3,128

Chestnut Hill Homes

Section Image Section Image
  • /24

    $2,490,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,486 Sq Ft

    76 Norfolk Rd, Chestnut Hill, MA 02467

    Welcome to 76 Norfolk Road, a modern masterpiece in Brookline's desirable Chestnut Hill. This stunning 3-bed, 3-bath contemporary home has been meticulously updated and features sun-drenched spaces with walls of windows, an open-plan main living space with soaring ceilings, a renovated SieMatic kitchen, three renovated bathrooms, a Stuv wood-burning stove/fireplace, and a dramatic floating

    Agent Photo

    Deborah M Gordon

    Coldwell Banker Realty - Brookline

    (617) 762-5361

    76 Norfolk Rd, Chestnut Hill, MA 02467
  • /26

    $4,900 total monthly price

    • 4 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    755 Boylston St Unit 3, Chestnut Hill, MA 02467

    Located in sought after Chestnut Hill, is a fully renovated third 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. 2 brand new full bathrooms, 4 large bedrooms with full-size closets. Huge private back deck. Additionally,

    Agent Photo

    Vena Priestly

    Rise Signature Homes

    (617) 676-2563

    755 Boylston St Unit 3, Chestnut Hill, MA 02467
  • /41

    $5,700,000 Sold Nov 25, 2025

    • 8,849 Sq Ft
    • $644/SF
    • 209 Days On Market
    • 6 Beds
    • 9 Baths
    • Built 1996

    120 Cabot St, Chestnut Hill, MA 02467

    Tucked away at the end of a quiet dead-end street, 120 Cabot Street is a breathtaking French chateau-style residence that transports you to Europe while offering the best of Boston luxury. With soaring 11-foot ceilings and exquisite architectural details, this home exudes elegance, from its gracious living and dining rooms with floor-to-ceiling French doors to its gourmet kitchen, complete with a

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    120 Cabot St, Chestnut Hill, MA 02467
    • /26

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,004 Sq Ft

      629 Hammond St Unit EPH15, Chestnut Hill, MA 02467

      629 Hammond St Unit EPH15, Chestnut Hill, MA 02467
  • /38

    $6,649,000

    • 6 Beds
    • 6.5 Baths
    • 7,450 Sq Ft

    88 Cutler Ln, Chestnut Hill, MA 02467

    Discover this charming home tucked behind a private gate in one of the area’s most sought-after estate locations. The home has been lovingly maintained and thoughtfully updated with finishes that elevate both style and functionality. A two-story foyer with a sweeping curved staircase sets an elegant tone upon entry. At the heart of the home, a new modern gourmet kitchen offers a large center

    Viktoriya Vilkomir New England Elite Realty, LLC

    88 Cutler Ln, Chestnut Hill, MA 02467
  • /27

    $4,350 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Apartment for Rent

    755 Boylston St Unit 1, Chestnut Hill, MA 02467

    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,

    Agent Photo

    Vena Priestly

    Rise Signature Homes

    (617) 676-0230

    755 Boylston St Unit 1, Chestnut Hill, MA 02467
  • /29

    $1,100,000 Sold Nov 25, 2025

    • 1,927 Sq Ft
    • $571/SF
    • 8 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1969

    209 Commonwealth Ave Unit 3E, Chestnut Hill, MA 02467

    The Commonwealth House: The Ultimate Luxury Elevator Building In Chestnut Hill Located On The Carriage Lane Atop Heartbreak Hill. Ultra-Rare 1,927 S/F Sprawling 2Bed/2Bath Front Corner-Unit On The 3rd FL w/Massive Open Floorplan. You Have Never Seen A Larger Layout Or Room Sizes Anywhere. Enter Through The Dramatic Double Wooden Doors Into The Flowing Open Foyer w/Walk-in Closet Large Enough To

    Gene Hashkes William Raveis R.E. & Home Services

    209 Commonwealth Ave Unit 3E, Chestnut Hill, MA 02467
    • /39

      Est $1,645,874 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,077 Sq Ft

      98 Manet Rd Unit 1, Chestnut Hill, MA 02467

      98 Manet Rd Unit 1, Chestnut Hill, MA 02467
  • /42

    $8,750,000

    • 8 Beds
    • 6.5 Baths
    • 9,400 Sq Ft

    142 Crafts Rd, Chestnut Hill, MA 02467

    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.

    Paul Neavyn Gibson Sotheby's International Realty

    142 Crafts Rd, Chestnut Hill, MA 02467
  • /25

    $4,700 total monthly price

    • 4 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    755 Boylston St Unit 2, Chestnut Hill, MA 02467

    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.

