Brookline Homes with Tudor Style

Welcome to Brookline, Massachusetts—a charming town that beautifully marries suburban tranquility with urban convenience. Nestled in Norfolk County, Brookline is renowned for its picturesque streets, vibrant community, and excellent school system, making it a coveted destination for families and professionals alike. With its close proximity to Boston, residents enjoy easy access to the city's rich cultural offerings while relishing the peaceful ambiance of their own neighborhood.

One of the most enchanting architectural styles found in Brookline is the Tudor style, which adds a touch of old-world charm to the area. Characterized by steeply pitched gable roofs, decorative half-timbering, and intricate stonework, Tudor homes exude a sense of elegance and history. These distinctive residences often feature cozy nooks, grand fireplaces, and beautiful leaded glass windows, creating warm, inviting spaces that are perfect for both intimate gatherings and lively entertaining.

Brookline's Tudor homes are not just aesthetically pleasing; they also provide a unique sense of character that reflects the town's rich history. Many of these homes are nestled in tree-lined streets, surrounded by lush gardens and vibrant landscapes, enhancing the overall charm of the community. Whether you’re strolling through the neighborhood or relaxing in your own backyard, the beauty of Brookline’s Tudor architecture is sure to captivate you.

If you’re searching for a home that combines historical charm with modern amenities, Brookline’s Tudor-style residences offer the perfect blend of both. Discover your dream home in this delightful town and experience the best of Massachusetts living!

Newest Brookline 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.

$1,750,000

4 Beds ⋅ 4 Baths ⋅ 73482825 MLS

Charming 1927 Tudor located in the highly desirable Chestnut Hill area of Brookline! This beautifull home offers timeless character with modern amenities. The first floor features a spacious living room with fireplace, formal dining room, eat-in kitchen, and a convenient half bath—perfect for everyday living and entertaining. The second floor includes four generously sized bedrooms, two full baths, an additional half bath, and a steam shower, creating a comfortable and functional layout. Additional highlights include central air conditioning, a private deck, two-car built-in garage, and a walk-up attic offering excellent potential for future expansion. Ideally situated near Chestnut Hill Mall, the Longwood Medical Area, and the MBTA Chestnut Hill stop, this home provides exceptional access to shopping, dining, major employers, and public transportation. A rare opportunity in one of Brookline’s most sought-after neighborhoods!

764 Hammond St, Brookline

Listing courtesy of Listing Agent: Kevin Gingras from Listing Office: Conway - West Roxbury.

$16,000,000

6 Beds ⋅ 8 Baths ⋅ 73480812 MLS

This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been renovated and is surrounded by private, scenic landscapes. The interior, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous, expansive grounds. There are 6 bedrooms, one of which is the luxurious primary suite. The meticulously designed grounds feature several unique amenities, including a stunning terrace patio expanding the length of the home, an in-ground swimming pool with fountain and whirlpool artfully integrated with a stone cliff, fully equipped cabana, koi pond, private tennis court, putting green, and magnificent hardscaping. The property also has a three-bedroom cottage and a two-bedroom unit above the free-standing garage. Near fine shops, restaurants, and Downtown Boston.

63 Goddard Avenue, Brookline

Listing courtesy of Listing Agent: Debby Belt from Listing Office: Hammond Residential Real Estate.

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