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Brookline MA Real Estate

Brookline is a Norfolk County town and part of the Greater Boston area. It was once part of Boston, until 1705 when it was independently incorporated. Here, you will get the best of both worlds: a close community feel and a city feel. There are many activities and events that occur year round in Brookline. Enjoy the farmers market, outdoor ice skating rink, local museums and more. Brookline is perfect for both families, with many public and private schools, and singles because of its easy commute into Boston.

Scroll down to search all up-to-date real estate in Brookline, MA. Look through a variety of residential, commercial, and multifamily listings, or refine your search using our tools on the right. Sign up with us to save your favorites & to receive updates on similar properties. Don't hesitate to contact us for more information about buying property in Brookline.

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150 Woodland Road, Brookline, MA

Price$90,000,000

Est. Mortgage: $/month

MLS Number 72071392

  • Single Family
  • Bathroom 12
  • Bedrooms 8
  • Year Built 1999
  • Parking Spaces 20

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

Boston & Greater Boston

MA,
: 844-341-5200

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$
%
$/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.

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55 Leicester Street, Brookline, MA

Price$10,500,000

Est. Mortgage: $/month

MLS Number 72102970

  • Single Family
  • Bathroom 11
  • Bedrooms 7
  • Year Built 1995
  • Parking Spaces 6

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

Boston & Greater Boston

MA,
: 844-341-5200

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$
$
%
$/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.

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181 Clyde Street, Brookline, MA

Price$6,750,000

Est. Mortgage: $/month

MLS Number 72199510

  • Single Family
  • Bathroom 8
  • Bedrooms 5
  • Year Built 2016
  • Parking Spaces 3

Stunning New England Shingle Style Gambrel Estate abutting The Country Club with 8000+- of living space including a legal finished basement. Architect designed, built by a master builder, and sitting on a lush almost acre property, this house is filled with top of the line amenities. Entertain on the outdoor patio with outdoor kitchen or enjoy the three season room with radiant heat. Gourmet chefs kitchen with over sized island and a walk in pantry. Put your finishing touches on the wine cellar, gym,and media room. Take the elevator to three floors of the latest style and design. The whole house generator will always be ready and the heated driveway will save you time during our New England Winters. Five bedrooms and six full baths and two half baths. Huge master closet with his and her bathrooms. The property boosts an air purification system as well as a three car heated garage.

Listed by John Puntonio of Commonwealth Premier Realty

Boston & Greater Boston

MA,
: 844-341-5200

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$
$
%
$/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.

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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 & Greater Boston

MA,
: 844-341-5200

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$
$
%
$/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.

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64 Dudley, Brookline, MA

Price$4,595,000

Est. Mortgage: $/month

MLS Number 72148213

  • Single Family
  • Bathroom 6
  • Bedrooms 6
  • Year Built 1930
  • Parking Spaces 10

Stately Georgian revival minutes from Downtown. This wide 35,158 square foot landscaped lot is set overlooking the Brookline Reservoir, giving the home beautiful views from every room. The first floor features a grand entryway with a custom marble floor, large parlor and study with scenic views. The large dining room and butler pantry lead you into the modern kitchen which boasts the best view in the house! On the second floor you will find a large master suite with a private balcony overlooking the back yard and 2 additional bedrooms. The 3rd floor can be used as an in law suite with full kitchen, storage and multiple bedroom options. The outdoor patio and pool house with retractable roof provide an entertainment option for any time of year. 64 Dudley is an amazing and one of a kind property just 15 min from downtown Boston.

Listed by Matthew Ramey of Jacob Realty, LLC

Boston & Greater Boston

MA,
: 844-341-5200

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$
$
%
$/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.

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166 Fisher Avenue, Brookline, MA

Price$4,500,000

Est. Mortgage: $/month

MLS Number 72174259

  • Single Family
  • Bathroom 9
  • Bedrooms 8
  • Year Built 1917
  • Parking Spaces 6

With character, elegance & history, this Classic Mediterranean villa impresses w/out pause. The self-contained perimeter wall offers privacy & a botanical shelter for the thriving grounds. The clay tiled roof captures several sufficient dormers & accented slopes reemphasizing its deep Spanish architectural distinction. Enjoy both the indoor & outdoor pools. Striking Wainscoting, crown moldings, pilaster, archways & coffered ceilings, a persistent colonial theme within. Hand carved mantels, perfectly matched tiger oak pegged flooring, marble floors, sun rooms w/glass french doors and views of private gardens. The multilevel elevator provides 3 floors of access. Entertain in style, pamper yourself with this spectacular 10,867 ft. home residing on over half an acre of land, hosting 20 rooms, 8 bedrooms, 6 full baths & 3 half baths, 9 working FP’s and four car garage. Enjoy the convenience & ease of access to Boston & all the Brookline has to offer.

