58

Recently Sold South Brookline Homes

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  • 55 Goodnough Rd, Chestnut Hill, MA 02467
    55 Goodnough Rd, Chestnut Hill, MA 02467
    55 Goodnough Rd, Chestnut Hill, MA 02467
    /19

    $1,875,000 Sold Sep 05, 2025

    • 2,854 Sq Ft
    • $657/SF
    • 5 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1930

    55 Goodnough Rd, Chestnut Hill, MA 02467

    Set on an enviable tree-lined block in Brookline’s Chestnut Hill / Baker School area, this stately slate-roof Tudor exudes classic architectural elegance. The expansive 26’ living room, graced with a beamed ceiling and elegant millwork, flows seamlessly into a first floor family room and an incredible open plan kitchen / dining room. Renovated to the studs in 2012, the kitchen is anchored by an

    Elisabeth Preis Compass

    55 Goodnough Rd, Chestnut Hill, MA 02467
  • 236 Beverly Rd, Chestnut Hill, MA 02467
    236 Beverly Rd, Chestnut Hill, MA 02467
    236 Beverly Rd, Chestnut Hill, MA 02467
    /18

    $1,650,000 Sold Sep 05, 2025

    • 2,615 Sq Ft
    • $631/SF
    • 89 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1935

    236 Beverly Rd, Chestnut Hill, MA 02467

    Nestled on a tree-lined block in Brookline’s beloved Baker School neighborhood, this enchanting four bedroom, two and a half bath home hits a perfect balance of modern convenience and architectural charm. Combining both Tudor revival and Colonial architectural influences, this beautiful property offers a wonderful layout for entertaining, including a formal living room with fireplace, an elegant

    Elisabeth Preis Compass

    236 Beverly Rd, Chestnut Hill, MA 02467
  • 325 Goddard Ave, Brookline, MA 02445
    325 Goddard Ave, Brookline, MA 02445
    325 Goddard Ave, Brookline, MA 02445
    /37

    $5,150,000 Sold Aug 25, 2025

    • 5,160 Sq Ft
    • $998/SF
    • 30 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1927

    325 Goddard Ave, Brookline, MA 02445

    Welcome to “Puddingstone,” a restored Spanish Revival home across from beautiful Larz Anderson Park. Featuring a terra-cotta roof, stucco exterior, and cast stone entry, this stunning gut renovation blends timeless character with modern luxury. The open layout connects a chef’s kitchen with Caesarstone quartz counters and Wolf and Sub-Zero appliances to dining and living areas. A dramatic

    Ben Resnicow Commonwealth Standard Realty Advisors

    325 Goddard Ave, Brookline, MA 02445
  • 800 Heath St Unit 800, Chestnut Hill, MA 02467
    800 Heath St Unit 800, Chestnut Hill, MA 02467
    /2

    $575,000 Sold Aug 19, 2025

    • 1,085 Sq Ft
    • $530/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1956

    800 Heath St Unit 800, Chestnut Hill, MA 02467

    Charming 3 bed, 1 bath, 1,085 sqft condominium in a well-maintained 2-unit building in the highly sought-after Brookline/Chestnut Hill area. This move-in ready home is awaiting your touches and offers an open concept layout with hardwood oak floors and abundant natural light. The living room features a cozy fireplace, and the kitchen flows seamlessly into the main living space, perfect for

    Eric Glassoff Coldwell Banker Realty - Brookline

    800 Heath St Unit 800, Chestnut Hill, MA 02467
  • 125 Lee St, Brookline, MA 02445
    125 Lee St, Brookline, MA 02445
    125 Lee St, Brookline, MA 02445
    /38

    $4,650,000 Sold Aug 18, 2025

    • 7,147 Sq Ft
    • $651/SF
    • 14 Days On Market
    • 7 Beds
    • 8 Baths
    • Built 2024

    125 Lee St, Brookline, MA 02445

    Construction Complete! This newly renovated Tudor, set on a flat 0.57-acre lot in Brookline’s prestigious Estate Area, offers 7BD, 6.5BA and 7,481 SF of refined living. Timeless details meet modern luxury with soaring ceilings, custom millwork, and sun-drenched spaces throughout. The main level features a grand living room, elegant library, formal dining with butler’s pantry, and a stunning

    The Bushari Team Compass Compass

    125 Lee St, Brookline, MA 02445
  • 82 Risley Rd, Chestnut Hill, MA 02467
    82 Risley Rd, Chestnut Hill, MA 02467
    82 Risley Rd, Chestnut Hill, MA 02467
    /20

