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Housing in Chestnut Hill, MA 02467

Local Schools & Restaurants -- Featured Listings

Jim Sells Chestnut Hill - The Mall at Chestnut Hill

Chestnut Hill is regarded as a wealthy village, the patrician borough of stately homes and home of Boston College, located just six miles west of downtown Boston; but, unlike most villages, Chestnut Hill encompasses parts of three separate municipalities, each of which is in a different county: the town of Brookline in Norfolk County; the city of Boston (parts of its neighborhoods of Brighton and West Roxbury) in Suffolk County; and the city of Newton (all of its village of Chestnut Hill) in Middlesex County. Its borders are roughly defined by the 02467 zip code.

Chestnut Hill Estate

Due to the significance of its landscape and architecture, parts of Chestnut Hill are designated as historic districts. You might enjoy fishing or hiking in its Hammond Pond Reservation, a protected woodland park. Myself, my dogs and I enjoy walking/exploring its various trails.

There are a couple of fairly easy-to-walk trails through the area and several off-shoots here and there. We climbed up the hill the other day and took this photo looking down over the pond.

Hammond Pond, Chestnut Hill, MA

Its major retail centers - Chestnut Hill Mall, Chestnut Hill Square and the Chestnut Hill Shopping Center - are located along SR-9 between Hammond St and Langley Rd, in Newton. Jim's favorite restaurants in Chestnut Hill are not surprisingly mainly located in the malls: Legal Seafood, Cheesecake Factory, The Capital Grille, Shake Shack, Davios, etc. 

Chestnut Hill AMC

If you are a commuter, Chestnut Hill is served fairly well by public transit - by three branches of the Green Line as well as several bus lines. This is especially necessary within the boundaries of Brookline because that town has strict parking regulations. It even has an overnight on-street parking ban which is unusual for such a dense area. Please inform yourself of its parking restrictions. This said, Newton, too, has an overnight parking ban in the winter. Narrow streets, parked cars, and snow make it difficult for emergency vehicles to get where they might need to go.

Beaver Country Day School

Chestnut Hill is also known for its excellent Brookline and Newton schools which are supported in large part by high property taxes. Fortunately, Brookline offers a bit of a tax break for owner occupants who apply for the residential exemption. Newton has no such exemption. Boston does offer a similar property tax break, but its schools are not well regarded. Taxes aside, if you have school age children, you will want to read what options are available to transport them to and from school; but first, you need to know which school district your property is located in! If you know which city or county your prospective home is in, that there will tell you which school district. If you do not know which city or county, you can contact Jim and he will let you know which one based upon the property address you provide. Alternatively, you can search each of the city's databases by address and see which holds the winning address! Here are Brookline's, Boston's, and Newton's's databases. Several private primary and secondary schools, including the Beaver Country Day School, Brimmer School, The Chestnut Hill School, and Lynch School - The Boston College Campus School (for special needs) are located in the village.

Chestnut Hill Residence

Single family homes in Chestnut Hill have been running from $800,000 to $23,000,000 while condominiums have been running from $265,000 to $2,100,000. Pricing varies depending upon size, location, and amenities. Real estate markets are very fluid and can fluctuate in a matter of hours because homes can come on and off the market daily... even hourly. What is currently offered for sale is listed below. The following chart is a visual representation of the cyclical nature of real estate and compares the ups and downs of Chestnut Hill to the ups and downs of Boston proper. The taller the column the better it is for buyers. The shorter the column the better it is for sellers. Hence 2006 was the best time for a buyer to buy in Chestnut Hill, while 2014 was the best year for sellers. The graphic below indicates an approaching buyer's market.

Visual graphic of real estate activity in Chestnut Hill

If you scroll to the bottom of this page, you will see all the available listings in all of Chestnut Hill. If you use the search box at the top of the page and click on advance search, you can confine the search to a certain price range or town, then price, bedrooms, etc to narrow down the field. Just remember, Chestnut Hill is just basically an area with a common zip code and is not an incorporated town with its own laws. You will be governed by the laws promulgated by and pay taxes to the town in which you reside. So, determine first, in which town you wish to reside and then begin your search.

One such customized search might be for The Towers of Chestnut Hill.

If you are interested in other nearby Newton neighborhoods, choose from below:

Alternatively, click here to open the Interactive Map Search.

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Area Schools

Great Schools provides ratings for most schools in the United States. Below, you can see what schools are near the address you are thinking of buying and then compare it to other neighboring schools.

