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

$3,100,000

5 Beds ⋅ 5 Baths ⋅ 73573502 MLS

A rare combination of character, space, and setting in Chestnut Hill, this beautifully maintained Cape sits on a scenic half-acre with approximately 3,900 SF, 5 bedrooms, and 4.5 baths. Enter into a home filled with classic period details, wide-plank floors, and abundant south-facing light. The gracious living room welcomes with a fireplace and French doors opening to the patio, while the spacious family room features custom built-ins. At the heart of the home, an updated eat-in kitchen flows into a comfortable sitting area and opens directly to the backyard. A convenient mudroom leads to the driveway and two-car garage.Upstairs, the sun-filled primary suite offers an en-suite bath and private balcony, joined by four additional bedrooms, including a second primary, a study, and three full baths. Private guest quarters with separate stair access add flexibility. The lower level offers laundry, recreation space, and storage. Step outside to discover a pool surrounded by mature landscaping, a spacious patio, and peaceful grounds that create a private oasis.Set along beautiful Woodland Road, a leafy, tree-lined neighborhood with a welcoming community atmosphere, the setting is ideal for walking and running beneath towering oaks and mature trees. Dane Park, a wooded town park with trails, is within walking distance, while Wegmans, The Shoppes at Chestnut Hill, SuperLux, and an array of shops and restaurants are just minutes away. Convenient access to major routes also makes commuting easy, including a direct surface-road connection to Cambridge. With its distinctive character, generous scale, flexible layout, and exceptional outdoor setting, this is a property that truly needs to be experienced in person.

284 Woodland Road, Brookline

Listing courtesy of Listing Agent: The Denman Group from Listing Office: eXp Realty LLC.

$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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