as well as laundry and a rear stairway out to the garage and down to a full-sized basement.This is a great opportunity for year-round living with rental income or ADU potential, development, or investment.

196 Bradford Street, Provincetown

$4,900,000
4 Beds 2 Baths 22603390 MLS
Grand View. Set high above Commercial Street in Provincetown's coveted East End, this distinguished residence enjoys panoramic views of Provincetown Harbor, Long Point, and Cape Cod Bay from a rare 1.19-acre setting. Built circa 1880, it became the summer home of renowned painter Max Bohm in 1916 and has remained in the same family ever since, a remarkable legacy reflecting Provincetown's enduring artistic heritage. The residence offers approximately 2,166 square feet with four bedrooms and two baths. Spanning the full width of the home, the living room is anchored by a striking five-sided bay window with a built-in window seat, creating a gracious space for gathering while framing the natural beauty beyond. An expansive covered porch embraces the ever-changing light and spectacular harbor views. A stairway leads you down to the street and just across from the public beach access at the Harbor Hotel. The rear of the property abuts protected conservation land extending to Route 6, ensuring an exceptional sense of privacy. One of the largest residential parcels in Provincetown, Grand View is a setting of rare beauty and enduring significance.

676 Commercial Street, Provincetown

$2,475,000
2 Beds 3 Baths 22603244 MLS
Nestled on a quiet street in Provincetown's coveted West End, this single-family home blends classic Cape Cod charm with modern comfort. Offering approximately 1,422 square feet of thoughtfully designed living space, the home features two private ensuite bedrooms, each on its own level, plus a convenient half bath. The open-concept living, dining, and kitchen open seamlessly to a mahogany three-season screened porch overlooking the beautifully landscaped yard, creating an inviting space for relaxing or entertaining. Interior finishes include hardwood floors, custom millwork and built-ins, a fireplace, and quality stone and tile baths. Abundant closets and integrated storage enhance functionality. A fieldstone foundation, red cedar shingle roof, gardening shed, and custom built outdoor shower complete this turnkey West End home.

24 Cottage Street, Provincetown

$11,995,000
5 Beds 4 Baths 22602928 MLS
Tracing its roots to a classic Cape house and fishing shack in Provincetown's historic West End, this remarkable waterfront residence was elevated and transformed through an extensive restoration that preserved its authentic architectural character while reimagining the property for a new generation. Structural pilings and timbers salvaged from Boston's famed Jimmy's Harborside Restaurant were masterfully incorporated into the staircase and ceiling details. Rich pine floors, a rugged fieldstone fireplace, a custom Vermont marble kitchen with a soapstone island, a generous pantry, a waterfront dining room, and a harbor-facing sitting room define the interior layout. A rare and defining feature is the property's extraordinary private dock--the largest associated with any single-family residence in Provincetown--extending approximately 70 feet into the harbor and providing an unparalleled connection to the waterfront.

71 Commercial Street, Provincetown

$2,449,000
3 Beds 2 Baths 22602906 MLS
Charming three-bedroom, two-bath Cape-style home on a desirable corner lot in Provincetown's sought-after West End, just moments from Commercial Street, restaurants, gyms, and the beach. Thoughtfully renovated while maintaining its character, the home features hardwood floors, updated kitchen and baths, and an open-concept living area.The flexible floor plan includes a spacious second-floor primary suite, an additional upstairs bedroom, and a main-level bedroom ideal for guests or a home office. Finishing off this level is a full-bath and laundry room. Outside, a large patio and mature gardens with lush landscaping create a private oasis perfect for relaxing or entertaining.Additional highlights include deeded off-street parking for up to three cars and a versatile (separate) bonus space w/ full bath ideal for a studio, workshop, or office. A rare opportunity to enjoy charm, privacy, and an exceptional West End location.

44 Pleasant Street, Provincetown

$3,100,000
3 Beds 3 Baths 22602686 MLS
Tucked away on a quiet cul-de-sac, this fully reimagined luxury residence offers an exceptional blend of sophistication, comfort, and coastal charm. Originally built in 1982 and completely gut-renovated in 2026, 2 Tiny's Way spans approximately 2,534 sq ft of thoughtfully designed living space. Every detail has been elevated with high-end finishes, including a designer kitchen outfitted with all-new LG appliances, custom quartz and marble surfaces, and elegant Restoration Hardware lighting throughout. The open layout is ideal for both relaxed coastal living and upscale entertaining. The residence features three spacious bedrooms and three beautifully appointed bathrooms, along with a finished lower level and garage. An electric fireplace adds warmth and ambiance, while modern systems, including a whole-house generator, ensure year-round comfort and peace of mind. Outdoors, the property truly shines. Professionally landscaped grounds with full irrigation surround a spectacular oversized pool and expansive backyard designed for entertaining. Ample parking add convenience, while the home's elevated position captures stunning views of the historic Pilgrim Monument throughout.

