4 Century-old Multi-Million Dollar Homes in Massachusetts

4 Multi-Million Dollar Century Homes in Massachusetts with Great Architecture
Hedyeh Renstrup @ MLS

New England is home to some of the most exquisite historic estates, blending timeless architecture with modern luxury. From Nantucket’s scenic waterfront retreats to Boston’s iconic brownstones and Newton’s grand Georgian Revival mansions, these properties represent the pinnacle of refined living. Each estate—whether a meticulously restored 19th-century brownstone in Back Bay, a waterfront sanctuary on Nantucket, or a stately Georgian Revival home—offers a unique combination of history, elegance, and contemporary amenities. With prices ranging from $19,995,000 to $33,000,000, these rare properties provide an unparalleled opportunity to own a piece of New England’s architectural legacy.

1. 1851 New England Coastal Retreat in Nantucket

1851 New England Coastal Retreat
Hedyeh Renstrup @ MLS via Zillow

This breathtaking waterfront estate, originally built in 1851, stands as a beautifully preserved and recently renovated piece of Nantucket’s coastal charm. Designed in the classic New England beach house style, this expansive 4,959 sq. ft. home seamlessly blends historic character with modern luxury. With nine bedrooms and ten bathrooms, the property offers ample space for family and guests. The home sits on a 0.32-acre lot with direct waterfront access, private outdoor seating, and an expansive covered porch, making it the ultimate retreat for relaxation. The house, recently expanded and upgraded, features an open-concept living space, elegant beachy interiors, and stunning harbor views. Priced at $33,000,000, this turnkey property is a rare find in one of New England’s most prestigious coastal communities.

Where is Nantucket?

Nantucket on Bing Map
Bing Map

Located in Massachusetts, Nantucket is a historic island off Cape Cod, known for its picturesque coastal beauty, maritime history, and exclusive real estate. Once a major whaling hub, the island is now a sought-after summer destination featuring charming cobblestone streets, historic lighthouses, and high-end boutiques. Just 30 miles south of Cape Cod, Nantucket is accessible by ferry or air and is famous for its pristine beaches, preserved 18th-century architecture, and luxurious waterfront properties. Visitors and residents alike enjoy world-class dining, sailing, and a strong sense of community in this timeless New England haven.

Waterfront Balcony

Patio
Hedyeh Renstrup @ MLS via Zillow

This private balcony offers a breathtaking panoramic view of the harbor, complete with sailboats and serene blue waters. The white wooden railing, featuring classic cross-braced detailing, adds a charming coastal aesthetic. A round table with two chairs is set for a picturesque breakfast, adorned with fresh croissants, berries, and tea. Sunlight reflects off the water, creating a bright and peaceful atmosphere—perfect for morning coffee or evening relaxation while watching the boats drift by.

Luxury Coastal Patio

Exterior
Hedyeh Renstrup @ MLS via Zillow

The spacious outdoor patio is a haven for relaxation and entertainment. Overlooking the harbor, this area is adorned with plush lounge chairs, a cozy fire pit, and a large dining table, making it an ideal setting for hosting guests. The stone flooring complements the coastal aesthetic, while the lush greenery and manicured landscaping enhance the ambiance. Soft exterior lighting illuminates the patio at dusk, offering a tranquil space to enjoy Nantucket’s waterfront views under the stars.

Living Area

Living Room
Hedyeh Renstrup @ MLS via Zillow

This stunning open-concept living space is bathed in natural light, thanks to large windows that frame breathtaking harbor views. The neutral color palette, featuring white walls and beige flooring, creates a bright and airy ambiance. A mix of modern and coastal décor elements, including a sleek black coffee table, textured area rug, and woven dining chairs, add warmth and sophistication. The contemporary kitchen, equipped with white cabinetry, black countertops, and a spacious island with bar seating, seamlessly blends into the space, making it perfect for entertaining.

Coastal-Inspired Bedroom

Bedroom
Hedyeh Renstrup @ MLS via Zillow

This serene bedroom embraces a relaxed coastal aesthetic, featuring a natural woven bed frame, soft white bedding, and ocean-blue accent pillows. The room is flooded with natural light from a large window, which offers a glimpse of lush greenery and water views. A sleek black writing desk and a plush white chair add functionality, while woven blinds complement the natural textures throughout the space, enhancing its cozy and tranquil feel.

Elegant Bathroom

Restroom
Hedyeh Renstrup @ MLS via Zillow

A chic and modern bathroom with a minimalist design, featuring crisp white subway tiles arranged in a grid pattern. The double vanity boasts a sleek white countertop and light wood cabinetry, providing ample storage. A black industrial-style mirror and modern chrome fixtures add a contemporary touch. The spacious walk-in shower, complete with a rainfall showerhead and glass partition, exudes luxury while maintaining a clean and simple aesthetic.

