3,151

Chestnut Hill Homes

Section Image Section Image
  • /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

    $4,100 per month

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

    753 Boylston St Unit 2, Chestnut Hill, MA 02467

    Available 9/1/25! Heat is included! Come and see this Large 4 or 5 bedroom 1 bathroom, with a bonus office, second-floor unit in Brookline Chestnut Hill. Located right on Boylston Street, Near Heath School! convenient to multiple grocery stores, Shops at Chestnut Hill, restaurants, and more! Easy highway access and easy commute to the Longwood medical area one bus the 60, 15-minute walk to The D

    Agent Photo

    Vena Priestly

    Rise Signature Homes

    (617) 676-0708

    753 Boylston St Unit 2, Chestnut Hill, MA 02467
  • /35

    $2,295,000 Sold Jul 16, 2025

    • 3,141 Sq Ft
    • $731/SF
    • 7 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1890

    97 Manet Rd, Chestnut Hill, MA 02467

    Introducing a piece of Chestnut Hill history, reimagined for modern living. This stunning 4 bed/2.5 bath Victorian in the Ward school district offers a masterful blend of historic charm and contemporary luxury. Boasting over 3,100 sf and central AC, this home has undergone meticulous renovations. Enter the foyer and be captivated by exquisite period details: a beautiful carved staircase, stained

    Haywood Kristian Group Berkshire Hathaway HomeServices Warren Residential

    97 Manet Rd, 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
  • /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
  • /38

    $2,000 per month

    • 1 Bed
    • 1 Bath
    • 156 Sq Ft
    • House for Rent

    6 Reservoir Ave, Chestnut Hill, MA 02467

    This 1-bedroom, 1-bathroom Master Bedroom Suite at 6 Reservoir Ave offers 238 square feet of living space. The unit features an eat-in kitchen equipped with essential appliances and a dining area that sits 8+ people. The newly renovated bathroom includes large shower combination and double vanities for added convenience. The living room is complemented by 55" TV on a modern TV stand, providing

    6 Reservoir Ave, Chestnut Hill, MA 02467
  • /25

    $3,250,000 Sold Jul 15, 2025

    • 4,033 Sq Ft
    • $806/SF
    • 3 Days On Market
    • 6 Beds
    • 3.5 Baths
    • Built 1993

    530 Clinton Rd, Chestnut Hill, MA 02467

    Discover this expansive 5-6-bedroom, 4,033 sq. ft. custom-built home perfectly nestled on a serene cul-de-sac with a beautifully landscaped 12,802 sq. ft. lot. This multi-generational home was built in 1993 by renowned ADA architect. The main level features a welcoming foyer, a living room with a cozy fireplace, and a formal dining room with built-ins. The kitchen seamlessly connects to a family

    Eileen Strong O'Boy Hammond Residential Real Estate

    530 Clinton Rd, Chestnut Hill, MA 02467
    • /39

      Est $1,728,030 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
  • /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
  • /17

    $3,150 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    21 Hammond Pond Pkwy 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 and the convenience of in-unit washer/dryer, living here is easy. Brand new stove and a few new windows. 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

    Maggie Li William Raveis R.E. & Home Services

    21 Hammond Pond Pkwy Unit 4, Chestnut Hill, MA 02467
  • /20

    $1,680,000 Sold Jul 10, 2025

    • 3,230 Sq Ft
    • $520/SF
    • 6 Days On Market
    • 7 Beds
    • 4 Baths
    • Built 1919

    5 Eliot Ave, Chestnut Hill, MA 02467

    5 Eliot Avenue offers investors the opportunity to purchase a fully leased residential three-family property located in Brookline, Massachusetts. Two units are comprised of two-bedroom, one-bathroom units, with (one) three-bedroom, two-bathroom unit. The three-bedroom, two-bathroom unit spans two floors and includes in-unit laundry, +/-1,600 square feet, mini-split systems, and allows