2 Tinys Way, Provincetown

$2,495,000
2 Beds 4 Baths 22602431 MLS
Located in Provincetown's sought-after West End, this unique single-family home offers an exceptional blend of character, flexibility and location. At street level, a spacious living room with direct access to Commercial Street and a large picture window overlooking the neighborhood creates an inviting space filled with natural light and the energy of town - ideal for entertaining and people watching. Also on the main level are an office and an en suite bedroom with a sitting area and French doors opening to a private deck overlooking the fenced yard. Upstairs, the living room captures views of the bay and surrounding historic neighborhood. The updated kitchen features granite countertops, stainless steel appliances and modern cabinetry. A second en suite bedroom offers privacy, its own deck and stairs leading to the patio below. Additional highlights include newer mini-splits, town sewer and a strong rental history. Off-site tandem parking for two cars is available separately.

134 Commercial Street, Provincetown

$2,750,000
3 Beds 4 Baths 22602033 MLS
I am pleased to present 'Sweet Home,' a custom-built residence located in the Somerset Heights East End neighborhood.This property features three private bedroom suites, each equipped with an en suite bathroom and an independent entrance. The primary suite is located on the top floor and includes a rooftop deck offering panoramic views and privacy.Notable amenities include radiant heating, a/c and heating split systems, hardwood flooring,custom sinks and a central vacuum system, two fireplaces (including one double-sided unit), owned Tesla solar panels, electric charging station and Powerwall system, professional landscaping with irrigation, screened porches, a patio, and a hot tub.The interior and exterior have been recently painted, and the home offers significant rental income potential. The property is situated near conservation land, providing a quiet setting within walking distance of the Bay Beach and a short distance from town.

10 Somerset Road, Provincetown

$4,095,000
3 Beds 4 Baths 22602013 MLS
There's a natural rhythm to how this Arts & Crafts home unfolds. Each space leads to the next with intention, drawing your eye outward to terraces and established perennial gardens, andbeyond to the quiet of protected land. The architecture does the work here--rooms aregenerous without feeling overstated, and the transitions between them feel considered ratherthan forced. Light moves easily through the home, shifting the mood from morning to evening, whether it's a quiet start to the day or a full house gathered across indoor and outdoor spaces. Craftsmanship is evident throughout, with custom finishes that add depth without distraction. The layout offers flexibility--spaces that invite both retreat and connection--anchored by a setting that remains calm and private, yet close to the energy of town when you want it. It's a home that reveals itself over time, not all at once--where design, setting, and livability come together in a way that feels both grounded and lasting.

12 Somerset Road, Provincetown

$2,675,000
8 Beds 7 Baths 22601421 MLS
An exceptional Provincetown property on the market for the first time since 1964.With scale, versatility, and creative potential, this distinctive 8-room, 7-bath multi-unit property offers a rare opportunity to shape a signature Provincetown residence to your taste or unlock meaningful rental income. With its flexible configuration and generous footprint, the building invites renovation and reinvention--an appealing investment and a true blank canvas for your vision.The layout supports a wide range of possibilities, from income-producing units to compound living or a dramatic single-family conversion. Its south-facing facade brings in abundant natural light, while the coveted East End location places beaches, galleries, and town amenities within easy reach, enhancing both rental demand and long-term resale appeal. Ample parking and yard further expand the potential for outdoor living or future design plans.This property's distinctive multi-unit configuration, flexible interior, and prime Provincetown setting creates a rare opportunity to realize your next project in one of Cape Cod's most desirable markets.

