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    1. Belknap County
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    8. Rockingham County
      1. Atkinson
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      1. Dover
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    10. Sullivan County
      1. Charlestown
      2. Claremont
      3. Grantham
      4. Newport
  • Massachusetts
    1. Worcester County
      1. Athol MA
      2. Auburn MA
      3. Leominster MA
      4. Shrewsbury MA
      5. Sterling MA
      6. Sutton MA
      7. Webster MA
      8. Worcester MA
    2. Bristol County
      1. Attleboro
      2. North Attleboro
      3. Swansea
    3. Middlesex County
      1. Burlington
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      3. Framingham
      4. Lowell
      5. Sherborn
      6. Wilmington
    4. Plymouth County
      1. Hanson
      2. Kingston
      3. Lakeville
    5. Suffolk County
      1. Boston
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34 Properties
Map

34 Properties Available In Chestnut Hill

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  • Price-High To Low
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  • Beds (Most)
  • Baths (Most)
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MA >Brookline >Chestnut Hill >
Market Insights
1014 Boylston Street, Brookline, MA 02467
Active

$19,000,000

1014 Boylston Street, Brookline, MA 02467

7 Beds9.5 Baths13,343 SqFt

Listed by Tracy Campion of Campion & Company Fine Homes Real Estate

142 Crafts Road, Brookline, MA 02467
Price Dropped by $855K

$7,895,000

142 Crafts Road, Brookline, MA 02467

8 Beds6.5 Baths9,400 SqFt

Listed by Paul Neavyn of Gibson Sotheby's International Realty

9 Singletree Road, Brookline, MA 02467
Price Dropped by $501K

$5,199,000

9 Singletree Road, Brookline, MA 02467

3 Beds4.5 Baths6,790 SqFt

Listed by Sharon Katz of Sky Realty, LLC

331 Heath Street, Brookline, MA 02467
Active

$4,000,000

331 Heath Street, Brookline, MA 02467

3 Beds3.5 Baths3,790 SqFt

Listed by Bobby Morgenstern of Gibson Sotheby's International Realty

55 Penniman Rd, Brookline, MA 02445
Price Dropped by $505K

$3,995,000

55 Penniman Rd, Brookline, MA 02445

4 Beds4 Baths4,320 SqFt

Listed by Rachel Goldman of MGS Group Real Estate LTD

460 Heath Street, Brookline, MA 02467
Price Dropped by $309K

$3,390,000

460 Heath Street, Brookline, MA 02467

5 Beds3.5 Baths6,196 SqFt

Listed by Samantha Stumpo of Serhant

160 Reservoir Rd, Brookline, MA 02467
Active

$2,500,000

160 Reservoir Rd, Brookline, MA 02467

4 Beds3.5 Baths2,898 SqFt

Listed by AJ Arstamyan of Coldwell Banker Realty - Boston

520 Clinton Road, Brookline, MA 02467
Price Dropped by $51K

$2,499,000

520 Clinton Road, Brookline, MA 02467

4 Beds3.5 Baths2,996 SqFt

Listed by Celine Sellam of Coldwell Banker Realty - Brookline

401 Clinton Road, Brookline, MA 02445
Price Dropped by $115K

$2,360,000

401 Clinton Road, Brookline, MA 02445

5 Beds3.5 Baths3,463 SqFt

Listed by Celine Sellam of Coldwell Banker Realty - Brookline

809-811 Heath St #811, Brookline, MA 02467
Open Sat 10AM-12PM

$2,249,000

809-811 Heath St #811, Brookline, MA 02467

4 Beds4.5 Baths3,193 SqFt

Listed by Yasmeen Moukaddem of McCorry Real Estate, LLC

811 Heath Street, Brookline, MA 02467
Open Sat 10AM-12PM

$2,249,000

811 Heath Street, Brookline, MA 02467

4 Beds4.5 Baths3,193 SqFt

Listed by Yasmeen Moukaddem of McCorry Real Estate, LLC

0 Glenoe Rd, Brookline, MA 02467
Price Dropped by $100K

$2,195,000

0 Glenoe Rd, Brookline, MA 02467

0.4 Acres

Listed by Jason Gell of RE/MAX On the Charles

3 Glenoe Rd, Brookline, MA 02467
Price Dropped by $100K

$2,195,000

3 Glenoe Rd, Brookline, MA 02467

4 Beds4 Baths4,855 SqFt

Listed by Jason Gell of RE/MAX On the Charles

310 Hammond Pond Pkwy #401, Brookline, MA 02467
Open Sat 12PM-1:30PM

$2,098,000

310 Hammond Pond Pkwy #401, Brookline, MA 02467

3 Beds3.5 Baths3,020 SqFt

Listed by Bin Yan of Ark Real Estate Inc.

