Brookline, MA Homes

• 

  

  

  /22

  $740,000

  Open Sat 2:30PM - 4PM

  • 1 Bed
  • 1 Bath
  • 813 Sq Ft

  216 St Paul Unit 502, Brookline, MA 02446

  Enjoy every season in this sun-flooded, 815 sq ft 1bed condo on the 5th floor of a professionally managed elevator building. Hardwood floors carry you throughout the open-concept layout, which strikes a rare balance - genuinely functional, with defined spaces that don't feel forced. The living and dining area have walls of windows and glass sliders to your private deck overlooking the in-ground

  Michaela Hellman Redfin Corp.

  216 St Paul Unit 502, Brookline, MA 02446
• 

  

  

  /33

  $4,000 Per Month

  • 4 Beds
  • 1 Bath
  • 1,800 Sq Ft
  • Apartment for Rent

  753 Boylston St Unit 2, Chestnut Hill, MA 02467

  Available 9/1/26! Heat is included! Come and see this Large 4 or 5 bedroom 1 bathroom, with a bonus office, second-floor unit in Brookline Chestnut Hill. Located right on Boylston Street, Near Heath School! convenient to multiple grocery stores, Shops at Chestnut Hill, restaurants, and more! Easy highway access and easy commute to the Longwood medical area one bus the 60, 15-minute walk to The D

  

  Vena Priestly

  Rise Signature Homes

  (857) 675-8149

  753 Boylston St Unit 2, Chestnut Hill, MA 02467
• 

  

  

  /18

  $950,000

  Sold Apr 30, 2026

  71 Highland Rd, Brookline, MA 02445

  • 3 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Built 1921

  Last Sold Summary

  • 4% Below List Price
  • $950/SF
  • 44 Days On Market

  Current Estimated Value $992,564

  Last Listing Agent Eileen Strong O'Boy Hammond Residential Real Estate

  71 Highland Rd, Brookline, MA 02445
• 

  

  

  /24

  Est $1,710,496

  Not Listed For Sale

  319 Mason Terrace, Brookline, MA 02446

  • 4 Beds
  • 1.5 Baths
  • 2,016 Sq Ft
  • Built 1930

  319 Mason Terrace, Brookline, MA 02446

  Last Sold Summary

  • 8% Above List Price
  • $788/SF
  • 6 Days On Market

  • Last Sold Price $1,588,888
  • May 09, 2025

  Last Listing Agent Lea Cohen William Raveis R. E. & Home Services
• 

  

  

  /18

  $1,199,000

  • 2 Beds
  • 1.5 Baths
  • 1,267 Sq Ft

  227 Summit Ave Unit W205, Brookline, MA 02446

  Welcome to The Grand at 227 Summit Avenue, a luxury full-service condominium in the historic former Brooks Hospital, blending Art Deco charm with modern living. Unit W205 features soaring 11+ ft ceilings, oversized floor-to-ceiling windows, and a bright open-concept living/dining area. The kitchen offers granite countertops, stainless steel appliances, gas cooking, and ample cabinetry. The

  Sean Kostka Profitable Properties Boston LLC

  227 Summit Ave Unit W205, Brookline, MA 02446
• 

  

  /62

  Starting at $2,750 Plus Fees

  • 1 - 3 Beds

  175 Freeman St, Brookline, MA 02446

  One of Brookline’s premier apartment communities, Dexter Park is located in a historic corner of town, with easy access to public transportation, Downtown Boston, Cambridge, Longwood Medical Center, Coolidge Corner and Boston University. At Dexter Park we are committed to providing our residents the top quality amenities and exceptional customer service they deserve. The building is undergoing

  Dexter Park

  (339) 215-3626

  

  175 Freeman St, Brookline, MA 02446
• 

  

  /34

  $1,300,000

  Sold Feb 06, 2026

  143 Beaconsfield Rd Unit 2, Brookline, MA 02445

  • 2 Beds
  • 2 Baths
  • 1,575 Sq Ft
  • Built 1915

  Last Sold Summary

  • $825/SF
  • 7 Days On Market

  Current Estimated Value $1,282,464

  Last Listing Agent Sheila Goddess Coldwell Banker Realty - Newton

  143 Beaconsfield Rd Unit 2, Brookline, MA 02445
• 

  