    $1,200,000 Sold Aug 07, 2025

    • 1,543 Sq Ft
    • $778/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1934

    82 Risley Rd, Chestnut Hill, MA 02467

    Charming and sun-filled Cape in a prime Chestnut Hill location offering over 1,500 SF of inviting living space. Thoughtfully designed for comfort and tranquility, yet just moments from everything Brookline and Boston have to offer. Inside, natural light pours through the spacious living and dining rooms, while the kitchen/family room expansion at the back of the home—complete with a cozy gas

    The Drucker Group Compass

    82 Risley Rd, Chestnut Hill, MA 02467
  • 385 Lee St, Brookline, MA 02445
    385 Lee St, Brookline, MA 02445
    385 Lee St, Brookline, MA 02445
    /19

    $1,900,000 Sold Aug 04, 2025

    • 3,094 Sq Ft
    • $614/SF
    • 4 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1940

    385 Lee St, Brookline, MA 02445

    Beautifully maintained center-entrance Colonial in the desirable Hayes School/Chestnut Hill neighborhood. The first floor offers a spacious, sunlit living room, formal dining room, and an updated kitchen with an eat-in area or sunroom option, opening to a charming porch. Upstairs features three generously sized bedrooms, including a primary suite with en suite bath, and two additional bedrooms

    Rachel Goldman MGS Group Real Estate LTD

    385 Lee St, Brookline, MA 02445
  • 19 Conant Rd, Chestnut Hill, MA 02467
    19 Conant Rd, Chestnut Hill, MA 02467
    19 Conant Rd, Chestnut Hill, MA 02467
    /18

    $1,199,000 Sold Jul 31, 2025

    • 1,796 Sq Ft
    • $668/SF
    • 13 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1940

    19 Conant Rd, Chestnut Hill, MA 02467

    Welcome home to this beautiful expanded Cape in South Brookline, near Allandale Farm. This home offers more space than meets the eye. The landscaped property includes an attached garage with direct home access. The first floor features a fireplaced living room, spacious eat-in kitchen, first floor bedroom, full bath, den, and sunroom. Upstairs are two large bedrooms with high ceilings and a full

    Cheryl Cotney Compass

    19 Conant Rd, Chestnut Hill, MA 02467
  • 23 Dale St, Chestnut Hill, MA 02467
    23 Dale St, Chestnut Hill, MA 02467
    23 Dale St, Chestnut Hill, MA 02467
    /28

    $1,160,000 Sold Jul 30, 2025

    • 1,928 Sq Ft
    • $602/SF
    • 40 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1963

    23 Dale St, Chestnut Hill, MA 02467

    A true rare find and opportunity in sought after Chestnut Hill, Brookline. A rare row house attached single family home on a tree lined quiet street in Brookline’s distinguished Chestnut Hill. This pristine, move-in ready home offers a rare opportunity and true value to distinguished buyers. Well appointed kitchen with granite countertop, gas heating cooking, and central A/C. Deck overlooking

    Won Ra Premier Realty Group

    23 Dale St, Chestnut Hill, MA 02467
  • 394 Vfw Pkwy, Chestnut Hill, MA 02467
    394 Vfw Pkwy, Chestnut Hill, MA 02467
    394 Vfw Pkwy, Chestnut Hill, MA 02467
    /40

    $1,525,000 Sold Jul 24, 2025

    • 3,257 Sq Ft
    • $468/SF
    • 21 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1955

    394 Vfw Pkwy, Chestnut Hill, MA 02467

    Rare opportunity to own an expanded Garrison Colonial on a 13,500 sqft lot in Brookline’s desirable Chestnut Hill. First floor features an ideal layout w/attached two-car garage, mudroom, kitchen, dining & living rooms, plus an inviting den w/original woodwork & built-ins. Upstairs offers a primary suite w/en suite bath, walk-in closet, & bonus nursery/office w/skylights & vaulted ceilings plus

    Beth Damon Donnelly + Co.

