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.
26 Fernwood Road, Brookline, MA

MLS Number 72215037

  • Single Family
  • Full Bath 6
  • Bathroom 8
  • Bedrooms 5
  • Year Built 2017

Private and secluded New construction under way abutting the 15th fairway of the Country Club. Be apart of the finishing touches on this on this magnificent 7,120 Square foot(including garage) New England Shingle Style home designed by LDA Architecture. Elevator access to all floors with breathtaking views of the Country club. enjoy the views with a wood burning fireplace on your screened in porch. the gourmet kitchen to be equipped with all Wolfe and sub Zero appliances to satisfy any chef. Master bedroom suite enjoys both his and her bathrooms and closets. Four addition bedrooms with En suite baths. Kohler Generator will power up automatically. The craftsmanship of this estate under the direction of a well seasoned builder will warrant the respect of the neighborhood.

Listed by John Puntonio of Commonwealth Premier 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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

65 Essex Road, Newton, MA

Price$7,550,000

Est. Mortgage: $/month

MLS Number 72069498

  • Single Family
  • Full Bath 6
  • Bathroom 7
  • Bedrooms 6
  • Year Built 1920

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

845 Boylston Street, Brookline, MA

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

91 Middlesex Road, Brookline, MA

MLS Number 72199591

  • Single Family
  • Full Bath 6
  • Bathroom 7
  • Bedrooms 8
  • Year Built 1893

This stunning 1895 Georgian Revival is the oldest on Middlesex Road and had only 2 family owners to date. The detailed facade with an elaborate entryway and stunning staircase make this rarely found jewel distinctive. Located in one of Brookline's most distinguished communities, this brilliantly designed home features fine craftsmanship blended with the best materials. Graced with pristine landscaping, lush gardens along with private terraces create an ideal setting for outdoor entertaining. Generous room dimensions offer over 8500 + SF of living space on 3 levels with 7 magnificent fireplaces, 5 bedrooms on the second level, an intricate staircase, high ceilings, exquisite moldings, a third floor double skylight drenches the center of the home with light. Located in the premier Chestnut Hill Historic District easily accessible to downtown Boston, The Country Club and public transportation, Chestnut Hill Street and Square and Longwood Cricket Club.

Listed by Mic?al & Conor Chamberlain, Conor Chamberlain and Miceal Chamberlain of Historic Homes, 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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

50 Beacon Street, Newton, MA

MLS Number 72238057

  • Single Family
  • Full Bath 5
  • Bathroom 7
  • Bedrooms 5
  • Year Built 1930

This spectacular estate overlooks the Chestnut Hill Reservoir while privately located well-setback from the street and is one of only several homes with water views that has access from Chestnut Hill Road. Offering almost an acre of park-like grounds, the lot combines gorgeous mature landscaping, traditional hardscape and a 4 car garage with a finished loft above. It is under ¾ mile to the T, parks and private schools. This impressive home blends the charm of a traditional Colonial-style home with the convenience of modern amenities, and all of the front-facing rooms have spectacular water views. The first level has oversized living & dining rooms for entertaining, plus a chef's kitchen with a breakfast room open to the sun-filled family room, a study and half bath. On the second level is the master suite with a great sunroom & well-appointed bathroom, along with 3 more beds, 2 full baths & laundry. The third floor has a wonderful bedroom suite with full bath. Finished lower level.

Listed by Matt Montgomery Group and Lauren Carroll of Compass

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

160 Princeton Road, Brookline, MA

MLS Number 72013649

  • Single Family
  • Full Bath 4
  • Bathroom 6
  • Bedrooms 6
  • Year Built 2015

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

108 Woodchester Drive, Newton, MA

MLS Number 72198191

  • Single Family
  • Full Bath 3
  • Bathroom 6
  • Bedrooms 4
  • Year Built 1930

Set back down a winding driveway on a private near acre of professionally landscaped grounds boasting over three hundred feet of direct south/west Golf Course views sits this Grand English Estate. This home has been renovated extensively over the years including most recently a kitchen and large family room with vaulted ceiling addition. This home has a fantastic indoor outdoor flow including a screened in porch that opens to a bluestone patio with built-in outdoor kitchen. This home features a chefs kitchen with high end Viking stainless steel appliances with granite counter tops. This home features four bedrooms on the second floor including a large master suite with large changing area & walk-in closet. This home is just a quarter mile to the coveted Ward Elementary School and is just a half mile to public transportation and eight miles to Boston. Come experience this one of kind home in one of the most desirable neighborhoods in Newton.

