Vintage homes for sale & real estate in Brookline, MA

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OPEN SAT, 12PM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Brookline, MA:
Attention developers, investors and end-users alike! Unlock the rare opportunity of this brick two-family that sits on a large lot in a convenient Chestnut Hill location. Both units feature two good sized bedrooms and one bathroom. Beautiful hardwood floors throughout and a fireplace in each unit’s living and dining areas. The kitchens lead to screened-in balconies which overlook the backyard. The lower-level boosts laundry, plenty of storage and two garage parking spaces. Easy access to The Street, the MBTA Green D line, Brookline Reservoir, Longwood Medical Area, and everything Brookline has to offer. Recently rented as furnished units, the property to be delivered without tenants.

$1,999,999

4 beds2 baths1,920 sq ft

675 Chestnut Hill Ave, Brookline, MA 02445

6,700 sq ft lot • 2 garage spots • Built 1952

OPEN WED, 10AM TO 11AM

ABOUT THIS HOME
Vintage Home for sale in Brookline, MA:
A sweet house with loads of potentail. Needs everything. Large lot!

$1,100,000

2 beds2 baths1,230 sq ft

18 Cushing Rd, Brookline, MA 02445

9,839 sq ft lot • Garage • Community pool

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Brookline, MA:
Step into this sun-drenched and expansive 2 bedroom, 2 bath that lives large thanks to an open-concept design and generous windows allowing light to pour in throughout the day. The living and dining areas flow seamlessly to a balcony offering serene park views, creating the perfect setting for entertaining or relaxed everyday living. Key features include a modern, well-proportioned kitchen visible from the main living area, a primary suite with a private bath and ample walk-in closet space, a second bedroom or office, and hardwood floors throughout, with a neutral palette ready for any decor. The private balcony offers outdoor seating and greenery-filled views, overlooking the magically pea

$999,999

2 beds2 baths1,598 sq ft

80 Park St #23, Brookline, MA 02446

Open-concept design • Private balcony • Park views

ABOUT THIS HOME
Vintage Home for sale in Brookline, MA:
This stunning ten-room residence offers 3,838 square feet of elegant living space in the heart of Washington Square. Gut renovated down to the studs by Rincon Development, the home seamlessly blends modern amenities with exquisite period details. The open floor plan is enhanced by soaring ten-foot ceilings and top-of-the-line finishes throughout. Featuring five bedrooms and four bathrooms, the property includes a luxurious primary bedroom suite with a vaulted ceiling, multiple closets, and a spa-inspired bathroom. Within the primary suite is a lofted room that can be an office, gym, private den area. Additional highlights include beautiful outdoor space, three-car parking and radiant heat o

$3,150,000

5 beds4.5 baths3,838 sq ft

757 Washington St Unit 2 - PH, Brookline, MA 02446

Gut renovated • Open floor plan • Period details

ABOUT THIS HOME
Vintage Home for sale in Brookline, MA:
Experience exceptional value in this beautifully refreshed top-floor penthouse in Brookline, where contemporary style blends seamlessly with comfort. This renovated 3-bedroom, 3-bath home offers an impressive layout enhanced by warm, natural light from its desirable south-facing exposure. The open living area welcomes you with a bright, airy feel perfect for relaxing or hosting. A standout chef’s kitchen features refined quartz counters, a generous island, and premium GE Café appliances, including a double oven ideal for everyday meals or entertaining. Each bathroom is thoughtfully designed with spa-like elements, heated smart mirrors, and elegant tile detailing. Modern touches

