Chestnut Hill MA Real Estate

Chestnut Hill ReservoirChestnut Hill is a village of Newton, MA, located six miles west of downtown Boston. It encompasses parts of three separate municipalities: Brookline, Boston and Newton. It is named after several small hills overlooking the 135-acre Chestnut Hill Reservoir. It is best known as the home of Boston College, a part of the Boston Marathon route, and Collegiate Gothic canvas of landscape architect Frederick Law Olmsted.

Because of the significance of its landscape and architecture, designated parts of Chestnut Hill were added to the National Register of Historic Places in 1986. Examples of colonial, Italianate, shingle, Tudor revival, and Victorian architectural styles are relatively prominent throughout the village. The Boston College campus standing as an early example of Collegiate Gothic architecture itself. If you're interested in Newton real estate, Chestnut Hill is the cream of the crop.

Browse Chestnut Hill MLS Listings

Below, you'll find a wide range of homes available in Chestnut Hill, Newton, MA. Contact our team if you have any questions or would like to set up a tour.

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99 Gate House Road Newton MA 02467

MLS Number 72898043

  • Single Family Detached
  • Rooms 9
  • Bedrooms 3
  • Bathroom 5
  • Acreage 1.13

This charming and romantic contemporary French country home is sited on over an acre of private grounds in Chestnut Hill's most sought-after neighborhood. It is within walking distance to shops/restaurants at The Street and the Chestnut Hill Reservoir. Completely renovated with a southern exposure that delivers sun-filled entertaining spaces throughout the home. Three ensuite bedrooms on the first level, include a master suite with dressing room, and French doors that lead to a deck and patio. It is magical year round! The kitchen/family room has a large island with seating, a breakfast area with access to two private balconies overlooking a hidden garden. On the garden level is a media room, playroom/optional 4th bedroom, full bath, and a kitchenette. Every room is inviting with an abundance of light and views of the outdoors. Zoning allows building up to 12,000 sf, if desired.

Listed by Conor Chamberlain of Historic Homes,Inc.

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Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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27 Tudor Road Newton MA 02467

Newton, MA27 Tudor Road, Chestnut Hill

Price$3,288,000

Est. Mortgage: $/month

Open House

MLS Number 72904015

  • Single Family Detached
  • Next Open House: Sun 12/5 12:00 pm. to 1:00 pm.
  • Bathroom 5
  • Rooms 12
  • Bedrooms 4

Majestic vintage 1926 Tudor home in sought after Chestnut Hill neighborhood. Set on a spectacular 27K+ sqft lush private landscaped yard. This amazing home features great light, high ceilings, an elegant foyer, a dramatic sweeping staircase & amazing period details. The main level offers a gracious living room, dining room, 2 offices & chefs kitchen with butlers pantry, stainless appliances, granite counters & custom cabinetry. The family room has sliding doors that lead out to a private deck overlooking a beautiful pool & cabana. The 2nd floor features a lovely master bedroom suite with a FP, dressing room & en suite bathroom. The 2nd floor also features 1 add'l en-suite bedroom & 2 bedrooms with a bath. Completing this one-of-a-kind home are 5 additional fireplaces, a spacious 3rd floor playroom, a finished lower level & a 2 car attached garage. Close to everything that Chestnut Hill has to offer: shops, restaurants, public transportation & so much more! This home is a must see!

Listed by The Jeff Groper Group, Rachel Cohen, Scott Friedman, Jeff Groper and John Jennings of Coldwell Banker Realty - Newton

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$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12 Hollywood Drive Newton MA 02467

MLS Number 72915597

  • Single Family Detached
  • Bathroom 7
  • Rooms 16
  • Bedrooms 6
  • Acreage 0.5

Nestled in a private picturesque cul-de-sac and abutting beautiful Charles River conservation land, this stunning colonial w/ private guest suite is truly a Chestnut Hill gem. Stunning two-story foyer leads into spacious open kitchen. Formal dining room, relaxing living room (w/ fireplace and deck), & cozy family room w/ fireplace complete first level. Grand foyer staircase leads to second level w/ four generous bedrooms including master suite with 18' x 16' master bathroom, fireplace, & bonus office / workout area. Spacious finished lower level has new floors, stylish bar area, walkout patio & additional bedroom. Heated 3 car garage. Private au-pair suite w/ separate kitchen, bathroom & fireplace was completely renovated less than 3 years ago. This home has been meticulously cared for with an endless list of updates: new exterior moulding, gutters & paint, refinished floors on first level and brand new floors upstairs and downstairs, new driveway, new decks, renovated bathrooms, etc!

