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Recently Sold Chestnut Hill Homes

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  • /42

    $3,150,000 Sold Apr 30, 2025

    • 5,872 Sq Ft
    • $536/SF
    • 177 Days On Market
    • 6 Beds
    • 4 Baths
    • Built 1928

    101 Hammond St, Chestnut Hill, MA 02467

    Imagine a serene setting with nearly half an acre of lush grounds and an enchanting Tudor-style residence, surrounded by walls, gates and mature landscaping. This home offers the perfect blend of country privacy and the best of Chestnut Hill living. Step inside to experience the spacious, open feel. The grand piano-sized living room features a wood-burning fireplace, high beamed ceilings & direct

    Mancy Jane Parker Martocchia REALTORS®

    101 Hammond St, Chestnut Hill, MA 02467
  • /30

    $3,585,000 Sold Apr 30, 2025

    • 4,453 Sq Ft
    • $805/SF
    • 151 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 1925

    32 Taylor Crossway, Brookline, MA 02445

    Location, location location!! Set on a stately tree-lined street in prominent Fisher Hill, is this this spectacular, renovated 6-bedroom Tudor! First floor features elegant & comfortable living areas, including welcoming foyer, grand living room w/fireplace, library w/built-ins & formal dining room. Stunning remodeled kitchen with gorgeous banquet & high end appliances with access to mudroom w/

    Gabby Cefalo Coldwell Banker Realty - Wellesley

    32 Taylor Crossway, Brookline, MA 02445
  • /32

    $495,000 Sold Apr 23, 2025

    • 710 Sq Ft
    • $697/SF
    • 14 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1945

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

    Welcome to your cheerful and cozy two-bedroom condo right in the heart of Chestnut Hill! This lovely home overlooks the beautiful landscaping of Hammond Garden, providing a tranquil escape. The extra-large living room offers plenty of space for relaxation and even has a spot perfect for your work-from-home setup.With two comfy bedrooms, a beautifully renovated kitchen and bath, and all-new

    Susan Ahn The Pro Realty Group

    33 Hammond Pond Pkwy Unit 1, Chestnut Hill, MA 02467
  • /30

    $4,848,000 Sold Apr 01, 2025

    • 7,163 Sq Ft
    • $677/SF
    • 2 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 2002

    25 Cutler Ln, Chestnut Hill, MA 02467

    Located in the estate area of Brookline on a beautiful tree lined street is this 6-bedroom, 4 full & 2 half bath, 7,163 sq foot custom-built home set on a sprawling .70-acre lot. As you enter, be greeted by a grand foyer with a magnificent sweeping staircase. Entertain guests in style in the formal dining & living room both with fireplaces with an adjacent office. The heart of the home is the

    Jamie Genser Coldwell Banker Realty - Brookline

    25 Cutler Ln, Chestnut Hill, MA 02467
  • /15

    $558,000 Sold Mar 28, 2025

    • 900 Sq Ft
    • $620/SF
    • 7 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1945

    7 Hammond Pond Pkwy Unit 4, Chestnut Hill, MA 02467

    Welcome home to this sunny, sophisticated two-bedroom condominium in Chestnut Hill. Upon entering the home, you will notice the rich wood flooring and abundant light from the many windows. This lovely, gracious unit features a large living room with coat closet, separate dining room with an elegant chandelier, two spacious bedrooms, an updated kitchen and a refreshed tiled bath. This unit has a

    Donahue Maley & Burns Team Compass

    7 Hammond Pond Pkwy Unit 4, Chestnut Hill, MA 02467
  • /40

    $2,250,000 Sold Mar 17, 2025

    • 3,728 Sq Ft
    • $604/SF
    • 9 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1920

    127 Commonwealth Ave, Chestnut Hill, MA 02467

    Spectacular 1920s brick Colonial located in Chestnut Hill and very close to Boston College this is a special home loaded w/details and great potential. Original wood trim/moldings work their way throughout the main floor. Enjoy a gracious entryway, a living room w/ large floor to ceiling windows, FP, hardwood floors throughout and a very open kitchen complete w/a beautiful butlers pantry and an