    Agent Photo

    Vena Priestly

    Rise Signature Homes

    (617) 380-6376

    755 Boylston St Unit 2, Chestnut Hill, MA 02467
  • /15

    $432,000 Sold Nov 20, 2025

    • 710 Sq Ft
    • $608/SF
    • 5 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1945

    84 Boylston St Unit 4, Chestnut Hill, MA 02467

    Fantastic opportunity to own in Chestnut Hill! Tucked back from the street, this Hammond Gardens condo is your charming retreat in the city. Sunlit & spacious home on the second level features hardwood floors, stainless steel appliances, and tiled bathroom. Plenty of closet space, with two closets in the primary bedroom. New windows installed in 2022. Pet-friendly community! Includes 1 deeded

    Ashley Glatt Keller Williams Realty

    84 Boylston St Unit 4, Chestnut Hill, MA 02467
    • /16

      Est $1,552,326 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,762 Sq Ft

      9 Doran Rd Unit 2, Brookline, MA 02445

      9 Doran Rd Unit 2, Brookline, MA 02445
  • /20

    $5,000,000

    • 5 Beds
    • 4.5 Baths
    • 6,419 Sq Ft

    540 Chestnut Hill Ave, Brookline, MA 02445

    Beautifully restored 1900s French-style residence on an acre of land in Brookline’s coveted Fisher Hill. Over 6,000 sq ft of living space featuring five bedrooms and 4.5 bathrooms. Inviting foyer with fireplace & custom bookshelves, an impressive great room with 15’ ceilings & fireplace, an elegant living room with period details including a fireplace, and a dining room with French doors to a

    The Duffy Group Compass

    540 Chestnut Hill Ave, Brookline, MA 02445
  • /4

    $5,900 per month plus fees

    • 4 Beds
    • 2 Baths
    • Condo for Rent

    235 Commonwealth Ave, Newton, MA 02467

    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

    235 Commonwealth Ave, Newton, MA 02467
  • /40

    $3,700,000 Sold Nov 10, 2025

    • 6,943 Sq Ft
    • $533/SF
    • 18 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 1900

    87 Hammond St, Chestnut Hill, MA 02467

    Timeless elegance in Chestnut Hill’s most coveted location! This stunning Georgian-style brick mansion, complete with a separate carriage house, is set on nearly an acre of beautifully landscaped grounds with rolling lawns, mature trees, and lush gardens. Inside, high ceilings, abundant natural light, and a fantastic floor plan enhance its graceful character. A porte-cochère leads to a lovely

    Alexandre Lecarme Hammond Residential Real Estate

    87 Hammond St, Chestnut Hill, MA 02467
    • /28

      Est $817,061 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,102 Sq Ft

      35 Commonwealth Ave Unit 202, Chestnut Hill, MA 02467

      35 Commonwealth Ave Unit 202, Chestnut Hill, MA 02467
  • /20

    $6,995,000

    • 6 Beds
    • 9 Baths
    • 9,755 Sq Ft

    130 Cabot St, Chestnut Hill, MA 02467

    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 Carucci Gibson Sotheby's International Realty

    130 Cabot St, Chestnut Hill, MA 02467
  • /38

    $6,800 total monthly price

    • 5 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • Apartment for Rent

    62 Algonquin Rd Unit 2, Chestnut Hill, MA 02467

    Available 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 are responsible for gas (heat),

    Jacqueline Keung Keller Williams Realty

    62 Algonquin Rd Unit 2, Chestnut Hill, MA 02467
  • /12

    $416,000 Sold Oct 31, 2025

    • 1,028 Sq Ft
    • $405/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1919

    765 Boylston St Unit 1, Chestnut Hill, MA 02467

    First floor, 2 bedroom condo in Brookline’s highly desirable Chestnut Hill neighborhood! Located right around corner from Heath School. Centrally located just 100 ft from bus, 1/2 mile from nearest Green Line stop, within mile of the street shopping, restaurants, close to Boston’s medical area, universities, parks/playgrounds! Daytime resident parking with permit available on street. Take

    Michael Vaz Century 21 Signature Properties

    765 Boylston St Unit 1, Chestnut Hill, MA 02467
    • /19

      Est $733,981 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,012 Sq Ft

      35 Commonwealth Ave Unit 111, Chestnut Hill, MA 02467

      35 Commonwealth Ave Unit 111, Chestnut Hill, MA 02467
  • /38

    $7,995,000 Pending

    • 7 Beds
    • 10 Baths
    • 12,814 Sq Ft

    335 Heath St, Chestnut Hill, MA 02467

    335 Heath Street, combines the charm and architectural integrity of an established Brookline estate with the comfort and craftsmanship suited for modern living. Set on a flat, private lot just under an acre, this exceptional property includes a main house with 4+ bedrooms and an attached 3-bedroom carriage house. Thoughtful amenities enhance everyday life: 2 home offices, a dedicated gym with

