Chestnut Hill Homes with Shingle Style

Chestnut Hill Homes with Shingle Style

Nestled in the heart of Brookline, Massachusetts, Chestnut Hill is a picturesque neighborhood that effortlessly combines suburban charm with urban convenience. Known for its lush landscapes and historic architecture, this vibrant community is a haven for families, professionals, and retirees alike. With its tree-lined streets and friendly atmosphere, Chestnut Hill offers a welcoming environment that makes it easy to call home.

One of the standout features of Chestnut Hill is its stunning collection of homes, particularly those designed in the iconic Shingle Style. This architectural style, characterized by its weathered wood shingles and organic forms, reflects the region's rich history and natural beauty. Shingle Style homes in Chestnut Hill exude a timeless elegance, often featuring expansive porches, intricate gables, and large windows that invite natural light. These residences not only offer aesthetic appeal but also provide a sense of comfort and warmth that resonates with the community.

Living in Chestnut Hill means enjoying a wealth of amenities, including top-rated schools, boutique shops, and fine dining. The area is also conveniently located near public transportation, making it easy to access the vibrant cultural scene of nearby Boston. Whether you’re strolling through the scenic parks or exploring the local art galleries, Chestnut Hill provides a perfect blend of tranquility and excitement.

If you’re looking for a home that captures the essence of New England charm, Chestnut Hill's Shingle Style residences offer a unique opportunity to embrace a lifestyle steeped in history and beauty. Discover your dream home in this enchanting neighborhood today!

Newest Chestnut Hill Homes with Shingle Style

23 Circuit Rd, Brookline
$4,475,000
6 Beds ⋅ 6 Baths ⋅ 73602158 MLS
Set within Brookline's prestigious Chestnut Hill North Historic District, this exceptional Shingle-style residence was built from the ground up and completed in 2008, and captures the character of its historic surroundings while offering the livability and infrastructure of a newer home. Offering 4,015 finished square feet (plus additional unfinished area in the lower level), 6 bedrooms, and 5.5 baths, 23 Circuit Road features a thoughtful floor plan that lives well beyond its footprint. Gracious proportions, abundant natural light, and beautifully crafted interiors create an inviting atmosphere that is both refined and comfortable. The main level offers elegant entertaining rooms, two wood burning fireplaces, a guest bedroom or study with en-suite bath, and an expansive kitchen and family room with french doors that expand the living area outside. Upstairs, the second floor comprises 4 bedrooms, including a stunning primary bedroom with dual walk-in closets and en-suite bath with 15-ft vaulted ceilings, and a laundry room. The top floor offers flexibility with a second family/media room, 6th bedroom, office area, and full bath. An additional 1,600+ square feet of unfinished lower-level space offers extraordinary future potential. Outside, mature landscaping surrounds a spacious and private level yard with two bluestone terraces and an oversized detached two-car garage. Ideally situated along a picturesque, tree-lined street near acclaimed schools, including Brimmer and May, this is a rare opportunity to enjoy the architectural distinction of historic Chestnut Hill without the compromises of an older home. No open houses -- private showings by request.

23 Circuit Rd, Brookline

Listing courtesy of Listing Agent: Hanneman + Gonzales from Listing Office: Compass.

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