34,589

Brookline, MA Homes

Section Image
  • /42

    $2,798,000

    $200K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 4,585 Sq Ft

    171 Shaw Rd, Chestnut Hill, MA 02467

    Experience elevated living in one of Brookline’s most desirable locations, overlooking the Brookline Golf Course with sweeping views of the Boston skyline. This exceptional residence blends privacy, comfort, and luxury with a private backyard oasis featuring a pool, entertaining space, and stunning sunset views.Designed for both everyday living and upscale entertaining, the home offers sun-filled

    Richard Saris Commonwealth Standard Realty Advisors

    171 Shaw Rd, Chestnut Hill, MA 02467
  • /20

    $5,875

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    112 Winthrop Rd Unit SI FL3-ID535, Brookline, MA 02445

    Show up and start living from day one in Brookline with this sophisticated three bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully equipped Aspinwall Hill home. (ID #BOS535)The advertised rate of $5,875/month is the lowest available price, based on a 11 month(s) and 29 day(s) stay with a move-in date of February 28, 2030.

    (857) 666-6749

    112 Winthrop Rd Unit SI FL3-ID535, Brookline, MA 02445
  • /19

    $1,523,000

    Sold Nov 10, 2025

    18 Wolcott Rd, Chestnut Hill, MA 02467

    • 4 Beds
    • 1.5 Baths
    • 2,243 Sq Ft
    • Built 1928

    Last Sold Summary

    • 3% Above List Price
    • $679/SF
    • 6 Days On Market

    Current Estimated Value $1,532,086

    Last Listing Agent Elisabeth Preis Compass

    18 Wolcott Rd, Chestnut Hill, MA 02467
    • /32

      Est $2,711,586

      Not Listed For Sale

      63 Kensington Cir, Chestnut Hill, MA 02467

      • 4 Beds
      • 3.5 Baths
      • 4,756 Sq Ft
      • Built 1954
      63 Kensington Cir, Chestnut Hill, MA 02467

      Last Sold Summary

      • $568/SF
      • 12 Days On Market
      • Last Sold Price $2,700,000
      • Jul 01, 2024

      Last Listing Agent Lynette Glover Hammond Residential Real Estate

  • /38

    $3,150,000

    $345K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 5,748 Sq Ft

    2 Mason Terrace, Brookline, MA 02446

    Perched on Corey Hill, this beautiful shingle-style Victorian, circa 1890, offers over 5,740 square feet of gracious living space. Spanning three levels, there are thirteen rooms, six bedrooms, and three and one-half bathrooms. Fine preserved period details, soaring ceilings, multiple fireplaces, a wraparound porch, and distinctive architecture define the space throughout. As you enter, a lovely

    Mona and Shari Wiener Hammond Residential Real Estate

    2 Mason Terrace, Brookline, MA 02446
  • /2

    $2,315 Plus Fees

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

    19 Fairbanks St Unit 12A, Brookline, MA 02446

    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

    (857) 666-3063

    19 Fairbanks St Unit 12A, Brookline, MA 02446
  • /40

    $1,525,000

    Sold Jul 24, 2025

    394 Vfw Pkwy, Chestnut Hill, MA 02467

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

    Last Sold Summary

    • $468/SF
    • 21 Days On Market

    Current Estimated Value $1,622,165

    Last Listing Agent Beth Damon Donnelly + Co.

    394 Vfw Pkwy, Chestnut Hill, MA 02467
    • /39

      Est $2,630,691

      Not Listed For Sale

      62 Rangeley Rd, Chestnut Hill, MA 02467

      • 5 Beds
      • 5.5 Baths
      • 4,160 Sq Ft
      • Built 1936
      62 Rangeley Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 3% Above List Price
      • $613/SF
      • 6 Days On Market
      • Last Sold Price $2,550,000
      • May 09, 2024

      Last Listing Agent Kambiz Azami Greater Boston Rental & Sales

  • /41

    $5,995,000

    $400K PRICE DROP
    • 7 Beds
    • 11 Baths
    • 8,921 Sq Ft

    55 Leicester St, Brookline, MA 02445

    55 Leicester presents a RARE offering in one of Brookline’s premier, private locations, now offered at a price point rarely matched for a home of this caliber. Behind its grand facade, this extraordinary estate awaits its next chapter. Repositioned BELOW SIX MILLION — a significant adjustment representing compelling value for the size and location — it stands among the most attractive listings

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    55 Leicester St, Brookline, MA 02445
  • /19

