Chestnut Hill Homes with Tudor Style

Chestnut Hill Homes with Tudor Style

Welcome to Chestnut Hill, Massachusetts, a picturesque neighborhood that seamlessly blends suburban charm with urban convenience. Nestled just six miles west of downtown Boston, Chestnut Hill is renowned for its stunning landscapes, vibrant community, and rich history. With its tree-lined streets, beautifully manicured gardens, and access to top-tier schools, it’s no wonder that this area is a sought-after destination for families and professionals alike.

One of the most enchanting features of Chestnut Hill is its diverse architectural landscape, particularly the presence of exquisite Tudor-style homes. These homes, characterized by their steeply pitched gable roofs, decorative half-timbering, and charming stone facades, evoke a sense of timeless elegance and warmth. Tudor homes in Chestnut Hill often boast spacious interiors with intricate woodwork, leaded glass windows, and cozy fireplaces, creating an inviting atmosphere perfect for both entertaining and relaxation.

Living in a Tudor-style home in Chestnut Hill means embracing a lifestyle steeped in character and charm. The neighborhood is not only home to stunning residences but also offers a plethora of parks, shops, and dining options, ensuring that residents have everything they need right at their fingertips. Whether you’re strolling through the lush gardens of the nearby Chestnut Hill Reservation or enjoying a leisurely afternoon at one of the local cafes, this community radiates a friendly, welcoming vibe.

Discover the magic of Chestnut Hill and find your dream Tudor-style home today—where history meets modern living in a truly enchanting setting!

Newest Chestnut Hill Homes with Tudor Style

79 Randolph Road, Brookline
$2,799,999
4 Beds ⋅ 4 Baths ⋅ 73592951 MLS
Tucked away on a quiet Chestnut Hill street, this 1927 classic Tudor is filled with warmth, character, and thoughtful modern updates. With 4 bedrooms, 3.5 bathrooms, central air conditioning, a dedicated playroom, and an attached two-car garage, the home offers plenty of space and everyday practicality without sacrificing personality. A welcoming foyer leads to the formal open living and dining room, while the updated chef’s kitchen connects seamlessly to the family room, creating an easy layout for modern living. A sunny breakfast room provides the perfect spot for casual meals, and just beyond the family room, a deck overlooks the beautifully landscaped backyard, extending the living space outdoors. Upstairs, the primary bedroom is joined by two additional bedrooms, two full bathrooms, and generous storage. The lower level includes a fourth bedroom, laundry room, additional storage, another full bathroom, and direct access to the two-car garage. Fabulous Chestnut Hill location close to the shops and restaurants at The Street at Chestnut Hill, convenient access to Route 9 and just half a mile from the Green Line "T".

79 Randolph Road, Brookline

Listing courtesy of Listing Agent: Jeffrey Hamilton from Listing Office: Columbus and Over Group, LLC.
79 Woodchester Dr, Newton
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 73578296 MLS
Majestic Tudor style home in Newton’s highly desirable Chestnut Hill neighborhood! This property boasts architectural details, an abundance of character & timeless charm through its high ceilings, hardwood floors, beautiful moldings and built ins. Enter into an open & airy front foyer with a dramatic center staircase. Resume the tour through a sunken living room boasting coffered ceilings & a gorgeous fireplace, then to the family room w/custom cabinets, dining room with built in window seating & large picturesque windows, a large remodeled EIK with a generous amount of cabinets/counter space and a full bath. The second floor flaunts an open office space, laundry, 2 full bathrooms & 4 generous size bedrooms(one primary suite). The walk up third floor has a gigantic rec room w/ gas fireplace & full bathroom. Basement includes 3 more finished rooms, a half bath & direct access to the garage. Enjoy the outdoors on a large back deck, with great yard space and mature landscaping.

79 Woodchester Dr, Newton

Listing courtesy of Listing Agent: Jarrod L. Pescosolido from Listing Office: Romo Realty Group.
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