216 Bradford Street, Provincetown

$4,500,000
4 Beds 5 Baths 22601252 MLS
Exceptional East End offering spanning from Commercial Street to Bradford Street! This rare two-parcel opportunity consisting of 624 Commercial Street and 309 Bradford Street is awaiting your vision! Ideally situated near public access to a pristine bay beach, this assemblage combines location, versatility, and potential.624 Commercial Street offers a 5,002 sq ft lot with a newly constructed three-bedroom residence, with the possibility to accommodate a fourth bedroom or ADU. 309 Bradford Street features an 8,175 sq ft lot with a charming one-bedroom cottage, well-suited for guest accommodations or rental use.Both properties include generous outdoor space and off-street parking, presenting a unique opportunity for expansion, investment, or the creation of a private compound in Provincetown's desirable, and historic East End.

309 Bradford Street, Provincetown

$2,950,000
3 Beds 4 Baths 22601253 MLS
Designed by a renowned local artist, this newly constructed East End home is situated on one of the last buildable lots on Commercial Street. The home features beautiful natural light, unique details, and an open-concept first floor with large Marvin windows. The modern kitchen is outfitted with sleek quartz countertops and a Wolf range, and opens onto a mahogany back deck that overlooks a spacious, private backyard. Upstairs, you'll find three bedrooms--each with its own ensuite bathroom featuring custom tile showers. The primary suite offers stunning views of Provincetown Bay and Long Point. Additional highlights include three off-street parking spaces and nearby access to a pristine public bay beach. Legally connected to the town septic for four bedrooms. Located in Provincetown's historic East End, surrounded by the former homes of Robert Motherwell and Norman Mailer, and just minutes from the National Seashore, art galleries, acclaimed restaurants, and downtown shops. A rare blend of location, design, and modern amenities--ideal as a residence, vacation home, or investment. Buyer to assume annual betterment.

624 Commercial Street, Provincetown

$1,750,000
2 Beds 3 Baths 22601195 MLS
A rare offering steeped in Provincetown's artistic heritage, this single-family home was once the studio of renowned impressionist Pauline Palmer. Within these walls, she honed her craft and hosted many of the town's artistic luminaries at the turn of the last century, leaving a legacy that endures today. Renovated in 2018, updates included a new kitchen and 2.5 baths, on-demand hot water, mini-splits, and upgraded systems. The interior features two king suites - one on each floor - with en-suite baths, a soaring great room with an open cottage kitchen, and a cozy and yet very functional loft ideal for lounging or hosting additional guests. The home's unique light--beloved by artists--fills the space. Outside, a private patio invites alfresco dining and relaxed evenings. Tucked on a quiet street in the heart of town, this lovingly cared for property is offered turnkey with some exclusions and strong rental bookings.

5 Webster Place, Provincetown

$3,950,000
3 Beds 3 Baths 22600856 MLS
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**

593 Commercial Street, Provincetown

$3,499,000
4 Beds 4 Baths 22600369 MLS
Welcome to Seaview House, an extraordinary coastal retreat offering sweeping, unobstructed views of Cape Cod Bay and Provincetown, MA. With over 4,000 square feet of living space, Seaview House is designed to celebrate its remarkable setting. The main living area stuns with soaring cathedral ceilings, a gas fireplace, and expansive oversized windows that frame the ever-changing Cape Cod Bay and Provincetown Harbor. The chef's kitchen is a true showpiece, featuring a 6 burner Viking range and grill, professional hood, generous bar seating, and seamless access to decks overlooking the colorful coastal backdrops of Provincetown. An upper-level office or loft leads to a one-of-a-kind crow's nest deck with truly unparalleled, panoramic views of the P'town skyline and harbor. This home offers four bedrooms on the lower levels including a luxurious primary suite with a spa-like bath, tiled double shower, an oversized Jacuzzi tub, and a custom walk-in closet. The expansive front deck is accessed from the main level--perfect orientation for superb entertaining or quiet moments by the sea. A rare stroke of good fortune, this exceptional setting offers truly magnificent waterfront-inspired living. Elevated atop a tall dune and safely beyond the reach of coastal flooding, this home enjoys a coveted south-facing orientationfilling the interiors with breathtaking natural light from sunrise to sunset, year-round. Extensively upgraded, Seaview House features new Azek decking and trim, new cedar shingles, new ocean-facing windows, new exterior doors and lighting, a newer roof, insulated garage doors, new seven zone mini-split A/C, well and irrigation, generator, comprehensive home automation controls, recently refinished maple floors and a two-car garage. This is a rare opportunity to own a landmark coastal home that blends breathtaking views, thoughtful upgrades, and peace of mind perfectly. A wonderful Cape Cod lifestyle awaits you at Seaview House.

