Chestnut Hill is regarded as a wealthy village, the patrician borough of stately homes and home of Boston College, located just six miles west of downtown Boston; but, unlike most villages, Chestnut Hill encompasses parts of three separate municipalities, each of which is in a different county: the town of Brookline in Norfolk County; the city of Boston (parts of its neighborhoods of Brighton and West Roxbury) in Suffolk County; and the city of Newton (all of its village of Chestnut Hill) in Middlesex County. Its borders are roughly defined by the 02467 zip code.
Due to the significance of its landscape and architecture, parts of Chestnut Hill are designated as historic districts. You might enjoy fishing or hiking in its Hammond Pond Reservation, a protected woodland park. Myself, my dogs and I enjoy walking/exploring its various trails.
There are a couple of fairly easy-to-walk trails through the area and several off-shoots here and there. We climbed up the hill the other day and took this photo looking down over the pond.
Its major retail centers - Chestnut Hill Mall, Chestnut Hill Square and the Chestnut Hill Shopping Center - are located along SR-9 between Hammond St and Langley Rd, in Newton. Jim's favorite restaurants in Chestnut Hill are not surprisingly mainly located in the malls: Legal Seafood, Cheesecake Factory, The Capital Grille, Shake Shack, Davios, etc.
If you are a commuter, Chestnut Hill is served fairly well by public transit - by three branches of the Green Line as well as several bus lines. This is especially necessary within the boundaries of Brookline because that town has strict parking regulations. It even has an overnight on-street parking ban which is unusual for such a dense area. Please inform yourself of its parking restrictions. This said, Newton, too, has an overnight parking ban in the winter. Narrow streets, parked cars, and snow make it difficult for emergency vehicles to get where they might need to go.
Chestnut Hill is also known for its excellent Brookline and Newton schools which are supported in large part by high property taxes. Fortunately, Brookline offers a bit of a tax break for owner occupants who apply for the residential exemption. Newton has no such exemption. Boston does offer a similar property tax break, but its schools are not well regarded. Taxes aside, if you have school age children, you will want to read what options are available to transport them to and from school; but first, you need to know which school district your property is located in! If you know which city or county your prospective home is in, that there will tell you which school district. If you do not know which city or county, you can contact Jim and he will let you know which one based upon the property address you provide. Alternatively, you can search each of the city's databases by address and see which holds the winning address! Here are Brookline's, Boston's, and Newton's's databases. Several private primary and secondary schools, including the Beaver Country Day School, Brimmer School, The Chestnut Hill School, and Lynch School - The Boston College Campus School (for special needs) are located in the village.
Single family homes in Chestnut Hill have been running from $800,000 to $23,000,000 while condominiums have been running from $265,000 to $2,100,000. Pricing varies depending upon size, location, and amenities. Real estate markets are very fluid and can fluctuate in a matter of hours because homes can come on and off the market daily... even hourly. What is currently offered for sale is listed below. The following chart is a visual representation of the cyclical nature of real estate and compares the ups and downs of Chestnut Hill to the ups and downs of Boston proper. The taller the column the better it is for buyers. The shorter the column the better it is for sellers. Hence 2006 was the best time for a buyer to buy in Chestnut Hill, while 2014 was the best year for sellers. The graphic below indicates an approaching buyer's market.
If you scroll to the bottom of this page, you will see all the available listings in all of Chestnut Hill. If you use the search box at the top of the page and click on advance search, you can confine the search to a certain price range or town, then price, bedrooms, etc to narrow down the field. Just remember, Chestnut Hill is just basically an area with a common zip code and is not an incorporated town with its own laws. You will be governed by the laws promulgated by and pay taxes to the town in which you reside. So, determine first, in which town you wish to reside and then begin your search.
One such customized search might be for The Towers of Chestnut Hill.
If you are interested in other nearby Newton neighborhoods, choose from below:
Alternatively, click here to open the Interactive Map Search.
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Great Schools provides ratings for most schools in the United States. Below, you can see what schools are near the address you are thinking of buying and then compare it to other neighboring schools.
Garage deeded space on level G1. Garage parking is rarely available, Add value to your condo!
