Massachusetts real estate blends historic charm with luxury, from Boston brownstones to Cape Cod estates. Its market stays strong with a mix of coastal views, grand architecture, and proximity to top schools and culture.
Buyers here seek exclusivity—think private beaches, indoor gyms, and sprawling grounds—all within reach of city life. Let’s explore some of the most expensive homes in the state right now.
5. Manchester, MA – $19,500,000
Ocean views stretch across 7.4 acres in Manchester-by-the-Sea, where this 7,263 square feet estate includes 5 bedrooms and 6 bathrooms. Built in 1997 and valued at $19,500,000, the property offers direct beach access, an ocean-facing pool and jacuzzi, a caretaker’s house, a stone bungalow, and a detached garage.
The interior includes two primary suites—one on each level—for added flexibility, while decades of curated landscaping frame the home. With panoramic coastal views and private surroundings, it sits just 45 minutes from downtown Boston.
Where is Manchester?
Manchester, officially known as Manchester-by-the-Sea, is a coastal town in Essex County, Massachusetts. It is located along the North Shore, about 30 miles northeast of Boston.
The town is known for its scenic harbor, Singing Beach, and historic seaside homes. Manchester-by-the-Sea became the first community in the U.S. to officially include “by-the-Sea” in its name in 1989.
Living Room
Glass doors and tall windows wrap the living room, opening to water views and surrounding greenery. Sofas and a striped armchair form a central conversation area around a fireplace and glass coffee table. A colorful painting above the mantle complements the room’s layered textures and area rug.
Kitchen
U-shaped layout defines the kitchen, with white cabinetry, a stainless steel range, and granite countertops running along all sides. Exposed wood floors and ceiling beams match the traditional style of the space. A large black refrigerator and dual pendant lights add visual balance.
Dining Room
Twelve wooden chairs line a polished dining table in the dining room, positioned near a wide front-facing window framed by scalloped drapery. A metal chandelier and arched doorway highlight the room’s classic style. Soft wall tones and built-in wall sconces finish the scene.
Bedroom
Fireplace and built-in window benches create a cozy layout in the primary bedroom, where soft textiles and neutral tones dominate the space. A large bed sits against the right wall, accompanied by matching curtains and framed artwork. Wide plank flooring and a ceiling fan complete the comfortable setting.
Bathroom
Twin sinks, a soaking tub, and a corner shower organize the primary bathroom, where beige tones and natural light keep the space bright. A vaulted ceiling and arched window add architectural interest. Marble counters and tile flooring provide functional elegance.
Listing agents: Lanse Robb, Sophie Soman of Landvest, Inc., Manchester -By-The-Sea, info provided by Coldwell Banker Realty
4. Weston, MA – $19,850,000
Just outside Boston, this 18,725 square feet estate in Weston sits on 5.3 acres and delivers a mix of luxury living and recreational amenities. Built in 2002 and priced at $19,850,000, it includes 7 bedrooms, 12 bathrooms, a resort-style pool, orchard, theater, arcade, and indoor basketball court.
The interior features a newly renovated kitchen, high ceilings, dramatic glass walls, and a primary suite with modern finishes. Additional highlights include a wine cellar, billiards area, granite patios, and detailed custom elements throughout.
Where is Weston?
Weston is a town in Middlesex County, Massachusetts, located about 15 miles west of downtown Boston. It is accessible via Route 128 and the Massachusetts Turnpike (I-90).
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The town features large residential lots, conservation land, and miles of trails, including parts of the Bay Circuit Trail. Weston is also home to Regis College and the Weston Observatory, operated by Boston College.
Living Room
Floor-to-ceiling windows wrap around the living room, where a beige sectional and two gray chairs face a red coffee table and a mounted art piece. A grand piano sits to one side near the window, while a low white dresser spans the opposite wall. Bold-colored cube stools and black-accented pillows add a touch of playfulness.
Dining Room
Twelve high-back chairs surround a long oval table in the dining room, lit from above by an arrangement of red-and-white pendant lights. Black-and-white drapery flanks the windows, which frame a view of the yard. Contemporary artwork and fresh floral centerpieces complete the setting with subtle contrast.
