Brookline, MA Houses for Sale

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  /40

  $1,888,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,160 Sq Ft

  50 Franklin St, Brookline, MA 02445

  **PRICE IMPROVEMENT**Nestled on a quiet private street in sought after Brookline Village, this updated 3-bedroom, 3 full bath mid-century single family home blends classic character with modern comfort. Just steps from the T, shops, restaurants, and parks, it offers an unbeatable location with everyday convenience. The bright inviting layout features a large living room with a newer roof.

  

  Richard Knox

  RF Boston Realty Group

  50 Franklin St, Brookline, MA 02445
• Explore Brookline

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  /34

  $2,349,000

  Open Sun 12PM - 1PM $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 1,897 Sq Ft

  21 Crowninshield Rd Unit 21, Brookline, MA 02446

  Newly staged!!! This mint condition 3+ bedroom, 3.5 bath corner townhouse is offered for the first time since it was built in 2022. The space has been thoughtfully updated with custom built-in shelving and a striking Italian Aqua Blue matte tile surround framing the gas fireplace—complementing the sun-drenched living room's white oak floors. The chef's kitchen boasts Caesarstone counters, a

  

  Bill Gehan

  Campion & Company Fine Homes Real Estate

  21 Crowninshield Rd Unit 21, Brookline, MA 02446
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  /21

  $2,500,000

  • 5 Beds
  • 3.5 Baths
  • 3,219 Sq Ft

  128 Dudley St, Brookline, MA 02445

  Set in the coveted estate area of Brookline, this residence offers a rare opportunity to create a truly spectacular home overlooking the serene beauty of the Brookline Reservoir. Rich in architectural character, the home is defined by its striking presence, graceful proportions, and an abundance of original detail. While the home requires renovation, it presents an exceptional canvas for

  

  Deborah M Gordon

  Coldwell Banker Realty - Brookline

  128 Dudley St, Brookline, MA 02445
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  /18

  $4,998,500

  • 4 Beds
  • 4.5 Baths
  • 6,790 Sq Ft

  9 Singletree Rd, Chestnut Hill, MA 02467

  Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and

  

  Deborah M Gordon

  Coldwell Banker Realty - Brookline

  9 Singletree Rd, Chestnut Hill, MA 02467
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  /26

  $2,698,000

  $242K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,738 Sq Ft

  140 Dudley St, Brookline, MA 02445

  This classic brick Colonial, set on one of Brookline’s most coveted streets near the Brookline Reservoir, offers stunning views and exceptional spaces for both family living and entertaining. This 5-bedroom, 3.5-bath home features a front-to-back living room with a gas fireplace, a gracious dining room with its own fireplace, and an eat-in kitchen that opens to a covered deck and patio—perfect

  

  Deborah M Gordon

  Coldwell Banker Realty - Brookline

  140 Dudley St, Brookline, MA 02445
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  /32

  $995,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  25 Leland Rd, Chestnut Hill, MA 02467

  Nestled on a quiet street in South Brookline, this charming, multigenerational, home near the Brookline Country Club and Larz Anderson Park, this home provides an opportunity for any investor or family looking to buy in Brookline. The character and charm present a unique opportunity to create your own dream home. The property features hardwood floors throughout. Upon entering, you are greeted to

  

  Vena Priestly

  Rise Signature Homes

  25 Leland Rd, Chestnut Hill, MA 02467
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  /39

  $1,795,000

  $200K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,345 Sq Ft

  101 Hackensack Rd, Chestnut Hill, MA 02467

  Fully renovated luxury corner home. This property offers 3 levels of living space. Upon entry is an open floor plan featuring hardwood floors throughout, recessed lighting, 2 zones for A/C, 1/2 bath, cathedral living room w/ electric fireplace, built-ins, a formal dining room with 2 skylight windows, brand new kitchen w/ all SS Cafe appliances, Taj Mahal Island and countertops, instant hot water

  

  Vena Priestly

  Rise Signature Homes

  101 Hackensack Rd, Chestnut Hill, MA 02467
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  /31

  $3,750,000

  $250K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,790 Sq Ft

  331 Heath St, Chestnut Hill, MA 02467

  Location, Location, Location! 41,000+ square feet of land! Great opportunity to live in this unique contemporary home, add on or build your dream home on this site! The current home features 4 levels of living space with windows galore, many opening to patios, decks or balconies. 3 ensuite-bedrooms, 3 full and 1 half bath. The home offers 3 fireplaces adding warmth and a comforting glow. The

