Brookline Homes with Shingle Style

Brookline Homes with Shingle Style

Welcome to Brookline, Massachusetts, a charming town nestled in Norfolk County, just a stone's throw away from the bustling heart of Boston. Known for its rich history, vibrant community, and picturesque landscapes, Brookline offers a unique blend of suburban tranquility and urban convenience. With its tree-lined streets, well-maintained parks, and a strong sense of community, it’s no wonder that Brookline is a sought-after destination for families, professionals, and retirees alike.

One of the most captivating architectural styles that grace the homes of Brookline is the Shingle Style. Characterized by its distinctive wooden shingles, asymmetrical facades, and expansive porches, Shingle Style homes exude an inviting warmth and timeless elegance. These residences often feature large windows that invite natural light and showcase beautiful views of the surrounding landscape. The style is not only aesthetically pleasing but also reflects a sense of continuity with the natural environment, making it a perfect fit for Brookline's serene setting.

Living in a Shingle Style home in Brookline means enjoying spacious interiors that are perfect for both entertaining and relaxing. Many of these homes come with modern amenities while still preserving their historic charm, offering the best of both worlds. The community is also rich with cultural attractions, excellent schools, and a variety of shops and restaurants, ensuring that you’ll never run out of things to do.

Discover the allure of Brookline and the enchanting Shingle Style homes that make this town a true gem in Massachusetts. Your dream home awaits!

Newest Brookline Homes with Shingle Style

120 Rawson Rd, Brookline
$4,250,000
5 Beds ⋅ 4 Baths ⋅ 73590255 MLS
Set high atop Aspinwall Hill in close proximity to Washington Square and Brookline Village, this incredible Shingle-style carriage house offers a remarkable confluence of breathtaking historical character and effortless contemporary cool. Designed by prominent Boston architects Hartwell and Richardson in 1888 and spanning over 6300 sf of interior living space, this property preserves striking original architectural features, from original double doors used for horse drawn carriages to a turreted top level living area featuring soaring cathedral ceilings, restored beams, skylights, and sweeping vistas of the lushly landscaped 0.58 acre lot. Modern touches also abound, from the stone-capped kitchen island in the upper-level entertaining space to the two-story fireplace in the voluminous open-plan downstairs living area. An entertainer’s paradise, this property offers two equally stunning living, dining and kitchen spaces, plus a wonderful newly refinished auxiliary lounge on the lower level. In addition to five generous bedrooms and three and a half full baths, the house also offers a brilliant built-in office or library, a second office / workspace in a repurposed carriage stall, and a versatile workshop or art studio. The one-of-a-kind “jockey walk” art gallery off the main foyer offers an inspiring spot to showcase an art collection. The house offers exceptional indoor-outdoor connections including a luminous family room or sun room off the garden, two generous decks, multiple balconies, a stone patio, and an expansive backyard with mature plantings. A graceful circular driveway and two garage bays offer plenty of parking for a crowd. Numerous recent updates, including five-zone 2023 HVAC, five new skylights, many new light fixtures; and new recessed lights, sheet rock and new or newly refinished wood floors in all the bedrooms. Exceptionally well located on a private way yet easily accessible to premier shopping, dining, multiple Green Line stops, downtown Boston, the Longwood Medical area, and renowned public and private schools. This thrilling property is like nothing you’ve ever seen---a serene oasis nestled in one of Brookline's most desirable locations with the best of city living at your doorstep. An incredible opportunity.

120 Rawson Rd, Brookline

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.
51 Sewall Ave Unit 2, Brookline
$2,499,000
4 Beds ⋅ 4 Baths ⋅ 73572859 MLS
SIGNIFICANT PRICE ADJUSTMENT! This exceptional 4-bedroom, 3.5-bath duplex is nestled on a historic, tree-lined street just steps from vibrant Coolidge Corner and close proximity to the Longwood Medical area. Thoughtfully designed for comfortable family living, this residence includes the two upper floors and boasts nearly 2,900 sq ft of sunlit space with windows on every side. The private entrance welcomes you along a charming cobblestone path bordered by lush perennial gardens. Inside, an open floor plan connects a chef’s kitchen—complete with high-end cabinetry, stainless steel appliances including a 6 burner gas range—to the inviting family room with a cozy fireplace. The living room’s fireplace and direct access to a private deck make entertaining effortless. The main level also features a home office, spacious guest suite with fireplace, and stylish powder room. Upstairs, unwind in a tranquil primary suite, two additional bedrooms, a flexible bonus room and laundry closet. Enjoy central A/C, hardwood floors, ample storage, two parking spaces under a pergola, and more. Discover the perfect blend of style, livability and location! Please reach out to realtor for a list of property improvements.

51 Sewall Ave Unit 2, Brookline

Listing courtesy of Listing Agent: Robin Allen from Listing Office: Hammond Residential Real Estate.
1 Chestnut Place, Brookline
$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.
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