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Brookline Real Estate | Brookline Houses for Sale

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. 

112 Woodland Road Brookline MA 02467

MLS Number 72545401

  • Single Family
  • Garage 3
  • Parking Spaces 20
  • Year Built 2015
  • Full Bath 5

This custom-built 5-bedroom family home by renowned architect Richard Landry, AIA, of Landry Design Group, built in 2015 in collaboration with interior designer Joan Behnke & Associates is a one of a kind masterpiece. Situated on 5+ acres adjacent to the 9th hole of The Country Club with expansive views of plush landscaping offers privacy and serenity. 3-car garage, a stoned carport and circular driveway holds up to 20 vehicles. Entry foyer leads to a stunning dining room, living room, home office, eat-in and chef's kitchen and a family room all with generous fenestration. Grand stairwell leads to 5 bedrooms on second floor. Lower level includes a recreation room, kids play room, full bath, wine room, gym, spa and outdoor organic herb/vegetable garden. 2400 sq. ft. detached Barn-inspired Guest House, with yoga studio, full bath, sleeping loft, and walls that open up for natural air circulation provide a Zen-like experience. Located 5 miles from Back Bay.

Listed by Beth Dickerson of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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14 Allerton Street Brookline MA 02445

Price$12,888,888

Est. Mortgage: $/month

MLS Number 72568714

  • Single Family
  • Garage 2
  • Parking Spaces 2
  • Village High Street Hill
  • Year Built 2019

New Construction. Masterpiece! This may be the only word to describe this exquisite and stunning property. The finest finishes, wood, marble, stone and other materials were used for this “Architectural Work of Art”. While the pictures are beautiful, an in person viewing in person is a must to grasp over the top details. This is a hybrid of city and estate living. Just 1.9 miles to the Prudential Center, steps from Harvard Medical school and all of Boston's top hospitals, yet also includes 22,000 feet of luxurious greenery, landscape and stone work dedicated to the perfect outdoor dining and entertaining experience. Heated cobblestone driveway plus radiant heat in 20 rooms. Bold statement coming. "This is the nicest interior with the most opulent finishes listed in Brookline, Boston or MA. If you want to own a regal property, look no further. You cant buy a property with these finishes and amenities, unless you build it ( 2 years) They don't exist! Challenge any listing!

Listed by Lisandra Wilmott of Lisandra Wilmott

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$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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 Sears Road Brookline MA 02445

Price$10,700,000

Est. Mortgage: $/month

MLS Number 72541800

  • Single Family
  • Garage 3
  • Parking Spaces 8
  • Year Built 2019
  • Full Bath 5

Listed by Samantha Stumpo of New Brook Realty Group, LLC

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$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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 02445

Price$9,995,000

Est. Mortgage: $/month

MLS Number 72102970

  • Single Family
  • Garage 5
  • Parking Spaces 6
  • Year Built 1995
  • Full Bath 8

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: 3.57% last updated on Oct 10, 2019
* 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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197 Cabot Brookline MA 02467

Price$8,500,000

Est. Mortgage: $/month

MLS Number 72561352

  • Single Family
  • Garage 3
  • Parking Spaces 8
  • Year Built 2020
  • Full Bath 7

A unique opportunity to own this new construction residence in the desirable estate area of Chestnut Hill. Soon to be built this Colonial Revival style home will be sited on about an acre within walking distance to shops at The Street, Longwood Cricket Club, The Country Club and public transportation. Offering all of today's amenities this 6,750 sf home features a grand entry foyer, open floor plan with first floor bedroom, plus 5 additional en-suite bedrooms on the second level, 3 car garage and a 40' x 60' Infiniti pool. Teaming up on this extraordinary light-filled home is acclaimed architectural firm Berezinicki Associates and luxury home builder E.W. Tarca. Still time to customize as anticipated completion date is Fall 2020.

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: 3.57% last updated on Oct 10, 2019
* 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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45 Leicester Street Brookline MA 02445

Price$8,200,000

Est. Mortgage: $/month

MLS Number 72567333

  • Single Family
  • Garage 3
  • Parking Spaces 3
  • Village Fisher Hill
  • Year Built 2019

Grand estate ideally sited atop Fisher Hill. This elegant residence is being transformed into a masterfully designed home with attention to beauty and livability.The custom design encompasses 3 fabulous floors of luxury living w/bespoke finishes and modern amenities. Upon entering, one is greeted by a two story open foyer leading to sumptuous formal rooms which open to verandas and terraces. Setting the standard, the professional grade kitchen is the heart of the home offering custom cabinetry, two over-sized islands and breakfast room opening to a fabulous great room.The 2nd floor affords a spacious master suite replete w/spa-like bathroom, generous closet, sitting room & french doors. There are 4 additional en-suite bedrooms. A finished lower level features an en-suite bedroom, gym and rec room opening to a covered terrace. Three car direct entry garage & mudroom. Entertain on stone patios overlooking lush landscape. Great opportunity to customize this outstanding property.

Listed by Jayne Friedberg of Coldwell Banker Residential Brokerage - Brookline

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%
$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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186+190 Warren Street Brookline MA 02445

Price$8,000,000

Est. Mortgage: $/month

MLS Number 72569325

  • Land Residential
  • Acreage 1.87

Opportunity to own two contiguous properties, each with a single-family home and approximately a building acre of land. These properties include 186 Warren Street, a colonial revival, 5 bedroom home on 41,664 square feet of land and 190 Warren Street, a 2434 square foot carriage house on 40,000 square feet of land. Owned together, this combined property offers two buildable acres, in a beautiful estate setting, with frontage on Sargent Road and a private, peaceful oasis convenient to Chestnut Hill and downtown Boston.

