Massachusetts homes for sale starting at Fifty Thousand Dollars

$6,500,000 - North Chatham, MA

4 Ministers Lane North Chatham, MA - This unrivaled oceanfront estate located on prestigious Ministers Point in North Chatham offers grand scale living with dramatic Atlantic Ocean vistas. The meticulously designed cedar shingle and sprawling stone exteriors seamlessly blend the elegant interiors that boast striking architectural details, custom finishes and the highest quality craftsmanship. The 11 rooms radiate light and a breadth of picturesque vistas of Chatham's coastline and stretches of North and South Beach. The entry opens to a spectacular living and dining room with soaring coffered ceilings, an imported fireplace, and walls of windows that unveil the majestic sea backdrop. A grand family room with fireplace assures large-scale entertaining while the nearby wood paneled ensuite study delivers coziness and privacy. The main floor is complete with a fully equipped chef's kitchen that leads to a separate second floor ensuite bedroom above the garage. The main stairway leads to a magnificent master suite, a third en suite bedroom and a bookshelves sitting area. The lower level features two more ensuite bedrooms facing the sea. The grounds are mesmerizing with mature trees, native plants and paths to the sea.

$6,499,000 - Cataumet, MA

48 Red Brook Harbor Road Cataumet, MA - LUXURY REAL ESTATE AUCTION on-site on Monday, June 9, 2025, at 11:00 AM. Previews begin Saturday, May 17th, and will run every Saturday & Sunday, 1-4, until the auction. Private appointments are available; please call for details.Just a stone's throw from Red Brook Harbor, historic Mariana Manor blends timeless elegance with modern luxury. Step into the grand entrance with old-world craftsmanship and tasteful refinement. Gather in the open, spacious communal living/dining space, featuring a floor-to-ceiling fireplace and slider that opens to 2 acres of lush grounds. The kitchen boasts restaurant-quality appliances, and prep kitchen/coffee bar with wine fridge.10 individually themed suites, each with bedroom, living room, bathroom, and kitchenette. Amenities include a pool, Parisian-themed deck, firepit, and gazebo. Embrace serenity and create unforgettable memories with family-friendly activities like sailing, boating, fishing and mini-golf. Explore nearby beaches, dining, shopping, and entertainment in Falmouth and Woods Hole.

$6,480,000 - Osterville, MA

44 Seapuit Road Osterville, MA - Osterville Oasis. Sitting on 3.4 acres and abutting 2.88 acres of additional protected land, this exceptional estate offers a family retreat like no other. The home—recently spotlighted by The Wall Street Journal—boasts over 8,000 square feet of thoughtfully designed living space with fully updated systems in pristine condition. The outdoor amenities are unparalleled, featuring a sparkling pool with a charming pool house that offers two bedrooms and a kitchenette, a top tier pickleball court, and a bocce court. Perfect for both intimate gatherings and grand-scale entertaining, the home's interior features two elegant living rooms, an inviting eat-in kitchen, and seamless access to the patio—complete with a hot tub for year-round relaxation. The main floor also hosts the luxurious primary suite, offering a serene retreat. Upstairs, four additional bedrooms, a fully equipped gym, and a recreation room provide endless options for family fun and fitness. With the added convenience of a short distance to Osterville village for shopping and dining.

$6,400,000 - Provincetown, MA

467 Commercial Street Provincetown, MA - 16,000 + SF Waterfront parcel now on the market for sale. The land is improved by a Gourmet Food Market that is approximately 2640 square feet. The property is situated on the east end of Town overlooking Provincetown Harbor. Easy short walk to the downtown area, restaurants, gallery district and much more. The parcel has many potential uses including mixed use, residential, commercial and land development options. The site originally known as E. & E.K. Cook and Company, was a ships chandlery in the 19th century. Thereafter it was known as Burch's Market from 1904 to 1945 when it was renamed as Bryant's Market. For more than 20 years, the site has been known as Angel Foods Market. The site has fantastic light, frontage, signage, waterfront / beachfront access, unobstructed views and much more. Buyer to verify all use, site specifications and zoning analysis. Easy to show. Great waterfront investment opportunity.

$6,400,000 - New Bedford, MA

86 Macarthur Dr New Bedford, MA - Prime Waterfront Commercial Property in New Bedford's Thriving Hub. Located in the heart of New Bedford, the largest fishing port in the U.S., this exceptional commercial property offers unparalleled opportunities for businesses. Previously operated as a fishery, this facility is perfectly positioned on the waterfront, making it an ideal site for ventures linked to the emerging wind turbine projects in the area. The property features well-appointed locker rooms, multiple office spaces, and several garage door entrances, offering versatility for a wide range of commercial uses. With its strategic location in the center of a bustling maritime community, this property presents an unmatched opportunity for businesses looking to capitalize on New Bedford's dynamic growth. Don't miss the chance to secure a key position in one of the nation's most vibrant ports, poised for significant expansion in renewable energy projects.

$6,285,000 - Osterville, MA

245 Bay Road N Osterville, MA - An elevated site offers the finest golf course views on Oyster Harbors. Gil Hanse recently completed a restoration of this Donald Ross gem, and now, as a championship course it will certainly rank among the finest in the state and on the east coast. Built by the areas premier builder and designed by Royal Barry Wills, the home features a first-floor primary suite and four additional bedrooms. Two of the bedrooms are in the connected apartment with its own kitchenette and living room. A butler's pantry, laundry and full bath are adjacent to the original Smallbone kitchen which has been thoughtfully updated. Five working fireplaces, a custom wine cellar, designer closets and endless storage will provide year-round access for your extended family. The pool and hot tub are sited to provide privacy and tranquility. We are certain that you will never tire of the movie set views which will simply take your breath away!

$6,200,000 - Gloucester, MA

9 Drumhack Road Gloucester, MA - Enter Killybracken through a private gate onto your own enchanting oceanfront estate. Surrounded by sprawling lawns and lush gardens this property is an ideal family retreat or entertainer's delight. Entire compound has undergone renovation blending its vintage architecture with contemporary living and entertaining spaces. This estate features a main residence, pool house, guest cottage and garage on 2.4 acres. Crafted with antique woods, locally quarried granite and other natural stone finishes. The pool house, with an all-season indoor/outdoor pool offers living and entertaining spaces, an 8-person spa and steam room. This secluded, self-sufficient manor is rooted in beauty and strength. Sited on one of the most picturesque waterfront properties, yet accessible to major urban centers by land, air and sea. Killybracken offers a sensory experience of both the ease and comfort of home and joyous anticipation of being away, all in a breathtaking setting. Less than one hour to Boston.

$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.

$6,100,000 - Provincetown, MA

$6,000,000 - Edgartown, MA

10 Puwal Lane Edgartown, MA - KATAMA COMPOUND WITH POOL - TURNKEY. In an enclave of luxury homes in Katama, this newly-built 5 bedroom, 5 bathroom property with three half-baths is being delivered turnkey with fine furnishings and artwork. The home has everything the modern buyer wants, including two primary bedroom suites (one upstairs, one downstairs), all bedrooms with ensuite bathrooms, two laundry rooms, detached guest quarters, high-end music system, a beautiful pool area, the list goes on. In addition to the 4700-sf main house with 4 ensuite bedrooms there is a Carriage House with a bedroom suite upstairs. In 3 years time this detached bedroom can be converted into full guest apartment by converting unfinished space into a living room and kitchen. The Carriage House also includes a poolhouse with half bath and a 2-car garage.

Massachusetts listings for sale

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