Massachusetts’ historic mansions show how architecture adapts to wealth, culture, and changing times. In Lenox, Edith Wharton’s The Mount, built in 1902, blends French elegance and Italian charm with a practical New England sensibility. Wharton designed it herself, creating a house where every detail reflected her personality. The gardens, laid out with mathematical precision, are as structured as her novels. Built in 1740 as a Georgian home, the Codman Estate in Lincoln was updated over five generations with Federal-style flourishes and Victorian tweaks. The house remains a reflection of its owners’ ability to balance old-world tradition with the necessities of the moment. Stockbridge’s Naumkeag, an 1880s Shingle Style summer retreat, pairs Stanford White’s architecture with Fletcher Steele’s playful garden designs, including the now-iconic Blue Steps. In Gloucester, Henry Sleeper’s Beauport takes a more eclectic route, packing Arts and Crafts ideals with global influences and personal quirks. These mansions are snapshots of ambition and adaptation. From Waltham’s Lyman Estate, rooted in early American affluence, to Ipswich’s Crane Estate, a Gilded Age statement piece, each house reflects the people and priorities that shaped its walls.
15. The Mount – Lenox
Edith Wharton’s country estate, The Mount, is an architectural homage to European sensibility. Designed by the writer herself in 1902, the structure blends classical French and Italian styles with Colonial Revival touches. The house, with its symmetrical façade is a masterclass in balance. The interiors follow Wharton’s strict rules about proportion and flow. Rooms connect with an almost unnerving logic, and the high ceilings and large windows flood the space with light. The library, her intellectual fortress, housed books that were tools of her trade, shaping her Pulitzer Prize-winning work. Outside, Wharton’s obsession with structure carried into the gardens. Influenced by European formal designs, she imposed order on the natural landscape with terraces, flowerbeds, and walkways. The Lime Walk, a meticulously arranged path framed by trees, is a prime example of her belief that nature should be curated, not left to its own devices. Like plot structure, bricks, mortar, and greenery all required ruthless editing in Wharton’s scheme.
14. Codman Estate – Lincoln
The Codman Estate in Lincoln, Massachusetts, is a study in how a house can absorb centuries of change without losing its backbone. Built in 1740 as a Georgian-style home, it served as a canvas for the Codman family’s evolving tastes over several generations. By the time they were done with it, the house had collected Federal-style flourishes and Victorian-era updates. Known as “The Grange,” the Georgian core is all symmetry and restraint, reflecting the 18th-century obsession with order. Later updates softened the edges without erasing the structure’s original intent. The interiors mix period-appropriate furniture with artifacts gathered during the Codmans’ Grand Tour-style jaunts through Europe, adding layers of sophistication. The grounds, picturesque and deliberate, show off the family’s knack for staying relevant. Carefully maintained gardens, meadows, and tree-lined paths suggest that the Codmans understood the value of good optics long before Instagram. The Codman Estate isn’t loud or showy. It’s a time capsule that reveals how New England’s elite kept things fashionable without letting the neighbors think they were trying too hard.
13. Naumkeag – Stockbridge
Naumkeag in Stockbridge isn’t your average summer retreat. Built in the 1880s by Joseph Choate, a New York lawyer with a penchant for the dramatic, and designed by go-to architect Stanford White, it’s a Shingle Style gem that’s as much a showpiece as it is a home. The house embraces a laid-back elegance, with asymmetrical lines and earthy textures that seem to fold naturally into the Berkshire landscape. Yet, it’s anything but simple. The real star here is the garden, a decades-long collaboration between Choate’s daughter Mabel and landscape architect Fletcher Steele. Their work transformed the grounds into a masterclass in whimsical design. The famous Blue Steps, a series of cascading staircases framed by white birches, might be the most photographed spot in the Berkshires. Elsewhere, you’ll find terraced rose gardens, fountains, and a Chinese garden that adds a dose of theatricality to the estate. Naumkeag blends the seriousness of great design with a sense of fun that’s hard to ignore. The house feels lived in, the gardens feel alive, and the entire estate captures a moment when architecture and landscape were about creating a world worth escaping to. It’s eccentric in all the best ways.
12. Beauport – Gloucester
Beauport, perched above Gloucester Harbor, is a design experiment in overdrive. Built in 1907 by Henry Davis Sleeper, one of America’s first professional interior designers, the house is a sprawling Arts and Crafts creation that feels like a love letter to Sleeper’s eclectic obsessions. Step inside, and you’re in Sleeper’s world: colonial artifacts rub shoulders with Asian ceramics, nautical antiques, and stained glass. The rooms are tied together by Sleeper’s eye for detail. There’s the China Trade Room, filled with exotic treasures, and the Octagon Room, where panoramic harbor views steal the show. The house itself, with its shingle and stone exterior, features a sprawling floor plan. Outside, the terraces and gardens feel like an afterthought but still manage to add their own charm. Every corner of Beauport feels like Sleeper’s attempt to cram his many inspirations into one space.
