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High St @ Cumberland Ave in Brookline, Massachusetts is a public transportation point of interest operated by the MBTA. This location is a popular choice for commuters looking for convenient access to public transport options.
| Address | Bed / Bath | Listing Price |
|---|---|---|
255 Tappan Street
Available for the first time in 72 years, 255 Tappan Street is a beautifully maintained brick two-family home with additional living space. Perfectly positioned near Washington Square and Brookline’s top restaurants and bars, the home sits just off Beacon Street near Brookline High School and the
Living Area:
4171 Sqft.
|
7
Beds,
5
Baths
|
$2,999,999 |
184 Rawson Rd
Experience unexpected luxury in this unique corner townhouse-single family, offering four bedrooms across four sun-filled levels. Wall-to-wall sliders open to composite decks, filling the home with natural light and showcasing panoramic treetop and sky views. Behind its classic brick exterior, disco
Living Area:
2460 Sqft.
|
5
Beds,
4
Baths
|
$2,000,000 |
15 Harris Ave
Home, SPECTACULAR Home! This elegant single-family in coveted Sumner Hill features 4 beds, 3.5 baths, & a 2 car driveway. Beautifully maintained & bright with soaring ceilings & an airy layout, you’re welcomed in. The renovated chef’s kitchen boasts a large island, pantry, stainless steel applia
Living Area:
3261 Sqft.
|
4
Beds,
3
Baths
|
$2,350,000 |
65 Francis
Welcome to this beautifully renovated 2025 Coolidge Corner unit, where timeless charm meets modern comfort. A welcoming mudroom opens to a sunlit kitchen with generous counter space, perfect for cooking together or hosting friends. The cozy family room with fireplace and a cheerful breakfast nook ma
Living Area:
2900 Sqft.
|
4
Beds,
5
Baths
|
$2,845,000 |
236 Walnut Street
Sophisticated Pill Hill residence in a Romanesque puddingstone row house designed by Henry Ives Cobb c. 1887, blends beautiful period detail with discerning finish and design offering recessed windows with built-in shutters, five original tile fireplaces, and impeccable renovations. First floor feat
Living Area:
3963 Sqft.
|
4
Beds,
4
Baths
|
$2,995,000 |
40 Heath Hill St
An exquisite stucco residence nestled in the coveted Chestnut Hill neighborhood of Brookline. Its hilltop location with stunning terraced grounds provides seasonal views of the reservoir and iconic Boston skyline. This property boasts a clay tennis court and completely renovated interior with a geot
Living Area:
6560 Sqft.
|
7
Beds,
8
Baths
|
$5,195,000 |
2-B Brewer St
Outstanding opportunity to own a flexible townhouse in central Jamaica Plain, just steps to Centre Street and adjacent to the Brewer Street Tot Lot. The garden-level 1BR unit provides excellent rental income, while the bright main unit offers 2 bedrooms, 1.5 baths, and a top-floor office. Contempora
Living Area:
1621 Sqft.
|
3
Beds,
2
Baths
|
$1,175,000 |
11 Goodwin Dr
This BIG, GORGEOUS, LIGHT & BRIGHT home is FINISHED, and we are OBSESSED! The FLOOR PLAN is IDEAL for FAMILY LIVING! The first floor has a HUGE MUDROOM, w/custom bench & a powder room. The eat-in CHEF'S KITCHEN features a WALK IN PANTRY, pot filler, a center island w/built in microwave, & TONS of CA
Living Area:
3830 Sqft.
|
4
Beds,
4
Baths
|
$1,800,000 |
55 Leicester St
55 Leicester offers a rare opportunity in one of Brookline’s premier, private locations. Behind its grand façade and dramatic floating staircase, this expansive estate awaits its next chapter. While the home showcases soaring ceilings, walls of windows overlooking landscaped grounds, and an open,
Living Area:
8921 Sqft.
|
7
Beds,
11
Baths
|
$7,995,000 |
71 Sears Rd
This is 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,
Living Area:
7502 Sqft.
|
6
Beds,
6
Baths
|
$12,500,000 |
371 Walnut Street
This 7BD, 5.5BA c1880 Greek Revival reflects historic character while embracing a meticulous, modern renovation. Set on a landscaped .96AC lot, this stately 6,100+SF residence has been thoughtfully expanded & updated to enhance today’s modern living. Soaring ceilings, bespoke millwork & 5 FP highl
Living Area:
6193 Sqft.
|
7
Beds,
6
Baths
|
$4,995,000 |
176 School Street C
Discover your urban oasis at the final available townhouse residence at 176 School Street! This beautifully crafted 2-bedroom, 2.5-bath townhouse combines modern luxury with everyday convenience. Enter through your own private garage and ascend a dedicated staircase to a sun-splashed kitchen outfitt
Living Area:
1426 Sqft.
|
2
Beds,
3
Baths
|
$995,000 |
45 Parley Avenue
Privacy in the city w/ a country feeling: Parley Ave is a private way offering a one-of-a-kind residential community. Ideal for entertaining: Sunroom with pool plus waterfall, whirlpool spa, tropical plants, game room with pool table, sauna with full bath, kitchen, outdoor dining patio. Guest suite:
Living Area:
6440 Sqft.
|
6
Beds,
5
Baths
|
$4,295,000 |
12 Goodwin Place Unit 12-1
Dream single fam alternative. Welcome home to this exclusive development in the heart of Brookline Village. This boutique collection of four newly created townhome condos sets a new standard for elegant urban living. Each expansive residence features four bedrooms, three-and-a-half bathrooms, and fi
Living Area:
3381 Sqft.
|
4
Beds,
4
Baths
|
$2,692,000 |
140 Dudley St
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 din
Living Area:
3648 Sqft.
|
5
Beds,
4
Baths
|
$3,198,000 |
216 Aspinwall Ave,
Complete renovation to the studs of a distinctive Carriage House in a prime Brookline location that offers the perfect blend of urban and suburban living. This 4-bedroom, 4.5-bath home spans three floors and features a first-floor guest suite, an open layout ideal for entertaining, Designer kitchen
Living Area:
3700 Sqft.
|
4
Beds,
5
Baths
|
$3,699,000 |
21 Sargent Crossway
Set in Brookline’s prestigious Sargent Estates, this renovated stately Georgian Colonial offers timeless architecture, peaceful surroundings, and prime access to Boston. Located near top schools, shopping, dining, cultural institutions, the Financial District, Longwood Medical Area, and Logan Airp
Living Area:
5772 Sqft.
|
5
Beds,
7
Baths
|
$8,000,000 |
100 Cottage Street
Luxury and style await you at 100 Cottage Street — a modern masterpiece situated on a wooded 1.05-acre lot. Built in 2021, this 6 bedroom, 7 bath stunner offers the ultimate in privacy, with a fenced-in perimeter and wrought iron gate at the end of the driveway. As you enter through the custom gla
Living Area:
9380 Sqft.
|
6
Beds,
8
Baths
|
$6,995,000 |
80 Dudley Street
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 s
Living Area:
7240 Sqft.
|
7
Beds,
10
Baths
|
$9,995,000 |
75 Goddard Avenue
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
Living Area:
6000 Sqft.
|
7
Beds,
9
Baths
|
$6,499,000 |