    Carleton Ashley Compass

    5 Eliot Ave, Chestnut Hill, MA 02467
    • /16

      Est $1,558,675 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
  • /18

    $729,000 Pending

    • 1 Bed
    • 1 Bath
    • 1,002 Sq Ft

    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

    Agent Photo

    Alexander Koziakov

    Compass

    (857) 349-2468

    35 Commonwealth Ave Unit 410, Chestnut Hill, MA 02467
  • /38

    $1,500 per month

    • 1 Bed
    • 1 Bath
    • 156 Sq Ft
    • House for Rent

    6 Reservoir Ave, Chestnut Hill, MA 02467

    This 1-bedroom, 1-bathroom Master Bedroom Suite at 6 Reservoir Ave offers 238 square feet of living space. The unit features an eat-in kitchen equipped with essential appliances and a dining area that sits 8+ people. The newly renovated bathroom includes large shower combination and double vanities for added convenience. The living room is complemented by 55" TV on a modern TV stand, providing

    6 Reservoir Ave, Chestnut Hill, MA 02467
  • /18

    $559,000 Sold Jul 08, 2025

    • 900 Sq Ft
    • $621/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1945

    7 Hammond Pond Pkwy Unit 1, Chestnut Hill, MA 02467

    Beautifully presented & substantially upgraded & updated unit at desired Hammond Gardens in close proximity to all the great things Chestnut Hill has to offer! Sunny exposure floods the unit with light - great corner unit with windows on 3 sides!*Gorgeous new white Shaker-style cabinets w/new brilliant white Quartz counters*Brand new luxe vinyl flooring throughout*Two spacious bedrooms with

    Andrew Abu Andrew J. Abu Inc., REALTORS®

    7 Hammond Pond Pkwy Unit 1, Chestnut Hill, MA 02467
    • /19

      Est $743,129 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
  • /41

    $22,000,000

    • 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
  • /10

    $3,400 per month

    • 2 Beds
    • 1 Bath
    • 1,128 Sq Ft
    • Condo for Rent

    59 Ackers Ave Unit 1, Brookline, MA 02445

    This inviting 2-bedroom condo offers the perfect blend of character and comfort. Step inside to a warm and welcoming entry hall complete with a coat closet to keep your everyday essentials organized. You'll love the unit’s classic details: high ceilings, an abundance of natural light that floods the living room, recessed lighting, open dining area. The spacious kitchen features tall cabinetry, a

    Ashley Lezama Compass

    59 Ackers Ave Unit 1, Brookline, MA 02445
  • /25

    $580,000 Sold Jul 07, 2025

    • 900 Sq Ft
    • $644/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1945

    74 Boylston St Unit 2, Chestnut Hill, MA 02467

    Spacious and sun-filled, this 2-bedroom condo at sought-after Hammond Gardens offers a fantastic opportunity in the heart of Chestnut Hill. The home features a generous living area, a designated dining space, and two well-sized bedrooms with ample closet space. Additional highlights include hardwood floors throughout, an updated Nest thermostat, and private outdoor space perfect for enjoying

    Steven Cohen Team Keller Williams Realty Boston-Metro | Back Bay

    74 Boylston St Unit 2, Chestnut Hill, MA 02467
    • /26

      Est $1,395,735 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
  • /28

    $4,349,000

    • 9 Beds
    • 7 Baths
    • 6,292 Sq Ft

    476 Heath St, Chestnut Hill, MA 02467

    A rare opportunity to own a distinguished Brookline estate that seamlessly blends historic grandeur with modern luxury. Originally built in 1899 and thoughtfully renovated, this stunning residence offers 6,292 sq ft of exquisitely finished living space on an expansive 18,438 Sq Ft lot. Spread across 3 finished floors, the home features 8 bedrooms, 4 full and 3 half bathrooms, and 2 beautifully

    Samantha Stumpo New Brook Realty Group, LLC

    476 Heath St, Chestnut Hill, MA 02467
  • /38

    $1,600 per month

    • 1 Bed
    • 1 Bath
    • 156 Sq Ft
    • House for Rent

    6 Reservoir Ave, Chestnut Hill, MA 02467

    This 1-bedroom, 1-bathroom Master Bedroom Suite at 6 Reservoir Ave offers 238 square feet of living space. The unit features an eat-in kitchen equipped with essential appliances and a dining area that sits 8+ people. The newly renovated bathroom includes large shower combination and double vanities for added convenience. The living room is complemented by 55" TV on a modern TV stand, providing

