3,128

Chestnut Hill Homes

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  • /39

    $4,650,000 Sold Jun 13, 2025

    • 5,410 Sq Ft
    • $860/SF
    • 17 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 1880

    355 Hammond St, Chestnut Hill, MA 02467

    Nestled in one of Chestnut Hill, Newton's most sought-after neighborhoods, this residence was fully renovated in 2017 and offers an exceptional blend of classic elegance and modern convenience. The spacious and thoughtfully designed layout feature large windows that flood the rooms with natural light. The beautiful chef's kitchen has stone countertops, high-end appliances and ample storage. The

    Maggie Gold Seelig MGS Group Real Estate LTD

    355 Hammond St, Chestnut Hill, MA 02467
    • /23

      Est $1,313,955 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,851 Sq Ft

      19 Eliot Crescent Unit 1, Chestnut Hill, MA 02467

      19 Eliot Crescent Unit 1, Chestnut Hill, MA 02467
  • /12

    $3,350 total monthly price

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

    27 Commonwealth Ave Unit 1, Chestnut Hill, MA 02467

    Well kept Fully Furnished modern corner unit offers an open floor plan, a functional fully appliance kitchen and breakfast nook; generous living room classic crown molding enjoys upgraded laminate flooring with recessed lighting; 1 bedroom with gleaming laminate flooring and two closets. Full bathroom with tiled shower/ tub and a washer/ dryer combo. This unit has 1 garage space directly under

    Eric Holmes Meridian Realty Group LLC

    27 Commonwealth Ave Unit 1, Chestnut Hill, MA 02467
  • /11

    $2,600,000 Sold Jun 12, 2025

    • 3,568 Sq Ft
    • $729/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1935

    21 Woodchester Dr, Chestnut Hill, MA 02467

    Surrounded by lush landscaping, this elegant Tudor in the desirable Ward School neighborhood combines timeless charm with contemporary features.Once inside the distinctive stone-arched entry, admire the classic foyer with its graceful staircase. Flow smoothly between rooms via arched doorways into the spacious step-down living room w/sculpted bas relief fireplace, elegant dining room, bright &

    Ilene Solomon Coldwell Banker Realty - Newton

    21 Woodchester Dr, Chestnut Hill, MA 02467
    • /15

      Est $769,975 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 997 Sq Ft

      643 Chestnut Hill Ave Unit 2, Brookline, MA 02445

      643 Chestnut Hill Ave Unit 2, Brookline, MA 02445
  • /13

    $3,400 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,900 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
  • /40

    $4,500,000 Sold Jun 11, 2025

    • 5,744 Sq Ft
    • $783/SF
    • 67 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 1914

    265 Dean Rd, Brookline, MA 02445

    Nestled between Fisher Hill & Chestnut Hill, 265 Dean offers the perfect blend of urban convenience & suburban comfort. This 6+ bedroom Colonial Revival was fully gutted in 2021 to meet modern family needs while preserving its historic charm. Expansive chef's kitchen features Sub-Zero & Thermador appliances. It opens to a bright family room with custom built-ins. A larger formal living room

    Jeff Hamilton Columbus and Over Group, LLC

    265 Dean Rd, Brookline, MA 02445
    • /20

      Est $719,196 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 990 Sq Ft

      639 Chestnut Hill Ave Unit 1, Brookline, MA 02445

      639 Chestnut Hill Ave Unit 1, Brookline, MA 02445
  • /22

    $13,000 total monthly price

    • 5 Beds
    • 3.5 Baths
    • 6,913 Sq Ft
    • House for Rent

    460 Heath St, Chestnut Hill, MA 02467

    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

    Samantha Stumpo New Brook Realty Group, LLC

    460 Heath St, Chestnut Hill, MA 02467
  • /25

    $2,750,000 Sold Jun 11, 2025

    • 3,819 Sq Ft
    • $720/SF
    • 4 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1926

    401 Heath St, Chestnut Hill, MA 02467

    Located in Chestnut Hill, this beautiful south facing Colonial Revival-style residence has a magnificent yard and gardens with a patio. The front entrance opens to an elegant foyer leading to an living room with exquisite original detail and fireplace, and conservatory with windows on all sides. The dining room, also with fireplace opens to a sun-filled sitting room. The updated kitchen

