51 Properties Available In South Brookline
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$18,000,000
Single Family Home
63 Goddard Avenue, Brookline, MA 02445
This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been gut-renovated and is sur...
Listed by Debby Belt of Hammond Residential Real Estate

$3,240
Condo
201 Sherman Road #308, Brookline, MA 02445
Owner is offering lease-up concessions. Call for details! New luxury single-level apartments that seamlessly blend tra...
Listed by The Piracini Group of Compass

$8,000,000
Single Family Home
21 Sargent Crossway, Brookline, MA 02445
Set in Brookline's prestigious Sargent Estates, this renovated stately Georgian Colonial offers timeless architecture, p...
Listed by Jonathan Radford of Coldwell Banker Realty - Boston

$4,750
Condo
94 Dudley #2, Brookline, MA 02445
Enjoy gorgeous water views of the Brookline Reservoir from this spacious and light-filled 3-bedroom, 2-bath. The thought...
Listed by Lauren Brooks of Hillman Homes

$40,000
Single Family Home
138 Woodland Road, Brookline, MA 02467
This incredibly crafted residence, built in 2022 and designed by Boston's premier luxury female builder, exceeds all exp...
Listed by The Sarkis Team of Douglas Elliman Real Estate - The Sarkis Team

$2,399,000
Single Family Home
50 Bellingham Rd, Brookline, MA 02467
Impressive, custom built contemporary home on an expansive half acre+ wooded lot on tree lined street in Chestnut Hill. ...
Listed by Hickman-Coen Home Team of William Raveis R. E. & Home Services

$3,710
Multi-Family, Townhouse
124 Thornton Rd #124, Brookline, MA 02467
No Broker fee! Up to 1 month free (depending on lease start). Townhouse style duplex 2 bed 1 bath in Chestnut Hill with ...
Listed by Isabelle Rosenblatt of Red Tree Real Estate

$3,710
Multi-Family, Townhouse
111 Independence Dr. #111, Brookline, MA 02467
No Broker fee! Up to 1 month free (depending on lease start). Townhouse style duplex 2 bed 1 bath in Chestnut Hill with ...
Listed by Isabelle Rosenblatt of Red Tree Real Estate

$3,125
Multi-Family, Townhouse
585 Vfw Parkway #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 ...
Listed by Isabelle Rosenblatt of Red Tree Real Estate

$3,130
Multi-Family, Townhouse
509 Vfw Parkway #509, Brookline, MA 02467
No Broker fee! 1 to 2 months free (depending on lease start). Townhouse style duplex 1 bed 1 bath in Chestnut Hill with ...
Listed by Isabelle Rosenblatt of Red Tree Real Estate

$5,250,000
Single Family Home
371 Walnut Street, Brookline, MA 02445
This 7BD, 5.5BA c1880 Greek Revival reflects historic character while embracing a meticulous, modern renovation. Set on ...
Listed by Hilary Maddox Team of Compass

$1,499,000
Condo
646 Newton St #2, Brookline, MA 02467
Welcome to 646 Newton Street, a stunning residence that perfectly blends charm, elegance, and modern convenience. This b...
Listed by Eugene Doktorov of Knight Realty

$6,100,000
Single Family Home
372 Warren Street, Brookline, MA 02445
Fabulous level lot, almost an acre of beautifully manicured grounds with fountain, Koi Pond, stone patios & porches. Stu...
Listed by Jill Streck of Coldwell Banker Realty - Brookline

$4,345
Condo
101 Asheville Road #319, Brookline, MA 02467
No Broker Fee! Up to 1 month free rent with a 12+ month lease. Amazing modern construction 2bed/2bath in Chestnut Hill f...
Listed by Joseph Mastrovito of Red Tree Real Estate

$3,130
Condo
146 Independence Drive #146, Brookline, MA 02467
No Broker Fee! Up to 2 months free rent with a 12+ month lease. Effective rent with the promotion is only 2608/mo. Newly...
Listed by James Kopecky of Red Tree Real Estate

$40,000
Single Family Home
75 A Goddard Avenue, Brookline, MA 02445
Indulge in luxurious living with this exquisite home in Brookline estate section. Boasting 7 beds, 7 baths, and over 600...
Listed by Samantha Stumpo of New Brook Realty Group, LLC

$1
Commercial
1006 W Roxbury Pkwy, Brookline, MA 02467
1,400 SF inline space located in a premier neighborhood strip center at a key traffic circle in Chestnut Hill. Available...
Listed by Whitney Gallivan of Boston Realty Advisors

$24,500,000
Single Family Home
333 Lee St, Brookline, MA 02445
This stately Georgian Revival residence, designed by the esteemed American architect and artist William Truman Aldrich, ...
Listed by The Sarkis Team of Douglas Elliman Real Estate - The Sarkis Team

$5,395,000
Single Family Home
40 Heath Hill St, Brookline, MA 02445
An exquisite stucco residence nestled in the coveted Chestnut Hill neighborhood of Brookline. Its hilltop location with ...
Listed by Mizner + Montero of Gibson Sotheby's International Realty

$3,995,000
Single Family Home
469 Walnut St, Brookline, MA 02445
Nestled beside the tranquil Brookline Reservoir, this charming home combines turn-of-the-century craftsmanship with mode...
Listed by Chamberlain Group of Coldwell Banker Realty - Brookline

$7,495,000
Single Family Home
100 Cottage Street, Brookline, MA 02445
Luxury and style await you at 100 Cottage Street — a modern masterpiece situated on a wooded 1.05-acre lot. Built in 202...
Listed by The Sarkis Team of Douglas Elliman Real Estate - The Sarkis Team

$9,995,000
Single Family Home
80 Dudley Street, Brookline, MA 02445
Elegance and modernity define this sunlit Chestnut Hill residence on the Reservoir, offering spacious rooms, an open lay...
Listed by Maggie Gold Seelig of MGS Group Real Estate LTD

$16,000,000
Single Family Home
280A 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 meti...
Listed by The Whitney Group of Hammond Residential Real Estate

$4,470
Condo
201 Sherman Road #406, Brookline, MA 02445
Owner is offering a one month's free rent special on all units! (limited time offer) New luxury single-level apartments...
Listed by The Piracini Group of Compass