    Judy Korzenowski Coldwell Banker Realty - Newton

    127 Commonwealth Ave, Chestnut Hill, MA 02467
  • /29

    $749,000 Sold Feb 06, 2025

    • 983 Sq Ft
    • $762/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2018

    809 Boylston St Unit 2, Chestnut Hill, MA 02467

    Recently renovated home, this modern style 2 bedroom condo is a true gem. LOW HOA $243! High ceilings and sun lit rooms, it offers a refreshing living experience. Prime location, situated in a highly sought-after Chestnut Hill neighborhood, this home has easy access to major route such as Rt 128/95, Mass Pike, MBTA, and as a bonus BWH Shuttle is right across the street. Low HOA of $243.

    Henry Choi Real Broker MA, LLC

    809 Boylston St Unit 2, Chestnut Hill, MA 02467
  • /24

    $2,250,000 Sold Jan 17, 2025

    • 6,130 Sq Ft
    • $367/SF
    • 84 Days On Market
    • 7 Beds
    • 5.5 Baths
    • Built 1899

    476 Heath St, Chestnut Hill, MA 02467

    Discover the beauty & historic charm of this stately 7BD, 5.5BA property on .42AC in Chestnut Hill. Designed in 1899 by Chapman & Frazer, this home spans over 6,130SF with stunning architectural details, including multiple fireplaces, intricate woodwork, & large windows. 1st floor designed for grand entertaining & comfortable living. Sunlit entry connects main living spaces. Stunning LR with

    Hilary Maddox Team Compass

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

    $2,250,000 Sold Jan 16, 2025

    • 4,450 Sq Ft
    • $506/SF
    • 97 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 1930

    20 Beacon St, Chestnut Hill, MA 02467

    Located in the historic Chestnut Hill Reservoir area, a short distance from Boston College, this classic 1930s brick Tudor-style residence spans almost 4500 square feet. It features 15 rooms, including 6 bedrooms and 4.5 bathrooms, radiating timeless elegance and architectural beauty. The welcoming entry foyer with extraordinary woodwork leads to spacious formal rooms on the first floor: a large,

    Christman Johnsson Group Hammond Residential Real Estate

    20 Beacon St, Chestnut Hill, MA 02467
  • /36

    $910,000 Sold Jan 15, 2025

    • 1,160 Sq Ft
    • $784/SF
    • 49 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2008

    629 Hammond St Unit E115, Chestnut Hill, MA 02467

    Step into this charming condominium located in Hammondswood at Chestnut Hill w/ 2 deeded parking spaces! Enjoy the inviting ambiance of this bright first-floor unit, boasting a spacious open family room and dining area illuminated by ample natural light streaming through large windows. Slide open the glass door to access your own private patio, perfect for relaxing. The kitchen features

    Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    629 Hammond St Unit E115, Chestnut Hill, MA 02467
  • /24

    $3,800,000 Sold Jan 15, 2025

    • 5,658 Sq Ft
    • $672/SF
    • 193 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 1939

    42 Jefferson Rd, Chestnut Hill, MA 02467

    Beautifully set on lush, landscaped grounds in coveted Chestnut Hill, this phenomenal 11-room residence, with a slate roof, offers over 5,650 square feet of living space. There are five bedrooms and five full and two half renovated bathrooms. As soon as you enter, fine architectural details capture your attention with exquisite moldings, period appointments, and gorgeous oak flooring. The

    Eileen Strong O'Boy Hammond Residential Real Estate

    42 Jefferson Rd, Chestnut Hill, MA 02467
  • /42

    $7,000,000 Sold Dec 27, 2024

    • 7,022 Sq Ft
    • $997/SF
    • 268 Days On Market
    • 6 Beds
    • 8 Baths
    • Built 1897

    46 Woodman Rd, Chestnut Hill, MA 02467

    A bespoke jewel of a home steeped in historical value. The former 'Gardener's Cottage' for the Webster Estate in Old Chestnut Hill has been seamlessly blended into a larger footprint with contemporary additions including a gym, steam room, 5 fireplaces & a masterful 1900 bottle wine room. The large open Chef's kitchen boasts an oversized center island and stainless appliances. Multiple windows

