Chestnut Hill Homes with Cape Style

Welcome to Chestnut Hill, a serene and picturesque neighborhood nestled in the heart of Brookline, Massachusetts, within Norfolk County. Known for its lush landscapes and charming residential streets, Chestnut Hill offers a unique blend of suburban tranquility and urban convenience, making it a coveted destination for families, professionals, and retirees alike.

The area is renowned for its stunning architecture, and one of the standout styles you’ll find here is the classic Cape Cod home. These beautifully crafted residences, characterized by their symmetrical design, steep roofs, and inviting dormers, exude warmth and charm. Cape-style homes in Chestnut Hill often feature spacious layouts, hardwood floors, and cozy fireplaces, perfect for creating lasting memories with family and friends. Many of these homes are set on generous lots, providing ample outdoor space for gardening, play, or simply enjoying the peaceful surroundings.

Chestnut Hill is not just about beautiful homes; it's also a community rich in amenities. Residents enjoy access to top-rated schools, vibrant shopping districts, and an abundance of recreational opportunities, including parks and walking trails. The nearby Chestnut Hill Reservoir offers scenic views and a perfect spot for leisurely strolls or picnics.

With its blend of historical charm and modern conveniences, Chestnut Hill is more than just a place to live; it’s a lifestyle. Whether you’re drawn by the captivating Cape-style homes or the vibrant community spirit, Chestnut Hill is waiting to welcome you home. Discover the magic of this enchanting neighborhood today!

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.

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.