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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$69,000,000

Est. Mortgage: $/month

MLS Number 72071392

  • Single Family
  • Parking Spaces 20
  • Year Built 1999
  • Full Bath 7
  • Bathroom 12

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 façade 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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Federal 30-year interest rate: 4.9% last updated on Oct 11, 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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71 Sears Road, Brookline, MA

Price$15,900,000

Est. Mortgage: $/month

MLS Number 72399555

  • Single Family
  • Parking Spaces 8
  • Year Built 1929
  • Full Bath 5
  • Bathroom 7

We are pleased to introduce one of Brookline's most coveted offerings to come to market in over a decade. Located in the prestigious estate area, this 1929 Colonial Revival with 14 rooms is set on two pristine acres complemented by an eye-catching in-ground pool, rolling lawns, specimen trees, perennial gardens and a man-made fresh water creek. With approximately 7,000 sf of living space and superb craftsmanship this home sits majestically at the top of a secluded driveway with regal stone pillars at its entry. Rich in detail, it features 6 spacious bedrooms, 5 full and 2 half baths, master bedroom suite with luxurious bathroom and formal entertaining rooms which compliment more casual living spaces. A walking path from the backyard connects the property to the renowned Park School. It is in close proximity to other distinguished private schools and under 5 miles to Back Bay. This jewel is marked by its timeless elegance.

Listed by Micéal & Conor Chamberlain, Conor Chamberlain and Miceal Chamberlain of Historic Homes, Inc.

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Federal 30-year interest rate: 4.9% last updated on Oct 11, 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
  • Year Built 1995
  • Full Bath 8
  • Bathroom 11

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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$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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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373 Harvard Street, Brookline, MA 02446

Price$6,500,000

Est. Mortgage: $/month

MLS Number 72337233

  • Multi-Family 4 Family
  • Year Built 1909
  • Bedrooms 11

Coolidge Corner. The Irving. Located in the heart of Coolidge Corner and designed by award-winning architect, the Irving offers beautifully appointed exterior and interior finishes, craftsmanship detail, and cutting-edge design. Each residence incorporates an extraordinary modern renovation along with the restoration of period detail including original woods and marble. The kitchen and bathrooms are state-of-the-art and the floor-to-ceiling stone fireplaces are impressive. There are four units in total containing two and three bedrooms. The penthouse unit is fabulous. Amenities include central air-conditioning, in-unit laundry, and parking.

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

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$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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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78 Upland Road, Brookline, MA

Price$5,600,000

Est. Mortgage: $/month

Open House

MLS Number 72411337

  • Single Family
  • Next Open House: Wed 17th 11:30 am - 1:00 pm
  • Parking Spaces 6
  • Village Pill Hill
  • Year Built 1877

Built in 1877, presiding over Pill Hill's Philbrick Green, this magnificent Queen Anne Revival house was designed by Peabody and Stearns, and is listed on both the National and Local Historic Registers. While maintaining the beautiful period detail, the property was extensively renovated (2010-2014). The front entry leads to a parlor and living room with fireplace, a dining room with fireplace, and butler's pantry and kitchen with a 10-ft ceiling and top-of-the-line appliances. Features include a dramatic solarium addition and music hall (40'x28' with 18'5" ceiling) and a grand fireplace. The 2nd floor includes a 3-room master bedroom suite with fireplaces. Front and back stairs lead to the 3rd floor with 2 en suite bedrooms. There are Runtal, SuperStor Ultra, Viessmann, and SpacePak systems serving the house. The grounds, an acre of level and thoughtfully planned gardens, create one of the largest lots in the neighborhood and offer an idyllic, private setting. Three-car garage.

