Chestnut Street, Boston,MA - Properties for Sale & Real Estate

Home for Sale in Chestnut Street

Welcome to 20 Chestnut Stnestled within a sanctuary of luxury living atop Beacon Hill, this meticulously crafted and renovated Brownstone offers an unparalleled experience. Boasting four bedrooms, three and a half bathrooms, and a PRIVATE GARAGE, elegance knows no bounds. Ascend to the top floor's open floor plan to discover a dream kitchen complete with a butlers pantry, alongside a spacious dining & living area adorned with dual fireplaces. The lower level unveils a lavish primary suite, two additional bedrooms, a full laundry room, and wet bar for added convenience. Step outside to find a PRIVATE COURTYARD where city living meets urban sanctuary, providing a serene escape from the hustle and bustle, while the adjacent AU PAIR SUITE offers endless possibilitiesperfect for a home office, guest quarters, or stylish lounge area. Just steps away from Charles St, Boston Common, and all major highways, it's a commuter's dream.

Home for Sale in Chestnut Street

In the heart of Beacon Hill, this south-facing Chestnut Street gem underwent a transformative renovation after purchased in 2018. The project was carried out by Holland, merging French elegance with modern luxury. A private spa, featuring an infinity pool, swim under Hammam with steam room, offers serene relaxation. The chefs kitchen shines with a Lacanche stove and long wooden island. An outdoor patio adjacent to the kitchen, featuring a gas fireplace / grill. Versailles parquet and Chevron floors add sophistication, while eight fireplaces spread warmth throughout. A grand living room framed by 3 stately windows connects to the billiards room and library / office. Seamless elevator access across five floors and a primary suite with a marble bath and sitting room epitomize luxury. A reimagined attic becomes a vibrant family room with original beams and skylights. Meticulous craftsmanship ensures an exceptional living experience in this BH masterpiece, where no detail was overlooked.

Home for Sale in Chestnut Street

Training Field! Spectacular Sundrenched Penthouse Duplex with 4 ensuite Bedrooms and 2 private decks including a wonderful direct access roofdeck! East to West Sun! This distinctive home lives like a single family on 2 levels! Over 2300SF of outstanding living space! Premier developer's own custom-built home! A truly amazing floor plan! Expansive open concept offers a sweeping entertainment sized living room with ventless gas fireplace, dining room and gourmet kitchen with a large island, abundant cabinetry, Jenn Air appliances and new Miele refrigerator. One ensuite bedroom, half bathroom, and direct access private side deck on this level. Second floor features a large primary suite with a huge closet, a third ensuite bedroom and a large potential ensuite fourth bedroom with a spiral staircase to a large bright skylit loft space, perfect family/media/game room. Laundry. Direct staircase to roof deck with Monument and Harbor views. Oversized windows throughout. Cannot be duplicated!

Home for Sale in Chestnut Street

An elegant Federal Style 21 wide single family home is situated on one of historic Beacon Hills most coveted streets, 53 Chestnut spans over 5,000 professionally measured square feet. This home offers 5 bedrooms and 5 baths (including 2 half baths), original detail, gracious entertaining space, chefs eat-in kitchen and two outdoor living spaces. The entry level is an ideal entertaining space which includes a double parlour, office, wet bar and dumbwaiter. Features include lower level eat-in kitchen, french doors to a private garden, family room, formal dining room and spacious roof deck. The primary suite is a private oasis that occupies the entire second floor which includes a large walk-in closet and a separate dressing room. Located steps away from the Boston Public Garden, The Boston Common, and the shops and restaurants of Charles Street. Enjoy proximity to the The Esplanade, Back Bay, MGH, MIT and Harvard.

Home for Sale in Chestnut Street

Welcome to the heart of iconic Beacon Hill! Situated on the south slope of coveted upper Chestnut Street, this penthouse duplex includes a private deck with unparalleled city views. This 2 bedroom/2 bathroom condo features an elegant living and dining room overlooking sophisticated upper Chestnut Street. Beautiful architectural lines create warmth, coziness, and a flood of natural light. Less than a quarter mile from Beacon Hills best restaurants, cafes, retail, the Boston Common, Public Gardens, and more- this location is quintessential, convenient, and luxurious Boston living! Bring your vision for simple cosmetic updates that can transform this already elegant space into your own!

Home for Sale in Chestnut Street

Magnificent corner Greek Revival townhouse just steps from Charles Street in Beacon Hill. This stunning property has been completely renovated and designed with the utmost attention to detail, brilliantly combining historic grandeur with todays modern amenities. The gracious floor plan includes grandly scaled rooms with soaring ceilings sunlit from three exposures, including the elegant formal living and dining room, beautiful foyer with stunning spiral staircase, handsome wood paneled library with adjacent wet bar, relaxing family room, lower-level playroom/media room and a fabulous eat-in kitchen with a wall of floor-to-ceiling windows overlooking the lovely garden patio. Additional features include elevator access to almost every floor, luxurious primary suite, home office, mudroom, au pair suite and a separate entrance on Cedar Lane Way. This bit of old-world Boston has been perfectly redesigned for 21st century living complete with 1 parking space at Brimmer Street Garage.

Home for Sale in Chestnut Street

31 Chestnut Street, a classic, Greek Revival home, rich with history yet existing comfortably in Bostons 21st century, boasts an exceptionally rare combination of features and amenities that afford the owner with a stunning showplace in our Citys most storied neighborhood. The main entertaining level features a grand living room offering spectacular views overlooking Chestnut Street with a glimpse to the Common and leads to a formal fireplaced dining room with adjoining Butler''s Pantry. A spacious great room with a one-of-a-kind skylight/cupola opens to the homes two-tiered patio. The third floor is dedicated to the expansive master suite with walk-in closet, his and her baths and separate studies. The garden level functions as an oversized au pair suite with open living/dining area, kitchen and access to the lower level of the homes picturesque patio. Grand in every facet, this home is located steps from the shops and restaurants of Charles Street, Public Garden, and the Common.