34,589

Brookline, MA Homes

Section Image
  • /17

    $2,899,999

    • 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
  • /15

    $4,750 Plus Fees

    • 3 Beds
    • 1.5 Baths
    • Condo for Rent

    16 Fuller St Unit 5, Brookline, MA 02446

    No Broker Fees No Application Fees,Discover a fantastic apartment at 16 Fuller St in Brookline, a spacious 3-bedroom, 1.5-bath home located in one of the most desirable neighborhoods just outside of Boston. This comfortable unit offers a practical layout with plenty of space for living and entertaining, and rent includes heat and hot water, helping make monthly costs more predictable and

    (857) 666-4724

    16 Fuller St Unit 5, 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 $2,528,492

    Last Listing Agent Eric Glassoff Coldwell Banker Realty - Brookline

    22 Windsor Rd, Brookline, MA 02445
    • /13

      Est $1,880,126

      Not Listed For Sale

      1097 W Roxbury Pkwy, Chestnut Hill, MA 02467

      • 4 Beds
      • 4 Baths
      • 3,350 Sq Ft
      • Built 1925
      1097 W Roxbury Pkwy, Chestnut Hill, MA 02467

      Last Sold Summary

      • 5% Above List Price
      • $537/SF
      • 8 Days On Market
      • Last Sold Price $1,799,000
      • Jun 20, 2023

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

  • /18

    $1,725,000

    $174K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,002 Sq Ft

    80 Park St Unit 75, Brookline, MA 02446

    Exceptional opportunity to acquire the premier floor plan at Park Street Condominiums. Accessed by elevator in a pet-friendly building, this seventh-floor residence offers 2,002 square feet of refined single-level living with three spacious bedrooms and two thoughtfully renovated baths. A generous living and dining area opens to a private balcony, while oversized windows throughout invite

    Eileen Strong O'Boy Hammond Residential Real Estate

    80 Park St Unit 75, Brookline, MA 02446
  • /14

    $4,400 Plus Fees

    • 4 Beds
    • 2 Baths
    • Condo for Rent

    1905 Beacon St Unit 2F, Brookline, MA 02445

    This nice 4 Bedrooms 2 Bath place in the Brookline - Cleveland Circle area is available for Now. Included Features are: Fire Places.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

    (857) 575-2483

    1905 Beacon St Unit 2F, Brookline, MA 02445
  • /24

    $625,000

    Sold Mar 31, 2026

    60 Longwood Ave Unit 307, Brookline, MA 02446

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

    Last Sold Summary

    • 7% Below List Price
    • $654/SF
    • 129 Days On Market

    Current Estimated Value $648,614

    Last Listing Agent Sheryl Lezberg Captivating Realty

    60 Longwood Ave Unit 307, Brookline, MA 02446
    • /32

      Est $1,425,882

      Not Listed For Sale

      1025 W Roxbury Pkwy, Chestnut Hill, MA 02467

      • 3 Beds
      • 2.5 Baths
      • 2,849 Sq Ft
      • Built 1960
      1025 W Roxbury Pkwy, Chestnut Hill, MA 02467

      Last Sold Summary

      • 14% Above List Price
      • $439/SF
      • 2 Days On Market
      • Last Sold Price $1,251,000
      • Jun 15, 2023

      Last Listing Agent Katie Duff William Raveis R.E. & Home Services

  • /41

    $1,759,000

    • 4 Beds
    • 2.5 Baths
    • 2,408 Sq Ft

    87 Payson Rd, Chestnut Hill, MA 02467

    Welcome Home to 87 Payson Rd. Located in the highly desirable South Brookline neighborhood, this beautifully updated 4 bedroom center-entrance Colonial offers peaceful, tree-lined surroundings with convenient access to downtown Boston, public transportation, shopping, and top schools. A generous foyer with 2 closets opens to a fireplaced living room with custom built-ins and a bright

    Patricia Brennan Vogt Realty Group, LLC

    87 Payson Rd, Chestnut Hill, MA 02467
  • /13

    $3,900 Plus Fees

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    44A St Paul St Unit 1, Brookline, MA 02446