    394 Vfw Pkwy, Chestnut Hill, MA 02467
  • 118 Woodland Rd, Chestnut Hill, MA 02467
    118 Woodland Rd, Chestnut Hill, MA 02467
    118 Woodland Rd, Chestnut Hill, MA 02467
    /37

    $7,200,000 Sold Jul 17, 2025

    • 9,738 Sq Ft
    • $739/SF
    • 38 Days On Market
    • 6 Beds
    • 9 Baths
    • Built 2003

    118 Woodland Rd, Chestnut Hill, MA 02467

    Set on over an acre of beautifully landscaped grounds in the prestigious neighborhood of Chestnut Hill, this stately brick estate offers nearly 10,000 sqft of expansive living space and awaits your personal vision. The kitchen, baths, and flooring have been removed, presenting a rare opportunity to complete your dream home exactly to your specifications. The home welcomes you with a grand entry

    Beth Dickerson Gibson Sotheby's International Realty

    118 Woodland Rd, Chestnut Hill, MA 02467
  • 164 Newton St, Brookline, MA 02445
    164 Newton St, Brookline, MA 02445
    164 Newton St, Brookline, MA 02445
    /29

    $4,400,000 Sold Jul 08, 2025

    • 8,400 Sq Ft
    • $524/SF
    • 68 Days On Market
    • 5 Beds
    • 9 Baths
    • Built 2000

    164 Newton St, Brookline, MA 02445

    This elegantly renovated home near Dexter Southfield, the Country Club golf course, and Allandale Farms is a dream come true. It features a spacious floor plan that blends large entertaining spaces with cozy living areas. The first floor boasts stunning hardwood floors, intricate moldings, and luxury-grade hardware, showcasing exceptional craftsmanship. It includes two chef’s kitchens with

    Samantha Stumpo New Brook Realty Group, LLC

    164 Newton St, Brookline, MA 02445
  • 235 Warren St, Brookline, MA 02445
    235 Warren St, Brookline, MA 02445
    235 Warren St, Brookline, MA 02445
    /42

    $4,300,000 Sold Jun 27, 2025

    • 8,029 Sq Ft
    • $536/SF
    • 557 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 1987

    235 Warren St, Brookline, MA 02445

    Located in Brookline's prestigious Chestnut Hill neighborhood, this grand classic colonial home sits on the 1.34 Acre beautiful land. Total approximately 8,000 sqft of living space including finished lower level. The Main floor has formal living room, dinning room, family room with vaulted ceiling, two half baths, modern kitchen with a bamboo island, a preparing area with stove and a set of

    Faye Fu York Realty LLC

    235 Warren St, Brookline, MA 02445
  • 310 Hammond Pond Pkwy Unit 302, Chestnut Hill, MA 02467
    310 Hammond Pond Pkwy Unit 302, Chestnut Hill, MA 02467
    310 Hammond Pond Pkwy Unit 302, Chestnut Hill, MA 02467
    /37

    $1,503,500 Sold Jun 25, 2025

    • 2,092 Sq Ft
    • $719/SF
    • 28 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2008

    310 Hammond Pond Pkwy Unit 302, Chestnut Hill, MA 02467

    Welcome to luxurious and modern living at 310 Hammond Pond Parkway Unit 302, located in Brookline's Chestnut Hill! This pristine open concept 2 bedroom, 2.5 bath floor-through residence offers soaring ceilings, hardwood floors, 2 outdoor decks and an abundance of natural sunlight that spills through the entirety of the home. The kitchen is highlighted by the Miele + Fisher&Paykel high-end

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    310 Hammond Pond Pkwy Unit 302, Chestnut Hill, MA 02467
  • 106 Fernwood Rd, Chestnut Hill, MA 02467
    106 Fernwood Rd, Chestnut Hill, MA 02467
    106 Fernwood Rd, Chestnut Hill, MA 02467
    /39

    $17,000,000 Sold Jun 17, 2025

    • 13,671 Sq Ft
    • $1,244/SF
    • 5 Days On Market
    • 6 Beds
    • 14 Baths
    • Built 1920

    106 Fernwood Rd, Chestnut Hill, MA 02467

    This grand estate is sited on 4.28+ acres in the heart of The Country Club neighborhood of Chestnut Hill, Brookline’s most idyllic setting. Few parcels of this size remain, and this sought-after-end of the-road location affords a level of privacy rarely found so close to the city. The property was purchased privately in 2002, and the house was renovated under the direction of Dell Mitchell

    Nicole Monahan LandVest, Inc., Ipswich

    106 Fernwood Rd, Chestnut Hill, MA 02467
  • 811 Hammond St, Chestnut Hill, MA 02467
    811 Hammond St, Chestnut Hill, MA 02467
    811 Hammond St, Chestnut Hill, MA 02467
    /30

    $2,345,000 Sold Jun 10, 2025

    • 3,205 Sq Ft
    • $732/SF
    • 11 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1975

