3,115

Chestnut Hill Homes

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  • /20

    $549,000

    Pending
    • 2 Beds
    • 1 Bath
    • 710 Sq Ft

    100 Boylston St Unit 1, Chestnut Hill, MA 02467

    Welcome to this beautifully renovated 2-bedroom, 1-bath condo in the highly desirable Chestnut Hill neighborhood. Offering 710 square feet of thoughtfully designed living space, this first-floor unit combines modern upgrades with a highly functional layout and exceptional convenience. Throughout the home, refinished hardwood floors, LED recessed lighting in every room, fresh paint, and custom

    Agent Photo

    Joseph Karam

    Northeast Development & Investment, Inc.

    (857) 767-7471

    100 Boylston St Unit 1, Chestnut Hill, MA 02467
  • /26

    $5,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    755 Boylston St Unit 3, Chestnut Hill, MA 02467

    Located in sought after Chestnut Hill, is a fully renovated third level 4 bedrooms, 2 bathrooms luxury condo. Upon entry is an open layout featuring, living, dining room and updated kitchen with an island, all stainless-steel appliances, and a gas range stove. In unit laundry washer/dryer. 2 brand new full bathrooms, 4 large bedrooms with full-size closets. Huge private back deck. Additionally,

    Agent Photo

    Vena Priestly

    Rise Signature Homes

    (857) 578-3247

    755 Boylston St Unit 3, Chestnut Hill, MA 02467
  • /18

    $3,036,350

    Sold Oct 06, 2025

    46 Malia Terrace, Chestnut Hill, MA 02467

    • 5 Beds
    • 4.5 Baths
    • 3,909 Sq Ft
    • Built 1955

    Last Sold Summary

    • 13% Below List Price
    • $777/SF
    • 44 Days On Market

    Current Estimated Value $3,134,541

    Last Listing Agent Montgomery Carroll Group Compass

    46 Malia Terrace, Chestnut Hill, MA 02467
    • /20

      Est $2,779,322

      Not Listed For Sale

      37 Randolph Rd, Chestnut Hill, MA 02467

      • 5 Beds
      • 4.5 Baths
      • 3,430 Sq Ft
      • Built 1943
      37 Randolph Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 2 Days On Market

  • /20

    $525,000

    Pending
    • 1 Bed
    • 1 Bath
    • 810 Sq Ft

    96 Boylston St Unit 3, Newton, MA 02467

    Come see this sun-drenched condo with 1 bedroom, 1 bathroom and 1 deeded parking space located across from The Street in Chestnut Hill. Featuring stunning cathedral ceilings, beautiful woodwork and a lovely loft space perfect for a home office or second bedroom area, this inviting home offers both charm and functionality. Included in the purchase is an additional assigned storage unit. A large

    Agent Photo

    Tina DiMonda

    Gibson Sotheby's International Realty

    (617) 996-8610

    96 Boylston St Unit 3, Newton, MA 02467
  • /20

    $6,600 Plus Fees

    • 6 Beds
    • 3 Baths
    • Condo for Rent

    233 Commonwealth Ave, Newton, MA 02467

    This nice 6 Bedrooms 3 Bath place in the Newton - Chestnut Hill 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) 425-3877

    233 Commonwealth Ave, Newton, MA 02467
  • /27

    $2,250,000

    Sold Oct 30, 2025

    47 Nancy Rd, Chestnut Hill, MA 02467

    • 3 Beds
    • 2.5 Baths
    • 2,844 Sq Ft
    • Built 1955

    Last Sold Summary

    • 4% Below List Price
    • $791/SF
    • 39 Days On Market

    Current Estimated Value $2,297,933

    Last Listing Agent Felicia Captain Coldwell Banker Realty - Wellesley

    47 Nancy Rd, Chestnut Hill, MA 02467
    • /27

      Est $1,194,031

      Not Listed For Sale

      675 Hammond St Unit 3, Chestnut Hill, MA 02467

      • 3 Beds
      • 2 Baths
      • 1,638 Sq Ft
      • Built 1910
      675 Hammond St Unit 3, Chestnut Hill, MA 02467

