3,089

South Brookline Homes

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  • /29

    $2,299,000 Open Sat 2PM - 4PM

    • 4 Beds
    • 4.5 Baths
    • 3,193 Sq Ft

    809-811 Heath St Unit 811, Brookline, MA 02467

    Gorgeous new construction completed in October 2024, located in the heart of Chestnut Hill, less than a mile from Chestnut Hill Mall, Chestnut Hill Square, and The Street. Close to Skyline Park and Hammond Pond for trails and outdoor space. This 4 bed, 4.5 bath home offers over 3,000 sq ft of living space, tucked off the main road with easy access to Route 9. Features include a garage with two

    Yasmeen Moukaddem McCorry Real Estate, LLC

    809-811 Heath St Unit 811, Brookline, MA 02467
  • /4

    $3,630 per month

    • 1 - 2 Beds
    • 1.5 Baths
    • 827 Sq Ft
    • Condo for Rent

    126 Independence Dr, Chestnut Hill, MA 02467

    Up to $10,000 in JORDAN'S FURNITURE or Free Rent Specials* Contact us today to learn more!New single-level apartments and newly renovated 1, 2 and 3 bedroom townhomes, conveniently located near the Baker School.Hancock Village provides an atmosphere that few other residential communities can offer including the latest activity spaces and a beautiful new Community Center and pool*.

    126 Independence Dr, 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
    • /42

      Est $3,061,907 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
  • /37

    $24,500,000

    • 11 Beds
    • 11 Baths
    • 20,074 Sq Ft

    333 Lee St, Brookline, MA 02445

    This stately Georgian Revival residence, designed by the esteemed American architect and artist William Truman Aldrich, presents a once-in-a-lifetime opportunity to own one of the most prestigious and treasured estates in all of greater Boston. 333 Lee Street is perfectly situated on three acres of meticulously landscaped grounds. The interior boasts eleven bedrooms, eleven bathrooms, and ten

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    333 Lee St, Brookline, MA 02445
  • /40

    $8,500 per month

    • 5 Beds
    • 4 Baths
    • 2,686 Sq Ft
    • House for Rent

    37 Wolcott Rd, Chestnut Hill, MA 02467

    Welcome to this stunning 5-bedroom, 2 full bath, and 2 half bath home, completely updated to offer the perfect blend of modern luxury and classic charm. Located in a highly desirable neighborhood, this beautifully done property features an open floor plan. The spacious living areas are perfect for both entertaining and everyday living, with a beautiful kitchen that boasts stainless steel

    Jacob McCaughey Compass

    37 Wolcott 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
    • /36

      Est $1,997,654 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,878 Sq Ft

      91 Lagrange St, Chestnut Hill, MA 02467

      91 Lagrange St, Chestnut Hill, MA 02467
  • /36

    $9,995,000

    • 7 Beds
    • 10 Baths
    • 7,240 Sq Ft

    80 Dudley St, Brookline, MA 02445

    Elegance and modernity define this sunlit Chestnut Hill residence on the Reservoir, offering spacious rooms, an open layout and luxurious finishes. Minutes from Boston and recently built by a local top builder for the current owners, every detail reflects meticulous craftsmanship, state-of-the-art systems and thoughtful design. A grand staircase separates entertaining areas from private spaces

    Maggie Gold Seelig MGS Group Real Estate LTD

    80 Dudley St, Brookline, MA 02445
  • /5

    $2,850 per month

    • 1 - 2 Beds
    • 2 Baths
    • 730 Sq Ft
    • Condo for Rent

    513 Vfw Pkwy, Chestnut Hill, MA 02467

    Up to $10,000 in JORDAN'S FURNITURE or Free Rent Specials* Contact us today to learn more!New single-level apartments and newly renovated 1, 2 and 3 bedroom townhomes, conveniently located near the Baker School.Hancock Village provides an atmosphere that few other residential communities can offer including the latest activity spaces and a beautiful new Community Center and pool*.

    513 Vfw Pkwy, Chestnut Hill, MA 02467
  • /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
    • /21

      Est $1,724,274 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 4,122 Sq Ft

      73 Beverly Rd, Chestnut Hill, MA 02467

      73 Beverly Rd, Chestnut Hill, MA 02467
  • /28

    $16,000,000

    • 6 Beds
    • 8 Baths
    • 9,480 Sq Ft

    280 Warren St, Brookline, MA 02445

    Presenting a unique opportunity to own one of Brookline’s premier estate properties. Set on over 3 1/2 acres, this meticulously renovated residence has 19 rooms, including 6 beds, 6 full and 2 half baths, It has 6 fireplaces, and a fabulous kitchen with top appliances and a large eat-in area with French doors leading to the back patio. There are grand proportioned rooms with high ceilings and