    $2,995 Plus Fees

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

    83 Harvard St Unit 10, Brookline, MA 02445

    Property Id: 2469535*No Broker's Fee!* Available for August 1st! (Cleaned and painted before move-in!)Pet-Friendly! Beautifully Remodeled + Pet-Friendly 1 Bed/1 Bath with an Exposed-Brick interior featuring Ultra-Modern Finishes, located in a professionally managed building at 81-83 Harvard St in Brookline Village, a few blocks from the heart of Coolidge Corner. Easy commute to

    (857) 361-4016

    83 Harvard St Unit 10, Brookline, MA 02445
  • /37

    $1,550,000

    Sold Jul 24, 2025

    32 Kilsyth Rd Unit 1, Brookline, MA 02445

    • 4 Beds
    • 2 Baths
    • 1,948 Sq Ft
    • Built 1905

    Last Sold Summary

    • 6% Below List Price
    • $796/SF
    • 93 Days On Market

    Current Estimated Value $1,543,740

    Last Listing Agent Better Home Team Coldwell Banker Realty - Boston

    32 Kilsyth Rd Unit 1, Brookline, MA 02445
    • /42

      Est $3,024,031

      Not Listed For Sale

      135 Lagrange St, Chestnut Hill, MA 02467

      • 5 Beds
      • 4.5 Baths
      • 5,012 Sq Ft
      • Built 2006
      135 Lagrange St, Chestnut Hill, MA 02467

      Last Sold Summary

      • 12% Above List Price
      • $539/SF
      • 2 Days On Market
      • Last Sold Price $2,700,000
      • Sep 07, 2023

      Last Listing Agent Crystal Roach Compass

  • /11

    $1,450,000

    • 2 Beds
    • 2 Baths
    • 1,404 Sq Ft

    1514 Beacon St Unit 24, Brookline, MA 02446

    Rarely available and truly distinctive, this exceptional two-bedroom, two-bath residence is located in one of Brookline’s most stylish and iconic buildings, The Stoneholm, set atop Corey Hill, the highest elevation on Beacon Street. Designed in a French Baroque style evocative of classic Parisian apartment houses, the building is renowned for its architecturally rich granite façade, mansard roof,

    Matthew Armstrong Meridian Realty Group LLC

    1514 Beacon St Unit 24, Brookline, MA 02446
  • /6

    $2,300 Plus Fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    1148 Commonwealth Ave Unit 16, Boston, MA 02134

    This nice 1 Bedroom 1 Bath place in the Boston - Allston 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 properties

    (857) 280-1483

    1148 Commonwealth Ave Unit 16, Boston, MA 02134
  • /34

    $808,000

    Sold May 28, 2025

    20 Stearns Rd Unit 30, Brookline, MA 02446

    • 2 Beds
    • 2 Baths
    • 1,031 Sq Ft
    • Built 1967

    Last Sold Summary

    • 2% Below List Price
    • $784/SF
    • 9 Days On Market

    Current Estimated Value $825,495

    Last Listing Agent DalBon & Company Keller Williams Realty Evolution

    20 Stearns Rd Unit 30, Brookline, MA 02446
    • /42

      Est $1,924,527

      Not Listed For Sale

      45 Beverly Rd, Chestnut Hill, MA 02467

      • 4 Beds
      • 3 Baths
      • 3,178 Sq Ft
      • Built 1941
      45 Beverly Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 4% Above List Price
      • $585/SF
      • 4 Days On Market
      • Last Sold Price $1,858,000
      • Feb 19, 2025

      Last Listing Agent Sihong Chen Blue Ocean Realty, LLC

  • /16

    $799,000

    $50K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 987 Sq Ft

    11 Whitney St Unit 11, Chestnut Hill, MA 02467

    Bright 2007-built 2-bedroom, 2.5-bath townhouse near Larz Anderson Park with private 2-car garage. Freshly painted, south-facing with abundant natural light and tree-filled views. Features include newly refinished hardwood floors, gas fireplace, and dual-zone AC. Kitchen with granite countertops, stainless steel appliances, gas range, and breakfast bar. In-unit laundry near bedrooms. Private

    Albina Weisman Albina's Realty

    11 Whitney St Unit 11, Chestnut Hill, MA 02467
  • /10

    $3,790 Plus Fees

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

    37 Auburn St Unit 3, Brookline, MA 02446

    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) 666-8189

    37 Auburn St Unit 3, Brookline, MA 02446
  • /17

    $480,000

    Sold Jun 06, 2025

    1450-1454 Beacon St Unit 204, Brookline, MA 02446

    • 1 Bed
    • 1 Bath
    • 573 Sq Ft
    • Built 1926

    Last Sold Summary

    • 4% Below List Price
    • $838/SF
    • 38 Days On Market

    Current Estimated Value $488,386

    Last Listing Agent Joseph Pollack Redfin Corp.

