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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. 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 $77,000

Rarely available great deeded garage space on level G1. Add value to your condo.

  • 72773207 MLS
Courtesy of Grover Group Real Estate LLC

Listing courtesy of Leslie Grover from Grover Group Real Estate LLC

56 Byron Road Unit 4, Boston image
56 Byron Road Unit 4, Boston — Woodside Complex $385,000

This unit is completely renovated 2 Bedroom unit in Chestnut Hill Village. Modern, recently renovated Eat-in Kitchen with Quartz countertop with all brand new stainless a...

  • 2 Beds
  • 1 Baths
  • 72759087 MLS
  • Woodside Complex Bldg.
Courtesy of 360 Realty LLC

Listing courtesy of Rajit Shrestha from 360 Realty LLC

21 Westgate Rd Unit 3, Boston image
21 Westgate Rd Unit 3, Boston — Chestnut Village $399,000

Beautiful, sunny, two bedroom one bathroom corner unit with natural aesthetics on the second floor. Located in Chestnut Village, a picturesque place to live full of green...

  • 2 Beds
  • 1 Baths
  • 72758501 MLS
  • Chestnut Village Bldg.
Courtesy of Thread Real Estate, LLC

Listing courtesy of Albert Tu from Thread Real Estate, LLC

280 Boylston St Unit 111, Newton image
280 Boylston St Unit 111, Newton — Imperial Towers $415,000

Enjoy luxury living in this 800 sf one bedroom condo in Chestnut Hill's Imperial Towers. Renovated in 2013, this bright unit offers an updated kitchen with stainless app...

  • 1 Beds
  • 1 Baths
  • 72751170 MLS
  • Imperial Towers Bldg.
Courtesy of Keller Williams Realty

Listing courtesy of Randolph Herman from Keller Williams Realty

80 Boylston St Unit 1, Newton image
80 Boylston St Unit 1, Newton — Hammond Gardens $470,000

This dramatic and bright renovated 2 bedroom condo unit is located at Hammond Gardens in the heart of Chestnut Hill. Conveniently located near shops, restaurants, grocery...

  • 2 Beds
  • 1 Baths
  • 72776214 MLS
  • Hammond Gardens Bldg.
Courtesy of Hammond Residential Real Estate

Listing courtesy of Nancy Landau from Hammond Residential Real Estate

50 Broadlawn Unit 305, Boston image
50 Broadlawn Unit 305, Boston — Broadlawn Park $489,000

Brookline/Newton living in Chestnut Hill on the Brookline/Newton line. This upper level residence is unique for its location and custom renovations. From kitchens and bat...

  • 2 Beds
  • 2 Baths
  • 72744267 MLS
  • Broadlawn Park Bldg.
Courtesy of Maxfield & Company Real Estate

Listing courtesy of John Maxfield from Maxfield & Company Real Estate

280 Boylston St Unit 403, Newton image
280 Boylston St Unit 403, Newton — Imperial Towers $489,000 ▼

Desirable Chestnut Hill Condominium at Imperial Towers. Spacious 1 bedroom with updated master bath and walk-in closet. Updated bright white kitchen, half bath and a ...

  • 1 Beds
  • 2 Baths
  • 72755748 MLS
  • Imperial Towers Bldg.
Courtesy of Coldwell Banker Realty - Newton

Listing courtesy of Tina Sachs from Coldwell Banker Realty - Newton

10 Hammond Pond Pkwy Unit 108, Newton image
10 Hammond Pond Pkwy Unit 108, Newton — Hammond Park $565,000 ▼

Ideally located in Chestnut Hill, this spacious first-floor unit features a bright and refreshing open floor plan. The living room, with large windows and hardwood floori...

  • 2 Beds
  • 2 Baths
  • 72746236 MLS
  • Hammond Park Bldg.
Courtesy of Hammond Residential Real Estate

Listing courtesy of Debby Belt from Hammond Residential Real Estate

254 Clyde St Unit 2, Brookline image
254 Clyde St Unit 2, Brookline $629,000 ▼

This Gorgeous, light filled 2 bedroom condo (could easily convert to 3) is located in the highly sought after Chestnut Hill neighborhood. The warm and inviting second f...

  • 2 Beds
  • 1 Baths
  • 72707040 MLS
Courtesy of Cana Realty, LLC

Listing courtesy of Liza Carreiro from Cana Realty, LLC

37 Louise Rd Unit 37, Newton image
37 Louise Rd Unit 37, Newton $649,000 ▼

A fabulous 3 bedroom condo in Chestnut hill, minutes from Wegman's plaza, Newton South High School and other convenience of Rte 9. Nestled in a quiet cul-de-sac, this ele...

  • 3 Beds
  • 2 Baths
  • 72692769 MLS
Courtesy of Redfin Corp.

Listing courtesy of Scott Driscoll from Redfin Corp.

250 Hammond Pond Parkway Unit 512S, Newton image
250 Hammond Pond Parkway Unit 512S, Newton — Towers of Chestnut Hill $729,000

Residence 512S, located on the 5th floor of the five-star condominium Chestnut Hill Towers. An opportunity to live behind the gates, Hammond Pond Parkways most prominent ...

  • 2 Beds
  • 2 Baths
  • 72770440 MLS
  • Towers of Chestnut Hill Bldg.
Courtesy of Hammond Residential Real Estate

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

250 Hammond Pond Parkway Unit 1201N, Newton image
250 Hammond Pond Parkway Unit 1201N, Newton — Towers of Chestnut Hill $735,000

The panoramic Boston skyline views of the city lights, and surrounding landscape from this commanding corner front facing 12th floor welcoming condominium is breathtaking...

  • 2 Beds
  • 2 Baths
  • 72771255 MLS
  • Towers of Chestnut Hill Bldg.
Courtesy of Hammond Residential Real Estate

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

250 Hammond Pond Parkway Unit 1212S, Newton image
250 Hammond Pond Parkway Unit 1212S, Newton — Towers of Chestnut Hill $749,000

From the moment you drive up to the imposing circular drive, the Towers offers the ultimate in privacy, service and luxury. Fully amenitized living, including heated indo...

  • 2 Beds
  • 2 Baths
  • 72773159 MLS
  • Towers of Chestnut Hill Bldg.
Courtesy of Hammond Residential Real Estate

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

250 Hammond Pond Pkwy Unit 1610S, Newton image
250 Hammond Pond Pkwy Unit 1610S, Newton — The Towers of Chestnut Hill $749,000

SHOWINGS BY APPOINTMENT. The Towers of Chestnut Hill: This bright 2 bedroom, 2 bath residence, with its quasi-penthouse(16th floor)views of the Blue Hills mountains, has ...

  • 2 Beds
  • 2 Baths
  • 72776140 MLS
  • The Towers of Chestnut Hill Bldg.
Courtesy of Red Tree Real Estate

Listing courtesy of James Kopecky from Red Tree Real Estate

675 Hammond St Unit 3, Brookline image
675 Hammond St Unit 3, Brookline — The Hammond House Condominium $799,000

This stylish, 2-level condo with over 1,600 sq ft feels like a single family home! Main living level features a bright, contemporary living room/family room with strikin...

  • 3 Beds
  • 2 Baths
  • 72772617 MLS
  • The Hammond House Condominium Bldg.
Courtesy of Coldwell Banker Realty - Brookline

Listing courtesy of Dan J. Keating from Coldwell Banker Realty - Brookline

250 Hammond Pond Pkwy Unit 1608S, Newton image
250 Hammond Pond Pkwy Unit 1608S, Newton — Towers of Chestnut Hill $897,000

Move right into this attractive, sun-splashed 3-bedroom condominium in Chestnut Hill Towers. Located on the 16th floor of the South building, this unit has extraordinary ...

  • 3 Beds
  • 2 Baths
  • 72777230 MLS
  • Towers of Chestnut Hill Bldg.
Courtesy of Coldwell Banker Realty - Newton

Listing courtesy of Ilene Solomon from Coldwell Banker Realty - Newton

250 Hammond Pond Parkway Unit 1108S, Newton image
250 Hammond Pond Parkway Unit 1108S, Newton — The Towers at Chestnut Hill $939,000

Luxury living at The Towers in spacious comfort! Rarely available 3 bedroom-master bedroom suite with master bath and walk-in closet. A second and third bedroom for fam...

  • 3 Beds
  • 2 Baths
  • 72777203 MLS
  • The Towers at Chestnut Hill Bldg.
Courtesy of RE/MAX Revolution

Listing courtesy of Mike DelRose Real Estate Team from RE/MAX Revolution

321 Hammond Pond Parkway Unit 106, Brookline image
321 Hammond Pond Parkway Unit 106, Brookline — Hammond Pond Place $949,900

Beautiful first floor condominium now available at Hammond Pond Place! Two bedroom, 2 bath home located within walking distance to "The Street" and a 15-minute walk to th...

  • 2 Beds
  • 2 Baths
  • 72769400 MLS
  • Hammond Pond Place Bldg.
Courtesy of Coldwell Banker Realty - Back Bay

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

629 Hammond St Unit E313, Brookline image
629 Hammond St Unit E313, Brookline — Hammondswood at Chestnut Hill $997,000

Rarely available, move right into this highly desirable 2 bedroom condo plus den, in the Hammondwoods at Chestnut Hill. It has an open layout but feels private with well-...

  • 2 Beds
  • 2 Baths
  • 72770464 MLS
  • Hammondswood at Chestnut Hill Bldg.
Courtesy of Coldwell Banker Realty - Newton

Listing courtesy of Ilene Solomon from Coldwell Banker Realty - Newton

290 Lagrange Street Unit 290, Newton image
290 Lagrange Street Unit 290, Newton $1,000,000

Gorgeous, well maintained and room for all. This is a special home with wonderful character and detail. Large Spacious 3 Bedroom Condo Townhouse in Chestnut Hill. Very Op...

  • 3 Beds
  • 4 Baths
  • 72776619 MLS
Courtesy of Realty Executives Boston West

Listing courtesy of Bill Jagher from Realty Executives Boston West

77 Florence St Unit 301N, Newton image
77 Florence St Unit 301N, Newton — Hampton Place $1,100,000 ▼

Price reduced by $50,000! In fabulous Hampton Place, superb 2 bedroom, 2 bath 3rd floor unit with westerly views. Great kitchen layout with smooth cooktop range, wall ove...

  • 2 Beds
  • 2 Baths
  • 72748468 MLS
  • Hampton Place Bldg.
Courtesy of Coldwell Banker Realty - Newton

Listing courtesy of Karen Edgers from Coldwell Banker Realty - Newton

250 Hammond Pond Pkwy Unit 1605S, Newton image
250 Hammond Pond Pkwy Unit 1605S, Newton — The Towers of Chestnut Hill $1,149,000

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 skylin...

  • 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

629 Hammond St Unit W110, Brookline image
629 Hammond St Unit W110, Brookline — Hammondswood $1,195,000 ▼

Rare offering at Hammondswood at Chestnut Hill: Spacious 2 bed, w/office/den, 2 1/2 bath, laundry in-unit, central air, 9’ ceilings with wood floors throughout. Modern ki...

  • 2 Beds
  • 3 Baths
  • 72738000 MLS
  • Hammondswood Bldg.
Courtesy of William Raveis R. E. & Home Services

Listing courtesy of Shari Sklar Jacobson from William Raveis R. E. & Home Services

269 Bonad RD, Brookline image
269 Bonad RD, Brookline $1,225,000 ▼

PRICE ADJUSTMENT.......Welcome home to this elegant white-washed brick Georgian Colonial style home. This home is set stately on a sun-drenched knoll in Chestnut Hill. E...

  • 3 Beds
  • 2 Baths
  • 72766963 MLS
Courtesy of Coldwell Banker Realty - Newton

Listing courtesy of Harold Klingsberg from Coldwell Banker Realty - Newton

49-51 Louise Road, Newton image
49-51 Louise Road, Newton $1,295,000 ▼

PRICE IMPROVEMENT for the next owner!!! This 2-UNIT MULTI PROPERTY is a RARE find in Chestnut Hill/Newton. Owned for 25 years and ready to SELL! Great for INVESTORS and/o...

  • 5 Beds
  • 2 Baths
  • 72688155 MLS
Courtesy of Realty Executives Boston West

Listing courtesy of Amy Lam from Realty Executives Boston West

503 Beacon St, Newton image
503 Beacon St, Newton $1,625,000 ▲

Rare opportunity in a premier location where desirable Chestnut Hill meets Newton Centre. Ideal for builder or buyer with builder looking to create and finish this spacio...

  • 4 Beds
  • 4 Baths
  • 72765815 MLS
Courtesy of Coldwell Banker Realty - Newton

Listing courtesy of Jennifer LaFleur from Coldwell Banker Realty - Newton

503 Beacon St, Newton image
503 Beacon St, Newton $1,625,000 ▲

Rare opportunity in a premier location where desirable Chestnut Hill meets Newton Centre. Ideal for builder or buyer with builder looking to create and finish this spacio...

  • 72766121 MLS
Courtesy of Coldwell Banker Realty - Newton

Listing courtesy of Todd Glaskin from Coldwell Banker Realty - Newton

355 Vfw Pkwy, Brookline image
355 Vfw Pkwy, Brookline $1,649,000 ▼

Beautiful, classic multi-family home in prime Brookline locale within the Baker School District. This solid income-producing property has updated high end oil heating sys...

  • 7 Beds
  • 2 Baths
  • 72738635 MLS
Courtesy of Coldwell Banker Realty - Back Bay

Listing courtesy of Benjamin Snow from Coldwell Banker Realty - Back Bay

250 Hammond Pond Parkway Unit 1704S, Newton image
250 Hammond Pond Parkway Unit 1704S, Newton — The Towers of Chestnut Hill $2,100,000

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

Lot 3 Moody Street, Newton image
Lot 3 Moody Street, Newton $2,199,900

The ENCLAVE at CHESTNUT HILL ! Featuring 6 Brand new Homes ! Choose your own finishes! Spectacular New Construction in the final stages of building located on a quiet str...

  • 5 Beds
  • 5 Baths
  • 72724705 MLS
Courtesy of Realty Associates

Listing courtesy of Michael J. Quinn from Realty Associates

31 Chestnut Hill Terrace, Newton image
31 Chestnut Hill Terrace, Newton $2,499,000

Located on Olde Chestnut Hill on a dead-end road, this brick front colonial has undergone a gut renovation followed by a careful ly crafted and planned expansion transfor...

  • 4 Beds
  • 5 Baths
  • 72719487 MLS
Courtesy of Helm Residential LLC

Listing courtesy of Michael T. Forde from Helm Residential LLC

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

The Hammond House (circa 1714) in Chestnut Hill is an exquisite, newly renovated and expanded Colonial home, situated on .60 acre of established gardens. This Historic tr...

  • 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

65 Essex Rd, Newton image
65 Essex Rd, Newton $6,195,000

In one of the most premier locations close to Boston, this idyllic estate property is sited on over 1.25 acres of breathtaking grounds in coveted Old Chestnut Hill. Built...

  • 6 Beds
  • 7 Baths
  • 72741575 MLS
Courtesy of William Raveis R. E. & Home Services

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

1 Cabot, Brookline image
1 Cabot, Brookline $7,500,000

Amazing opportunity to purchase a 80,000 sq foot buildable private house lot in Brookline. Ready for your blueprints. This beautiful sought after area is known as Chestn...

  • 72768249 MLS
Courtesy of S. Rose Realty

Listing courtesy of Sherryl Rosenberg from S. Rose Realty

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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