Game Room
Curved-legged pool and ping pong tables define the game room, which is outfitted with blue carpet, red paneled walls, and recessed ceiling lights. Five transparent barstools line the side wall beneath floating shelves and minimal wall art. Pendant lights hang directly over the gaming areas to focus attention on the central action.
Patio
Multiple seating zones spread across the stone patio, which sits just outside the house and faces a landscaped yard bordered by woods. Lounge chairs, coffee tables, and a fire pit form informal clusters for relaxation. The patio extends under a partial roofline for shade and shelter.
Pool Area
Infinity-edge pool anchors the backyard recreation area, flanked by a circular hot tub and a row of sun loungers on a stone terrace. A covered cabana houses a grilling station and outdoor seating, while the surrounding lawn curves around the pool deck. Glass doors lead from the main structure out to this open entertainment space.
Listing agent: Maggie Gold Seelig of Mgs Group Real Estate Ltd, info provided by Coldwell Banker Realty
3. Boston, MA – $19,995,000
This 9,924 square feet brownstone in Boston’s Back Bay was built in 1870 and is listed for $19,995,000, offering 7 bedrooms and 8 bathrooms. Positioned on a wide lot with light from three sides, the home includes a private gym, multiple kitchens, and 4 direct-access parking spots.
Interior highlights include a grand marble foyer, a spacious kitchen, banquet-sized dining room, multiple fireplaces, and a top-floor living area with roof access. The primary suite features dual dressing rooms, a spa-style bathroom, and an office or nursery.
Where is Boston?
Boston is the capital city of Massachusetts and is located in Suffolk County along the eastern coast of the state. It sits on Boston Harbor and is part of the larger New England region.
The city is one of the oldest in the United States and played a central role in the American Revolution. Boston is home to major universities like Harvard and MIT (located in nearby Cambridge) and historic sites along the Freedom Trail.
Dining Room
Fireplace and chandelier center the dining room, where a mirrored table with translucent chairs extends toward a bay window framed by full-length curtains. Two large abstract paintings hang on one wall, while intricate molding and parquet wood flooring define the space. A gold-framed mirror hangs above the mantel, adding to the room’s symmetry and formality.
Kitchen
Marble-patterned backsplash and counters wrap around the kitchen, where a long island with five ornate stools faces a white paneled wall of built-in appliances. A sculpted range hood dominates the cooking zone beneath recessed lighting. Doorways connect the kitchen to both the dining room and the front entry hall with checkerboard floors.
Sitting Room
Built-in shelves and a fireplace sit beneath a mounted TV in the sitting room, which shares space with a small glass dining table and bay window alcove. A zebra-pattern rug and glass coffee table break up the seating area, flanked by two white armchairs and a sectional sofa. Natural light filters in from three large windows, warming the wood floors.
Primary Bedroom
Chandelier and fireplace frame the primary bedroom, where a tufted bed faces a wall-mounted TV and decorative mirror. A guitar rests near a marble hearth, and a set of two armchairs sits by the curved window bay. Light gold walls and tall drapery continue the refined tone of the room.
Media Room
Blue floral wallpaper stretches behind a long gray sectional in the lounge/media room, facing a mounted TV above built-in cabinetry. A corner library with sliding glass doors adds storage, while a modern white lounge chair anchors the reading area near the window. Recessed lights and mid-toned floors complete the clean, bright design.
Listing agent: Maggie Gold Seelig of Mgs Group Real Estate Ltd, info provided by Coldwell Banker Realty
2. Brookline, MA – $22,000,000
Set amid over 2 acres in Chestnut Hill, this 13,343 square feet Georgian Revival estate blends historic architecture with modern updates. Built in 1890 and priced at $22,000,000, it includes 7 bedrooms and 11 bathrooms along with formal gardens, a plunge pool, and an outdoor kitchen.
The interior features a sunken living room, fireplaced dining room, wood-paneled library, and a great room designed for entertaining. Additional spaces include a gourmet kitchen, wine cellar, exercise room, and a private au-pair suite.
Where is Brookline?
Brookline is a town located in Norfolk County, Massachusetts, directly bordering Boston to the west. It is part of the Greater Boston area and is accessible by the MBTA Green Line.