    811 Hammond St, Chestnut Hill, MA 02467

    Rare opportunity to find a renovated, 3/4 bedroom, 3-1/2 bath contemporary home in Chestnut Hill. This 3,000+ sq.ft. mid-century-inspired home has been thoughtfully reimagined for today's living. Main level features a sun-drenched living/dining room with soaring ceilings open to a designer kitchen with Wolfe and SubZero appliances, quartz counters, and an adjacent sunroom and rear deck. Primary

    Deborah M Gordon Coldwell Banker Realty - Brookline

    811 Hammond St, Chestnut Hill, MA 02467
  • 67 Fairgreen Place Unit 20, Chestnut Hill, MA 02467
    67 Fairgreen Place Unit 20, Chestnut Hill, MA 02467
    67 Fairgreen Place Unit 20, Chestnut Hill, MA 02467
    /32

    $2,100,000 Sold Jun 02, 2025

    • 3,200 Sq Ft
    • $656/SF
    • 3 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1968

    67 Fairgreen Place Unit 20, Chestnut Hill, MA 02467

    Spectacular midcentury modern residence overlooking the fairway of The Country Club at Fairgreen Place. This gracious corner condominium lives just like a single-family home in a highly sought after neighbored of Brookline. The open plan living and dining area showcases a fireplace and floor-to-ceiling sliding glass doors open to the stunning outdoor patio with sweeping vistas overlooking the

    Tracy Campion Campion & Company Fine Homes Real Estate

    67 Fairgreen Place Unit 20, Chestnut Hill, MA 02467
  • 125 Bonad Rd, Chestnut Hill, MA 02467
    125 Bonad Rd, Chestnut Hill, MA 02467
    125 Bonad Rd, Chestnut Hill, MA 02467
    /36

    $1,230,000 Sold May 29, 2025

    • 1,988 Sq Ft
    • $619/SF
    • 13 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1934

    125 Bonad Rd, Chestnut Hill, MA 02467

    A rare find in Chestnut Hill, Brookline—this move-in-ready single-family home offers incredible value in a market where opportunities like this are scarce. With high ceilings and abundant natural light, the well-designed layout balances privacy and open spaces for entertaining. The foyer leads to a spacious living room with a fireplace and crown moldings, flowing into a formal dining room

    The Margie and Jon Team Gibson Sotheby's International Realty

    125 Bonad Rd, Chestnut Hill, MA 02467
  • 27 Laurel Rd, Chestnut Hill, MA 02467
    27 Laurel Rd, Chestnut Hill, MA 02467
    27 Laurel Rd, Chestnut Hill, MA 02467
    /20

    $3,850,000 Sold May 29, 2025

    • 6,306 Sq Ft
    • $611/SF
    • 53 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 1938

    27 Laurel Rd, Chestnut Hill, MA 02467

    Stately brick 1930's house with 6 bedrooms and 5 baths in top Brookline area of Chestnut Hill. Set on a 1.4acre lot (60,840 sq ft), this is a picturesque property with all the beauty and detail of that time. The house is set back from Laurel Road in a courtyard with an attached 3-car garage separated by a wall. The roof is slate and steeply pitched, the windows neatly aligned with wooden

    The Whitney Group Hammond Residential Real Estate

    27 Laurel Rd, Chestnut Hill, MA 02467
  • 227 South St, Chestnut Hill, MA 02467
    227 South St, Chestnut Hill, MA 02467
    227 South St, Chestnut Hill, MA 02467
    /36

    $1,570,000 Sold May 28, 2025

    • 1,982 Sq Ft
    • $792/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1930

    227 South St, Chestnut Hill, MA 02467

    Baker School. This classic c.1930 Tudor-style home boasts nine beautifully proportioned rooms including 3 spacious bedrooms, 2.5 bathrooms and is designed for gracious living. Meticulously maintained interiors, rich with classic architectural details; arched doorways, hardwood floors, and elegant moldings, evoke the character of a bygone era. The sun-drenched first-floor office provides a serene

    Michele Friedler Team Hammond Residential Real Estate

    227 South St, Chestnut Hill, MA 02467
  • 17 Laurel Rd, Chestnut Hill, MA 02467
    17 Laurel Rd, Chestnut Hill, MA 02467
    17 Laurel Rd, Chestnut Hill, MA 02467
    /29

    $2,600,000 Sold May 15, 2025

    • 3,752 Sq Ft
    • $693/SF
    • 20 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1940

