Brookline, MA Homes

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  /31

  $2,150,000

  • 4 Beds
  • 3 Baths
  • 2,489 Sq Ft

  1272 Beacon St Unit 2, Brookline, MA 02446

  Welcome to your dream home in the heart of Coolidge Corner. This spacious 4-bedroom, 3-bath residence blends timeless character with everyday comfort. An inviting, sun-filled foyer with southern exposure welcomes you inside. Entertain with ease in the expansive living and dining rooms, highlighted by a decorative fireplace and original moldings. The large eat-in kitchen offers abundant storage

  Scott Goldsmith Gibson Sotheby's International Realty

  1272 Beacon St Unit 2, Brookline, MA 02446
• 

  

  

  /10

  $3,000 Plus Fees

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  5 Alton Ct Unit 3, Brookline, MA 02446

  This nice 1 Bedroom 1 Bath place in the Brookline - Coolidge Corner area is available for 09-01-2026. Included Features are: Laundry in Common Area.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the

  5 Alton Ct Unit 3, Brookline, MA 02446
• 

  

  

  /14

  $2,050,000

  Sold Mar 31, 2026

  22 Windsor Rd, Brookline, MA 02445

  • 5 Beds
  • 3.5 Baths
  • 2,845 Sq Ft
  • Built 1910

  Last Sold Summary

  • 13% Below List Price
  • $721/SF
  • 9 Days On Market

  Current Estimated Value $2,474,811

  Last Listing Agent Eric Glassoff Coldwell Banker Realty - Brookline

  22 Windsor Rd, Brookline, MA 02445
• 

  

  

  /36

  Est $1,630,454

  Not Listed For Sale

  227 South St, Chestnut Hill, MA 02467

  • 3 Beds
  • 2.5 Baths
  • 1,982 Sq Ft
  • Built 1930

  227 South St, Chestnut Hill, MA 02467

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Michele Friedler Team Hammond Residential Real Estate
• 

  

  

  /17

  $2,799,999

  $100K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,763 Sq Ft

  21 Kent Square Unit 2, Brookline, MA 02446

  Superbly positioned between Brookline Village and Coolidge Corner, this elegant 4 bedroom residence occupies one of two units within a multi-family property, offering refined living in a top notch Brookline setting. Originally built in 1885, meticulously renovated in 2026 by a Premier Brookline Developer, the home balances historic architectural character with modern sophistication. Throughout

  Mona and Shari Wiener Hammond Residential Real Estate

  21 Kent Square Unit 2, Brookline, MA 02446
• 

  

  /19

  $3,400 Plus Fees

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  77 Walnut St Unit 1, Brookline, MA 02445

  Move-In Costs Fees:Last Month Rent: $3,400First Month Rent: $3,400Security Deposit: $3,400

  77 Walnut St Unit 1, Brookline, MA 02445
• 

  

  /36

  $7,030,000

  Sold Apr 03, 2026

  21 Sargent Crossway, Brookline, MA 02445

  • 5 Beds
  • 6.5 Baths
  • 5,772 Sq Ft
  • Built 1939

  Last Sold Summary

  • 12% Below List Price
  • $1,218/SF
  • 282 Days On Market

  Current Estimated Value $6,836,701

  Last Listing Agent Jonathan Radford Coldwell Banker Realty - Boston

  21 Sargent Crossway, Brookline, MA 02445
• 

  

  /32

  Est $2,005,797

  Not Listed For Sale

  205 South St, Chestnut Hill, MA 02467

  • 4 Beds
  • 3.5 Baths
  • 2,673 Sq Ft
  • Built 1940

  205 South St, Chestnut Hill, MA 02467

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Michael Cohen Keller Williams Realty
• 

  

  /36

  $1,199,000

  $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,706 Sq Ft

  310 Hammond Pond Pkwy Unit 301, Chestnut Hill, MA 02467

  Luxurious two-bedroom condominium located in a prime Chestnut Hill (Brookline) location. Stone-tiled foyer with a deep closet leads to the living area. The sun-lit open-concept living area features gleaming wood floors throughout, a spacious flexible living and dining area that opens onto a large private balcony, and the stylish kitchen with many recent updates. The gourmet kitchen has double

  Donahue Maley & Burns Team Compass

  310 Hammond Pond Pkwy Unit 301, Chestnut Hill, MA 02467
• 

  

  /20

  $3,900 Plus Fees

  • 2 Beds
  • 2 Baths
  • Condo for Rent

  1404 Beacon St Unit 4, Brookline, MA 02446

  This nice 2 Bedrooms 2 Bath place in the Brookline - Coolidge Corner area is available for 10-01-2026. Included Features are: Laundry in Unit. 1.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the

