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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
  • Parking Spaces 20
  • Bathroom 12
  • Full Bath 7
  • Bedrooms 8

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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
  • Parking Spaces 6
  • Bathroom 11
  • Full Bath 8
  • Bedrooms 7

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: 4.57% last updated on Jun 21, 2018
* 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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16 Prescott Street, Brookline, MA

Price$4,600,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72342031

  • Single Family
  • Parking Spaces 3
  • Village Cottage Farm
  • Year Built 1906
  • Full Bath 4

Built in 1906, this residence offers its new owners the opportunity to design and execute a major renovation and craft a home to their specific lifestyle criteria. The generous 0.48-acre lot, with its stunning variety of plantings and picturesque koi ponds, is surrounded by an English garden wall that ensures an unprecedented level of privacy 2 miles from central Boston. The Cottage Farm location also provides rapid access to Cambridge and the Longwood medical community. In the immediate vicinity, cafs, restaurants and grocery stores animate the neighborhood. Number 16 Prescott Street and its carriage house represent the romantic era of British baronial halls and country estates. With approximately 11,991 gross square feet, this brick and cast-stone hybrid of Jacobethan, Gothic and Tudor architectural styles has sumptuous formal and informal rooms to meet all needs, opulent ornamentation to delight all eyes, and countless leaded windows to shed light on all memorable celebrations.

Listed by Jonathan Radford of Coldwell Banker Residential Brokerage - Boston - Newbury St.

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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372 Warren Street, Brookline, MA

Price$4,599,000

Est. Mortgage: $/month

MLS Number 72295180

  • Single Family
  • Parking Spaces 5
  • Bathroom 9
  • Full Bath 6
  • Bedrooms 9

Fabulous level lot, almost an acre of beautifully manicured grounds with fountain, Koi pond, stone patios and porches. Dining room with double French doors leading to a Greenhouse/Conservatory with Southwest exposure overlooking the gardens. Stunning, sophisticated and chic, a large and welcoming sunken living room with fireplace, French doors and 9.9ft ceilings. Wood paneled library with state of the art gas fireplace. All second floor bedrooms are en-suite with new contemporized baths and radiant heat flooring. Third floor in home theater with Martin Logan sound system, superb gym plus more. Private entranced, attached, newly built in law/ au pair/ guest quarters apartment. All new Pella windows throughout, 2 car attached garage, ample room to build additional 2 car garage. Great but older kitchen, plan for a redesign. This stately brick home has all the bells and whistles for modern living. A serene setting with all the urban amenities. Note attached Features sheet.

Listed by Jill Streck of Coldwell Banker Residential Brokerage - Brookline

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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21 Borland Street, Brookline, MA

Price$4,200,000

Est. Mortgage: $/month

MLS Number 72343549

  • Single Family
  • Parking Spaces 2
  • Year Built 1957
  • Full Bath 3
  • Bathroom 3

LOCATION, LOCATION, LOCATION. Exceptional custom designed home in the prestigious Brookline estate neighborhood acclaimed by the Boston Globe to be one of the top 3 places to live in all of Boston and its neighboring towns. In a truly unique suburban park-like setting, this home is just a short walk to the Longwood Medical Area and Back Bay. The nearby subway is only a few stops from Downtown Boston. With an open floor plan perfect for entertaining, this sun-filled, central A/C home boasts hardwood floors, a spacious ensuite master bedroom, two additional bedrooms (one is ensuite), three full bathrooms (two granite and one marble), a stainless and granite chef's kitchen, vaulted ceiling breakfast area, family room with cathedral and domed ceilings, dining room, living room, media room and office. The convenience of a Back Bay or Beacon Hill luxury townhouse, but with privacy, a large yard and direct entry 2 car garage. A unique opportunity to own a home in a most sought after location.

Listed by Lawrence Opert and Stephanie Mitchell of Opert Realty Group

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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92 High Street, Brookline, MA

Price$4,200,000

Est. Mortgage: $/month

MLS Number 72344183

  • Single Family
  • Parking Spaces 6
  • Year Built 1882
  • Full Bath 4
  • Bathroom 5

In coveted Pill Hill neighborhood, designed by foremost architect of Shingle Style homes, William Ralph Emerson, this home has undergone superb renovation incorporating the finest elements of the present and maintaining incredible period details. Grand entry with golden oak, sweeping stairs and fireplace leads to gracious formal rooms, each w/ fireplaces and unique features. A stunning chef's kitchen with Poggenpohl design cabinetry/counters, original cast iron stove, a dining/ lounge area opening to deck, lovely garden and yard, and a sitting area with sculpture fountain. The second floor has 4 fabulous bedrooms, including fireplaced Master BR with 2 walk-in closets and a spa-like bath w/ fireplace. Charming 3rd flr. has two ensuite bedrooms, another for office or playroom. Also on property is magnificent Carriage House of 3,465 sf. 1st flr. w/ gleaming pine floors, open space for media rm, gym, entertainment hall/studio. The 2nd has large guest suite w/ 1.5 ba. and original beams.

Listed by Susan and Jen Rothstein Team of Hammond Residential Real Estate

{$office->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: 4.57% last updated on Jun 21, 2018
* 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

Open House

MLS Number 72250044

  • Single Family
  • Next Open House: Sun 24th 12:00 pm - 1:30 pm
  • Parking Spaces 4
  • Year Built 2017
  • Full Bath 6

Chestnut Hill! Almost complete 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 & a laundry room. The 3rd level allows flexible use of space w/ a 17 x 40 bonus room, a 6th bedroom /office & a full bathroom. Professionally landscaped grounds & trees to be complete mid June.