Listing courtesy of Leslie Grover from Grover Group Real Estate LLC
Residence 23, the serene views and surrounding landscape from this commanding 1st floor unit is breathtaking. The unit showcases tremendous space, light and well-proporti...
Listing courtesy of Richard C. Dore from Hammond Residential Real Estate
This unit is completely renovated 2 Bedroom unit in Chestnut Hill Village. Modern, recently renovated Eat-in Kitchen with Quartz countertop with all brand new stainless a...
Listing courtesy of Rajit Shrestha from 360 Realty LLC
OH Sat 12-3:00 & Sun 1-3:00. Hurry to see this first floor corner unit. Features parquet hardwood floors in the living room, a separate dining area with chandelier, and u...
Listing courtesy of Katherine Meisenheimer from Centre Realty Group
***Newly Renovated*** Bright Spacious 1BR at Imperial Towers in coveted Chestnut Hill. Open concept Living room, Dining Room, Kitchen and a small Office. New wood floorin...
Listing courtesy of Sapna Punjabi from Thread Real Estate, LLC
Beautiful corner unit in a well managed & maintained brick building in West Roxbury Chestnut Hill. Super location-set back from the road facing the woods yet minutes to E...
Listing courtesy of Rimma Pevzner from MetroBoston Realty Group, Inc
Residence 608, the panoramic city views and surrounding landscape from this commanding 6th floor welcoming condominium is breathtaking. The unit showcases tremendous spac...
Listing courtesy of Richard C. Dore from Hammond Residential Real Estate
The Towers of Chestnut Hill. This is the only one bedroom currently on the market. Luxury living at its best! When entering through the gated entrance and enter the luxur...
Listing courtesy of Craig Hammer from Compass
Enjoy the quiet and serenity of penthouse living from this spacious two bedroom, two bathroom home. Located in the corner of a boutique condo building, this unit has wind...
Listing courtesy of Paul Whaley/Charlie Ring Team from Coldwell Banker Realty - Back Bay
Beautifully updated and maintained sundrenched condo with a spacious and flexible floorplan in Chestnut Hill! Enjoy a two bedroom one bathroom unit with hardwood floors a...
Listing courtesy of Steven Novak from Redfin Corp.
Built in 1920, this new condo conversion is located in the heart of Chestnut Hill Brookline. Unit is approximately 1800 sf. Most recently has been used as a daycare but ...
Listing courtesy of Ezra Stillman from Hammond Residential Real Estate
***Please contact owner to schedule showing***. Immaculate, fully renovated (in 2019) one bedroom 1.5 bathroom unit in the elegant Imperial Towers, located in the heart o...
Listing courtesy of Alexsandr Groza from Zoom Realty, Inc.
This 5 room, 2 bedroom, 1.1 Bath Townhouse is located in Brookline's Chestnut Hill. Large kitchen and open concept living and dining.Newly renovated Masterbath on second ...
Listing courtesy of Boston Raw Luxury Group from William Raveis R.E. & Home Services
Sunny Top floor condo in Chestnut Hill with views of Soule Recreation park consists of 3 bedrooms, 2 full baths with in-unit laundry. The entire unit has been painted wi...
Listing courtesy of Lisa M. Richards from William Raveis R. E. & Home Services
Spacious, bright, and fresh best describe this beautiful first-floor 2 bedroom home at the beautiful Covenant Residences. Stunning direct views out onto the golf course, ...
Listing courtesy of Adam Cutone from The Charles Realty
Great opportunity to own a stylish condo with wonderful amenities in Newton's desirable Chestnut Hill. This attractive 2 bedroom, 2 full bath unit features gleaming hardw...
Listing courtesy of Scott Driscoll from Redfin Corp.
Welcome to The Towers of Chestnut Hill. This gated community sits on over 17 acres in the heart of Chestnut Hill where everything is at your fingertips. From shopping to ...
Listing courtesy of The Jeff Groper Group from Coldwell Banker Realty - Newton
Residence 606N, the rarest of rare! No expense has been spared to create this sophisticated home. This ultra chic unit is renovated to the highest standard with quality c...