  Bobby Morgenstern Gibson Sotheby's International Realty

  331 Heath St, Chestnut Hill, MA 02467
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  /28

  $1,995,000

  • 4 Beds
  • 2.5 Baths
  • 2,274 Sq Ft

  75 Hammond Pond Pkwy, Chestnut Hill, MA 02467

  Fantastic move-in-ready 4 bedroom, 2.5 bathroom in Chestnut Hill. Set on a 15,000+ level private lot, LEAD FREE, perfect for INVESTOR or END USER, close to schools, shops, restaurants, public transportation, golf & Skyline Park with its trails, playgrounds, fields and other amenities. Filled with natural light, the main level has beautiful hardwoods, a fireplaced living room, lovely dining room,

  Amy Sassoon Coldwell Banker Realty - Brookline

  75 Hammond Pond Pkwy, Chestnut Hill, MA 02467
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  /35

  $2,399,000

  • 4 Beds
  • 3 Baths
  • 3,243 Sq Ft

  365 Newton St, Chestnut Hill, MA 02467

  Prepare to be impressed by this beautifully renovated 4 Bed 3 Bath mid-century modern ranch in Chestnut Hill Brookline on the edge of the golf course! Set on over a half acre of beautiful landscaping surrounding the flat back yard lead to the golf course. Breathtaking renovations highlight modern living with soaring exposed beam ceilings, a dramatic living room with a wood-burning fireplace, and

  Rose Hall Blue Ocean Realty, LLC

  365 Newton St, Chestnut Hill, MA 02467
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  /40

  $8,995,000

  • 7 Beds
  • 5.5 Baths
  • 7,080 Sq Ft

  39 Worthington Rd, Brookline, MA 02446

  Discover 39 Worthington Road in Brookline's coveted Cottage Farm neighborhood. This fully renovated masterpiece boasts 7 bedrooms and 5.5 bathrooms with impeccable craftsmanship and attention to detail. The interior, designed by a renowned interior designer has been featured in various publications. Wonderful spaces for entertaining and comfortable living include a large custom-designed chef's

  Rachel Goldman MGS Group Real Estate LTD

  39 Worthington Rd, Brookline, MA 02446
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  /41

  $3,948,000

  $252K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,924 Sq Ft

  40 Stedman St, Brookline, MA 02446

  Stunning, four-bedroom, 3.5-bath townhouse delivering three levels of luxury living, plus an additional unfinished lower level, and the ease of a private elevator serving all four floors. The open-concept main level features a showpiece chef’s kitchen with Taj Mahal Quartzite countertops, custom cabinetry, and state-of-the-art appliances, flowing seamlessly into the living and dining spaces,

  Nathan Klairmont Concept Properties

  40 Stedman St, Brookline, MA 02446
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  /41

  $4,800,000

  $1M PRICE DROP

  • 6 Beds
  • 6.5 Baths
  • 8,326 Sq Ft

  180 Ivy St, Brookline, MA 02446

  Over the past century, The Loring-Atherton House has been owned by just two families. Now, this distinguished Cottage Farm residence presents a rare opportunity for its next owner to thoughtfully reinterpret it for a new era. Set on a prominent corner lot in the heart of Brookline’s Cottage Farm Historic District, the residence is an exceptional example of Georgian Revival architecture. Its

  Ricardo Rodriguez Coldwell Banker Realty - Boston

  180 Ivy St, Brookline, MA 02446
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  $9,500,000

  • 7 Beds
  • 8 Baths
  • 9,500 Sq Ft

  355 Buckminster Rd, Brookline, MA 02445

  Magnificent estate on one of Brookline’s most beautiful residential streets, blending timeless architecture with modern luxury. Expansive first floor features elegant period details, grand entertaining rooms, an impressive foyer, custom chef’s kitchen, and spacious family room, with a covered porch and large deck extending the living space outdoors. The home offers a palatial primary suite with