Listed by Michael Tinsley of Longwood Residential,LLC

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$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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137 Intervale Road Newton MA 02467
Open House

MLS Number 72924273

  • Single Family Detached
  • Next Open House: Sun 12/5 12:00 pm. to 2:00 pm.
  • Bedrooms 4
  • Rooms 12
  • Bathroom 5

Welcome Home to 137 Intervale Road in Prestigious Chestnut Hill Newton. A full gut renovation of this home has created spacious living on 4 levels, with 4 new bedrooms, 4.5 new baths and a two-car garage. The oversized entertainer's kitchen includes top of the line appliances, a mammoth island, 48-inch oven range, sunroom and walk-in pantry offering a second dishwasher and prep sink. Just across from the kitchen, a large living room with fireplace gives way to a bright and substantial private home study with walls of windows, perfect for working from home. The vaulted primary suite includes a stunning walk-in closet and bathroom that is reminiscent of a Newbury Street clothing boutique. The lower level family room provides direct access to the terraced yard and the finished top floor offers additional space for a playroom, studio or even new hobby. This suburban oasis is located on a large lot overlooking the nearby Chestnut Hill area and is just moments away from Newton Centre.

Listed by Todd Glaskin, Jennifer LaFleur and Gregg M. Leppo of Coldwell Banker Realty - Newton

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$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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85-87 Louise Road Newton MA 02467

MLS Number 72923707

  • Multi-Family 2 Family - 2 Units Up/Down
  • Total Parking Spaces 5
  • Bedrooms 6
  • Units 2
  • Bathroom 4

One of the more upscale communities in the Boston area, Chestnut Hill deliver a stylish lifestyle and a beautiful atmosphere. Boston College's campus is the main landmark on the northeast corner of the village, and the school's museums, libraries, and other resources add considerable intellectual capital to the broader community-of course, Eagles games are quite popular as well. The shopping center known as “The Street” on Boylston Street provides a trendy retail experience in a unique setting. The area is loaded with parks and green spaces, particularly Hancock Woods in the south, Webster Conservation Area in the west, and Chestnut Hill Reservoir in the north. 10 minute walk to Chestnut Hill Station.

Listed by Gaston Safar of Gaston Safar

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$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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85 Commonwealth Avenue Newton MA 02467

MLS Number 72913308

  • Single Family Detached
  • Bathroom 7
  • Rooms 14
  • Bedrooms 7
  • Acreage 0.56

Proudly sited overlooking the carriage lane and Boston College in coveted Chestnut Hill, this beautiful home sits on a majestic corner lot with over half an acre of land. Less than 1/4 mile to the B line, this location has easy access to Newton Centre, Boston College and greater Boston. Loved for many years this home presents an opportunity to enjoy or renovate in the coveted Ward School district. Gorgeous original detail, millwork and abundant stained glass throughout. The spacious foyer opens to the living room with a fireplace & pocket doors open to the dining room. Across the foyer is a lovely den with fireplace & French doors to the generous family room. At the back of the home are the eat-in kitchen and mudroom. A huge sunroom & powder room complete this level. On the 2nd level is the primary suite with an en suite bath & dressing room, plus 2 more large bedrooms with en suite half baths and a hall full bath. The 3rd level offers 3-4 more bedrooms & 2 full bathrooms. Central AC.