    The Whitney Group Hammond Residential Real Estate

    280 Warren St, Brookline, MA 02445
  • /37

    $7,500 per month

    • 2 Beds
    • 2.5 Baths
    • 1,971 Sq Ft
    • Apartment for Rent

    2 Benjamin Place Unit 2, Chestnut Hill, MA 02467

    Exceptional furnished townhome in prestigious Chestnut Hill location on quiet cul-de-sac adjacent to The Country Club. This stunning property offers 2 spacious bedrooms plus bonus in-law suite, gourmet eat-in kitchen, formal dining room, living room, and office/den with primary suite featuring luxurious bathroom, oversized cedar walk-in closet, and private sitting area. Additional amenities

    Brendan Carroll Luxury Residential Group, LLC

    2 Benjamin Place Unit 2, 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
    • /39

      Est $1,751,691 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,657 Sq Ft

      690 Newton St, Chestnut Hill, MA 02467

      690 Newton St, Chestnut Hill, MA 02467
  • /29

    $2,299,000 Open Sat 2PM - 4PM

    • 4 Beds
    • 4.5 Baths
    • 3,193 Sq Ft

    811 Heath St, Chestnut Hill, MA 02467

    New construction townhouse-style condo completed in October 2024, offering 4 beds, 4.5 baths, and over 3,000 sq ft in the heart of Chestnut Hill. Open-concept main level with kitchen, living area, half bath, and walkout to a private deck and fenced garden. Four bedrooms each feature walk-in closets and en-suite baths. Includes a dedicated laundry room, bonus office, and tiled mudroom entry from

    Yasmeen Moukaddem McCorry Real Estate, LLC

    811 Heath St, Chestnut Hill, MA 02467
  • /7

    $3,735 per month

    • 1 - 2 Beds
    • 1 Bath
    • 730 Sq Ft
    • Condo for Rent

    201 Ellery Ct, Chestnut Hill, MA 02467

    Up to $10,000 in JORDAN'S FURNITURE or Free Rent Specials* Contact us today to learn more!New single-level apartments and newly renovated 1, 2 and 3 bedroom townhomes, conveniently located near the Baker School.Hancock Village provides an atmosphere that few other residential communities can offer including the latest activity spaces and a beautiful new Community Center and pool*.

    201 Ellery Ct, 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
    • /29

      Est $2,088,886 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,718 Sq Ft

      228 Wolcott Rd, Chestnut Hill, MA 02467

      228 Wolcott Rd, Chestnut Hill, MA 02467
  • /27

    $6,499,000

    • 7 Beds
    • 9 Baths
    • 6,000 Sq Ft

    75 Goddard Ave, Brookline, MA 02445

    Indulge in luxurious living with this exquisite home in Brookline estate section. Boasting 7 beds, 7 baths, and over 6000 sq ft on an acre, this residence is a sanctuary of sophistication. Experience unparalleled comfort with a geothermal system, 6-zone commercial setup fed by 3 x 600ft closed-loop wells. Radiant floor heat, multi-zone gas furnace, and dual mechanical closets ensure efficiency.

    Samantha Stumpo New Brook Realty Group, LLC

    75 Goddard Ave, Brookline, MA 02445
  • /26

    $3,240 per month

    • 1 Bed
    • 1 Bath
    • 830 Sq Ft
    • Apartment for Rent

    201 Sherman Rd Unit 308, Brookline, MA 02467

    Owner is offering lease-up concessions. Call for details! 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 washer & dryer. The luxe

    Susan Piracini Compass

    201 Sherman Rd Unit 308, Brookline, 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
    • /16

      Est $1,815,315 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,135 Sq Ft

      136 Wolcott Rd, Chestnut Hill, MA 02467

      136 Wolcott Rd, Chestnut Hill, MA 02467
  • /38

    $1,348,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,989 Sq Ft

    310 Hammond Pond Pkwy Unit 203, Chestnut Hill, MA 02467

    Modern comfort meets unbeatable location in this spacious 2-bed, 2-bath condo in the heart of Chestnut Hill. Built in 2008, this well-maintained home offers a thoughtful layout with a sun-splashed open living/dining area and not one, but two private balconies — perfect for morning coffee or evening relaxation. The primary bedroom features an en-suite bath for added privacy and convenience.

    Joan Solomont Coldwell Banker Realty - Brookline

    310 Hammond Pond Pkwy Unit 203, Chestnut Hill, MA 02467
  • /4

    $3,735 per month

    • 1 - 2 Beds
    • 1.5 Baths
    • 827 Sq Ft
    • Condo for Rent

    126 Independence Dr, Chestnut Hill, MA 02467

    Up to $10,000 in JORDAN'S FURNITURE or Free Rent Specials* Contact us today to learn more!New single-level apartments and newly renovated 1, 2 and 3 bedroom townhomes, conveniently located near the Baker School.Hancock Village provides an atmosphere that few other residential communities can offer including the latest activity spaces and a beautiful new Community Center and pool*.