Today's Featured Properties in Chestnut Hill

250 Hammond Pond Parkway, Newton image
250 Hammond Pond Parkway, Newton $75,000

Garage deeded space on level G1. Garage parking is rarely available, Add value to your condo!

  • 72811956 MLS
Courtesy of Grover Group Real Estate LLC

Listing courtesy of Leslie Grover from Grover Group Real Estate LLC

55 Broadlawn Park Unit 19, Boston image
55 Broadlawn Park Unit 19, Boston — Broadlawn Park $430,000 ▼

Freshly painted with beautifully refinished hardwood/parquet floors. This lovely gem of a garden unit has it all. Conveniently located in Broadlawn Park, this condo featu...

  • 2 Beds
  • 2 Baths
  • 72837151 MLS
  • Broadlawn Park Bldg.
Courtesy of Realty Executives Boston West

Listing courtesy of Roberta Waters from Realty Executives Boston West

250 Hammond Pond Parkway Unit 111N, Newton image
250 Hammond Pond Parkway Unit 111N, Newton — Towers of Chestnut Hill $560,000 ▼

Residence 111N, the rarest of rare, updated first floor unit located right off the lobby. This welcoming home showcases tremendous space, light and well-proportioned room...

  • 1 Beds
  • 2 Baths
  • 72844545 MLS
  • Towers of Chestnut Hill Bldg.
Courtesy of Hammond Residential Real Estate

Listing courtesy of Richard C. Dore from Hammond Residential Real Estate

280 Boylston Unit 906, Newton image
280 Boylston Unit 906, Newton — Imperial Towers $564,000 ▼

Just renovated and looking beautiful! Largest 1 bedroom available at Imperial Towers with den or second bedroom on the 9th floor overlooking the pool! Master bedroom wit...

  • 1 Beds
  • 2 Baths
  • 72836288 MLS
  • Imperial Towers Bldg.
Courtesy of William Raveis R.E. & Home Services

Listing courtesy of Linda Lerner from William Raveis R.E. & Home Services

280 Boylston St Unit 508, Newton image
280 Boylston St Unit 508, Newton — Imperial towers $568,000

Imperial Towers...Spacious, totally renovated bright unit, consisting of one bedroom and bonus room (suitable for den, second bedroom or office), a sleek white kitchen wi...

  • 1 Beds
  • 2 Baths
  • 72859968 MLS
  • Imperial towers Bldg.
Courtesy of Coldwell Banker Realty - Newton

Listing courtesy of Tina Sachs from Coldwell Banker Realty - Newton

20 Hammond Pond Pkwy Unit 305, Newton image
20 Hammond Pond Pkwy Unit 305, Newton — Hammond Park Condominiums $699,900 ▼

Beautifully renovated 2 bedroom unit in Chestnut Hill. Enter through lovely foyer into open-concept floor plan full of natural light, gleaming laminate hardwood floors th...

  • 2 Beds
  • 2 Baths
  • 72841952 MLS
  • Hammond Park Condominiums Bldg.
Courtesy of Fitkova Realty Group

Listing courtesy of Miroslava Fitkova from Fitkova Realty Group

321 Hammond Pond Parkway Unit 106, Brookline image
321 Hammond Pond Parkway Unit 106, Brookline — Hammond Pond Place $859,000 ▼

Beautiful first-floor condominium at Hammond Pond Place! Two bedrooms, 2 bath home located within walking distance to "The Street" and a 15-minute walk to the Green line....

  • 2 Beds
  • 2 Baths
  • 72805852 MLS
  • Hammond Pond Place Bldg.
Courtesy of Coldwell Banker Realty - Back Bay

Listing courtesy of The Piracini Group from Coldwell Banker Realty - Back Bay

250 Hammond Pond Pkwy Unit 1605S, Newton image
250 Hammond Pond Pkwy Unit 1605S, Newton — The Towers of Chestnut Hill $959,900 ▼

Come Home! Rarely available! South Facing! 16th Floor END unit at The Towers of Chestnut Hill! Rooms with Wall of windows offering Panoramic view of the Boston skyline ...

  • 2 Beds
  • 2 Baths
  • 72761539 MLS
  • The Towers of Chestnut Hill Bldg.
Courtesy of Z. Realty

Listing courtesy of Ai Cheng Goh from Z. Realty

19 Eliot Crescent Unit 1, Brookline image
19 Eliot Crescent Unit 1, Brookline $998,900 ▼

Chestnut Hill Beauty! 2nd chance due to buyer default/emotional breakdown! Nature lovers, pet persons, etc., you need to see this updated 2 level condo with granite coun...

