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$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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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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: 4.65% last updated on Sep 20, 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: 4.65% last updated on Sep 20, 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

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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$4,100,000

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

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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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164 NEWTON Street, Brookline, MA

Price$3,995,000

Est. Mortgage: $/month

MLS Number 72370249

  • Single Family
  • Parking Spaces 8
  • Year Built 2000
  • Full Bath 7
  • Bathroom 9

Sophisticated elegance in Brookline. This elegant home is walking distance to Dexter Southfield and Brookline famous golf course The Country Club. This house has everything you could dream of.Generous, expansive floorplan boasts large rooms for entertaining, while still offering an intimate,comfortable lifestyle. The first floor boasts hardwood floors, extensive moldings, and trim, luxury level hardware, and details. 2 Chef's kitchen with top of the line appliances, beautifully cabinetry, Upstairs, the elegant master suite has enormous master bathroom with dual vanities and water closet, his and hers master closets with custom built-ins, and more. five additional bedrooms with custom bathrooms round out the second floor. The exterior of the home is fully landscaped with decorative stonework, and a large patio opening out to a level lot. The house also fully finished basement with kitchen and in law suite. This is the traditional luxury home for today's modern lifestyle.

Listed by Samantha Stumpo of New Brook Realty Group, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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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171 Heath Street, Brookline, MA

Price$3,995,000

Est. Mortgage: $/month

MLS Number 72399545

  • Single Family
  • Parking Spaces 8
  • Year Built 1975
  • Full Bath 5
  • Bathroom 6

Contemporary elegance tucked into idyllic oasis! Custom designed home to accommodate entertaining w/ spectacular flowing floor plan, both grand indoor & outdoor spaces & an inviting Japanese garden w/ spacious bluestone patio. This home was built w/ Frank Lloyd Wright's flare of designing structures that were in harmony w/ its environment as the beauty of the outdoors seamlessly shines indoors w/ skylights & walls of glass. The flat 1 acre grounds speckle the garden in understated glamour & the lot has access off of both Heath & Cabot Street. The recently updated 1st fl has a well-appointed eat-in kitchen, formal & casual living spaces w/ fireplaces, & master suite w/ private deck, bath & dressing room. There are 4 bedrooms on 2nd level including en-suite pairings. Lower level has a 5th bedroom, exercise & media rooms. This serene property offers an urban lifestyle just steps from “The Street,” & a short stroll to The Country Club; 4.5 miles to Backbay.

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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

Price$3,950,000

Est. Mortgage: $/month

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. Open House Sunday September 23rd from 11:30 - 1pm

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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$3,750,000

Est. Mortgage: $/month

MLS Number 72223102

  • Single Family
  • Parking Spaces 12
  • Year Built 1952
  • Full Bath 3
  • Bathroom 6

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/family room w/ 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 & honed marble. The circular drive leads to a welcoming & 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 convenience.

Listed by Jill Streck of Coldwell Banker Residential Brokerage - Brookline

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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

MLS Number 72387618

  • Single Family
  • Parking Spaces 6
  • Village Chestnut Hill
  • Year Built 1936
  • Full Bath 4

This stately, recently renovated, Center Entrance Colonial Home is located in the Estate area of Chestnut Hill. The elegant foyer leads to an entertainment size living & a lge formal dining room. 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 a Grand Master Suite with Balcony, Carrera Marble Bath, Custom Cabinetry, 2 Massive Closets & Dressing Area plus 3 delightful family bedrooms with 2 new baths. 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, exciting new Restaurants & Shops of Chestnut Hill.

Listed by Jamie Genser and Muriel Hackel of Coldwell Banker Residential Brokerage - Brookline

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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 Crafts Road, Brookline, MA

Price$3,650,000

Est. Mortgage: $/month

MLS Number 72387160

  • Single Family
  • Parking Spaces 4
  • Year Built 2018
  • Full Bath 6
  • Bathroom 8

To be built in Chestnut Hill. Stately luxurious home with time to personalize to your specifications! Way too much to list with expansive first floor for both entertaining, and family time. Large formal dining and living rooms, fully loaded custom kitchen, family room with fireplace, and library with built ins. The first floor also boasts two powder rooms, vaulted breakfast room, and dramatic 2 story foyer. Second floor brings an over the top master suite, 4 additional en suite bedrooms, and laundry room. Third floor with loft, and additional bedroom with full bath. Basement build out potential. Fully landscaped! Opportunity to work on the details with Boston's most acclaimed female luxury home builder to maximize this home's potential! Get in now before this opportunity passes you by!

Listed by Samantha Stumpo of New Brook Realty Group, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 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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