  /23

  Est $2,616,987

  Not Listed For Sale

  65 Atherton Rd, Brookline, MA 02446

  • 6 Beds
  • 3.5 Baths
  • 3,277 Sq Ft
  • Built 1900

  65 Atherton Rd, Brookline, MA 02446

  Last Sold Summary

  • 1% Below List Price
  • $809/SF
  • 6 Days On Market

  • Last Sold Price $2,650,000
  • May 09, 2025

  Last Listing Agent Barbara Nolan Coldwell Banker Realty - Belmont
• 

  

  /28

  $3,499,000

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

  80 Verndale St Unit 80, Brookline, MA 02446

  Agents - Read Firm Remarks. 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

  The Bushari Team Compass Compass

  80 Verndale St Unit 80, Brookline, MA 02446
• 

  

  /13

  $2,400 Per Month

  • 1 Bath
  • 300 Sq Ft
  • Apartment for Rent

  15 Parkman St Unit 3C, Brookline, MA 02446

  Move in date - 9-1-2026 (Sep 1st), Spacious Studio (3rd floor), heat and hot water are included, Coin Op washer and dryer is in the basement, right behind Beacon ST and close to Coolidge Corner. Walking distance to Longwood Medical area, shops, restaurants, and Trader Joe's market. Separate cooking area from the room, cooking gas stove, full bathroom, Laundry in the basement. Great apartment for

  

  Jay Liu

  Jiang Hua Liu

  (617) 405-3377

  15 Parkman St Unit 3C, Brookline, MA 02446
• 

  

  /11

  $620,000

  Sold Nov 05, 2025

  1600 Beacon St Unit 607, Brookline, MA 02446

  • 1 Bed
  • 1 Bath
  • 737 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $841/SF
  • 17 Days On Market

  Current Estimated Value $617,699

  Last Listing Agent Allison Hardenbergh Coldwell Banker Realty - Cambridge

  1600 Beacon St Unit 607, Brookline, MA 02446
• 

  

  /22

  Est $1,512,690

  Not Listed For Sale

  103 Winchester St Unit 1, Brookline, MA 02446

  • 3 Beds
  • 2.5 Baths
  • 1,734 Sq Ft
  • Built 1920

  103 Winchester St Unit 1, Brookline, MA 02446

  Last Sold Summary

  • $871/SF
  • 4 Days On Market

  • Last Sold Price $1,510,000
  • May 13, 2025

  Last Listing Agent Rachael Staab Gibson Sotheby's International Realty
• 

  

  /39

  $6,925,000

  • 4 Beds
  • 5 Baths
  • 5,019 Sq Ft

  98 Carlton St, Brookline, MA 02446

  98 Carlton Street is an extraordinary 1935 English Revival residence in Brookline’s coveted Cottage Farm Historic District, blending architectural pedigree with an exceptional standard of restoration. Prominently sited on a corner lot in one of the single-family neighborhoods closest to Back Bay, the home offers rare convenience with a setting defined by history, scale, and character. A

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  98 Carlton St, Brookline, MA 02446
• 

  

  /49

  Starting at $2,995

  Total Monthly Price

  • 1 - 3 Beds

  20 Thornton Rd, Chestnut Hill, MA 02467

  Luxurious townhome apartments. NO BROKER FEE. Multiple layouts: Open concept, standard/deluxe size units, Berkley & Arlington style layouts, inquire for more details!Perfect for young families and professionals.All townhomes are de-leaded!Proximity and attendance to top rated schools: -Public School: Edith C. Baker School is adjacent to community, minutes walk away.

  (857) 437-6849

  20 Thornton Rd, Chestnut Hill, MA 02467
• 

  

  /21

  $910,000

  Sold Sep 09, 2025

  20 Chapel St Unit A907, Brookline, MA 02446

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1925

  Last Sold Summary

  • 1% Above List Price
  • $1,138/SF
  • 3 Days On Market

  Current Estimated Value $885,948

  Last Listing Agent Jan Boyce Deland Real Estate, LLC

  20 Chapel St Unit A907, Brookline, MA 02446
• 

  

