Brookline MA Homes For Sale

Scroll down to find the latest homes for sale in the Brookline, MA. Discover a variety of listings including condos, apartments, and single family homes! Save your favorite properties when you register with our site, and we can send you email notifications when similar properties are posted. For more information or to schedule a tour, contact us!

150 Woodland Road, Brookline, MA

Price$90,000,000

Est. Mortgage: $/month

MLS Number 72071392

  • Single Family
  • Bathroom 12
  • Full Bath 7
  • Bedrooms 8
  • Year Built 1999

Born from the desire for ultimate privacy with city accessibility, 14± acres of untamed scrub and ledge were assembled into a single property, entirely reclaimed from the wild and transformed into a breathtaking tapestry of rolling lawns, ponds, sculpted rock outcrops and a horticultural encyclopedia of specimen plantings. Five miles from central Boston, this emerald island rises between the surrounding Brookline Country Club and Putterham Meadows Golf Course. Turf walkways and pathways meander through this extraordinary landscape and the winding driveway provides a multi-step reveal of this unique estate and its residence. The curving faade of Indiana limestone creates a home of singular distinction with 26,000sf of luxurious living space. Every exterior and interior stone was individually hand drawn ensuring a flawless finish. The appearance of simplicity is the ultimate challenge, achieved by creative architecture, sophisticated engineering and generations of the finest craftsmen.

Listed by Woodland Manor Team, Deborah M. Gordon and Jonathan Radford of Coldwell Banker Residential Brokerage - Brookline

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The Surrealtors
673 Centre Street
Jamaica Plain MA, 02130
Office: 781-424-7394

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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.

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55 Leicester Street, Brookline, MA

Price$9,995,000

Est. Mortgage: $/month

MLS Number 72102970

  • Single Family
  • Bathroom 11
  • Full Bath 8
  • Bedrooms 7
  • Year Built 1995

55 Leicester defines luxurious living in a premier, private Brookline location.The grand foyer with its high ceilings, sets the tone for this magnificent home & leads into a desirable open concept floor plan. The centerpiece of the home is the architecturally stunning, floating main staircase which is a piece of art itself. All the rooms in this exquisite estate are drenched in light, with views of the spectacular landscaped grounds thanks to the wall of windows that covers the rear of the home. The elegant dining room seats over 20 guests & there is a fabulous 3rd fl entertainment room. The sprawling master showcases 20ft windows, a balcony, vast en-suite bath/dressing room & its own loft w/ private office. 7-BRs in total, with features that incl personal staircases to private lofts, en-suite baths & direct-access balconies. Notable features include: elevator, 5 car garage w/ turntable, pool/pool house, roof deck, wine cellar, one-touch lighting system, heated driveway. A must see!

Listed by Julie Harrison of Gibson Sotheby's International Realty

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The Surrealtors
673 Centre Street
Jamaica Plain MA, 02130
Office: 781-424-7394

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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.

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37 SEARS Road, Brookline, MA

Price$9,000,000

Est. Mortgage: $/month

MLS Number 72280966

  • Single Family
  • Bathroom 8
  • Full Bath 6
  • Bedrooms 6
  • Year Built 2018

Estate level home to be constructed on ultra-exclusive cul-de-sac.The combined efforts of a premier luxury home builder, a noted local architect, and a location in estate section of Brookline that is unequaled in terms of exclusivity have come together to create a once in a lifetime opportunity of 7800 sq ft of the ultimate in luxury living, this home is unequaled.Grand entertainment potential with enormous main living rooms, chef’s prep kitchen, grand entry foyer,massive dining room.4 First floor fireplaces, superb sightlines,enormous windows add to the grandeur that defines this home.First floor au-pair suite with walk in closet, paneled library, mudroom with locker room, dual powder rooms round out the first floor.Palatial master suite with entry foyer, massive walk in closet, and bathroom.4 additional large ensuite bedrooms,generous closet space.Private1.5 acre lot has estate expansion potential, and is the definition of secluded bucolic luxury living. Once in a life time chance.

Listed by Samantha Stumpo of New Brook Realty Group, LLC

{$agent->Name}

The Surrealtors
673 Centre Street
Jamaica Plain MA, 02130
Office: 781-424-7394

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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.

