Massachusetts real estate combines centuries of heritage with contemporary grandeur, from seaside mansions to stately suburban estates. In a state where history meets innovation, homes often boast both Colonial charm and modern indulgences, like indoor pools, solariums, and private theaters.
Below, we explore some of the most expensive homes currently on the market in Massachusetts, where luxury lives at the intersection of past and present.
5. Concord, MA – $19,500,000
Built in 1996, this 13,650 square feet single-family estate is located in Concord and sits on nearly 6 acres bordering conservation land. The main house includes 7 bedrooms and 10 bathrooms, along with features such as a chef’s kitchen, solarium, library, home theater, billiard room, fitness center with infrared room, and an indoor heated pool with retractable roof.
Priced at $19,500,000, the property also includes three guest houses, a commercial kitchen, tennis court, greenhouse, and heated driveway.
Where is Concord?
Concord is a historic town in Middlesex County, Massachusetts, located about 20 miles northwest of Boston. It played a central role in the American Revolutionary War, notably at the Battle of Concord in 1775. The town was also home to authors like Ralph Waldo Emerson, Henry David Thoreau, and Louisa May Alcott. Today, it features sites like Walden Pond, Minute Man National Historical Park, and a well-preserved town center.
Sunroom
Glass ceiling panels and full-length windows surround the sunroom, where cushioned seating is arranged around a central fireplace and wall-mounted TV. Neutral tones and greenery soften the layout, while light curtains frame the outdoor views. Skylight design lets sunlight flood the space throughout the day.
Dining Room
Two chandeliers hang above a rectangular wood table in the dining room, which is bordered by a long sideboard and full-length French doors. Upholstered chairs line both sides, matched with a woven floor covering and ceiling beams overhead. Room opens into a formal living area through columns and wide entryways.
Kitchen
Large center island with pendant lighting defines the kitchen layout, surrounded by white cabinetry and a sleek black backsplash. Stainless steel hood and concealed appliances stretch along one wall, while a breakfast nook sits beneath bay windows. Dark wood floors balance the light surfaces throughout the space.
Bedroom
Angled windows and pale tones shape the primary bedroom, where a bed is placed between twin nightstands and facing a pair of accent chairs. Multiple windows wrap around the room, dressed in patterned valances and drapes. A soft rug stretches across the wood floor, tying the seating and bed together.
Bathroom
Double vanity and bench seating line the primary bathroom, with gold fixtures and sconces framing the wide mirror. Large windows curve across one corner, bringing garden views into the space. Entry to a walk-in shower sits opposite the main counter, framed by light tile flooring and white walls.
Listing agent: Beth Dickerson of Gibson Sotheby’S International Realty, info provided by Coldwell Banker Realty
4. Edgartown, MA – $19,900,000
This newly built estate in Edgartown spans 8,607 square feet across a main house, guest house, and carriage house. The main residence offers 6,041 square feet with 6 bedrooms and 5.5 bathrooms, while the guest and carriage houses each add 1 bedroom and 1 bathroom. Listed at $19,900,000, the property includes a furnished interior, saltwater pool, spa, and cabana for private outdoor living.
Where is Edgartown?
Edgartown is a town on the southeastern side of Martha’s Vineyard, in Dukes County, Massachusetts. It was one of the island’s earliest colonial settlements and became a prominent whaling port in the 18th and 19th centuries. The town features historic captain’s homes, the Edgartown Lighthouse, and ferry access to Chappaquiddick Island. It remains a seasonal tourist destination with a preserved historic district.
Lounge
Soft-toned furniture forms a conversational layout in the sitting room, positioned between tall windows draped with beige curtains. A cream-colored sofa anchors the space with a pair of armchairs and round tables set on a neutral rug. Wood flooring and white panel walls brighten the coastal view through the glass.
Kitchen
Barstools with nautical backs line the island in the kitchen, which is surrounded by white cabinets and marble countertops. A large stainless steel range sits beneath a hood against a tiled backsplash, framed by glass-front cupboards. Pendant lighting and a farmhouse sink complete the open-corner setup.
