$2,377,121Average Value$736Average Price per Sq Ft8Homes 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
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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 33 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 $2,295,000, up 34% from the median home sale price over the previous 12 months.
Fabulous & beautifully renovated! This sun-filled one-bedroom, one-bath condo is ideally situated directly across from Boston College’s main campus and just steps from the Green Line B stop. Perched on the top floor, the unit features a sleek white galley kitchen with stainless steel appliances, an open-concept living and dining area anchored by a charming decorative fireplace, a full bath, and a
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
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.
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
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.
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 CampionCampion & Company Fine Homes Real Estate
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
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
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 CarucciGibson Sotheby's International Realty
Located in sought after Chestnut Hill, is a fully renovated first level 3 bedrooms, 2 bathrooms luxury condo. Upon entry is an open layout featuring, living, dining room and updated kitchen with an island, all stainless-steel appliances, and a gas range stove. In unit laundry washer/dryer. 2 brand new full bathrooms, 3 large bedrooms with full-size closets. Huge private back deck. Additionally,
Located in sought after Chestnut Hill, is a fully renovated second level 4 bedrooms, 2 bathrooms luxury condo. Upon entry is an open layout featuring, living, dining room and updated kitchen with an island, all stainless-steel appliances, and a gas range stove. In unit laundry washer/dryer combo. 2 brand new full bathrooms, 3 large bedrooms with full-size closets. Huge private back deck.
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
1 MONTH FREE RENT! Welcome to 219 Commonwealth Ave U15, Chestnut Hill, MA! Bright updated studio w/ heat/hot water incl. Parking $325/mo.Disclosure: $2,100/mo w/ 1 MO FREE on 7-mo lease to 8/31/26 (opt renew). Average rent is $1,800 per month.Inviting space w/ natural light. Bldg: secure entry, elevator, laundry, bike storage. Steps to Boston College, Green Line, shops/dining. Perfect for
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
Welcome to this spacious and well-laid-out 4-bedroom, 2-bath first-floor unit in a convenient Chestnut Hill location. Generous room sizes provide plenty of space for living, working, or hosting, while the thoughtful layout allows for both privacy and functionality. The unit comes along with one off-street parking space in the driveway and in-building laundry. Close to shops, restaurants, public
Property Id: 2312857We are a one-bedroom, small full bath & large walk-in closet on the third floor of our 4 bedroom condo in Chestnut Hill, Newton. Furnished; new queen bed, Tempur Pedic mattress, large screen, flat TV; cable; DVR; WiFi included; 3/4 fridge; Common access, shared kitchen, washer & dryer on second floor. Storage available in attic & basement.Newly installed
Ideally situated in Brookline’s Chestnut Hill neighborhood, this gracious colonial offers ~5,000SF of living space and is set on half an acre with ample outdoor space and parking. The thoughtful, open first floor plan includes a spacious gourmet kitchen and dining area, as well as a beautiful living room with gas fireplace, mud room, powder room and attached 2 car garage. The second floor
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
Available for March 1st move-in! Spacious one-bedroom, one-bathroom apartment with a bonus office room, located in Brookline/Chestnut Hill along Route 9. Top-floor (fourth-floor) walk-up unit. One off-street parking space included. Coin-operated laundry available on the lower level. Small pets considered on a case-by-case basis. Please request showings via email or request button.
This adorable Multi-Family 4 beds 1 bath in Newton is available In a few months. Eat-In kitchenParking DriveWay Negotiable Pets? Maybe cat....maybe.;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
Stunning new construction in the heart of Chestnut Hill, this exceptional townhome blends a striking Scandinavian farmhouse exterior with curated interior finishes across 4 bedrooms 4.5 baths, 1 car garage. A welcoming foyer with custom mudroom opens to a bright living space featuring a gourmet kitchen with Italian cabinetry, mixed-material detailing, and high-end appliances. The open concept
O & C Homes TeamWilliam Raveis R.E. & Home Services
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