Listing courtesy of Richard C. Dore from Hammond Residential Real Estate
Beautiful first floor condominium now available at Hammond Pond Place! Two bedroom, 2 bath home located within walking distance to "The Street" and a 15-minute walk to th...
Listing courtesy of The Piracini Group from Coldwell Banker Realty - Back Bay
Spacious Urban Oasis at The Hammondswood of Chestnut Hill. You will love this beautifully maintained 2 bedroom plus study/den,2 full bath & in unit W/D.This condo feature...
Listing courtesy of Sheri Flagler from William Raveis R. E. & Home Services
The perfect happy home for raising a young family! Watch the kids romp freely thru the secluded and fenced-in back yard, shaded by tall mature trees. Level front yard w/ ...
Listing courtesy of Sheree Skoler from Dakota Realty
In much-requested Hampton Place, a well-priced 2 bedroom, 2 bath 3rd floor unit with great westerly views. Well-planned kitchen with smooth cooktop range, wall oven and ...
Listing courtesy of Karen Edgers from Coldwell Banker Realty - Newton
Come Home! Rarely available! South Facing! 16th Floor END unit at The Towers of Chestnut Hill! Rooms with Wall of windows offering Panoramic view of the Boston skyline ...
Listing courtesy of Ai Cheng Goh from Z. Realty
Located on one of South Brookline's loveliest streets is this idyllic home that is nestled on a simply breathtaking 21,039 square foot lot. While moments from urban cente...
Listing courtesy of Bell | Whitman Group from Compass
Charming six room townhouse style residence at Fairgreen Place. Expansive living room with fireplace that opens up to the dining room. Slider doors lead from the dining r...
Listing courtesy of Hilary Maddox from Compass
This bright and spacious home is a green oasis with the convenience of city living. This homes comes with one oversized parking space and is in close proximity to Heath ...
Listing courtesy of Derek Greene from The Greene Realty Group
Hampton Place!! This rarely available South facing 2 bedroom plus office features an expansive and private outdoor patio. Drenched with natural sunlight, the oversized li...
Listing courtesy of Deborah M. Gordon from Coldwell Banker Realty - Brookline
Built in 1920 but doubled in size in 2018, this new condo conversion is located in the heart of Chestnut Hill Brookline. This unit has been beautifully expanded and renov...
Listing courtesy of Ezra Stillman from Hammond Residential Real Estate
Rare to market, this Multi Family is located in the Chestnut Hill area of Brookline. On a residential street, this property has two identical units both currently occupi...
Listing courtesy of Peter Karg from Centre Realty Group
Incredible renovation of entire 3 level unit including all new hardwood floors, lighting and window treatments. Please see attachment for an entire list of updates, impro...
Listing courtesy of Lisa M. Richards from William Raveis R. E. & Home Services
Luxury living at Hampton Place! Rarely available, 2,990 square foot two bedroom plus den residence. This fantastic unit has been freshly painted and has an open floor pla...
Listing courtesy of Jayne Friedberg from Coldwell Banker Realty - Brookline
Pleased to present 753 Boylston Street, an oversized 4500 SF 3 unit apartment building located in Brookline, MA available for the first time in 50+ years. The property i...
Listing courtesy of Evan Griffith from Marcus & Millichap Real Estate Investment Services
Prime location near Boston College, and Newton Centre. Come see this 1940 classic brick cape which offers 2,587 square feet of living space. The home resides on an 11,9...
Listing courtesy of Suzanne Hickey from Best Deal Realty, LLC
Beautiful, classic multi-family home in prime Brookline locale within the Baker School District. This solid income-producing property has updated high end oil heating sys...
Listing courtesy of Benjamin Snow from Coldwell Banker Realty - Back Bay
Located near the Robert Lynch Golf Course in South Brookline, this immaculate and lovingly maintained Colonial home offers an abundance of living space. The floor plan fe...
Listing courtesy of Beth Shuman from Hammond Residential Real Estate
Wow! A rare offering! This huge 3 family offers the most discriminating buyer many options-all of them fantastic: live in it; rent it; or condo it! The units are all very...
Listing courtesy of The stevedoug.com Team from LAER Realty Partners
Now available with clean title. This private nearly one-acre buildable lot presents a rare opportunity to construct a new home in the coveted North Brookline - Chestnut H...