    NO FEE! Charming and spacious 2 bedroom with loads of natural light. Large living room with separate dining area. Updated kitchen with stainless steel appliances. Cute private balcony too! Great location a short distance to Coolidge Corner and Longwood Medical Area. Heat and hot water included in the rent.Fee Disclosure:Last Month Rent: $3,900First Month Rent: $3,900Security

    (857) 666-6297

    44A St Paul St Unit 1, Brookline, MA 02446
  • /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 $6,836,287

    Last Listing Agent Jonathan Radford Coldwell Banker Realty - Boston

    21 Sargent Crossway, Brookline, MA 02445
    • /26

      Est $1,374,590

      Not Listed For Sale

      145 Grove St, Chestnut Hill, MA 02467

      • 3 Beds
      • 2 Baths
      • 1,945 Sq Ft
      • Built 1950
      145 Grove St, Chestnut Hill, MA 02467

      Last Sold Summary

      • 14% Above List Price
      • $622/SF
      • 16 Days On Market
      • Last Sold Price $1,210,000
      • Jul 22, 2024

      Last Listing Agent Yuan Huang NextGen Realty, Inc.

  • /36

    $1,990,000

    • 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

    $4,200 Plus Fees

    • 5 Beds
    • 1 Bath
    • Condo for Rent

    785 Washington St Unit 1, Brookline, MA 02446

    Distinctive 5 beds 1 bath . Parking DriveWay . This is located in Brookline . no utils included, close to C-line ***(6/21/09): One floor 3 family huge rooms huge kitchen great layout btw b and c lines, close to C line, excellent quality. No utils included, spacious. Laundry in building Extra tenants will be charged $200 for monthly rent. High Speed Internet/Cable Ready, No Dogs; close to

    (857) 877-2520

    785 Washington St Unit 1, Brookline, MA 02446
  • /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
    • /33

      Est $1,212,518

      Not Listed For Sale

      34 Bellingham Rd, Chestnut Hill, MA 02467

      • 2 Beds
      • 2 Baths
      • 1,674 Sq Ft
      • Built 1962
      34 Bellingham Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 7% Below List Price
      • $777/SF
      • 5 Days On Market
      • Last Sold Price $1,300,000
      • Feb 23, 2024

      Last Listing Agent Kennedy Lynch Gold Team Hammond Residential Real Estate

  • /12

    $529,000

    • 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
  • /13

    $4,823

    Total Monthly Price

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

    191 Kent St Unit SI FL1-ID1238057P, Brookline, MA 02446

    The advertised rate of $4,823/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 28, 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

    (857) 957-9643

    191 Kent St Unit SI FL1-ID1238057P, Brookline, MA 02446
  • /19

    $555,000

    Sold Aug 04, 2025

    22 Chestnut Place Unit 607, Brookline, MA 02445

    • 1 Bed
    • 1.5 Baths
    • 828 Sq Ft
    • Built 1969

    Last Sold Summary

    • 1% Below List Price
    • $670/SF
    • 65 Days On Market

    Current Estimated Value $555,781

    Last Listing Agent Mark Hutchinson Brad Hutchinson Real Estate

    22 Chestnut Place Unit 607, Brookline, MA 02445
    • /10

      Est $1,326,639

      Not Listed For Sale

      90 Bellingham Rd, Chestnut Hill, MA 02467

      • 3 Beds
      • 2.5 Baths
      • 1,931 Sq Ft
      • Built 1949
      90 Bellingham Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 5% Above List Price
      • $657/SF
      • 0 Days On Market
      • Last Sold Price $1,268,000
      • Oct 25, 2023

      Last Listing Agent Tracy Clark Compass

  • /19

    $2,800,000

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

    91 University Rd Unit 2, Brookline, MA 02445

    Experience refined living on a quiet one-way street in Washington Square. This distinctive two-level condo occupies the third and fourth floors of a classic five-story building, blending historic character with modern updates. The main level features an open living and dining area centered around a marble fireplace, with direct access to a spacious deck overlooking the Boston skyline. The kitchen

    Yukiko Oyama Oyama Investments, Ltd.

