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Chestnut Hill Homes for Sale

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  • 9 Singletree Rd, Chestnut Hill, MA 02467
    9 Singletree Rd, Chestnut Hill, MA 02467
    9 Singletree Rd, Chestnut Hill, MA 02467
    /18

    $4,998,500

    • 3 Beds
    • 4.5 Baths
    • 6,790 Sq Ft

    9 Singletree Rd, Chestnut Hill, MA 02467

    Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and

    Agent Photo

    Deborah M Gordon

    Coldwell Banker Realty - Brookline

    (617) 380-6726

    9 Singletree Rd, Chestnut Hill, MA 02467
  • 630 Hammond St Unit 209, Chestnut Hill, MA 02467
    630 Hammond St Unit 209, Chestnut Hill, MA 02467
    630 Hammond St Unit 209, Chestnut Hill, MA 02467
    /41

    $1,049,000

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

    630 Hammond St Unit 209, Chestnut Hill, MA 02467

    Spacious and sun-filled 2-bedroom, 2-bath corner residence at The Hammonds in highly desirable Chestnut Hill. This well-maintained home offers approximately 1,200 SF of comfortable living space with an open-concept layout ideal for both everyday living and entertaining. Features include hardwood floors, high ceilings, gas fireplace, central A/C, in-unit laundry, generous closet space, and a

    Chris Choi Compass

    630 Hammond St Unit 209, Chestnut Hill, MA 02467
  • 25 Chestnut Hill Rd, Chestnut Hill, MA 02467
    25 Chestnut Hill Rd, Chestnut Hill, MA 02467
    25 Chestnut Hill Rd, Chestnut Hill, MA 02467
    /32

    $2,295,000

    • 4 Beds
    • 3.5 Baths
    • 2,800 Sq Ft

    25 Chestnut Hill Rd, Chestnut Hill, MA 02467

    Welcome to Historic Chestnut Hill! This stunning renovated center entrance Colonial is on the market for the first time in 60 years. A coveted private road convenient to Boston College, Chestnut Hill Reservoir, Longwood medical area, and downtown Boston. The main level features a beautiful large fireplaced livingroom, diningroom, newly renovated kitchen with Bosch stainless steel appliances and

    Luan White Coldwell Banker Realty - Brookline

    25 Chestnut Hill Rd, Chestnut Hill, MA 02467
  • 37 Chestnut Hill Terrace, Chestnut Hill, MA 02467
    37 Chestnut Hill Terrace, Chestnut Hill, MA 02467
    37 Chestnut Hill Terrace, Chestnut Hill, MA 02467
    /42

    $1,999,000

    $186K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,744 Sq Ft

    37 Chestnut Hill Terrace, Chestnut Hill, MA 02467

    Open House Sunday 6/14, 12PM-1:30PM. Well-located Chestnut Hill home set on a corner lot at the end of a dead-end street, offering privacy and a quiet residential setting. Convenient to Boston College, the Chestnut Hill Reservoir, and downtown Boston. The home includes 3 bedrooms and 3 bathrooms with a practical, well-proportioned layout. Main living spaces include a living room, sunroom, porch,

    Edmund Wong New Year Realty

    37 Chestnut Hill Terrace, Chestnut Hill, MA 02467
  • 40 Singletree Rd, Chestnut Hill, MA 02467
    40 Singletree Rd, Chestnut Hill, MA 02467
    40 Singletree Rd, Chestnut Hill, MA 02467
    /23

    $8,200,000

    • 6 Beds
    • 9 Baths
    • 9,301 Sq Ft

    40 Singletree Rd, Chestnut Hill, MA 02467

    Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living

    Maggie Gold Seelig MGS Group Real Estate LTD

    40 Singletree Rd, Chestnut Hill, MA 02467
  • 18 Travis Dr, Chestnut Hill, MA 02467
    18 Travis Dr, Chestnut Hill, MA 02467
    18 Travis Dr, Chestnut Hill, MA 02467
    /26