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    335 Heath St, Chestnut Hill, MA 02467
  • /14

    $5,500 per month plus fees

    • 4 Beds
    • 1 Bath
    • Condo for Rent

    36 Crosby Rd Unit 2, Newton, MA 02467

    This nice 4 Bedrooms 1 Bath place in the NEWTON - CHESTNUT HILL area is available for 08-21-2026. Included Features are: Yard, and Laundry in Common Area.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

    36 Crosby Rd Unit 2, Newton, MA 02467
  • /27

    $2,250,000 Sold Oct 30, 2025

    • 2,844 Sq Ft
    • $791/SF
    • 39 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1955

    47 Nancy Rd, Chestnut Hill, MA 02467

    Nestled in Newton’s highly coveted Chestnut Hill Historic District, this newly renovated 3-bedroom, 2.5-bath contemporary home combines modern updates with timeless architectural character. Set on a private 15,000 sq. ft. lot, the home features a spacious open floor plan with soaring ceilings, exposed beams and walls of glass overlooking the wooded grounds.The dining and living rooms are anchored

    Felicia Captain Coldwell Banker Realty - Wellesley

    47 Nancy Rd, Chestnut Hill, MA 02467
    • /26

      Est $1,375,478 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,710 Sq Ft

      629 Hammond St Unit WPH12, Chestnut Hill, MA 02467

      629 Hammond St Unit WPH12, Chestnut Hill, MA 02467
  • /23

    $1,999,999 Open Sat 12PM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft

    675 Chestnut Hill Ave, Brookline, MA 02445

    Attention developers, investors and end-users alike! Unlock the rare opportunity of this brick two-family that sits on a large lot in a convenient Chestnut Hill location. Both units feature two good sized bedrooms and one bathroom. Beautiful hardwood floors throughout and a fireplace in each unit’s living and dining areas. The kitchens lead to screened-in balconies which overlook the backyard.

    Danielle Schlesier Coldwell Banker Realty - Brookline

    675 Chestnut Hill Ave, Brookline, MA 02445
  • /25

    $6,800 total monthly price

    • 5 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • Apartment for Rent

    62 Algonquin Rd Unit 1, Chestnut Hill, MA 02467

    Available for 8/15/2026! 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 are responsible for gas (heat), electricity,

    Jacqueline Keung Keller Williams Realty

    62 Algonquin Rd Unit 1, Chestnut Hill, MA 02467
  • /7

    $5,800,000 Sold Oct 22, 2025

    • Land
    • 1.78 Acres
    • $3,258,427 per Acre
    • 19 Days On Market

    24 Essex Rd, Chestnut Hill, MA 02467

    Rarely available in the most exclusive Chestnut Hill neighborhood. Incredible opportunity to renovate this 1950's modern home. Estate location with 1.78 acres of privacy including tennis court, lush grounds and secret garden. Create your own vision or work with an approved set of plans. Current home is 3868 sq ft. Perfect combination of home in a coveted spot yet close to all amenities: "The

    Melissa Dailey Coldwell Banker Realty - Wellesley

    24 Essex Rd, Chestnut Hill, MA 02467
    • /24

      Est $1,135,664 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,277 Sq Ft

      629 Hammond St Unit W208, Chestnut Hill, MA 02467

      629 Hammond St Unit W208, Chestnut Hill, MA 02467
  • /20

    $799,000

    • 3 Beds
    • 1.5 Baths
    • 1,087 Sq Ft

    55 Reservoir Rd Unit 2, Chestnut Hill, MA 02467

    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

    Jeff Groper Coldwell Banker Realty - Newton

    55 Reservoir Rd Unit 2, Chestnut Hill, MA 02467
  • /10

    $2,600 per month plus fees

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    217 Commonwealth Ave Unit 45B, Newton, MA 02467

    NO BROKER FEE!1bed//1bath - Delight in a state-of-the-art kitchen equipped with stainless steel appliances, granite countertops, and a convenient dishwasher. The interiors showcase gleaming hardwood floors, presenting a warm ambiance in a spacious layout. For your convenience, utilities such as heat, hot water, and gas are included in your rent. Beyond the comfort of the apartment,

    217 Commonwealth Ave Unit 45B, Newton, MA 02467
  • /18

    $3,036,350 Sold Oct 06, 2025

    • 3,909 Sq Ft
    • $777/SF
    • 44 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1955

    46 Malia Terrace, Chestnut Hill, MA 02467

    Available for the first time in over 40 years, this exquisite mid-century modern home sits on a lushly landscaped almost one acre lot in the coveted Chestnut Hill Historic District. Designed by renowned architect Stanley Myers and built in the 1950s for the founder of Sonesta Hotels, it has been lovingly maintained and updated while keeping true to the original style of the home. Many features

