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Chestnut Hill Homes for Sale

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  • 764 Hammond St, Chestnut Hill, MA 02467
    764 Hammond St, Chestnut Hill, MA 02467
    764 Hammond St, Chestnut Hill, MA 02467
    /21

    $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
  • 1014 Boylston St, Chestnut Hill, MA 02467
    1014 Boylston St, Chestnut Hill, MA 02467
    1014 Boylston St, 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
  • 755 Boylston St Unit 3, Chestnut Hill, MA 02467
    755 Boylston St Unit 3, Chestnut Hill, MA 02467
    755 Boylston St Unit 3, 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

    (857) 575-5463

    755 Boylston St Unit 3, Chestnut Hill, MA 02467
  • 755 Boylston St Unit 2, Chestnut Hill, MA 02467
    755 Boylston St Unit 2, Chestnut Hill, MA 02467
    755 Boylston St Unit 2, 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

    (857) 376-6675

    755 Boylston St Unit 2, Chestnut Hill, MA 02467
  • 755 Boylston St Unit 1, Chestnut Hill, MA 02467
    755 Boylston St Unit 1, Chestnut Hill, MA 02467
    755 Boylston St 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

    (857) 847-5522

    755 Boylston St Unit 1, 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
    /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
  • 9 Woodman Rd, Chestnut Hill, MA 02467
    9 Woodman Rd, Chestnut Hill, MA 02467
    9 Woodman Rd, Chestnut Hill, MA 02467
    /32

    $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
  • 120 Cabot St, Chestnut Hill, MA 02467
    120 Cabot St, Chestnut Hill, MA 02467
    120 Cabot St, 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
  • 130 Cabot St, Chestnut Hill, MA 02467
    130 Cabot St, Chestnut Hill, MA 02467
    130 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
  • 27 Suffolk Rd, Chestnut Hill, MA 02467
    27 Suffolk Rd, Chestnut Hill, MA 02467
    27 Suffolk Rd, 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
  • 24 Essex Rd, Chestnut Hill, MA 02467
    24 Essex Rd, Chestnut Hill, MA 02467
    24 Essex 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
  • 682 Hammond St, Chestnut Hill, MA 02467
    682 Hammond St, Chestnut Hill, MA 02467
    682 Hammond St, 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
  • 30 Edge Hill Rd, Chestnut Hill, MA 02467
    30 Edge Hill Rd, Chestnut Hill, MA 02467
    30 Edge Hill Rd, Chestnut Hill, MA 02467
    /27

    $2,295,000 Open Sat 2PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 2,692 Sq Ft

    30 Edge Hill Rd, Chestnut Hill, MA 02467

    Nestled in the heart of prestigious Chestnut Hill, this stately 5 bedroom, 3.5 bath Colonial residence offers timeless elegance & undeniable curb appeal. A gracious front entry welcomes you into a well proportioned living room, w/ a classic fireplace. Just beyond, an inviting family room provides views of lush, professionally landscaped gardens—an idyllic retreat for morning coffee. The home's

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    30 Edge Hill Rd, Chestnut Hill, MA 02467
  • 46 Malia Terrace, Chestnut Hill, MA 02467
    46 Malia Terrace, Chestnut Hill, MA 02467
    46 Malia Terrace, Chestnut Hill, MA 02467
    /18

    $3,498,000

    • 5 Beds
    • 4.5 Baths
    • 3,909 Sq Ft

    46 Malia Terrace, Chestnut Hill, MA 02467

    Available for the first time in over 40 years, this exquisite mid-century modern home sits on a lushly landscaped almost one acre lot in the coveted Chestnut Hill Historic District. Designed by renowned architect Stanley Myers and built in the 1950s for the founder of Sonesta Hotels, it has been lovingly maintained and updated while keeping true to the original style of the home. Many features

    Montgomery Carroll Group Compass

    46 Malia Terrace, 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
    /21

    $1,128,000

    • 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
  • 61 Woodlawn Dr, Chestnut Hill, MA 02467
    61 Woodlawn Dr, Chestnut Hill, MA 02467
    61 Woodlawn Dr, Chestnut Hill, MA 02467
    /16

    $1,799,000

    • 4 Beds
    • 3.5 Baths
    • 3,104 Sq Ft

    61 Woodlawn Dr, Chestnut Hill, MA 02467

    Offering a two car garage, central AC and gorgeous landscaping, this beautifully updated home is in a great Chestnut Hill neighborhood near Waban Hill Reservoir & Ward Elementary about a mile to the shops & restaurants of Newton Centre. Off the foyer are an oversized living room with a fireplace and a dining room perfect for entertaining. Behind the dining room is the updated kitchen with granite

    Montgomery Carroll Group Compass

    61 Woodlawn Dr, Chestnut Hill, MA 02467
  • 15 Glenland Rd, Chestnut Hill, MA 02467
    15 Glenland Rd, Chestnut Hill, MA 02467
    15 Glenland Rd, Chestnut Hill, MA 02467
    /22

    $3,800,000

    • 5 Beds
    • 4.5 Baths
    • 4,711 Sq Ft

    15 Glenland Rd, Chestnut Hill, MA 02467

    Experience luxury in this newly completed custom home by a renowned local builder known for exceptional craftsmanship & exquisite finishes. Located in the sought-after Brookline/Chestnut Hill area, this residence offers sophistication and comfort. The main level boasts an open concept layout with abundant natural light from expansive windows. An elegant fireplaced great room flows into a chef’s

    Rjp Sells Coldwell Banker Realty - Brookline

    15 Glenland Rd, 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

    $3,849,000

    • 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 New Brook Realty Group, LLC

    460 Heath St, Chestnut Hill, MA 02467
  • 35 Commonwealth Ave Unit 404, Chestnut Hill, MA 02467
    35 Commonwealth Ave Unit 404, Chestnut Hill, MA 02467
    35 Commonwealth Ave Unit 404, Chestnut Hill, MA 02467
    /23

    $649,000

    • 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
  • 321 Hammond Pond Pkwy Unit 301, Chestnut Hill, MA 02467
    321 Hammond Pond Pkwy Unit 301, Chestnut Hill, MA 02467
    321 Hammond Pond Pkwy Unit 301, 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
  • 218 Reservoir Rd, Chestnut Hill, MA 02467
    218 Reservoir Rd, Chestnut Hill, MA 02467
    218 Reservoir Rd, Chestnut Hill, MA 02467
    /27

    $1,850,000

    • 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
  • 752 Boylston St, Chestnut Hill, MA 02467
    752 Boylston St, Chestnut Hill, MA 02467
    752 Boylston St, 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
  • 71 Spooner Rd, Chestnut Hill, MA 02467
    71 Spooner Rd, 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
  • 61 Heath St, Brookline, MA 02445
    61 Heath St, Brookline, MA 02445
    61 Heath St, Brookline, MA 02445
    /40

    $8,395,000 New Construction

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

    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
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