25

Chestnut Hill Homes for Sale

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  • 9 Woodman Rd, Chestnut Hill, MA 02467
    9 Woodman Rd, Chestnut Hill, MA 02467
    9 Woodman Rd, Chestnut Hill, MA 02467
    /29

    $6,399,000

    • 6 Beds
    • 8 Baths
    • 7,016 Sq Ft

    9 Woodman Rd, Chestnut Hill, MA 02467

    Nestled on a beautiful tree-lined street in Olde Chestnut Hill, this spectacular home offers an open and elegant floor-plan perfect for living and entertaining. Thoughtfully renovated in 2012, this home masterfully blends timeless architectural charm with modern amenities. High ceilings, abundant natural light, and beautifully crafted moldings and millwork create a sense of warmth throughout.The

    Taylor Blacker Luxury Residential Group, LLC

    9 Woodman Rd, Chestnut Hill, MA 02467
  • 120 Cabot St, Chestnut Hill, MA 02467
    120 Cabot St, Chestnut Hill, MA 02467
    120 Cabot St, Chestnut Hill, MA 02467
    /41

    $8,599,000

    • 6 Beds
    • 9 Baths
    • 8,849 Sq Ft

    120 Cabot St, Chestnut Hill, MA 02467

    Tucked away at the end of a quiet dead-end street, 120 Cabot Street is a breathtaking French chateau-style residence that transports you to Europe while offering the best of Boston luxury. With soaring 11-foot ceilings and exquisite architectural details, this home exudes elegance, from its gracious living and dining rooms with floor-to-ceiling French doors to its gourmet kitchen, complete with a

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    120 Cabot St, 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

    $7,495,000

    • 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

    Michael Carucci Gibson Sotheby's International Realty

    130 Cabot St, Chestnut Hill, MA 02467
  • 33 Cutler Ln, Chestnut Hill, MA 02467
    33 Cutler Ln, Chestnut Hill, MA 02467
    33 Cutler Ln, Chestnut Hill, MA 02467
    /39

    $7,849,000

    • 5 Beds
    • 6 Baths
    • 6,518 Sq Ft

    33 Cutler Ln, Chestnut Hill, MA 02467

    Innovative architectural design and the finest in contemporary finishes come together in this 6518 square foot luxury new construction residence situated on a private and manicured 0.75 acres in a well established, Brookline residential neighborhood. From the moment you enter through the massive glass doors, you sense the seamless connection of generously proportioned and meticulously designed

    The Shulkin Wilk Group Compass

    33 Cutler Ln, Chestnut Hill, MA 02467
  • 24 Essex Rd, Chestnut Hill, MA 02467
    24 Essex Rd, Chestnut Hill, MA 02467
    24 Essex Rd, Chestnut Hill, MA 02467
    /23

    $6,300,000

    • 6 Beds
    • 4.5 Baths
    • 3,868 Sq Ft

    24 Essex Rd, Chestnut Hill, MA 02467

    One of the most sought after addresses in Chestnut Hill. This unique international style contemporary home is sited on 1.78 acre lot with lush grounds and mature trees creating unparalleled privacy. This rare find is an opportunity to make this home your own and the property of a lifetime. Located on a private road, a true urban/suburban location that makes for easy and luxurious living. Quick

    Erin Baumgartner Compass

    24 Essex Rd, Chestnut Hill, MA 02467
  • 10 Spooner Rd, Chestnut Hill, MA 02467
    10 Spooner Rd, Chestnut Hill, MA 02467
    10 Spooner Rd, Chestnut Hill, MA 02467
    /26

    $6,995,000

    • 6 Beds
    • 6.5 Baths
    • 7,285 Sq Ft

    10 Spooner Rd, Chestnut Hill, MA 02467

    This distinguished residence is nestled on a quiet, tree-lined street in one of Brookline’s most sought-after neighborhoods. Combining timeless elegance with modern luxury, this home was thoughtfully renovated and designed with a layout that blends comfort and sophistication. The main entry leads to the formal living and dining rooms, a sunlit sitting room and spacious family room. The chef’s

    Maggie Gold Seelig MGS Group Real Estate LTD

    10 Spooner Rd, 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

    $9,995,000

    • 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
  • 394 Hammond St, Chestnut Hill, MA 02467
    394 Hammond St, Chestnut Hill, MA 02467
    394 Hammond St, Chestnut Hill, MA 02467
    /23

    $6,350,000

    • 9 Beds
    • 5.5 Baths
    • 8,485 Sq Ft

    394 Hammond St, Chestnut Hill, MA 02467

    Once-in-a-lifetime opportunity in Olde Chestnut Hill - this grand turn of the century victorian home is situated on almost 1 acre and offers mature trees and plantings, a large private back yard, and a separate 2+ car barn. Walking distance to many area amenities and public transportation, this elegant home is perfectly sighted away from the street and offers supreme privacy. Many restored

