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Chestnut Hill Homes for Sale

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  • 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
  • 142 Crafts Rd, Chestnut Hill, MA 02467
    142 Crafts Rd, Chestnut Hill, MA 02467
    142 Crafts Rd, Chestnut Hill, MA 02467
    /42

    $8,750,000

    • 8 Beds
    • 6.5 Baths
    • 9,400 Sq Ft

    142 Crafts Rd, Chestnut Hill, MA 02467

    Chestnut Hill, Brookline. Designed in 1905 by Chapman & Frazer, this Spanish Colonial estate unites house and garden across approx 1.3 acres. About 9,400 sq ft on four finished levels with 8 beds and 6.5 baths. Chef’s kitchen with oversized island, walk-in pantry, and pro appliances opens to dining and a stone terrace. Formal living and dining pair with a quiet library and a large family room.

    Paul Neavyn Gibson Sotheby's International Realty

    142 Crafts Rd, 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
  • 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
  • 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
  • 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
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 $2,382,500. If you put a 20% down payment of $476,500 and had a 30-year fixed mortgage with an interest rate of 6.15%, your estimated principal and interest payment would be $11,610 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $498K a year to afford the median home price in Chestnut Hill. Learn how much home you can afford with our Home Affordability Calculator. 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 02108.
What are the most popular neighborhoods near Chestnut Hill, Newton, MA?
The most popular neighborhoods near Chestnut Hill, Newton, MA are Saint Elizabeths, Commonwealth, Cleveland Circle, Brighton and South Brookline.

Home Trends in Chestnut Hill, MA

On average, homes in Chestnut Hill, Newton sell after 32 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 $2,270,000, up 34% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$2,270,000
Median Single Family Sale Price
$3,093,175
Median Townhouse Sale Price
$5,699,500
Median 2 Bedroom Sale Price
$573,500
Median 1 Bedroom Sale Price
$660,000
Average Price Per Sq Ft
$735
Number of Homes for Sale
5
Last 12 months Home Sales
63
Months of Supply
1.00
Median List Price
$2,382,500
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
34%
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