    $1,525,000

    • 4 Beds
    • 3 Baths
    • 2,433 Sq Ft

    18 Travis Dr, Chestnut Hill, MA 02467

    Welcome to this Turn-Key Chestnut Hill Single-Level Living opportunity. Perfectly modernized from top to bottom, this move-in ready 4 bedroom, 3 bathroom ranch sits proudly near iconic Heartbreak Hill, offering effortless everyday living in Newton. Enjoy the ultimate blend of suburban privacy and urban convenience with close proximity to the elementary school, Boston College, and the B & D Green

    Sandra Andronic William Raveis R. E. & Home Services

    18 Travis Dr, Chestnut Hill, MA 02467
  • 394 Hammond St, Chestnut Hill, MA 02467
    394 Hammond St, Chestnut Hill, MA 02467
    394 Hammond St, Chestnut Hill, MA 02467
    /24

    $5,627,000

    $350K PRICE DROP
    • 9 Beds
    • 4.5 Baths
    • 8,485 Sq Ft

    394 Hammond St, Chestnut Hill, MA 02467

    Once-in-a-lifetime opportunity in Olde Chestnut Hill - this grand turn of the century victorian home is situated on almost 1 acre and offers mature trees and plantings, a large private back yard, and a separate 2+ car barn. Walking distance to many area amenities and public transportation, this elegant home is perfectly sighted away from the street and offers supreme privacy. Many restored

    Michael Harper Coldwell Banker Realty - Boston

    394 Hammond St, Chestnut Hill, MA 02467
  • 1148 Boylston St, Chestnut Hill, MA 02467
    1148 Boylston St, Chestnut Hill, MA 02467
    1148 Boylston St, Chestnut Hill, MA 02467
    /19

    $1,998,000

    $2K PRICE DROP
    • 8 Beds
    • 3 Baths
    • 3,945 Sq Ft

    1148 Boylston St, Chestnut Hill, MA 02467

    **Call for Offers this week Tuesday evening 5/19 - Now vacant and easy to show.** Rarest of rare spacious 3-family home in prime Chestnut Hill location in Brookline, across from the Longwood Cricket Club and just moments to the MBTA Green Line and the premier shopping and dining at The Street at Chestnut Hill. Each unit offers a spacious three-bedroom layout with formal living and dining rooms

    Todd Glaskin Coldwell Banker Realty - Newton

    1148 Boylston St, Chestnut Hill, MA 02467
  • 520 Clinton Rd, Chestnut Hill, MA 02467
    520 Clinton Rd, Chestnut Hill, MA 02467
    520 Clinton Rd, Chestnut Hill, MA 02467
    /23

    $2,399,900

    $150K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,996 Sq Ft

    520 Clinton Rd, Chestnut Hill, MA 02467

    Bright and inviting, this move-in ready home sits at the end of a quiet cul-de-sac, offering privacy, and a peaceful setting. Minutes to bus lines and the Green Line for easy access to Longwood, Harvard Square, and downtown Boston.This 4-bed, 3.5-bath home features an open layout with a spacious living room with fireplace, dining area, and updated kitchen with stone countertops and stainless

    Celine Sellam Coldwell Banker Realty - Brookline

    520 Clinton Rd, Chestnut Hill, MA 02467
  • 79 Woodchester Dr, Chestnut Hill, MA 02467
    79 Woodchester Dr, Chestnut Hill, MA 02467
    79 Woodchester Dr, Chestnut Hill, MA 02467
    /36

    $2,700,000

    • 4 Beds
    • 4.5 Baths
    • 4,340 Sq Ft

    79 Woodchester Dr, Chestnut Hill, MA 02467

    Majestic Tudor style home in Newton’s highly desirable Chestnut Hill neighborhood! This property boasts architectural details, an abundance of character & timeless charm through its high ceilings, hardwood floors, beautiful moldings and built ins. Enter into an open & airy front foyer with a dramatic center staircase. Resume the tour through a sunken living room boasting coffered ceilings & a

