Chestnut Hill Homes with Cape Style

Welcome to Chestnut Hill, a picturesque neighborhood nestled in the heart of Brookline, Massachusetts, within Norfolk County. Known for its stunning landscapes and rich history, Chestnut Hill offers a perfect blend of suburban tranquility and urban convenience. With its tree-lined streets, charming parks, and proximity to Boston, this area is a sought-after destination for families, professionals, and retirees alike.

One of the standout features of Chestnut Hill is its diverse architectural styles, with Cape Cod homes being a beloved choice among residents. These charming homes, characterized by their steep roofs, symmetrical facades, and cozy interiors, exude a timeless appeal. Cape-style houses in the region often feature inviting front porches, spacious yards, and a warm, welcoming atmosphere that makes them perfect for family gatherings and entertaining. Inside, you’ll find open layouts that maximize space and natural light, with many homes boasting modern updates while retaining their classic charm.

Living in Chestnut Hill means enjoying an array of amenities, including top-rated schools, boutique shopping, and delightful dining options. The nearby parks and recreational areas provide ample opportunities for outdoor activities, from leisurely strolls to invigorating hikes. With easy access to public transportation and major highways, commuting to Boston is a breeze, making Chestnut Hill an ideal location for those who work in the city but prefer a serene suburban lifestyle.

Discover the enchanting Cape-style homes in Chestnut Hill, where comfort meets character, and make this charming neighborhood your new home.

Newest Chestnut Hill Homes with Cape Style

$2,850,000

6 Beds ⋅ 4 Baths ⋅ 73558881 MLS

Discover timeless elegance and exceptional versatility in this beautifully updated 1938 Cape, thoughtfully designed for today's discerning family. Offering 6 bedrooms and 3.5 baths, the home features two primary bedrooms with private ensuite baths, including a sought-after first-floor retreat ideal for multigenerational living, guests, or an au pair. The chef's kitchen is appointed with stainless steel appliances, a gas range, wall oven, stone countertops, and a center island with seating for three. A welcoming den, formal dining room, and sun-filled breakfast area provide inviting settings for both everyday life and elegant entertaining. The finished lower level offers a versatile recreation room with a dedicated laundry area. Completing the home are an attached two-car garage and two additional off-street parking spaces, blending classic New England charm with modern comfort and convenience. Close to Roland Hayes School & Brookline High School, Route 9, Chestnut Hill Reservoir, Golf Courses, Green Line (MBTA) and The Mall at Chestnut Hill. Quick drives to Newton Centre or Brookline hubs for everyday groceries and dining.

44 Valley Rd, Brookline

Listing courtesy of Listing Agent: The Kelleher Spalding Team from Listing Office: Gibson Sotheby's International Realty.

$6,400,000

4 Beds ⋅ 5 Baths ⋅ 73500458 MLS

A magnificent home located in the highly coveted estate section of Brookline directly across from the famed Country Club. 198 Clyde Street is a wonderful cape style estate perfectly adapted to modern living. The property offers 6,521 square feet of living space located on just under 1 acre of impeccably landscaped grounds. Beautifully appointed interiors include grand formal living and dining rooms overlooking the outdoor space, a gourmet kitchen, and a spectacular family room with double-height ceilings. The luxurious primary suite is complete with separate dressing rooms and bathrooms and direct access to an outdoor sitting area. The exterior is as wonderful as the interior with multiple outdoor patios, a sprawling lawn and a pergola. Additional features include a 2-car garage, laundry room, home office, wine cellar, wood paneled den and a custom hockey training area. This outstanding home is minutes from Larz Anderson, Dexter/Southfield, Park School, and The Street at Chestnut Hill.

198 Clyde Street, Brookline

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

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