  /10

  Est $581,092

  Not Listed For Sale

  31 Winslow Rd Unit 3, Brookline, MA 02446

  • 2 Beds
  • 1 Bath
  • 670 Sq Ft
  • Built 1944

  31 Winslow Rd Unit 3, Brookline, MA 02446

  Last Sold Summary

  • 2% Above List Price
  • $846/SF
  • 10 Days On Market

  • Last Sold Price $567,000
  • May 12, 2025

  Last Listing Agent The Margie and Jon Team Gibson Sotheby's International Realty
• 

  

  /31

  $4,000,000

  • 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
• 

  

  /19

  $3,850 Per Month

  • 2 Beds
  • 1 Bath
  • 541 Sq Ft
  • Apartment for Rent

  7 Perry St Unit 1, Brookline, MA 02445

  Available August 1, 2026, Luxury 2 bedroom, recently renovation, over looks beautiful park, trendy neighborhood with roots from bygone era. Open Floor Plan Living Room / Kitchen, In unit laundry, central AC, hardwired internet (awesome for home office), hardwood floors, de-leaded, includes one parking space and basement storage. Thoughtful extras: in closet lighting, lights on dimmers, high end

  

  Benjamin Spunt

  Benjamin Realty

  (617) 544-0889

  7 Perry St Unit 1, Brookline, MA 02445
• 

  

  /17

  $1,440,000

  Sold May 13, 2026

  135 Beaconsfield Rd Unit 2, Brookline, MA 02445

  • 2 Beds
  • 2 Baths
  • 1,575 Sq Ft
  • Built 1915

  Last Sold Summary

  • 7% Below List Price
  • $914/SF
  • 55 Days On Market

  Current Estimated Value $1,424,704

  Last Listing Agent Claire McClintock Columbus and Over Group, LLC

  135 Beaconsfield Rd Unit 2, Brookline, MA 02445
• 

  

  /12

  Est $764,383

  Not Listed For Sale

  1080 Beacon St Unit 5D, Brookline, MA 02446

  • 1 Bed
  • 1 Bath
  • 761 Sq Ft
  • Built 1915

  1080 Beacon St Unit 5D, Brookline, MA 02446

  Last Sold Summary

  • 2% Below List Price
  • $1,022/SF
  • 1 Day On Market

  • Last Sold Price $778,000
  • May 16, 2025

  Last Listing Agent Angela Guo Red Tree Real Estate
• 

  

  /12

  $6,999,984

  • 5 Beds
  • 6.5 Baths
  • 6,658 Sq Ft

  278 Clinton Rd, Brookline, MA 02445

  A masterful residence by Kenwood Builders, discreetly sited on one of Fisher Hill’s most coveted streets. This 5-bed, 6.5-bath home blends impeccable craftsmanship w/bespoke millwork & refined finishes throughout. Designed for modern living, expansive glass doors flood the main level w/light, anchored by a dramatic 2-story foyer & elegant living & dining rooms. The chef’s kitchen—complete w/a

  Jayne Friedberg Coldwell Banker Realty - Brookline

  278 Clinton Rd, Brookline, MA 02445
• 

  

  /35

  Starting at $3,925 Plus Fees

  • 1 - 3 Beds

  1443 Beacon St, Brookline, MA 02446

  One Month Free Plus $1,000 in Moving Costs or Up to $5,000 in JORDAN'S FURNITURE! Only First Month's Rent Required. In the vibrant Coolidge Corner area near Washington Square, 1443 Beacon offers the ultimate in sophisticated living, including onsite private office suites for lease at CHR HomeWorks. These spacious, newly renovated apartments offer the finest indoor and outdoor amenities and easy

  1443 Beacon

  (857) 214-2139

  

  1443 Beacon St, Brookline, MA 02446
• 

  

  /34

  $3,775,000

  Sold Aug 04, 2025

  149 Babcock St Unit 149, Brookline, MA 02446

  • 4 Beds
  • 6 Baths
  • 3,872 Sq Ft
  • Built 2023

  Last Sold Summary

  • 6% Below List Price
  • $975/SF
  • 117 Days On Market

  Current Estimated Value $3,798,318

  Last Listing Agent Aurel Garban Gibson Sotheby's International Realty

  149 Babcock St Unit 149, Brookline, MA 02446
• 

  /2

  Est $509,514

  Not Listed For Sale

  15 University Rd Unit 32, Brookline, MA 02445

  • 1 Bed
  • 1 Bath
  • 490 Sq Ft
  • Built 1910

  15 University Rd Unit 32, Brookline, MA 02445

  Last Sold Summary

  • 3% Below List Price
  • $1,071/SF

  • Last Sold Price $525,000

  Last Listing Agent Amy Lipton Coldwell Banker Realty - Brookline
• 

  

