$2,349,570Average Value$742Average Price per Sq Ft24Homes 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 44 days on the market compared to the national average of 57 days. The median sale price for homes in Chestnut Hill, Newton over the last 12 months is $3,752,500, up 5% from the median home sale price over the previous 12 months.
Exquisitely located in the coveted Chestnut Hill neighborhood, this elegant Colonial amplifies curb appeal with a stately circular drive, lush plantings, and an inviting wrap-around porch. The welcoming grand foyer serves as a beautiful introduction to the home’s thoughtful and extensive updates, including new wood flooring and fresh paint throughout. The tastefully updated chef’s kitchen with SS
Bright and inviting, this move-in ready home sits at the end of a quiet cul-de-sac, offering privacy, and a peaceful setting. Minutes to bus lines and the Green Line for easy access to Longwood, Harvard Square, and downtown Boston.This 4-bed, 3.5-bath home features an open layout with a spacious living room with fireplace, dining area, and updated kitchen with stone countertops and stainless
Located just a 2-minute walk to beautiful Boston College, this spacious 1-bedroom, 1-bath residence offers approximately 850 square feet of well-designed living space—an uncommon find in this area. Inside, you’ll find hardwood floors throughout, a modern updated bathroom, and a layout that truly lives larger than expected. The home features a generous living area, separate dining room, and a
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
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 expansive primary suite
Michael & Conor ChamberlainColdwell Banker Realty - Brookline
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
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 and spacious kitchens, providing classic charm and generous living space. Enjoy
Step into this stunning, completely renovated contemporary condo that perfectly blends designer style with serene golf course views. This is not your typical cookie-cutter unit; every inch has been transformed within the last five years. The open floorplan features engineered hardwood floors throughout, a modern kitchen with shaker cabinets, quartz countertops, subway tile backsplash, and gas
Nearly $700k below assessed value! Beautiful flat 0.40 acre lot in premier estate area of Brookline. Current demolition hold on existing house expired. 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
Classic brick-front, center-entrance Colonial in a well-established neighborhood. This 4 bed, 3.5 bath home is ready for a full renovation or potential gut, an ideal canvas to create your dream home. A gracious entry leads to a front-to-back living room with fireplace, formal dining room, and a family room with picture window overlooking a level backyard. Upstairs offers three spacious bedrooms
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
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
Bright and well-laid-out 2-bedroom, 1-bath apartment offering 710 square feet of comfortable living space. Located on the first floor for easy access, this home features a functional layout with inviting living areas and well-sized bedrooms. A great opportunity to lease in a convenient Newton location. Close to shopping centers and public Transportation to the city.
$6,500 deposit, Available NowAvailable for immediate move-in NOW! Spacious 5-bedroom,2.5-bath apartment with an additional office space. Features include in-unit washer/dryer,central air,hardwood floors,and 1 deeded parking spot. Conveniently located within walking distance to the Boston College B Line T stop,popular restaurants,and local shops. Rent includes water and sewer; tenants pay
Great Location! Location! Location!This beautiful home has completed the full renovation all throughout and isavailable 06/01/2026. You will enjoy the new hardwood floor, new bathrooms, new HVAC system,freshly painted throughout etc. This high tasteful and upscaled unit has, on 2nd floor, two enormous bedrooms, a fullbathroom, kitchen, living room, dining room, in-unit laundry, a sunroom and a
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
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
This 4 beds 1 bath in Newton is available Now. 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 information was obtained. We are pledged to this
Spacious 3 bed, 2 bath apartment at 23 Heath St #1 in Brookline’s desirable Brookline Village/Chestnut Hill neighborhood, featuring all hardwood floors, a large master bedroom, a generous middle bedroom, and a third bedroom with an enclosed porch, and a large dining room perfect for gatherings. The updated kitchen offers granite countertops, a dishwasher, disposal, gas range, and refrigerator,
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
Fully renovated 3 bedrooms and 1.5 bathrooms. Rent includes: Gas, Electric, Heat & hot water, water & sewer, trash removal, snow removal, free washer and dryer in the unit, ground maintenance and one parking. 2 minutes walking to Roland Hayes elementary school, Brookline high 1.5 miles. Free shuttle runs behind the house to longwood area, BWH, Beth Israel and children hospital every 15 minutes
This nice Furnished 1 Bedroom 1 Bath place in the Newton - Chestnut Hill area is available for Now.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
9/1 move in!Spacious and bright two bedroom on a high first floor of a small brick building in a professionally managed Chestnut Hill Association. This lovely unit has hardwood floors and features a well laid out floor plan. This layout includes a large, open living space that can accommodate a full dining area, a separate galley kitchen with plenty of storage, a larger bedroom with two double
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