    Jarrod Pescosolido Romo Realty Group

    79 Woodchester Dr, Chestnut Hill, MA 02467
  • 124 Chestnut Hill Rd, Chestnut Hill, MA 02467
    124 Chestnut Hill Rd, Chestnut Hill, MA 02467
    124 Chestnut Hill Rd, Chestnut Hill, MA 02467
    /27

    $5,850,000

    • 5 Beds
    • 7.5 Baths
    • 7,359 Sq Ft

    124 Chestnut Hill Rd, Chestnut Hill, MA 02467

    Set along one of Chestnut Hill’s most coveted private roads, this stately brick home offers a serene oasis with sweeping views of the Chestnut Hill Reservoir. Gut-renovated in 2021, the home blends timeless architecture with modern luxury across over 7,000 square feet of impeccably finished living space. The main level features a chef’s kitchen, elegant living and dining spaces, a refined study

    Maggie Gold Seelig MGS Group Real Estate LTD

    124 Chestnut Hill Rd, Chestnut Hill, MA 02467
  • 476 Heath St, Chestnut Hill, MA 02467
    476 Heath St, Chestnut Hill, MA 02467
    476 Heath St, Chestnut Hill, MA 02467
    /39

    $3,399,000

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

    476 Heath St, Chestnut Hill, MA 02467

    Brookline’s prestigious Chestnut Hill neighborhood and within one of the town’s top-rated school districts, this 1899 estate seamlessly combines timeless architecture with a full modern renovation. The home offers 6,292 square feet of refined living space across three finished levels, featuring nine bedrooms, four full and three half baths, and two well-appointed kitchens ideal for entertaining

    Andrew Haddad Northeast Development & Investment, Inc.

    476 Heath St, Chestnut Hill, MA 02467
  • 460 Heath St, Chestnut Hill, MA 02467
    460 Heath St, Chestnut Hill, MA 02467
    460 Heath St, Chestnut Hill, MA 02467
    /22

    $3,390,000

    $309K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 6,196 Sq Ft

    460 Heath St, Chestnut Hill, MA 02467

    Ideally situated on a private cul-de-sac in Chestnut Hill, this stunning architectural gem offers timeless elegance & modern luxury. Just minutes to the T, restaurants, coffee shops, & shopping, it boasts unobstructed park views from a Bluestone patio with a luxury outdoor kitchen and 8' gas fireplace perfect for entertaining. Inside, enjoy a sauna, home gym, wine cellar, billiards room, & a

    Samantha Stumpo Serhant

    460 Heath St, Chestnut Hill, MA 02467
  • 321 Hammond Pond Pkwy Unit 103, Chestnut Hill, MA 02467
    321 Hammond Pond Pkwy Unit 103, Chestnut Hill, MA 02467
    321 Hammond Pond Pkwy Unit 103, Chestnut Hill, MA 02467
    /24

    $979,000

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

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

    Experience modern luxury and timeless elegance at 321 Hammond Pond Pkwy, Unit 103 in Chestnut Hill, Brookline. This stunning condo features two spacious bedrooms, two elegant bathrooms, and a large open-concept living area with gleaming hardwood floors and high-end finishes. The gourmet kitchen dazzles with stainless steel appliances, granite countertops, and ample cabinetry, while the private

    The Ridick Revis Group Compass

    321 Hammond Pond Pkwy Unit 103, Chestnut Hill, MA 02467
  • 17 Edge Hill Rd, Chestnut Hill, MA 02467
    17 Edge Hill Rd, Chestnut Hill, MA 02467
    17 Edge Hill Rd, Chestnut Hill, MA 02467
    /29

    $4,495,000

    • 5 Beds
    • 8 Baths
    • 5,911 Sq Ft

    17 Edge Hill Rd, Chestnut Hill, MA 02467

    A custom-designed home showcasing exceptional craftsmanship, and a seamless blend of luxury living & grand-scale entertaining. Dramatic floor-to-ceiling windows bathe the interiors in natural light, while soaring 10+ foot ceilings and a versatile floor plan create an extraordinary living experience throughout. At the heart of the home is a spectacular chef’s kitchen featuring custom Sapele wood

