$2,380,843Average Value$721Average Price per Sq Ft19Homes For Sale
Chestnut Hill is a quiet suburb near the big city
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.”
The village of Chestnut Hill is park of the Brookline town.
Lush vegetation surrounds the neighborhood homes of Chestnut Hill
Chestnut Hill Middlesex is part of the town of Newton in Massachusetts.
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Classic New England architecture along tree-lined streets
Along quiet streets, Chestnut Hill offers single-family homes that showcase classic New England architecture. Georgians, Colonial and Tudor Revivals line the neighborhood’s sidewalks, where mature oak trees drop colorful leaves in the fall and shade manicured front lawns in the spring and summer. Home prices can range from $2 million to $8 million. Most houses occupy large lots and feature four to six bedrooms, so luxury amenities like wine cellars, gyms, pools and tennis courts account for higher price tags. Many properties at the top of this price range are part of the Chestnut Hill Neighborhood Association, which was formed in 2003 to preserve the area’s zoning regulations. Bounded by Hammond Street, state Route 9, Reservoir Road, and Middlesex Road, some of the homes in the association also fall within the Chestnut Hill Historic District, which includes houses from the late 19th and early 20th centuries.
Other home options include Tudor large homes with stone entrances in Chestnut Hill.
Homes in Chestnut Hill include large colonial homes in private neighborhoods.
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Everyone’s less than five minutes from a park
While residential spaces are landscaped, nearby parks offer places for scenic outdoor escapes. “The beauty of Chestnut Hill is that no matter where you live, you’re less than five minutes from a park,” Solomont says. Named for the family that founded Chestnut Hill, Hammond Pond Reservation, a protected woodland park, is home to Hammond Pond, where anglers cast their lines into the water. Wooded trails lead hikers, mountain bikers, and cross-country skiers through dense forest, while formations of sandstone conglomerate and Roxbury puddingstone are popular for rock climbing. The adjacent Webster Woods offers more trails winding alongside natural features, and nearby Chestnut Hill Reservation has a 1.5-mile walking trail around a scenic reservoir. The latter also features a summertime swimming pool and winter ice skating rink.
Hammond Pond in Chestnut Hill is the perfect place to fish and enjoy the wildlife.
Chestnut Hill residents can enjoy the scenery at Hammond Pond.
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Newton Public Schools and Boston College
The neighborhood’s children can attend Newton Public Schools. Niche gives Ward Elementary an A-plus and ranks it the No. 4 best public elementary school in Massachusetts. Charles E. Brown Middle School gets an A and Newton South High receives an A-plus. Newton South has many notable alumni, including “The Office” actors John Krasinski and B.J. Novak and podcast host Joe Rogan.
Part of Boston College’s campus is in Chestnut Hill. Founded in 1863, the private Catholic university specializes in research and has over 15,000 students. But Solomont says those living on the Newton side of campus don’t really notice the students, aside from at village shopping centers. Undergraduates mostly live north of Commonwealth Avenue, which runners trek in April as they pass through Chestnut Hill during the Boston Marathon. There can be some traffic on college game days, but the grey, stone campus is a great place to take a walk. Plus, Solomont says, “The students make great babysitters.”
Newton South High School serves grades 9-12 in Chestnut Hill.
Ward Elementary School is part of the public school system in Newton.
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The Shops at Chestnut Hill and The Street
Nearby shopping centers make running errands or going out to dinner easy. The Shops at Chestnut Hill is an upscale, two-level enclosed mall with over 50 retailers, including Massachusetts’s only Bloomingdale's. Visitors can browse high-end brands like Apple, Tiffany & Co., Uniqlo and Coach or dine at well-known chains like The Cheesecake Factory and The Friendly Toast. Just across Route 9, The Street offers an open-air shopping experience. The walkable shopping, dining and entertainment plaza features popular brands like Warby Parker, Marine Layer and Mejuri, alongside local favorites like Hummingbird Books and Poladog Bakery. The Street also provides small green spaces, scenic views of Hammond Pond, a Star Market grocery store and a movie theatre.
Frank Pepe's in Chestnut Hill is a town favorite with their famous pizza.
Visit Hummingbird Books in Chestnut Hill to peruse the incredible selection for adults and kids.
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12 miles to Boston and how to get there
Chestnut Hill’s transportation options cater to both commuters and residents. “You definitely need to get in your car if you want to run errands,” Solomont says. “But the appeal for people who buy in this area is being close to Boston, which is an easy commute by car or train.” The Chestnut Hill light rail station provides direct access to downtown Boston and other parts of the city via the Massachusetts Bay Transit Authority Green Line D branch. Several MBTA buses also run through the area, connecting residents to destinations like Kenmore Square. Route 9 is Chestnut Hill’s main thoroughfare, leading to the state’s capital and suburbs to the west. U.S. Interstate 90 – or the Mass Pike – is also a short drive away. For air travel, Boston Logan International Airport is about 12 miles east.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Are you familiar with the Chestnut Hill neighborhood?
to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
Chestnut Hill
US
Homicide
2
4
Sexual Assault
1
4
Assault with Weapon
2
4
Robbery
2
4
Burglary
2
4
Motor Vehicle Theft
2
4
Larceny
1
4
Crime Score
1
4
Source: WhatIsMyCrimeRisk.com
Chestnut Hill Demographics and Home Trends
On average, homes in Chestnut Hill, Newton sell after 39 days on the market compared to the national average of 56 days. The median sale price for homes in Chestnut Hill, Newton over the last 12 months is $3,170,000, down 12% from the median home sale price over the previous 12 months.