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

{$office->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: 4.57% last updated on Jun 21, 2018
* 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$3,950,000

Est. Mortgage: $/month

MLS Number 72317272

  • Single Family
  • Parking Spaces 10
  • Year Built 1893
  • Full Bath 5
  • Bathroom 7

Impressive, sun-filled custom-built residence sited on a private cul-de-sac & enhanced by 1.5+ acres of park-like grounds. Superb craftsmanship & distinctive architectural details. Generously-proportioned rooms. Large country-style kitchen w/brick fireplace, access to 2 decks & an adjacent family room. Richly-detailed reception hall offers access to terrace & mature gardens, & leads to a banquet-sized dining room & elegant living room. Classic library appointed w/mahogany paneling, floor-to-ceiling bookcases & adjacent wet bar room. 2nd floor master wing offers dressing room, office/nursery & bathroom. 3 additional bedrooms including a 2-room en-suite bedroom, a bathroom & laundry room complete this floor. 3rd floor offers 2 bedrooms & study. Separate entrance at-grade level staff /guest quarters, & gym/theatre/recreation room. Direct-entry 2-car garage & 10+ outdoor parking. Exclusive Estate neighborhood near Country Club, private schools, "T," shopping, & 4+/- mi to downtown Boston.

Listed by Alan Cohen of Hammond Residential Real Estate

{$office->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: 4.57% last updated on Jun 21, 2018
* 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$3,875,000

Est. Mortgage: $/month

Open House

MLS Number 72223102

  • Single Family
  • Next Open House: Sun 24th 11:30 am - 12:30 pm
  • Parking Spaces 12
  • Year Built 1952
  • Full Bath 3

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

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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106 Sargent Road, Brookline, MA

Price$3,795,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72292390

  • Single Family
  • Parking Spaces 6
  • Village Sargent Estates
  • Year Built 1940
  • Full Bath 3

A rare Mid-Century Modern gem in beautiful Sargent Estates with over an acre of mature landscaping. Built in 1940 by renowned architect Lawrence Anderson. This home has been lovingly maintained with all original details intact. Incredible living room with soaring ceiling, floor to ceiling windows out to a lovely stone patio. Thoughtful design details are evident throughout the home including it's perfect placement on the lot to maximize sunlight all day and afford beautiful private views. The layout is suitable for large entertaining as well as for modern family living. 4+ bedrooms, 3 full 1half bath, 2 car attached garage and large parking area for guests. Gorgeous center staircase creates a wonderful flow. The home is located in the Lincoln School District with The Park, Dexter-Southfield, and British schools nearby. Easy access to downtown Boston and Chestnut Hill shops, yet located in a private peaceful park-like setting with walking trails and Sargent pond.

Listed by Martha Bennett, Bill Gehan and Mary Palmer of Campion & Company Fine Homes Real Estate

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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17 Glenoe Road, Brookline, MA

Price$3,725,000

Est. Mortgage: $/month

Open House

MLS Number 72289476

  • Single Family
  • Next Open House: Sun 24th 11:00 am - 1:00 pm
  • Parking Spaces 6
  • Village Chestnut Hill
  • Year Built 1936

"Renovated for 21st Century living" This Handsome Center Entrance Colonial Home is located in the Estate area of Chestnut Hill. The elegant foyer leads to entertainment size living and dining rooms. New Professional Chef's Kitchen boasts multiple Wolf appliances, sinks, Miele dishwashers, Sub-Zero refrigerators, magnificent Custom Cabinetry & Granite Countertops. There is a tranquil Library & a Family Room with Gas Fireplace, Built-ins & Smart TV with Surround Sound. French doors open onto a large Bluestone Patio & a Sprawling, Breathtaking Lawn. The 2nd floor consists of 3 delightful family bedrooms with 2 new baths as well as a Grand Master Suite with Balcony, Carrera Marble Bath, Custom Cabinetry, 2 Massive Closets & Dressing Area. Lower Level includes Media/Playroom, wet bar, Gym & full bath. Finishes and Craftsmanship are of the highest quality. This amazing residence is Convenient to Public Transportation, Downtown Boston & the exciting new Restaurants & Shops of Chestnut Hill.

Listed by Hackel and Freedman, Muriel Hackel and Susan Freedman of Coldwell Banker Residential Brokerage - Newton - Centre St.

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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21 Mason Street, Brookline, MA

Price$3,700,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72345846

  • Single Family
  • Parking Spaces 2
  • Village Cottage Farm
  • Year Built 1910
  • Full Bath 6

Set behind shade trees on lovely landscaped grounds, this timeless Georgian classic overlooks the Mason Square green in Cottage Farm, a desirable neighborhood and a National Historic District, offering leafy beauty and architectural harmony in a prime location just west of the Boston border, minutes from Back Bay. Understatedly elegant details feature 4 fireplaces in this stately but comfortably inviting home, tastefully modernized and well maintained. Entered from the reception room, the expansive living room defines gracious seating areas with columns and a fireplace flanked by French doors to a sun room leading to the tranquil garden. Another fireplace highlights the dining room where a butler’s pantry connects to the kitchen with walk-in pantry and family/breakfast area. Bookcases line the office/library. Fireplaces appoint the master suite and another bedroom opening to a deck. The spacious layout also gives versatility for various private suites. There is a heated two-bay garage.

Listed by George Ballantyne of Gibson Sotheby's International Realty

{$office->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: 4.57% last updated on Jun 21, 2018
* 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

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