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325 Heath Street, Brookline, MA

Price$4,599,000

Est. Mortgage: $/month

MLS Number 72227182

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

Grand c1893 custom-built Manor, sited on 1.5+ acres of park-like grounds. Superb craftsmanship & distinctive architectural details. Generously-proportioned rooms. Large country-style kitchen with brick fireplace, access to 2 decks, an adjacent family room & 2nd service kitchen. Richly detailed reception hall offers access to terrace & gardens, & leads to a banquet-sized dining room & elegant living room. Impressive library is appointed w/mahogany paneling & floor-to-ceiling bookcases w/rolling ladder. Adjacent wet bar room. 2nd floor master wing offers dressing room, office/nursery & large bathroom. Another two-room en-suite bedroom, two bedrooms, a bathroom & laundry room complete this floor. 3rd floor offers 2 bedrooms & study. Separate entrance lower level staff or guest quarters, & gym/theatre/recreation room. Direct-entry 2-car garage & capacity for 10+ parking. Exclusive Estate neighborhood near The Country Club, "T," shopping districts, & 4+/- mi to Copley Square, Boston.

Listed by Alan Cohen and Susan Detz of Hammond Residential Real Estate

{$agent->Name}

The Surrealtors
673 Centre Street
Jamaica Plain MA, 02130
Office: 781-424-7394

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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.

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23 Crafts, Brookline, MA

Price$4,200,000

Est. Mortgage: $/month

MLS Number 72250044

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

Chestnut Hill new construction. Classic & sophisticated residence designed w/ extreme attention to detail & finished with the most tasteful of choices. The sprawling first level offers gracious rooms including a formal living room w/ marble surround gas fireplace, a dining room w/ wainscoting & attached to the kitchen by a butlers pantry. The kitchen is stunning to the eye & equipped with high end appliances, large eating island, a 13x14 breakfast area & opens to the family room creating the open concept living desired by todays buyers. Additionally, there is an office/ library, 2 powder rooms, a mudroom & separate access to an upper level guest suite. The 2nd level features 4 en-suite bedrooms including the master suite which is highlighted by a 4 piece luxurious marble bathroom.The 3rd level allows flexible use of space w/ a 17 x 40 open room & a 6th bedroom or office & a full bathroom. Professionally landscaped grounds, 2 car garage w/ bonus storage space. Highly desirable location.

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

{$agent->Name}

The Surrealtors
673 Centre Street
Jamaica Plain MA, 02130
Office: 781-424-7394

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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.

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91 Middlesex Road, Brookline, MA

MLS Number 72280549

  • Single Family
  • Bathroom 7
  • Full Bath 6
  • Bedrooms 8
  • Year Built 1882

This stunning 1882 Georgian Revival is the oldest on Middlesex Road and has 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, and 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.

{$agent->Name}

The Surrealtors
673 Centre Street
Jamaica Plain MA, 02130
Office: 781-424-7394

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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.

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70 Randolph Road, Brookline, MA

Price$4,150,000

Est. Mortgage: $/month

MLS Number 72223102

  • Single Family
  • Bathroom 6
  • Full Bath 3
  • Bedrooms 4
  • Year Built 1952

Welcome to East Coast Chic living! A 2017 gut renovation with wonderful serene views from every room. An optional master or guest suite on the 1st floor plus a 2nd floor master. A glorious fire placed great room with sensational natural light flows into a stunning gourmet kitchen which overlooks a terraced garden and a separate raised patio with a built-in-fire pit. A 4 season sun room with radiant heat, bluestone flooring, stone fireplace and a glass Nanawall. French doors lead to a study with wet bar and powder room. An adjacent service wing has direct access from garage to mudroom with 1st floor laundry, 1/2 bath, a multipurpose room; au/pair/guests/children's room. Floors are wide board mahogany, slate and honed marble. The circular drive leads to a welcoming and grand entrance. Grounds originally designed by Fredrick Law Olmsted, now redesigned for contemporary living by award winning landscape firm. The privacy of an exclusive neighborhood with all the urban conveniences.

Listed by Jill Streck of Coldwell Banker Residential Brokerage - Brookline

{$agent->Name}

The Surrealtors
673 Centre Street
Jamaica Plain MA, 02130
Office: 781-424-7394

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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.

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69-71 School Street, Brookline, MA

MLS Number 72234313

  • Single Family
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 10
  • Year Built 1845

attention investor, Outstanding opportunity! With a prime location 2 buildings with 5 bedrooms each, Parking for 10+ cars see attached plan for future development, property to be sold as is also see MLS #72234315

Listed by Salustia Ortiz of Dreamcatcher Investment Group, Inc.