      Last Sold Summary

      • 12 Days On Market

  • /18

    $4,998,500

    • 3 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

    Agent Photo

    Deborah M Gordon

    Coldwell Banker Realty - Brookline

    (617) 380-6726

    9 Singletree Rd, Chestnut Hill, MA 02467
  • /28

    $6,500 Per Month

    • 4 Beds
    • 2 Baths
    • 1,612 Sq Ft
    • House for Rent

    35 Eliot St Unit House, Chestnut Hill, MA 02467

    Flex Start: Updated Brookline home on quiet tree lined street in great neighborhood. Gumwood Moldings, Private Yard, 3 Season Screened Porch with Wood Floor, Space to Entertain or Relax Living Room opens to Dining Room, Sun Room is great for Play Room, Home Office or Den. Modern Kitchen has Hardwood Floors, Recessed Lighting, Dishwasher, Stove and Fridge. Remodeled Bath with Double Shower and

    Agent Photo

    Benjamin Spunt

    Benjamin Realty

    (857) 367-4565

    35 Eliot St Unit House, Chestnut Hill, MA 02467
  • /25

    $3,250,000

    Sold Jul 15, 2025

    530 Clinton Rd, Chestnut Hill, MA 02467

    • 6 Beds
    • 3.5 Baths
    • 4,033 Sq Ft
    • Built 1993

    Last Sold Summary

    • 9% Above List Price
    • $806/SF
    • 3 Days On Market

    Current Estimated Value $3,444,719

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

    530 Clinton Rd, Chestnut Hill, MA 02467
    • /20

      Est $2,889,642

      Not Listed For Sale

      170 Reservoir Rd, Chestnut Hill, MA 02467

      • 5 Beds
      • 3 Baths
      • 3,146 Sq Ft
      • Built 1935
      170 Reservoir Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 5 Days On Market

  • /41

    $1,029,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    630 Hammond St Unit 209, Chestnut Hill, MA 02467

    Spacious and sun-filled 2-bedroom, 2-bath corner residence at The Hammonds in highly desirable Chestnut Hill. This well-maintained home offers approximately 1,200 SF of comfortable living space with an open-concept layout ideal for both everyday living and entertaining. Features include hardwood floors, high ceilings, gas fireplace, central A/C, in-unit laundry, generous closet space, and a

    Chris Choi Compass

    630 Hammond St Unit 209, Chestnut Hill, MA 02467
  • /14

    $2,950 Plus Fees

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

    219 Commonwealth Ave Unit 25, Newton, MA 02467

    Aug - Sept flexible move-in. 1bed//1bath - Delight in a state-of-the-art kitchen equipped with stainless steel appliances, granite countertops, and a convenient dishwasher. The interiors showcase gleaming hardwood floors, presenting a warm ambiance in a spacious layout. For your convenience, utilities such as heat, hot water, and gas are included in your rent. Beyond the comfort of the

    (781) 661-6637

    219 Commonwealth Ave Unit 25, Newton, MA 02467
  • /40

    $8,000,000

    Sold Sep 11, 2025

    61 Heath St, Brookline, MA 02445

    • 5 Beds
    • 7 Baths
    • 7,000 Sq Ft
    • Built 2024

    Last Sold Summary

    • 11% Below List Price
    • $1,143/SF
    • 308 Days On Market

    Current Estimated Value $6,970,738

    Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

    61 Heath St, Brookline, MA 02445
    • /40

      Est $4,373,394

      Not Listed For Sale

      265 Dean Rd, Brookline, MA 02445

      • 6 Beds
      • 4.5 Baths
      • 5,744 Sq Ft
      • Built 1914
      265 Dean Rd, Brookline, MA 02445

