Chestnut Hill Homes with Cape Style

Welcome to Chestnut Hill, a picturesque neighborhood nestled within the vibrant city of Brookline, Massachusetts. Renowned for its charming streets and lush green spaces, Chestnut Hill offers a perfect blend of suburban tranquility and urban convenience. With its rich history and stunning architecture, this community is a hidden gem in Norfolk County, appealing to families, professionals, and retirees alike.

One of the standout features of Chestnut Hill is its beautiful Cape-style homes. These iconic residences are characterized by their steeply pitched roofs, symmetrical facades, and charming dormer windows, exuding a timeless elegance that never goes out of style. Many of these homes are set on spacious lots, providing ample outdoor space for gardening, play, or simply enjoying the serene surroundings.

Living in Chestnut Hill means being part of a vibrant community with access to top-rated schools, boutique shops, and delightful dining options. Residents can take advantage of nearby parks and recreational facilities, perfect for outdoor enthusiasts and families looking to spend quality time together. The area’s convenient public transportation options make commuting to downtown Boston a breeze, allowing residents to enjoy the best of both worlds.

Whether you’re drawn to the captivating character of Cape-style homes or the inviting community atmosphere, Chestnut Hill promises a lifestyle rich in charm and convenience. Explore this enchanting neighborhood today and discover your dream home in one of Brookline’s most sought-after areas!

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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