Brookline Homes For Sale

Browse homes for sale in Brookline MA. Contact Campion and Company to schedule a home tour or if you have any questions. Create an account to save your favorite Brookline homes for sale and to receive email notifications when similar properties become available. 

Brookline, Massachusetts is an idyllic town about 5 miles south of Boston, encompassing 6.8 square miles and over 20 distinct neighborhoods. You will find a variety of residential real estate for sale in Brookline from urban condo living to rambling 19th-century estates. Below you will find all homes for sale in Brookline.

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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Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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39 Glenland Road, Brookline, MA 02467

Brookline, MA39 Glenland Road

Price$2,295,000

Est. Mortgage: $/month

Open House

MLS Number 73119269

  • Residential
  • Next Open House: Sat 06/3 2:00 pm. to 3:00 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,100

Spectacular, one-of-a-kind, free-standing home in the heart of Chestnut Hill. Although part of the Hammond Pond Place condominium association, there is no condo fee, and it lives like a single family home. This young contemporary-style residence has a beautiful open-concept floor plan. Among its many features are walls of windows, soaring ceilings, and a gas fireplace. The large dining area has an atrium door that opens to a two-tiered deck with a hot tub. The custom kitchen has maple cabinets, granite counters, and separate pantry storage. The second level has four generously sized bedrooms, including a luxurious primary suite w/an oversized walk-in closet and spa-like bathroom. The lower level offers space for a playroom, gym & ample storage. There is a direct entry 2 car garage that leads into the mudroom. Fabulous private outdoor space, for grilling & entertaining. Convenient to Chestnut Hill shopping and major routes.

Listed by The Kennedy Lynch Gold Team, Marjorie Gold, Karen Kennedy and Sandra Lynch of Hammond Residential Real Estate

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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145 Bellingham Road, Brookline, MA 02467
Open House

MLS Number 73119193

  • Residential
  • Next Open House: Sat 06/3 2:00 pm. to 3:30 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,946

This charming center entrance Garrison-Colonial boasts seven rooms, three bedrooms, and two and a half bathrooms. It features a formal living room with a fireplace, a cozy den, and a formal dining room perfect for entertaining. The home also includes an eat-in kitchen and a walk-out deck with backyard views. The second level boasts a spacious Primary bedroom en suite: two additional bedrooms and oversized sun filled hallway. There is a partially finished lower level with an office/rec room with a fireplace, laundry room and work shop. The unfinished walk-up attic offers further potential—a one-car attached garage for added convenience. Located on a tree-lined street, this property offers a serene escape from the city. Close to all major routes, public library , and the shops at Putterham Circle. Minutes to Medical Center, Larz Anderson Park and Arnold Arboretum.

Listed by Eileen Strong O Boy of Hammond Residential Real Estate

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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53 Brington Road, Brookline, MA 02446

Brookline, MA53 Brington Road

Price$2,000,000

Est. Mortgage: $/month

Open House

MLS Number 73118627

  • Residential
  • Next Open House: Sat 06/3 12:00 pm. to 1:30 pm.
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,106

FIRST SHOWINGS AT OPEN HOUSES SATURDAY AND SUNDAY NOON-1:30! This circa 1890 HH Richardson inspired New England Shingle Style home sits like an oasis in the middle of all that Brookline has to offer. Freshly painted and with updates including a new roof , this four bedroom house awaits your personal improvements. The original charm has been preserved including a curved wooden screen surrounding the front staircase, four fireplaces and gorgeous hardwood floors throughout. The lovely yard graced by majestic trees including a century old Giant Beech, flowering shrubs and plenty of outdoor space also boasts a two car garage. This is the perfect project for you!

Listed by Tracy Clark of Compass

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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$9,700,000

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: 6.79% last updated on Jun 1, 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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367 Newton Street, Brookline, MA 02467
Open House

MLS Number 73117243

  • Residential
  • Next Open House: Sat 06/3 1:00 pm. to 2:00 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,243

Architecturally significant mid-century modern home on beautifully landscaped 24,459 SF level lot. Dramatic grand piano sized living room and adjacent dining room, both with high beamed ceilings. A wall of windows offers views of the exceptional screened-in porch and land beyond. The deck off the porch overlooks a Japanese rock garden then wraps around to the kitchen. The kitchen, although renovated in the 80's, is well laid out, with a dual-fuel gas range, an island, eat-in area, and walk-in pantry. Also notable is a wood-burning fireplace. There are three bedrooms and two baths on the main level, one of which is the primary bedroom with lovely Shoji sliding screens with views of the rock garden. The finished lower level includes a great room with kitchenette and sliders to the exterior and patio area. Also: another bedroom and full bath, a studio, a storage room, and a bonus room. There is an abundance of finished storage space.