Listing courtesy of Matt Montgomery Group from Compass
Built in 1920 but doubled in size in 2018, this massive two family house (over 4,500sf) is located in the heart of Chestnut Hill Brookline. Upper unit: beautifully expand...
Listing courtesy of Ezra Stillman from Hammond Residential Real Estate
Don't miss this very rare opportunity to own the largest luxury penthouse condo in the most sought after full-service building in Chestnut Hill! A large open and sun-fil...
Listing courtesy of Timothy Walls from Berkshire Hathaway HomeServices Commonwealth Real Estate
This penthouse duplex is an oasis of luxury in a perfect family location in Brookline. Recently renovated to a very high standard, and offering all of the amenities expe...
Listing courtesy of Samantha Stumpo from New Brook Realty Group, LLC
Architectural sophistication at its best with many upgrades and design details. This enhanced 1940 center entrance Colonial is situated on a half acre corner lot of level...
Listing courtesy of Linda Lerner from William Raveis R.E. & Home Services
Elegant living meets modern style in this stunning 2021 contemporary masterpiece! 584 Newton Street is Chestnut Hill's newest luxury single-family home boasting soaring G...
Listing courtesy of Michael McGuire from Insight Realty Group, Inc.
This exceptional property is beautifully situated on one of the highest points in Chestnut Hill offering breathtaking views of the sunset to the west and Cambridge to the...
Listing courtesy of Dean Poritzky from Engel & Volkers Wellesley
Magnificently situated on a corner lot in historic Chestnut Hill, this stately 1920's brick center-entrance Colonial combines classic architecture and period elegance wit...
Listing courtesy of Sheila Goddess from Coldwell Banker Realty - Newton
Simply stunning, this Chestnut Hill single family home is an idyllic blend of historic architecture and modern amenities in a private, bucolic setting. Spacious foyer ent...
Listing courtesy of Kyle Kaagan Team from Gibson Sotheby's International Realty
A+ location, sited on nearly an acre in the heart of the Estate neighborhood of Chestnut Hill between Beaver Country Day School and Pine Manor College, this 1922 English ...
Listing courtesy of Micéal & Conor Chamberlain from Historic Homes, Inc.
Brookline Chestnut Hill! This fabulous home has undergone an extensive renovation.The first floor has an open floor plan with a stellar and stunning oversized kitchen ope...
Listing courtesy of Deborah M. Gordon from Coldwell Banker Realty - Brookline
Coveted Chestnut Hill neighborhood!! This spectacular home has been recently updated and features a stunning open flexible floorplan for grand entertaining and easy famil...
Listing courtesy of Deborah M. Gordon from Coldwell Banker Realty - Brookline
A unique opportunity to own a family estate in Brookline's Chestnut Hill. With nearly an acre of land, this property offers two single family homes and a heated in-ground...
Listing courtesy of Kerrianne Ciccone from William Raveis R. E. & Home Services
PRICE IMPROVEMENT! Located in Estate area of Brookline, at the end of a private way. Elegant residence offers privacy & functionality for today’s modern living. On over 1...
Listing courtesy of Robin Allen from William Raveis R. E. & Home Services
The Hammond House (circa 1714) in Chestnut Hill is presently under renovation and expansion. This Historic treasure is situated on .60 acre of established gardens. It is ...
Listing courtesy of Ellen Karp from William Raveis R. E. & Home Services
Estate worthy acre lot on one of Brookline's most beautiful streets. Long, private driveway, leads to a gorgeous wooded lot that overlooks the golf course. Close distance...
Listing courtesy of Samantha Stumpo from New Brook Realty Group, LLC
This 5-bed light filled newly built Chestnut Hill residence - with a fabulous open layout & luxurious finishes - has it all! The welcoming foyer which leads to the dining...
Listing courtesy of Maggie Gold Seelig from MGS Group Real Estate LTD
The Chestnut Hill consists of 28 meticulously renovated market rate apartments and is located just a short walk from Boston College. The property underwent a complete ren...
Listing courtesy of Kevin Benzinger from Boston Realty Advisors
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