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!

138 Woodland Brookline MA 02467

MLS Number 73155810

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 7,020

A home where words like "extraordinary" and "amazing" is a rare home indeed. A home that exceeds all of those is truly something special. This incredible crafted residence built and designed by Boston's premier luxury female builder is the pinnacle itself. Grand entertaining, and luxurious living are the name of the game. Vast, open, first floor with palatial rooms, grand 2 story foyer and sitting room. All custom kitchen with separate prep kitchen with luxury level appliances. First floor library, au-pair suite, and expansive mudroom. Second floor gives us the primary suite we've all dreamed of. Immense bedroom with sitting area, fully custom walk in closet, and spa like bathroom separate water closet, and makeup counter. 4 additional large en-suite bedrooms, and laundry room. The home also boasts a custom elevator, expansive storage space, an acre of manicured grounds and much more.

Listed by Samantha Stumpo of New Brook Realty Group,LLC

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$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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20 Sears Road Brookline MA 02445

MLS Number 73078921

  • Residential
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 9,300
  • High School Brookline High

Magnificent and architecturally significant home located in the highly coveted estate section of Brookline. Enter the gracious foyer to find beautifully appointed interiors including a grand oval staircase, exquisite formal living room, dining room with adjacent butler’s pantry, sunroom, handsome library and chef’s kitchen that opens to the comfortable family room. The primary suite overlooks the outdoor balcony and is complete with an oversized dressing room and lavish 5-piece bath. The lower level includes a game room, wine cellar, media room and endless storage. The exterior is as wonderful as the interior, with an outdoor patio, hot tub, sprawling lawn and majestic formal front entrance surrounded by lush greenery. Additional features include a sauna, fitness room, 3-car garage with EV charging station, laundry room, mudroom and home office. This superb estate is 5 miles from Downtown Boston and minutes from Larz Anderson Park, The Country Club and The Street at Chestnut Hill.

Listed by Tracy Campion of Campion & Company Fine Homes Real Estate

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$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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280 Dudley Street Brookline MA 02445

MLS Number 73114749

  • Residential
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 10,194

A majestic home located in the highly coveted estate section of Brookline only 5 miles from downtown Boston. 280 Dudley Street is an exceptional colonial estate perfectly adapted to modern family living. The property offers over 10,000 square feet of living space located on 1.3-acres of impeccably landscaped grounds. Beautifully appointed interiors include an exquisite entry foyer, grand formal living and dining rooms overlooking the outdoor patio and grounds, stunning library and ideal family kitchen with breakfast area and homework room. The luxurious primary suite is complete with a lavish bath and an oversized dressing room with custom built-in cabinetry and a home office. Additional features include a 2-car garage, laundry room/mudroom, workshop, au pair/guest suite and a spectacular great room with oversized windows and skylights. This outstanding home is minutes from Larz Anderson Park, Park School, Brookline Reservoir, The Country Club and The Street at Chestnut Hill.

Listed by Tracy Campion of Campion & Company Fine Homes Real Estate

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$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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82 Sargent Road Brookline MA 02445

Brookline, MA82 Sargent Road

Price$8,495,000

Est. Mortgage: $/month

MLS Number 73118501

  • Residential
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 8,785

Located in Brookline’s exclusive Sargent Estates, this grand residence built in 1994, exudes elegance & luxury! Sited on almost 1 acre, this stately brick home w slate roof is surrounded by mature & lush landscaping, creating a private oasis within close proximity to Boston. Offering a classic New England feel w many windows & open spaces, there is an abundance of light throughout. Upon entering the home, there is a grand 2 story foyer w marble flooring & sweeping staircase. The 1st floor features a formal living room & dining room w multiple oversized windows perfect for entertaining, an office w built-ins & a great-room w fireplace. The gourmet kitchen has direct access to a large brick patio & private backyard.The primary suite offers a vaulted ceiling, 2 fireplaces & spa-like bath.There are 4 addt'l beds, 3 baths & a 3rd floor living space w bedroom & kitchenette, perfect for an au-pair suite. The lower level offers a large family room, gym, mudroom, ample storage & 3 car garage!