    The Kennedy Lynch Team Hammond Residential Real Estate

    17 Edge Hill Rd, Chestnut Hill, MA 02467
  • 0 Glenoe Rd, Brookline, MA 02467
    0 Glenoe Rd, Brookline, MA 02467
    0 Glenoe Rd, Brookline, MA 02467
    /6

    $2,245,000

    $120K PRICE DROP
    • Land
    • 17,424 Sq Ft
    • $5,612,500 per Acre

    0 Glenoe Rd, Brookline, MA 02467

    At nearly 18k sqft, this gorgeous flat lot, on one of Brookline’s most desirable streets, will be delivered as a vacant lot. The existing house offers additional options if kept. Buyer’s choice.Hammond Street is scheduled (Fall 2026) for a “Road Diet”, where 4 lanes of traffic will be reduced to 2, and bike lanes added in both directions.

    Jason Gell RE/MAX On the Charles

    0 Glenoe Rd, Brookline, MA 02467
  • 160 Reservoir Rd, Chestnut Hill, MA 02467
    160 Reservoir Rd, Chestnut Hill, MA 02467
    160 Reservoir Rd, Chestnut Hill, MA 02467
    /6

    $2,300,000

    $200K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,898 Sq Ft

    160 Reservoir Rd, Chestnut Hill, MA 02467

    Classic brick-front, center-entrance Colonial in a well-established neighborhood. This 4 bed, 3.5 bath home is ready for a full renovation or potential gut, an ideal canvas to create your dream home. A gracious entry leads to a front-to-back living room with fireplace, formal dining room, and a family room with picture window overlooking a level backyard. Upstairs offers three spacious bedrooms

    AJ Arstamyan Coldwell Banker Realty - Boston

    160 Reservoir Rd, Chestnut Hill, MA 02467
  • 180 Eliot St, Chestnut Hill, MA 02467
    180 Eliot St, Chestnut Hill, MA 02467
    180 Eliot St, Chestnut Hill, MA 02467
    /37

    $2,399,000

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

    180 Eliot St, Chestnut Hill, MA 02467

    Located in the highly sought-after Roland Hayes School neighborhood of Chestnut Hill, 180 Eliot Street offers over 3,000 square feet of beautifully updated living space on a 0.26-acre lot. The fully renovated first floor features a bright, open layout filled with natural light, including a spacious living room, formal dining area, and an eat-in kitchen designed for both everyday living and

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    180 Eliot St, Chestnut Hill, MA 02467
  • 629 Hammond St Unit E205, Chestnut Hill, MA 02467
    629 Hammond St Unit E205, Chestnut Hill, MA 02467
    629 Hammond St Unit E205, Chestnut Hill, MA 02467
    /16

    $1,075,000

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    629 Hammond St Unit E205, Chestnut Hill, MA 02467

    Nestled in the sought-after community of Chestnut Hill, Brookline. Hammondswood is an upscale, professionally managed elevator building that offers concierge and fitness facilities. Pristine 2 Bed 2 Bath plus Den/Office, 2 Deeded Garage Parking with extra storage and in-unit laundry. Spacious, sun-filled unit with a 9" ceiling. Open layout with a large living room and dining room area that

    Kate Kittipanthopas Lux Realty, LLC

    629 Hammond St Unit E205, Chestnut Hill, MA 02467
  • 46 Acacia Ave, Chestnut Hill, MA 02467
    46 Acacia Ave, Chestnut Hill, MA 02467
    46 Acacia Ave, Chestnut Hill, MA 02467
    /42

    $2,000,000

    $150K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,737 Sq Ft

    46 Acacia Ave, Chestnut Hill, MA 02467

    Perfectly situated in the prestigious Chestnut Hill Historic District, this sun-drenched 1930s Tudor offers a seamless blend of timeless character and modern luxury. The open-concept layout features a granite kitchen with custom cabinets and a breakfast bar, flowing into an sun filled living area with classic coffer ceilings, a fireplace, and custom built-ins. Host elegant dinners in the formal