    Michael Harper MGS Group Real Estate LTD

    394 Hammond St, Chestnut Hill, MA 02467
  • 23 Crafts Rd, Chestnut Hill, MA 02467
    23 Crafts Rd, Chestnut Hill, MA 02467
    23 Crafts Rd, Chestnut Hill, MA 02467
    /42

    $5,495,000

    • 7 Beds
    • 9 Baths
    • 7,140 Sq Ft

    23 Crafts Rd, Chestnut Hill, MA 02467

    Privately nestled on a cul-de-sac in the prestigious Chestnut Hill, Brookline area this exceptional 7-bedroom Estate seamlessly blends timeless elegance with modern luxury. Spanning over 7,100SF, the home offers expansive living areas, dedicated office spaces, a gourmet kitchen with high-end appliances, and a luxurious primary suite with a spa-like bath. Multiple en-suite bedrooms provide comfort

    23 Crafts Rd, 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

    $7,498,000

    • 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
  • 218 Reservoir Rd, Chestnut Hill, MA 02467
    218 Reservoir Rd, Chestnut Hill, MA 02467
    218 Reservoir Rd, Chestnut Hill, MA 02467
    /27

    $1,899,000 Open Sun 2PM - 3:30PM

    • 5 Beds
    • 2.5 Baths
    • 2,522 Sq Ft

    218 Reservoir Rd, Chestnut Hill, MA 02467

    Center Entrance Colonial on over 12,000 sq ft of elevated land in Hayes School (former Heath) district. This 8-room, 4-bed, 2.5-bath home features a fp formal living room, a sun-filled 3-season porch opening to a lovely backyard, a separate dining room, an eat-in kitchen with adjacent den, and a half bath on the main level. The second floor offers four bedrooms, a full bath, and a pull-down attic

    Eileen Strong O'Boy Hammond Residential Real Estate

    218 Reservoir Rd, Chestnut Hill, MA 02467
  • 401 Heath St, Chestnut Hill, MA 02467
    401 Heath St, Chestnut Hill, MA 02467
    401 Heath St, Chestnut Hill, MA 02467
    /25

    $2,695,000 Open Sat 1PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 3,819 Sq Ft

    401 Heath St, Chestnut Hill, MA 02467

    Located in Chestnut Hill, this beautiful south facing Colonial Revival-style residence has a magnificent yard and gardens with a patio. The front entrance opens to an elegant foyer leading to an living room with exquisite original detail and fireplace, and conservatory with windows on all sides. The dining room, also with fireplace opens to a sun-filled sitting room. The updated kitchen

    Debby Belt Hammond Residential Real Estate

    401 Heath St, Chestnut Hill, MA 02467
  • 35 Commonwealth Ave Unit 407, Chestnut Hill, MA 02467
    35 Commonwealth Ave Unit 407, Chestnut Hill, MA 02467
    35 Commonwealth Ave Unit 407, Chestnut Hill, MA 02467
    /36

    $839,900 Open Sat 12PM - 1:30PM

    • 2 Beds
    • 2 Baths
    • 1,070 Sq Ft

    35 Commonwealth Ave Unit 407, Chestnut Hill, MA 02467

    Welcome to this stunning two-bedroom, two-bathroom condominium located in a modern elevator building. Designed with an open floor plan, this bright and airy home is flooded with natural light from expansive windows throughout with beautiful views of the neighboring golf course. The spacious layout includes generous closet space.Enjoy the convenience of in-unit laundry, central air conditioning,

    Eileen Kibrick O Grady Coldwell Banker Realty - Brookline

    35 Commonwealth Ave Unit 407, Chestnut Hill, MA 02467
  • 5 Eliot Ave, Chestnut Hill, MA 02467
    5 Eliot Ave, Chestnut Hill, MA 02467
    5 Eliot Ave, Chestnut Hill, MA 02467
    /20

    $1,495,000 Open Sat 11AM - 1PM

    • 7 Beds
    • 4 Baths
    • 3,230 Sq Ft

    5 Eliot Ave, Chestnut Hill, MA 02467

    5 Eliot Avenue offers investors the opportunity to purchase a fully leased residential three-family property located in Brookline, Massachusetts. Two units are comprised of two-bedroom, one-bathroom units, with (one) three-bedroom, two-bathroom unit. The three-bedroom, two-bathroom unit spans two floors and includes in-unit laundry, +/-1,600 square feet, mini-split systems, and allows

