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      Brighton's Chestnut Hill

      Browse Brighton's Chestnut Hill real estate listings below and contact Boston’s luxury Properties if you would like to learn more or schedule a tour. Register to save your favorite listings and receive notification when a new property matches your search criteria.
      65 Essex Road, Newton, MA

      Price$7,950,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72069498

      • Single Family
      • Bathroom 7
      • Bedrooms 6
      • Year Built 1920
      • Parking Spaces 6

      Rare opportunity to live at the top of Old Chestnut Hill in one of the region’s most coveted locations. This renovated and expanded 1920 brick Colonial is sited on a large 1.22± acre parcel surrounded by specimen trees offering unparalleled privacy and the feeling of living in a country house. Yet the property is just minutes from public transportation and the amenities of The Street, Chestnut Hill Square and the Chestnut Hill Mall. The house offers over 9,000 square feet of living space on four levels with access to outdoor patios, terraces and balconies from many rooms. The house is ideal for small gatherings as well as for large scale entertaining indoors and out. The residence offers six bedrooms, six full baths and one half-bath. The lower level features a finished recreation room and pub, an exercise room, spa and darkroom, and access to the swimming pool and lovely grounds.

      Listed by Terrence Maitland and Nicole Monahan of LandVest, Inc.

      Boston Luxury Properties
      1405B Beacon Street
      Brookline MA, 02134
      Office: 617-670-1111

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      181 Clyde Street, Brookline, MA

      Price$6,950,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 71992536

      • Single Family
      • Bathroom 6
      • Bedrooms 5
      • Year Built 2016
      • Parking Spaces 3

      New England Shingle Style Gambrel on just under an acre abutting The Country Club. This 6400± square foot home was thoughtfully designed by LDA Architects and masterfully built by JP Development using the finest materials. Set back from Clyde Street on a gentle rise, the house was designed and sited to make the most of the large level lot. The principal rooms benefit from views of the expansive rear lawn and both the kitchen and family room have direct access via French doors to the patio complete with an outdoor kitchen. Many rooms enjoy pastoral views and the open space afforded by The Country Club, including the abutting 15th fairway. The home features five bedrooms, five full baths and one half-bath. This new construction offers an abundance of modern amenities, including an elevator, air purification system, three-car heated garage, a Kohler generator, heated walkways and a heated driveway. This is the best in design and new construction.

      Listed by Terrence Maitland and Nicole Monahan of LandVest, Inc.

      Boston Luxury Properties
      1405B Beacon Street
      Brookline MA, 02134
      Office: 617-670-1111

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      Do not fill in this field:

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      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      845 Boylston Street, Brookline, MA

      Price$5,600,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72107202

      • Land Commercial
      • Acreage 0.37

      Commercial Buildable Lot in very desirable Chestnut Hill area of Brookline. On Route 9. The property has clean 21E certificate, no underground storage tanks, No structure. Sq. footage is taken from actual survey. Rare find in this area. This is a project for a developer who is looking to put up a mixed use multi-family building or something like that. The Seller will consider offers with permitting contingencies.

      Listed by Alena Rakavets of BuildWell Properties

      Boston Luxury Properties
      1405B Beacon Street
      Brookline MA, 02134
      Office: 617-670-1111

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      23 Crafts Road, Brookline, MA

      Price$4,595,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72097468

      • Single Family
      • Bathroom 8
      • Bedrooms 6
      • Year Built 2017
      • Parking Spaces 4

      Spectacular new construction located in the Historic district of Chestnut Hill, on over half an acre lot. Designed by renowned firm Jan Gleysteen Architects, with high-end modern finishes and an opportunity to customize paint colors. A covered porch leads into a two-story entry hall flanked on either side by a living and dining room. The back of the house is an open floor plan with a substantial eat-in-kitchen with a great island/breakfast bar, and a spacious dining room through a butler's pantry which opens to the breakfast room and a family room with French doors to the yard. The 1st level also includes an office, powder room, secondary entrance and mudroom with a ½ bathroom, direct-entry to a two car garage and a back stairway to a private guest suite. On the 2nd level, the master suite offers a large walk-in closet and a beautiful en suite bathroom. There are three more en suit bedrooms with bathrooms. The finished 3rd-level has a studio, an additional bedroom and bathroom.