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

Boston & Greater Boston

MA,
: 844-341-5200

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$
$
%
$/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.

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106 Clinton Road, Brookline, MA

Price$4,495,000

Est. Mortgage: $/month

MLS Number 72165189

  • Single Family
  • Bathroom 7
  • Bedrooms 5
  • Year Built 1920
  • Parking Spaces 4

Located on prestigious Fisher Hill, this extraordinary 12 room residence offers a high-end renovation that captures the original elegance yet introduces contemporary material, upscale modern spaces and exquisite details throughout. Beautifully-appointed living and dining rooms, a gorgeous state-of-the-art kitchen/family room with French doors to a well-landscaped yard, and a 1st floor office with walls of glass. There are 5 bedrooms en suite, one of which is the luxurious master bedroom with a fabulous dressing room, and a custom designed bathroom. Additional highlights include a den with a fireplace; a 3rd floor studio; a lower level media room, fitness room, kitchenette; a multi-zone central air-conditioning/radiant heating system; and a 2-car garage. The grounds are just as impressive with lush landscaping, multiple seating areas, mature trees, and imposing street presence. This handsome property is in the Runkle School area, close to Washington Square, shops and transportation.

Listed by Mona And Shari Wiener, Mona Wiener and Shari Wiener of Hammond Residential Real Estate

Boston & Greater Boston

MA,
: 844-341-5200

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$
$
%
$/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.

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91 Middlesex Road, Brookline, MA

MLS Number 72199591

  • Single Family
  • Bathroom 7
  • Bedrooms 8
  • Year Built 1893
  • Parking Spaces 4

This stunning 1895 Georgian Revival is the oldest on Middlesex Road and only 2 owners to date. The detailed facade with an elaborate entryway and stunning staircase make this rarely found jewel distinctive and special. 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 and terraces create an ideal setting for outdoor entertaining. Generous room dimensions offers 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 skylight which 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 Chamberlain Group, Conor Chamberlain and Miceal Chamberlain of Historic Homes, Inc.

Boston & Greater Boston

MA,
: 844-341-5200

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$
$
%
$/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.

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49 Worthington Road, Brookline, MA

Price$4,200,000

Est. Mortgage: $/month

MLS Number 72004369

  • Single Family
  • Bathroom 7
  • Bedrooms 5
  • Year Built 1920
  • Parking Spaces 6

Graciously adapted for modern living, this striking 5-bedroom, 6½-bath home is well located in Brookline’s Cottage Farm neighborhood, a National Historic District, less than 2 miles from Boston’s Back Bay. Originally built as part of the Greenough family compound, the residence underwent an extensive architect renovation and expansion from 2000 to 2005 and includes radiant-heated floors in most rooms. A marble reception hall introduces the beautifully appointed living areas. An elegant entertaining space, the large light-filled living room features a fireplace and opens out to the lawns by the inviting tiered terraces. Open to the family room, the chef’s kitchen has granite counters and stainless steel appliances. The second floor includes a sun room, library/den, and spacious master suite offering a wardrobe room and marble bath. On 1/2± acre of level lawns, the property is served by gated entries to the front and the back, accessing the heated 3-bay garage and parking for 5+ cars.

Listed by George Ballantyne of Gibson Sotheby's International Realty

Boston & Greater Boston

MA,
: 844-341-5200

Do not fill in this field:

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$
$
%
$/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.

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219 Fisher Avenue, Brookline, MA

Price$4,195,000

Est. Mortgage: $/month

MLS Number 72160662

  • Single Family
  • Bathroom 6
  • Bedrooms 6
  • Year Built 1890
  • Parking Spaces 6

Stunning and architecturally significant estate renovated to the highest standards in a coveted Fisher Hill commuter location. Modern systems, incredible period details and materials, radiant heating, Waterworks, SubZero/Wolf, designer finishes throughout. Enormous eat-in chef's kitchen with 10' marble island. Luxurious master suite with sitting room, walk-in closets, and spa-like bath wrapped in intricate marble tiling. Beautiful ensuites in three additional bedrooms, with six bedrooms total. Formal dining room, studies, family rooms. The third floor great room is not to be missed, and the semi-finished basement is perfect for a professional gym. Wrap around porch, attached two-car garage, parking court, large, fenced and professionally landscaped yard. Walk to Runkle School, BHS, amazing parks, three T stations and shopping/dining. Close to many top private schools. Quick commute to the city and airport. Wonderful home for both entertaining and family life.

Listed by Tracy Campion, Bill Gehan, Mary Palmer and Susan Cohen of Campion & Company Fine Homes Real Estate

Boston & Greater Boston

MA,
: 844-341-5200

Do not fill in this field:

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$
$
%
$/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.

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