  • 2 Beds
  • 2 Baths
  • 72830561 MLS
Courtesy of Coldwell Banker Realty - Sudbury

Listing courtesy of Samuel L. Webb II from Coldwell Banker Realty - Sudbury

229 Grove St, Brookline image
229 Grove St, Brookline $1,099,000

Wonderful South Brookline Colonial style home with lovely character throughout. Set back away from the road this home offers professionally landscaped grounds with carefu...

  • 3 Beds
  • 3 Baths
  • 72870890 MLS
Courtesy of Hammond Residential Real Estate

Listing courtesy of Michele Friedler Team from Hammond Residential Real Estate

111 Algonquin Rd Unit 111, Newton image
111 Algonquin Rd Unit 111, Newton — The Fairways $1,139,000 ▼

Located in the townhouse community ‘The Fairways,’ this peaceful & lush retreat offers space & comfort mingled w/ the luxuries of private outdoor spaces, garage pkg & acc...

  • 3 Beds
  • 3 Baths
  • 72847240 MLS
  • The Fairways Bldg.
Courtesy of The Charles Realty

Listing courtesy of Sarah Glovsky from The Charles Realty

356 Clyde Street, Brookline image
356 Clyde Street, Brookline $1,150,000 ▼

ZONED FOR A MULTI-FAMILY! It was used as a single family for many years! This expansive home awards many opportunities for an end user or investor. Very open floor plan w...

  • 3 Beds
  • 2 Baths
  • 72845432 MLS
Courtesy of William Raveis R.E. & Home Services

Listing courtesy of Cain Realty Group from William Raveis R.E. & Home Services

145 Pond Brook Road, Newton image
145 Pond Brook Road, Newton $1,195,000 ▼

HUGE PRICE DROP!!!! SEE IT SOON! Beautiful 5 Bed 3 Bath home in a high demanded Newton neighborhood. Perfect for entertaining with vaulted kitchen ceiling open to dining ...

  • 5 Beds
  • 3 Baths
  • 72852116 MLS
Courtesy of East Coast Realty, Inc.

Listing courtesy of Tsz Chun Yung from East Coast Realty, Inc.

2400 Beacon Unit 412, Boston image
2400 Beacon Unit 412, Boston — The Waterworks $1,250,000

Walk into the picture-perfect corner unit at the Waterworks of Chestnut Hill. Welcome to this beautiful unit that comes with unbeatable location & enjoyable features. Co...

  • 2 Beds
  • 3 Baths
  • 72868581 MLS
  • The Waterworks Bldg.
Courtesy of Keller Williams Realty

Listing courtesy of SK Group from Keller Williams Realty

601 Heath, Brookline image
601 Heath, Brookline $1,399,000

The perfect blend of Contemporary and Charm!This modern setting with three bedrooms ,one full & one half bath was beautifully gut renovated in 2017.The first floor featur...

  • 3 Beds
  • 2 Baths
  • 72866125 MLS
Courtesy of Castles Unlimited®

Listing courtesy of Esin Susol from Castles Unlimited®

132 Algonquin Rd, Newton image
132 Algonquin Rd, Newton $1,450,000

NEW LISTING: OPEN HOUSE SUN. 7/25, 11:30- 1. This classic updated Chestnut Hill colonial home features a flexible floor plan, beautiful well preserved original details in...

  • 5 Beds
  • 3 Baths
  • 72870442 MLS
Courtesy of Greater Boston Home Buying

Listing courtesy of Greater Boston Home Team from Greater Boston Home Buying

321 Hammond Pond Pkwy Unit 307, Brookline image
321 Hammond Pond Pkwy Unit 307, Brookline — Hammond Pond Place $1,475,000 ▼

Stunning corner unit with breathtaking, 1000+ square foot, private outdoor space! This sun-drenched 1,531 sq. foot condo features an open floor plan, two bedrooms two bat...

  • 2 Beds
  • 2 Baths
  • 72854450 MLS
  • Hammond Pond Place Bldg.
Courtesy of Coldwell Banker Realty - Brookline

Listing courtesy of Jamie Genser from Coldwell Banker Realty - Brookline

753 Boylston, Brookline image
753 Boylston, Brookline $1,495,000 ▼

Pleased to present 753 Boylston Street, an oversized 4500 SF 3 unit apartment building located in Brookline, MA available for the first time in 50+ years. The property i...

