Chestnut Hill Homes with Cape Style

Welcome to Chestnut Hill, a picturesque gem nestled in the heart of Brookline, Massachusetts, within Norfolk County. Renowned for its serene suburban charm, Chestnut Hill offers a unique blend of natural beauty, vibrant community life, and easy access to urban conveniences. This enchanting neighborhood is characterized by its lush green landscapes, historic architecture, and a rich tapestry of cultural influences that make it a sought-after destination for families, professionals, and retirees alike.

One of the standout features of Chestnut Hill is its captivating Cape-style homes. These charming residences, often adorned with steeply pitched roofs and symmetrical facades, exude a timeless appeal that resonates with both history and modernity. The Cape-style architecture is not only aesthetically pleasing but also incredibly functional, providing ample living space and a cozy atmosphere that invites you to make it your own. Many of these homes are nestled within tree-lined streets, offering a sense of privacy and tranquility, while still being just a stone's throw away from the vibrant amenities of the surrounding area.

In Chestnut Hill, you’ll find a welcoming community with excellent schools, beautiful parks, and a variety of shopping and dining options. Whether you’re enjoying a leisurely stroll through the neighborhood or exploring the nearby attractions, you’ll quickly discover why Chestnut Hill is not just a place to live, but a place to thrive. Experience the charm of Cape-style living in this idyllic Massachusetts neighborhood, where every day feels like a retreat.

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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