    Frank Celeste Gibson Sotheby's International Realty

    46 Woodman Rd, Chestnut Hill, MA 02467
  • /2

    $1,400,000 Sold Dec 20, 2024

    • 2,430 Sq Ft
    • $576/SF
    • 82 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1927

    29 Eliot St, Chestnut Hill, MA 02467

    Colonial Home on Tree Lined Street. Many updates, Lead Certificate Compliance, New Quartz Countertop, Recessed Lighting, New Paint, Refinished Hardwood Floors, New Private Balcony, New Windows, New Bath Fixtures, 3 Air Conditioned Levels Living Space huge 4th Bedroom or Family Room with Skylights. Many thoughtful updates include Custom Cherry Cabinets with Breakfast Bar Island, Stainless

    Benjamin Spunt Benjamin Realty

    29 Eliot St, Chestnut Hill, MA 02467
  • /38

    $1,545,000 Sold Dec 16, 2024

    • 2,569 Sq Ft
    • $601/SF
    • 5 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1929

    35 Algonquin Rd Unit 35, Chestnut Hill, MA 02467

    Welcome to 35 Algonquin Road, a stylish, chic 2019 renovated townhouse moments to Boston College in Chestnut Hill. The main floor features a LR with a fireplace and tall ceilings leading to a sun-splashed SW facing office w/ wall to wall windows. The dining area is open to a well designed chef's kitchen with a center island, quartz countertops, and stainless steel appliances. Just off the

    The Margie and Jon Team Gibson Sotheby's International Realty

    35 Algonquin Rd Unit 35, Chestnut Hill, MA 02467
  • /2

    $3,125,000 Sold Dec 05, 2024

    • 4,182 Sq Ft
    • $747/SF
    • 133 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 1923

    127 Woodland Rd, Chestnut Hill, MA 02467

    Substantial price adjustment!! This Chestnut Hill home was built in 1927 in the tradition of an English Manor for the MacDuffie family by renowned architect R Clipson Sturgis. With its clean architectural lines, it blends seamlessly with the surrounding landscape. There are 6 bedrooms, a large living room with a beamed ceiling and stone fireplace, and approximately 4,182 square feet of living

    The Whitney Group Hammond Residential Real Estate

    127 Woodland Rd, Chestnut Hill, MA 02467
  • /42

    $1,675,000 Sold Nov 29, 2024

    • 4,543 Sq Ft
    • $369/SF
    • 22 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 1980

    5 Jefferson Rd, Chestnut Hill, MA 02467

    Introducing the perfect contemporary home in coveted Brookline's Chestnut Hill neighborhood. This bright 4500+ sqft 3+ bed, 5 bath brick home is an entertainer's delight. Upon entering the marble foyer, step down to the oversized living room which features oak flooring, fireplace, higher ceiling, w numerous skylights framed by floor-to-ceiling windows overlooking the central deck/backyard. The

    Lexi Crivon Coldwell Banker Realty - Brookline

    5 Jefferson Rd, Chestnut Hill, MA 02467
  • /42

    $3,000,000 Sold Nov 05, 2024

    • 4,950 Sq Ft
    • $606/SF
    • 5 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1929

    60 Wachusett Rd, Chestnut Hill, MA 02467

    OH Cancelled, offer has been accepted. Chestnut Hill. Nestled on two thirds of an acre of breathtaking land, this majestic 5-bedroom, 4.5-bath residence spans approximately 5,000 square feet of elegant living space. Enter this timeless Royal Barry Wills brick manor style home where tall ceilings and beautiful windows create an inviting and airy atmosphere. This home is perfect for entertaining

    Marjorie Kern Gibson Sotheby's International Realty

    60 Wachusett Rd, Chestnut Hill, MA 02467
  • /17

    $1,050,000 Sold Oct 28, 2024

    • 1,679 Sq Ft
    • $625/SF
    • 1 Day On Market
    • 2 Beds
    • 2 Baths
    • Built 1969

