3,118

Chestnut Hill Homes

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  • /25

    $950,000

    • 4 Beds
    • 2 Baths
    • 1,200 Sq Ft

    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) 404-9241

    755 Boylston St Unit 2, Chestnut Hill, MA 02467
  • /19

    $3,700 per month plus fees

    • 3 Beds
    • 1 Bath
    • 1,800 Sq Ft
    • Apartment for Rent

    51 Algonquin Rd Unit 1, Chestnut Hill, MA 02467

    Available Now, In the sought-out area of Newton Chestnut Hill, is a 3 Bedroom, 1 Bathroom. First-floor condo in a two-family home. This property offers private entry to an open layout, large bedrooms, plenty of natural light, a recently renovated kitchen, a private covered porch, shared yard space, two outdoor parking spaces, deeded storage in the basement, private laundry in the basement and

    Agent Photo

    Vena Priestly

    Rise Signature Homes

    (617) 622-5765

    51 Algonquin Rd Unit 1, Chestnut Hill, MA 02467
  • /22

    $620,000 Sold Sep 12, 2025

    • 786 Sq Ft
    • $789/SF
    • 16 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2007

    35 Commonwealth Ave Unit 404, Chestnut Hill, MA 02467

    Enjoy the best of city and suburban living in this beautiful 1-bed, 1-bath condo in the heart of Chestnut Hill, Newton. Just 2 minutes walk from Boston College, top shopping, scenic trails, and golf courses, this home is in one of Newton’s most sought-after neighborhoods.The condo features a bright, open living space with large windows overlooking the golf course, a modern kitchen with stainless

    Kyle Chen LPT Realty, LLC

    35 Commonwealth Ave Unit 404, 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
  • /27

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft

    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) 420-7116

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

    $3,300 total monthly price

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

    137 Commonwealth Ave Unit 1218, Boston College, MA 02467

    Awesome flat and extremely clean deal! Perfect for someone who wants a lot of amenities and has an outdoor pool for easy access! Built-in laundry and almost half your utilities are covered in the rent! Located in Brighton, it is a steal with it being the 12th level; it has views of all of Boston! TOTAL MOVE IN COSTS ARE NEGIOTATABLE BASED ON THE QUALIFICATIONS OF THE APPLICANT: Pet fees

    137 Commonwealth Ave Unit 1218, Boston College, MA 02467
  • /40

    $8,000,000 Sold Sep 11, 2025

    • 7,000 Sq Ft
    • $1,143/SF
    • 308 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 2024

    61 Heath St, Brookline, MA 02445

    Interior is completed! Fabulous landscape design plan installed next week. Shingle style stunner located in Brookline's estate area. This 7000 sq ft home is filled w/ large picture windows overlooking the beautifully landscaped one acre grounds. High ceilings & incredible sunlight. Enter this home thru a gallery perfect for an art collection. First floor private library w/ custom built-ins.

    Melissa Dailey Coldwell Banker Realty - Wellesley

    61 Heath St, Brookline, MA 02445
    • /39

      Est $1,715,544 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
  • /24

    $2,490,000 Open Sun 12PM - 1:30PM

    • 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
  • /16

    $7,300 per month plus fees

    • 6 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    14 Hammondswood Rd Unit 2, Chestnut Hill, MA 02467

    Recently renovated 6 bed 2 bath featuring refinished hardwood floors, updated bathrooms, spacious bedrooms, large living space, lots of natural light, shared back yard and laundry. Tandem parking for 2 cars included in driveway. Very close to Boston College and just off Commonwealth Ave. A great place for Undergrad for BC. Recently repainted inside and outside. Call or text listing agent directly

    Erik Kushner The Charles Realty

    14 Hammondswood Rd Unit 2, Chestnut Hill, MA 02467
  • /20

    $4,400,000 Sold Sep 10, 2025

    • 5,520 Sq Ft
    • $797/SF
    • 150 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 1892

    27 Suffolk Rd, Chestnut Hill, MA 02467

    This stunning Chestnut Hill estate blends historic charm with modern convenience. Showcasing exquisite millwork and bespoke details, the home offers a gracious living room with a fireplace and three-season porch, a family room with custom built-ins and oversized windows, and a formal dining room with a butler’s pantry and fireplace. The chef’s kitchen features an oversized island, a window-lined