  Samantha Stumpo Serhant

  355 Buckminster Rd, Brookline, MA 02445
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  /23

  $8,200,000

  • 6 Beds
  • 9 Baths
  • 9,301 Sq Ft

  40 Singletree Rd, Chestnut Hill, MA 02467

  Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living

  Maggie Gold Seelig MGS Group Real Estate LTD

  40 Singletree Rd, Chestnut Hill, MA 02467
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  $8,995,000

  $804K PRICE DROP

  • 6 Beds
  • 6.5 Baths
  • 7,232 Sq Ft

  188 Heath St, Chestnut Hill, MA 02467

  Exquisite in every detail, this magnificent brick Georgian boasts modern style design, suitable for grand scale entertaining & comfortable family living. A large, elegant foyer w/sweeping staircase & venetian plaster walls, opens to an elegant living room w/fireplace. A sunroom, just off the foyer, offers spectacular views of the level, acre+ lot w/ frontage on Cramond Street. There is a majestic

  The Kennedy Lynch Team Hammond Residential Real Estate

  188 Heath St, Chestnut Hill, MA 02467
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  $14,850,000

  • 6 Beds
  • 8 Baths
  • 9,065 Sq Ft

  280 Warren St, Brookline, MA 02445

  Privately set off Warren St, this exceptional Brookline estate spans over 3.6 acres of beautifully landscaped grounds and over 9,000 SF across four levels, with 6 bedrooms, 6 full and 2 half baths. A striking entry with a sweeping staircase leads to expansive, light-filled living and entertaining spaces rich with charm and detailed moldings. The main level features a mix of formal and informal

  Maggie Gold Seelig MGS Group Real Estate LTD

  280 Warren St, Brookline, MA 02445
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  $4,499,000

  $300K PRICE DROP

  • 7 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  89 University Rd, Brookline, MA 02445

  Sophisticated contemporary home totally transformed in 2022 by a prestigious luxury developer. Meticulously crafted for modern living with 5500+ sq ft including two additional suites with kitchenettes & private entrances designed as In-Law/Au-Pair apartment + home office. Spectacular living room with 6' linear gas fireplace complimented by a 8' wide granite wall. Extraordinary chef's kitchen with

  Mary Lochner Hurwitz Coldwell Banker Realty - Brookline

  89 University Rd, Brookline, MA 02445
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  /18

  $11,750,000

  • 6 Beds
  • 6 Baths
  • 7,502 Sq Ft

  71 Sears Rd, Brookline, MA 02445

  One of Brookline’s most exceptional offerings in over a decade, this remarkable 1929 Colonial Revival estate is set on two beautifully landscaped acres in the town’s prestigious estate area. The 14-room residence offers 7,500 square feet of living space and showcases timeless architecture and exceptional craftsmanship. Set atop a private drive marked by stately stone pillars, the home is

  Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

  71 Sears Rd, Brookline, MA 02445
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  $14,995,000

  • 6 Beds
  • 8 Baths
  • 13,200 Sq Ft

  33 Sears Rd, Brookline, MA 02445

  Designed to be admired and built to be enjoyed, 33 Sears Rd is a custom residence set on 1.6 acres of manicured, private grounds. The home makes an immediate statement with a grand two-story foyer that introduces soaring ceilings, refined detailing, and beautifully scaled living spaces throughout. Built by one of Boston's premier female builders, the craftsmanship is evident in every threshold,

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  33 Sears Rd, Brookline, MA 02445
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  $16,000,000

  $2M PRICE DROP

  • 6 Beds
  • 8 Baths
  • 9,411 Sq Ft

  63 Goddard Ave, Brookline, MA 02445

  This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been renovated and is surrounded by private, scenic landscapes. The interior, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous, expansive

  Debby Belt Hammond Residential Real Estate

  63 Goddard Ave, Brookline, MA 02445
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  /5

  $5,950,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,825 Sq Ft

  9 Willard Rd, Brookline, MA 02445

  Unique opportunity to have your dream home built in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining.