    Karen Yu Phoenix Real Estate Partners, LLC

    46 Acacia Ave, Chestnut Hill, MA 02467
  • 20 Hammond St Unit 302, Chestnut Hill, MA 02467
    20 Hammond St Unit 302, Chestnut Hill, MA 02467
    20 Hammond St Unit 302, Chestnut Hill, MA 02467
    /14

    $549,000

    • 2 Beds
    • 1 Bath
    • 997 Sq Ft

    20 Hammond St Unit 302, Chestnut Hill, MA 02467

    Welcome to our "move in ready" Chestnut Hill, 2 bedroom, 1 bath condo!.Air conditioned, updated kitchen with white cabinetry, stainless steel appliances, tile flooring, and beautiful granite counters.This amazing space has been freshly painted and has luxury engineered hardwood throughout. Closet space is oversized with additional storage in the basement. Elevator,1 assigned parking space, as

    Nancy Knochin Coldwell Banker Realty - Newton

    20 Hammond St Unit 302, Chestnut Hill, MA 02467
  • 8 White Ave, Chestnut Hill, MA 02467
    8 White Ave, Chestnut Hill, MA 02467
    8 White Ave, Chestnut Hill, MA 02467
    /40

    $2,649,000

    $251K PRICE DROP
    • 9 Beds
    • 6 Baths
    • 4,464 Sq Ft

    8 White Ave, Chestnut Hill, MA 02467

    Welcome to 8 WHITE AVE, a 3-FAMILY Home in one of Brookline’s most desirable neighborhoods, offering 5 PKG SPACES & LETTERS OF COMPLIANCE !! This property offers the perfect blend of classic charm and modern convenience just minutes from Boston. The property features a thoughtfully designed layout with abundant natural light, spacious living areas, and timeless architectural details. Each of

    The Caceda Team Coldwell Banker Realty - Lynnfield

    8 White Ave, Chestnut Hill, MA 02467
  • 85 Gate House Rd, Chestnut Hill, MA 02467
    85 Gate House Rd, Chestnut Hill, MA 02467
    85 Gate House Rd, Chestnut Hill, MA 02467
    /17

    $3,995,000

    $300K PRICE DROP
    • 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 expansive primary suite

    Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

    85 Gate House Rd, Chestnut Hill, MA 02467
  • 142 Crafts Rd, Chestnut Hill, MA 02467
    142 Crafts Rd, Chestnut Hill, MA 02467
    142 Crafts Rd, Chestnut Hill, MA 02467
    /42

    $6,750,000

    $2M PRICE DROP
    • 8 Beds
    • 6.5 Baths
    • 9,400 Sq Ft

    142 Crafts Rd, Chestnut Hill, MA 02467

    First time available in over 30 years. This Spanish Colonial estate was designed in 1905 by Chapman & Frazer and sits on 1.33 acres in Chestnut Hill, Brookline, MA. Approx 9,400 sq ft across four finished levels with 8 beds and 6.5 baths. Chef's kitchen with oversized island, pro appliances, and walk-in pantry opens to dining and a stone terrace. Formal living and dining rooms, quiet library, and

    Paul Neavyn Gibson Sotheby's International Realty

    142 Crafts Rd, Chestnut Hill, MA 02467
  • 1014 Boylston St, Chestnut Hill, MA 02467
    1014 Boylston St, Chestnut Hill, MA 02467
    1014 Boylston St, Chestnut Hill, MA 02467
    /38

    $16,980,000

    $2M PRICE DROP
    • 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
  • 401 Heath St, Chestnut Hill, MA 02467
    401 Heath St, Chestnut Hill, MA 02467
    401 Heath St, Chestnut Hill, MA 02467
    /27

