Massachusetts’ real estate market is a dynamic blend of historic charm and modern luxury, with prices soaring in sought-after areas like Boston, Cambridge, and the Cape Cod coastline. From grand waterfront estates to Beacon Hill townhouses steeped in history, the state’s high-end properties reflect both prestige and exclusivity. The demand for luxury homes is driven by proximity to top universities, thriving tech and biotech industries, and breathtaking New England landscapes. Whether it’s a seaside retreat in Nantucket or a penthouse overlooking the Charles River, the state’s elite properties command eye-watering prices.
Now, let’s explore the five most expensive homes in Massachusetts, where opulence meets architectural brilliance.
5. Chatham, MA – $6,995,000
Valued at $6,995,000, this estate in North Chatham spans 7,111 sq. ft. with 7 bedrooms and 9 bathrooms on 1.4 acres. The property includes a Main House with 5+ bedrooms and a 2-bedroom Guest House, with deeded access to a private sandy beach on Pleasant Bay. Features include a poolside area with a hot tub, outdoor fireplace, fire pit, kitchen with a pizza oven, and multiple seating areas. Additional amenities include a lower-level gym, home theater, bonus rooms, a 3-car garage, and a whole-house generator. The property is fully furnished and available by appointment.
Where is Chatham?
Chatham, Massachusetts, is a coastal town on the southeastern tip of Cape Cod. It is known for its maritime heritage, with a working fishing pier, historic lighthouses, and the Chatham Marconi Maritime Center. The town has scenic beaches, including Lighthouse Beach, and a walkable downtown with shops, restaurants, and galleries. Chatham’s summer season brings tourism, with events like the weekly band concerts at Kate Gould Park. Monomoy National Wildlife Refuge, located nearby, provides a habitat for migratory birds and marine life.
Living Room
Coffered ceilings and wide sliding doors frame the open-concept living room, filling the space with natural light. Fireplaces with reclaimed wood paneling create a focal point, with mounted landscape paintings adding visual interest. Neutral-toned sofas and armchairs surround a stone coffee table, forming a comfortable seating area. Patterned rugs soften the hardwood floors, blending texture and warmth.
Kitchen
Marble islands with veined countertops offer workspace and seating, serving as the kitchen’s central hub. White cabinetry with glass-fronted doors lines the walls, creating organized storage. Pendant lights with bronze frames hang above the island, complementing the stainless steel appliances. Light hardwood floors add warmth to the neutral design.
Dining Room
Glass tabletops rest on carved wooden legs, anchoring the dining space with a mix of textures. White paneled walls and a coffered ceiling add structure, while large windows brighten the room. Rectangular iron chandeliers contrast with the soft tones of the walls and furniture. Striped rugs beneath the table introduce depth and pattern.
Bathroom
Freestanding tubs sit beneath large windows, bringing in natural light and outdoor views. Marble countertops stretch across dual sinks, offering storage and workspace. Glass-enclosed showers with chrome fixtures add a sleek contrast to the soft color palette. Woven benches and towel racks near the tub introduce warmth and function.
Patio
Pergola slats cast shadows over the outdoor seating area, creating a balance of shade and sunlight. Cushioned sectionals and wooden chairs surround a stone fire pit, offering a central gathering spot. Metal railings and stone steps connect the patio to the house, integrating different levels of the space. Tall hedges and trees provide privacy while framing the seating area with greenery.
Source: Brian Dougherty @ Corcoran Property Advisors via Coldwell Banker Realty
4. Weston, MA – $7,495,000
With 5 bedrooms and 11 baths spread out across 9,599 sq. ft. and 8.83 acres, this Weston gated mansion is priced at $7,495,000. The home features a 27-foot ceiling living room with two-story windows, an open floor plan, a media room, a game room with a full bar and fireplace, and a library with floor-to-ceiling bookshelves. The primary suite includes two walk-in closets, two bathrooms, a sunken tub, and a private patio. Additional bedrooms have walk-in closets and en suite baths. The property includes a pool, fountain, pool house, large mudroom, office, and lower level. Located near the Mass Pike, country clubs, and Weston’s top-rated schools.
Where is Weston?
Weston, Massachusetts, is a suburban town in Middlesex County, known for its affluent residential character and extensive conservation land. It has a top-ranked public school system and is home to Regis College. The town features historic sites, including the Golden Ball Tavern Museum and Case Estates. Weston has a strong emphasis on open space, with trails and parks such as the Weston Reservoir and Cat Rock Park. Its proximity to Boston and access to major highways make it a desirable location for commuters.
Living Room
Black marble floors contrast with crisp white walls in the expansive living area, where a grand piano and modern artwork create a focal point. A sculptural ceiling design with recessed lighting adds depth to the open space. A circular sectional sofa surrounds a glass-topped coffee table, blending comfort with contemporary elegance. Tall windows and an arched doorway lead to adjoining rooms, keeping the layout bright and interconnected.