11. Lyman Estate – Waltham
The Lyman Estate in Waltham, built in 1793, is a Federal-style study in understated wealth. Designed by architect Samuel McIntire for merchant Theodore Lyman, the house is all clean lines, symmetry, and restrained elegance. The interiors are a time capsule of 18th- and early 19th-century taste, featuring carved wood details and rooms designed for comfort. The real showpiece is outside where the sprawling grounds include one of the oldest surviving greenhouses in the country, built in 1804. Exotic plants like camellias, orchids, and citrus trees were the cornerstone of the Lyman family’s horticultural ambitions. Back then, being able to grow oranges in Massachusetts was the ultimate flex. The Lyman Estate Greenhouses still host five specialty plant sales annually on the estate.
10. Long Hill – Beverly
Long Hill in Beverly, Massachusetts, is a restrained Colonial Revival gem wrapped in a botanical wonderland. Built in 1921 for Ellery Sedgwick, editor of The Atlantic Monthly, and his wife, Mabel, the house reflects the couple’s intellectual and grounded sensibilities. Its symmetrical façade, classic proportions, and modest detailing signal a deliberate choice: elegance without ostentation. The Sedgwicks created a home where ideas and creativity could thrive. But what sets Long Hill apart is what surrounds it. Mabel, a dedicated horticulturist, transformed the grounds into a series of themed gardens that blur the line between design and nature. Formal hedges give way to wildflowers; a walled garden contrasts with open lawns. It’s as if every step offers a different perspective. The house also carries a connection to cultural history. Decades after its construction, Sedgwick’s granddaughter Edie became one of Andy Warhol’s superstars, trading this serene family retreat for the chaos of The Factory. Long Hill is equally about contemplation and growth, tied to both the literary rigor of its origins and the pop-culture edge its legacy later embraced.
9. Samuel Lincoln House – Hingham
The Samuel Lincoln House in Hingham is a case study in colonial survival with a flair for reinvention. Originally built around 1650 for Samuel Lincoln, an ancestor of President Abraham Lincoln, the house is a classic example of early New England architecture: simple, sturdy, and built to endure the harsh realities of 17th-century life. Its timber frame, steeply pitched roof, and unadorned façade speak to the practical mindset of its builders, who cared more about bracing against brutal winters than making a fashion statement. Over the centuries, the house has seen its fair share of updates. By the time Henry Davis Sleeper, the eclectic mind behind Gloucester’s Beauport, got involved in the 20th century, the house had already become more of a historical artifact than a family home. Sleeper, being Sleeper, couldn’t resist adding his personal touch. His influence turned the interiors into a homage to maritime history, complete with ship models, wavy glass windows, and finishes that evoke the feel of a captain’s quarters on a colonial frigate.
8. The Old Manse – Concord
The Old Manse in Concord, Massachusetts, is where American history and literature collide in a house that looks deceptively quiet. Built in 1770 for Reverend William Emerson, grandfather of Ralph Waldo Emerson, this Georgian-style home played witness to both the American Revolution and the Transcendentalist movement. The house’s story begins with revolution — William Emerson stood on its doorstep to watch the first shots of the Battle of Concord unfold across the North Bridge. But it’s the literary history that truly defines the Old Manse. In the 19th century, Ralph Waldo Emerson returned to write his groundbreaking essay Nature here, laying the philosophical foundation for Transcendentalism. Later, Nathaniel Hawthorne moved in with his wife Sophia, carving their initials into the glass windowpanes. Inside, the rooms are understated, favoring functionality over flash. Wooden floors and modest fireplaces set the scene for intellectual gatherings. The surrounding grounds, with their apple orchards and river views, add a pastoral charm that must have inspired the writers who lived there. The Old Manse is a touchstone for Concord’s revolutionary and literary identities, steeped in both war and words.
7. Eustis Estate – Milton
The Eustis Estate in Milton, Massachusetts, is Queen Anne architecture on a Gilded Age budget. Designed in 1878 by William Ralph Emerson, a cousin of Ralph Waldo Emerson, the house takes the classic asymmetry and intricate details of the style and blows them up to grand proportions. Its steep gables, textured brickwork, and elaborate wood carvings make it a visual feast, while the sprawling grounds add an air of secluded elegance. Built for W.E.C. Eustis, a wealthy industrialist, the layout blends formality with a surprising amount of warmth, featuring rich wood paneling, stained glass windows, and fireplaces that seem oversized even by Victorian standards. The rooms flow in a way that feels intentional, designed to balance family life with the kind of entertaining expected of someone in Eustis’s social circle. The 80-acre property surrounding the house amplifies its charm. Sweeping lawns, wooded trails, and outbuildings like the carriage house create a sense of self-contained grandeur.
6. Andrew=Safford House – Salem
The Andrew-Safford House in Salem, Massachusetts, is Federal elegance turned up to eleven. Built in 1819 for wealthy merchant John Andrew, it was once considered the most expensive house in New England. The house was a power move in brick and mortar featuring a symmetrical façade, tall windows, and Palladian touches. High ceilings, elaborate woodwork, and spacious rooms reflect the wealth and aspirations of its original owner. This wasn’t a place for modest dinners; it was designed to host Salem’s elite, whose fortunes were built on global trade routes that stretched from China to the Caribbean. Its connection to history runs deep — later owners included the Saffords, another prominent Salem family, whose influence helped the house become a centerpiece of the McIntire Historic District. The Andrew-Safford House is a snapshot of Salem’s golden age, where mercantile ambition and architectural sophistication met in a way that still commands attention.