  /15

  $1,300,000

  $175K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 2,219 Sq Ft

  17 Fairgreen Place, Chestnut Hill, MA 02467

  A rare opportunity at Fairgreen Place, this two-bedroom plus den home enjoys tranquil views across the fairways of The Country Club. Generous living spaces, large windows, and a flexible floor plan provide an excellent foundation for renovation and personalization. The den offers ideal work-from-home or guest flexibility, while the primary living areas take full advantage of the peaceful

  Anne Jessup Coldwell Banker Realty - Westwood

  17 Fairgreen Place, Chestnut Hill, MA 02467
• 

  

  /19

  $3,500 Per Month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  139 Beaconsfield Rd Unit 1-B, Brookline, MA 02445

  Available 7/1! This perfectly located 2-bed, 1-bath condo is nestled in a quiet residential neighborhood, a 2-min walk from both the D and C lines and the gorgeous Dean Park. Situated alongside the vibrant Washington Square offering restaurants, shops, and Star Market, this bright and sunny condo offers hardwood floors and tall ceilings throughout, ample closet space, a parking spot available for

  

  Vena Priestly

  Rise Signature Homes

  (888) 291-9741

  139 Beaconsfield Rd Unit 1-B, Brookline, MA 02445
• 

  

  /33

  $1,426,000

  Sold Aug 08, 2025

  76 Marshal St Unit 2, Brookline, MA 02446

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1915

  Last Sold Summary

  • 4% Below List Price
  • $903/SF
  • 47 Days On Market

  Current Estimated Value $1,423,917

  Last Listing Agent Scott Goldsmith Gibson Sotheby's International Realty

  76 Marshal St Unit 2, Brookline, MA 02446
• 

  

  /19

  Not Listed For Sale

  57 University Rd Unit 2, Brookline, MA 02445

  • 3 Beds
  • 2.5 Baths
  • 1,570 Sq Ft
  • Built 2024

  57 University Rd Unit 2, Brookline, MA 02445

  Last Sold Summary

  • $1,290/SF
  • 74 Days On Market

  • Last Sold Price $2,025,000
  • May 14, 2025

  Last Listing Agent Joseph DeAngelo Coldwell Banker Realty - Boston
• 

  

  /19

  $1,270,000

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,010 Sq Ft

  58 Kent St Unit 302, Brookline, MA 02445

  This front-facing two-bedroom blends thoughtful design and effortless style in one of Brookline's most sought-after addresses. Natural light floods in through oversized windows, and a Juliette balcony brings fresh air and an open, connected feel. Nine-foot ceilings and rich hardwood floors set an elevated tone throughout. The kitchen features marble countertops and a full Thermador appliance

  Erik Anderson Concept Properties

  58 Kent St Unit 302, Brookline, MA 02445
• 

  

  /28

  Starting at $2,559 Plus Fees

  • Studio - 3 Beds

  1284 Beacon St, Brookline, MA 02446

  In the heart of Brookline's Coolidge Corner, a storied era keeps unfolding boldly and vivaciously at a profoundly original, marquee-era landmark. With brilliantly restored architecture, reinvented floor plans, new luxurious finishes, and upscale amenities, this is where place and time are curated into high-end living. Where every day is chic. Welcome to Pelham Hall Apartments.

  Pelham Hall

  (781) 590-1423

  

  1284 Beacon St, Brookline, MA 02446
• 

  

  /23

  $1,200,000

  Sold Jun 20, 2025

  1521 Beacon St Unit 1, Brookline, MA 02446

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1915

  Last Sold Summary

  • 7% Below List Price
  • $649/SF
  • 8 Days On Market

  Current Estimated Value $1,787,699

  Last Listing Agent Luan White Coldwell Banker Realty - Brookline

  1521 Beacon St Unit 1, Brookline, MA 02446
• 

  

  /23

  Est $1,108,353

  Not Listed For Sale

  26 White Place Unit 1, Brookline, MA 02445

  • 3 Beds
  • 1.5 Baths
  • 1,414 Sq Ft
  • Built 1992

  26 White Place Unit 1, Brookline, MA 02445

  Last Sold Summary

  • 4% Below List Price
  • $813/SF
  • 5 Days On Market

  • Last Sold Price $1,150,000
  • Aug 04, 2023

  Last Listing Agent Matt Palmer Summit Residential
• 

  