Dining Room
A sleek dining table with high-backed chairs sits beneath a softly lit ceiling, creating a modern and sophisticated setting. Floor-to-ceiling windows line one side of the room, showcasing views of the landscaped garden outside. Textured gray walls and a large abstract painting contribute to the contemporary style. Built-in wall sconces provide additional lighting, enhancing the overall ambiance.
Library
Custom-built bookshelves stretch from floor to ceiling in the wood-paneled library, filled with books and decorative accents. A grand arched window with plantation shutters filters natural light into the space, illuminating the dark patterned carpet. A fireplace with a carved mantel adds warmth, positioned beside a classic writing desk and upholstered seating. Recessed lighting in the coffered ceiling highlights the elegant architectural details.
Bedroom
Geometric patterns and plush textures fill the oversized bedroom, with a curved ceiling adding dimension to the space. A large upholstered bed with a matching bench sits against the textured walls, flanked by sleek nightstands and modern lighting. A sitting area near the floor-to-ceiling windows provides a view of the surrounding greenery. A wide entryway leads directly into an expansive ensuite bathroom.
Bathroom
Glass block walls diffuse natural light into the spacious bathroom, complementing the floor-to-ceiling marble surfaces. A built-in soaking tub with gold fixtures is set into a raised platform, mirroring the design of the glass-enclosed shower. Dual vanities with large mirrors provide ample counter space, framed by recessed lighting in the vaulted ceiling. A soft neutral palette enhances the clean and open layout.
Source: Melissa Dailey @ Coldwell Banker Realty – Wellesley via Coldwell Banker Realty
3. Leverett, MA – $14,900,000
Juggler Meadow is a 64-acre estate in Western Massachusetts that sits on 99,990 sq. ft. and features 16 bedrooms and 25 bathrooms. It includes eight structures with a total of approximately 120,000 sq. ft. of living space. Features include a 50,000 sq. ft. spa, four tennis courts, two car barns, a 9-hole golf course, a pool, an indoor water park, a full-size auditorium with a stage and advanced audio-visual systems, and multiple guest houses. Designed with high-quality craftsmanship and materials, this property offers a private retreat with extensive amenities.
Where is Leverett?
Leverett, Massachusetts, is a small rural town in Franklin County, known for its natural surroundings and quiet atmosphere. It is home to the New England Peace Pagoda, a Buddhist monument that attracts visitors seeking reflection. The town has a strong sense of community, with local farms, conservation areas, and small businesses. Leverett’s public school system is part of the Amherst-Pelham regional district. Outdoor activities like hiking and fishing are popular, with nearby spots such as the Rattlesnake Gutter conservation area.
Living Room
White columns and a two-story ceiling define the living room, with a wraparound balcony overlooking the space. Plush sofas and armchairs sit atop an intricate area rug, arranged around a glass-topped coffee table. A built-in bar with high stools adds a social element, while a chandelier hangs from the center of the ceiling. Large windows and French doors fill the room with natural light.
Kitchen
Vaulted ceilings with exposed beams give the kitchen an open and airy feel, complemented by large arched windows that bring in natural light. Dual islands with white countertops provide ample workspace and storage, while sage green cabinetry adds contrast. A built-in stove with a marble backsplash sits beneath a sleek vent hood. Hardwood floors and a wrought-iron chandelier contribute to the rustic yet refined design.
Home Office
Curved windows line the walls of the office, offering a panoramic view of the surrounding greenery. A central leather-topped desk anchors the space, sitting atop a circular patterned rug. Built-in wooden desks wrap around the perimeter, providing multiple workstations. A painted ceiling mural adds an artistic touch, mirroring the sky outside.
Game Room
Rows of arcade machines and game tables fill the vibrant game room, creating a nostalgic gaming atmosphere. Neon lighting accents the walls, while a lofted balcony overlooks the action below. Classic skee-ball lanes, racing simulators, and pinball machines line the space. Colorful decor and playful statues add to the lively theme.
Indoor Water Park
Massive rock formations and lush greenery surround the indoor pool, creating a tropical oasis. Waterfalls cascade into the clear blue water, while palm trees and stone pathways enhance the resort-like atmosphere. A painted sky ceiling adds to the illusion of an outdoor setting. Hidden alcoves and seating areas provide relaxation spots throughout the space.
2. Brookline, MA – $20,000,000
Located on 4.5 acres, this 6-bedroom, 8-bathroom mansion in Brookline is 7,550 sq. ft. in size and priced at $20,000,000. Gut-renovated, it features 13 rooms, including a double living room and a primary suite. The property includes a terrace patio, in-ground swimming pool with a fountain and whirlpool, a cabana, a koi pond, a private tennis court, a putting green, and extensive hardscaping. Additional structures include a three-bedroom cottage and a two-bedroom unit above a free-standing garage. Located near shops, restaurants, and Downtown Boston.
Where is Brookline?
Brookline, Massachusetts, is a town bordering Boston, known for its mix of urban and suburban characteristics. It has a strong cultural and historical presence, with landmarks like the John F. Kennedy National Historic Site. The town is home to a diverse population, a highly rated public school system, and several parks, including Larz Anderson Park. Brookline’s commercial areas, such as Coolidge Corner and Washington Square, offer a variety of shops, restaurants, and entertainment. It is also well-connected by public transportation, making it a convenient place for commuters.