    Debby Belt Hammond Residential Real Estate

    401 Heath St, Chestnut Hill, MA 02467
    • /36

      Est $2,777,342 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,836 Sq Ft

      605 Chestnut Hill Ave, Brookline, MA 02445

      605 Chestnut Hill Ave, Brookline, MA 02445
  • /9

    $4,350 total monthly price

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

    755 Boylston St Unit B, Chestnut Hill, MA 02467

    Stunning fully renovated 3-bed, 2-bath condo in the heart of Chestnut Hill!This first-floor luxury unit offers a bright open-concept layout with a spacious living/dining area and a modern chef’s kitchen complete with an island, stainless-steel appliances, and a gas range. Enjoy the convenience of in-unit laundry, two brand-new full bathrooms, and three large bedrooms, each with great

    755 Boylston St Unit B, Chestnut Hill, MA 02467
  • /25

    $3,900,000 Sold Jun 09, 2025

    • 7,626 Sq Ft
    • $511/SF
    • 17 Days On Market
    • 5 Beds
    • 8 Baths
    • Built 1929

    96 Monadnock Rd, Chestnut Hill, MA 02467

    Located in the heart of Chestnut Hill, this renovated 1929 English Tudor exudes timeless elegance. Fully renovated in 2011 and set on a private, fenced lot just 6 miles from Boston, the home offers both privacy and modern conveniences. The spacious living room, formal dining room, and library/family room all feature fireplaces and abundant natural light. French doors lead to a terrace ideal for

    Mckenzie Howarth Coldwell Banker Realty - Newton

    96 Monadnock Rd, Chestnut Hill, MA 02467
    • /16

      Est $1,574,951 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,617 Sq Ft

      15A Doran Rd, Brookline, MA 02445

      15A Doran Rd, Brookline, MA 02445
  • /16

    $4,000 total monthly price

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

    9 Reservoir Rd Unit 1, Chestnut Hill, MA 02467

    FOR RENT - Beautiful 3 bedroom 2 bathroom condo on 1st floor of brick two family home surrounded by lovely lush landscaped yard and conveniently located near Heath school, Boston College, Boylston/Route 9, and bus (#60) to Longwood Medical and downtown Boston. Free shuttle to Longwood Medical area 1 block away. Spacious living room and dining room open floor combination with decorative fireplace.

    Mary Lochner Hurwitz Coldwell Banker Realty - Brookline

    9 Reservoir Rd Unit 1, Chestnut Hill, MA 02467
  • /29

    $3,475,000 Sold Jun 06, 2025

    • 3,500 Sq Ft
    • $993/SF
    • 6 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1929

    409 Heath St, Chestnut Hill, MA 02467

    Nestled in one of Brookline’s most coveted neighborhoods, this timeless home blends classic elegance with modern amenities. Rich in history, this incredible property features intricate moldings, walls of windows, and gleaming hardwood floors. An expansive foyer opens to an inviting living & dining room, ideal for entertaining. The updated kitchen offers top-tier appliances, custom cabinetry, a

    Beyond Boston Properties Group Compass

    409 Heath St, Chestnut Hill, MA 02467
    • /31

      Est $2,911,657 Not Listed For Sale

      • 8 Beds
      • 6 Baths
      • 3,586 Sq Ft

      43 Ackers Ave, Brookline, MA 02445

      43 Ackers Ave, Brookline, MA 02445
  • /23

    $6,000 total monthly price

    • 6 Beds
    • 3 Baths
    • 2,500 Sq Ft
    • Condo for Rent

    31 Heath St Unit 2, Brookline, MA 02445

    31 Heath St Unit 2, Brookline, MA 02445
  • /20

    $2,850,000 Sold Jun 05, 2025

    • 3,146 Sq Ft
    • $906/SF
    • 5 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1935

    170 Reservoir Rd, Chestnut Hill, MA 02467

    Nestled on a quiet, tree-lined street in the cherished Chestnut Hill neighborhood, this quintessential brick colonial exudes timeless charm grounded in tradition. Set on a landscaped quarter-acre lot, it features a blue stone patio and flat yard ideal for outdoor recreation. Located in North Brookline, it’s half a block to the Hayes Elementary and close to the T for easy city access. Inside, the