    $2,765,000

    $85K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,028 Sq Ft

    401 Heath St, Chestnut Hill, MA 02467

    Come fall in love with this storybook 5-bed, 3.5-bath Colonial Revival set on 0.3AC in Brookline’s Chestnut Hill. Built in 1926, this charming 4,028SF residence offers a layout tailored for modern living. Streaming southern sunshine, timeless architecture, 3 fireplaces, and oversized windows define the home. Welcoming entry connects the main living spaces. Gracious living room w/ fireplace and

    Hilary Maddox Team Compass

    401 Heath St, Chestnut Hill, MA 02467
  • 540 Chestnut Hill Ave, Brookline, MA 02445
    540 Chestnut Hill Ave, Brookline, MA 02445
    540 Chestnut Hill Ave, Brookline, MA 02445
    /18

    $4,250,000

    • 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 5 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 stone

    The Duffy Group Compass

    540 Chestnut Hill Ave, Brookline, MA 02445
  • 321 Hammond Pond Pkwy Unit 106, Chestnut Hill, MA 02467
    321 Hammond Pond Pkwy Unit 106, Chestnut Hill, MA 02467
    321 Hammond Pond Pkwy Unit 106, Chestnut Hill, MA 02467
    /31

    $899,900

    • 2 Beds
    • 2 Baths
    • 1,188 Sq Ft

    321 Hammond Pond Pkwy Unit 106, Chestnut Hill, MA 02467

    Welcome to Hammond Pond Place! This bright and spacious 2 bed, 2 bath condo offers modern living in the heart ofChestnut Hill. The open floor plan features high ceilings, hardwood floors, and a sun-splashed living/dining area with asliding glass door that fills the space with natural light. The kitchen is equipped with stainless steel appliances, granitecounters, and an oversized breakfast bar —

    Jiajia Xin LPT Realty, LLC

    321 Hammond Pond Pkwy Unit 106, Chestnut Hill, MA 02467
  • 3 Glenoe Rd, Chestnut Hill, MA 02467
    3 Glenoe Rd, Chestnut Hill, MA 02467
    3 Glenoe Rd, Chestnut Hill, MA 02467
    /12

    $2,245,000

    $120K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,855 Sq Ft

    3 Glenoe Rd, Chestnut Hill, MA 02467

    At nearly 5000 sq ft this beautiful colonial in one of Brookline’s most sought after neighborhoods, and on one of its most desirable and picturesque streets, is a rare find at far below assessed value. Create tremendous value with a smart renovation, or if preferred, build new now that the demolition hold has expired.Properties in close proximity are priced from $4-12m+ range. Survey, existing

    Jason Gell RE/MAX On the Charles

    3 Glenoe Rd, Chestnut Hill, MA 02467
  • 27-29 Commonwealth Ave Unit 1, Chestnut Hill, MA 02467
    27-29 Commonwealth Ave Unit 1, Chestnut Hill, MA 02467
    27-29 Commonwealth Ave Unit 1, Chestnut Hill, MA 02467
    /18

    $625,000

    • 1 Bed
    • 1 Bath
    • 735 Sq Ft

    27-29 Commonwealth Ave Unit 1, Chestnut Hill, MA 02467

    Welcome to the Covenant Residences on Commonwealth. This enticing corner one bedroom, one bathroom condo with 1 garage parking space and in-unit laundry, offers an open concept floor plan offers oversized windows that stream natural light. The home enjoys an open floor plan which is perfect for entertaining; fully applianced kitchen with a breakfast countertop,a generous living room showcases

    Eric Holmes Meridian Realty Group LLC

    27-29 Commonwealth Ave Unit 1, Chestnut Hill, MA 02467
  • 130 Fairway Rd, Chestnut Hill, MA 02467
    130 Fairway Rd, Chestnut Hill, MA 02467
    130 Fairway Rd, Chestnut Hill, MA 02467
    /28

    $1,650,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,811 Sq Ft

    130 Fairway Rd, Chestnut Hill, MA 02467

    Attention developers, builders, and end-users: Rare opportunity to create something truly special in one of Brookline’s most coveted Chestnut Hill neighborhoods. Sited on an expansive 18,000+ sq ft lot, this property offers exceptional potential for renovation, expansion, or new construction. The existing 3 bed, 2 bath ranch is sited on level land, with gentle slopes at the front and rear - ideal