5. Henderson House – Weston
Henderson House, also known as the Edward Peirce House, is Weston’s last grand summer estate, a Tudor Revival ode to the opulence of the late 1920s. Perched on a knoll at 99 Westcliff Road, it was designed in 1927–28 by Coolidge, Shepley, Bulfinch & Abbott for Edward Peirce, a wool trade magnate. Its foundation and first floor are clad in stone, while the upper stories feature elaborate half-timbered stucco, each gable and window dressed with unique details. A stone porte-cochere frames the entrance, where a heavy wooden door adds a fortress-like gravitas. The house is as grand inside as out. Richly decorated public spaces feature intricate woodwork, ornamental iron, and stone finishes. The estate originally spanned over 300 acres, crossing into Wellesley, with outbuildings that have since been repurposed into private homes. After a stint as part of Roger Babson’s holdings, a portion of the estate, including the house, was donated to Northeastern University by Ernest Henderson. For decades, it served as a conference center until its closure in 2014.
4. Jeremiah Lee Mansion – Marblehead
The Jeremiah Lee Mansion in Marblehead, Massachusetts, is an 18th-century flex in architectural ambition. Built in 1768 for Jeremiah Lee, one of the wealthiest merchants in the colonies, this Georgian-style masterpiece isn’t subtle about its owner’s success. Its clapboard exterior — painted to mimic stone — hints at Lee’s knack for appearances, while the massive scale makes it clear he wasn’t pinching pennies. The interior takes things further, with 18 rooms dressed to impress. Imported English wallpapers line the walls, including some of the earliest examples surviving in America. The rooms feature richly carved wood paneling, marble fireplaces, and a layout straight out of a manual on Georgian design principles. Despite the lavish surroundings, Lee’s life took a turn when he threw his lot in with the Patriots, using his ships to smuggle arms during the Revolution. He died suddenly in 1775, leaving behind the house. It eventually became a museum, where visitors can marvel at its perfectly preserved grandeur.
3. Spencer-Peirce-Little Farm – Newbury
The Spencer-Peirce-Little Farm in Newbury, Massachusetts, is a rare survivor of colonial New England life, built to endure the elements and outlast its owners. Constructed in 1690, the house is a rugged stone structure — practical, unadorned, and unshakably New England. Its thick walls and gabled roof were built to keep the cold out and the roof on during nor’easters. The house reflects its shifting identities over time. Originally a grand estate for the Spencer family, it morphed into a working farm under the Little family, adapting to changing priorities. Inside, the rooms show off a practical elegance, with exposed beams and simple layouts speaking to the no-frills lifestyle of its early inhabitants. Beyond the house, the surrounding 230-acre farm ties the property to New England’s agricultural legacy. Stone walls, open fields, and historic outbuildings create a setting that feels frozen in time.
2. Chesterwood – Stockbridge
Built in 1900 as the summer retreat and studio of Daniel Chester French, the artist behind the Lincoln Memorial, the Chesterwood estate is an Arts and Crafts ode to creativity and craftsmanship. French clearly knew how to shape both stone and spaces, blending practicality with artistic flair. The house itself is a study in understated elegance. Designed by architect Henry Bacon — who later collaborated with French on the Lincoln Memorial — it features clean lines, shingled exteriors, and a focus on natural materials that harmonize with the landscape. Inside, the rooms are light-filled and open, designed as much for comfort as for showcasing French’s collection of art and antiques. The real star of Chesterwood is the studio, where French worked on some of his most iconic pieces. Large windows flood the space with natural light. The grounds are equally intentional, with gardens and trails that feel like extensions of the creative process.
1. Crane Estate – Ipswich
The Crane Estate in Ipswich, Massachusetts, is Gilded Age ambition wrapped in Stuart Revival splendor. Built in 1928 for plumbing magnate Richard T. Crane Jr., the 59-room mansion was designed by Chicago architect David Adler to sit like a crown atop Castle Hill, overlooking sweeping marshlands and the Atlantic Ocean. This wasn’t just a summer house — it was Crane’s declaration that indoor plumbing had officially arrived. The mansion’s symmetrical stone façade channels English elegance with its classical proportions, grand columns, and a touch of theatricality. Inside, Adler spared no detail: wood-paneled walls, soaring ceilings, and intricately carved fireplaces create an atmosphere of refinement. The ballroom alone could host half of Boston’s elite without feeling crowded. The 2,100-acre estate extends the drama outdoors. The Grand Allée, a half-mile stretch of perfectly manicured lawn flanked by trees and statues, rolls majestically down toward the ocean. Around the house, formal gardens mix European influences with New England’s rugged charm. The Crane Estate still steals the scene nearly a century later.