    Lisa Ha Compass

    170 Reservoir Rd, Chestnut Hill, MA 02467
    • /22

      Est $1,815,885 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,276 Sq Ft

      12 Ackers Terrace, Brookline, MA 02445

      12 Ackers Terrace, Brookline, MA 02445
  • /4

    $3,000 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,250 Sq Ft
    • Condo for Rent

    8 Sheafe St Unit 8 Sheafe St. #3, Chestnut Hill, MA 02467

    8 Sheafe St Unit 8 Sheafe St. #3, Chestnut Hill, MA 02467
  • /25

    $1,210,000 Sold May 29, 2025

    • 2,012 Sq Ft
    • $601/SF
    • 44 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1929

    41 Ackers Ave Unit 2, Brookline, MA 02445

    Bright and spacious four bedroom two bathroom duplex condo in the highly coveted Hayes School and Warren Park neighborhood. Great space for working from home. A gracious foyer opens to the front deck and the living/dining room. The eat in kitchen offers newer cabinets, appliances and quartz countertops and leads to a beautiful private back porch perfect for alfresco dining. Also on the first

    Celine Sellam Coldwell Banker Realty - Brookline

    41 Ackers Ave Unit 2, Brookline, MA 02445
    • /14

      Est $3,543,527 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 4,349 Sq Ft

      260 Dean Rd, Brookline, MA 02445

      260 Dean Rd, Brookline, MA 02445
  • /24

    $3,600 total monthly price

    • 4 Beds
    • 2 Baths
    • 1,865 Sq Ft
    • Condo for Rent

    555 Heath St Unit 1, Chestnut Hill, MA 02467

    Beautiful sunny 4 BDs, 2 BAs w/ 3 large bay windows. Open living/dining/kitchen. High ceilings w/ recessed lighting. Charming hardwood floors. Private porch and one parking space. Rent $3,600/m no utilities. Terrific location minutes' walk to Green Line T, Longwood shuttle bus, shopping centers, restaurants, park, golf & tennis courts, Boston College. A Much See!!!

    555 Heath St Unit 1, Chestnut Hill, MA 02467
  • /27

    $3,752,500 Sold May 29, 2025

    • 3,214 Sq Ft
    • $1,168/SF
    • 3 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1920

    164 Willard Rd, Brookline, MA 02445

    OPEN HOUSES CANCELED. OFFER ACCEPTED. This 5BD, 3FB, 2HB Brookline home sits on a picturesque 0.30-acre lot, bringing together 1920s charm with thoughtful renovation. Large south-facing exposures and French doors fill the space with natural light, creating an inviting flow between indoors and out. The formal living room features a wood-burning fireplace, custom built-ins, and access to a

    Hilary Maddox Team Compass

    164 Willard Rd, Brookline, MA 02445
    • /12

      Est $2,364,257 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,079 Sq Ft

      180 Eliot St, Chestnut Hill, MA 02467

      180 Eliot St, Chestnut Hill, MA 02467
  • /9

    $4,300 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 999 Sq Ft
    • Condo for Rent

    10 Duffley Ct Unit 2, Chestnut Hill, MA 02467

    Stunning newly renovated apartment with an open concept kitchen and living room space. Large bedroom and plenty of natural light through the large windows throughout! The apartment also has in unit washer dryer and 2 parking spaces available!

    10 Duffley Ct Unit 2, Chestnut Hill, MA 02467
  • /12

    $2,032,000 Sold May 23, 2025

    • 2,265 Sq Ft
    • $897/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1960

    535 Clinton Rd, Chestnut Hill, MA 02467

    Discover this well-maintained home, bathed in natural light and offering spacious rooms with seamless flow. Recent updates include a 2023 mechanical system, upgraded electrical, air conditioning, plumbing, and a beautifully renovated bathroom, among other thoughtful enhancements. The home has been freshly painted inside and out, showcasing refinished hardwood floors on the main level and luxury