    The Gillach Group William Raveis R. E. & Home Services

    130 Fairway Rd, Chestnut Hill, MA 02467
  • 55 Penniman Rd, Brookline, MA 02445
    55 Penniman Rd, Brookline, MA 02445
    55 Penniman Rd, Brookline, MA 02445
    /22

    $3,995,000

    $505K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,320 Sq Ft

    55 Penniman Rd, Brookline, MA 02445

    Located on a quiet and desirable street in North Brookline, this exceptional Arts and Crafts home, designed in 1920 by esteemed architect Charles Donagh Maginnis as his own residence, ranks among the finest of its kind in the United States. Carefully restored, modernized, and meticulously maintained, the house displays outstanding craftsmanship from its era and is featured in several books on

    Rachel Goldman MGS Group Real Estate LTD

    55 Penniman Rd, Brookline, MA 02445
Massachusetts Middlesex County Newton Chestnut Hill

Real Estate & Homes for Sale in Chestnut Hill, Newton

Why Live in Chestnut Hill
About 12 miles west of Boston lies Chestnut Hill, one of Newton’s 13 villages. This affluent suburb is known for its collection of beautiful single-family homes, accessibility to the state’s capital and top-rated school system. But, with homes ...
Learn more about living in Chestnut Hill

Frequently Asked Questions

Is Chestnut Hill a good place to live?
Chestnut Hill is a good place to live. Chestnut Hill is considered somewhat walkable and bikeable with good transit options. Chestnut Hill is a suburban neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Chestnut Hill has 7 parks for recreational activities. It has a median age of 29. The average household income is $224,947 which is above the national average. College graduates make up 82.7% of residents. A majority of residents in Chestnut Hill are home owners, with 20% of residents renting and 80% of residents owning their home. A local real estate agent serving Chestnut Hill can help you decide if this neighborhood is the right one for you. Learn more on our Chestnut Hill neighborhood guide.
Is Chestnut Hill, MA a safe neighborhood?
Chestnut Hill, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Chestnut Hill?
The median home price in Chestnut Hill is $2,355,000. If you put a 20% down payment of $471,000 and had a 30-year fixed mortgage with an interest rate of 6.52%, your estimated principal and interest payment would be $11,930 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $511K a year to afford the median home price in Chestnut Hill. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Chestnut Hill is $225K.
What are the best public schools in Chestnut Hill?
The best public schools that serve Chestnut Hill are:
What are the best private schools in Chestnut Hill?
The best private schools that serve Chestnut Hill are:
What are the most popular zip codes in Chestnut Hill, Newton, MA?
The most popular zip codes in Chestnut Hill, Newton, MA include 02467, 02135, 02445, 02459 and 02108.
What are the most popular neighborhoods near Chestnut Hill, Newton, MA?
The most popular neighborhoods near Chestnut Hill, Newton, MA are Commonwealth, Saint Elizabeth's, Cleveland Circle, Thompsonville and Brighton.

Chestnut Hill Home Prices vs. Nearby Newton, MA Neighborhoods

Chestnut Hill Newton Centre The Flats Weston
Median Home Price
$2,355,000
$2,319,000
$2,399,000
$2,797,500
Median Sale Price
$3,400,000
-7% YoY
$2,100,000
+3% YoY
$2,300,000
+2% YoY
$2,450,000
+6% YoY
Median Single Family Price
$3,103,175
$2,302,500
$2,600,000
$2,700,000
Median Townhouse Price
$7,650,000
--
$1,367,500
$819,750
Median Condo Price
$700,000
$1,840,000
$1,239,500
$855,000
Total Active Listings
29
15
7
51
Market Conditions
7 Months
Buyer's Market
3 Months
Seller's Market
2 Months
Seller's Market
4 Months
Balanced Market
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