Family Room
Sectional couch, round swivel chairs, and a wood coffee table create a relaxed setup in the family room, arranged around a large screen on a white console. Recessed ceiling lights and long windows brighten the room, which features painted paneling and light-toned flooring. A casual dining nook sits just behind the main seating area near the far wall.
Bedroom
Light wood furniture and neutral tones dominate the bedroom, where a plush bed is placed beneath a vaulted ceiling. French doors open to a private balcony, flanked by Roman-shaded windows and two upholstered armchairs. A gold pendant light and soft carpeting help soften the clean-lined design.
Pool Area
Backyard pool sits directly off the rear patio, surrounded by paved stone, privacy hedges, and white fencing. Lounge chairs and navy cushions offer seating near the water, while an umbrella and side table provide shade and function. The home’s shingled rear exterior creates a relaxed cottage-style backdrop.
Listing agent: Erin Hegarty of Compass, info provided by Coldwell Banker Realty
3. Brookline, MA – $24,500,000
Carrying a $24,500,000 price, this 1929-built Georgian Revival estate in greater Boston offers 20,074 square feet of refined space. Set on 3 acres, it includes 11 bedrooms, 11 bathrooms, 10 fireplaces, a library, formal dining room, family room, and a French-imported Molteni stove in the kitchen. A 75-foot indoor pool, accessible via terrace doors or a 60-foot underground passage, completes the property’s distinctive features.
Where is Brookline?
Brookline is a town in Norfolk County, Massachusetts, bordering six neighborhoods of Boston, including Allston and Jamaica Plain. It is home to institutions like Boston University’s west campus and parts of Longwood Medical Area. Brookline has a mix of urban and suburban character, with commercial hubs like Coolidge Corner and Brookline Village. It is also the birthplace of President John F. Kennedy.
Lounge
Curved sofas and circular wood tables define the lounge room, where paneled walls and tall windows frame the space. A fireplace and wall-mounted TV anchor one side, with tray ceilings and pillars dividing the open area. Red accent walls contrast the neutral trim and animal print rug.
Dining Room
Crystal chandelier drops over a high-gloss black table in the dining room, surrounded by eight wood-framed chairs with blue cushions. Tall arched windows bring in views of the garden and flood the space with natural light. Painted wall panels and heavy curtains complete the classical architecture.
Kitchen
Commercial-grade appliances and an oversized range fill the kitchen, where brass trim and exposed shelving mix functionality with style. A custom island stands in the center, flanked by stainless refrigerators and subway-tiled walls. Hanging cookware and wood countertops line the prep areas under industrial lighting.
Bedroom
Four-poster chrome bed takes center stage in the bedroom, featuring a tufted headboard and patterned linens. Seating is arranged at the foot of the bed, with neutral armchairs positioned on warm-toned flooring. Walls are painted in soft gray tones, flanked by tall windows and pale gold drapes.
Indoor Pool
Barrel-vaulted ceiling stretches across the indoor pool room, segmented by wooden beams and arches. French doors line both sides of the lap pool, bringing in natural light and connecting to outdoor views. Light stone tile surrounds the pool edge, with lounge seating placed along the walls.
Listing agent: The Sarkis Team of Douglas Elliman Real Estate – The Sarkis Team, info provided by Coldwell Banker Realty
2. Duxbury, MA – $36,000,000
Listed at $36,000,000, this waterfront estate in an unnamed town 35 miles from Boston was built in 1995 and offers 14,000 square feet of living space. The property includes 6 bedrooms, 9 bathrooms, and spans 25 acres with 1,060 feet of water frontage, a private pier, and a sandy beach.
Multiple structures such as a main house, guest house, dock house, barn with apartment, and boathouse are spread throughout the site, along with a pool, gardens, pavilion, and greenhouse.
Where is Duxbury?