Listed by Matt Montgomery Group and Matthew Montgomery of Compass

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$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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344 Boylston Street Newton MA 02459

MLS Number 72887994

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,172
  • Neighborhood Chestnut Hill

Welcome home to this lavish end unit residence in Chestnut Hill! Dramatic entryway with custom molding & trim leads to an elegant foyer that flows to the chef's kitchen. High end cabinetry, kitchen island and endless granite counters open into the sizable family room. A formal living / dining room provides direct access to a private deck with serene views of lush greenery. Upstairs, the Italian inspired master bedroom with 2 walk-in closets and a luxury on-suite bath with an air jet tub are bound to impress. Additionally, an oversized 2nd bedroom with a sitting area and a new 2nd bath finish upstairs! Ground floor has a private 3rd bedroom, versatile den and remodeled bath with heated floors + direct access to an oversized 2 car garage. 1st floor powder room, custom laundry room with efficient storage and hidden pantry completes the home! Access to a community gym! Located next to the best shopping, dining and fitness centers such as: Bloomingdales, Wegmans, Capital Grille & Life Time.

Listed by Frank Celeste, Jared Kurker and David Mogielnicki of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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344 Boylston Street Newton MA 02459

MLS Number 72887995

  • Single Family Attached
  • Bathroom 4
  • Rooms 7
  • Bedrooms 3
  • Acreage 3.33

Welcome home to this lavish end unit residence in Chestnut Hill! Dramatic entryway with custom molding & trim leads to an elegant foyer that flows to the chef's kitchen. High end cabinetry, kitchen island and endless granite counters open into the sizable family room. A formal living / dining room provides direct access to a private deck with serene views of lush greenery. Upstairs, the Italian inspired master bedroom with 2 walk-in closets and a luxury on-suite bath with an air jet tub are bound to impress. Additionally, an oversized 2nd bedroom with a sitting area and a new 2nd bath finish upstairs! Ground floor has a private 3rd bedroom, versatile den and remodeled bath with heated floors + direct access to an oversized 2 car garage. 1st floor powder room, custom laundry room with efficient storage and hidden pantry completes the home! Access to a community gym! Located next to the best shopping, dining and fitness centers such as: Bloomingdales, Wegmans, Capital Grille & Life Time.

Listed by Frank Celeste, Jared Kurker and David Mogielnicki of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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264-266 Lagrange Street Newton MA 02467
Open House

MLS Number 72899302

  • Multi-Family 2 Family
  • Next Open House: Sun 12/5 2:00 pm. to 3:00 pm.
  • Total Parking Spaces 6
  • Full Bath 2
  • Bedrooms 5

A RARE find in the desirable Chestnut Hill neighborhood in the company of multi-million dollar homes, sits a SMART 2 family option, perfect for the savvy investor or an extended family. Clean lines and an ideal layout, each unit has it's own separate entrance, large living rooms with wood burning fireplaces and formal dining rooms. 3 bedrooms w/ 1.5 baths up, with the master bedroom having an en suite 1/2 bath; 2 bedrooms and 1 bath down. Put your own touches on the kitchens and baths! The basement has untapped potential, clean with high ceilings and walk out access to the wide driveway and large, level yard. New vinyl siding and Harvey windows installed in 2019. Close to Boston, highways, shops, restaurants and schools. The property will be delivered vacant. If you've been waiting for a great real estate opportunity, this is it!

Listed by Kim Powers of Coldwell Banker Realty - Milton

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$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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250 Hammond Pond Parkway Newton MA 02467
Open House

MLS Number 72913095

  • Condo or Co-op
  • Next Open House: Sun 12/5 12:00 pm. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,532

The Towers of Chestnut Hill is a 5-star luxury condominium association, Hammond Pond Parkways most prominent building, embodies the very essence of luxury Chestnut Hill living. Fully amenitized living, including heated indoor lap pool, newly installed cardio center and 24-hour doorman underscore it all. On rare occasions, a three bedroom two full bath unit becomes available for sale at the Towers. This grand home showcases tremendous space, light and well-proportioned rooms and expands nearly 1600 sq. ft. and feels even larger. Two prime deeded parking spaces (1 garage) included in the sale. Renovated in 2012 and needs no work. Solid investment. There is a virtual tour attached to this listing.

Listed by Richard C. Dore of Hammond Residential Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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