    1450-1454 Beacon St Unit 204, Brookline, MA 02446
    • /39

      Est $1,684,783

      Not Listed For Sale

      690 Newton St, Chestnut Hill, MA 02467

      • 3 Beds
      • 2.5 Baths
      • 2,657 Sq Ft
      • Built 1935
      690 Newton St, Chestnut Hill, MA 02467

      Last Sold Summary

      • 8% Above List Price
      • $585/SF
      • 4 Days On Market
      • Last Sold Price $1,555,000
      • Sep 29, 2023

      Last Listing Agent The Gillach Group William Raveis R. E. & Home Services

  • /16

    $579,900

    • 1 Bed
    • 1.5 Baths
    • 828 Sq Ft

    22 Chestnut Place Unit 210, Brookline, MA 02445

    Make this beautiful one floor air conditioned unit with huge bright rooms and high ceilings your new home! Located in Sargent Estates, with beautiful grounds including outdoor in-ground pool and concierge. This beautiful three acre association surrounded by historic stone walls and beautiful old trees is just minutes from Longwood Medical Center, Brookline Village, and the Emerald Necklace. Just

    Charles Silbert Compass

    22 Chestnut Place Unit 210, Brookline, MA 02445
  • /4

    $2,500 Plus Fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    9 James St Unit 1, Brookline, MA 02446

    This nice 1 Bedroom 1 Bath place in the Brookline - Coolidge Corner area is available for Now. 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 properties reflect conditions at the time the

    (857) 707-4838

    9 James St Unit 1, Brookline, MA 02446
  • /25

    $690,000

    Sold Sep 03, 2025

    94 Naples Rd Unit 6, Brookline, MA 02446

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1920

    Last Sold Summary

    • 8% Below List Price
    • $767/SF
    • 54 Days On Market

    Current Estimated Value $700,974

    Last Listing Agent Rose Hall Blue Ocean Realty, LLC

    94 Naples Rd Unit 6, Brookline, MA 02446
    • /12

      Est $1,738,828

      Not Listed For Sale

      37 Wolcott Rd, Chestnut Hill, MA 02467

      • 4 Beds
      • 2 Baths
      • 2,125 Sq Ft
      • Built 1940
      37 Wolcott Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 47% Above List Price
      • $555/SF
      • 5 Days On Market
      • Last Sold Price $1,180,000
      • Jun 01, 2023

      Last Listing Agent Amy Berardi William Raveis R.E. & Home Services

  • /41

    $2,500,000

    • 4 Beds
    • 4 Baths
    • 2,463 Sq Ft

    20 Chapel St Unit B811, Brookline, MA 02446

    Experience refined living in this stunning 2,463 sq ft corner residence offering exceptional single-level living at Longwood Towers. This prestigious full-service building features 24-hour concierge and is ideally located near the Longwood Medical Area, public transportation, restaurants, and shops. Flooded with natural light and sweeping views from every window, this thoughtfully designed home

    Diana Kuang eXp Realty

    20 Chapel St Unit B811, Brookline, MA 02446
  • /20

    $5,050 Plus Fees

    • 3 Beds
    • 1 Bath
    • Condo for Rent

    322 St Paul St Unit 2, Brookline, MA 02446

    Distinctive 3 beds 1 bath . Floors are Hardwood. NO PETS Pets? No Dog1 Cat Allowed;. This is located in Brookline .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

    (857) 559-1894

    322 St Paul St Unit 2, Brookline, MA 02446
  • /40

    $4,500,000

    Sold Jun 11, 2025

    265 Dean Rd, Brookline, MA 02445

    • 6 Beds
    • 4.5 Baths
    • 5,744 Sq Ft
    • Built 1914

    Last Sold Summary

    • 10% Below List Price
    • $783/SF
    • 67 Days On Market

    Current Estimated Value $4,317,614

    Last Listing Agent Jeff Hamilton Columbus and Over Group, LLC

    265 Dean Rd, Brookline, MA 02445
    • /29

      Est $2,060,524

      Not Listed For Sale

      228 Wolcott Rd, Chestnut Hill, MA 02467

      • 4 Beds
      • 3.5 Baths
      • 2,718 Sq Ft
      • Built 1927
      228 Wolcott Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 3% Below List Price
      • $782/SF
      • 6 Days On Market
      • Last Sold Price $2,125,000
      • May 31, 2024

      Last Listing Agent Montgomery Carroll Group Compass

  • /41

    $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
  • /7

    $3,235 Plus Fees

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

    70 St Paul St Unit 6, Brookline, MA 02446

    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.Fee Disclosure:Last Month Rent: $3,235First Month Rent: $3,235Lock Key Fee: $50Parking Fee: $180 / month (optional)Disclaimer: The information in this listing may have been gathered