    6 Reservoir Ave, Chestnut Hill, MA 02467
  • /37

    $1,814,000 Sold Jul 07, 2025

    • 2,111 Sq Ft
    • $859/SF
    • 32 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2001

    640 Hammond St Unit 301, Chestnut Hill, MA 02467

    Experience refined living in this sun-drenched top floor corner luxury residence located in highly desirable Chestnut Hill.This 2 bedroom, 2.5 bath home features soaring ceilings & an open floor plan-perfect for both entertaining & everyday living. The spacious living room w/fireplace & access to private terrace flows seamlessly into a hostess sized dining room. A modern kitchen w/updated

    Judy Oriel Coldwell Banker Realty - Newton

    640 Hammond St Unit 301, Chestnut Hill, MA 02467
    • /24

      Est $1,122,204 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
  • /21

    $1,099,000

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft

    321 Hammond Pond Pkwy Unit 103, Chestnut Hill, MA 02467

    Sunny and luxury 2 beds & 2 baths condo built in 2012 with open floor plan. Fabulous chef's kitchen equipped with cherry cabinets, stainless steel appliances and granite countertops. Private balcony overlooks a quiet landscaped yard. Master Bedroom has double walk-in closets and en-suite bath with marble walk-in shower and double vanity. Guest bedroom has large closets, modern guest bath. In-unit

    Dan Li Keller Williams Realty

    321 Hammond Pond Pkwy Unit 103, Chestnut Hill, MA 02467
  • /15

    $5,800 per month

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

    15 Heath St Unit 15, Brookline, MA 02445

    Beautifully renovated and spacious, this 3 bedroom, 2-bath duplex is ideally located within walking distance to 850 Boylston St, Brigham and Women’s Hospital, and public transportation (T).Features include:Custom-designed kitchen with stainless steel appliances, granite breakfast bar, and open-concept living/dining roomAbundant natural light and generously sized bedroomsHardwood floors

    Avi Shahrooz Berkshire Hathaway HomeServices Commonwealth Real Estate

    15 Heath St Unit 15, Brookline, MA 02445
  • /39

    $2,630,000 Sold Jun 30, 2025

    • 4,150 Sq Ft
    • $634/SF
    • 4 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1945

    34 Hammond St, Chestnut Hill, MA 02467

    Welcome to 34 Hammond Street in coveted Chestnut Hill. This turnkey home is professionally designed & meticulously maintained . The main level features a luxurious primary suite with a newly renovated bathroom w/steam shower, an en-suite guest bedroom, and a spacious, light-filled living area. The kitchen boasts white cabinetry, quartz counters, a Sub Zero fridge/freezer, and a sunny eat-in area

    Jenna Levin Coldwell Banker Realty - Wellesley

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

      Est $1,378,134 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
  • /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
  • /38

    $1,600 per month

    • 1 Bed
    • 1 Bath
    • 156 Sq Ft
    • House for Rent

    6 Reservoir Ave, Chestnut Hill, MA 02467

    This 1-bedroom, 1-bathroom Master Bedroom Suite at 6 Reservoir Ave offers 238 square feet of living space. The unit features an eat-in kitchen equipped with essential appliances and a dining area that sits 8+ people. The newly renovated bathroom includes large shower combination and double vanities for added convenience. The living room is complemented by 55" TV on a modern TV stand, providing

    6 Reservoir Ave, Chestnut Hill, MA 02467
  • /36

    $2,010,000 Sold Jun 26, 2025

    • 2,527 Sq Ft
    • $795/SF
    • 8 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1930

    14 Meigh Rd, Chestnut Hill, MA 02467

    Perched on historic Chestnut Hill, one of Greater Boston’s most renowned and sought after neighborhoods, at the end of a private way, this delightful center-entrance colonial blends timeless charm with modern comfort. The 3rd floor offers views of the Chestnut Hill Reservoir and city skyline while hardwood floors, skylights, and central A/C enhance the bright, airy feel. 3+ bedrooms and 3.5 baths