  Celine Sellam Coldwell Banker Realty - Brookline

  9 Willard Rd, Brookline, MA 02445
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  /22

  $2,999,000

  $700K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 6,196 Sq Ft

  460 Heath St, Chestnut Hill, MA 02467

  Ideally situated on a private cul-de-sac in Chestnut Hill, this stunning architectural gem offers timeless elegance & modern luxury. Just minutes to the T, restaurants, coffee shops, & shopping, it boasts unobstructed park views from a Bluestone patio with a luxury outdoor kitchen and 8' gas fireplace perfect for entertaining. Inside, enjoy a sauna, home gym, wine cellar, billiards room, & a

  Samantha Stumpo Serhant

  460 Heath St, Chestnut Hill, MA 02467
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  /16

  $11,750,000

  • 6 Beds
  • 9 Baths
  • 10,000 Sq Ft

  0 Sears Rd, Brookline, MA 02445

  A rare opportunity to reimagine and create a $20+M compound in Brookline, set on two private acres in the coveted estate area. Conceived by an award-winning architect, the proposed design masterfully blends timeless elegance and exceptional craftsmanship with the features most desired for modern living soaring ceilings, abundant natural light, clean architectural lines, and a thoughtfully

  Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

  0 Sears Rd, Brookline, MA 02445
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  $6,800,000

  • 7 Beds
  • 9 Baths
  • 6,000 Sq Ft

  75 Goddard Ave, Brookline, MA 02445

  Set on nearly an acre within Brookline’s coveted Estate Section, this extraordinary 2015-built residence offers a rare blend of privacy, scale, & exceptional construction rarely found in today’s market. Spanning nearly 8,000 sq ft including a finished lower level, the home features solid mahogany floors,marble baths, custom granite stonework, 7 bedrooms, 9 bathrooms, a steam room, and multiple

  Samantha Stumpo Serhant

  75 Goddard Ave, Brookline, MA 02445
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  $2,199,000

  $100K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,615 Sq Ft

  518 Newton St, Chestnut Hill, MA 02467

  Welcome home to this impeccably maintained 4BR English Tudor offering the perfect blend of historic charm and modern updates. Set back on a lush 0.43-acre lot, enjoy panoramic views of the Brookline Golf Course directly across the street. This property is entirely turn-key for today’s active family, featuring an expansive 12-room layout with soaring ceilings, a sunlit family room, and central

  Shi Earls Winterspring Real Estate, LLC

  518 Newton St, Chestnut Hill, MA 02467
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  /42

  $2,395,000

  • 4 Beds
  • 4.5 Baths
  • 4,067 Sq Ft

  72 Beverly Rd, Chestnut Hill, MA 02467

  Set along one of Chestnut Hill’s picturesque tree-lined streets, this handsome brick Tudor offers a thoughtful blend of classic architecture, generous proportions & comfortable everyday living. A welcoming foyer introduces elegant living & dining rooms with hardwood floors & distinctive period details, while the spacious eat-in kitchen, with abundant cabinetry, updated appliances & wet bar, opens

  Heather Ovesen Coldwell Banker Realty - Brookline

  72 Beverly Rd, Chestnut Hill, MA 02467
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  $1,820,000

  $170K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,000 Sq Ft

  303 Russett Rd, Chestnut Hill, MA 02467

  Fully gutted stunning single family for rent in Chestnut Hill. This rare find house features brand new open kitchen design,beautiful hardwood floors, quartz countertop, stainless steel appliances, stunning bathrooms. The whole first floor iscompletely opened, with one study room and an office. The lower level is fully finished with a wet bar, one full bathroom,with its own entrance in the back,

  Zhou Chen Blue Ocean Realty, LLC

  303 Russett Rd, Chestnut Hill, MA 02467
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  $2,950,000

  $250K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  7 Stetson St, Brookline, MA 02446

  One of Brookline's most distinctive residences, this rare 1880 Carriage House near Coolidge Corner seamlessly blends historic architecture with thoughtfully integrated modern updates. A 2022 landscape by Curbs Studio, inspired by Japanese zen gardens, features terraced granite, custom stonework, Ipê decking, integrated lighting, mature plantings, an outdoor kitchen, and fire-pit lounge. Inside,

