Chestnut Hill Homes with Other (See Remarks) Style

Welcome to Chestnut Hill, Massachusetts – a picturesque gem that perfectly blends suburban tranquility with urban convenience. Nestled just a stone's throw from Boston, Chestnut Hill boasts a rich history and a vibrant community atmosphere that makes it one of the most desirable places to call home.

Characterized by its beautiful tree-lined streets, Chestnut Hill is renowned for its stunning architecture, featuring an eclectic mix of homes that reflect various styles, including Colonial, Victorian, and modern designs. Whether you’re drawn to the charm of a classic New England farmhouse or the sleek lines of contemporary construction, you’ll find an array of options that cater to diverse tastes and preferences. The homes here often come with spacious yards, offering plenty of room for outdoor activities and family gatherings.

Beyond the beautiful residences, Chestnut Hill is home to a variety of amenities that enhance the quality of life for its residents. Enjoy leisurely afternoons at the Chestnut Hill Reservoir, where walking trails and scenic views abound. The area is also known for its top-notch schools, making it an ideal choice for families seeking a nurturing educational environment.

Shopping enthusiasts will appreciate the proximity to upscale boutiques and gourmet dining options, while nature lovers can explore nearby parks and recreational areas. With its perfect blend of suburban charm and urban accessibility, Chestnut Hill invites you to experience a lifestyle that is both enriching and fulfilling. Discover your dream home in this enchanting community, where every day feels like a retreat!

Newest Chestnut Hill Homes with Other (See Remarks) Style

$3,390,000

5 Beds ⋅ 4 Baths ⋅ 73484859 MLS

Ideally situated on a private cul-de-sac in Chestnut Hill, this stunning architectural gem offers timeless elegance & modern luxury. Just minutes to the T, restaurants, coffee shops, & shopping, it boasts unobstructed park views from a Bluestone patio with a luxury outdoor kitchen and 8' gas fireplace perfect for entertaining. Inside, enjoy a sauna, home gym, wine cellar, billiards room, & a richly paneled library.First floor offers a radiant living room with fireplace and detailed moldings, a sunroom with three exposures, & a formal dining room with bay windows, original paneling, and wood-burning fireplace.The chef’s kitchen impresses with custom cabinetry and top-of-the-line appliances. Upstairs, the expansive primary suite features a gas fireplace, walk-in closet, and marble bath.Two additional large bedrooms, full bath, office, and laundry complete the second level.The third floor includes a media room, two bedrooms, and a playroom.Heated driveway & luxury systems throughout.

460 Heath Street, Brookline

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.

$3,995,000

5 Beds ⋅ 6 Baths ⋅ 73484332 MLS

This elegant European-style country home is located in one of Old Chestnut Hill’s most desirable neighborhoods, ideal for modern family living and entertaining. The chef’s kitchen opens to a sun-filled family room and connects to both indoor and outdoor dining areas. The first floor also features a spacious living room and cozy library, both with fireplaces. Upstairs, the expansive primary suite includes dual walk-in closets and a luxurious bath with soaking tub and large shower. Four additional bedrooms and two baths complete the second floor. The third floor offers a bright new gym with skylights and a full bath with steam shower. The walk-out garden level includes a playroom, full bath, movie theater with Savant system, and dining area. Beautifully landscaped grounds feature two patios, a large play area, and a heated driveway. Steps to the T, the Chestnut Hill Reservoir, and the shops and restaurants at The Street.

85 Gate House Road, Newton

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.

$16,980,000

7 Beds ⋅ 11 Baths ⋅ 73445544 MLS

Introducing Paine Estate, a grand Georgian Revival architectural treasure located in the highly coveted Chestnut Hill neighborhood of Brookline. This outstanding property has been extensively renovated, now combining traditional style and modern amenities with a thoughtful floor plan ideal for comfortable family living and grand entertaining. Exceptional features include a grand entry hall, elegant formal sunken living room overlooking the picturesque gardens, fireplaced dining room, gourmet chef's kitchen, family room, handsome wood paneled library and an expansive great room. 6 bedrooms include the luxurious primary suite complete with separate bathrooms and dressing rooms and balcony. Additional features include a mudroom, exercise/club room, au-pair suite and wine cellar. This majestic home is surrounded by over 2 acres of beautifully landscaped grounds featuring an outside kitchen and dining area, a formal parterre garden and plunge pool. Magnificent opportunity not to be missed!

1014 Boylston Street, Brookline

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

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