  1404 Beacon St Unit 4, Brookline, MA 02446
• 

  

  /23

  $895,500

  Sold Jul 31, 2026

  144 Middlesex Rd Unit 2, Chestnut Hill, MA 02467

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1905

  Last Sold Summary

  • $640/SF
  • 7 Days On Market

  Current Estimated Value $892,500

  Last Listing Agent Lauren Brooks Hillman Homes

  144 Middlesex Rd Unit 2, Chestnut Hill, MA 02467
• 

  

  /35

  Est $1,742,474

  Not Listed For Sale

  14 Independence Dr, Chestnut Hill, MA 02467

  • 5 Beds
  • 2.5 Baths
  • 2,512 Sq Ft
  • Built 1985

  14 Independence Dr, Chestnut Hill, MA 02467

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Michele Friedler Team Hammond Residential Real Estate
• 

  

  /36

  $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
• 

  

  /20

  $5,495 Plus Fees

  • 2 Beds
  • 2.5 Baths
  • 1,377 Sq Ft
  • Condo for Rent

  201 Sherman Rd Unit F-723, Brookline, MA 02467

  Disclaimer: The information in this listing may have been gathered from third-party sources including the owner and/or public records. Listings are subject to errors and omissions. Encore Realty disclaims any and all representations or warranties as to the accuracy of this information. Encore Realty is an Equal Housing Opportunity Agency. Photos may not always be of the actual apartment. At

  201 Sherman Rd Unit F-723, Brookline, MA 02467
• 

  

  /18

  $3,000,000

  Sold Feb 27, 2026

  757 Washington St Unit 2, Brookline, MA 02446

  • 5 Beds
  • 4.5 Baths
  • 3,838 Sq Ft
  • Built 1898

  Last Sold Summary

  • 5% Below List Price
  • $782/SF
  • 75 Days On Market

  Last Listing Agent Mona and Shari Wiener Hammond Residential Real Estate

  757 Washington St Unit 2, Brookline, MA 02446
• 

  

  /22

  Est $1,656,245

  Not Listed For Sale

  7 Asheville Rd, Chestnut Hill, MA 02467

  • 4 Beds
  • 3 Baths
  • 2,240 Sq Ft
  • Built 1966

  7 Asheville Rd, Chestnut Hill, MA 02467

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Shahani Real Estate Team Compass
• 

  

  /27

  $675,000

  • 1 Bed
  • 1 Bath
  • 925 Sq Ft

  1490 Beacon St Unit 3, Brookline, MA 02446

  Sunlit and sprawling condo in the heart of Brookline right on Beacon Street between Coolidge Corner and Washington Square. This large 900+ sq ft one bedroom features: gracious foyer with beautiful arched entryways, sparkling hardwood floors, high ceilings, separate dining area and excellent closet space plus TWO additional storage spaces in basement. Tree top views make this feel like a true

  Fleet Homes Group Keller Williams Realty

  1490 Beacon St Unit 3, Brookline, MA 02446
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  /8

  $3,400 Plus Fees

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  185 Freeman St Unit 147, Brookline, MA 02446

  This nice 2 Bedrooms 1.5 Bath place in the Brookline - Boston University area is available for 09-01-2026.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions at the time

  185 Freeman St Unit 147, Brookline, MA 02446
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  /29

  $625,000

  Sold Apr 22, 2026

  50 Longwood Ave Unit 518, Brookline, MA 02446

  • 1 Bed
  • 1.5 Baths
  • 973 Sq Ft
  • Built 1975

  Last Sold Summary

  • 4% Below List Price
  • $642/SF
  • 37 Days On Market

  Current Estimated Value $638,931

  Last Listing Agent Sheryl Lezberg Captivating Realty

  50 Longwood Ave Unit 518, Brookline, MA 02446
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  /39

  Est $1,589,647

  Not Listed For Sale

  270 Russett Rd, Chestnut Hill, MA 02467

  • 4 Beds
  • 2.5 Baths
  • 2,468 Sq Ft
  • Built 1926

  270 Russett Rd, Chestnut Hill, MA 02467

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Michael Davis Prime Realty
• 

  

  /24

  $2,150,000

  Pending

  • 3 Beds
  • 4 Baths
  • 2,358 Sq Ft

  23 Summit Ave, Brookline, MA 02446

  Situated in vibrant Coolidge Corner, less than a block from the Green Line, this quiet and private two-level condo offers approximately 2,400 sq. ft. of thoughtfully designed living space and exceptional outdoor areas. Featuring 3 bedrooms, 2 full baths, and 2 half baths, the home showcases high ceilings, oversized windows, hardwood floors, abundant storage, and natural light throughout. A