  Sarah Reddick Shimoff Compass

  7 Stetson St, Brookline, MA 02446
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  /42

  $2,895,000

  • 7 Beds
  • 3.5 Baths
  • 4,805 Sq Ft

  71 Addington Rd, Brookline, MA 02445

  Beautifully situated at the summit of Aspinwall Hill, this gracious, expansive Victorian home offers unique opportunities for the discerning buyer. Originally a single family, it was reconfigured to two units, with private entrances on opposite sides. The spacious yard is a gardener's delight. The front unit features high ceilings, hardwood floors, moldings, original woodwork, and lovely

  Kate Vicksell Hammond Residential Real Estate

  71 Addington Rd, Brookline, MA 02445
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  $6,495,000

  • 9 Beds
  • 9 Baths
  • 8,619 Sq Ft

  372 Warren St, Brookline, MA 02445

  This 9-bedroom, 6 full/3 half bath residence spans 8,619 sq ft, blending timeless architectural character with thoughtful modern updates throughout. A stunning 2024-renovated kitchen with fireplace and radiant heated flooring anchors the home, complemented by a newly enclosed breezeway, cozy breakfast nook and gracious dining room with double French doors. All-new Pella windows enhance the home

  Gabrielle Russo Coldwell Banker Realty - Boston

  372 Warren St, Brookline, MA 02445
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  $1,750,000

  $500K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,000 Sq Ft

  764 Hammond St, Chestnut Hill, MA 02467

  Charming 1927 Tudor located in the highly desirable Chestnut Hill area of Brookline! This beautifull home offers timeless character with modern amenities. The first floor features a spacious living room with fireplace, formal dining room, eat-in kitchen, and a convenient half bath—perfect for everyday living and entertaining. The second floor includes four generously sized bedrooms, two full

  Kevin Gingras Conway - West Roxbury

  764 Hammond St, Chestnut Hill, MA 02467
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  $3,295,000

  • 4 Beds
  • 4.5 Baths
  • 3,292 Sq Ft

  80 Verndale St, Brookline, MA 02446

  Exceptional 2021 ground-up penthouse duplex in Brookline’s coveted Coolidge Park enclave, a distinct five-street pocket known for its tree-lined setting and neighborhood park. Offering 3,292 sq ft, this modern residence combines architectural clarity, high-end finishes, and a layout designed for both everyday comfort and entertaining. The main level features a high-ceiling corner living room,

  The Bushari Team Compass Compass

  80 Verndale St, Brookline, MA 02446
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  /40

  $2,999,000

  Open Thu 5PM - 6PM

  • 4 Beds
  • 3.5 Baths
  • 3,265 Sq Ft

  52 Clinton Rd, Brookline, MA 02445

  Located on coveted Fisher Hill, this charming residence set on 14,550 square feet of beautifully landscaped grounds, offers thoughtfully designed modern updates, newer systems, and the convenience of an attached garage. The gracious main level features a welcoming living room with fireplace, formal dining room, powder room, and a chef’s eat-in kitchen featuring custom cabinetry outfitted with a

  Maxine Freedman Hammond Residential Real Estate

  52 Clinton Rd, Brookline, MA 02445
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  /40

  $427,800

  • 3 Beds
  • 2.5 Baths
  • 2,490 Sq Ft

  154 Brook Lane Brook Lane Rd, Tolland Ma, MA 01034

  Fully furnished home located at the end of a quiet dead-end street, just a short walk to Cranberry Pond and all that Wildwood has to offer. Enjoy fishing, swimming at private beaches, and non-motorized boating. This well-loved home features seasonal winter water views from the living room, deck, and screened-in porch. Explore Wildwood's 740 acres of recreation, including lakes and ponds, tennis

  Dave Hall Berkshire Hathaway NE Prop.

  154 Brook Lane Brook Lane Rd, Tolland Ma, MA 01034
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  /38

  $16,980,000

  $2M PRICE DROP

  • 7 Beds
  • 11 Baths
  • 13,343 Sq Ft

  1014 Boylston St, Chestnut Hill, MA 02467

  Introducing Paine Estate, a grand Georgian Revival architectural treasure located in the highly coveted Chestnut Hill neighborhood of Brookline. This outstanding property has been extensively renovated, now combining traditional style and modern amenities with a thoughtful floor plan ideal for comfortable family living and grand entertaining. Exceptional features include a grand entry hall,

