South Brookline Homes

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  /19

  $2,495,000

  • 3 Beds
  • 3.5 Baths
  • 3,609 Sq Ft

  291 Goddard Ave, Brookline, MA 02445

  Beautifully renovated 3BD plus office, 3.5BA townhouse offers over 3,600 sqft of thoughtfully designed space. Expansive windows on 3 sides fill the home with natural light, enhancing its soaring ceilings, bespoke cabinetry, and elegant finishes. Bright entry leads to a spacious LR with 9.5-ft ceilings and sliding doors to deck and garden. Elegant DR features custom built-ins and sliding doors.

  Hilary Maddox Team Compass

  291 Goddard Ave, Brookline, MA 02445
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• 

  

  

  /10

  $3,200 total monthly price

  • 1 Bed
  • 1 Bath
  • 785 Sq Ft
  • Condo for Rent

  160 Independence Dr Unit 160, Chestnut Hill, MA 02467

  NO BROKERS FEE!!!!!The apartment at 160 Independence Dr., Brookline, MA 02467 is a 1-bedroom, 1-bathroom unit available for rent at $3,105 per month. It features amenities like hardwood floors, granite countertops, stainless steel appliances, laundry in-unit, and central air. The unit is pet-friendly, allowing small dogs and cats. Utilities included in the rent cover gas, water, and garbage

  160 Independence Dr Unit 160, Chestnut Hill, MA 02467
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  /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
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  /22

  Est $3,643,960 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,802 Sq Ft

  245 Woodland Rd, Chestnut Hill, MA 02467

  245 Woodland Rd, Chestnut Hill, MA 02467
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  /37

  $3,000,000 Open Sun 12PM - 1PM

  • 4 Beds
  • 5.5 Baths
  • 4,585 Sq Ft

  171 Shaw Rd, Chestnut Hill, MA 02467

  This luxury Brookline home offers sweeping skyline views of the golf course, Prudential, and Hancock Tower. Featuring 4 spacious en-suite bedrooms, an open-concept layout, a designer kitchen with premium appliances, a home office, and a finished basement with kitchenette, it blends comfort and sophistication. Convenient washer/dryer hookups are located on both levels. Outdoors, enjoy a newly

  Richard Saris Commonwealth Standard Realty Advisors

  171 Shaw Rd, Chestnut Hill, MA 02467
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  /26

  $4,895 per month plus fees

  • 2 Beds
  • 2.5 Baths
  • 1,328 Sq Ft
  • Apartment for Rent

  201 Sherman Rd Unit 838, Brookline, MA 02467

  Owner is offering a month free rent special or a 5k gift card for Jordan's Furniture! New luxury single-level apartments that seamlessly blend traditional New England charm and contemporary style. These generously sized 1, 2 and 3 bedroom residences are ideally located in one of Brookline's most established and desirable apartment home communities and feature condo quality finishes and in unit

  Susan Piracini Compass

  201 Sherman Rd Unit 838, Brookline, MA 02467
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  /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
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  /39

  Est $1,627,091 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 3,240 Sq Ft

  283 Hammond Pond Pkwy, Chestnut Hill, MA 02467

  283 Hammond Pond Pkwy, Chestnut Hill, MA 02467
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  /25

  $1,750,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,785 Sq Ft

  170 Bonad Rd, Chestnut Hill, MA 02467

  Run don't walk, for sale by owner, brokers welcome. Nestled on tree-lined Bonad Road in Chestnut Hill, this gracious 3-bed, 2.5-bath home blends historic charm with modern updates in a coveted architectural district. Enjoy classic New England surroundings with easy access to Boston and hospitals. Inside, hardwood floors, working fireplaces, and an updated kitchen with island seating offer both

