9 Most Expensive House in Massachusetts

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Massachusetts, officially the Commonwealth of Massachusetts, is the most populous state in New England in the United States. The state depended on fishing, trade, and agriculture before becoming a manufacturing center during the Industrial Revolution. 

According to Wallet Hub, Massachusetts is the second-best state to live in due to its beautiful nature, housing costs, high education rate, and people’s hospitably. Massachusetts also borders the Atlantic Ocean, Rhode Island, New York, and Vermont, with many beautiful landscapes to see and explore. 

The median house price in Massachusetts is around $600,000, which is above average for the United States. And while you can buy a new home for less money, some properties cost significant amounts due to their 200 acres, private pools, gyms, and exclusive beach access.

Cities like Weston and Nantucket have the most valued homes in the state, but we wanted to explore the most expensive houses in Massachusetts currently on the market! Happy house searching! 

9. 30 Mill Hill Road

Price: $14,995,000
City: Edgartown
Size: 8,904 sqft
Rooms: 9 bed/7bathrooms
30 Mill Hill Road
photo source: Sotheby’s International Realty

Listed as a multi-family farmhouse, this 14-acre estate is located in Edgartown, close to the historic Edgartown Village. The house is a private state with a reasonable distance from the quiet neighborhood. There are two homes on the property designed by architect Patrick Ahearn, known for his classic American style. 

The main house includes six bedrooms and five bathrooms, while the previous farmhouse is being transformed into a guest house. The property is listed for almost $15 million. Besides the bedrooms, the house has a game room, butler’s pantry, cock’s kitchen, and three wood-burning fireplaces. 

Did you know?

This idyllic interior includes wide-plank floors, antique beams, and a 20×40-foot pool with a built-in whirlpool spa. Sotheby’s offers multi-information to the buyers, so the buyers can get a 30-year fixed loan for this house and pay around $70,482 in the mortgage. 


8. 104 Old Herring Creek Road

Price: $16,500,000
City: Tisbury
Size: 2,479 sqft
Rooms: 4 bed/5bathrooms
104 Old Herring Creek Road
photo source: Homes.com

The house is located in the prestigious North Shore neighborhood of Vineyard Haven within the town of Tisbury. Nestled in the Old Herring Creek Road, this waterfront estate spreads over 5.3 acres. With a total of 2,479 square feet, 425 are of private Vineyard Sound beach, accessible through the estate.

The beach house is listed for $16,500,000 with four bedrooms and five bathrooms, but the adjacent parcel next door is also available for purchase if you wish to expand your property. Marthas Vineyard High School and Charter School are close-by for families with children. 

Did you know?

This beach house, built in 1991, has refurbished appliances and necessary conveniences. It has two parking spaces, a breakfast eating area on the back porch, and a private deck adjacent to the en suite bedroom.


7. 484 Charles River Street

Price: $17,300,000
City: Needham
Size: 10,194 sqft
Rooms: 12 bed/8 bathrooms
484 Charles River Street
photo source: Teri Adler Real Estate

484 Charles River estate house was built around 1900, with 10,194 square feet of living space, including 12 bedrooms and eight bathrooms. It has an open lawn area, open interior space, high ceilings, and a long meadow that leads to the Charles River. 

The price was cut from $18 million to $17,300,000 a month ago. The history of the estate is present in the furniture, as well as the spacious rooms with high ceilings, tall southwest-facing windows, and wooden details. This house is the only residence on this list that does not overlook the ocean. 

Did you know?

Needham, a suburb of Boston, is one of the wealthiest cities in Massachusetts, known for the nation’s first industrial parks. The city has highly rated schools and an overall safe living environment, ideal for families and those wishing to retire.


6. 30 Crackatuxet Cove Road

Price: $18,500,000
City: Edgartown
Size: 8,912 sqft
Rooms: 6 bed/8 bathrooms
30 Crackatuxet Cove Road
photo source: Zillow

This single-family residence was built in 2008 with 8,912 square feet of living space. The real estate websites list it as a “dramatic contemporary styled house” with a beautiful pond in front of the house, located on the Herring Creek Farm. It is listed for $18,500,000

This estate offers cathedral ceilings and an open floor plan with a large dining room, kitchen, and living room, but it also has a spiral staircase and private garden terraces. Along with the main house is an adjacent carriage house with a private gym and a room for billiards. 

Did you know?

Maybe the most exciting part of the house is not the home itself but the outside area with a large turquoise pool, a 12-person Jacuzzi, an outdoor kitchen, and a private entrance to the South Shore beach. 