    17 Laurel Rd, Chestnut Hill, MA 02467

    Rare opportunity on one of the most sought-after streets in Chestnut Hill. This stately brick Colonial enjoys total privacy on .79 acres with mature trees and plantings. The main living area boasts a sun-filled open floor plan with custom built-ins, oversized windows, and glass doors that open to a patio overlooking the grounds. At the heart of the home, the updated kitchen is perfect for family

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    17 Laurel Rd, Chestnut Hill, MA 02467
  • 59 Princeton Rd, Chestnut Hill, MA 02467
    59 Princeton Rd, Chestnut Hill, MA 02467
    59 Princeton Rd, Chestnut Hill, MA 02467
    /26

    $3,000,000 Sold May 15, 2025

    • 3,188 Sq Ft
    • $941/SF
    • 18 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1937

    59 Princeton Rd, Chestnut Hill, MA 02467

    Meticulously cared for Dutch Gambrel in prestigious Chestnut Hill neighborhood showcases beautifully landscaped grounds on a gated half-acre w/ mature plantings & winding driveway. This impeccable gem displays brick, stone & timber detailing, 4 beds, 3.5 baths, all professionally designed. An elegant foyer w/ a curved staircase leads to a spacious living room w/ a marble fireplace. Adjacent

    Dave Costello & Scott Accorsin Advisors Living - Boston

    59 Princeton Rd, Chestnut Hill, MA 02467
  • 423 Walnut St, Brookline, MA 02445
    423 Walnut St, Brookline, MA 02445
    423 Walnut St, Brookline, MA 02445
    /28

    $3,860,000 Sold May 09, 2025

    • 4,466 Sq Ft
    • $864/SF
    • 3 Days On Market
    • 7 Beds
    • 2.5 Baths
    • Built 1909

    423 Walnut St, Brookline, MA 02445

    Prominently sited, this six-plus bedroom Colonial Revival has been stunningly updated with flair and panache while maintaining much of its 1896 design. Rich in detail with modern simplicity, this home has it all! Designed for gracious living, the grand entry foyer leads to a sun-filled main level with spacious formal rooms, including a fire-placed dining room with built-in seating, a living room

    Jayne Friedberg Coldwell Banker Realty - Brookline

    423 Walnut St, Brookline, MA 02445
  • 25 Aston Rd, Chestnut Hill, MA 02467
    25 Aston Rd, Chestnut Hill, MA 02467
    25 Aston Rd, Chestnut Hill, MA 02467
    /39

    $5,300,000 Sold May 08, 2025

    • 6,620 Sq Ft
    • $801/SF
    • 72 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 1954

    25 Aston Rd, Chestnut Hill, MA 02467

    Nestled on an enviable block in Brookline's Chestnut Hill area, this 2025 to-the-studs renovation marks the confluence of modern luxury, architectural design, and California cool. Built around a bespoke skylit wood & glass staircase that extends to all three levels, the main living space offers interconnected living, dining and family room spaces that brilliantly link the house to the landscape.

    Elisabeth Preis Compass

    25 Aston Rd, Chestnut Hill, MA 02467
  • 223 Bonad Rd, Chestnut Hill, MA 02467
    223 Bonad Rd, Chestnut Hill, MA 02467
    223 Bonad Rd, Chestnut Hill, MA 02467
    /34

    $1,500,000 Sold Apr 30, 2025

    • 2,256 Sq Ft
    • $665/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1937

    223 Bonad Rd, Chestnut Hill, MA 02467

    A charming, sun-drenched brick Tudor in Brookline’s coveted Chestnut Hill. This elegant home seamlessly blends classic charm with modern updates, offering 3 bedrooms, 2.5 baths, 2 offices, a sunroom, and a versatile reading/yoga room. Hardwood floors flow through the bright living room with a fireplace, sunlit dining area, and updated kitchen with stainless steel appliances. Upstairs, the

    Lu Ouyang Coldwell Banker Realty - Cambridge

    223 Bonad Rd, Chestnut Hill, MA 02467
  • 175 Shaw Rd, Chestnut Hill, MA 02467
    175 Shaw Rd, Chestnut Hill, MA 02467
    175 Shaw Rd, Chestnut Hill, MA 02467
    /34

    $1,975,000 Sold Apr 29, 2025

    • 3,458 Sq Ft
    • $571/SF
    • 77 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1962

    175 Shaw Rd, Chestnut Hill, MA 02467

    Discover a truly unique property in a highly sought-after Chestnut Hill location, offering the perfect lifestyle for empty nesters, extended families, or those seeking an au-pair suite. This beautifully renovated mid-century ranch-style home features an open-concept design with breathtaking views of the Boston skyline through a stunning large picture window. The main level boasts open concept w/