      Last Sold Summary

      • 67 Days On Market

  • /32

    $2,295,000

    • 4 Beds
    • 3.5 Baths
    • 2,800 Sq Ft

    25 Chestnut Hill Rd, Chestnut Hill, MA 02467

    Welcome to Historic Chestnut Hill! This stunning renovated center entrance Colonial is on the market for the first time in 60 years. A coveted private road convenient to Boston College, Chestnut Hill Reservoir, Longwood medical area, and downtown Boston. The main level features a beautiful large fireplaced livingroom, diningroom, newly renovated kitchen with Bosch stainless steel appliances and

    Luan White Coldwell Banker Realty - Brookline

    25 Chestnut Hill Rd, Chestnut Hill, MA 02467
  • /19

    $4,000 Per Month

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

    51 Algonquin Rd Unit 1, Chestnut Hill, MA 02467

    Available 9/1/26, In the sought-out area of Newton Chestnut Hill, is a 3 Bedroom, 1 Bathroom. First-floor condo in a two-family home. This property offers private entry to an open layout, large bedrooms, plenty of natural light, a recently renovated kitchen, a private covered porch, shared yard space, two outdoor parking spaces, deeded storage in the basement, private laundry in the basement and

    Agent Photo

    Vena Priestly

    Rise Signature Homes

    (857) 832-7035

    51 Algonquin Rd Unit 1, Chestnut Hill, MA 02467
  • /2

    $5,860,000

    Sold Feb 18, 2026

    88 Cutler Ln, Chestnut Hill, MA 02467

    • 6 Beds
    • 6.5 Baths
    • 7,450 Sq Ft
    • Built 2013

    Last Sold Summary

    • 12% Below List Price
    • $787/SF
    • 29 Days On Market

    Current Estimated Value $6,628,619

    Last Listing Agent Viktoriya Vilkomir New England Elite Realty, LLC

    88 Cutler Ln, Chestnut Hill, MA 02467
    • /28

      Est $3,662,740

      Not Listed For Sale

      533 Hammond St, Chestnut Hill, MA 02467

      • 5 Beds
      • 5.5 Baths
      • 5,772 Sq Ft
      • Built 1920
      533 Hammond St, Chestnut Hill, MA 02467

      Last Sold Summary

      • 26 Days On Market

  • /42

    $1,999,000

    $186K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,744 Sq Ft

    37 Chestnut Hill Terrace, Chestnut Hill, MA 02467

    Open House Sunday 6/21, 12PM-1:30PM. Well-located Chestnut Hill home set on a corner lot at the end of a dead-end street, offering privacy and a quiet residential setting. Convenient to Boston College, the Chestnut Hill Reservoir, and downtown Boston. The home includes 3 bedrooms and 3 bathrooms with a practical, well-proportioned layout. Main living spaces include a living room, sunroom, porch,

    Edmund Wong New Year Realty

    37 Chestnut Hill Terrace, Chestnut Hill, MA 02467
  • /8

    $2,950 Plus Fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    219 Commonwealth Ave Unit 32, Newton, MA 02467

    * Available for August 1stDiscover elegant living in this sunlit, move-in ready 1-bedroom apartment. Delight in a state-of-the-art kitchen equipped with stainless steel appliances, granite countertops, and a convenient dishwasher. The interiors showcase gleaming hardwood floors, presenting a warm ambiance in a spacious layout. For your convenience, utilities such as heat, hot water, and gas

    (857) 763-1302

    219 Commonwealth Ave Unit 32, Newton, MA 02467
  • /33

    $5,462,500

    Sold Sep 05, 2025

    9 Woodman Rd, Chestnut Hill, MA 02467

    • 6 Beds
    • 8 Baths
    • 7,016 Sq Ft
    • Built 1900

    Last Sold Summary

    • 15% Below List Price
    • $779/SF
    • 113 Days On Market

    Current Estimated Value $5,766,918

    Last Listing Agent Taylor Blacker Luxury Residential Group, LLC

    9 Woodman Rd, Chestnut Hill, MA 02467
    • /39

      Est $4,451,290

      Not Listed For Sale

      355 Hammond St, Chestnut Hill, MA 02467

      • 6 Beds
      • 4.5 Baths
      • 5,410 Sq Ft
      • Built 1880
      355 Hammond St, Chestnut Hill, MA 02467