  Mckenzie Howarth Coldwell Banker Realty - Newton

  23 Summit Ave, Brookline, MA 02446
• 

  

  /19

  $6,200 Plus Fees

  • 4 Beds
  • 2 Baths
  • Condo for Rent

  240 Babcock St Unit 3, Brookline, MA 02446

  This nice 4 Bedrooms 2 Bath place in the Brookline - Boston University area is available for 09-01-2026. Included Features are: Gas Heat, and Gas Hot Water.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information

  240 Babcock St Unit 3, Brookline, MA 02446
• 

  

  /26

  $1,501,000

  Sold Apr 17, 2026

  15 Kent Square, Brookline, MA 02446

  • 2 Beds
  • 2 Baths
  • 1,276 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Below List Price
  • $1,176/SF
  • 7 Days On Market

  Current Estimated Value $1,529,292

  Last Listing Agent Donahue Maley & Burns Team Compass

  15 Kent Square, Brookline, MA 02446
• 

  

  /42

  Est $1,329,145

  Not Listed For Sale

  249 Russett Rd, Chestnut Hill, MA 02467

  • 4 Beds
  • 1.5 Baths
  • 2,214 Sq Ft
  • Built 1933

  249 Russett Rd, Chestnut Hill, MA 02467

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Rosemary Kelleher LAER Realty Partners
• 

  

  /23

  $1,795,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,075 Sq Ft

  157 Cypress St Unit 2, Brookline, MA 02445

  With its private entrance and welcoming foyer, this stunning 4 bed, 3.5 bath duplex condo showcases an architecturally designed layout created for a modern lifestyle. Defined by soaring cathedral ceilings, dramatic lines, and interesting angles, the home is filled with splendid natural light throughout. Every aspect has been thoughtfully designed to enhance openness, flow, and livability. The

  Ralph Smith Compass

  157 Cypress St Unit 2, Brookline, MA 02445
• 

  /2

  $3,875 Plus Fees

  • 2 Beds
  • 1.5 Baths
  • Condo for Rent

  185 Freeman St Unit 933, Brookline, MA 02446

  Beautiful two bedroom apartment in a fantastic location! Excellent management company. Perfect layout for flexible living options. Must see! Call today for more details and a showing.One of Brooklines hidden gems! Located in an historic corner of town, with easy access to public transportation, downtown Boston, Cambridge, Longwood Medical Center, Coolidge Corner and Boston

  185 Freeman St Unit 933, Brookline, MA 02446
• 

  

  /19

  $625,000

  Sold Oct 23, 2025

  105 Franklin St Unit 3, Brookline, MA 02445

  • 2 Beds
  • 1 Bath
  • 757 Sq Ft
  • Built 1900

  Last Sold Summary

  • $826/SF
  • 5 Days On Market

  Current Estimated Value $620,414

  Last Listing Agent Karen Lieff Coldwell Banker Realty - Brookline

  105 Franklin St Unit 3, Brookline, MA 02445
• 

  

  /33

  Est $1,402,211

  Not Listed For Sale

  133 Bonad Rd, Chestnut Hill, MA 02467

  • 3 Beds
  • 2.5 Baths
  • 2,216 Sq Ft
  • Built 1926

  133 Bonad Rd, Chestnut Hill, MA 02467

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Michele Friedler Team Hammond Residential Real Estate
• 

  

  /14

  $515,000

  $14K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 780 Sq Ft

  33 Pond Ave Unit 1014, Brookline, MA 02445

  Super Sunny West facing Renovated One Bedroom at the Brook House available for purchase. Unit features shiny hardwood floors, central AC, renovated bathroom and kitchen. Kitchen features beautiful oak wood cabinets, stainless steel appliances, sleek black granite counter tops. The Brook House is a full service elevator luxury building that has on site management, 24 hour security, extensive gyms,

  Sheryl Lezberg Captivating Realty

  33 Pond Ave Unit 1014, Brookline, MA 02445
• 

  

  /14

  $3,563

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 796 Sq Ft
  • Condo for Rent

  95 Chestnut St Unit SI FL1-ID1238089P, Brookline, MA 02445

  The advertised rate of $3,563/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 22, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  95 Chestnut St Unit SI FL1-ID1238089P, Brookline, MA 02445
• 

  