  • 11 Beds
  • 3 Baths
  • 72791024 MLS
Courtesy of Marcus & Millichap Real Estate Investment Services

Listing courtesy of Evan Griffith from Marcus & Millichap Real Estate Investment Services

250 Hammond Pond Parkway Unit 1704S, Newton image
250 Hammond Pond Parkway Unit 1704S, Newton — The Towers of Chestnut Hill $1,700,000 ▼

Don't miss this very rare opportunity to own the largest luxury penthouse condo in the most sought after full-service building in Chestnut Hill! A large open and sun-fil...

  • 3 Beds
  • 3 Baths
  • 72763805 MLS
  • The Towers of Chestnut Hill Bldg.
Courtesy of Berkshire Hathaway HomeServices Commonwealth Real Estate

Listing courtesy of Timothy Walls from Berkshire Hathaway HomeServices Commonwealth Real Estate

143 Florence St Unit 143, Newton image
143 Florence St Unit 143, Newton — 143-145 Florence Street Condominium $1,750,000

Enjoy all that Chestnut Hill has to offer in this luxury 5-6 bedroom, 4.5 bath townhouse that feels like a single family home! You'll fall in love with the chef's kitchen...

  • 5 Beds
  • 5 Baths
  • 72861916 MLS
  • 143-145 Florence Street Condominium Bldg.
Courtesy of Coldwell Banker Realty - Newton

Listing courtesy of Deanna Salemme from Coldwell Banker Realty - Newton

709 Hammond St, Brookline image
709 Hammond St, Brookline $1,799,000

Built in 1920, doubled in size in 2018, this two family house (over 4,500sf) is located in the heart of Chestnut Hill Brookline. Upper unit: beautifully expanded and reno...

  • 6 Beds
  • 6 Baths
  • 72782356 MLS
Courtesy of Hammond Residential Real Estate

Listing courtesy of Ezra Stillman from Hammond Residential Real Estate

515 Beacon Street, Newton image
515 Beacon Street, Newton $1,815,000 ▼

Perched above and overlooking Beacon Street, this 1925 Tudor Revival is nestled in its own private setting in desirable Chestnut Hill. Impressive rich period-detail and q...

  • 4 Beds
  • 4 Baths
  • 72840725 MLS
Courtesy of Coldwell Banker Realty - Newton

Listing courtesy of Judith Oriel from Coldwell Banker Realty - Newton

771 Heath St Unit 771, Brookline image
771 Heath St Unit 771, Brookline — The Parkway $1,895,000 ▼

Don't miss this modern, bright & spacious three floor townhome located in Chestnut Hill. This spectacular home features its own elevator and full size laundry. The stunni...

  • 3 Beds
  • 4 Baths
  • 72861779 MLS
  • The Parkway Bldg.
Courtesy of The Hub Real Estate LLC

Listing courtesy of Richard A. Horvitz from The Hub Real Estate LLC

771 Heath St Unit 771, Brookline image
771 Heath St Unit 771, Brookline $1,895,000

Don't miss this modern, bright & spacious three floor townhome located in Chestnut Hill. This spectacular home features its own elevator and full size laundry. The stunni...

  • 3 Beds
  • 4 Baths
  • 72867461 MLS
Courtesy of The Hub Real Estate LLC

Listing courtesy of Richard A. Horvitz from The Hub Real Estate LLC

21 Louise Rd, Newton image
21 Louise Rd, Newton $1,898,000 ▼

Suburban living with an urban feel. Gorgeous New Construction a sensational Chestnut Hill location. Built to live like a single family with a striking blend of contempora...

  • 4 Beds
  • 4 Baths
  • 72826047 MLS
Courtesy of Compass

Listing courtesy of Allison Blank from Compass

21 Louise Rd Unit 21, Newton image
21 Louise Rd Unit 21, Newton $1,898,000 ▼

Suburban living with an urban feel. Gorgeous New Construction a sensational Chestnut Hill location. Built to live like a single family with a striking blend of contempora...

  • 4 Beds
  • 4 Baths
  • 72826051 MLS
Courtesy of Compass

Listing courtesy of Allison Blank from Compass

152 Harwich Road, Newton image
152 Harwich Road, Newton $2,700,000

This exceptional custom 4+BR,5.5BA residence is privately sited at the end of a cul-de-sac, on an 18,000sf secluded lot facing acres of conservation land.Built on a grand...