Listed by Felicia Captain of Coldwell Banker Realty - Wellesley

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$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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125 Lee Street Brookline MA 02445
Open House

MLS Number 73156774

  • Residential
  • Next Open House: Sat 09/23 12:30 pm. to 2:00 pm.
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 7,147

Incredible gut-renovated Tudor style home on a huge lot, in the heart of Brookline’s Estate Area! This gorgeous 7BD, 8BA home delivers spacious entertaining spaces, soaring ceilings, and indoor/outdoor living. Expansive living room with fireplace, cozy library, & built-ins. Elegant wallpapered dining room opens up to stunning butler's pantry. Open concept kitchen with oversized island, great eat-in area with French doors that open to brick patio. The second floor features four en-suite bedrooms, with the primary bedroom boasting a spa-like bath, fireplace, & 2 walk-in closets. The top floor offers an additional bedroom, full bath, craft space, and playroom. The finished lower level includes another guest suite with private entrance, family room, wine cellar & gym. This home truly has it all! Central to top schools, across from Reservoir, convenient to Longwood Medical, Boston, Cambridge, and Logan. Welcome home!

Listed by Gabby Cefalo of Coldwell Banker Realty - Wellesley

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$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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31 Catlin Road Brookline MA 02445

Brookline, MA31 Catlin Road

Price$5,950,000

Est. Mortgage: $/month

MLS Number 73056758

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 6,889
  • High School Brookline High

Elegant living meets modern style in this stunning contemporary Fisher Hill residence! Spanning over 6,800 sqft, with 5 bedrooms and 6.5 bathrooms, this property is in a class of its own with its fabulous open layout, luxurious fixtures and finishes. Every detail has been thoughtfully considered to the highest standards. The home’s stunning foyer is highlighted by the custom glass, wood and metal stair. One of the most captivating features is the abundant light from the oversized glass curtain wall. The custom kitchen features state of the art appliances by Miele. The living areas and kitchen open onto the various bluestone patios and Italian designed backyard allowing for easy “indoor/outdoor” living. This turn key masterpiece has an elevator serving all floors and 3 bay heated garage (with storage and electric car charger) for easier living during the Winter months! This property is not one to be missed!

Listed by Maggie Gold Seelig and Rachel Goldman of MGS Group Real Estate LTD

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$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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170 Hyslop Road Brookline MA 02445

Brookline, MA170 Hyslop Road

Price$5,895,000

Est. Mortgage: $/month

MLS Number 73119285

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 7,306
  • High School Brookline

This Fisher Hill brick Georgian Colonial is a true masterpiece, situated on almost an acre of meticulously manicured land. Step inside and be captivated by the expansive first level, featuring generously proportioned rooms that are perfect for entertaining and comfortable living. The second level of this home boasts a versatile layout, designed to meet your every need. The primary suite is a true oasis, complete with two full bathrooms, a sauna, a study, and a gym. Additionally, there are four to five bedrooms and three more full bathrooms, ensuring ample space for family and guests. The third floor offers a large bedroom, a full bath, and abundant storage options. The lower level features an oversized fireplace and a pub with a paneled bar and additional flexible spaces. This home has been meticulously maintained and has high-end systems. Special features include a heated front driveway and an outdoor spa/waterfall. Close proximity to all Brookline and Boston have to offer!

Listed by Maggie Gold Seelig and Rachel Goldman of MGS Group Real Estate LTD

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$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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216 Tappan Street Brookline MA 02445

MLS Number 73111071

  • Residential
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 5,800
  • High School Brookline High

216 Tappan St. is Brookline’s latest modern marvel! A contemporary single family home located in Washington Sq., this suburban abode has been carefully crafted by local builders, & designed by Duckham Architecture. On the main level, you will find a spacious kitchen w/ Miele® appliance package, custom European cabinetry & walk-in pantry. A family room w/ southwestern exposures lead to your expansive deck, overlooking an immense, lush yard. The 1st level primary ensuite feat. a spa-like bath w/ soaking tub, oversized shower, double vanity, & radiant floors. Notable highlights incl. formal living & dining room, powder room, & mudroom w/ storage, adjacent to the 2 car garage. Upstairs you will find the 2nd level primary ensuite, along w/ 5 Beds, 4 baths, & laundry room. The partially unfinished walkout basement space relinquishes the ability for endless opportunities including a home gym, family/play room & more. 2023 Completion.

