Discover some of Massachusetts’ most stunning historic properties, each offering a unique blend of architectural beauty, prime location, and luxurious living. From a stately Tudor-style home in Chestnut Hill to a coastal estate on Osterville’s prestigious Sea View Avenue, these residences showcase exceptional design and craftsmanship. Experience waterfront living with a Queen Anne home featuring breathtaking ocean views or a charming coastal retreat in the coveted Third Cliff community of Scituate. For those seeking grandeur and history, the magnificent Applecroft Estate in Milton offers an unparalleled combination of modern amenities and timeless elegance. These homes represent the best of New England living, blending natural beauty, historic charm, and modern convenience.
1. Tudor-Style Home in Chestnut Hill
This $3,395,000 Tudor-style residence, built in 1928, offers 5,872 sq ft of living space with 6 bedrooms and 4 baths on nearly half an acre of lush, private grounds in Chestnut Hill. Updated extensively in 2004, the home features a grand living room with a wood-burning fireplace and beamed ceilings, a chef’s kitchen with Viking and Sub-Zero appliances, custom cabinetry, and a greenhouse. Additional highlights include a luxurious primary suite, custom built-ins throughout, central air, and a seamless blend of historic charm and modern amenities, creating an ideal space for elegant living and entertaining.
Where is Newton?
Newton, MA, is located about 7 miles west of downtown Boston in Middlesex County. Known for its excellent schools, historic homes, and village-style neighborhoods, Newton is often referred to as “The Garden City” for its abundant parks and green spaces. With convenient access to Boston via major highways and public transit, Newton combines suburban tranquility with urban accessibility, making it a desirable place to live.
Foyer
Foyer greets guests with its warm wood floors and gracefully curved staircase, featuring ornate wrought iron railings that add a touch of charm. The arched entryways lend an old-world feel and provide a seamless flow into the adjoining spaces, including a cozy living room visible in the background with a classic stone fireplace and exposed wooden beams. The natural light highlights the warm tones, creating a welcoming and timeless aesthetic that blends traditional and rustic elements. Perfect for creating a grand first impression!
Dining Area
Wooden beams and warm hardwood floors, creating a harmonious blend of rustic charm and modern comfort. The custom table, paired with upholstered chairs, sits atop a vibrant red area rug, adding a cozy touch to the open space. Large windows frame the room, letting in ample natural light and offering serene views of lush greenery outside. The wrought iron staircase and arched entryways in the adjacent foyer provide architectural interest and a seamless flow between spaces, making this room perfect for hosting gatherings or enjoying a quiet meal.
Kitchen
Sleek maple cabinetry that offers abundant storage and complements the rich blue countertops. A stainless-steel professional-grade refrigerator and six-burner range add a modern touch, while a centered island with a built-in microwave and barstool seating makes the space ideal for casual dining or meal preparation. Natural light streams through the large window above the sink, illuminating the neutral tiled floors and enhancing the warm tones of the wood. Perfect for home chefs and entertainers alike, this kitchen balances practicality with inviting design elements.
Bedroom
Hardwood floors that complement the minimalist aesthetic. A low-profile platform bed adds a modern touch, while the built-in wooden shelving and desk area provide functional and stylish storage. Natural light streams in through the large window with wooden frames, offering a serene view of the surrounding greenery. The open layout allows for flexibility in furnishing and decor, making this space both comfortable and versatile—a perfect blend of practicality and simplicity.
Driveway
This captivating brick home is nestled within lush, meticulously maintained greenery. The unique architecture is highlighted by its robust brick exterior, steeply pitched roof, and tall chimney, exuding timeless elegance. A curved driveway leads to the property, framed by beautifully sculpted hedges and mature trees, adding a sense of privacy and sophistication. The surrounding landscape offers a serene and picturesque setting, making this home a true retreat.
Source: Coldwell Banker
2. Historic Coastal Estate on Sea View Avenue in Osterville
This $12,295,000 estate, built in 1929, is situated on 2.3+ acres along prestigious Sea View Avenue with 170 feet of sandy beach and breathtaking views of Nantucket Sound. The 4,470 sq ft home features 6 bedrooms, 6 baths, a spacious living room, cozy den with wood-burning fireplaces, a kitchen with a butler’s pantry, and a sunroom leading to a Gunite pool, hot tub, and pool house. Once owned by the Crane Family, this historic property offers a rare opportunity to own a piece of Osterville’s rich history, minutes from the village.