Listed by Toby Klebenov and Susan Evans of Hammond Residential Real Estate

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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153 Cypress Street, Brookline, MA 02445

Brookline, MA153 Cypress Street

Price$2,195,000

Est. Mortgage: $/month

Open House

MLS Number 73117224

  • Residential
  • Next Open House: Sat 06/3 11:00 am. to 12:30 pm.
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 3,158

Unique Queen Anne with original architectural detail: spindlework on front porch, patterned shingles, bow shapes and bay windows. Sep. entrance office offers great possibilities for au-paire or first floor guest room in one of Brookline's friendliest neighborhoods. Lovely entry with dramatic stairs, bow shaped LR and spacious DR both with fireplaces. Renov. kitchen with cherry cabinets, black granite counters, and stainless appliances. Four bedrooms on 2nd and oversized hall bath that also connects to primary BR .Two delightful bedrooms on 3rd, with bays and skylights and hall bath. 2023 FHA furnace and hot water tank. Leafy side street is entrance to large two-car garage and extra parking. Side corner garden with hundreds of tulip bulbs and perennials for spring delight and secluded rear yard for play or dining. Near cafes, shops, MBTA, Brookline High and Lincoln School.Convenient access to Medical Area and downtown Boston.

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

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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25 Windsor Road, Brookline, MA 02445

Brookline, MA25 Windsor Road

Price$2,950,000

Est. Mortgage: $/month

Open House

MLS Number 73117042

  • Residential
  • Next Open House: Sun 06/4 10:45 am. to 12:45 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,787

Bright, spacious and move-in ready colonial home on a tree-lined street in the heart of Washington Square. Offering 5 bedrooms and 4 bathrooms. Perfect for entertaining, the living room features a fireplace, built-ins and opens to an elegant panelled formal dining room. The kitchen has beautiful custom cabinets, high end appliances, stone counters and leads to the sunny family room overlooking the tranquil and private backyard, patio and large deck, well suited for outdoor entertaining. Also on the main level are a pantry, laundry room, 2 bedrooms and a full bath. Upstairs is the primary suite with a walk-in closet, bath, another bedroom and hallway bathroom. The newly renovated lower level has an in-law suite with a separate entrance, kitchenette, full bath and an oversized office/gym. This layout is ideal for multigenerational living and remote work. Solar panels, Tesla charger. Two car garage, a few blocks to Driscoll, C and D lines, shops, restaurants, Dean park.

Listed by Celine Sellam of Coldwell Banker Realty - Brookline

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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19 Crafts Road, Brookline, MA 02467

MLS Number 73115125

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 6,995
  • High School Brookline

Welcome to 19 Crafts Road, a meticulously maintained luxury residence in Chestnut Hill, Brookline. This stunning 2018 home by architect Jan Gleysteen combines contemporary design and functionality. Approx. 7000 sq ft of living space on 4 levels. Features 5 bedrooms, 6.5 bathrooms, a custom kitchen, breakfast room, family room, dining room with fireplace, living room, exercise room with sauna, media room, home office, mudroom, top level bonus space, and ample storage. Situated on 0.53 acres with a private backyard oasis and bluestone patio. The open concept floor plan integrates living spaces, while the grand foyer and staircase set a majestic tone. Gourmet kitchen with high-end appliances. Luxurious main suite with spa-like bathroom and walk-in closet. Oversized 2-car garage. Conveniently located near amenities, schools, public transportation, Chestnut Hill T stop, and Boston. Impeccable craftsmanship and attention to detail make this a true masterpiece.

Listed by Ingvild Brown of Keller Williams Realty

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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193 South Street, Brookline, MA 02467

MLS Number 73115004

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,087
  • High School Brookline High

Unique opportunity to settle in Brookline Chestnut Hill. Classic brick Colonial designed for comfort and entertainment, in the Baker School district, next to Putterham Branch Library, close to Bus stop #51. Includes 4 bedrooms,3.5 baths. 1st floor has large eat in kitchen, living room with fireplace leading to formal dining room, laundry, half bathroom with hardwood floors throughout. 2nd floor has 4 bedrooms and 2 full bathrooms. Walkout basement includes a family room, large storage area, a full bath. Central air. One-car attached garage. Fenced yard, close to playgrounds, shopping, dining, and medical centers.

Listed by Rimma Linkova of LMC Property Group

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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 Campion & Company Fine Homes Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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95-97 Boylston Street, Brookline, MA 02445

MLS Number 73113532

  • MultiFamily
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 2,255
  • Property SubType 3 Family

Unlock an exceptional investment opportunity with tremendous potential! This remarkable 4-unit multifamily property, complemented by a coveted storefront, is strategically positioned in a high-traffic area that is primed for growth and prosperity. Located just two blocks away from the bustling heart of Brookline Village, this property holds incredible promise for lucrative returns. With a strategic renovation and modernization approach, you can transform this diamond in the rough into a highly desirable asset in a thriving neighborhood. Seize this chance to maximize your investment portfolio and capitalize on the prosperous future of this sought-after location!

Listed by Yukiko Oyama-Morris of Oyama Investments,Ltd.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 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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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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. MLSPIN 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.