    126 Independence Dr, 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
    • /27

      Est $1,904,429 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,993 Sq Ft

      57 South St, Chestnut Hill, MA 02467

      57 South St, Chestnut Hill, MA 02467
  • /25

    $1,299,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,405 Sq Ft

    4 Benjamin Place, Chestnut Hill, MA 02467

    Saturday Open House 2-3:30pm Tucked away on a quiet Chestnut Hill cul-de-sac, this stunningly recently renovated townhouse blends luxury, light, and space in all the right ways. Step into soaring high ceilings, sun-drenched open living areas, and a chef’s dream kitchen with custom cabinets and premium stainless appliances. Relax by the fireplace or entertain on your private patio. With direct

    The Young Group Leopold & McMasters Realty

    4 Benjamin Place, Chestnut Hill, MA 02467
  • /42

    $6,000 per month

    • 3 Beds
    • 3.5 Baths
    • 3,391 Sq Ft
    • Apartment for Rent

    769 Heath St Unit 769, Chestnut Hill, MA 02467

    Modern 3 bed, 3.5 bath townhouse with private elevator and two garage spaces in sought-after Chestnut Hill! Flooded with natural light, this contemporary home features high ceilings and a smart, open layout perfect for today’s lifestyle. Enter through your private garage to a flexible third bedroom or home office with a full bath. Take the elevator to the main living area, where an open-concept

    Charlotte Liu Keller Williams Realty

    769 Heath St Unit 769, 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
    • /25

      Est $2,178,183 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,615 Sq Ft

      518 Newton St, Chestnut Hill, MA 02467

      518 Newton St, Chestnut Hill, MA 02467
  • /12

    $1,995,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,437 Sq Ft

    303 Goddard Ave, Brookline, MA 02445

    Elegant large townhouse offers inviting floor plan with high ceilings, walls of windows and glass doors to deck overlooking private garden. Perfect for entertaining, the first floor has a gracious Living room, pretty dining room, large family room with vaulted ceiling, fireplace, and spacious open kitchen. The main level also include primary bedroom with walk-in closet and four piece bath with

    Susan and Jen Rothstein Team Hammond Residential Real Estate

    303 Goddard Ave, Brookline, MA 02445
  • /7

    $3,175 per month

    • 1 - 2 Beds
    • 1 Bath
    • 730 Sq Ft
    • Condo for Rent

    201 Ellery Ct, Chestnut Hill, MA 02467

    Up to $10,000 in JORDAN'S FURNITURE or Free Rent Specials* Contact us today to learn more!New single-level apartments and newly renovated 1, 2 and 3 bedroom townhomes, conveniently located near the Baker School.Hancock Village provides an atmosphere that few other residential communities can offer including the latest activity spaces and a beautiful new Community Center and pool*.

    201 Ellery Ct, Chestnut Hill, MA 02467
  • /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
    • /26

      Est $1,623,946 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,070 Sq Ft

      624 Newton St, Chestnut Hill, MA 02467

      624 Newton St, Chestnut Hill, MA 02467
  • /30

    $1,045,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,337 Sq Ft

    159 Payson Rd, Chestnut Hill, MA 02467

    A rare opportunity to enjoy single-family living in a highly desirable Brookline neighborhood in the Baker district. This welcoming and classic 3 bed, 1 bath Garrison Colonial offers a bright and inviting layout. The 1st floor features hardwood floors, fireplaced living room, dining room adjoining the kitchen, and warm cozy den area that leads to a private screened-in porch perfect for al fresco

    Rita Lu Keller Williams Realty Boston-Metro | Back Bay

    159 Payson Rd, Chestnut Hill, MA 02467
  • /9

    $3,125 per month

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

    585 Vfw Pkwy Unit 509, Brookline, MA 02467

    No Broker fee! Up to 1 month free (depending on lease start). Townhouse style duplex 1 bed 1 bath in Chestnut Hill with heat and hot water included! Ubatuba granite countertops, shaker maple cabinets, stainless steel appliances, A/C & washer dryer in unit. COMMUNIT Y FE AT URES• Resident lounge/cafe• Home office center• Conference room• Game Room• Guest suite• Fitness center• Fitness trail• On

    Isabelle Rosenblatt Red Tree Real Estate

    585 Vfw Pkwy Unit 509, Brookline, 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
    • /39

      Est $1,931,159 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,529 Sq Ft

      14 Wolcott Rd, Chestnut Hill, MA 02467

      14 Wolcott Rd, Chestnut Hill, MA 02467

Showing Results 81 - 120, Page 3 of 18

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