Where is Barnstable?
Barnstable, MA, is the largest town on Cape Cod, located about 70 miles southeast of Boston in Barnstable County, Massachusetts. Known for its coastal charm, Barnstable is made up of seven distinct villages, including Hyannis, the commercial and transportation hub of Cape Cod. With its beautiful beaches, historic landmarks, and ferry access to Nantucket and Martha’s Vineyard, Barnstable is a popular destination for seaside living and tourism.
Living Room
White walls and large windows allow natural light to illuminate the space and offer views of the ocean and greenery. Neutral-toned sofas are accented with blue and patterned throw pillows, creating a relaxed seating area. A glass coffee table sits atop a light rug, enhancing the airy atmosphere. French doors connect to additional rooms, maintaining an open and seamless flow.
Dining Area
A wooden dining table is surrounded by white chairs with cushioned seats and a single navy upholstered chair. Large windows and sliding glass doors frame views of the ocean and lush greenery. Natural light highlights the light wood flooring and bright, airy decor. A potted plant adds a touch of greenery to the serene space.
Kitchen
White cabinetry and sleek black countertops create a crisp and modern aesthetic. Stainless steel appliances, including a professional-grade range, add functionality and style. Large windows offer abundant natural light and glimpses of greenery and the ocean. Warm wood floors add contrast and a touch of coziness to the bright space.
Pool
Rectangular pool is set amidst a serene outdoor space with lush greenery. Stone walls and paver decking create a clean and natural aesthetic. White benches line the poolside, offering a place to relax and enjoy the setting. A small shingled structure provides additional functionality and complements the pool’s design.
Source: Coldwell Banker
3. Queen Anne Home with Ocean Views
This $2,699,000 Queen Anne-style waterfront home, built in 1900, offers 3,678 sq ft of living space with 5 bedrooms, 3 baths, and breathtaking views of the ocean, sunsets, and Boston skyline. The home features architectural highlights such as Palladian and leaded windows, high beam ceilings, original woodworking, and a wrap-around deck with direct beach access and a mooring for your boat. Additional amenities include a fireplaced living room and foyer, a sunroom, an oceanfront primary suite, a butler’s pantry, a garden room, and a dry basement with extensive storage.
Where is Nahant?
Nahant, MA, is a small coastal town located approximately 14 miles northeast of Boston in Essex County. Surrounded almost entirely by water, it is connected to the mainland by a narrow causeway and is known for its stunning ocean views, rocky beaches, and tranquil residential atmosphere. As one of the smallest towns in Massachusetts, Nahant offers a close-knit community feel while providing convenient access to Boston and nearby North Shore attractions.
Living Room
A living room features a white mantel fireplace with a decorative wicker tray above. Large windows provide natural light and views of the outdoor space. Neutral-toned furniture, including a sofa and cushioned stools, complements the bright ambiance. A wooden coffee table adds a rustic touch to the room’s soft and cozy aesthetic.
Dining Room
Wooden table surrounded by wicker and slipcovered chairs. A large bay window offers an expansive view of the water and distant skyline. Neutral tones on the walls and carpet create a serene atmosphere. A crystal chandelier hangs above the table, adding an elegant touch.
Bedroom
Bedroom with light walls and ceiling showcases a neatly made bed adorned with white linens and navy pillows. Corner windows allow natural light to flood the space and offer views of nearby rooftops and greenery. A built-in mirrored wall adds depth and reflects the room’s brightness. The neutral design emphasizes simplicity and openness.
Bathroom
White-tiled bathroom with black accents highlights a modern vanity and a clean sink setup. Shower area is enclosed with a simple white curtain for privacy. Radiator cover and cabinetry provide subtle storage and a cohesive look. A large window allows natural light to brighten the space.
Patio
Gravel patio surrounded by dense greenery provides a private outdoor space. Iron furniture set includes a round table and chairs for casual dining or relaxation. Potted plant adds a splash of color to the neutral setting. Stone pathway leads through the landscaped area, enhancing accessibility and charm.
