Chestnut Hill Homes with Cape Style

Welcome to Chestnut Hill, a picturesque neighborhood nestled in the heart of Brookline, Massachusetts, within Norfolk County. Known for its serene landscapes and vibrant community, Chestnut Hill seamlessly blends suburban charm with urban convenience. With its lush greenery, beautiful parks, and historic architecture, this area is a haven for families, professionals, and retirees alike.

One of the highlights of Chestnut Hill is its stunning collection of Cape-style homes. Characterized by their steeply pitched roofs, symmetrical facades, and cozy dormer windows, these homes exude a timeless charm that resonates with both history and modern living. Typically featuring two stories, Cape Cod homes in this region often boast spacious layouts, inviting living rooms, and well-appointed kitchens, making them perfect for both entertaining and everyday family life.

Living in Chestnut Hill means enjoying a wealth of amenities right at your doorstep. From top-rated schools to delightful local shops and restaurants, residents appreciate the convenience of urban living while relishing the tranquil suburban atmosphere. Outdoor enthusiasts will love the proximity to parks and recreational areas, providing ample opportunities for hiking, picnicking, and leisurely strolls.

With its rich history, vibrant community spirit, and beautiful Cape-style homes, Chestnut Hill is not just a place to live; it's a place to thrive. Whether you’re looking to buy your first home or seeking a serene retreat, Chestnut Hill offers a unique blend of comfort and charm that makes it one of the most desirable neighborhoods in Brookline. Come discover your dream home in this enchanting corner of Massachusetts!

Newest Chestnut Hill Homes with Cape Style

$2,850,000

6 Beds ⋅ 4 Baths ⋅ 73558881 MLS

PHOTOS & VIDEO COMING SOON - Discover timeless elegance and exceptional versatility in this beautifully updated 1938 Cape, thoughtfully designed for today's discerning family. Offering 6 bedrooms and 3.5 baths, the home features two primary bedrooms with private ensuite baths, including a sought-after first-floor retreat ideal for multigenerational living, guests, or an au pair. The chef's kitchen is appointed with stainless steel appliances, a gas range, wall oven, stone countertops, and a center island with seating for three. A welcoming den, formal dining room, and sun-filled breakfast area provide inviting settings for both everyday life and elegant entertaining. The finished lower level offers a versatile recreation room with a dedicated laundry area. Completing the home are an attached two-car garage and two additional off-street parking spaces, blending classic New England charm with modern comfort and convenience.

44 Valley Rd, Brookline

Listing courtesy of Listing Agent: The Kelleher Spalding Team from Listing Office: Gibson Sotheby's International Realty.

$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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