    Maggie Gold Seelig MGS Group Real Estate LTD

    27 Suffolk Rd, Chestnut Hill, MA 02467
    • /16

      Est $1,520,425 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
  • /42

    $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. This outstanding property has been extensively renovated, combining traditional style with modern amenities in a thoughtful floor plan ideal for family living and grand entertaining. Exceptional features include a grand entry hall, an elegant formal sunken living

    Agent Photo

    Deborah M Gordon

    Coldwell Banker Realty - Brookline

    (857) 575-4789

    1014 Boylston St, Chestnut Hill, MA 02467
  • /45

    $5,900 total monthly price

    • 6 Beds
    • 3 Baths
    • 2,495 Sq Ft
    • Townhouse for Rent

    31 Heath St, Brookline, MA 02445

    NO BROKERS FEE!Spectacular, all-new, luxury gut renovation in 2019. No expense has been spared to create this homeowner-quality apartment. Ultra high-end finishes are throughout the apartment. The open-concept living room and dining area give way to a gourmet kitchen with stainless Bosch appliances, 5-burner gas range, quartz countertops, soft-close cabinets and drawers, and a spacious

    31 Heath St, Brookline, MA 02445
  • /25

    $2,245,000 Sold Sep 08, 2025

    • 3,634 Sq Ft
    • $618/SF
    • 13 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1920

    35 Jefferson Rd, Chestnut Hill, MA 02467

    Ideally located in Brookline’s desirable Chestnut Hill, this 5-bedroom, 3.5-bath brick Colonial blends classic elegance with inviting charm. Owned by the same family for over 50 years, it’s ready to be loved by new owners. The main level features a grand living room that opens to a sunlit screened porch, a formal dining room, den, and a bedroom with en-suite bath. Upstairs offers a spacious

    Mckenzie Howarth Coldwell Banker Realty - Newton

    35 Jefferson Rd, Chestnut Hill, MA 02467
    • /28

      Est $820,850 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
  • /26

    $1,200,000

    • 4 Beds
    • 2 Baths
    • 1,200 Sq Ft

    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) 609-1740

    755 Boylston St Unit 3, Chestnut Hill, MA 02467
  • /33

    $5,800 per month plus fees

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Apartment for Rent

    701 Hammond St Unit 2, Chestnut Hill, MA 02467

    Great Location! Location! Location!This beautiful home has just completed the full renovation all throughout and is available now. You will be the first one to enjoy the new hardwood floor, brand-new bathrooms, new HVAC system, freshly painted throughout etc. This high tasteful and upscaled unit has, on 2nd floor, two enormous bedrooms, a full bathroom, kitchen, living room, dining room, in-unit

    Christine Sohn Premier Realty Group - Lexington

    701 Hammond St Unit 2, Chestnut Hill, MA 02467
  • /33

    $5,462,500 Sold Sep 05, 2025

    • 7,016 Sq Ft
    • $779/SF
    • 113 Days On Market
    • 6 Beds
    • 8 Baths
    • Built 1900

    9 Woodman Rd, Chestnut Hill, MA 02467

    Nestled on a beautiful tree-lined street in Olde Chestnut Hill, this spectacular home offers an open and elegant floor-plan perfect for living and entertaining. Thoughtfully renovated in 2012, this home masterfully blends timeless architectural charm with modern amenities. High ceilings, abundant natural light, and beautifully crafted moldings and millwork create a sense of warmth throughout.The

    Taylor Blacker Luxury Residential Group, LLC

    9 Woodman Rd, Chestnut Hill, MA 02467
    • /19

      Est $720,215 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
  • /42

    $5,495,000

    • 7 Beds
    • 9 Baths
    • 7,140 Sq Ft

    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
  • /6

    $3,200 total monthly price

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

    3 Garrison St Unit 2, Boston College, MA 02467

    Nicely updated 1 bedroom / 1 bathroom - condo available for lease on Garrison Street in Boston. Located just steps away from the Prudential; off of St. Botolph Street, this premier location will be rented quickly. Units feature wood floors, updated kitchens and bathrooms with granite counters, stainless steel appliances, dishwasher, disposal.In compliance with the new Massachusetts