  Patricia Bottary Pat Bottary Real Estate

  170 Bonad Rd, Chestnut Hill, MA 02467
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  /8

  $3,499 total monthly price

  • 1 Bed
  • 1 Bath
  • 827 Sq Ft
  • Condo for Rent

  127 Gerry Rd Unit 203, Chestnut Hill, MA 02467

  NO BROKERS FEE!!!!!The property at 120 Gerry Rd, Unit 203, Brookline, MA 02467 is a well-situated rental in the Hancock Village area of South Brookline, close to Chestnut Hill. Listings from this complex often feature 1- and 1-bedroom apartments with modern amenities like in-unit laundry, central air, and stainless steel appliances. TOTAL MOVE IN COSTS ARE NEGIOTATABLE BASED ON THE

  127 Gerry Rd Unit 203, Chestnut Hill, MA 02467
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  /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
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  /24

  Est $4,318,270 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 4,922 Sq Ft

  11 Laurel Rd, Chestnut Hill, MA 02467

  11 Laurel Rd, Chestnut Hill, MA 02467
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  /42

  $3,198,000

  • 5 Beds
  • 3.5 Baths
  • 3,648 Sq Ft

  140 Dudley St, Brookline, MA 02445

  Beautifully sited across from the Brookline Reservoir, this timeless 5-bedroom brick Colonial offers classic architecture, serene water views, and multiple outdoor spaces designed for effortless living and entertaining. The main level features a front-to-back living room with fireplace, a formal dining room, and a bright white eat-in kitchen that opens to a private covered deck. A spacious den

  Allison Blank Compass

  140 Dudley St, Brookline, MA 02445
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  /36

  $4,900 per month plus fees

  • 3 Beds
  • 2.5 Baths
  • 2,038 Sq Ft
  • House for Rent

  92 Woodcliff Rd, Chestnut Hill, MA 02467

  Beautiful ranch-style Brookline single family 3 Bed 2.5 Bath home with 2 car garage over 2,038 Sq.Ft of living space on a 8,925 Sq Ft lot, plus a private deck facing a lovely backyard. Bright and spacious living room with fireplace, adjacent formal dining rooms leading to the eat-in chef's kitchen with granite counters and stainless appliances. Central A/C and hardwood floor throughout. Finished

  Jennie & Eddie Luxury Living Boston Team Regatta Realty

  92 Woodcliff Rd, Chestnut Hill, MA 02467
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  /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
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  /19

  Est $3,066,676 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 4,182 Sq Ft

  320 Woodland Rd, Chestnut Hill, MA 02467

  320 Woodland Rd, Chestnut Hill, MA 02467
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  /39

  $1,500,000

  • 4 Beds
  • 3 Baths
  • 4,084 Sq Ft

  65 Lagrange St, Chestnut Hill, MA 02467

  Chestnut Hill- Opportunity knocks! Contractors and Builders take note. Renovate or start fresh and build your dream home. Sprawling single family brick ranch, custom built by a notable builder in 1953 for his family. Set on a beautiful flat 15,995 level lot with gracious entertainment size rooms and high ceilings. Large family room on main level with walls of glass overlooking beautiful private

  Michele Friedler Team Hammond Residential Real Estate

  65 Lagrange St, Chestnut Hill, MA 02467
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  /10

  $3,200 total monthly price

  • 1 Bed
  • 1 Bath
  • 785 Sq Ft
  • Condo for Rent

  140 Thornton Rd Unit 2DLX, Chestnut Hill, MA 02467

  NO BROKERS FEE!!!!The listing at 74 Thornton Rd., Brookline, MA 02467, is a 1-bedroom, 1-bathroom apartment with 785 square feet. It is priced at $3,140 per month. The apartment includes amenities such as central air conditioning, granite countertops, hardwood floors, in-unit laundry, and stainless steel appliances. TOTAL MOVE IN COSTS ARE NEGIOTATABLE BASED ON THE QUALIFICATIONS OF THE

  140 Thornton Rd Unit 2DLX, Chestnut Hill, MA 02467
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  /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
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  /20