    Stella Shlayen Trio Realty Group

    175 Shaw Rd, Chestnut Hill, MA 02467
  • 316 Russett Rd, Chestnut Hill, MA 02467
    316 Russett Rd, Chestnut Hill, MA 02467
    316 Russett Rd, Chestnut Hill, MA 02467
    /37

    $1,780,000 Sold Apr 11, 2025

    • 2,398 Sq Ft
    • $742/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1940

    316 Russett Rd, Chestnut Hill, MA 02467

    This stunning updated brick colonial seamlessly blends classic charm w/ contemporary living. Step into the open foyer, leading to a spacious living room w/ beamed ceilings & a cozy fireplace. The elegant dining room is perfect for hosting, while the inviting family room flows into a thoughtfully designed kitchen featuring gas cooking, ample cabinetry, & a bright eat-in area & powder room. A

    Adriano Varano Keller Williams Realty

    316 Russett Rd, Chestnut Hill, MA 02467
  • 640 Newton St, Chestnut Hill, MA 02467
    640 Newton St, Chestnut Hill, MA 02467
    640 Newton St, Chestnut Hill, MA 02467
    /38

    $1,775,100 Sold Apr 09, 2025

    • 3,412 Sq Ft
    • $520/SF
    • 41 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1930

    640 Newton St, Chestnut Hill, MA 02467

    Elegant Center-Entrance Colonial in premier Chestnut Hill location! Offering a perfect blend of sophistication and convenience, this stately brick and slate home has 5 bedrooms and 4.5 bathrooms. Renovated in 2014, the thoughtfully designed interior boasts an open kitchen and dining room featuring granite countertops, stainless steel appliances, and ample space for entertaining. Gleaming hardwood

    John Lynch Dwell360

    640 Newton St, Chestnut Hill, MA 02467
  • 388 Warren St, Brookline, MA 02445
    388 Warren St, Brookline, MA 02445
    388 Warren St, Brookline, MA 02445
    /34

    $5,308,000 Sold Apr 02, 2025

    • 6,535 Sq Ft
    • $812/SF
    • 10 Days On Market
    • 8 Beds
    • 5.5 Baths
    • Built 1910

    388 Warren St, Brookline, MA 02445

    This exceptional 1910 estate in Brookline's prestigious Estate area is a rare find. Set on an expansive 0.89-acre lot, this property offers an unparalleled level of luxury, comfort, and privacy. Meticulously renovated to harmonize timeless elegance with contemporary finishes, the home spans over 6,535 square feet and features six fireplaces, exquisite moldings, and an enviable southern exposure.

    Shahani Real Estate Team Compass

    388 Warren St, Brookline, MA 02445
  • 9 Benjamin Place, Chestnut Hill, MA 02467
    9 Benjamin Place, Chestnut Hill, MA 02467
    9 Benjamin Place, Chestnut Hill, MA 02467
    /42

    $1,150,000 Sold Mar 21, 2025

    • 2,242 Sq Ft
    • $513/SF
    • 18 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1984

    9 Benjamin Place, Chestnut Hill, MA 02467

    The Hollows: Rarely available end-unit townhouse on a wooded, private cul-de-sac, abutting Putterham Golf Club. Bright & dramatic, 2 story living room welcomes the sun with plentiful windows & a wood burning fireplace. The dining room flows from the living room & leads to a spacious eat in kitchen, w/ SS appliances, granite counters, pantry & eating area overlooking the patio & yard. 1st floor

    Barbara Lietzke William Raveis R.E. & Home Services

    9 Benjamin Place, Chestnut Hill, MA 02467
  • 10 Heathwood Ln, Chestnut Hill, MA 02467
    10 Heathwood Ln, Chestnut Hill, MA 02467
    10 Heathwood Ln, Chestnut Hill, MA 02467
    /20

    $1,420,000 Sold Mar 19, 2025

    • 2,075 Sq Ft
    • $684/SF
    • 7 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1984

    10 Heathwood Ln, Chestnut Hill, MA 02467

    Sunny and bright end-unit townhouse acts like a single family home with wooded views, convenience and low-maintenance living. The open-concept living and dining area has vaulted ceilings and lots of light, while the first-floor primary suite with a spacious walk-in closet ensures comfort. A powder room completes the main level. Upstairs, you’ll find two additional bedrooms and a bathroom. The