Living Room
Expansive windows framed by draped curtains fill the living room with natural light, while French doors provide access to the outdoor patio. A grand piano sits in the corner, surrounded by various upholstered chairs arranged for conversation. A crystal chandelier hangs above, adding elegance to the space. A round wooden table with a floral centerpiece rests on a bold-patterned rug, grounding the room’s design.
Kitchen
Cherry wood cabinetry lines the kitchen, accented by floral-patterned wallpaper and tiled backsplashes. A large island with a marble countertop offers seating and extra workspace, with pendant lights providing illumination. A built-in oven and gas stove are integrated into the design, surrounded by additional counter space. A round wooden dining table with spindle-back chairs sits in the foreground, blending with the warm tones of the room.
Dining Room
Hand-painted wallpaper featuring birds and flowers wraps around the dining room, complemented by a gold-accented ceiling. A long wooden table with matching chairs sits atop a bold-patterned rug, while a crystal chandelier hangs above. Leopard-print cushions on the chairs add contrast to the traditional furnishings. A white fireplace with a detailed mantel provides warmth, with framed artwork decorating the walls.
Bedroom
Floral patterns cover the bed, curtains, and upholstered furniture, creating a coordinated design throughout the bedroom. Hardwood floors contrast with the richly patterned area rug, while mirrored nightstands reflect light from table lamps. A red loveseat and blue armchair form a seating area near the French doors, which open to a garden view. Decorative valances frame the windows, adding to the layered textures in the space.
Hot Tub
Intricate tilework covers the floor, with a geometric pattern in shades of green, white, and blue. Bright yellow walls contrast with the carved wooden mirror and chest, both featuring detailed inlay work. A built-in alcove frames a large hot tub, surrounded by arched windows that let in natural light. Hanging lanterns and decorative ceiling patterns add to the ornate design, while French doors provide access to the outside.
Source: Debby Belt @ Coldwell Banker Realty
1. Duxbury, MA – $40,000,000
This $40,000,000 waterfront estate spans 14,000 sq. ft. with 6 bedrooms and 9 bathrooms on 25 acres. Built over time, it features 1,060 feet of water frontage, a private pier, a sandy beach, and multiple structures, including a Main House, Dock House, Guest House, Barn with storage and an apartment, the Alexander Standish Antique House, a Boat House, and a Greenhouse. The property includes an outdoor pavilion with a kitchen, a gunite pool, a pond, and extensive gardens. Located 35 miles from Boston, it offers coastal living with indoor and outdoor entertaining spaces.
Where is Duxbury?
Duxbury, Massachusetts, is a coastal town in Plymouth County, known for its historic homes and maritime heritage. It has a strong connection to early American history, with ties to the Pilgrims and shipbuilding industry. The town features Duxbury Beach, a long barrier beach popular for recreation. It has a small-town atmosphere with local shops, restaurants, and a well-regarded public school system. The community is also home to cultural sites like the Alden House Historic Site and the Duxbury Rural and Historical Society.
Living Room
An open-concept living room features a two-story ceiling with wooden beams and a lofted balcony lined with bookshelves. A massive stone fireplace serves as the focal point, with comfortable seating arranged around it on a large area rug. French doors allow access to the outdoors, framed by white-trimmed windows that brighten the space. A mix of rustic and elegant furniture, including wooden side tables and upholstered sofas, enhances the room’s inviting atmosphere.
Kitchen
In the kitchen, classic white cabinetry lines the walls, paired with rustic elements like a stone fireplace and terracotta floor tiles. A large island with a dark countertop provides workspace, with hanging copper pots adding a functional decorative touch. Open shelves and glass-front cabinets store dishes and kitchen essentials, while a six-burner stove with a tiled backsplash takes center stage. A doorway leads to a pantry and additional storage.
Dining Room
Polished wood stretches across the long dining table, surrounded by intricately carved chairs. A glass-fronted china cabinet displays fine dishware, adding to the traditional feel of the space. A white fireplace with a detailed mantel provides warmth, with a framed painting hanging above it. Soft lighting from a chandelier and wall sconces complements the natural light streaming in from large windows with floor-length curtains.
Bedroom
Vaulted ceilings with white wooden panels create an open feel, while soft green walls contrast with the warmth of hardwood floors. A stone fireplace adds a rustic touch, positioned near a seating area with plush chairs and a patterned rug. French doors and large windows bring in natural light and open to a balcony with scenic views. A wooden bed with carved details is flanked by matching nightstands and table lamps.
Deck
Outdoor seating covers the wooden deck, with large umbrellas providing shade over cushioned chairs and wooden benches. White railings wrap around the space, complementing the light gray exterior of the house. French doors lead inside, framed by multiple windows that allow natural light to enter. A covered grill sits in the corner, ready for outdoor cooking.
Source: Joanna Dresser @ Landvest, Inc. via Coldwell Banker Realty