  • 4 Beds
  • 6 Baths
  • 72870086 MLS
Courtesy of Hammond Residential Real Estate

Listing courtesy of Natasha Roberts from Hammond Residential Real Estate

19 Lyon. Road, Brookline image
19 Lyon. Road, Brookline $2,797,000

Stunning and inviting contemporary Colonial set on a private flat lot at the end of a quiet cul de sac in Chestnut Hill. A rare find of a 10 year old home with a bright ...

  • 6 Beds
  • 5 Baths
  • 72864928 MLS
Courtesy of William Raveis R.E. & Home Services

Listing courtesy of Robb Silva from William Raveis R.E. & Home Services

17 Old England Rd, Newton image
17 Old England Rd, Newton $2,950,000 ▼

New price! This stately home is situated on a corner lot in historic Chestnut Hill. This 1920's brick center-entrance Colonial highlights classic architecture and period...

  • 8 Beds
  • 6 Baths
  • 72813082 MLS
Courtesy of Coldwell Banker Realty - Newton

Listing courtesy of Sheila Goddess from Coldwell Banker Realty - Newton

744 Newton St, Brookline image
744 Newton St, Brookline $3,100,000

Set in Chestnut Hill, a private circular driveway leads to this magnificent and extensively renovated residence designed with both an old world charm and a contemporary f...

  • 5 Beds
  • 5 Baths
  • 72867788 MLS
Courtesy of Hammond Residential Real Estate

Listing courtesy of Debby Belt from Hammond Residential Real Estate

77 Hallwood Rd., Brookline image
77 Hallwood Rd., Brookline $3,600,000

This classic and stately brick Tudor home in Chestnut Hill was built in a bygone era of superb craftsmanship and attention to detail. The property sits on a magnificently...

  • 5 Beds
  • 6 Baths
  • 72866656 MLS
Courtesy of Compass

Listing courtesy of Bayley & Natoli from Compass

20 Woodchester Drive, Newton image
20 Woodchester Drive, Newton $3,799,000 ▼

Stunning 2018 construction nestled in coveted Ward School neighborhood. Built with thoughtful design & meticulous attention to detail by an award-winning builder, this sp...

  • 5 Beds
  • 7 Baths
  • 72825985 MLS
Courtesy of Compass

Listing courtesy of Donahue Maley and Burns Team from Compass

55 Norfolk Rd, Brookline image
55 Norfolk Rd, Brookline $3,850,000

On a charming private way in a coveted Chestnut Hill location sits this Queen Anne impeccably renovated home with ~5700sf of living space. The current owners updated to t...

  • 6 Beds
  • 5 Baths
  • 72835782 MLS
Courtesy of MGS Group Real Estate LTD

Listing courtesy of Maggie Gold Seelig from MGS Group Real Estate LTD

66 Cutler Ln, Brookline image
66 Cutler Ln, Brookline $5,295,000 ▼

PRICE IMPROVEMENT! Located in Estate area of Brookline, at the end of a private way. Elegant residence offers privacy & functionality for today’s modern living. On over 1...

  • 5 Beds
  • 6 Baths
  • 72791584 MLS
Courtesy of William Raveis R. E. & Home Services

Listing courtesy of Robin Allen from William Raveis R. E. & Home Services

9 Old Orchard Rd, Newton image
9 Old Orchard Rd, Newton $5,450,000

The Hammond House (circa 1714) in Chestnut Hill is presently under renovation and expansion. This Historic treasure is situated on .60 acre of established gardens. It is ...

  • 7 Beds
  • 9 Baths
  • 72689301 MLS
Courtesy of William Raveis R. E. & Home Services

Listing courtesy of Ellen Karp from William Raveis R. E. & Home Services

125 Yarmouth Rd, Brookline image
125 Yarmouth Rd, Brookline $8,950,000

Welcome to Chestnut Hill’s most sought after neighborhood set in the thick of privacy. This home has been completely updated w/ a fabulous open layout & luxurious finishe...

  • 6 Beds
  • 8 Baths
  • 72827895 MLS
Courtesy of MGS Group Real Estate LTD

Listing courtesy of Maggie Gold Seelig from MGS Group Real Estate LTD

219 Commonwealth Avenue, Newton image
219 Commonwealth Avenue, Newton $16,750,000

The Chestnut Hill consists of 28 meticulously renovated market rate apartments and is located just a short walk from Boston College. The property underwent a complete ren...

  • 37 Beds
  • 28 Baths
  • 72814285 MLS
Courtesy of Boston Realty Advisors

Listing courtesy of Kevin Benzinger from Boston Realty Advisors

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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