    Carleton Ashley Compass

    5 Eliot Ave, Chestnut Hill, MA 02467
  • 254 Commonwealth Ave, Chestnut Hill, MA 02467
    254 Commonwealth Ave, Chestnut Hill, MA 02467
    254 Commonwealth Ave, Chestnut Hill, MA 02467
    /42

    $2,695,000 Open Sat 12PM - 1:30PM

    • 5 Beds
    • 5 Baths
    • 4,119 Sq Ft

    254 Commonwealth Ave, Chestnut Hill, MA 02467

    This beautifully renovated single-family home in Chestnut Hill combines timeless elegance with modern amenities. Spanning four levels, it features five spacious bedrooms and three full bathrooms with custom finishes, plus two well appointed half baths. The open-concept living areas include a formal living room and a den, both with oversized windows. The chef's kitchen includes stainless steel

    The Mazer Group Compass

    254 Commonwealth Ave, Chestnut Hill, MA 02467
  • 752 Boylston St, Chestnut Hill, MA 02467
    752 Boylston St, Chestnut Hill, MA 02467
    752 Boylston St, Chestnut Hill, MA 02467
    /24

    $1,975,000

    • 6 Beds
    • 4 Baths
    • 3,088 Sq Ft

    752 Boylston St, Chestnut Hill, MA 02467

    Rare opportunity for investors/developers to own Chestnut Hill brick two family located near Longwood Medical area, Northeastern U, BU, BC, VA Medical Hospital and bustling shops/restaurants. Public transportation via bus 60 (Boylston/Route 9) is right outside and with close proximity to train (green line D train). Scenic Brookline Reservoir and Jamaica Pond nearby. Both units are currently

    Mary Lochner Hurwitz Coldwell Banker Realty - Brookline

    752 Boylston St, 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

    $1,188,000

    • 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
  • 27 Suffolk Rd, Chestnut Hill, MA 02467
    27 Suffolk Rd, Chestnut Hill, MA 02467
    27 Suffolk Rd, Chestnut Hill, MA 02467
    /20

    $4,875,000

    • 6 Beds
    • 4.5 Baths
    • 5,520 Sq Ft

    27 Suffolk Rd, Chestnut Hill, MA 02467

    This stunning Chestnut Hill estate blends historic charm with modern convenience. Showcasing exquisite millwork and bespoke details, the home offers a gracious living room with a fireplace and three-season porch, a family room with custom built-ins and oversized windows, and a formal dining room with a butler’s pantry and fireplace. The chef’s kitchen features an oversized island, a window-lined

    Maggie Gold Seelig MGS Group Real Estate LTD

    27 Suffolk Rd, Chestnut Hill, MA 02467
  • 21 Glenland Rd Unit B, Chestnut Hill, MA 02467
    21 Glenland Rd Unit B, Chestnut Hill, MA 02467
    21 Glenland Rd Unit B, Chestnut Hill, MA 02467
    /40

    $1,625,000

    • 4 Beds
    • 4 Baths
    • 3,337 Sq Ft

    21 Glenland Rd Unit B, Chestnut Hill, MA 02467

    Price improvement! Smart buyers will recognize the enhanced value of this pristine 2011-built TH, where urban convenience meets unexpected tranquility. This rare Chestnut Hill find delivers the seemingly impossible- a whisper-quiet enclave with exceptional accessibility. Located 0.5 mile to The Street's luxury retail/dining & Green Line T, this pristine townhouse sits tucked away on a peaceful

    Noha Soliman Leading Edge Real Estate

    21 Glenland Rd Unit B, Chestnut Hill, MA 02467
  • 629 Hammond St Unit E205, Chestnut Hill, MA 02467
    629 Hammond St Unit E205, Chestnut Hill, MA 02467
    629 Hammond St Unit E205, Chestnut Hill, MA 02467
    /20

    $1,050,000

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    629 Hammond St Unit E205, Chestnut Hill, MA 02467

    Nestled in the sought-after community of Chestnut Hill, Brookline. Hammondswood is an upscale, professionally managed elevator building that offers concierge and fitness facilities. Pristine 2 Bed 2 Bath plus Den/Office, 2 Deeded Garage Parking with extra storage and in-unit laundry. Spacious, sunfilled unit with a 9" ceiling. Open layout with a large living room and dining room area that extends

    Kate Kittipanthopas Lux Realty, LLC

    629 Hammond St Unit E205, Chestnut Hill, MA 02467
  • 265 Dean Rd, Brookline, MA 02445
    265 Dean Rd, Brookline, MA 02445
    265 Dean Rd, Brookline, MA 02445
    /40

    $4,695,000 Open Sun 12:30PM - 2PM

    • 6 Beds
    • 4.5 Baths
    • 5,744 Sq Ft

    265 Dean Rd, Brookline, MA 02445

    Nestled between Fisher Hill & Chestnut Hill, 265 Dean offers the perfect blend of urban convenience & suburban comfort. This 6+ bedroom Colonial Revival was fully gutted in 2021 to meet modern family needs while preserving its historic charm. Expansive chef's kitchen features Sub-Zero & Thermador appliances. It opens to a bright family room with custom built-ins. A larger formal living room

    Jeff Hamilton Columbus and Over Group, LLC

    265 Dean Rd, Brookline, MA 02445
  • 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
    /26

    $1,250,000

    • 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

    Mark Linsky At Home Realty, Inc.