  Est $3,922,335 Not Listed For Sale

  • 7 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  895 Hammond St, Chestnut Hill, MA 02467

  895 Hammond St, Chestnut Hill, MA 02467
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  /33

  $2,499,000 Open Sun 1PM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 2,715 Sq Ft

  72 Wallis Rd, Chestnut Hill, MA 02467

  Welcome to a meticulously rebuilt modern gem in Brookline! Completely reimagined from the studs, this open-concept home features 4 bedrooms, 4 full baths, and a convenient first-floor powder room. The main level flows effortlessly, with a spacious family/living room, dining area, and a chef's kitchen equipped with Thermador appliances, sleek handle-less cabinetry, quartz countertops, and an

  Svetlana Gorokhovsky Panorama Realty, Inc.

  72 Wallis Rd, Chestnut Hill, MA 02467
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  /37

  $12,500 per month plus fees

  • 3 Beds
  • 2.5 Baths
  • 3,500 Sq Ft
  • House for Rent

  35 Bellingham Rd, Chestnut Hill, MA 02467

  Fully furnished and completely renovated with contemporary finishes and a European feel. Bright and sunny foyer opens to 2 car garage. Light filled, open concept with dining room, living room and expertly designed kitchen with waterfall quartz counters with high end appliances. Tree top 3rd floor family room with wall of glass doors that open to private green space and patio. Three spacious

  Hickman - Coen Home Team William Raveis R. E. & Home Services

  35 Bellingham Rd, Chestnut Hill, MA 02467
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  /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
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  /42

  Est $2,824,111 Not Listed For Sale

  • 7 Beds
  • 5.5 Baths
  • 4,230 Sq Ft

  823 Newton St, Chestnut Hill, MA 02467

  823 Newton St, Chestnut Hill, MA 02467
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  /42

  $3,049,500

  • 5 Beds
  • 3.5 Baths
  • 5,076 Sq Ft

  34 Lagrange St, Chestnut Hill, MA 02467

  This striking modern brick home offers the perfect blend of space, light, and elegance. Spread across three levels, the home welcomes you with a dramatic atrium-style foyer. The open-concept living and family rooms flow beautifully for modern living and entertaining. The spacious layout includes 5+ bedrooms and 3 and half bathrooms, offering comfort and flexibility for family and guests. French

  Charles Roderick eXp Realty

  34 Lagrange St, Chestnut Hill, MA 02467
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  /8

  $3,700 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 911 Sq Ft
  • Condo for Rent

  285 Beverly Rd Unit 2, Chestnut Hill, MA 02467

  Welcome to 33 Gerry Rd, Unit #2STD, a charming studio apartment nestled in the desirable Chestnut Hill area of Brookline. This well-maintained unit is perfect for those seeking a quiet retreat with the convenience of nearby city amenities. Situated in a beautifully landscaped, professionally managed complex, this studio offers an ideal opportunity for first-time buyers, students, or those seeking

  285 Beverly Rd Unit 2, Chestnut Hill, MA 02467
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  /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
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  /29

  Est $2,478,730 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,100 Sq Ft

  47 Arlington Rd, Chestnut Hill, MA 02467

  47 Arlington Rd, Chestnut Hill, MA 02467
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  /18

  $12,995,000

  • 6 Beds
  • 6 Baths
  • 7,502 Sq Ft

  71 Sears Rd, Brookline, MA 02445

  We are delighted to present one of Brookline's most exceptional properties to hit the market in over a decade. Located in the prestigious estate area, this stunning 1929 Colonial Revival home offers 14 rooms and is set on two lush acres. The property features an inviting in-ground pool, sweeping lawns, specimen trees, perennial gardens, and a serene, man-made freshwater creek. With approximately

  Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

  71 Sears Rd, Brookline, MA 02445
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  /17

  $4,900 per month plus fees

  • 4 Beds
  • 2 Baths
  • 2,248 Sq Ft
  • House for Rent

  379 Newton St, Chestnut Hill, MA 02467

  Spacious single family home, set apart on one of the largest lots in Chestnut Hill. The lovely, private yard stretches back to the Brookline Golf Course. 4 full bedrooms, an office, 2 full bathrooms, a long living room, dining room, eat-in-kitchen, and high ceiling basement offer lots of room to live, work, entertain, and enjoy. An attached garage adds convenience and ease. The kitchen has been

  Brandon Murphy Burns Realty & Investments

  379 Newton St, Chestnut Hill, MA 02467
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  /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
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  /32

  Est $2,773,214 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,756 Sq Ft

  63 Kensington Cir, Chestnut Hill, MA 02467

  63 Kensington Cir, Chestnut Hill, MA 02467
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  /2

  $8,000,000

  • Land
  • 1.87 Acres
  • $4,278,075 per Acre

  39 Clyde St, Chestnut Hill, MA 02467

  Set atop a gently elevated 1.86-acre lot, this exceptional property offers the perfect canvas to build a custom estate. The current European-style home is ready for demolition, making way for new construction in a private, hilltop setting. Surrounded by mature trees and located near top schools, shops, and cultural attractions, this rare offering combines location, scale, and potential in one of

  Melissa Dailey Coldwell Banker Realty - Wellesley

  39 Clyde St, Chestnut Hill, MA 02467
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  /12

  $2,930 total monthly price

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft
  • Townhouse for Rent

  46 Gerry Rd, Chestnut Hill, MA 02467

  BEAUTIFUL TOWNHOME IN CHESTNUT HILL. (SOUTH BROOKLINE ON THE W. ROXBURY AND NEWTON LINE) CLOSE TO ROUTES 1, 9, AND 128/95, AND A SHORT DRIVE TO DOWNTOWN BOSTON. PET FRIENDLY*, PRIVATE PATIO, LAUNDRY IN UNIT AND PARKING AVAILABLE FOR $50/MONTH. MANY COMMUNITY AMENITIES INCLUDING A FITNESS CENTER, INTERNET CAFE, INNOVATION CENTER AND A BRAND NEW CLUB HOUSE AND POOL** . ZIP CAR

  46 Gerry Rd, Chestnut Hill, MA 02467
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  /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
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  /39

  Est $2,704,550 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,160 Sq Ft

  62 Rangeley Rd, Chestnut Hill, MA 02467

  62 Rangeley Rd, Chestnut Hill, MA 02467
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  /41

  $2,495,000

  • 4 Beds
  • 2.5 Baths
  • 2,841 Sq Ft

  173 South St, Chestnut Hill, MA 02467

  Fantastic opportunity to purchase new construction in a superb location. This contemporary farmhouse boasts an open floor plan, featuring a formal living room with a fireplace, a dining area with a wine refrigerator, and a family room, all designed for entertaining. The gorgeous kitchen features custom white cabinetry, quartz countertops, an island, and Thermador stainless steel appliances. Off

  Kevin Keating Keating Brokerage

  173 South St, Chestnut Hill, MA 02467
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  /10

  $6,900 per month plus fees

  • 4 Beds
  • 2.5 Baths
  • 2,290 Sq Ft
  • House for Rent

  5 Grassmere Rd, Chestnut Hill, MA 02467

  Situated in South Brookline on a flat, professionally landscaped and fenced-in gated corner lot, this majestic, all-brick estate offers open-concept living and an abundance of parking and space. In addition to the two-car garage, there is room for another five cars in the new asphalt driveway. Sun-filled, this renovated Colonial-style residence features four bedrooms, two and one-half bathrooms,

  Ousmane Diagne Hammond Residential Real Estate

  5 Grassmere Rd, Chestnut Hill, MA 02467
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  /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
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  /42

  Est $3,044,404 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,012 Sq Ft

  135 Lagrange St, Chestnut Hill, MA 02467

  135 Lagrange St, Chestnut Hill, MA 02467

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