Brookline Homes with Shingle Style

Welcome to Brookline, Massachusetts—a charming town that beautifully blends suburban tranquility with urban convenience. Nestled just six miles from downtown Boston, Brookline offers residents a vibrant community filled with lush parks, cultural landmarks, and an array of dining and shopping options. Known for its top-rated schools and strong sense of community, Brookline is an ideal place for families, young professionals, and retirees alike.

One of the most enchanting architectural styles that grace the streets of Brookline is the Shingle Style home. Characterized by its distinctive wooden shingles that envelop the exterior, this style elegantly merges craftsmanship with a warm, inviting aesthetic. Shingle Style homes often feature expansive porches, gabled roofs, and intricate detailing, creating a timeless charm that resonates with both history enthusiasts and modern buyers. These homes are not just structures; they are a testament to the rich architectural heritage of the area, offering a sense of character and individuality.

Living in Brookline means embracing a lifestyle that celebrates both community and culture. Enjoy leisurely strolls through the picturesque neighborhoods, where the Shingle Style homes stand proudly amidst mature trees and manicured gardens. With easy access to public transportation, residents can quickly venture into Boston for work or leisure, making Brookline an ideal location for those who appreciate the best of both worlds.

Discover the allure of Brookline and its stunning Shingle Style homes—an opportunity to become part of a thriving community that values history, beauty, and connection. Whether you’re looking to buy your first home or find a serene retreat, Brookline awaits with open arms.

Newest Brookline Homes with Shingle Style

$7,500,000

6 Beds ⋅ 8 Baths ⋅ 73487838 MLS

A rare find in Brookline, this property offers privacy and tranquility on a secluded lot adjacent to Sargent Estates. Spanning three finished levels plus a lower level, the home features 6 bedrooms and 6 full and 2 half baths, with meticulous craftsmanship and striking architectural details throughout. A grand rotunda entry leads to a chef’s kitchen, expansive living and dining rooms, family room, and mudroom. The second floor includes three bedroom suites, each with its own bath, plus two office spaces. The third floor offers two additional bedroom suites, while the lower level includes a sixth suite, gym, large family room, and laundry. Surrounded by mature landscaping and set well back from the street, the property boasts a pool, hot tub, sauna, outdoor fireplace, pizza oven, and full outdoor kitchen—an exceptional setting for both relaxation and entertaining. Not to be missed!

1 Chestnut Place, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.