Chestnut Hill Homes with Cape Style

Welcome to Chestnut Hill, Massachusetts—a picturesque gem that seamlessly blends suburban tranquility with urban convenience. Nestled just a stone's throw from the bustling heart of Boston, Chestnut Hill offers residents a serene escape while still providing easy access to all the cultural, educational, and recreational amenities that the city has to offer. Known for its lush landscapes, historic architecture, and vibrant community spirit, this charming neighborhood is a perfect place to call home.

One of the most enchanting features of Chestnut Hill is its array of Cape-style homes. These delightful residences are celebrated for their classic charm and timeless appeal. Characterized by their steeply pitched roofs, symmetrical facades, and cozy interiors, Cape-style homes exude warmth and comfort. Many of these homes are set on spacious lots, surrounded by beautifully landscaped gardens, making them ideal for families and nature lovers alike.

Living in a Cape-style home in Chestnut Hill means embracing a lifestyle of comfort and convenience. With ample living space, these homes often feature inviting living rooms, functional kitchens, and well-appointed bedrooms that cater to both relaxation and entertainment. The neighborhood is also known for its top-rated schools, upscale shopping, and diverse dining options, ensuring that every need is just around the corner.

Whether you’re drawn to the charming architecture, the vibrant community, or the lush greenery, Chestnut Hill offers a unique blend of suburban living with urban accessibility. Explore the enchanting Cape-style homes in this delightful neighborhood and discover the perfect place to create lasting memories.

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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