Laundry Room

Laundry
Hedyeh Renstrup @ MLS via Zillow

This bright and functional laundry room is designed with efficiency in mind. A sleek black farmhouse sink sits atop dark countertops, contrasting with the crisp white cabinetry below. Floating wooden shelves provide storage, with woven baskets adding a decorative touch. A stacked washer and dryer optimize space, while large windows with woven blinds bring in natural light, maintaining the home’s signature coastal elegance.

Source: Hedyeh Renstrup @ MLS via Zillow

2. 1870 Back Bay Brownstone in Boston, MA

1870 Back Bay Brownstone
Maggie Gold Seelig @ MLS via Zillow

This historic brownstone, built in 1870, stands as a masterpiece of Boston’s prestigious Back Bay neighborhood. A blend of classical and contemporary design, the home spans 9,924 square feet on a 2,520-square-foot lot. Recently featured in The Wall Street Journal’s Mansion section, this meticulously restored residence offers seven bedrooms, eight bathrooms, and elegant living spaces ideal for both entertaining and modern family life. The striking red brick facade, large black-trimmed windows, and mansard roof exemplify the Second Empire architectural style, a hallmark of Boston’s historic brownstones. Listed for $19,995,000, the property includes a private garden, gym, multiple kitchens, an elevator, and four parking spaces.

Where is Boston?

Boston on Bing Map
Bing Map

Boston, Massachusetts, is the capital of the state and one of the oldest cities in the United States, rich in American history and culture. Located in New England, Boston sits on the East Coast, 40 miles north of Providence, RI, and 215 miles from New York City. It is home to world-renowned institutions like Harvard University, MIT, and Boston University. The city is famous for its colonial-era landmarks, cobblestone streets, and vibrant arts and sports culture, as well as major attractions like the Freedom Trail, Fenway Park, and the Boston Public Garden.

Street View

Side View
Maggie Gold Seelig @ MLS via Zillow

Nestled in Boston’s sought-after Back Bay, this home sits on a picturesque tree-lined street, blending historic charm with modern city living. The wrought-iron balconies, classic brick rowhouses, and bustling urban energy make this neighborhood a prime location. Just beyond the residential setting, Boston’s skyline and iconic landmarks such as the Prudential Tower are visible, reinforcing the home’s prime location in one of the city’s most desirable districts.

Foyer

Foyer
Maggie Gold Seelig @ MLS via Zillow

Upon entering, guests are welcomed by a sweeping staircase with an intricate wrought-iron railing, featuring gold accents and a polished wooden handrail. The black-and-white marble flooring, laid in a bold diagonal pattern, contrasts beautifully with the soft neutral walls. A crystal chandelier hangs from the ceiling, adding an opulent touch. To the right, a modern console table and framed artwork provide a contemporary balance to the classic design, while a carved wooden bench offers a unique, antique element. The foyer seamlessly sets the tone for the luxurious and stylish interiors that follow.

Luxurious Bedroom

bedroom
Maggie Gold Seelig @ MLS via Zillow

The serene primary suite is a sanctuary of comfort and sophistication. A plush, tufted wall panel serves as an elegant backdrop to the king-sized bed, which is dressed in soft neutral tones. A grand crystal chandelier hangs from the ceiling, casting a warm glow over the space. The room features a graceful bay window with floor-to-ceiling drapes, allowing natural light to flood the cozy sitting area, which is furnished with two plush armchairs and a matching ottoman. The soft cream and beige color palette enhances the tranquil atmosphere, making this bedroom a luxurious retreat.

Elegant Living Room

Living room
Maggie Gold Seelig @ MLS via Zillow

This expansive living room exudes timeless elegance with its high ceilings, intricate molding, and polished hardwood floors. A soft gold and ivory color palette creates a warm, inviting space. The seating area includes a plush cream-colored sofa and matching armchairs, arranged around a sleek black glass coffee table. Two crystal chandeliers add a touch of opulence, illuminating the space. The open layout seamlessly connects to the grand staircase and dining area, creating a perfect flow for entertaining. Large windows framed by floor-length curtains allow natural light to brighten the room.

Spa-Inspired Bathroom

Restroom
Maggie Gold Seelig @ MLS via Zillow

This modern, spa-like bathroom combines luxury with functionality. The soft wood cabinetry contrasts beautifully with the marble countertops and walls, creating a sleek, sophisticated look. A frameless glass shower features multiple rain showerheads and body sprays, offering a high-end bathing experience. The large mirror and strategically placed lighting enhance the airy, refreshing feel of the space. A window with a view of the city adds natural light, making this bathroom a private oasis within the home.