    Jessica Cohen Gibson Sotheby's International Realty

    10 Heathwood Ln, Chestnut Hill, MA 02467
  • 20 Sears Rd, Brookline, MA 02445
    20 Sears Rd, Brookline, MA 02445
    20 Sears Rd, Brookline, MA 02445
    /40

    $8,000,000 Sold Mar 03, 2025

    • 9,300 Sq Ft
    • $860/SF
    • 2 Days On Market
    • 7 Beds
    • 9 Baths
    • Built 1930

    20 Sears Rd, Brookline, MA 02445

    Magnificent and architecturally significant home located in the highly coveted estate section of Brookline. Enter the gracious foyer to find beautifully appointed interiors including a grand oval staircase, exquisite formal living room, dining room with adjacent butler’s pantry, sunroom, handsome library and chef’s kitchen that opens to the comfortable family room. The primary suite overlooks the

    Tracy Campion Campion & Company Fine Homes Real Estate

    20 Sears Rd, Brookline, MA 02445
  • 45 Beverly Rd, Chestnut Hill, MA 02467
    45 Beverly Rd, Chestnut Hill, MA 02467
    45 Beverly Rd, Chestnut Hill, MA 02467
    /42

    $1,858,000 Sold Feb 19, 2025

    • 3,178 Sq Ft
    • $585/SF
    • 4 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1941

    45 Beverly Rd, Chestnut Hill, MA 02467

    Don’t miss this rare opportunity to own a home on a large, flat 19,200 sq ft lot in desirable Chestnut Hill. The bright and open layout features 4 bedrooms, 3 bathrooms, a spacious living room, formal dining room, den, and office. The primary bedroom includes a walk-in closet, full bath, and a private deck, offering a perfect retreat. The kitchen and family room have large windows, bringing in

    Sihong Chen Blue Ocean Realty, LLC

    45 Beverly Rd, Chestnut Hill, MA 02467
  • 58 Payson Rd, Chestnut Hill, MA 02467
    58 Payson Rd, Chestnut Hill, MA 02467
    58 Payson Rd, Chestnut Hill, MA 02467
    /42

    $1,115,000 Sold Feb 03, 2025

    • 1,344 Sq Ft
    • $830/SF
    • 12 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1935

    58 Payson Rd, Chestnut Hill, MA 02467

    Welcome home! This 3 bed, 1.5 bath 1,344 square foot colonial in a highly sought after neighborhood in Brookline is ready for its next owner! Step inside the front door and be greeted by an inviting living room to your right and an upgraded eat in kitchen with granite countertops, stainless steel appliances, and white shaker cabinets to your left. There is an updated half bathroom off the kitchen

    Jackie Crawford Ross RE/MAX Executive Realty

    58 Payson Rd, Chestnut Hill, MA 02467
  • 28 Meadowbrook Rd Unit 28, Chestnut Hill, MA 02467
    28 Meadowbrook Rd Unit 28, Chestnut Hill, MA 02467
    28 Meadowbrook Rd Unit 28, Chestnut Hill, MA 02467
    /39

    $1,400,000 Sold Jan 28, 2025

    • 2,124 Sq Ft
    • $659/SF
    • 58 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2012

    28 Meadowbrook Rd Unit 28, Chestnut Hill, MA 02467

    Welcome home to this beautiful townhouse located in a prime Chestnut Hill location. This wonderful home has 4 beds 3 and 1 half baths across 4 terrific levels of living space. The elegant kitchen has Wolf and SubZero appliances with natural stone countertops. The main floor living space is open and inviting for comfortable living and entertaining. The 2nd floor has generous sized bedrooms, a

    Philip Garfinkle Philip Garfinkle Realty Inc.

    28 Meadowbrook Rd Unit 28, Chestnut Hill, MA 02467
  • 50 Fairgreen Place, Chestnut Hill, MA 02467
    50 Fairgreen Place, Chestnut Hill, MA 02467
    50 Fairgreen Place, Chestnut Hill, MA 02467
    /14

    $1,100,000 Sold Jan 28, 2025

    • 2,090 Sq Ft
    • $526/SF
    • 284 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1975

    50 Fairgreen Place, Chestnut Hill, MA 02467

    Classic New England Townhouse at Fairgreen Place convenient to the heart of Chestnut Hill. This 6-room, 2 bedroom, 3 bath home has classic architectural details creating a warm and inviting atmosphere. The main entrance welcomes you with a spacious foyer leading to formal living and dining areas, a sunlit kitchen with a charming bay window and direct access to the 1 car garage. The spacious