5. 34 Paine Avenue

Price: $20,500,000
City: Beverly
Size: 27,313 sqft
Rooms: 11 bed/12 bathrooms
34 Paine Avenue
photo source: Compass

Built in the Georgian Revival in 1904, this 34 Paine Avenue estate looks like it came straight out of a fairytale. The house, nicknamed “Rock Edge” due to its sitting above a sharp rock, has around 28,000 square feet of living area, with 11 bedrooms and 12 bathrooms. 

With a brick façade and limestone details, this $20,500,000 Paine Avenue house is an idyllic home for one family. But this ample space could be divided too, as it has 20 parking spaces, a carriage house, and a caretaker cottage. The architectural details and the furniture are customized to modern living. 

Did you know?

Georgian Revival style, a subtype of Colonial Revival, was popular during the 18th century in early New England settlements. A classic Georgian house has a brick exterior with arches, high ceilings, proportional windows, front-door decks supported by columns, and fanlights at the entrance. 


4. 72 Pocomo Road

Price: $21,750,000
City: Nantucket
Size: 7,609 sqft
Rooms: 6 bed/6 bathrooms
72 Pocomo Road
photo source: Compass

72 Pocomo Road beach house has been on the market for over a year, listed for $21,750,000. The house was built in 1990 as a single-family residence. The ocean view is what sells this 6-bedrooms and 6-bathroom house that has around 7,609 square feet of living space.

It is located on Pocomo Road toward Medouie Creek, weaving through the wealthy neighborhood filled with tennis courts and beautiful landscapes. The estate is divided between the Main house, the Cottage, and the Guest house. The house has an adjacent 4+ car garage and spacious parking lot. 

Did you know?

Some exciting features are a pool house, a gym in the Cottage, a 3,500-bottle wine cellar, a tennis court, and private beach stairs. The residence has a complete view of Nantucket Harbor with an exceptional view of the Great Point Light House.


3. 835 Sea View Avenue

Price: $30,000,000
City: Barnstable
Size: 15,500 sqft
Rooms: 7 bed/9 bathrooms
835 Sea View Avenue
photo source: Robert Paul Properties

With nine full bathrooms and seven en suite bedrooms, 835 Sea View Avenue house is a single-family residence with 15,500 square feet in Barnstable. The beach house has around 280 feet of private beach, but it also comes with a resort-style swimming pool and an expansive terrace for sunbathing. 

The house is listed for $30,000,000 and has the Main house and attached guest house, but the unique features are a 5,000-bottle wine cellar, a gym, a massage room, and seven garage spaces. The house, built in 2012, has not had any significant changes. 

Did you know?

This beach house is located in the seaside community called Osterville, considered a retiree’s dream neighborhood because it is quiet and peaceful, with below-average crime rates. 


2. 41 Jefferson Avenue

Price: $39,000,000
City: Nantucket
Size: 5,739 sqft
Rooms: 10 bed/10 bathrooms
41 Jefferson Avenue
photo source: Zillow

Almost the most expensive house on this list, 41 Jefferson Avenue estate, is listed for $39,000,000. The house was built in 1930 as a single-family residence with 5.739 square feet. Even though it might seem like a staggering price for 0.94 acres of property, the house is set right at the beach. 

It was initially developed as a private beach club in Cliff Beach resort but transformed into a four-unit main beach home, now for sale. The estate has a simple 18th and 19th-century design with a courtyard in the back and a sizeable Belgian-block parking area. All units have been renovated. 

Did you know?

The Atlantic Ocean is visible from all the rooms, no matter the unit, as you need less than a minute to reach the shore and dive into the turquoise water. The rooms have heart pine and marble flooring, open kitchen plans, and white-dominated furniture. 


1. 21 Berkeley Avenue

Price: $56,000,000
City: Nantucket
Size: 15,332 sqft
Rooms: 10 bed/11bathrooms
21 Berkeley Avenue
photo source: Realtor

The most expensive house in Massachusetts is also the record-breaking selling house on Nantucket island! This 15,332 square feet house was built in 2008 and has been on the market for the last three months, but the price of $56 million might be out of range for most people. 

Eight-bedroom waterfront house called “Beam Ends” offers a front-row seat to Nantucket Harbor with minimal flood and fire factor risk. Even with 3.56 acres of space, this house is listed as a single-family living type, with enough rooms and bathrooms for everyone’s enjoyment and solitude. 

Did you know?

An idyllic summer home! “Beam Ends” is close to the Nantucket center and the island’s High School and Elementary School. The neighborhood is quiet, and Nantucket Creeks spread for nearly a mile surrounding the property. 

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