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Chestnut Hill Homes for Sale

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  • /18

    $749,900

    • 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
  • /25

    $1,175,000

    • 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

    (857) 376-6675

    755 Boylston St Unit 2, Chestnut Hill, MA 02467
  • /27

    $1,225,000

    • 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

    (857) 847-5522

    755 Boylston St Unit 1, Chestnut Hill, MA 02467
  • /22

    $2,650,000

    • 4 Beds
    • 3.5 Baths
    • 2,999 Sq Ft

    764 Hammond St, Chestnut Hill, MA 02467

    Period charm abounds in this 1920s Tudor-style home. The 4-bedroom and 4-bath (2 full and 2 half) retro home features period paneling, stained glass windows and nearly 3,000SF of living space. The main level features a gracious entry that opens into a sun-splashed living room with fireplace, an adjoining sunroom, a large dining room, a large eat-in kitchen with French doors that open onto a rear

    Agent Photo

    Deborah M Gordon

    Coldwell Banker Realty - Brookline

    (617) 996-8561

    764 Hammond St, Chestnut Hill, MA 02467
  • /26

    $1,325,000

    • 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, 3 large bedrooms with full-size closets. Huge private back deck. Additionally,

    Agent Photo

    Vena Priestly

    (857) 575-5463

    755 Boylston St Unit 3, Chestnut Hill, MA 02467
  • /13

    $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
  • /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
  • /36

    $1,399,000

    • 2 Beds
    • 2.5 Baths
    • 1,514 Sq Ft

    321 Hammond Pond Pkwy Unit 201, Chestnut Hill, MA 02467

    Stunning condo now available at Hammond Pond Place! 2 bedroom, 2.5 two bath home located within walking distance to The Street, Chestnut Hill's premier shopping area with upscale retail, restaurants & wine bars. 15 minute walk to the Green line. This home features an open floor plan, hardwood floors throughout, custom closets and a spacious dining room! The kitchen features stainless steel

    Susan Piracini Compass

    321 Hammond Pond Pkwy Unit 201, Chestnut Hill, MA 02467
  • /29

    $6,399,000

    • 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
  • /41

    $8,599,000

    • 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
  • /20

    $7,495,000

    • 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

    Michael Carucci Gibson Sotheby's International Realty

    130 Cabot St, Chestnut Hill, MA 02467
  • /21

    $1,188,000

    • 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
  • /20

    $4,875,000

    • 6 Beds
    • 4.5 Baths
    • 5,520 Sq Ft

    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
  • /23

    $5,850,000

    • 6 Beds
    • 4.5 Baths
    • 3,868 Sq Ft

    24 Essex Rd, Chestnut Hill, MA 02467

    One of the most sought after addresses in Chestnut Hill. This unique international style contemporary home is sited on 1.78 acre lot with lush grounds and mature trees creating unparalleled privacy. This rare find is an opportunity to make this home your own and the property of a lifetime. Located on a private road, a true urban/suburban location that makes for easy and luxurious living. Quick

    Erin Baumgartner Compass

    24 Essex Rd, Chestnut Hill, MA 02467
  • /32

    $3,400,000 Open Wed 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 3,298 Sq Ft

    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
  • /23

    $649,000 Open Sat 1PM - 3PM

    • 1 Bed
    • 1 Bath
    • 786 Sq Ft

    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
  • /36

    $2,100,000

    • 3 Beds
    • 3.5 Baths
    • 2,527 Sq Ft

    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
  • /28

    $879,000

    • 3 Beds
    • 1.5 Baths
    • 1,264 Sq Ft

    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
  • /25

    $2,195,000

    • 5 Beds
    • 3.5 Baths
    • 3,634 Sq Ft

    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
  • /26

    $1,600,000

    • 5 Beds
    • 3 Baths
    • 2,443 Sq Ft

    517 Heath St, Chestnut Hill, MA 02467

    Prime Chestnut Hill investment: Lead-certified two-unit residence one block from Soule Recreation Park offers exceptional access to The Street, Green D line, Longwood Medical Area, and major transportation routes. First floor features a practical 2-bedroom layout, formal dining and living rooms, and kitchen with dedicated pantry. The light-filled upper unit offers an expansive living area,

    Noha Soliman Leading Edge Real Estate

    517 Heath St, Chestnut Hill, MA 02467
  • /28

    $3,795,000

    • 5 Beds
    • 5.5 Baths
    • 5,772 Sq Ft

    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
  • /4

    $2,188,000

    • 4 Beds
    • 5 Baths
    • 4,855 Sq Ft

    3 Glenoe Rd, Chestnut Hill, MA 02467

    Renovate or build new, on one of Brookline’s most desirable and picturesque streets and sought after neighborhoods. Existing GLA of nearly 5k sqft (988 finished basement), or build 4396 sqft by right on upper floors. Survey and existing conditions plans are available.