    3 Garrison St Unit 2, Boston College, MA 02467
  • /26

    $700,000 Sold Aug 28, 2025

    • 901 Sq Ft
    • $777/SF
    • 3 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1984

    26 Holly Ln Unit 3E, Chestnut Hill, MA 02467

    Beautiful Southeast facing 1 bed with 1.5 bathroom condo in Chestnut Hill now available! This 18 unit building is extremely well managed, which had a complete renovation in 2020 of the roof, HVAC, windows, sliders, balconies, siding, and trim. All of the hallways were refurbished, as well, including new painting, lighting fixtures, and carpeting. In 2023, the elevator was completely rebuilt.

    Melissa Deland Deland Real Estate, LLC

    26 Holly Ln Unit 3E, Chestnut Hill, MA 02467
    • /26

      Est $1,363,533 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
  • /18

    $4,375,000

    • 5 Beds
    • 5.5 Baths
    • 8,000 Sq Ft

    85 Gate House Rd, Chestnut Hill, MA 02467

    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 generous primary suite

    Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

    85 Gate House Rd, Chestnut Hill, MA 02467
  • /21

    $3,200 per month plus fees

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    90 Boylston St Unit 4, Chestnut Hill, MA 02467

    This top floor 2+ bedroom condo offers a unique opportunity to live in Chestnut Hill! Featuring a renovated bathroom & kitchen, living here is easy. The Nest thermostat allows tenants to control the newly updated heating system from anywhere via WiFi. Full of charm and light, this particular unit also has a mezzanine loft area that can serve as an additional sleeping space and/or an amazing home

    Kevin Hoang Keller Williams Realty

    90 Boylston St Unit 4, Chestnut Hill, MA 02467
  • /37

    $2,485,000 Sold Aug 26, 2025

    • 4,119 Sq Ft
    • $603/SF
    • 72 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1880

    254 Commonwealth Ave, Chestnut Hill, MA 02467

    This beautifully renovated single-family home in Chestnut Hill combines timeless elegance with modern amenities. Spanning four levels, it features five spacious bedrooms and three full bathrooms with custom finishes, plus two well appointed half baths. The open-concept living areas include a formal living room and a den, both with oversized windows. The chef's kitchen includes stainless steel

    The Mazer Group Compass

    254 Commonwealth Ave, Chestnut Hill, MA 02467
    • /24

      Est $1,127,897 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
  • /41

    $7,395,000 Open Sat 11:30AM - 12:30PM

    • 6 Beds
    • 9 Baths
    • 8,849 Sq Ft

    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
  • /32

    $6,600 total monthly price

    • 5 Beds
    • 2.5 Baths
    • 1,500 Sq Ft
    • Condo for Rent

    200 Commonwealth Ave Unit 1, Chestnut Hill, MA 02467

    Spacious 5-Bedroom Apartment – 1500 Sq. Ft. Near Boston College!Early access to 2026 housing—secure this rare opportunity today! This massive 5 bedroom, 2.5 bathroom apartment offers an impressive 1,500 sq. ft. of living space, perfect for those seeking comfort, convenience, and plenty of room to spread out.-Generous Layout: All five bedrooms are great-sized, providing flexibility

    200 Commonwealth Ave Unit 1, Chestnut Hill, MA 02467
  • /18

    $720,000 Sold Aug 19, 2025

    • 1,002 Sq Ft
    • $719/SF
    • 26 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2007

    35 Commonwealth Ave Unit 410, Chestnut Hill, MA 02467

    Sunny top-floor Chestnut Hill condo located in the exclusive Covenant Residences on Commonwealth Avenue, directly across the street from Boston College. This 1,002-square-foot home features a spacious open-concept layout with soaring ceilings and hardwood floors throughout. Highlights include in-unit laundry, central air conditioning, stainless steel appliances, granite countertops, and ample