Gourmet Kitchen

Kitchen and Dining
Maggie Gold Seelig @ MLS via Zillow

This state-of-the-art kitchen is designed for both everyday cooking and grand entertaining. A large marble island with seating for five takes center stage, paired with ornate gold-accented barstools. The custom white cabinetry, extending to the ceiling, provides ample storage, while the high-end stainless steel appliances and professional-grade gas range cater to serious home chefs. The space is flooded with natural light, enhanced by recessed lighting and a statement chandelier. The open-concept design allows for an effortless transition to the formal dining area and living spaces, making it a focal point of the home.

Source: Maggie Gold Seelig @ MLS via Zillow

2. 1915 Georgian Revival Estate in Newton, MA

Rear View
Chamberlain Group @ MLS PIN via Zillow

This stunning Georgian Revival estate, originally built in 1915, is a timeless masterpiece that blends classic elegance with modern functionality. Located in Newton, Massachusetts, this 12,060-square-foot mansion sits on a nearly one-acre lot and is listed for $23,000,000. The stately red brick facade with limestone accents, black shutters, and symmetrical design reflect the home’s historic architectural roots. The residence has undergone a thoughtful renovation to maintain its historical charm while updating the layout for contemporary living. With six bedrooms, ten bathrooms, and multiple wrap-around terraces, this home is designed for both grand entertaining and intimate family life.

Where is Newton?

Newton on Bing Map
Chamberlain Group @ MLS PIN via Zillow

Newton, Massachusetts, is a historic suburban city located just 7 miles west of Boston. Known for its tree-lined streets, prestigious schools, and elegant homes, Newton offers a mix of historic charm and modern amenities. The city is home to Boston College, Newton Centre, and The Chestnut Hill Street shopping district. Newton’s proximity to Boston makes it a desirable location for professionals and families seeking a blend of urban convenience and suburban tranquility.

Grand Rear Terrace

1915 Georgian Revival Estate
Chamberlain Group @ MLS PIN via Zillow

The rear facade of the estate is just as breathtaking as the front, featuring a sweeping terrace with classical balustrades overlooking the expansive grounds. The 15′ x 38′ swimming pool and surrounding patio offer a private retreat, perfect for outdoor relaxation. The lush landscaping, towering trees, and manicured gardens create a serene, park-like setting. The curved architectural details and arched French doors add an air of sophistication, seamlessly connecting indoor and outdoor living spaces.

Poolside Patio

Pool Side
Chamberlain Group @ MLS PIN via Zillow

This luxurious outdoor space is centered around the crystal-clear swimming pool, framed by pristine white stone tile and lush greenery. A covered terrace supported by classic white columns provides shade and a seamless transition to the home’s lower-level amenities. The combination of brick, stone, and lush landscaping makes this outdoor oasis both functional and visually stunning.

Primary Bathroom

Bathroom
Chamberlain Group @ MLS PIN via Zillow

This elegant and serene bathroom is designed to offer a spa-like experience. The expansive walk-in shower, enclosed in frameless glass, features luxurious marble tile walls and built-in bench seating. A freestanding soaking tub is positioned near the large window, allowing natural light to flood the space while providing a tranquil view of the surrounding greenery. The double vanity with marble countertops offers ample storage, and the polished brass fixtures add a timeless, sophisticated touch.

Spacious Living Room

Living room
Chamberlain Group @ MLS PIN via Zillow

This airy and inviting living space is bathed in natural light from floor-to-ceiling windows overlooking lush greenery. The room’s neutral color palette, featuring soft white walls, a plush ivory area rug, and light-colored furnishings, creates a peaceful atmosphere. The contemporary seating arrangement, including a modern sofa, armchairs, and glass-topped coffee tables, fosters an elegant yet comfortable ambiance. The open layout seamlessly connects to adjacent rooms, making it ideal for both entertaining and everyday relaxation.

Kitchen

Kitchen
Chamberlain Group @ MLS PIN via Zillow

This stunning gourmet kitchen blends classic elegance with modern functionality. A large marble island with seating for four serves as the focal point, complemented by custom cabinetry in a two-tone finish—rich wood on the island and crisp white for the surrounding cabinetry. Gold-accented pendant lighting adds warmth and sophistication, while a marble backsplash and high-end appliances enhance the luxurious feel. Large windows invite natural light and provide a view of the beautifully landscaped outdoor space.