    (857) 666-6372

    70 St Paul St Unit 6, Brookline, MA 02446
  • /28

    $3,920,000

    Sold Jul 07, 2025

    55 Green St Unit 3, Brookline, MA 02446

    • 4 Beds
    • 3.5 Baths
    • 3,668 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $1,069/SF
    • 33 Days On Market

    Last Listing Agent Aurel Garban Gibson Sotheby's International Realty

    55 Green St Unit 3, Brookline, MA 02446
    • /27

      Est $2,013,987

      Not Listed For Sale

      96 Wolcott Rd, Chestnut Hill, MA 02467

      • 4 Beds
      • 2.5 Baths
      • 3,696 Sq Ft
      • Built 1942
      96 Wolcott Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 1% Above List Price
      • $541/SF
      • 3 Days On Market
      • Last Sold Price $2,000,000
      • Nov 26, 2024

      Last Listing Agent Karen Nickel Hammond Residential Real Estate

  • /34

    $759,000

    $60K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,126 Sq Ft

    36a St Paul St Unit 1, Brookline, MA 02446

    Spacious and sun-filled 2-bedroom, 1-bathroom condo in an unbeatable Brookline location. Set on the raised first floor of a classic brick building with a beautifully landscaped courtyard, this home offers a bright living room overlooking tranquil green space and a large separate dining area perfect for entertaining. The kitchen features extended countertop space, abundant cabinetry, and access to

    Michael Tinsley Longwood Residential, LLC

    36a St Paul St Unit 1, Brookline, MA 02446
  • /20

    $2,750 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

    (857) 666-0354

    17 Fairbanks St Unit 1, Brookline, MA 02446
  • /2

    $999,999

    Sold Apr 30, 2026

    9 E Milton Rd, Brookline, MA 02445

    • 8 Beds
    • 3 Baths
    • 3,898 Sq Ft
    • Built 1890

    Last Sold Summary

    • $257/SF
    • 1 Day On Market

    Current Estimated Value $1,863,667

    Last Listing Agent The Charney Group eXp Realty

    9 E Milton Rd, Brookline, MA 02445
    • /34

      Est $1,995,060

      Not Listed For Sale

      175 Shaw Rd, Chestnut Hill, MA 02467

      • 4 Beds
      • 3.5 Baths
      • 3,458 Sq Ft
      • Built 1962
      175 Shaw Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 1% Above List Price
      • $571/SF
      • 77 Days On Market
      • Last Sold Price $1,975,000
      • Apr 29, 2025

      Last Listing Agent Stella Shlayen Trio Realty Group

  • /23

    $1,495,000

    $80K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,074 Sq Ft

    58 Kent St Unit 303, Brookline, MA 02445

    Experience brand new refined Brookline Village living at 58 Kent #303, a beautifully designed two bedroom, two bath residence that blends modern luxury with everyday convenience. Inside, the sun filled layout highlights elegant marble counters, a premium Wolf and Sub Zero appliance package, and a charming Juliet balcony that brings in natural light. The bathrooms feature designer selected

    Erik Anderson Concept Properties

    58 Kent St Unit 303, Brookline, MA 02445
  • /5

    $2,755 Plus Fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    1223 Beacon St Unit 115, Brookline, MA 02446

    This nice 1 Bedroom 1 Bath place in the Brookline - Coolidge Corner 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 the

    (857) 666-9508

    1223 Beacon St Unit 115, Brookline, MA 02446
  • /28

    $3,525,000

    Sold Aug 05, 2025

    7 Dana St, Brookline, MA 02445

    • 5 Beds
    • 2.5 Baths
    • 3,315 Sq Ft
    • Built 1910

    Last Sold Summary

    • 18% Above List Price
    • $1,063/SF
    • 4 Days On Market

    Current Estimated Value $3,451,357

    Last Listing Agent Hilary Maddox Team Compass

    7 Dana St, Brookline, MA 02445
    • /27

      Est $1,925,008

      Not Listed For Sale

      57 South St, Chestnut Hill, MA 02467

      • 4 Beds
      • 3 Baths
      • 2,993 Sq Ft
      • Built 1938
      57 South St, Chestnut Hill, MA 02467

      Last Sold Summary

      • 7% Above List Price
      • $601/SF
      • 110 Days On Market
      • Last Sold Price $1,800,000
      • Jun 16, 2023

      Last Listing Agent Joan Barrett Coldwell Banker Realty - Newton

Showing Results 321 - 360, Page 9 of 18

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