Location, Location, Location! 41,000+ square feet of land! Great opportunity to live in this unique contemporary home, add on or build your dream home on this site! The current home features 4 levels of living space with windows galore, many opening to patios, decks or balconies. 3 ensuite-bedrooms, 3 full and 1 half bath. The home offers 3 fireplaces adding warmth and a comforting glow. The
Bobby MorgensternGibson Sotheby's International Realty
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
Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and
Spacious and sun-filled 2-bedroom, 2-bath corner residence at The Hammonds in highly desirable Chestnut Hill. This well-maintained home offers approximately 1,200 SF of comfortable living space with an open-concept layout ideal for both everyday living and entertaining. Features include hardwood floors, high ceilings, gas fireplace, central A/C, in-unit laundry, generous closet space, and a
Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living
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
**Call for Offers this week Tuesday evening 5/19 - Now vacant and easy to show.** Rarest of rare spacious 3-family home in prime Chestnut Hill location in Brookline, across from the Longwood Cricket Club and just moments to the MBTA Green Line and the premier shopping and dining at The Street at Chestnut Hill. Each unit offers a spacious three-bedroom layout with formal living and dining rooms
Brookline’s prestigious Chestnut Hill neighborhood and within one of the town’s top-rated school districts, this 1899 estate seamlessly combines timeless architecture with a full modern renovation. The home offers 6,292 square feet of refined living space across three finished levels, featuring nine bedrooms, four full and three half baths, and two well-appointed kitchens ideal for entertaining
Andrew HaddadNortheast Development & Investment, Inc.
1,350 SF single-level condo in a 2012 low-rise building (27 units total) in Chestnut Hill, Brookline. Features an open-concept living/dining footprint with hardwood floors, new recessed lighting, and private balcony. Gourmet kitchen features granite countertops, breakfast bar, pantry, and stainless steel appliances. The primary suite includes box-bay windows, a walk-in closet, and an attached
At nearly 18k sqft, this gorgeous flat lot, on one of Brookline’s most desirable streets, will be delivered as a vacant lot. The existing house offers additional options if kept. Buyer’s choice.Hammond Street is scheduled (Fall 2026) for a “Road Diet”, where 4 lanes of traffic will be reduced to 2, and bike lanes added in both directions.
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, sun-filled unit with a 9" ceiling. Open layout with a large living room and dining room area that
Welcome to our "move in ready" Chestnut Hill, 2 bedroom, 1 bath condo!.Air conditioned, updated kitchen with white cabinetry, stainless steel appliances, tile flooring, and beautiful granite counters.This amazing space has been freshly painted and has luxury engineered hardwood throughout. Closet space is oversized with additional storage in the basement. Elevator,1 assigned parking space, as
Flex Start: Updated Brookline home on quiet tree lined street in great neighborhood. Gumwood Moldings, Private Yard, 3 Season Screened Porch with Wood Floor, Space to Entertain or Relax Living Room opens to Dining Room, Sun Room is great for Play Room, Home Office or Den. Modern Kitchen has Hardwood Floors, Recessed Lighting, Dishwasher, Stove and Fridge. Remodeled Bath with Double Shower and
This nice 3 Bedrooms 2 Bath place in the Newton - Chestnut Hill area is available for 09-01-2026. Included Features are: Laundry in Coin-Op.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the
Available 9/1/26, In the sought-out area of Newton Chestnut Hill, is a 3 Bedroom, 1 Bathroom. First-floor condo in a two-family home. This property offers private entry to an open layout, large bedrooms, plenty of natural light, a recently renovated kitchen, a private covered porch, shared yard space, two outdoor parking spaces, deeded storage in the basement, private laundry in the basement and
Nice 6 beds 2.5 baths in Newton. Parking DriveWay NO PETSBoston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions at the time the information was obtained. We are pledged to
Available 9/1/26! Heat is included! Come and see this Large 4 or 5 bedroom 1 bathroom, with a bonus office, second-floor unit in Brookline Chestnut Hill. Located right on Boylston Street, Near Heath School! convenient to multiple grocery stores, Shops at Chestnut Hill, restaurants, and more! Easy highway access and easy commute to the Longwood medical area one bus the 60, 15-minute walk to The D
This nice 6 Bedrooms 3 Bath place in the Newton - Chestnut Hill area is available for 09-01-2026.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions at the time the
This nice 4 Bedrooms 1 Bath place in the Brookline - Chestnut Hill area is available for 09-01-2026. Included Features are: Gas Heat, and Laundry in Unit. 1.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information
This nice 1 Bedroom 1 Bath place in the Boston - Fenway/Kenmore area is available for 09-01-2026. Included Features are: Laundry in Basement. 1.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the
This nice 5 Bedrooms 2.5 Bath place in the Newton - Chestnut Hill area is available for 08-15-2027. Included Features are: Laundry in Basement.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the
BC Sept 1 2020! Huge duplex unit with amazing entertainment room downstairs. Washer dryer in unit (2 sets! 1 upstairs, 1 downstairs). 3 full bathrooms (one en suite). Renovated kitchen. Off street parking available for rent.Move-In Costs Fees:Parking Fee: $150 / month (optional)
4 Bed 2 Bed Living RoomDining Room Laundry in Basement Central AC Hot Water Included Gas Heat Outdoor Space Hardwood Floors Dishwasher, Disposal, Microwave, Fridge Eat in Kitchen Tandem Parking Spots Available for $50/Month7 Total Rooms Close to T Stop Facing South Spacious Living Room Formal Dining Room Wired for Cable and
Charming 3-Bedroom Apartment in Prime Chestnut Hill Location – $3,950/month | Available 9/1/26Welcome to 51 Algonquin Road, Unit 1, a spacious and beautifully maintained 3-bedroom, 1-bath apartment ideally located in the heart of Chestnut Hill, just steps from the Boston College Green Line T stop and nestled alongside the 12th hole of the Newton Commonwealth Golf Course.This
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