      Last Sold Summary

      • 17 Days On Market

  • /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
  • /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

    Agent Photo

    Vena Priestly

    Rise Signature Homes

    (857) 675-8149

    753 Boylston St Unit 2, Chestnut Hill, MA 02467
  • /9

    $510,000

    Sold Mar 20, 2026

    39 Commonwealth Ave Unit 31, Chestnut Hill, MA 02467

    • 1 Bed
    • 1 Bath
    • 695 Sq Ft
    • Built 1938

    Last Sold Summary

    • 4% Below List Price
    • $734/SF
    • 25 Days On Market

    Current Estimated Value $511,437

    Last Listing Agent Kami Gray Coldwell Banker Realty - Brookline

    39 Commonwealth Ave Unit 31, Chestnut Hill, MA 02467
    • /11

      Est $2,631,249

      Not Listed For Sale

      21 Woodchester Dr, Chestnut Hill, MA 02467

      • 4 Beds
      • 3.5 Baths
      • 3,568 Sq Ft
      • Built 1935
      21 Woodchester Dr, Chestnut Hill, MA 02467

      Last Sold Summary

      • 6 Days On Market

  • /26

    $1,525,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,433 Sq Ft

    18 Travis Dr, Chestnut Hill, MA 02467

    Welcome to this Turn-Key Chestnut Hill Single-Level Living opportunity. Perfectly modernized from top to bottom, this move-in ready 4 bedroom, 3 bathroom ranch sits proudly near iconic Heartbreak Hill, offering effortless everyday living in Newton. Enjoy the ultimate blend of suburban privacy and urban convenience with close proximity to the elementary school, Boston College, and the B & D Green

    Sandra Andronic William Raveis R. E. & Home Services

    18 Travis Dr, Chestnut Hill, MA 02467
  • /20

    $4,400 Plus Fees

    • 4 Beds
    • 1 Bath
    • Condo for Rent

    7 Timon Ave Unit 2, Brookline, MA 02467

    This nice 4 Bedrooms 1 Bath place in the Brookline - Chestnut Hill area is available for 09-01-2026. Included Features are: Gas Heat, and 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

    (857) 877-1424

    7 Timon Ave Unit 2, Brookline, MA 02467
  • /41

    $5,700,000

    Sold Nov 25, 2025

    120 Cabot St, Chestnut Hill, MA 02467

    • 6 Beds
    • 9 Baths
    • 8,849 Sq Ft
    • Built 1996

    Last Sold Summary

    • 34% Below List Price
    • $644/SF
    • 209 Days On Market

    Current Estimated Value $6,684,556

    Last Listing Agent George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    120 Cabot St, Chestnut Hill, MA 02467
    • /24

      Est $2,311,403

      Not Listed For Sale

      41 Edge Hill Rd, Chestnut Hill, MA 02467

      • 4 Beds
      • 3.5 Baths
      • 2,894 Sq Ft
      • Built 1928
      41 Edge Hill Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 5 Days On Market

  • /24

    $5,627,000

    $350K PRICE DROP
    • 9 Beds
    • 4.5 Baths
    • 8,485 Sq Ft

    394 Hammond St, Chestnut Hill, MA 02467

    Once-in-a-lifetime opportunity in Olde Chestnut Hill - this grand turn of the century victorian home is situated on almost 1 acre and offers mature trees and plantings, a large private back yard, and a separate 2+ car barn. Walking distance to many area amenities and public transportation, this elegant home is perfectly sighted away from the street and offers supreme privacy. Many restored