724 Commercial Street, Provincetown

$2,250,000
3 Beds 3 Baths 73467961 MLS
Discover the rare tranquility of Somerset Heights, an exclusive enclave of custom homes surrounded by nature and exceptional privacy. Perched at the highest point of this coveted neighborhood, this award-winning contemporary residence captures sweeping views from Provincetown Bay and Long Point Lighthouse to the Atlantic-facing dunes and surf. Thoughtfully designed by its architect-owner and impeccably maintained, the 3-bedroom, 2.5-bath home offers light-filled open living spaces just one level above the foyer, with custom built-ins and expansive windows framing spectacular water views. Beautiful maple hardwood floors, soaring ceilings, recessed lighting, and custom cabinetry throughout create a sophisticated yet inviting atmosphere with abundant storage. Luxury amenities include a fireplace, attached garage, radiant-heated stone bathroom floors, an expansive rooftop deck with breathtaking 360-degree views, a year-round swim spa with jacuzzi, and an outdoor shower.

9 Thistlemore, Provincetown

$5,900,000
6 Beds 3 Baths 22600002 MLS
There was a time before antique homes were ''rehabilitated'' or ''renovated.'' Discover this 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 story Carriage House and a broad front yard.This unassuming but elegant expanded antique Cape sits 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, gorgeous 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 classic Cape Cod style and New England architecture. Secure this untouched masterpiece today to preserve it for generations to come.

580 Commercial Street, Provincetown

$2,250,000
3 Beds 3 Baths 22505937 MLS
Discover the rare tranquility of Somerset Heights, an exclusive enclave of custom homes surrounded by nature and exceptional privacy. Perched at the highest point of this coveted neighborhood, this award-winning contemporary residence captures sweeping views from Provincetown Bay and Long Point Lighthouse to the Atlantic-facing dunes and surf.Thoughtfully designed by its architect-owner and impeccably maintained, the 3-bedroom, 2.5-bath home offers light-filled open living spaces just one level above the foyer, with custom built-ins and expansive windows framing spectacular water views. Beautiful maple hardwood floors, soaring ceilings, recessed lighting, and custom cabinetry throughout create a sophisticated yet inviting atmosphere with abundant storage.Luxury amenities include a fireplace, attached garage, radiant-heated stone bathroom floors, an expansive rooftop deck with breathtaking 360-degree views, a year-round swim spa with jacuzzi, and an outdoor shower--perfect after a day at the beach. (click MORE) Just steps from the bay beach and moments from the breathtaking trails and dunes of the Cape Cod National Seashore, this serene hillside retreat feels worlds away while remaining just a short bike ride or leisurely stroll from the galleries, restaurants, shops, and vibrant waterfront of Provincetown. This is a rare opportunity to enjoy privacy, exceptional design, and some of the finest views on the Outer Cape.

9 Thistlemore Road, Provincetown

$4,950,000
3 Beds 4 Baths 22505339 MLS
In the very center of Provincetown, this rare mixed-use cluster is composed of three separate buildings totaling 5,791+/- sq.ft. All provide commercial spaces, while two also include residential areas above, with three bedrooms across the upper levels. The front structure, dating to the 1870s, reflects the Second Empire style and is distinguished by its tower turret and enduring architectural presence. Later buildings extend the setting, together creating a distinctive enclave with layered history and flexible utility. Brick-paved walkways, terraced steps, and original wide-plank pine floors add to its character and authenticity. Situated within the Town Center Commercial (TCC) zone, the property allows for a range of possibilities, from continued use to more ambitious redevelopment. Its scale, zoning, and architectural presence are further enhanced by exceptional visibility and steady year-round foot traffic unique to this central location.

234 Commercial Street, Provincetown

$779,000
3 Beds 3 Baths 22502662 MLS
Offered for sale for the first time in over 50 years, this antique three-family residence presents a rare development opportunity in Provincetown at a unique price. Spanning 1,362 square feet, the property features two studio apartments on the first floor and a spacious one-bedroom unit with an attic and bonus room on the second floor. This level lot enjoys abundant natural light throughout the day and offers room for potential expansion. The property could convey with architectural drawings for a fully reimagined over 2,000 square foot three-family residence. Betterment has been paid in full.Don't miss this opportunity to either pursue a multi-unit development project or create your own single-family home in Provincetown.

37 D Court Street, Provincetown

$4,499,000
8 Beds 9 Baths 22502383 MLS
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.

44 Commercial Street, Provincetown

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