    91 University Rd Unit 2, Brookline, MA 02445
  • /3

    $2,400 Plus Fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    1144 Commonwealth Ave Unit 9, Boston, MA 02134

    Beautiful one 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.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

    (857) 380-7425

    1144 Commonwealth Ave Unit 9, Boston, MA 02134
  • /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 $647,176

    Last Listing Agent Sheryl Lezberg Captivating Realty

    50 Longwood Ave Unit 518, Brookline, MA 02446
    • /42

      Est $1,122,020

      Not Listed For Sale

      58 Payson Rd, Chestnut Hill, MA 02467

      • 3 Beds
      • 1.5 Baths
      • 1,344 Sq Ft
      • Built 1935
      58 Payson Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 1% Above List Price
      • $830/SF
      • 12 Days On Market
      • Last Sold Price $1,115,000
      • Feb 03, 2025

      Last Listing Agent Jackie Crawford Ross RE/MAX

  • /19

    $2,395,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,375 Sq Ft

    148 Kent St Unit 148, Brookline, MA 02446

    Experience modern living in this stunningly 2022, renovated Brookline duplex. Situated on a picturesque, tree-lined street, this spacious 2,375 sq ft home boasts 4 bedrooms & 3.5 baths, ideal for people seeking comfort and style. The inviting covered porch welcomes you into a sun-filled open living area with oversized windows, fireplace & seamless flow into the elegant dining space. The chef’s

    Jamie Genser Coldwell Banker Realty - Brookline

    148 Kent St Unit 148, Brookline, MA 02446
  • /3

    $2,400 Plus Fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    1144 Commonwealth Ave Unit 18, Boston, MA 02134

    Beautiful one 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.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

    (857) 574-4492

    1144 Commonwealth Ave Unit 18, Boston, MA 02134
  • /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 $1,555,166

    Last Listing Agent Donahue Maley & Burns Team Compass

    15 Kent Square, Brookline, MA 02446
    • /26

      Est $1,094,626

      Not Listed For Sale

      74 Payson Rd, Chestnut Hill, MA 02467

      • 3 Beds
      • 1.5 Baths
      • 1,373 Sq Ft
      • Built 1948
      74 Payson Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 18% Above List Price
      • $677/SF
      • 4 Days On Market
      • Last Sold Price $930,000
      • Sep 19, 2023

      Last Listing Agent Lisa Richards William Raveis R. E. & Home Services

  • /18

    $2,500,000

    • 3 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    201 Freeman St Unit A7, Brookline, MA 02446

    Elegant and sophisticated newer construction townhome in heart of vibrant Coolidge Corner at St. Aidan’s. Three spacious bedrooms + den, 3.5 bathrooms with ~2500 square feet. First floor: open floor plan, high ceilings, stunning gas fireplace, gleaming hardwood floors and intricate architectural details throughout. Chef’s kitchen with custom white cabinetry, large center island, quartz

    Mary Lochner Hurwitz Coldwell Banker Realty - Brookline

    201 Freeman St Unit A7, Brookline, MA 02446
  • /10

    $2,725 Plus Fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    78 St Paul St Unit 1, Brookline, MA 02446

    This nice 1 Bedroom 1 Bath place in the Brookline - Coolidge Corner area is available for Now.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 the

    (857) 576-8748

    78 St Paul St Unit 1, 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 $618,819

    Last Listing Agent Karen Lieff Coldwell Banker Realty - Brookline

    105 Franklin St Unit 3, Brookline, MA 02445
    • /30

      Est $1,852,521

      Not Listed For Sale

      26 Leland Rd, Chestnut Hill, MA 02467

      • 5 Beds
      • 3 Baths
      • 3,943 Sq Ft
      • Built 1935
      26 Leland Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 3% Above List Price
      • $457/SF
      • 5 Days On Market
      • Last Sold Price $1,800,000
      • Aug 08, 2023

