Chestnut Hill Homes with Tudor Style

Welcome to Chestnut Hill, a picturesque neighborhood nestled in the heart of Brookline, Massachusetts, within the charming Norfolk County. Known for its lush landscapes and vibrant community, Chestnut Hill is a delightful blend of suburban tranquility and urban convenience. With its tree-lined streets and proximity to Boston, residents enjoy the best of both worlds—serene living with easy access to the bustling city life.

One of the standout features of Chestnut Hill is its stunning collection of Tudor-style homes. These architectural gems are characterized by their steeply pitched gable roofs, decorative half-timbering, and cozy brick facades, exuding a timeless elegance that captivates anyone who passes by. Each Tudor home tells a story, with intricate details that reflect the craftsmanship of a bygone era. Imagine curling up by the fireplace in a spacious living room adorned with original woodwork, or hosting gatherings in a charming dining area that feels both warm and inviting.

Living in Chestnut Hill means being part of a close-knit community that values both history and modernity. Residents can enjoy local parks, boutique shopping, and a variety of dining options, all while being just a stone's throw away from the cultural offerings of nearby Boston. Whether you're a family looking for a serene place to grow or a professional seeking a vibrant community, Chestnut Hill’s Tudor-style homes offer a unique opportunity to embrace a lifestyle filled with character and charm. Come explore this enchanting neighborhood and discover your dream home in Chestnut Hill!

Newest Chestnut Hill Homes with Tudor Style

$2,395,000

4 Beds ⋅ 5 Baths ⋅ 73569446 MLS

Set along one of Chestnut Hill’s picturesque tree-lined streets, this handsome brick Tudor offers a thoughtful blend of classic architecture, generous proportions & comfortable everyday living. A welcoming foyer introduces elegant living & dining rooms with hardwood floors & distinctive period details, while the spacious eat-in kitchen, with abundant cabinetry, updated appliances & wet bar, opens naturally to a relaxed family room with direct access to the backyard. Upstairs, four well-proportioned bedrooms include a generous primary suite overlooking the backyard, complete with a sizable walk-in closet & ensuite bath. A second ensuite bedroom, along with two additional bedrooms, provides flexibility for family, guests or a home office. The lower level offers versatile space for recreation, hobbies, storage or future expansion, with convenient access to the garage. Outdoors, a tiered backyard creates a private setting with a pool, deck & lawn, offering multiple spaces for entertaining, relaxing & enjoying the warmer months. Fresh paint, new and refreshed flooring & an updated back deck enhance the home’s appeal while preserving its distinctive character. Ideally situated in the Baker School District, with easy access to Route 9, shopping, dining & the amenities of Chestnut Hill, this is a home with both an inviting sense of place & room to make it your own.

72 Beverly Rd, Brookline

Listing courtesy of Listing Agent: Ovesen Group from Listing Office: Coldwell Banker Realty - Brookline.

$1,995,000

4 Beds ⋅ 3 Baths ⋅ 73549795 MLS

Fantastic move-in-ready 4 bedroom, 2.5 bathroom in Chestnut Hill. Set on a 15,000+ level private lot, LEAD FREE, perfect for INVESTOR or END USER, close to schools, shops, restaurants, public transportation, golf & Skyline Park with its trails, playgrounds, fields and other amenities. Filled with natural light, the main level has beautiful hardwoods, a fireplaced living room, lovely dining room, eat-in kitchen, family room, home office and guest bathroom. Upstairs are 4 very generous bedrooms. and a full hallway bathroom.The primary bedroom has vaulted ceilings, sky lights and, in addition to the large ensuite bathroom, a second separate dressing room with its own sink and vanity. The home's lower level has high ceilings and unlimited potential to be used as a gym, movie theatre or what ever your needs maybe. There is central a/c.The backyard is level and private, with an expansive deck off the kitchen and family room for entertaining. A 2 car garage and large driveway complete this offering

75 Hammond Pond Parkway, Brookline

Listing courtesy of Listing Agent: Amy Sassoon from Listing Office: Coldwell Banker Realty - Brookline.

$2,199,000

4 Beds ⋅ 4 Baths ⋅ 73529380 MLS

Welcome home to this impeccably maintained 4BR English Tudor offering the perfect blend of historic charm and modern updates. Set back on a lush 0.43-acre lot, enjoy panoramic views of the Brookline Golf Course directly across the street. This property is entirely turn-key for today’s active family, featuring an expansive 12-room layout with soaring ceilings, a sunlit family room, and central A/C. Outdoor living shines with a classic screened porch and a private brick patio nestled in an oversized, professionally landscaped yard. Situated in a premier neighborhood steps from the acclaimed Baker School (K-8), local shopping at Putterham Circle, and an effortless commute to Longwood Medical Center and downtown Boston. Move right in and enjoy the quintessential Brookline lifestyle!

518 Newton St, Brookline

Listing courtesy of Listing Agent: Shi Earls from Listing Office: Winterspring Real Estate, LLC.

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