Listed by Vicky Whitney and Blake Whitney of Hammond Residential Real Estate

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Federal 30-year interest rate: 4.9% last updated on Oct 11, 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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76/78 Harvard Avenue, Brookline, MA 02446

Price$4,825,000

Est. Mortgage: $/month

MLS Number 72337096

  • Multi-Family 5-9 Family
  • Year Built 1907
  • Bedrooms 16

Unique opportunity to own a 2 Beautiful Brick 3 Families, registered as a Historic Buildings, in the heart of Brookline. Walking distance to Brookline Village, Coolidge Corner, Washington Square, D Line and C Line. Buildings are also being sold separately. See MLS # 72337099 and MLS# 72337101

Listed by Michael J. Blumsack of Century 21 Commonwealth

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$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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
  • Year Built 1900
  • Full Bath 6
  • Bathroom 9

Fabulous level lot, almost an acre of beautifully manicured grounds w/ fountain, Koi pond, stone patios & porches. Dining room w/ double French doors leading to a Greenhouse/Conservatory w/ Southwest exposure overlooking the gardens. Stunning, sophisticated & chic, a large & welcoming sunken living room w/ fireplace, French doors and 9.9ft ceilings. Wood paneled library w/ state of the art gas fireplace. All second floor bedrooms are en-suite with new contemporized baths & radiant heat flooring. Third floor in home theater w/ 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. 0.9, or 3 minutes to the Reservoir. Note attached Features sheet.

Listed by Jill Streck of Coldwell Banker Residential Brokerage - Brookline

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$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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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161 Naples Road, Brookline, MA 02446
Price Changed

MLS Number 72404158

  • Multi-Family 2 Family - 2 Units Side by Side
  • Year Built 1892
  • Bedrooms 11

An amazing and rare opportunity to purchase this exquisitely renovated two-family residence. Close to BU, Coolidge Corner and 5 minutes from the Mass Pike. There are 2 townhomes by Longmeadow Group finished to the highest specifications with exceptional craftsmanship and detail with restored stained glass windows. These exquisite units feature a sun rich open living room and dining area with exceptionally high ceilings. The open concept kitchens are complete with quartz counters, a large island with custom cabinetry and integrated Thermador appliances. Unit A features 5/6 bedrooms including a large master suite with a walk-in closet and custom bath with radiant heated floors. Unit B features 4/5 bedrooms including the master suite with 2 walk-in closets and a custom bath with radiant heated flooring.

Listed by RJP Sells, Jeannie Carlyn and Patrice Clunan of Coldwell Banker Residential Brokerage - Brookline

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$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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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87 Fairmount Street, Brookline, MA

Price$3,975,000

Est. Mortgage: $/month

MLS Number 72406166

  • Single Family
  • Parking Spaces 4
  • Year Built 1890
  • Full Bath 4
  • Bathroom 6

One of a kind home tucked away on a private street overlooking the Brookline Reservoir.The house went through an extensive renovation in 2011 with custom designer finishes and a perfect blend of sophisticated design and comfortable living.There are 4 levels in this exquisite home with the finished lower level opening to the beautifully landscaped gardens, patio and pool area.The grand entrance opens up to a living room complemented by rich walnut floors and many windows. Each room flows seamlessly into the next, blending formal and cozy.The paneled dining room leads into an all-white marble chef's eat-in kitchen.There are 3 fireplaces on the 1st floor including one in the custom-built, wood paneled library/den.There are 4 bedrooms on the 2nd floor including an impressive master suite with a walk-in closet, window seat, cathedral ceiling, and marble bath with a steam shower and claw foot tub.The 3rd floor houses a playroom, bedroom and an office with a full bath. 20 min to Boston.

Listed by The MacLean Springer Group, Laura Springer and Marsha MacLean of Coldwell Banker Residential Brokerage - Boston - Back Bay

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$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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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30 Aston Road, Brookline, MA

MLS Number 72399502

  • Single Family
  • Parking Spaces 3
  • Year Built 1940
  • Full Bath 6
  • Bathroom 7

This meticulously renovated home with a contemporary flare and exceptional craftsmanship provides a WOW factor in all entertaining spaces with 11 foot ceilings. The premier local builder diligently worked to create the ideal open floor plan that provides a new owner with the perfect setup for today's living and lifestyle. A tremendous chef's kitchen with dining and breakfast bar is open to an expansive family room with fireplace and exterior access to a bluestone patio and professionally landscaped yard. With six plus beds, six and a half baths, three garage parking spaces, this is an exceptional offering in the desirable Chestnut Hill neighborhood within close proximity to Dane Park with over 17 acres of walking trails, The Street, The Country Club, Longwood Cricket Club, private schools, and public transportation.

Listed by Micéal & Conor Chamberlain, Conor Chamberlain and Miceal Chamberlain of Historic Homes, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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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