Source: Coldwell Banker
4. Coastal Gem in Seaside Community
This $1,579,000 home, built in 1930, offers 2,254 sq ft of living space with 4 bedrooms and 2 baths in the desirable seaside community of Third Cliff in Scituate. Located just steps from the ocean, near Scituate Country Club, Peggotty Beach, and downtown Scituate, the home features bright living spaces, a modern kitchen, and multiple living rooms, including an entertainment room and a formal sitting area. With a cozy patio, a yard for relaxing, and proximity to shops, dining, marinas, and golf courses, this property is also an excellent rental opportunity, with previous rental income of $48,000 annually.
Where is Scituate?
Scituate, MA, is a picturesque coastal town located approximately 25 miles southeast of Boston in Plymouth County. Known for its scenic harbor, beautiful beaches, and historic landmarks like the Old Scituate Lighthouse, the town offers a quintessential New England coastal lifestyle. With a vibrant downtown, marinas, and easy access to commuter rail service, Scituate is a popular destination for residents and visitors seeking a mix of seaside charm and convenience.
Living Room
A white sectional sofa accented by vibrant yellow pillows and throw blanket. Wicker coffee table adds texture, complemented by soft lighting from floor and table lamps. Large windows provide natural light and a view of greenery outside. Dining area with wooden table and chairs is visible through an open layout, featuring a wood-paneled accent wall and framed artwork.
Kitchen
Kitchen with light wood cabinetry and a central stainless steel oven beneath a skylight. Two pendant lights hang over the counters, enhancing the natural light from three windows. A corner sink overlooks the backyard, accompanied by a small potted plant. Dining table in the foreground holds a red bowl, with open shelving on the side displaying plates and glasses.
Bedroom
Light green quilted bedspread and soft white pillows. A framed painting decorates the wall, adding a colorful touch. Two windows allow natural light to fill the room, complemented by a small bedside lamp. A woven basket sits in the corner on polished hardwood flooring.
Bathroom
Bathroom with a beige-tiled sink and countertop complemented by a matching shower curtain. Two windows with white shutters provide natural light while maintaining privacy. A small vanity with a circular mirror and overhead lighting is mounted on the wall. Light-colored flooring and neatly placed towels complete the clean and functional design.
Source: Coldwell Banker
5. Magnificent Applecroft Estate in Milton, MA
This $6,900,000 estate, built in 1890 and meticulously renovated by architect Patrick Ahearn, spans 10,912 sq ft with 8 bedrooms and 10 baths on 8.5 acres at the base of the Blue Hills Reservation. The estate includes a main house, guest house, and folly, blending modern amenities with historic charm, featuring formal entertaining rooms, original detailing, floor-to-ceiling windows, two sunrooms, an elevator, fitness room, sauna, and garden room. Conveniently located near Milton Center, Milton Academy, and just minutes from Downtown Boston, Applecroft offers a serene country lifestyle with unparalleled luxury.
Where is Milton?
Milton, MA, is located about 8 miles south of downtown Boston in Norfolk County. Known for its scenic beauty, Milton is home to the Blue Hills Reservation, which offers hiking, skiing, and outdoor recreation. The town features excellent schools, historic homes, and a charming village center, making it a desirable community with convenient access to Boston via major highways and public transit.
Living Room
A spacious living room is illuminated by natural light streaming through large windows overlooking greenery. The space features a white curved sectional sofa and armchairs arranged around a modern coffee table. Hardwood floors and an open layout add warmth and connectivity. The room is accented by high ceilings with exposed beams and an adjoining door to an outdoor area.
Dining Room
Rectangular wooden table surrounded by upholstered chairs. A crystal chandelier hangs from the ceiling, adding a touch of sophistication. A fireplace with a decorative mantel is positioned on one wall, creating a warm ambiance. French doors provide access to the outdoor area and allow natural light to fill the space.
Bedroom
Bedroom showcases a light wood bed with a decorative headboard and white bedding. A crystal chandelier adds a luxurious touch to the ceiling. Natural light streams through multiple windows, offering views of greenery. French doors lead to an adjacent room, enhancing the open and airy feel.
Bathroom
Dual-sink vanity topped with granite countertops and under-mounted sinks. A soaking tub is set beneath a window, offering natural light and views. A glass-enclosed walk-in shower features dual showerheads and marble tiling. The room is complemented by bright lighting and a polished tile floor with a mosaic pattern.
Source: Coldwell Banker