    Anne Jessup Coldwell Banker Realty - Westwood

    50 Fairgreen Place, Chestnut Hill, MA 02467
  • 249 Russett Rd, Chestnut Hill, MA 02467
    249 Russett Rd, Chestnut Hill, MA 02467
    249 Russett Rd, Chestnut Hill, MA 02467
    /42

    $1,125,000 Sold Dec 31, 2024

    • 2,214 Sq Ft
    • $508/SF
    • 4 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1933

    249 Russett Rd, Chestnut Hill, MA 02467

    Desirable Chestnut Hill location, this sunlit classic center-entrance Colonial combines charm, space, & prime location. Offering over 2,200 sq. ft., it’s ideal for those seeking character, functionality, & room to grow. A welcoming foyer introduces the home’s traditional design, leading to a front-to-back living room w/ a cozy fireplace, perfect for gatherings or quiet evenings. Hardwood floors

    Rosemary Kelleher LAER Realty Partners

    249 Russett Rd, Chestnut Hill, MA 02467
  • 43 Fairgreen Place, Chestnut Hill, MA 02467
    43 Fairgreen Place, Chestnut Hill, MA 02467
    43 Fairgreen Place, Chestnut Hill, MA 02467
    /33

    $2,905,000 Sold Dec 23, 2024

    • 3,083 Sq Ft
    • $942/SF
    • 16 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1962

    43 Fairgreen Place, Chestnut Hill, MA 02467

    This mid-century modern gem overlooking the championship golf course at The Country Club is the only single-family home at coveted Fairgreen Place. From the rear deck, and from the main living spaces, enjoy sweeping views of multiple fairways and greens, as well as the privacy of a ~half-acre lot, and the tranquility of the changing seasons. The main living area on the second floor maximizes the

    Donahue Maley & Burns Team Compass

    43 Fairgreen Place, Chestnut Hill, MA 02467
  • 362 Clyde St, Brookline, MA 02445
    362 Clyde St, Brookline, MA 02445
    /2

    $1,840,000 Sold Dec 20, 2024

    • 2,535 Sq Ft
    • $726/SF
    • 65 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1940

    362 Clyde St, Brookline, MA 02445

    This meticulously updated and beautifully appointed Gambrel Colonial in Brookline's Buttonwood Village is set on nearly one-third of an acre of lush, level lawn. The home features a variety of spaces for entertaining, working from home, or growing a family, with a fireplaced living room, separate dining area with built-in shelves, updated quartz/stainless eat-in kitchen, and half-bathroom. Step

    Tsung-Megason Group Compass

    362 Clyde St, Brookline, MA 02445
  • 235 Woodland Rd, Chestnut Hill, MA 02467
    235 Woodland Rd, Chestnut Hill, MA 02467
    235 Woodland Rd, Chestnut Hill, MA 02467
    /35

    $2,900,000 Sold Dec 19, 2024

    • 3,780 Sq Ft
    • $767/SF
    • 126 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1932

    235 Woodland Rd, Chestnut Hill, MA 02467

    Located in Brookline’s Chestnut Hill, this stunning colonial residence was renovated in 2020 and offers the perfect mix of stylish entertaining and modern living. Flooded with natural light, it features an open concept gourmet eat-in kitchen leading to the family room with backyard access on one side and the formal dining room with butler pantry on the other. An elegant living room with a

    Celine Sellam Coldwell Banker Realty - Brookline

    235 Woodland Rd, Chestnut Hill, MA 02467

Showing Results 1 - 40, Page 1 of 2

Massachusetts Norfolk County Brookline South Brookline

Recently Sold Real Estate & Homes in South Brookline, Brookline

Learn more about living in South Brookline

Frequently Asked Questions

What is the average time to sell a house in South Brookline, MA?
The houses for sale in South Brookline, MA spend an average of 40 days on the market.
What is the number of active homes for sale in South Brookline, MA?
There are 27 active homes for sale in South Brookline, MA.

Home Trends in South Brookline, MA

On average, homes in South Brookline, Brookline sell after 40 days on the market compared to the national average of 52 days. The median sale price for homes in South Brookline, Brookline over the last 12 months is $1,780,000, down 10% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,780,000
Median Single Family Sale Price
$2,472,500
Median Townhouse Sale Price
$3,675,000
Median 2 Bedroom Sale Price
$1,326,750
Average Price Per Sq Ft
$765
Number of Homes for Sale
27
Last 12 months Home Sales
59
Months of Supply
5.50
Median List Price
$2,387,500
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-10%
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