  /23

  $1,825,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft

  58 Kent St Unit 401, Brookline, MA 02445

  Welcome to 58 Kent Street, a boutique luxury condominium in the heart of Brookline Village. This exceptional home features soaring 10 foot ceilings and an abundance of natural light pouring through oversized windows, with a charming Juliet balcony adding character and fresh air to the living space. Thoughtfully curated designer finishes elevate every corner, anchored by a chef's kitchen with

  Erik Anderson Concept Properties

  58 Kent St Unit 401, Brookline, MA 02445
• 

  

  /39

  $9,500 Per Month

  • 3 Beds
  • 3 Baths
  • 2,488 Sq Ft
  • House for Rent

  38 Cumberland Ave, Brookline, MA 02445

  Short term furnished summer rental on Historic Pill Hill in Brookline. One of a kind, art filled contemporary home is an oasis of calm near the bustling city. Soaring ceilings & incredible natural light define the main living area including large living room w fireplace & piano, and a dining room that is open to chef’s kitchen. The back of the living room is a wall of glass w doors that open to

  

  Michelle Quinn

  Insight Realty Group, Inc.

  (857) 816-8826

  38 Cumberland Ave, Brookline, MA 02445
• 

  

  /30

  $1,350,000

  Sold Apr 16, 2026

  37 Englewood Ave Unit 3, Brookline, MA 02445

  • 3 Beds
  • 3 Baths
  • 1,814 Sq Ft
  • Built 1930

  Last Sold Summary

  • 9% Above List Price
  • $744/SF
  • 10 Days On Market

  Current Estimated Value $1,224,374

  Last Listing Agent Shad Ghazarian Ghazarian Group LLC

  37 Englewood Ave Unit 3, Brookline, MA 02445
• 

  

  /29

  Est $703,249

  Not Listed For Sale

  809 Boylston St Unit 2, Chestnut Hill, MA 02467

  • 2 Beds
  • 2 Baths
  • 983 Sq Ft
  • Built 2018

  809 Boylston St Unit 2, Chestnut Hill, MA 02467

  Last Sold Summary

  • 6% Below List Price
  • $762/SF
  • 5 Days On Market

  • Last Sold Price $749,000
  • Feb 06, 2025

  Last Listing Agent Henry Choi Real Broker MA, LLC
• 

  

  /42

  $4,200,000

  • 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
• 

  

  /93

  Starting at $1,780 Plus Fees

  • Studio - 3 Beds

  1223 Beacon St, Brookline, MA 02446

  1 Month Free Plus $1,000 in Moving Costs or Up to $5,000 in JORDAN'S FURNITURE! Only 1st Month's Rent Required to Move In. Enjoy the best of Brookline's Coolidge Corner area at one of CHR's Brookline apartment residences. These stately brick buildings are complemented by meticulously maintained grounds and common areas. Choose from studio, 1 and 2 bedroom apartments, most of which feature

  CHR Coolidge Corner Communities

  (781) 386-2422

  

  1223 Beacon St, Brookline, MA 02446
• 

  

  /20

  $525,000

  Sold Jul 01, 2025

  32 Winchester St Unit 4, Brookline, MA 02446

  • 1 Bed
  • 1 Bath
  • 763 Sq Ft
  • Built 1920

  Last Sold Summary

  • 6% Below List Price
  • $688/SF
  • 44 Days On Market

  Current Estimated Value $539,253

  Last Listing Agent Batya & Alex Team William Raveis R.E. & Home Services

  32 Winchester St Unit 4, Brookline, MA 02446
• 

  

  /42

  Est $4,094,711

  Not Listed For Sale

  8 Aston Rd, Chestnut Hill, MA 02467

  • 5 Beds
  • 7 Baths
  • 6,104 Sq Ft
  • Built 2012

  8 Aston Rd, Chestnut Hill, MA 02467

  Last Sold Summary

  • 6% Above List Price
  • $631/SF
  • 48 Days On Market

  • Last Sold Price $3,850,000
  • May 31, 2024

  Last Listing Agent Jennifer Gelfand Coldwell Banker Realty - Boston

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