Source: Chamberlain Group @ MLS PIN via Zillow

4. 1920 Shingle-Style Estate in Nantucket, MA

1920 Shingle-Style Estate
Jeanne Hicks @ MLS via Zillow

This historic Shingle-Style estate, originally built in 1920, is located in the sought-after Polpis area of Nantucket, Massachusetts. Spanning 4 acres, the property is a landmark known as the “house with the white dory in the front yard”, a signature element of the island’s character. Renovated by Cross Rip Builders, the 5,533 sq. ft. home seamlessly blends classic New England charm with modern luxury. The main house features five bedrooms, complemented by a separate two-bedroom guest house. The property offers direct harbor access, panoramic water views, and extensive outdoor entertaining spaces, including a private deck off the primary bedroom, multiple French doors leading to a rear deck, and lush landscaped gardens. Listed at $20,000,000, this estate is an exceptional opportunity for those seeking a luxurious island retreat.

Where is Nantucket?

Nantucket on Bing Map
Bing Map

Nantucket, Massachusetts, is a historic island off the coast of Cape Cod in the northeastern United States. Known for its quaint seaside charm, cobblestone streets, and gray-shingled homes, the island has a deep maritime history dating back to its whaling industry in the 18th and 19th centuries. Today, Nantucket is a prestigious summer destination featuring pristine beaches, lighthouses, luxury homes, and cultural attractions like the Whaling Museum. Located about 30 miles south of Cape Cod, it is accessible by ferry or small aircraft. Nantucket is home to exclusive real estate, high-end shopping, fine dining, and a thriving arts scene, making it one of the most desirable places for a luxury vacation home.

Aerial View

Pathway
Jeanne Hicks @ MLS via Zillow

An aerial view showcases the estate’s classic Nantucket-style architecture, with weathered gray cedar shingles, white trim, and lush, manicured landscaping. A winding driveway leads to the main house and detached guest house, both designed for privacy and elegance. The expansive property is surrounded by rolling green lawns and conservation land, ensuring breathtaking natural views in all directions.

Guest House

Side View
Jeanne Hicks @ MLS via Zillow

The charming two-bedroom guest house reflects the same classic Nantucket aesthetic, with ivy-covered shingles, a white brick chimney, and a whale-shaped weathervane atop the roof. Large windows let in natural light, while the surrounding gardens provide a tranquil retreat. Perfect for guests or as a separate retreat space, this cottage offers both privacy and scenic beauty.

Cozy Living Room

Living Room
Jeanne Hicks @ MLS via Zillow

This bright and inviting living space features crisp white shiplap walls, creating a classic coastal feel. A wall-mounted fireplace and flat-screen TV add modern convenience, while the gallery wall with gold-framed paintings gives the room a refined, artistic touch. Large multi-pane windows let in plenty of natural light, illuminating the plush white sofas, accent chairs, and a round upholstered ottoman at the center of the seating arrangement. The space is designed for relaxation and conversation, with a small dining nook by the window offering a peaceful spot for morning coffee.

Bedroom Retreat

Bedroom
Jeanne Hicks @ MLS via Zillow

This expansive primary bedroom exudes tranquility and sophistication, with a neutral color palette of warm beige and crisp white. A plush upholstered headboard is paired with layered bedding and elegant throw pillows for a cozy yet refined look. Two matching bedside lamps rest on a white dresser, while a framed painting and woven grasscloth wall covering add subtle texture. French doors and multiple windows allow natural light to stream in, with a hallway leading to an en-suite bath or sitting area, enhancing the flow of this luxurious space.

Powder Room

Restroom
Jeanne Hicks @ MLS via Zillow

This stylish powder room features a sleek black granite countertop with a modern undermount sink, supported by chrome legs for an open, airy feel. The neutral wall color and framed artwork create an elegant atmosphere, while the high-end toiletries and tissue box add a spa-like touch. A minimalist mirror and delicate wall-mounted light fixture complete the sophisticated design, making this an inviting space for guests.

Chef’s Kitchen

Kitchen
Jeanne Hicks @ MLS via Zillow

This gourmet kitchen is designed for both functionality and style, with crisp white cabinetry, black granite countertops, and a large central island for entertaining. Two sleek black barstools provide casual seating at the island, while stainless steel appliances and a modern range hood add a contemporary flair. The space is bathed in natural light from multiple windows, highlighting the coastal-inspired decor, including ceramic shell sculptures and organic accents. With ample counter space, high-end fixtures, and custom-built storage, this kitchen is perfect for preparing meals in style.

Source: Jeanne Hicks @ MLS via Zillow