    Montgomery Carroll Group Compass

    46 Malia Terrace, Chestnut Hill, MA 02467
    • /28

      Est $1,422,051 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,608 Sq Ft

      629 Hammond St Unit W202, Chestnut Hill, MA 02467

      629 Hammond St Unit W202, Chestnut Hill, MA 02467
  • /8

    $410,000 Open Sun 2PM - 3:30PM

    • 1 Bed
    • 1 Bath
    • 710 Sq Ft

    33 Hammond Pond Pkwy Unit 2, Chestnut Hill, MA 02467

    SPACIOUS AND BRIGHT CONDO WITH TERRIFIC LOCATION!! This home offers a welcoming entrance into a spacious living room with a bank of windows and gleaming hardwood floors. The living room leads to a well equipped kitchen with ample counterspace and cabintry, built-in micro and outdoor access. A spacious bonus room off of the kitchen can be a dining room, office or (add a door) a second bedroom! The

    Moselande Joseph Coldwell Banker Realty - Newton

    33 Hammond Pond Pkwy Unit 2, Chestnut Hill, MA 02467
  • /24

    $4,000 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    12 White Ave Unit 3, Brookline, MA 02467

    Available 03/01/2026. Beautiful and bright condo apartment in desirable Heath School area and on MASCO bus route to Longwood Medical Area. Spacious living room and dining room and a renovated kitchen with stainless steel appliances and granite countertop. Hardwood floor through out and tiled kitchen floor. Wonderful 3 bedrooms with 1.5 bath. In-unit laundry with a large private deck. Rent

    Janet Wu Cook Keller Williams Elite

    12 White Ave Unit 3, Brookline, MA 02467
  • /42

    $5,100,000 Sold Oct 03, 2025

    • 7,140 Sq Ft
    • $714/SF
    • 10 Days On Market
    • 7 Beds
    • 9 Baths
    • Built 2017

    23 Crafts Rd, Chestnut Hill, MA 02467

    Privately nestled on a cul-de-sac in the prestigious Chestnut Hill, Brookline area this exceptional 7-bedroom Estate seamlessly blends timeless elegance with modern luxury. Spanning over 7,100SF, the home offers expansive living areas, dedicated office spaces, a gourmet kitchen with high-end appliances, and a luxurious primary suite with a spa-like bath. Multiple en-suite bedrooms provide comfort

    Antonio Khoury Compass

    23 Crafts Rd, Chestnut Hill, MA 02467
    • /24

      Est $1,064,018 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,212 Sq Ft

      629 Hammond St Unit W100, Chestnut Hill, MA 02467

      629 Hammond St Unit W100, Chestnut Hill, MA 02467
  • /38

    $19,000,000

    • 7 Beds
    • 11 Baths
    • 13,343 Sq Ft

    1014 Boylston St, Chestnut Hill, MA 02467

    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 Campion Campion & Company Fine Homes Real Estate

    1014 Boylston St, Chestnut Hill, MA 02467
  • /20

    $6,600 per month plus fees

    • 6 Beds
    • 3 Baths
    • Condo for Rent

    233 Commonwealth Ave, Newton, MA 02467

    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

    233 Commonwealth Ave, Newton, MA 02467
  • /39

    $3,400,000 Sold Sep 23, 2025

    • 3,298 Sq Ft
    • $1,031/SF
    • 3 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1944

    167 Willard Rd, Brookline, MA 02445

    Charming 4-bed, 3.5-bath brick Colonial tucked on a quiet, sidewalk-lined street in Brookline’s sought-after Chestnut Hill/Fisher Hill neighborhood. Set on manicured grounds with lush plantings and an inlaid granite patio, this home offers timeless curb appeal. A welcoming center-entrance foyer opens to elegant living spaces, including a formal living room, sunlit home office with garden views,

    Beth Dickerson Gibson Sotheby's International Realty

    167 Willard Rd, Brookline, MA 02445
    • /25

      Est $1,259,172 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,380 Sq Ft

      629 Hammond St Unit EPH17, Chestnut Hill, MA 02467

      629 Hammond St Unit EPH17, Chestnut Hill, MA 02467

Showing Results 1 - 40, Page 1 of 18

Home Trends in Chestnut Hill, MA

Housing Trends

Median Sale Price
$2,260,000
Median Single Family Sale Price
$3,325,000
Median Townhouse Sale Price
$3,749,000
Median 2 Bedroom Sale Price
$769,500
Median 1 Bedroom Sale Price
$620,000
Average Price Per Sq Ft
$735
Number of Homes for Sale
13
Last 12 months Home Sales
63
Months of Supply
2.50
Median List Price
$2,357,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
35%
How to Buy a Home How to Finance a Home How to Sell a Home