    209 Commonwealth Ave Unit PD, Chestnut Hill, MA 02467

    Situated on the carriage lane in a coveted location atop Heartbreak Hill and near the Waban Reservoir, this penthouse residence offers spaciousness, open concept design and elegant and contemporary updates including new HVAC, dishwasher, stove and washer & dryer creating the perfect package. The bright and modern kitchen offers crisp white cabinetry, granite countertops, stainless appliances and

    The Shulkin Wilk Group Compass

    209 Commonwealth Ave Unit PD, Chestnut Hill, MA 02467
  • /42

    $2,800,000 Sold Oct 25, 2024

    • 5,280 Sq Ft
    • $530/SF
    • 123 Days On Market
    • 7 Beds
    • 4.5 Baths
    • Built 1920

    95 Commonwealth Ave, Chestnut Hill, MA 02467

    Nestled in the prestigious Chestnut Hill neighborhood of Newton, this Brick Colonial blends vintage charm with modern sophistication. Completely gut-renovated with exterior work completed in 2016, this home exudes timeless elegance. The spacious living room boasts a tray ceiling, gas fireplace, and French door access to the backyard. Step through the charming Foyer, featuring a curved staircase

    Alina Wang Coldwell Banker Realty - Lexington

    95 Commonwealth Ave, Chestnut Hill, MA 02467
  • /23

    $1,875,000 Sold Oct 24, 2024

    • 3,427 Sq Ft
    • $547/SF
    • 65 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    39 Glenland Rd Unit 12, Chestnut Hill, MA 02467

    This gorgeous shingle style townhouse is perfectly situated in the desirable Chestnut Hill neighborhood of Brookline. Its modern aesthetic is apparent throughout the home, with an open floor plan, high ceilings and beautiful hardwood floors. The first floor flows seamlessly from the large living room with fireplace to an updated and beautifully appointed kitchen. A separate dining area leads to

    Mizner+ Montero Gibson Sotheby's International Realty

    39 Glenland Rd Unit 12, Chestnut Hill, MA 02467
  • /22

    $2,300,000 Sold Oct 07, 2024

    • 4,093 Sq Ft
    • $562/SF
    • 119 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1925

    515 Beacon St, Chestnut Hill, MA 02467

    Welcome to one of Chestnut Hill’s most coveted enclaves where luxury meets the perfect balance of seclusion and accessibility. This beautiful 5 bed/4 bath Tudor Revival showcases masterful craftsmanship and an array of top-tier amenities. Upon entry, the foyer sets the stage with rich wall-to-wall mahogany trim leading you into the expansive living and dining areas. The state-of-the-art chef's

    Property Cousins Berkshire Hathaway HomeServices Robert Paul Properties

    515 Beacon St, Chestnut Hill, MA 02467
  • /20

    $700,000 Sold Oct 04, 2024

    • 990 Sq Ft
    • $707/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1909

    639 Chestnut Hill Ave Unit 1, Brookline, MA 02445

    Nestled at the foot of Fisher Hill, your home is surrounded by picturesque parks and close to many popular restaurants and shops, including the Chestnut Hill Mall and shopping plazas: A sought-after location known for its long-standing reputation as having some of the top-ranked schools in the nation. As you enter, you feel the warmth of the classic details inside with modern renovations of the

    John Maxfield Maxfield & Company Real Estate

    639 Chestnut Hill Ave Unit 1, Brookline, MA 02445
  • /32

    $8,600,000 Sold Sep 18, 2024

    • 8,700 Sq Ft
    • $989/SF
    • 1 Day On Market
    • 7 Beds
    • 9 Baths
    • Built 2015

    50 Lyman Rd, Chestnut Hill, MA 02467

    This light filled Chestnut Hill residence features a fabulous open layout and luxurious finishes. The welcoming foyer leads to the dining and living areas, with breathtaking French Doors that open onto a deck and overlook the private yard, pool and sauna. The large gourmet eat in kitchen is open to the family room. A wet bar, en suite office/bedroom, powder room, and mudroom complete the first

    Maggie Gold Seelig MGS Group Real Estate LTD

    50 Lyman Rd, Chestnut Hill, MA 02467

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