Our mobile site is optimized for smaller screens.

TRY IT NO THANKS
+ More Search Options

      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

      Do not fill in this field:

      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: 3.94% last updated on 2016-11-17

      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

      Price Changed

      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

      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: 3.94% last updated on 2016-11-17

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

      201 Hyslop Road, Brookline, MA

      Price$6,895,000The price has recently decreased

      Est. Mortgage: $/month

      Active With Contract

      MLS Number 72044773

      • Single Family
      • Bathroom 10
      • Bedrooms 7
      • Year Built 1900
      • Parking Spaces 10

      This Georgian estate endured a 2 year restorative overhaul concluding an ambitious accomplishment that not only tributes its original detail but crowns a meticulous blend of traditional & transitional materials with impeccable taste. Efficiency & preservation culminate this 11,500 Sq Ft, 6 bedroom, 10 bathroom estate residing in the historical neighborhood of Fisher Hill. The distinct & well-appointed Chefs kitchen is graciously designed & equipped with, Subzero, Miele, Wolf, Kraus, and Rohl Perrin & Rowe. All BR’s with en-suite baths, finishes range from Calcutta marble to Carrera, Toto, radiant floors, Crown Point cabinetry, Kohler. Formal dining & grand foyer is adorned with a restored English Walnut wood paneling, period detail, hand carvings, cultivated wall sconces, restored herringbone & marble flrs. The entire home is automated with smart technology - from the Ecobee & entrance & heated driveway, to the irrigation & security systems.This is the quintessence of indulgent living.

      Listed by Manuel Davis & Kristy Ganong, Kristy Ganong and Manuel Davis of Advisors Living - Back Bay

      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: 3.94% last updated on 2016-11-17

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

      Cabot, Brookline, MA

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

      Est. Mortgage: $/month

      MLS Number 72061675

      • Land Residential
      • Acreage 0.95

      Spectacular lot in Brookline's Estate section of Chestnut Hill! This is a unique opportunity to purchase a one acre conforming buildable house lot. This beautiful, sought-after property is located on a serene cul-de-sac in Chestnut Hill's finest area, the Estate section of Brookline. Neighbors in this gorgeous area are Tom Brady, Bob Kraft and Larry Lucchino. Amazing, convenient area to build a dream house/family compound. There is absolutely nothing else comparable in this fabulous location. For privacy, seller would like to keep exact location of property confidential. Outstanding rare offering!

      Listed by Sherryl Rosenberg of S. Rose 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:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2016-11-17

      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

      Do not fill in this field:

      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: 3.94% last updated on 2016-11-17

      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

      Do not fill in this field:

      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: 3.94% last updated on 2016-11-17

      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

      Open House

      MLS Number 72097044

      • Single Family
      • Next Open House: Sun 11th 11:30 am - 1:00 pm
      • Bathroom 7
      • Bedrooms 5
      • Year Built 2016

      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

      Do not fill in this field:

      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: 3.94% last updated on 2016-11-17

      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 71915622

      • 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

      Do not fill in this field:

      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: 3.94% last updated on 2016-11-17

      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$3,400,000The price has recently decreased

      Est. Mortgage: $/month

      Price Changed

      MLS Number 72002514

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

      Demolition Permit filed in November 2015 and was grandfathered in under the old ordinance. Existing home should be able to be demolished with no waiting period. There is not another home or piece of land on the market at this time in Chestnut Hill that gives both end users and builder/developers so many options. What an opportunity to own this 38,000 SF lot, over 3/4 of an acre in this beautiful neighborhood, close to Boston, schools, public transportation, world-class shopping and dining. View the property today to see all the possibilities. Renovate/expand the existing home and create an ~10K sf gated estate with fabulous private grounds. Zoned SR2, builders should be able to create 2 new homes (one ~6K sf & one ~5K sf ).

      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: 3.94% last updated on 2016-11-17

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

      794 Heath Street, Brookline, MA 02467

      Price$2,750,000The price has recently decreased

      Est. Mortgage: $/month

      Open House

      MLS Number 72087864

      • Multi-Family 2 Family
      • Next Open House: Sun 11th 12:00 pm - 1:30 pm
      • Bedrooms 6
      • Year Built 2016

      Great investor opportunity! Scheduled for completion November 15th, 2016, 794 & 796 Heath Street, 2 thoughtfully and tastefully designed NEW CONSTRUCTION homes in Chestnut Hill Brookline. Each unit is a 3 bed plus study, 3 full and 1 half bath home and each includes 2 direct access garage parking spaces, private patio and balcony off master suite. The rear unit makes a great owners retreat with private back yard and bonus outdoor parking space. Rent the front unit and cover your mortgage. Comparable apartments rent as high as $7,000 per month. Every detail has been considered from the dining room with built in beverage center to the showcase master bath with Carrera tile shower. The homes features dual zone high efficiency gas heating, Nest smart thermostats, Navien high efficiency on demand hot water and Kevo smart lock technologies. Also available individually as MLS ID 72079916 & 72079917.

      Listed by Stephane Abelard and Sarah Taylor of Boston's Luxury Properties

      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:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2016-11-17

      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.

      Contact

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

      Connect

      For the latest real estate news in and around Boston follow us:

      @BostonLuxuryPro

      Set up your personal account to receive email updates of new listings daily

      Register to be notified when new real estate becomes available.

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