{$agent->Name}

The Surrealtors
673 Centre Street
Jamaica Plain MA, 02130
Office: 781-424-7394

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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.

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34 Welch Road, Brookline, MA

Price$3,195,000

Est. Mortgage: $/month

MLS Number 72123675

  • Single Family
  • Bathroom 7
  • Full Bath 5
  • Bedrooms 7
  • Year Built 1904

Majestic Chateauesque style home located on a private way.... Spectacular carved wood detail, dramatic foyer with magnificent stained glass, and a sweeping staircase. Exquisite formal rooms, state-of-the-art kitchen with large eating area and herringbone hardwoods, leaded glass bow window with bench seating, and guest quarters/au pair living suite. Wonderful 60 foot stone terrace. House has been redone and it's stunning, ready to move right in or add your own touches. 2 car garage with heated drive. Private roof top green garden patio off the master bed. 8 miles to Logan.

Listed by Jill Streck of Coldwell Banker Residential Brokerage - Brookline

{$agent->Name}

The Surrealtors
673 Centre Street
Jamaica Plain MA, 02130
Office: 781-424-7394

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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.

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242 Woodland Road, Brookline, MA

MLS Number 72252067

  • Single Family
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 4
  • Year Built 1939

Here is your chance to own this charming sundrenched ten room brick Colonial with four bedrooms,four and one-half baths that has been featured in Boston Magazine.This wonderful home and its open floor plan comes complete with gourmet kitchen,multiple fireplaces and French doors leading to bluestone terrace.There is a two car garage and wine cellar.The slate roof and gable brick makes this a classic Chestnut Hill property.

Listed by Michael Carucci of Gibson Sotheby's International Realty

{$agent->Name}

The Surrealtors
673 Centre Street
Jamaica Plain MA, 02130
Office: 781-424-7394

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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.

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58 Welch Road, Brookline, MA

Price$3,195,000

Est. Mortgage: $/month

MLS Number 72223021

  • Single Family
  • Bathroom 7
  • Full Bath 5
  • Bedrooms 6
  • Year Built 1903

Built in 1903, this South facing sun-splashed Federal Revival-style home has over 8,900sf of living area. It is located at the end of a cul-de-sac in Brookline's estate area, has a large private level yard and sited on 33,000 sf of land. 1st floor is comprised of large airy rooms which have quarter sawn oak flooring, stained glass French doors, pocket doors and lovely original detail. The living room (32x 20) accommodates multiple seating areas and a grand piano. The massive kitchen/pantry area has professional quality appliances and layout. The 2nd floor offers 5 bedrooms and 3 bathrooms. The master bedroom (22x16) on this level offers a stone tiled bath with tub, shower and double sinks. The 3rd level offers an additional master suite with luxurious bathroom, large office and a dressing room. Au-pair suite on the 3rd floor accessed by private stairs. The house is in excellent condition, has A/C, and was recently rewired . It is several blocks to MBTA Green line and High School

Listed by Ezra Stillman and Kathy Halley of Hammond Residential Real Estate

{$agent->Name}

The Surrealtors
673 Centre Street
Jamaica Plain MA, 02130
Office: 781-424-7394

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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.

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40 Dunster Road, Brookline, MA

MLS Number 72279891

  • Single Family
  • Bathroom 5
  • Full Bath 3
  • Bedrooms 6
  • Year Built 1904

Set far back from the street and approached by a long driveway, this gracious, Colonial-style home, built in 1904, has only been owned by three families. A 29' x 18' living with fireplace and nine foot ceiling, offers excellent entertaining space. A charming library/family room with fireplace, and paneled shelving is off a 20'x17' dining room with a door opening to the terrace. The second floor has five bedrooms, two bathrooms. There's an additional bedroom, an office/bedroom, and a bathroom on the third floor. Longwood Cricket Club is across the street and the Chestnut Hill T Stop is close by. Shops, cinema, restaurants are minutes away at the Chestnut Hill Mall and The Street. Heath school, Brimmer and May, Chestnut Hill School, Beaver Country Day School are also near by.

Listed by Pauline & Erin Team, Erin Baumgartner, Pauline Ho Bynum and Sally D. Hurlbut of Hammond Residential Real Estate

{$agent->Name}

The Surrealtors
673 Centre Street
Jamaica Plain MA, 02130
Office: 781-424-7394

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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.

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