Chestnut Hill Homes with Cape Style

Welcome to Chestnut Hill, a picturesque neighborhood nestled in the heart of Brookline, Massachusetts. Known for its charming tree-lined streets and vibrant community, Chestnut Hill seamlessly blends suburban tranquility with urban convenience. With its close proximity to downtown Boston, residents enjoy easy access to world-class dining, shopping, and cultural attractions while retreating to the peaceful ambiance of this delightful enclave.

One of the standout features of Chestnut Hill is its remarkable architectural diversity, particularly the enchanting Cape-style homes that grace the area. These classic residences, characterized by their steeply pitched roofs and symmetrical facades, exude a timeless charm that resonates with both history and modern living. Many of these homes are adorned with beautiful woodwork, cozy fireplaces, and inviting front porches, making them perfect for families and individuals alike.

The Cape-style homes in Chestnut Hill showcase a variety of layouts, allowing for flexible living spaces that cater to today’s lifestyle. Whether you’re looking for a quaint starter home or a spacious abode to raise a family, you’ll find options that suit your needs. The surrounding landscape, featuring lush gardens and manicured lawns, enhances the appeal of these homes, creating a serene environment that invites relaxation and outdoor enjoyment.

As a resident of Chestnut Hill, you’ll also benefit from top-rated schools, ample parks, and a strong sense of community. From weekend farmers' markets to seasonal events, there’s always something happening in this vibrant neighborhood. Discover the charm and allure of Chestnut Hill—your dream home awaits!

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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