    Jason Gell RE/MAX On the Charles

    3 Glenoe Rd, Chestnut Hill, MA 02467
  • /37

    $1,895,000

    • 2 Beds
    • 2.5 Baths
    • 2,111 Sq Ft

    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
  • /27

    $1,899,000

    • 5 Beds
    • 2.5 Baths
    • 2,522 Sq Ft

    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
  • /37

    $2,695,000

    • 5 Beds
    • 5 Baths
    • 4,119 Sq Ft

    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

    $1,975,000

    • 6 Beds
    • 4 Baths
    • 3,088 Sq Ft

    752 Boylston St, Chestnut Hill, MA 02467

    Rare opportunity for investors/developers to own Chestnut Hill brick two family located near Longwood Medical area, Northeastern U, BU, BC, VA Medical Hospital and bustling shops/restaurants. Public transportation via bus 60 (Boylston/Route 9) is right outside and with close proximity to train (green line D train). Scenic Brookline Reservoir and Jamaica Pond nearby. Both units are currently

    Mary Lochner Hurwitz Coldwell Banker Realty - Brookline

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

    $1,050,000

    • 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, sunfilled unit with a 9" ceiling. Open layout with a large living room and dining room area that extends

    Kate Kittipanthopas Lux Realty, LLC

    629 Hammond St Unit E205, Chestnut Hill, MA 02467
  • /29

    $9,995,000

    • 5 Beds
    • 6.5 Baths
    • 8,750 Sq Ft

    88 Essex Rd, Chestnut Hill, MA 02467

    Welcome to 88 Essex Road, a breathtaking home located on over an acre of land, on a private road in the heart of Chestnut Hill, Newton. This residence features 5+ spacious bedrooms and an open and airy layout. The first floor includes an expansive chef’s kitchen which is open to a bright breakfast area and family room, while the spacious living and dining rooms flow seamlessly to a patio, perfect

    Maggie Gold Seelig MGS Group Real Estate LTD

    88 Essex Rd, Chestnut Hill, MA 02467
  • /42

    $5,495,000

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

    23 Crafts Rd, Chestnut Hill, MA 02467

    *** ACCEPTED OFFER. SHOWING FOR BACK UP OFFERS ONLY.*** 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

    Antonio Khoury Compass

    23 Crafts Rd, Chestnut Hill, MA 02467
  • /40

    $7,498,000

    • 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
  • /23

    $3,999,000

    • 7 Beds
    • 4.5 Baths
    • 6,943 Sq Ft

    87 Hammond St, Chestnut Hill, MA 02467

    Chestnut Hill. Magnificent landmark brick Georgian-style residence and carriage house on nearly an acre of spectacular park-like grounds with rolling lawns, mature trees, and extraordinary gardens. This premier residence, with timeless elegance and nearly 7,000 square feet, is appointed with custom designed living space, exceptional architectural detail, and is well suited for grand scale

    Alexandre Lecarme Hammond Residential Real Estate

    87 Hammond St, Chestnut Hill, MA 02467
  • /2

    $1,000,000

    • Land
    • 0.27 Acre
    • $3,703,704 per Acre

    71 Spooner Rd, Chestnut Hill, MA 02467

    Land for Sale in great Chestnut Hill convenient location. 11,648 square feet of land. This is NOT a single-family lot of land. This is ideal for church/religious group, rehabilitation housing, and many other uses. Close to shops, restaurants, major routes, commuter rail. Buyer to do their own due diligence for potential uses which there are many.

    Rosemary Kelleher LAER Realty Partners

    71 Spooner Rd, Chestnut Hill, MA 02467
  • /2

    $8,995,000 New Construction

    • 5 Beds
    • 7 Baths
    • 7,000 Sq Ft

    61 Heath St, Brookline, MA 02445

    Shingle style stunner located in Brookline's estate area. Put your touches on this 7000 sq ft home w/ a timeless architectural style built by one of Greater Boston's premier builders. This home is filled w/ large picture windows overlooking the beautifully landscaped one acre grounds. High ceilings & filled with sunlight. Enter this home thru a gallery perfect for an art collection. First floor

    Melissa Dailey Coldwell Banker Realty - Wellesley

    61 Heath St, Brookline, MA 02445
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