764 Hammond St, Brookline, MA 02467
Price Dropped by $124K

$1,975,000

764 Hammond St, Brookline, MA 02467

4 Beds3 Baths3,000 SqFt

Listed by Kevin Gingras of Conway - West Roxbury

130 Fairway Rd, Brookline, MA 02467
Active

$1,750,000

130 Fairway Rd, Brookline, MA 02467

3 Beds2 Baths1,811 SqFt

Listed by The Gillach Group of William Raveis R. E. & Home Services

310 Hammond Pond Pkwy #301, Brookline, MA 02467
Active

$1,299,000

310 Hammond Pond Pkwy #301, Brookline, MA 02467

2 Beds2 Baths1,706 SqFt

Listed by Donahue Maley and Burns Team of Compass

629 Hammond Street #E205, Brookline, MA 02467
Active

$1,075,000

629 Hammond Street #E205, Brookline, MA 02467

2 Beds2 Baths1,170 SqFt

Listed by Kate Kittipanthopas of Lux Realty, LLC

321 Hammond Pond Pkwy #103, Brookline, MA 02467
Open Thu 4:30PM-6PM

$979,000

321 Hammond Pond Pkwy #103, Brookline, MA 02467

2 Beds2 Baths1,350 SqFt

Listed by The Ridick Revis Group of Compass

321 Hammond Pond Pkwy #106, Brookline, MA 02467
Active

$899,900

321 Hammond Pond Pkwy #106, Brookline, MA 02467

2 Beds2 Baths1,188 SqFt

Listed by Jiajia Xin of LPT Realty, LLC

478 Clinton Road, Brookline, MA 02467
New

$11,000

478 Clinton Road, Brookline, MA 02467

5 Beds3.5 Baths4,170 SqFt

Listed by The Shahani Group of Compass

701 Hammond St #2, Brookline, MA 02467
New

$5,800

701 Hammond St #2, Brookline, MA 02467

3 Beds2 Baths2,000 SqFt

Listed by Christine MinJung Sohn of Premier Realty Group - Lexington

70 Craftsland Rd, Brookline, MA 02467
Active

$5,500

70 Craftsland Rd, Brookline, MA 02467

4 Beds2 Baths1,782 SqFt

Listed by Karen Edgers of Coldwell Banker Realty - Newton

12 Eliot Crescent #2, Brookline, MA 02467
Active

$4,975

12 Eliot Crescent #2, Brookline, MA 02467

4 Beds2 Baths2,000 SqFt

Listed by Imran Khan of Leopold & McMasters Realty

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Whitehill Estates and Homes

Steven Steiner

+1(603) 733-6696 steven@whitehillestatesandhomes.com

License ID: 068128

48 Maple Manor Rd, Center Conway , New Hampshire, 03813, USA

 𖡡   2 Burlington Woods Dr. Suite 100, Burlington, Massachusetts, 01803, USA 

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      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Luxury Living
      4. Log Homes Listings
      5. Waterfront Homes
      6. Lake Winnipesaukee
      7. Silver Lake
      Sell
      1. Sell My Home
      2. Probate Property
      3. Home Valuation
      4. Sold Listings
      New Hampshire
      1. Belknap County
      2. Carroll County
      3. Cheshire County
      4. Coos County
      5. Grafton County
      6. Hillsborough County
      7. Merrimack County
      8. Rockingham County
      9. Strafford County
      10. Sullivan County
      Massachusetts
      1. Worcester County
      2. Bristol County
      3. Middlesex County
      4. Plymouth County
      5. Suffolk County
      About
      1. About Us
      2. Contact Us
      3. Reviews
      Blogs
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

white-logo
Whitehill Estates and Homes

Steven Steiner

+1(603) 733-6696 steven@whitehillestatesandhomes.com

License ID: 068128

48 Maple Manor Rd, Center Conway , New Hampshire, 03813, USA

 𖡡   2 Burlington Woods Dr. Suite 100, Burlington, Massachusetts, 01803, USA 

Get My App

      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Luxury Living
      4. Log Homes Listings
      5. Waterfront Homes
      6. Lake Winnipesaukee
      7. Silver Lake
      Sell
      1. Sell My Home
      2. Probate Property
      3. Home Valuation
      4. Sold Listings
      New Hampshire
      1. Belknap County
      2. Carroll County
      3. Cheshire County
      4. Coos County
      5. Grafton County
      6. Hillsborough County
      7. Merrimack County
      8. Rockingham County
      9. Strafford County
      10. Sullivan County
      Massachusetts
      1. Worcester County
      2. Bristol County
      3. Middlesex County
      4. Plymouth County
      5. Suffolk County
      About
      1. About Us
      2. Contact Us
      3. Reviews
      Blogs
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility