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Chestnut Hill Homes for Sale

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  • 55 Reservoir Rd Unit 2, Chestnut Hill, MA 02467
    55 Reservoir Rd Unit 2, Chestnut Hill, MA 02467
    55 Reservoir Rd Unit 2, Chestnut Hill, MA 02467
    /20

    $799,000 Open Sun 11:30AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,087 Sq Ft

    55 Reservoir Rd Unit 2, Chestnut Hill, MA 02467

    New to Market! Don’t miss this rare opportunity to own a beautifully maintained, sun-filled 3BR, 1.5BA condo in one of Brookline’s most sought-after locations. This inviting home features an open and airy floor plan with high ceilings, oversized windows, and abundant natural light throughout. Well-appointed kitchen boasts maple cabinetry, granite countertops, stainless steel appliances, gas

    Jeff Groper Coldwell Banker Realty - Newton

    55 Reservoir Rd Unit 2, Chestnut Hill, MA 02467
  • 33 Hammond Pond Pkwy Unit 2, Chestnut Hill, MA 02467
    33 Hammond Pond Pkwy Unit 2, Chestnut Hill, MA 02467
    33 Hammond Pond Pkwy Unit 2, Chestnut Hill, MA 02467
    /7

    $449,000 Open Sun 12:30PM - 2PM

    • 1 Bed
    • 1 Bath
    • 710 Sq Ft

    33 Hammond Pond Pkwy Unit 2, Chestnut Hill, MA 02467

    SPACIOUS AND BRIGHT CONDO WITH TERRIFIC LOCATION!! This home offers a welcoming entrance into a spacious living room with a bank of windows and gleaming hardwood floors. The living room leads to a well equipped kitchen with ample counterspace and cabintry, built-in micro and outdoor access. A spacious bonus room off of the kitchen can be a dining room, office or (add a door) a second bedroom! The

    Moselande Joseph Coldwell Banker Realty - Newton

    33 Hammond Pond Pkwy Unit 2, Chestnut Hill, MA 02467
  • 1014 Boylston St, Chestnut Hill, MA 02467
    1014 Boylston St, Chestnut Hill, MA 02467
    1014 Boylston St, Chestnut Hill, MA 02467
    /38

    $19,000,000

    • 7 Beds
    • 11 Baths
    • 13,343 Sq Ft

    1014 Boylston St, Chestnut Hill, MA 02467

    Introducing Paine Estate, a grand Georgian Revival architectural treasure located in the highly coveted Chestnut Hill neighborhood of Brookline. This outstanding property has been extensively renovated, now combining traditional style and modern amenities with a thoughtful floor plan ideal for comfortable family living and grand entertaining. Exceptional features include a grand entry hall,

    Tracy Campion Campion & Company Fine Homes Real Estate

    1014 Boylston St, Chestnut Hill, MA 02467
  • 540 Chestnut Hill Ave, Brookline, MA 02445
    540 Chestnut Hill Ave, Brookline, MA 02445
    540 Chestnut Hill Ave, Brookline, MA 02445
    /20

    $5,000,000

    • 5 Beds
    • 4.5 Baths
    • 6,419 Sq Ft

    540 Chestnut Hill Ave, Brookline, MA 02445

    Beautifully restored 1900s French-style residence on an acre of land in Brookline’s coveted Fisher Hill. Over 6,000 sq ft of living space featuring five bedrooms and 4.5 bathrooms. Inviting foyer with fireplace & custom bookshelves, an impressive great room with 15’ ceilings & fireplace, an elegant living room with period details including a fireplace, and a dining room with French doors to a

    The Duffy Group Compass

    540 Chestnut Hill Ave, Brookline, MA 02445
  • 15 Glenland Rd, Chestnut Hill, MA 02467
    15 Glenland Rd, Chestnut Hill, MA 02467
    15 Glenland Rd, Chestnut Hill, MA 02467
    /22

    $3,749,000

    • 5 Beds
    • 4.5 Baths
    • 4,711 Sq Ft

    15 Glenland Rd, Chestnut Hill, MA 02467

    Experience luxury in this newly completed custom home by a renowned local builder. Ideally situated in the highly desirable Brookline/Chestnut Hill neighborhood, this residence offers the perfect blend of upscale living and everyday comfort. The sun splashed main level features an open & airy layout with soaring ceilings & oversized windows that fill the space with natural light. An elegant

    Rjp Sells Coldwell Banker Realty - Brookline

    15 Glenland Rd, Chestnut Hill, MA 02467
  • 0 Glenoe Rd, Brookline, MA 02467
    0 Glenoe Rd, Brookline, MA 02467
    0 Glenoe Rd, Brookline, MA 02467
    /6

    $2,295,000

    • Land
    • 0.4 Acre
    • $5,737,500 per Acre

    0 Glenoe Rd, Brookline, MA 02467

    Beautiful flat 0.40 acre lot in premier estate area of Brookline. Current demolition hold on existing house expires this month (Oct. ‘25).Exciting upgrades to Hammond St. are taking place, with the Town of Brookline approved “Road Diet” reducing traffic lanes from 4 lanes to two, with a median lane designated for turns only, and bike lanes in both directions. Expected completion in 2026. See Town

    Jason Gell RE/MAX On the Charles

    0 Glenoe Rd, Brookline, MA 02467
  • 3 Glenoe Rd, Chestnut Hill, MA 02467
    3 Glenoe Rd, Chestnut Hill, MA 02467
    3 Glenoe Rd, Chestnut Hill, MA 02467
    /7

    $2,295,000

    • 4 Beds
    • 5 Baths
    • 4,855 Sq Ft

    3 Glenoe Rd, Chestnut Hill, MA 02467

    Renovate or build new, on one of Brookline’s most desirable and picturesque streets and sought after neighborhoods. Existing GLA of nearly 5k sqft (988 finished basement), or build 4396 sqft by right on upper floors. Survey and existing conditions plans are available. Demo hold expires October 2025

    Jason Gell RE/MAX On the Charles

    3 Glenoe Rd, Chestnut Hill, MA 02467
  • 59 Ackers Ave Unit 1, Brookline, MA 02445
    59 Ackers Ave Unit 1, Brookline, MA 02445
    59 Ackers Ave Unit 1, Brookline, MA 02445
    /23

    $825,000

    • 2 Beds
    • 1 Bath
    • 1,128 Sq Ft

    59 Ackers Ave Unit 1, Brookline, MA 02445

    Experience the best of classic charm and modern convenience in this beautifully appointed 2-bedroom condo. As you enter, a spacious foyer with a coat closet provides a stylish and functional welcome. High ceilings and recessed lighting enhance the bright, open floor plan, which includes a sun-drenched living room and a dedicated dining area. The generous kitchen is a home chef's dream, boasting

    Michael Stein Redfin Corp.

    59 Ackers Ave Unit 1, Brookline, MA 02445
  • 27-29 Commonwealth Ave Unit 9, Chestnut Hill, MA 02467
    27-29 Commonwealth Ave Unit 9, Chestnut Hill, MA 02467
    27-29 Commonwealth Ave Unit 9, Chestnut Hill, MA 02467
    /20

    $595,000

    • 1 Bed
    • 1 Bath
    • 756 Sq Ft

    27-29 Commonwealth Ave Unit 9, Chestnut Hill, MA 02467

    Quintessential one bedroom, one bathroom condo with 1 garage parking space and in-unit laundry in the heart Newton. Open concept floor plan offers oversized windows that stream natural light - a perfect floor plan for entertaining. Updated kitchen boasts granite countertops, stainless steel appliances and a breakfast bar with seating for 4. The spacious living room features hardwood floors and

    Jillian Adler Compass

    27-29 Commonwealth Ave Unit 9, Chestnut Hill, MA 02467
  • 88 Essex Rd, Chestnut Hill, MA 02467
    88 Essex Rd, Chestnut Hill, MA 02467
    88 Essex Rd, Chestnut Hill, MA 02467
    /29

    $9,700,000

    • 5 Beds
    • 6.5 Baths
    • 8,750 Sq Ft

    88 Essex Rd, Chestnut Hill, MA 02467

    Welcome to 88 Essex Road, a breathtaking home located on over an acre of land, on a private road in the heart of Chestnut Hill, Newton. This residence features 5+ spacious bedrooms and an open and airy layout. The first floor includes an expansive chef’s kitchen which is open to a bright breakfast area and family room, while the spacious living and dining rooms flow seamlessly to a patio, perfect

    Maggie Gold Seelig MGS Group Real Estate LTD

    88 Essex Rd, Chestnut Hill, MA 02467
  • 321 Hammond Pond Pkwy Unit 106, Chestnut Hill, MA 02467
    321 Hammond Pond Pkwy Unit 106, Chestnut Hill, MA 02467
    321 Hammond Pond Pkwy Unit 106, Chestnut Hill, MA 02467
    /30

    $949,000

    • 2 Beds
    • 2 Baths
    • 1,188 Sq Ft

    321 Hammond Pond Pkwy Unit 106, Chestnut Hill, MA 02467

    Welcome to Hammond Pond Place! This bright and spacious 2 bed, 2 bath condo offers modern living in the heart of Chestnut Hill. The open floor plan features high ceilings, hardwood floors, and a sun-splashed living/dining area with a sliding glass door that fills the space with natural light. The kitchen is equipped with stainless steel appliances, granite counters, and an oversized breakfast bar

    Jiajia Xin LPT Realty, LLC

    321 Hammond Pond Pkwy Unit 106, Chestnut Hill, MA 02467
  • 27-29 Commonwealth Ave Unit 5, Chestnut Hill, MA 02467
    27-29 Commonwealth Ave Unit 5, Chestnut Hill, MA 02467
    27-29 Commonwealth Ave Unit 5, Chestnut Hill, MA 02467
    /37

    $580,000

    • 1 Bed
    • 1 Bath
    • 724 Sq Ft

    27-29 Commonwealth Ave Unit 5, Chestnut Hill, MA 02467

    Charming corner residence featuring double exposures of natural light! This sun-splashed one bedroom condominium offers gleaming hardwood flooring, recessed lighting and a kitchen that boasts granite countertops, newer stainless appliances and a breakfast bar with pendulum lighting. A spacious bedroom, ample storage, updated bath and in-unit laundry complete this turnkey gem. Heat & hot water

    Frank Celeste Gibson Sotheby's International Realty

    27-29 Commonwealth Ave Unit 5, Chestnut Hill, MA 02467
  • 321 Hammond Pond Pkwy Unit 103, Chestnut Hill, MA 02467
    321 Hammond Pond Pkwy Unit 103, Chestnut Hill, MA 02467
    321 Hammond Pond Pkwy Unit 103, Chestnut Hill, MA 02467
    /21

    $1,099,000

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft

    321 Hammond Pond Pkwy Unit 103, Chestnut Hill, MA 02467

    Sunny and luxury 2 beds & 2 baths condo built in 2012 with open floor plan. Fabulous chef's kitchen equipped with cherry cabinets, stainless steel appliances and granite countertops. Private balcony overlooks a quiet landscaped yard. Master Bedroom has double walk-in closets and en-suite bath with marble walk-in shower and double vanity. Guest bedroom has large closets, modern guest bath. In-unit

    Dan Li Keller Williams Realty

    321 Hammond Pond Pkwy Unit 103, Chestnut Hill, MA 02467
  • 460 Heath St, Chestnut Hill, MA 02467
    460 Heath St, Chestnut Hill, MA 02467
    460 Heath St, Chestnut Hill, MA 02467
    /22

    $3,699,000 Open Sun 3PM - 4PM

    • 5 Beds
    • 3.5 Baths
    • 6,196 Sq Ft

    460 Heath St, Chestnut Hill, MA 02467

    Ideally situated on a private cul-de-sac in Chestnut Hill, this stunning architectural gem offers timeless elegance & modern luxury. Just minutes to the T, restaurants, coffee shops, & shopping, it boasts unobstructed park views from a Bluestone patio with a luxury outdoor kitchen and 8' gas fireplace perfect for entertaining. Inside, enjoy a sauna, home gym, wine cellar, billiards room, & a

    Samantha Stumpo New Brook Realty Group, LLC

    460 Heath St, Chestnut Hill, MA 02467
  • 321 Hammond Pond Pkwy Unit 301, Chestnut Hill, MA 02467
    321 Hammond Pond Pkwy Unit 301, Chestnut Hill, MA 02467
    321 Hammond Pond Pkwy Unit 301, Chestnut Hill, MA 02467
    /41

    $1,225,000

    • 2 Beds
    • 2.5 Baths
    • 1,527 Sq Ft

    321 Hammond Pond Pkwy Unit 301, Chestnut Hill, MA 02467

    Perfectly situated third floor corner unit at Hammond Pond Place Condominium, a 12-year young 27-unit luxury building located just steps from Route 9 / Chestnut Hill shopping, dining, movie and outdoor recreation / activity...This 3rd floor corner unit has abundant windows on two sides and sliders from master bedroom to 350+ sq ft private terrace, allowing natural light to stream in...the terrace

    Mark Linsky At Home Realty, Inc.

    321 Hammond Pond Pkwy Unit 301, Chestnut Hill, MA 02467
  • 85 Gate House Rd, Chestnut Hill, MA 02467
    85 Gate House Rd, Chestnut Hill, MA 02467
    85 Gate House Rd, Chestnut Hill, MA 02467
    /18

    $4,375,000

    • 5 Beds
    • 5.5 Baths
    • 8,000 Sq Ft

    85 Gate House Rd, Chestnut Hill, MA 02467

    This elegant European-style Country Home is located in one of Old Chestnut Hill’s most desirable neighborhoods, ideal for modern family living and entertaining. The chef’s kitchen opens to a sun-filled family room and connects to both indoor and outdoor dining areas. The first floor also features a spacious living room and cozy library both with fireplaces. Upstairs, the generous primary suite

    Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

    85 Gate House Rd, Chestnut Hill, MA 02467
  • 130 Cabot St, Chestnut Hill, MA 02467
    130 Cabot St, Chestnut Hill, MA 02467
    130 Cabot St, Chestnut Hill, MA 02467
    /20

    $6,995,000

    • 6 Beds
    • 9 Baths
    • 9,755 Sq Ft

    130 Cabot St, Chestnut Hill, MA 02467

    Welcome to 130 Cabot Street— a distinguished estate on a generous corner lot in Chestnut Hill. This exceptional property boasts 6 bedrooms, 7 bathrooms, private entry guest suite, private office, home gym, 3 car garage, wine cellar, and a finished walkout lower-level media room. Additional features include high ceilings, 3 fireplaces, and a 1st floor primary suite with walk-in closets. The chef’s

    Michael Carucci Gibson Sotheby's International Realty

    130 Cabot St, Chestnut Hill, MA 02467
  • 682 Hammond St, Chestnut Hill, MA 02467
    682 Hammond St, Chestnut Hill, MA 02467
    682 Hammond St, Chestnut Hill, MA 02467
    /40

    $6,748,000

    • 5 Beds
    • 5.5 Baths
    • 6,551 Sq Ft

    682 Hammond St, Chestnut Hill, MA 02467

    Elegant & Sophisticated describe this meticulously designed private residence in a sought after Chestnut Hill neighborhood of Brookline. This 5 bed/5.5 bath home has been totally renovated with state of the art finishes and technology. The main level offers a stunning gourmet chef's kitchen & family room that lead out to a gorgeous outdoor living area featuring a heated blue stone patio, hot tub,

    Jeff Groper Coldwell Banker Realty - Newton

    682 Hammond St, Chestnut Hill, MA 02467
Massachusetts Middlesex County Newton Chestnut Hill

Real Estate & Homes for Sale in Chestnut Hill, Newton

Why Live in Chestnut Hill
About 12 miles west of Boston lies Chestnut Hill, one of Newton’s 13 villages. This affluent suburb is known for its collection of beautiful single-family homes, accessibility to the state’s capital and top-rated school system. But, with homes ...
Learn more about living in Chestnut Hill

Frequently Asked Questions

Is Chestnut Hill a good place to live?
Chestnut Hill is a good place to live. Chestnut Hill is considered car-dependent and bikeable with good transit options. Chestnut Hill is a suburban neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Chestnut Hill has 7 parks for recreational activities. It has a median age of 29. The average household income is $224,947 which is above the national average. College graduates make up 82.7% of residents. A majority of residents in Chestnut Hill are home owners, with 19.9% of residents renting and 80.1% of residents owning their home. A local real estate agent serving Chestnut Hill can help you decide if this neighborhood is the right one for you. Learn more on our Chestnut Hill neighborhood guide.
Is Chestnut Hill, MA a safe neighborhood?
Chestnut Hill, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Chestnut Hill?
The median home price in Chestnut Hill is $2,345,000. If you put a 20% down payment of $469,000 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $11,510 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $493K a year to afford the median home price in Chestnut Hill. The average household income in Chestnut Hill is $225K.
What are the best public schools in Chestnut Hill?
The best public schools that serve Chestnut Hill are:
What are the best private schools in Chestnut Hill?
The best private schools that serve Chestnut Hill are:
What are the most popular zip codes in Chestnut Hill, Newton, MA?
The most popular zip codes in Chestnut Hill, Newton, MA include 02467, 02135, 02445, 02459 and 02458.
What are the most popular neighborhoods near Chestnut Hill, Newton, MA?
The most popular neighborhoods near Chestnut Hill, Newton, MA are Commonwealth, Saint Elizabeths, Brighton, Cleveland Circle and Newton Centre.

Home Trends in Chestnut Hill, MA

On average, homes in Chestnut Hill, Newton sell after 42 days on the market compared to the national average of 53 days. The median sale price for homes in Chestnut Hill, Newton over the last 12 months is $2,250,000, up 44% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$2,250,000
Median Single Family Sale Price
$3,200,000
Median Townhouse Sale Price
$3,749,000
Median 2 Bedroom Sale Price
$790,000
Median 1 Bedroom Sale Price
$595,000
Average Price Per Sq Ft
$743
Number of Homes for Sale
17
Last 12 months Home Sales
60
Months of Supply
3.40
Median List Price
$2,345,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
44%
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