  Tracy Campion Campion & Company Fine Homes Real Estate

  1014 Boylston St, Chestnut Hill, MA 02467
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  /15

  $4,495,000

  • 5 Beds
  • 4.5 Baths
  • 6,848 Sq Ft

  108 Codman Rd, Brookline, MA 02445

  SARGENT ESTATES! Privately set on approximately 1 acre in Brookline's coveted neighborhood, this exceptional contemporary residence offers over 6,800 square feet of light-filled living space surrounded by mature trees & natural beauty. A winding drive leads to this 5+ bedroom, 4.5-bath home featuring soaring ceilings, expansive walls of glass & seamless indoor-outdoor living. The custom kitchen

  Jamie Genser Coldwell Banker Realty - Brookline

  108 Codman Rd, Brookline, MA 02445
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  /33

  $6,400,000

  $595K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 6,521 Sq Ft

  198 Clyde St, Chestnut Hill, MA 02467

  A magnificent home located in the highly coveted estate section of Brookline directly across from the famed Country Club. 198 Clyde Street is a wonderful cape style estate perfectly adapted to modern living. The property offers 6,521 square feet of living space located on just under 1 acre of impeccably landscaped grounds. Beautifully appointed interiors include grand formal living and dining

  Tracy Campion Campion & Company Fine Homes Real Estate

  198 Clyde St, Chestnut Hill, MA 02467
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  /30

  $3,950,000

  • 4 Beds
  • 4.5 Baths
  • 6,498 Sq Ft

  75 Lee St, Brookline, MA 02445

  Direct and unbeatable water views of the 32-acre Brookline Reservoir Park. This one-of-a-kind sun-drenched contemporary home features spectacular scenic water and park views, decent upscale neighborhood and yet super convenience to city life. It is with a slate roof has a regal and elegant presence with a mahogany double-door main entrance. The light-color maple flooring throughout gives this

  Weidong Li WINN Real Estate & Consulting

  75 Lee St, Brookline, MA 02445
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  /27

  $3,095,000

  • 5 Beds
  • 3 Baths
  • 2,834 Sq Ft

  185 Warren St, Brookline, MA 02445

  Set on .92AC in Brookline’s Estate area, this 5BD, 3BA home was ahead of its time. Built in 1850 as the carriage barn of the Old Greenhill Estate, it was converted to a single-family and extensively reimagined with open living spaces, expansive glass, and a strong connection to the landscape. 2,834SF home enjoys southwest light throughout, with long sight lines to the outdoors & rooms that feel

  Hilary Maddox Team Compass

  185 Warren St, Brookline, MA 02445

Showing Results 1 - 40, Page 1 of 2

Why Live in Brookline

Brookline, Massachusetts, is a peaceful residential community adjacent to Boston, known for its extensive green spaces and highly rated Public Schools of Brookline. With a population of about 63,000, the town boasts a median household income of $130,600 and a workforce primarily in education, medical, and science sectors. Brookline is a cultural hub for Greater Boston’s Jewish community and has a growing Asian population. Housing options range from condos in historic brick rowhouses to Queen Anne and Colonial Revival mansions, with prices reflecting the town's desirability and historic zoning laws. The median home price is around $1,010,000, with condos concentrated around Beacon Street and urban areas like Coolidge Corner and Brookline Village. The town features nearly 50 parks, including The Country Club, Olmsted Park, and Larz Anderson Park, offering various recreational activities. Dining options are plentiful along Harvard and Beacon Streets, with a mix of kosher, Asian, and New American eateries. Brookline also hosts annual events such as Brookline Day and the Coolidge Corner Arts Festival. The town is well-connected with MBTA buses, Green Line subway trains, and Massachusetts Route 9, and is located 10 miles from Boston Logan International Airport. Nearby medical facilities include Mass General Brigham Urgent Care – Brookline and Boston Children's Brookline, with additional prominent institutions in the adjacent Longwood Medical Area.

Learn more about living in Brookline

Single Family Home Prices in Brookline, MA

The median price for single family homes in Brookline is $3,400,000, and there are 50 single family home listings available for sale.

Single Family Home Price Trends

Median Home Price $3,400,000	Median 3-Bedroom Home Price $1,854,000
Median 4-Bedroom Home Price $3,215,000	Median 5-Bedroom Home Price $3,750,000