    321 Hammond Pond Pkwy Unit 301, Chestnut Hill, MA 02467
  • 87 Hammond St, Chestnut Hill, MA 02467
    87 Hammond St, Chestnut Hill, MA 02467
    87 Hammond St, Chestnut Hill, MA 02467
    /23

    $4,500,000

    • 7 Beds
    • 4.5 Baths
    • 6,943 Sq Ft

    87 Hammond St, Chestnut Hill, MA 02467

    Chestnut Hill. Magnificent landmark brick Georgian-style residence and carriage house on nearly an acre of spectacular park-like grounds with rolling lawns, mature trees, and extraordinary gardens. This premier residence, with timeless elegance and nearly 7,000 square feet, is appointed with custom designed living space, exceptional architectural detail, and is well suited for grand scale

    Alexandre Lecarme Hammond Residential Real Estate

    87 Hammond St, Chestnut Hill, MA 02467
  • 71 Spooner Rd, Chestnut Hill, MA 02467
    71 Spooner Rd, Chestnut Hill, MA 02467
    /2

    $1,000,000

    • Land
    • 0.27 Acre
    • $3,703,704 per Acre

    71 Spooner Rd, Chestnut Hill, MA 02467

    Land for Sale in great Chestnut Hill convenient location. 11,648 square feet of land. This is NOT a single-family lot of land. This is ideal for church/religious group, rehabilitation housing, and many other uses. Close to shops, restaurants, major routes, commuter rail. Buyer to do their own due diligence for potential uses which there are many.

    71 Spooner Rd, Chestnut Hill, MA 02467
  • 61 Heath St, Brookline, MA 02445
    61 Heath St, Brookline, MA 02445
    /2

    $8,995,000 New Construction

    • 5 Beds
    • 7 Baths
    • 7,000 Sq Ft

    61 Heath St, Brookline, MA 02445

    Shingle style stunner located in Brookline's estate area. Put your touches on this 7000 sq ft home w/ a timeless architectural style built by one of Greater Boston's premier builders. This home is filled w/ large picture windows overlooking the beautifully landscaped one acre grounds. High ceilings & filled with sunlight. Enter this home thru a gallery perfect for an art collection. First floor

    Melissa Dailey Coldwell Banker Realty - Wellesley

    61 Heath St, Brookline, MA 02445
Massachusetts Newton Chestnut Hill

Real Estate & Homes for Sale in Chestnut Hill, Newton

About 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 tucked along tree-lined streets, locals like the seclusion the village provides. “It’s quiet and just pretty,” says Broker with Coldwell Banker, Joan Solomont, who has sold numerous homes in the area. “It’s a great place to get away from it all – the hustle and bustle of Boston.” Along quiet streets, C...

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 2, 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 2 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 $2,497,500. If you put a 20% down payment of $499,500 and had a 30-year fixed mortgage with an interest rate of 6.81%, your estimated principal and interest payment would be $13,040 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $559K 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 02127, 02128, 02116, 02118 and 02135.
What are the most popular neighborhoods near Chestnut Hill, Newton, MA?
The most popular neighborhoods near Chestnut Hill, Newton, MA are Commonwealth, Saint Elizabeths, Newton Corner, Cleveland Circle and South Brookline.

Home Trends in Chestnut Hill, MA

On average, homes in Chestnut Hill, Newton sell after 48 days on the market compared to the national average of 47 days. The average sale price for homes in Chestnut Hill, Newton over the last 12 months is $2,253,714, up 11% from the average home sale price over the previous 12 months.

Home Trends

Median Price (12 Mo)
$1,787,500
Median Single Family Price
$3,800,000
Median 2 Bedroom Price
$982,500
Median 1 Bedroom Price
$610,000
Average Price Per Sq Ft
$761
Number of Homes for Sale
22
Last 12 months Home Sales
42
Months of Supply
6.30
Median List Price
$2,497,500
Median Discount From 1st List Price
3%
Median Home Sale Price YoY Change
4%
How to Buy a Home How to Finance a Home How to Sell a Home

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