Beautiful Classic New England Home magnificently sited in a prime South Side Estate neighborhood near coveted Chestnut Street. Surrounded by lush rolling acreage and gorgeous landscaping including a grand arrival courtyard, spectacular gardens, stone walls, terraces, and a fire pit. Flawlessly maintained and updated with chic style and warm inviting interiors. Highlights include a lavish Master Suite with an elegant dressing room, a newly added wing with an oversized game room, mudroom and luxurious guest quarters. Enjoy a fabulous screened porch overlooking breathtaking grounds, fireplaced home office, and a designer dining room with exquisite hand painted wall coverings. Lower level offers a playroom, gym and bonus room. This property combines great curb appeal with a sought after location, excellent condition and over $500,000 in high quality upgrades such as new baths, new windows & doors, a back up generator and new 5BR septic. Fast access to Boston and top ranked public schools.