    Michael Harper Coldwell Banker Realty - Boston

    394 Hammond St, Chestnut Hill, MA 02467
  • /12

    $3,050 Plus Fees

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

    219 Commonwealth Ave Unit 26, Newton, MA 02467

    Sept 1st, 2025 move-in. 1bed//1bath - Delight in a state-of-the-art kitchen equipped with stainless steel appliances, granite countertops, and a convenient dishwasher. The interiors showcase gleaming hardwood floors, presenting a warm ambiance in a spacious layout. For your convenience, utilities such as heat, hot water, and gas are included in your rent. Beyond the comfort of the

    (857) 763-4306

    219 Commonwealth Ave Unit 26, Newton, MA 02467
  • /39

    $2,630,000

    Sold Jun 30, 2025

    34 Hammond St, Chestnut Hill, MA 02467

    • 5 Beds
    • 4.5 Baths
    • 4,150 Sq Ft
    • Built 1945

    Last Sold Summary

    • $634/SF
    • 4 Days On Market

    Current Estimated Value $2,645,521

    Last Listing Agent Jenna Levin Coldwell Banker Realty - Wellesley

    34 Hammond St, Chestnut Hill, MA 02467
    • /25

      Est $4,197,209

      Not Listed For Sale

      96 Monadnock Rd, Chestnut Hill, MA 02467

      • 5 Beds
      • 8 Baths
      • 7,626 Sq Ft
      • Built 1929
      96 Monadnock Rd, Chestnut Hill, MA 02467

      Last Sold Summary

      • 17 Days On Market

  • /19

    $1,998,000

    $2K PRICE DROP
    • 8 Beds
    • 3 Baths
    • 3,945 Sq Ft

    1148 Boylston St, Chestnut Hill, MA 02467

    **Call for Offers this week Tuesday evening 5/19 - Now vacant and easy to show.** Rarest of rare spacious 3-family home in prime Chestnut Hill location in Brookline, across from the Longwood Cricket Club and just moments to the MBTA Green Line and the premier shopping and dining at The Street at Chestnut Hill. Each unit offers a spacious three-bedroom layout with formal living and dining rooms

    Todd Glaskin Coldwell Banker Realty - Newton

    1148 Boylston St, Chestnut Hill, MA 02467
  • /10

    $3,050 Plus Fees

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

    219 Commonwealth Ave Unit 22, Newton, MA 02467

    September 1st, move-in. 1bed//1bath - Delight in a state-of-the-art kitchen equipped with stainless steel appliances, granite countertops, and a convenient dishwasher. The interiors showcase gleaming hardwood floors, presenting a warm ambiance in a spacious layout. For your convenience, utilities such as heat, hot water, and gas are included in your rent. Beyond the comfort of the apartment,

    (857) 465-3466

    219 Commonwealth Ave Unit 22, Newton, MA 02467
  • /37

    $2,485,000

    Sold Aug 26, 2025

    254 Commonwealth Ave, Chestnut Hill, MA 02467

    • 5 Beds
    • 5 Baths
    • 4,119 Sq Ft
    • Built 1880

    Last Sold Summary

    • 8% Below List Price
    • $603/SF
    • 72 Days On Market

    Current Estimated Value $2,577,561

    Last Listing Agent The Mazer Group Compass

    254 Commonwealth Ave, Chestnut Hill, MA 02467
    • /29

      Est $708,357

      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

      • 5 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Prices in Chestnut Hill, MA

Home Price Trends

Median Sale Price
$3,400,000
Median Single Family Sale Price
$3,210,000
Median Townhouse Sale Price
$7,650,000
Median 2 Bedroom Sale Price
$785,000
Median 1 Bedroom Sale Price
$595,000
Average Price Per Sq Ft
$733
Number of Homes for Sale
29
Last 12 months Home Sales
45
Months of Supply
7.70
Median List Price
$2,355,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-7%
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