      Listed by Shahani Real Estate Team, Jeetendra Shahani and Shalini Shahani of Hammond Residential Real Estate

      Boston Luxury Properties
      1405B Beacon Street
      Brookline MA, 02134
      Office: 617-670-1111

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      108 Reservoir Avenue, Newton, MA

      Price$4,498,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72101474

      • Single Family
      • Bathroom 7
      • Bedrooms 6
      • Year Built 2016
      • Parking Spaces 4

      Sophistication and contemporary elegance along with state of the art technology describes this 7800 sq ft colonial estate with 25,000 sq ft of land in the heart of old Chestnut Hill. This stately home designed for todays modern lifestyle has both grace and glamour with 6 beds and 6.5 baths.The first floor innovative design features an enormous gourmet kitchen with butler's pantry, wine cellar, breakfast area leading into the family room and club room for amazing entertainment space. Sliders lead out to a bluestone patio. Gorgeous walnut hardwood floors, formal dining & living room and mahogany study complete this level. The second floor offers a romantic master suite, walk in closet, steam and soaking tub. There are 4 more exquisite bedrooms with en suite full baths. Finished lower level features a bedroom/media room, gym, playroom & full bath. This home has been masterfully crafted with custom finishes to perfection. Three car heated garage and mudroom complete this exceptional home!

      Listed by Jeff Groper and Scott Friedman of Coldwell Banker Residential Brokerage - Newton - Centre St.

      Boston Luxury Properties
      1405B Beacon Street
      Brookline MA, 02134
      Office: 617-670-1111

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      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      160 Princeton Road, Brookline, MA

      Price$4,280,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72013649

      • Single Family
      • Bathroom 6
      • Bedrooms 6
      • Year Built 2015
      • Parking Spaces 4

      Overlooking conservation land this six bedroom contemporary home has been masterfully constructed w/extreme attention to achieve perfection at every turn. Dramatic two story foyer opens to an intelligently designed floorplan perfect for today's lifestyle. A culinary masterpiece, the gourmet kitchen feat premium appliances incl full size Sub zero refrigerator, freezer & refrigerator drawers, Wolf range & double ovens, custom cabinetry, oversized center island & wall mounted television opening to a great room w/custom built-ins, wet bar & wine refrigerator. Spacious formal dining room w/butler's pantry, powder room and mud room. Spectacular fireplaced master suite features gorgeous bath, 2 individual water closets, over sized walk-in closet, three additional bedrooms, two baths & laundry room replete with two washers & dryers. Two additional bedrooms & full bath on 3rd floor. Professional outdoor kitchen & oversized heated 3 car garage. No detail has been overlooked!

      Listed by Jayne Friedberg and Deborah M. Gordon of Coldwell Banker Residential Brokerage - Brookline

      Boston Luxury Properties
      1405B Beacon Street
      Brookline MA, 02134
      Office: 617-670-1111

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      Do not fill in this field:

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      265 Woodland Road, Brookline, MA

      Price$4,200,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72097044

      • Single Family
      • Bathroom 7
      • Bedrooms 5
      • Year Built 2016
      • Parking Spaces 10

      This new construction colonial-style home boasts unmatched quality and architectural detail with an impressive open floor plan. The first floor offers a formal sitting room with wood-burning fireplace, a spacious family room with gas-burning fireplace, elegant guest suite/office, and a custom chef’s kitchen with top-of-the-line appliances by Wolf, Sub-Zero and Miele, a 8’ calcutta marble island and a beautiful breakfast nook, encased by glass. The second floor is highlighted by the master suite, with gas fireplace, two walk-in closets, and bath with soaking tub and glass-enclosed steam shower. Three bedrooms, each with its own en-suite bath, complete the upper level. The lower level includes an additional bedroom, full bath and family room with sunken patio. A beautifully landscaped yard has a private patio located directly off the main level, making it an ideal venue for entertaining. With a heated garage, as well as an additional garage, perfect for the car enthusiast.