    Alexander Koziakov Compass

    35 Commonwealth Ave Unit 410, Chestnut Hill, MA 02467
    • /28

      Est $1,396,998 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
  • /20

    $6,995,000 Open Sat 10AM - 12PM

    • 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

    Michael Carucci Gibson Sotheby's International Realty

    130 Cabot St, Chestnut Hill, MA 02467
  • /13

    $3,300 per month plus fees

    • 2 Beds
    • 1 Bath
    • 1,114 Sq Ft
    • Condo for Rent

    62 Crosby Rd Unit 1, Chestnut Hill, MA 02467

    Spacious 2BR/1BA + office in a well-maintained two-family home just steps from Boston College's Upper Campus and walking distance to the highly rated Ward School. Features include an eat-in kitchen with stainless steel appliances, dishwasher, and ample cabinet/counter space, two working fireplaces, hardwood floors throughout, and a large private deck (being rebuilt). Good-sized living room, two

    Alex Coxall Keller Williams Realty Boston-Metro | Back Bay

    62 Crosby Rd Unit 1, Chestnut Hill, MA 02467
  • /27

    $1,810,000 Sold Jul 31, 2025

    • 2,522 Sq Ft
    • $718/SF
    • 82 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1950

    218 Reservoir Rd, Chestnut Hill, MA 02467

    Center Entrance Colonial on over 12,000 sq ft of elevated land in Hayes School (former Heath) district. This 8-room, 4-bed, 2.5-bath home features a fp formal living room, a sun-filled 3-season porch opening to a lovely backyard, a separate dining room, an eat-in kitchen with adjacent den, and a half bath on the main level. The second floor offers four bedrooms, a full bath, and a pull-down attic

    Eileen Strong O'Boy Hammond Residential Real Estate

    218 Reservoir Rd, Chestnut Hill, MA 02467
    • /25

      Est $1,325,970 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,534 Sq Ft

      629 Hammond St Unit W106, Chestnut Hill, MA 02467

      629 Hammond St Unit W106, Chestnut Hill, MA 02467
  • /40

    $6,748,000

    • 5 Beds
    • 5.5 Baths
    • 6,551 Sq Ft

    682 Hammond St, Chestnut Hill, MA 02467

    Elegant & Sophisticated describe this meticulously designed private residence in a sought after Chestnut Hill neighborhood of Brookline. This 5 bed/5.5 bath home has been totally renovated with state of the art finishes and technology. The main level offers a stunning gourmet chef's kitchen & family room that lead out to a gorgeous outdoor living area featuring a heated blue stone patio, hot tub,

    Jeff Groper Coldwell Banker Realty - Newton

    682 Hammond St, Chestnut Hill, MA 02467
  • /13

    $3,800 total monthly price

    • 3 Beds
    • 1 Bath
    • 2,900 Sq Ft
    • Townhouse for Rent

    515 Heath St, Brookline, MA 02467

    If you're searching for a comfortable, convenient, and safe place to stay in Boston, look no further! Our spacious apartment is the perfect choice for short-term or long-term stays, offering a convenient location and all the amenities you need for a comfortable stay. Located just minutes from the D-Line, Star Market, Market Basket, luxury shopping center, pharmacy, and more, and close to the

    515 Heath St, Brookline, MA 02467
  • /28

    $825,000 Sold Jul 30, 2025

    • 1,264 Sq Ft
    • $653/SF
    • 38 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1927

    34 Sheafe St Unit 1, Chestnut Hill, MA 02467

    Located in the heart of Brookline's Chestnut Hill, this single level condominium is a charmer. 3 Bed, 1.5 Bath with TWO deeded parking spaces and over 1200 sq ft. Spacious open kitchen and living area with hardwood throughout. Enjoy outdoor privacy with a treelined yard. Radiant Flooring in main entry way and bathroom. Updated Kitchen Cabinets with Quartz Countertops. Additional perks: mini-split

    Morgan Curtis Coldwell Banker Realty - Sudbury

    34 Sheafe St Unit 1, Chestnut Hill, MA 02467
    • /24

      Est $1,058,690 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

Showing Results 1 - 40, Page 1 of 18

Home Trends in Chestnut Hill, MA

Housing Trends

Median Sale Price
$2,250,000
Median Single Family Sale Price
$3,125,000
Median Townhouse Sale Price
$3,300,000
Median 2 Bedroom Sale Price
$790,000
Median 1 Bedroom Sale Price
$607,500
Average Price Per Sq Ft
$745
Number of Homes for Sale
22
Last 12 months Home Sales
61
Months of Supply
4.30
Median List Price
$2,349,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
45%
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