Duxbury is a coastal town in Plymouth County, Massachusetts, situated about 35 miles south of Boston. It has a long shoreline along Cape Cod Bay and is known historically for its shipbuilding industry during the colonial era. The town includes notable sites such as Myles Standish Monument and Duxbury Beach. It is primarily residential, with a mix of historic homes, nature preserves, and a strong public school system.
Great Room
Stone fireplace anchors the great room, flanked by deep seating and multiple accent tables arranged on a patterned rug. French doors and white-framed windows bring in natural light, while a wooden balcony and ceiling beams introduce vertical contrast. Open layout connects to an upper-level library visible from below.
Dining Room
Long wood table takes the center of the dining room, surrounded by matching chairs with carved backs and upholstered seats. A fireplace sits along one wall under a framed painting, with a china cabinet displaying silverware across from it. Area rug and chandelier help structure the formal space.
Kitchen
Copper pots hang above a central island in the kitchen, where white cabinetry and dark countertops surround a professional-grade range. Brick-patterned tile floors and a stone fireplace give the room a rustic tone. Open shelving, dual islands, and recessed lighting support its functional layout.
Bedroom
Vaulted ceiling tops the bedroom suite, which combines sleeping and sitting areas around a fireplace. A large bed faces the windows and double doors that open to a water-facing balcony. Pale green walls and wood furnishings soften the large space while maintaining structure.
Pool Area
Rectangular pool runs parallel to a landscaped wall overlooking trees and a distant shoreline. Lounge chairs and umbrellas line the stone deck, which connects directly to the house via a raised wooden platform. Surrounding lawn and open view frame the outdoor space with symmetry.
Listing agent: Joanna Dresser of Landvest, Inc., info provided by Coldwell Banker Realty
1. Weston, MA – $38,000,000
Commanding a $38,000,000 price tag, this 2006-built estate in Weston offers expansive living across 21,000 square feet. The home includes 6 bedrooms and 12 bathrooms, featuring a chef’s kitchen, dual offices, guest suite, home theater, gym, wine cellar, and multiple entertaining spaces. The outdoor area includes a pool, pool house with kitchen and bath, basketball court, and a 4-car oversized garage.
Where is Weston?
Weston is a town located in Middlesex County, Massachusetts, about 15 miles west of Boston. It is known for its residential character, large open spaces, and high-ranking public schools. The town hosts Regis College and is part of the Boston metropolitan area. Weston also maintains an extensive network of conservation land and trails, including parts of the Mass Central Rail Trail.
Living Room
Twin velvet sofas frame the central seating area in the living room, anchored by a carved wooden coffee table. Two high-back armchairs sit beside a white fireplace topped with a mirror and decorative greenery. Wall art, a floral carpet, and coffered ceilings complete the symmetrical layout.
Dining Room
Mural-covered walls wrap around the dining room, creating a painted landscape of ancient ruins and tropical foliage. A rectangular table with eight plush chairs sits below a crystal chandelier, directly aligned with tall arched glass doors. Sunlight pours in from the garden-facing entry, brightening the detailed paneling and ceiling trim.
Home Theater
Recliner chairs line up in rows facing the screen in the home theater, set on patterned carpet under recessed lighting. Decorative sconces and wood trim run along the walls, giving the space a classic cinema atmosphere. The layout prioritizes direct views, with each seat fitted with armrests and drink holders.
Bedroom
Canopy posts rise over the bed in the primary bedroom, where a soft rug and large windows define the layout. Seating is tucked into the corner with a chaise lounge beside a classic wood dresser and a mounted TV. Drapery, framed prints, and gold-accented lighting keep the tone elegant and uniform.
Bathroom
Bathtub placement centers the primary bathroom under a trio of wide windows facing the yard. Double vanities extend along both side walls, flanked by shelving stocked with neatly folded towels. Chandelier lighting, creamy tones, and built-in cabinetry structure the open, symmetrical space.
Listing agent: Maggie Gold Seelig of Mgs Group Real Estate Ltd, info provided by Coldwell Banker Realty
