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Brookline Real Estate

Brookline is a town in Norfolk County, Massachusetts, and is a part of Greater Boston. The northern part of Brookline is urban in character, as highly walkable and transit-rich with the MBTA’s Green Line D, and parts of the B, and C train running through it. The southern part of Brookline is typically characterized as suburban, with public transit consisting mainly of buses. The overall density of Brookline, which also includes suburban districts and grand estates in the southern part of the town, is still higher than that of many of the largest cities in the United States. Brookline’s public schools are consistently ranked among the top in the country with a student body from more than 50 different countries. The system includes one early learning center, eight grades K-8 schools (Baker School, Devotion, Driscoll, Heath, Lawrence, Lincoln, Pierce, and Runkle), and one comprehensive high school.

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Scroll down to view all available real estate for sale in Brookline, Massachusetts. Contact us if you would like to schedule a showing, or if you have any questions. Create an account with us to save your favorite Brookline property listings and to receive email notifications when similar listings become available. 

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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Coldwell Banker Residential Brokerage | MB Associates
1261 Centre St
Newton MA, 02459
Office: 617.818.2447

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Mar 15, 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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60 Cramond Road, Brookline, MA
Price Changed

MLS Number 72289317

  • Single Family
  • Bathroom 8
  • Full Bath 6
  • Bedrooms 7
  • Year Built 1992

Spectacular park-like grounds surround this 1992 replica of the Gardiner-Pingree House in Salem, one of Salem’s most well-known & distinguished historic homes. The original showpiece was built & designed by Samuel McIntyre in his New England Federal period’s Adamesque style. “Dignity, restraint & monumentality” describe McIntyre’s work & it continues to be expressed in this rare offering. Some architectural & ornamental appointments duplicated are: a majestic portico surrounded by Corinthian columns, a double parlor, decorative moldings, a butler’s pantry off the dining room & most notable are elegantly carved mantels using rosettes, baskets of fruit and sheaves of wheat.The approx 12,000 sf residence w/attached 2 bed In-Law Suite graces the 2 acre lot offering a private walkway to your personal arboretum w/beauty for every season that invigorates the soul & mind. Nestled in an exclusive setting & conveniently located near The Country Club, Longwood Cricket Club & Chestnut Hill shops.

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

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Coldwell Banker Residential Brokerage | MB Associates
1261 Centre St
Newton MA, 02459
Office: 617.818.2447

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 Mar 15, 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
  • 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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Coldwell Banker Residential Brokerage | MB Associates
1261 Centre St
Newton MA, 02459
Office: 617.818.2447

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 Mar 15, 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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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}

Coldwell Banker Residential Brokerage | MB Associates
1261 Centre St
Newton MA, 02459
Office: 617.818.2447

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 Mar 15, 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 YARMOUTH Road, Brookline, MA

Price$8,900,000

Est. Mortgage: $/month

MLS Number 72313889

  • Single Family
  • Bathroom 10
  • Full Bath 8
  • Bedrooms 7
  • Year Built 2014

This is a masterpiece of custom craftsmanship. Built as the personal home of Boston’s premier luxury homebuilder, it is the apex of her 30-year career. Nowhere else in modern luxury construction will you find such attention to detail. Every facet of this hallmark home exceeds expectations. These features only begin to tell the story: An impressive porte-cochere entry into palatial foyer with grand rot-iron staircase and marble floors lead to a custom kitchen with every luxury. High ceilings, enormous windows and huge gathering spaces abound. Palatial master suite with bespoke cabinetry and master bathroom plus 5 bedrooms each with private bathrooms complete the 2nd floor. Paneled library and covered porch sit above a recently finished spacious basement. The exterior features precision cut limestone facade, custom landscaping, heated in-ground pool, finished pool house with full kitchen and guest bedroom. Barely lived in and still an artist’s work in progress, a rare must see beauty!

Listed by Samantha Stumpo of New Brook Realty Group, LLC

{$agent->Name}

Coldwell Banker Residential Brokerage | MB Associates
1261 Centre St
Newton MA, 02459
Office: 617.818.2447

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 Mar 15, 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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225 Newton Street, Brookline, MA

Price$5,995,000

Est. Mortgage: $/month

MLS Number 72286184

  • Single Family
  • Bathroom 7
  • Full Bath 5
  • Bedrooms 5
  • Year Built 2000

A hidden gem! Set behind an 8 ft tall brick wall and approached by a long private driveway w/spectacular views and sunsets overlooking The Country Club, this recently renovated home takes your breath away. This architecturally designed 6,400+ sf contemporary Colonial on over an acre abutting the 2nd and 6th fairways, offers unparalleled serenity and privacy. Bright and airy, designed with detailed attention to maximize outdoor access and views from every room. Classic and elegant craftsmanship is showcased throughout featuring open floor plan, chef’s kitchen w/center island and breakfast area flowing into a family room w/fireplace. On 2nd fl a sun drenched master features separate sitting area w/glorious views, private balcony, over-sized walk-in closet & marble bath. Additionally, 2nd floor features an in-law suite w/separate entrance. Lower level features a media room,gym, luxurious spa w/steam shower and an oenophile’s ideal wine cellar. Minutes to Boston and top ranked schools.

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

{$agent->Name}

Coldwell Banker Residential Brokerage | MB Associates
1261 Centre St
Newton MA, 02459
Office: 617.818.2447

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 Mar 15, 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$4,850,000

Est. Mortgage: $/month

MLS Number 72295180

  • Single Family
  • Bathroom 9
  • Full Bath 6
  • Bedrooms 9
  • Year Built 1900

Fabulous level lot, 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

{$agent->Name}

Coldwell Banker Residential Brokerage | MB Associates
1261 Centre St
Newton MA, 02459
Office: 617.818.2447

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 Mar 15, 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$4,599,000

Est. Mortgage: $/month

MLS Number 72227182

  • Single Family
  • Bathroom 7
  • Full Bath 5
  • 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 of Hammond Residential Real Estate

{$agent->Name}

Coldwell Banker Residential Brokerage | MB Associates
1261 Centre St
Newton MA, 02459
Office: 617.818.2447

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 Mar 15, 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

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 and Kami Gray of Coldwell Banker Residential Brokerage - Brookline

{$agent->Name}

Coldwell Banker Residential Brokerage | MB Associates
1261 Centre St
Newton MA, 02459
Office: 617.818.2447

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 Mar 15, 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$3,995,000

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}

Coldwell Banker Residential Brokerage | MB Associates
1261 Centre St
Newton MA, 02459
Office: 617.818.2447

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 Mar 15, 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
Open House

MLS Number 72289476

  • Single Family
  • Next Open House: Sun 29th 12:00 pm - 2:00 pm
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 4

"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 | MB Associates

{$agent->Name}

Coldwell Banker Residential Brokerage | MB Associates
1261 Centre St
Newton MA, 02459
Office: 617.818.2447

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 Mar 15, 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

MLS Number 72292390

  • Single Family
  • Bathroom 4
  • Full Bath 3
  • Bedrooms 4
  • Village Sargent Estates

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

{$agent->Name}

Coldwell Banker Residential Brokerage | MB Associates
1261 Centre St
Newton MA, 02459
Office: 617.818.2447

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 Mar 15, 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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