  /27

  $1,912,000

  Sold Oct 31, 2025

  1069 W Roxbury Pkwy, Chestnut Hill, MA 02467

  • 3 Beds
  • 2.5 Baths
  • 3,072 Sq Ft
  • Built 1935

  Last Sold Summary

  • 1% Below List Price
  • $622/SF
  • 6 Days On Market

  Current Estimated Value $1,997,913

  Last Listing Agent Nisha Shah Berkshire Hathaway HomeServices Commonwealth Real Estate

  1069 W Roxbury Pkwy, Chestnut Hill, MA 02467
• 

  

  /36

  Est $1,325,335

  Not Listed For Sale

  125 Bonad Rd, Chestnut Hill, MA 02467

  • 3 Beds
  • 1.5 Baths
  • 1,988 Sq Ft
  • Built 1934

  125 Bonad Rd, Chestnut Hill, MA 02467

  Last Sold Summary

  • 13 Days On Market

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

  

  /39

  $2,700,000

  $100K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,498 Sq Ft

  91 University Rd Unit 2, Brookline, MA 02445

  Luxury upper-level duplex residence on a quiet one-way street in the heart of Washington Square, offering approximately 3,500 sq. ft. of thoughtfully designed living space. This elegant home features 5 bedrooms, 4 full bathrooms, and an open floor plan ideal for both everyday living and entertaining. The sun-filled living and dining area showcases a marble fireplace and opens to a spacious

  Yukiko Oyama Oyama Investments, Ltd.

  91 University Rd Unit 2, Brookline, MA 02445
• 

  

  /20

  $2,695 Plus Fees

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  17 Fairbanks St Unit 1, Brookline, MA 02446

  This nice 1 Bedroom 1 Bath place in the Brookline - Washington Square area is available for 09-01-2026. Included Features are: Laundry in Basement.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the

  17 Fairbanks St Unit 1, Brookline, MA 02446
• 

  

  /41

  $2,900,000

  Sold Sep 22, 2025

  27 Newell Rd Unit 2, Brookline, MA 02446

  • 6 Beds
  • 3.5 Baths
  • 3,550 Sq Ft
  • Built 1927

  Last Sold Summary

  • 4% Above List Price
  • $817/SF
  • 4 Days On Market

  Current Estimated Value $2,944,771

  Last Listing Agent Mg Group Century 21 North East

  27 Newell Rd Unit 2, Brookline, MA 02446
• 

  

  /40

  Est $1,667,405

  Not Listed For Sale

  394 Vfw Pkwy, Chestnut Hill, MA 02467

  • 4 Beds
  • 2.5 Baths
  • 3,257 Sq Ft
  • Built 1955

  394 Vfw Pkwy, Chestnut Hill, MA 02467

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Beth Damon Donnelly + Co.
• 

  

  /18

  $949,000

  $50K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,274 Sq Ft

  485 Washington St Unit 3, Brookline, MA 02446

  Charming 3 bed, 1 bath condo with parking, in-unit laundry and low fees! Sunlit and full of character, this second floor home offers an open floor plan with fireplaced living room and dining room surrounded by oversized newer windows (2022) that flood the space with light. White eat-in kitchen features exposed brick, newer appliances, ample closets throughout and gas cooking. Hardwood floors

  Christina DiNardi Keller Williams Realty Boston-Metro | Back Bay

  485 Washington St Unit 3, Brookline, MA 02446
• 

  

  /3

  $3,400 Plus Fees

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  281 St Paul St Unit 23, Brookline, MA 02446

  This nice 2 Bedrooms 1 Bath place in the Brookline - Boston University area is available for 10-01-2026.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions at the time

  281 St Paul St Unit 23, Brookline, MA 02446
• 

  

  /29

  $3,350,000

  Sold Dec 12, 2025

  45 Dwight St, Brookline, MA 02446

  • 6 Beds
  • 3 Baths
  • 7,160 Sq Ft
  • Built 1912

  Last Sold Summary

  • 3% Below List Price
  • $468/SF
  • 0 Days On Market

  Current Estimated Value $3,459,579

  Last Listing Agent Howard Chang First Boston Realty International

  45 Dwight St, Brookline, MA 02446
• 

  

  /23

  Est $1,697,276

  Not Listed For Sale

  800 W Roxbury Pkwy, Chestnut Hill, MA 02467

  • 3 Beds
  • 3.5 Baths
  • 3,048 Sq Ft
  • Built 1972

  800 W Roxbury Pkwy, Chestnut Hill, MA 02467

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Concierge Home S By The Kerzner Group Hammond Residential Real Estate

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