Listed by Eric Tam and Jerome McBride of Compass

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$
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$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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235 Warren Brookline MA 02445

Brookline, MA235 Warren, Chestnut Hill

Price$5,380,000

Est. Mortgage: $/month

MLS Number 73155755

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 8,029
  • High School Brookline High

Located in Brookline's prestigious Chestnut Hill neighborhood, this grand classic colonial home sits on the 1.34 Acre beautiful land. Total approximately 8,000 sqft of living space including finished lower level. The Main floor has formal living room, dinning room, family room with vaulted ceiling, two half baths, modern kitchen with a bamboo island, a preparing area with stove and a set of washer and dryer. The second floor has 5 bedrooms including a master suite, two other full baths and the laundry room. Lower level has a game room, an au-pair suite with a kitchenette and a full bath. This property has a total of 4 fireplaces, a 4-car garage, many guest parking spaces, a in ground swimming pool, a glass green house(not in use). Professionally maintained landscaping surrounded by mature trees and stone walls for great privacy! Close to Brookline public schools, Brookline reservoir, Longwood medical area, universities, shopping centers, and only 5 miles from downtown Boston.

Listed by Faye Fu of York Realty LLC

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$
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$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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163 Middlesex Road Brookline MA 02467

MLS Number 73156960

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,406
  • High School Brookline High

State-of-the-art renovation and custom built by Fallon Homes, this exceptional residence, in historic Chestnut Hill, offers exquisite living space and a well-landscaped beautiful level yard. There are five bedrooms, five and one-half designer bathrooms. The foyer is flanked by a living room with fireplace and dining room. The family room, with fireplace and built-ins, adjoins the open floor plan which includes a spectacular kitchen with high-end appliances, refinished cabinetry, and butler’s pantry. Mudroom and office are off the kitchen. The second level has four bedrooms with custom closets; master bedroom with custom closets and marble-appointed bathroom; and laundry. The third-floor suite has an office area, living area, and bathroom. Lower Level: entertainment room, bathroom, and three other rooms. Two-car garage with charging outlet, security system. Near The Street & D-Line. Architectural plans by Blade of Grass are available for pool, hot tub and fire pit.

Listed by Eileen Strong O Boy of Hammond Residential Real Estate

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$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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54 Fairmount Street Brookline MA 02445

Brookline, MA54 Fairmount Street

Price$4,895,000

Est. Mortgage: $/month

MLS Number 73078876

  • Residential
  • Bedrooms 9
  • Bathroom 7
  • Square Feet 6,738
  • High School Brookline High

In the Green Hill estate area c.1930 brick English Revival style residence offers large scale entertaining with comfortable living space of 6,738 sf. of traditional style and grace. A delightful reception/sitting area accented by three sets of french doors and fanlights, flooding the center of the home with light, connects to a step-down living room, a romantic dining room, warm library/den, and eat in kitchen with two sinks, dishwashers and grocery elevator. The second floor has six BRs, an office and four baths. The sunny third floor holds three more BRs, a large playroom and bath. Secluded hilltop location of 1.28 acres enhanced by views of the city, quiet street, mature trees, extensive lawns, swimming pool with perfect southern exposure. Tucked up behind the Brookline Reservoir Park, the Olmsted Hist. site, but minutes to everything Brookline and Boston have to offer. A private setting near area's top schools, universities, Longwood Med. area, Cambridge, and Logan airport.

Listed by Susan and Jen Rothstein Team, Jennifer Rothstein and Susan Rothstein of Hammond Residential Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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 Laurel Road Brookline MA 02467

MLS Number 73133418

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 4,922
  • High School Brookline High

Beautifully set back on one-acre plus grounds in a prime Chestnut Hill location. Grand in style, this twelve room residence offers over 4,900 square feet of elegant living space with six bedrooms and five and one-half bathrooms. Built in 1935, period details adorn the interior making it aesthetically pleasing to the eye. The main level, which is well designed for entertaining and offers both lovely views and access to the landscaped grounds, features a recently updated open kitchen/family room, and a living room and a dining room opening to a beautiful terrace. The first floor also has a second terrace and an office. Five bedrooms are on the second level and one bedroom on the third level. There is a three-car garage. This property is in the buffer Heath & Baker School districts and convenient to The Street and The shops at Chestnut Hill.

Listed by Eileen Strong O Boy of Hammond Residential Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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