    Judith Paradis Compass

    535 Clinton Rd, Chestnut Hill, MA 02467
    • /35

      Est $3,467,063 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,123 Sq Ft

      9 Penniman Rd, Brookline, MA 02445

      9 Penniman Rd, Brookline, MA 02445
  • /13

    $3,000 total monthly price

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

    35 Commonwealth Ave Unit U201-1-bed, Chestnut Hill, MA 02467

    This 1-bedroom, 1-bathroom apartment at 35 Commonwealth Ave offers 783 square feet of living space. The living room provides ample room for relaxation and features natural light. The bedroom is spacious enough to accommodate a queen-sized bed and includes a closet for storage. The bathroom is equipped with standard fixtures and offers privacy. The kitchen includes a dishwasher for convenience,

    35 Commonwealth Ave Unit U201-1-bed, Chestnut Hill, MA 02467
  • /26

    $5,825,000 Sold May 21, 2025

    • 7,285 Sq Ft
    • $800/SF
    • 62 Days On Market
    • 6 Beds
    • 6.5 Baths
    • Built 1900

    10 Spooner Rd, Chestnut Hill, MA 02467

    This distinguished residence is nestled on a quiet, tree-lined street in one of Brookline’s most sought-after neighborhoods. Combining timeless elegance with modern luxury, this home was thoughtfully renovated and designed with a layout that blends comfort and sophistication. The main entry leads to the formal living and dining rooms, a sunlit sitting room and spacious family room. The chef’s

    Maggie Gold Seelig MGS Group Real Estate LTD

    10 Spooner Rd, Chestnut Hill, MA 02467
    • /33

      Est $4,265,662 Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 5,034 Sq Ft

      85 Willard Rd, Brookline, MA 02445

      85 Willard Rd, Brookline, MA 02445
  • /16

    $6,700 total monthly price

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • Condo for Rent

    68 Manet Rd Unit 68, Chestnut Hill, MA 02467

    Incredible duplex apartment for rent near Boston College. Unit features full kitchen, breakfast nook, living room, bedrooms, two full baths, and kitchenette in the finished basement. Internet connection and cable included. 2 parking spaces available for rent. Access to yard. Air conditioning and fireplaces.

    68 Manet Rd Unit 68, Chestnut Hill, MA 02467
  • /27

    $1,125,000 Sold May 16, 2025

    • 1,730 Sq Ft
    • $650/SF
    • 14 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1925

    109 Waban Hill Rd N, Chestnut Hill, MA 02467

    Nestled in Newton's distinguished Chestnut Hill just steps from Boston College. This 3 Bedroom 2 bath Colonial has been in the same family for many years and it is time for a new family to create new memories. Flexible and bright open floor plan with fireplaced living room, spacious dining room, family room with slider to 3 season sun porch and open deck. Second floor offers 3 bedrooms with full

    Ari Koufos Realty Executives

    109 Waban Hill Rd N, Chestnut Hill, MA 02467
    • /25

      Est $3,721,202 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,414 Sq Ft

      237 Dean Rd, Brookline, MA 02445

      237 Dean Rd, Brookline, MA 02445
  • /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
  • /21

    $2,400,000 Sold May 15, 2025

    • 3,131 Sq Ft
    • $767/SF
    • 13 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2001

    640 Hammond St Unit 202, Chestnut Hill, MA 02467

    Discover the epitome of luxury condominium living, close to everything Chestnut Hill has to offer. This rarely available, single-level unit w/over 3100 sf corner unit offers 3 bedrooms and 3.5 bathrooms with sophisticated interiors. Soaring ceilings, impressive crown moldings, large light-filled windows. The impressive foyer opens to the formal living room with a gas fireplace and access to the

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    640 Hammond St Unit 202, Chestnut Hill, MA 02467
    • /32

      Est $2,828,262 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 3,141 Sq Ft

      47 Penniman Rd, Brookline, MA 02445

      47 Penniman Rd, Brookline, MA 02445
  • /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
  • /37

    $575,000 Sold May 09, 2025

    • 756 Sq Ft
    • $761/SF
    • 6 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1927

    27 Commonwealth Ave Unit 3, Chestnut Hill, MA 02467

    This charming one-bedroom condo offers the perfect blend of historic charm and modern convenience. Nestled in the coveted Chestnut Hill neighborhood of Newton, this ground-floor unit provides easy access to Boston College, the T, and all that the city has to offer. Experience the timeless appeal of a historic building while enjoying modern updates. The spacious living area features a seamless

    Derek Greene The Greene Realty Group

    27 Commonwealth Ave Unit 3, Chestnut Hill, MA 02467

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