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

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$
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$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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11 Cramond Road Brookline MA 02467

Price$7,895,000

Est. Mortgage: $/month

MLS Number 72470404

  • Single Family
  • Garage 3
  • Parking Spaces 6
  • Year Built 1999
  • Full Bath 5

Stately Brick Georgian located in the estate area of Chestnut Hill. This custom designed residence sets the standard for luxury living offering 6580 sf of timeless architectural details. Ideal for entertaining, the 1st floor features a beautiful entry foyer & large scale principal rooms with classic finishes and details while still retaining a sense of intimacy and elegance. The professionally equipped kitchen, two butler's pantries, a handsome fireplaced library with custom millwork and glass enclosed solarium finish this level. A magnificent staircase with coffered ceilings leads to the second floor which affords a spacious master suite replete w/2 beautifully outfitted, expansive closets & 2 separate bathrooms. Three additional en-suite bedrooms, laundry, & gym. Exceptional attention to detail throughout w/in-home elevator & oversized 3 car garage. Wonderfully sited surrounded by serpentine brick walls & European style terraces with pool, cabana and tennis court.

Listed by Jayne Friedberg of Coldwell Banker Residential Brokerage - Brookline

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$
%
$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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286 Warren Street Brookline MA 02445

Price$7,750,000

Est. Mortgage: $/month

MLS Number 72507065

  • Single Family
  • Garage 3
  • Parking Spaces 6
  • Year Built 1905
  • Full Bath 4

A private way winds to this striking Arts & Crafts-style residence with seven bedrooms, four and two-half bathrooms, and three elegant levels of living. The interior has undergone an extensive, high-end renovation. A grand front entry hall leads to spacious living and dining rooms, kitchen/family room/conservatory, and billiard room. The floor plan, with excellent light and large windows providing lovely views, presents a wonderful flow for entertaining and can seamlessly incorporate the multiple outdoor areas. The magnificent grounds include three patios overlooking 1.76 acres in the Estate area of Brookline. There are five fireplaces, a security system and generator, a full basement with finishing potential, and a heated three-car attached garage. A beautiful, private property convenient to the area's amenities as well as commuting routes to downtown Boston.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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204 Clyde Street Brookline MA 02467

Price$7,500,000

Est. Mortgage: $/month

MLS Number 72493540

  • Single Family
  • Garage 3
  • Parking Spaces 4
  • Year Built 2019
  • Full Bath 6

We are proud to announce this outstanding property currently under construction in the Country Club area of Brookline. This impeccable transitional home is designed by the award winning architect Marcus Gleysteen and slated to be completed fall/winter 2019. Located at the end of a long and impressive driveway this home sits on over 1 acre of level land and will feature all the bells & whistles that is expected in a luxury home!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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80 Seaver Street Brookline MA 02445

Price$6,750,000

Est. Mortgage: $/month

MLS Number 72479164

  • Single Family
  • Garage 6
  • Parking Spaces 9
  • Village Fisher Hill
  • Year Built 1893

Built 1893 by Shepley, Rutan & Coolidge Architects, 80 Seaver St is one of the most stately homes on Fisher Hill. The Jacobethian style house sits on 1.5 acres of lovingly restored grounds with much thought given to merging the gardens and terrace with the home in a seamless way for the the lifestyle of today's family and entertainment. This home is a sophisticated blend of its rich history and tasteful modern updates. The main home consists of three levels of living with a formal receiving foyer, living room and dining room, eat-in kitchen, butler's pantry, wood paneled library, solarium and fireplaces throughout. The upper floors house five bedrooms, six and a half baths and three bonus rooms. Lower level is unfinished and ready for expansion or use as overflow. A fully refurbished two bed, two bath carriage house with renovated kitchen and extra basement storage sits astride the main home and connects to the 6+ car garage. The Porte Cochere was recently restored by Payne Bouchier.

Listed by Kyle Kaagan Team, Wendy Coke, Jennifer Fantasia and Kyle Kaagan of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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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80 Seaver Street Brookline MA 02445

Price$6,750,000

Est. Mortgage: $/month

MLS Number 72479193

  • Multi-Family 2 Family - 2 Units Side by Side
  • Year Built 1893
  • Bedrooms 7

Built 1893 by Shepley, Rutan & Coolidge Architects, 80 Seaver St is one of the most stately homes on Fisher Hill. The Jacobethian style house sits on 1.5 acres of lovingly restored grounds with much thought given to merging the gardens and terrace with the home in a seamless way for the the lifestyle of today's family and entertainment. This home is a sophisticated blend of its rich history and tasteful modern updates. The main home consists of three levels of living with a formal receiving foyer, living room and dining room, eat-in kitchen, butler's pantry, wood paneled library, solarium and fireplaces throughout. The upper floors house five bedrooms, six and a half baths and three bonus rooms. Lower level is unfinished and ready for expansion or use as overflow. A fully refurbished two bed, two bath carriage house with renovated kitchen and extra basement storage sits astride the main home and connects to the 6+ car garage. The Porte Cochere was recently restored by Payne Bouchier.

Listed by Kyle Kaagan Team, Wendy Coke, Jennifer Fantasia and Kyle Kaagan of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.57% last updated on Oct 10, 2019
* 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

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.