The town is known for its historic architecture, tree-lined streets, and institutions such as Boston University and Longwood Medical Area nearby. It is also the birthplace of President John F. Kennedy and houses the John Fitzgerald Kennedy National Historic Site.
Living Room
Natural light pours in through a wall of French doors in the living room, where a grand piano sits opposite a seating arrangement of neutral-toned armchairs and sofas. A contemporary chandelier anchors the space from above, while a wide doorway leads to a wood-paneled office. Pale carpeting softens the contrast between dark flooring and light furnishings.
Dining Room
Twelve high-back chairs frame a rectangular dining table in the dining room, where soft wall tones and wood accents complement the chandelier overhead. A sitting nook by the far window adds a lounge area within the space. Double doors and an open hearth connect this room to the hallway and adjacent rooms.
Library
Dark wood paneling wraps around the library, which features built-in bookshelves, a fireplace, and a compact seating area with four upholstered chairs. A set of windows at the back brings in filtered daylight, while a globe and side tables add detail. Toward the far end, a small round table and chairs serve as a workspace or reading spot.
Primary Bedroom
Pale walls and a soft rug define the primary bedroom, where a cushioned bench sits at the foot of a neatly made bed. Two side tables with matching lamps frame the sleeping area, and a small writing desk is placed in front of the window. High ceilings and ample windows enhance the brightness of the room.
Primary Bathroom
White marble flooring and countertops run throughout the primary bathroom, which includes dual vanities, a standalone soaking tub, and mirrored walls. A large shuttered window brings in natural light while maintaining privacy. The space connects directly to the bedroom and features built-in storage and elegant light fixtures.
Listing agent: Deborah M. Gordon of Coldwell Banker Realty
1. Hyannis Port, MA – $25,800,000
Located in Hyannis Port and built in 1914, this oceanfront estate spans 9,629 square feet and includes 7 bedrooms and 8 bathrooms. Priced at $25,800,000, the property also features a 6-bedroom guest house, set on nearly 500 feet of private beachfront.
The estate occupies a sizable plot with expansive lawns and outdoor amenities such as a large pool, hot tub, firepit, and a roof deck. Interior highlights include a third-floor game room, wood-paneled library, sun porches, and formal living and dining areas, all offering wide views of Hyannis Port Harbor and Nantucket Sound.
Where is Hyannis Port?
Hyannis Port is a small residential village located in the town of Barnstable on Cape Cod, Massachusetts. It sits along Nantucket Sound, south of the larger village of Hyannis.
The village is known as the summer home of the Kennedy family, with the Kennedy Compound serving as a historic site. Hyannis Port also features a yacht club and is part of the greater Hyannis area, which includes ferry access to the islands of Martha’s Vineyard and Nantucket.
Foyer
Star-patterned carpeted stairs split in two within the main foyer, which is lined with wood flooring and crowned with iron chandeliers. An indoor sitting area is visible through the glass doors to the right, while a dining space stretches out ahead. A wooden bench with blue cushions rests along the right wall, just beside the main door.
Living Room
Multiple sitting zones define the living room, which includes a floral-upholstered set, a chess table, and a grand piano tucked into a corner. Wall art, sconces, and a central TV complete the space, which stretches wide with ample natural light from surrounding windows. Hardwood floors run throughout, with a large white couch forming a subtle room divider.
Dining Room
Twelve striped chairs surround a formal dining table in this ocean-facing room, where chandeliers and sconces match in brass. Blue carpeting anchors the setup, and a sideboard with framed art completes the space. Large windows and French doors overlook the pool and coastline beyond.
Sunroom
Bright wicker furniture wraps around the sunroom, which is enclosed by floor-to-ceiling windows and topped with a white ceiling fan. Positioned near the pool, this space offers panoramic water views through three main walls. Floral cushions and tile flooring give it a casual, coastal lounge vibe.
Backyard Pool Area
Lounge chairs face the harbor behind the backyard swimming pool, which is bordered by a stone patio and decorated with a small basketball hoop. Draped in patriotic bunting, the house exterior features white siding, black shutters, and a view-facing balcony. A dining area with black metal tables and umbrellas lines the patio, connecting directly to the main house.
Listing agents: Brian W Dougherty, John Depreaux of Corcoran Property Advisors, info provided by Coldwell Banker Realty
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