      Listed by Christopher Thoman of Bushari Group Real Estate

      Boston Luxury Properties
      1405B Beacon Street
      Brookline MA, 02134
      Office: 617-670-1111

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      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      9 Lawrence Road, Newton, MA

      Price$3,989,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72114375

      • Single Family
      • Bathroom 11
      • Bedrooms 9
      • Year Built 1895
      • Parking Spaces 8

      One of Newton's most distinctive homes retains the grandeur of early 20th century architecture. Sited on nearly an acre of splendid park-like grounds this magnificent estate with stone walls, verandas and a porte-cochere was designed by the architectural firm of Chapman and Frazer. The elegant ballroom sized living rm, highlighted by exquisite detailing , mahogany woodwork w/ intricate carving, ornamental ceilings w/ elaborate plaster detail, and a gas fired frpl, opens to a light-filled solarium with lattice work ceiling. The gracious banquet sized formal oval shaped dinrm/frpl features mahogany paneling with mother of pearl inlaid borders, built in buffet and china cabinets. The beautifully designed fully equipped and updated eat-in-kitchen w/ has a center island, abundant storage, dining and sitting areas. Outstanding master suite with his and her baths plus 8 additional bdrms on 2nd and 3rd fl. Spectacular great rm on 3rd fl. Minutes to shops, the T & major routes.

      Listed by Krasnow - Kim Team, Brenda Krasnow and Cyndi Kim of Prudential Edna Kranz Realty

      Boston Luxury Properties
      1405B Beacon Street
      Brookline MA, 02134
      Office: 617-670-1111

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      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      458 Heath Street, Brookline, MA

      Price$3,850,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72116475

      • Single Family
      • Bathroom 8
      • Bedrooms 5
      • Year Built 2008
      • Parking Spaces 5

      Gracious and extraordinary Chestnut Hill residence with high end custom finishes throughout. The well thought out floor plan is designed for easy living & entertaining. The formal living room has mahogany walls, a gas burning fireplace and French doors to the covered patio area. The family room has a wood burning fireplace & french doors leading to the level yard & opens to the spacious breakfast room and kitchen. The polished chefs kitchen offers: custom floor to ceiling cabinets, quartz countertops and a single slab island. The fashionable grand master suite includes an office, 2 bathrooms, a make-up area and an luxurious oversized custom closet. There are 3 additional en-suite bedrooms and laundry on this level. The lower level features a home theater, a professionally designed gym w/ mirrored walls, bonus office/study & full bath. Home automation system, custom AV throughout & a 3 car garage able to accommodate a lift. Mature landscaping providing privacy w/close proximity to town

      Listed by Deborah M. Gordon of Coldwell Banker Residential Brokerage - Brookline

      Boston Luxury Properties
      1405B Beacon Street
      Brookline MA, 02134
      Office: 617-670-1111

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      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      6 Woodchester Drive, Newton, MA

      Price$3,300,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72002514

      • Single Family
      • Bathroom 7
      • Bedrooms 5
      • Year Built 1929
      • Parking Spaces 6

      OFFERED AT $3,300,000. NOTE TWO RECENT PRICE REDUCTIONS. Stunning must-see Tudor style home situated on 38,000 SF lot in prestigious Chestnut Hill. This elegant 1929 brick Tudor is a classic Newton home, offering tons of potential value. This type of quality, history and architecture is an artistic masterpiece deserving modern upgrading. This opportunity does not come along very often. Zoned SR2, this 38,000 SF lot can be divided into 2-15,000+ SF lots. Demolition permit approved as of November 15, 2016. Buyers to do their own due diligence.

      Listed by Ted Ufland of Unlimited Sotheby's International Realty

      Boston Luxury Properties
      1405B Beacon Street
      Brookline MA, 02134
      Office: 617-670-1111

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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      • Boston's Luxury Properties
      • 1405 B Beacon St
      • Brookline, MA 02446

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      Boston Luxury Properties
      466 Commonwealth Avenue
      Boston MA, 02215
      Office: 617-670-1111