      Last Listing Agent Chris Kostopoulos Keller Williams Realty

  • /12

    $645,000

    $30K PRICE DROP Pending
    • 1 Bed
    • 1.5 Baths
    • 973 Sq Ft

    50 Longwood Ave Unit 712, Brookline, MA 02446

    Spacious 1 BED 1.5 BATHROOM AT 50/60 LONGWOOD. Open KITCHEN w/ STAINLESS STEEL APPLIANCES, W/ BREAKFAST BAR. VIEWS OF BOSTON. LARGE WALK IN CLOSETS, HARDWOOD FLOORS THRU-OUT, CENTRAL AC. BUILDING FEATURES 24 CONCIERGE, SWIMMING POOL, CLUB ROOM, GYM, ONSITE MANAGEMENT. BUILDING IS LOCATED IN COOLIDGE CORNER, EASY WALK TO LONGWOOD MEDICAL AREA, BOTH C AND D GREENLINE, TRADER JOES, & LOTS OF PARKS.

    Sheryl Lezberg Captivating Realty

    50 Longwood Ave Unit 712, Brookline, MA 02446
  • /7

    $2,195 Plus Fees

    • Studio
    • 1 Bath
    • 315 Sq Ft
    • Condo for Rent

    1223 Beacon St Unit 120, Brookline, MA 02446

    Call today about this beautiful Brookline apartment. Plenty of space, natural light, and a charm all its own greet you every time you come home to this studio apartment. Neighborhood amenities include dining, shopping, access to public transit, and more! You will love calling 1223 Beacon St. home. Hardwood Floors Near Public Transportation High-Speed Internet Fantastic

    (857) 361-7295

    1223 Beacon St Unit 120, Brookline, MA 02446
  • /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 $1,932,578

    Last Listing Agent Nisha Shah Berkshire Hathaway HomeServices Commonwealth Real Estate

    1069 W Roxbury Pkwy, Chestnut Hill, MA 02467
    • /15

      Est $1,477,491

      Not Listed For Sale

      54 Leland Rd, Chestnut Hill, MA 02467

      • 3 Beds
      • 2.5 Baths
      • 2,192 Sq Ft
      • Built 1948
      54 Leland Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 2% Above List Price
      • $661/SF
      • 6 Days On Market
      • Last Sold Price $1,450,000
      • Apr 19, 2024

      Last Listing Agent Elisabeth Preis Compass

  • /26

    $3,250,000

    $75K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 3,345 Sq Ft

    102 Fuller St Unit 2, Brookline, MA 02446

    One of the most idyllic and coveted corner lots in Coolidge Corner, this 4 bed, 3.5 bath home lives like a single & was gut-renovated & designed with a focus on beauty, warmth, & sustainability to create a serene retreat. The expansive windows invite light into the home that offers southern, eastern & western exposure. The elegant foyer boasts soaring ceilings & marble flooring. A family room &

    Amy Lipton Coldwell Banker Realty - Brookline

    102 Fuller St Unit 2, Brookline, MA 02446
  • /13

    $7,030

    Total Monthly Price

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

    39 Cypress St Unit SI FL1-ID1238138P, Brookline, MA 02445

    The advertised rate of $7,031/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 28, 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 be

    (857) 763-2469

    39 Cypress St Unit SI FL1-ID1238138P, Brookline, MA 02445
  • /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 $2,843,847

    Last Listing Agent Mg Group Century 21 North East

    27 Newell Rd Unit 2, Brookline, MA 02446
    • /30

      Est $2,259,532

      Not Listed For Sale

      51 Baker Cir, Chestnut Hill, MA 02467

      • 4 Beds
      • 3.5 Baths
      • 2,829 Sq Ft
      • Built 1949
      51 Baker Cir, Chestnut Hill, MA 02467

      Last Sold Summary

      • 1% Below List Price
      • $804/SF
      • 0 Days On Market
      • Last Sold Price $2,275,000
      • Jul 23, 2024

      Last Listing Agent Eric Glassoff Coldwell Banker Realty - Brookline

Showing Results 481 - 520, Page 13 of 18

How to Buy a Home How to Finance a Home How to Sell a Home