    Matt Bless Thrive Realty Partners

    14 Meigh Rd, Chestnut Hill, MA 02467
    • /25

      Est $1,260,195 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
  • /25

    $1,225,000

    • 2 Beds
    • 2.5 Baths
    • 1,527 Sq Ft

    321 Hammond Pond Pkwy Unit 301, Chestnut Hill, MA 02467

    Perfectly situated third floor corner unit at Hammond Pond Place Condominium, a 12-year young 27-unit luxury building located just steps from Route 9 / Chestnut Hill shopping, dining, movie and outdoor recreation / activity...This 3rd floor corner unit has abundant windows on two sides and sliders from master bedroom to 350+ sq ft private terrace, allowing natural light to stream in...the terrace

    Mark Linsky At Home Realty, Inc.

    321 Hammond Pond Pkwy Unit 301, Chestnut Hill, MA 02467
  • /12

    $4,000 per month

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft
    • Condo for Rent

    629 Hammond St Unit E201, Chestnut Hill, MA 02467

    Highly desirable community of Chestnut Hill, Brookline. Hammondswood is a professionally managed elevator building that offers concierge andfitness facilities. 2009 Construction 2 Bed 2 Bath, 2 Deeded Garage Parking with extra storage and in-unit laundry. Open layout with a large livingroom and dining room area and 9" ceilings . Plenty of closet space throughout the unit. Ideally situated near

    Thomas Giblin Greater Boston Property Group

    629 Hammond St Unit E201, Chestnut Hill, MA 02467
  • /36

    $790,000 Sold Jun 25, 2025

    • 1,070 Sq Ft
    • $738/SF
    • 21 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2007

    35 Commonwealth Ave Unit 407, Chestnut Hill, MA 02467

    Welcome to this stunning two-bedroom, two-bathroom condominium located in a modern elevator building. Designed with an open floor plan, this bright and airy home is flooded with natural light from expansive windows throughout with beautiful views of the neighboring golf course. The spacious layout includes generous closet space.Enjoy the convenience of in-unit laundry, central air conditioning,

    Eileen Kibrick O Grady Coldwell Banker Realty - Brookline

    35 Commonwealth Ave Unit 407, Chestnut Hill, MA 02467
    • /24

      Est $1,060,040 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
  • /33

    $5,950,000

    • 6 Beds
    • 8 Baths
    • 7,016 Sq Ft

    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
  • /14

    $2,350 per month

    • Studio
    • 1 Bath
    • Condo for Rent

    26 Commonwealth Terrace Unit 3, Newton, MA 02467

    This nice Studio 1 Bath place in the BOSTON - BRIGHTON- WASHINGTON ST./ ALLSTON ST. area is available for Now.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

    26 Commonwealth Terrace Unit 3, Newton, MA 02467
  • /28

    $3,550,000 Sold Jun 20, 2025

    • 5,772 Sq Ft
    • $615/SF
    • 26 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1920

    533 Hammond St, Chestnut Hill, MA 02467

    Welcome to the epitome of Chestnut Hill living.This renovated 5-bedroom, 5.5-bathroom single-family residence is a true architectural masterpiece, seamlessly blending modern elegance with timeless charm. This 5,772 sq ft. Brick English Colonial is tucked away on a serene 1/3 acre lot off a private road directly across from Longwood Tennis Club. As you enter, you're greeted by a welcoming foyer

    Jamie Genser Coldwell Banker Realty - Brookline

    533 Hammond St, Chestnut Hill, MA 02467
    • /25

      Est $1,223,771 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
$785,000
Median Single Family Sale Price
$420,000
Median Townhouse Sale Price
$655,000
Median 1 Bedroom Sale Price
$479,400
Average Price Per Sq Ft
$341
Number of Homes for Sale
4
Last 12 months Home Sales
80
Months of Supply
0.60
Median List Price
$525,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
22%
How to Buy a Home How to Finance a Home How to Sell a Home