$2,355,041Average Value$746Average Price per Sq Ft20Homes 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 32 days on the market compared to the national average of 55 days. The median sale price for homes in Chestnut Hill, Newton over the last 12 months is $2,325,000, up 36% from the median home sale price over the previous 12 months.
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
New to Market! Don’t miss this rare opportunity to own a beautifully maintained, sun-filled 3BR, 1.5BA condo in one of Brookline’s most sought-after locations. This inviting home features an open and airy floor plan with high ceilings, oversized windows, and abundant natural light throughout. Well-appointed kitchen boasts maple cabinetry, granite countertops, stainless steel appliances, gas
Welcome to Hammond Pond Place! This bright and spacious 2 bed, 2 bath condo offers modern living in the heart ofChestnut Hill. The open floor plan features high ceilings, hardwood floors, and a sun-splashed living/dining area with asliding glass door that fills the space with natural light. The kitchen is equipped with stainless steel appliances, granitecounters, and an oversized breakfast bar —
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
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.
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
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
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
Perfectly situated in the prestigious Chestnut Hill Historic District, this sun-drenched 1930s Tudor offers a seamless blend of timeless character and modern luxury. The open-concept layout features a granite kitchen with custom cabinets and a breakfast bar, flowing into an sun filled living area with classic coffer ceilings, a fireplace, and custom built-ins. Host elegant dinners in the formal
Offering a two car garage, central AC and gorgeous landscaping, this beautifully updated home is in a great Chestnut Hill neighborhood near Waban Hill Reservoir & Ward Elementary about a mile to the shops & restaurants of Newton Centre. Off the foyer are an oversized living room with a fireplace and a dining room perfect for entertaining. Behind the dining room is the updated kitchen with granite
Fantastic first floor corner/end unit with 2 bedrooms, 2 baths, 2-car garage parking and private storage. This home is front (west) facing, and enjoys abundant sunlight and a modern layout, with large, well-apportioned bedrooms and bathrooms. Freshly painted and with newly refinished hardwood floors, a sweeping open floor plan encompasses the foyer, kitchen, dining room, and living room. The
This custom-designed Mid-Century Modern home, inspired by Frank Lloyd Wright, sits on a private 0.92-acre lot on coveted Singletree Road. A four-season breakfast room with skylights fills the home with natural light and offers a seamless connection to the outdoors. The chef’s kitchen features top-of-the-line appliances, three ovens, two dishwashers, and lacquered burled wood cabinetry. The formal
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.
$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
Welcome to 219 Commonwealth Ave, Unit 15 in Chestnut Hill, MA! Bright, updated studio with heat and hot water included and optional parking for $325/month. Rent is $2,500 per month on a lease through 8/31/2026 with an option to renew. Enjoy an inviting space with great natural light in a building that offers secure entry, elevator, in-building laundry facilities, and bike storage. Fantastic
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
Gorgeous, recently refurbished two-bedroom apartment boasting brand new bamboo hardwood flooring throughout. Heat is included, and it comes with a designated parking space, #40. Equipped with stainless steel appliances, the kitchen is also recently updated. The entire space, including walls, floors, recessed lighting, and the bathroom, has been renovated recently.Ideally situated on the
3 bed 1.5 bath under renovations. Brand new kitchen and 1.5 baths, Central A/C, forced hot air for heat, washer and dryer in unit, hardwood floors, across the street from Heath Elementary and next to Brookline Recreation Department, Eliot Playground, and Warren Field Tennis Courts. A short walk to the C and D Green Line Train. Pet friendly. Tandem parking on site or ample parking across the
close to the T, coffee shops, restaurants&shopping from a stunning renovated architectural gem on a private cul-de-sac on a premier Chestnut Hill St. Unobstructed Park views from luxury outdoor kitchen Bluestone patio with 8" outdoor gas fireplace, indoor sauna, home gym,Wine Cellar, Billiards room, paneled Library, luxury details, modern systems and heated driveway.Open1st floor features
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
FOR RENT - Stunning renovated single family home with fenced yard. FIRST FLOOR: living room, dining room, half bath. CHEF's kitchen with stainless appliances (WOLF stove, ASKO dishwasher), stunning Calcutta white QUARTZ island + countertops, hanging pendant lighting and surround sound speakers. SECOND FLOOR: 3 bedrooms + 2 full modern baths. Master bedroom with en suite spa-like bath. Modern
Mary Lochner HurwitzColdwell Banker Realty - Brookline
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
Renovated 3 bed 2 bath unit with one garage parking, outdoor space, and storage. Modern kitchen with a central island, quartz countertops, and glass range hood. Master bedroom has a walk-in closet and ensuite bath with double sinks. Central A/C, in-unit laundry, shared patio, near Hayes school. No pets. Water and sewage included, tenants responsible for other utilities. First month, last month,
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