Listed by MB Associates, Maxine Burtman and Mitch Bernstein of Coldwell Banker Residential Brokerage - Newton - Centre St.

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

52 Hammondswood Road, Newton, MA

MLS Number 72181445

  • Single Family
  • Full Bath 5
  • Bathroom 6
  • Bedrooms 5
  • Year Built 1929

New Price! Combine all the charm & detail of a 1920’s Tudor w stylish and modern finishes, exquisite fixtures & an abundance of sunlight through expansive windows & skylights. This completely restored & updated 5 bed/5.5 bath home w professionally designed interiors on almost 15,000 SF of level grounds. An intimate entrance expands to a grand foyer w a sweeping staircase & two story foyer. The large step down living room has coffered ceilings and a handsome carved fireplace. French doors lead to a 26’ sunroom w flagstone flrs & lead to a bluestone terrace. A formal dining rm has a sep. butlers pantry w marble counters & prep sink. A large fireplaced family rm. opens to a custom eat-in kitchen w skylights, a wall of windows & access to beautiful deck. Appliances incl. 48” Wolf range & sub-zero frig. The 2nd flr. master features a sun lit ensuite bath & custom walk in closets. This level incl. 3 guest beds & 2 baths. A 3rd flr. guest suite & fin. basement w au pair, playroom & garage

Listed by Brian Back of Gibson 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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

65 Suffolk Road, Newton, MA

MLS Number 72203471

  • Single Family
  • Full Bath 5
  • Bathroom 6
  • Bedrooms 7
  • Year Built 1895

Chestnut Hill Historic District. Set on a knoll on over half an acre of rolling lawn, mature flowering trees and shrubs, perennial flower beds, this 1895 shingled Colonial-style house features charming period details with 21st century comforts like multi-zoned HVAC, newer kitchen and bathroooms. Off the gracious, elegant 28' x 26' living room, separated from a cozy 16'x14' library by a pocket door, there is a brick terrace overlooking the garden. A 28' x 14' kitchen, renovated in 2006, has ample counter space and a breakfast room that opens out to a brick patio. The seven bedroom, five bathrooms on the upper floors, include a huge master suite, four large bedrooms, and two smaller bedrooms. Ideally situated between the "city" and "country, this house is close to Chestnut Hill T Stop, shops, cinema, restaurants as well as to Houghton Garden, Hammond Pond Reservation, Webster Conservation.

Listed by Pauline & Erin Team, Erin Baumgartner and Pauline Ho Bynum 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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

533 Hammond Street, Newton, MA
Price Changed

MLS Number 72203239

  • Single Family
  • Full Bath 5
  • Bathroom 6
  • Bedrooms 5
  • Year Built 2017

Incredible opportunity to own a newly renovated 5 bed, 5.5 bath dream home in one of New England's most coveted neighborhoods! This spectacular brick English Colonial offers an A+ location with exquisite brand new 2017 finishes on 4 levels of living. Highlighted by a stunning designer state of the art kitchen showcasing a sleek contrast of Carrera and Bardiglio Marble countertops and oak hardwood floors. Chic young interiors drenched in sunlight. Noteworthy features include a luxurious master suite, fully equipped 9 zone Sonos system, finished basement with entertainment lounge and bar, fitness room, sauna and steam shower. Conveniently nestled on a corner lot of a private way, this beautifully restored manor home is a rare opportunity to live in an estate neighborhood with unbeatable proximity to everything that Chestnut Hill and Boston have to offer! Enjoy shops and restaurants at "The Street", Longwood Cricket Club, Green Line T access, Longwood Medical Center.

Listed by David Dobrowolski of All Bright 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:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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.