$1,275,000

3 beds3 baths1,814 sq ft

37 Englewood Ave #3, Brookline, MA 02445

Quartz counters • Top-floor penthouse • Double oven

Property at 1778 Beacon St #302, Brookline, MA 02445, 2 beds, 1 bath

$1,157,000

2 beds1 bath1,157 sq ft

1778 Beacon St #302, Brookline, MA 02445

Property at 1880 Beacon St #6, Brookline, MA 02445, 1 bed, 1 bath

$489,000

1 bed1 bath474 sq ft

1880 Beacon St #6, Brookline, MA 02445

Property at 255 Tappan St, Brookline, MA 02445, 7 beds, 5 baths

$2,999,999

7 beds5 baths4,171 sq ft

255 Tappan St, Brookline, MA 02445

Property at 142 Crafts Rd, Chestnut Hill, MA 02467, 8 beds, 6.5 baths

$8,750,000

8 beds6.5 baths9,400 sq ft

142 Crafts Rd, Chestnut Hill, MA 02467

Property at 1763 Beacon St Unit A, Brookline, MA 02445, 1 bed, 1 bath

$499,900

1 bed1 bath585 sq ft

1763 Beacon St Unit A, Brookline, MA 02445

Property at 3 Englewood Ave #9, Brookline, MA 02445, 1 bed, 1 bath

$559,000

1 bed1 bath680 sq ft

3 Englewood Ave #9, Brookline, MA 02445

Property at 19 Westbourne #2, Brookline, MA 02446, 1 bed, 1 bath

$489,000

1 bed1 bath670 sq ft

19 Westbourne #2, Brookline, MA 02446

Property at 55 Reservoir Rd #2, Chestnut Hill, MA 02467, 3 beds, 1.5 baths

$799,000

3 beds1.5 baths1,087 sq ft

55 Reservoir Rd #2, Chestnut Hill, MA 02467

Property at 72 Cypress St #1, Brookline, MA 02445, 2 beds, 1 bath

$998,000

2 beds1 bath1,115 sq ft

72 Cypress St #1, Brookline, MA 02445

Property at 16 South St, Chestnut Hill, MA 02467, 6 beds, 5 baths

$3,800,000

6 beds5 baths5,667 sq ft

16 South St, Chestnut Hill, MA 02467

Property at 487 Boylston St #3, Brookline, MA 02445, 4 beds, 2 baths

$1,440,000

4 beds2 baths2,276 sq ft

487 Boylston St #3, Brookline, MA 02445

Property at 1125 W Roxbury Pkwy, Chestnut Hill, MA 02467, 4 beds, 3 baths

$2,799,000

4 beds3 baths3,859 sq ft

1125 W Roxbury Pkwy, Chestnut Hill, MA 02467

Property at 1014 Boylston St, Chestnut Hill, MA 02467, 7 beds, 9.5 baths

$19,000,000

7 beds9.5 baths13,343 sq ft

1014 Boylston St, Chestnut Hill, MA 02467

Property at 65 Francis, Brookline, MA 02446, 4 beds, 4.5 baths

$2,845,000

4 beds4.5 baths2,900 sq ft

65 Francis, Brookline, MA 02446

Property at 540 Chestnut Hill Ave, Brookline, MA 02445, 5 beds, 4.5 baths

$5,000,000

5 beds4.5 baths6,419 sq ft

540 Chestnut Hill Ave, Brookline, MA 02445

Property at 3 Glenoe Rd, Chestnut Hill, MA 02467, 4 beds, 4 baths

$2,295,000

4 beds4 baths4,855 sq ft

3 Glenoe Rd, Chestnut Hill, MA 02467

Property at 84 Winthrop Rd, Brookline, MA 02445, 10 beds, 9 baths

$5,797,999

10 beds9 baths7,898 sq ft

84 Winthrop Rd, Brookline, MA 02445

Property at 59 Ackers Ave #1, Brookline, MA 02445, 2 beds, 1 bath

$825,000

2 beds1 bath1,128 sq ft

59 Ackers Ave #1, Brookline, MA 02445

Property at 20 Chapel St Unit B811, Brookline, MA 02446, 4 beds, 4 baths

$2,650,000

4 beds4 baths2,463 sq ft

20 Chapel St Unit B811, Brookline, MA 02446

Property at 95 Beals St #2, Brookline, MA 02446, 5 beds, 3 baths

$2,599,900

5 beds3 baths2,891 sq ft

95 Beals St #2, Brookline, MA 02446

Property at 1471 Beacon St #1, Brookline, MA 02445, 3 beds, 4 baths

$1,625,000

3 beds4 baths2,928 sq ft

1471 Beacon St #1, Brookline, MA 02445

Property at 19 Thatcher St Unit E1-3, Brookline, MA 02446, 3 beds, 2 baths

$1,895,000

3 beds2 baths1,885 sq ft

19 Thatcher St Unit E1-3, Brookline, MA 02446

Property at 20 Rice St #2, Brookline, MA 02445, 3 beds, 1 bath

$770,000

3 beds1 bath978 sq ft

20 Rice St #2, Brookline, MA 02445

Property at 89 Marion St, Brookline, MA 02446, 29 baths

$12,507,200

0 beds29 baths9,915 sq ft

89 Marion St, Brookline, MA 02446

Property at 38 Kilsyth Rd #21, Brookline, MA 02445, 2 beds, 2 baths

$809,000

2 beds2 baths987 sq ft

38 Kilsyth Rd #21, Brookline, MA 02445

Property at 55 Leicester St, Brookline, MA 02445, 7 beds, 9.5 baths

$7,695,000

7 beds9.5 baths8,921 sq ft

55 Leicester St, Brookline, MA 02445

Property at 71 Sears Rd, Brookline, MA 02445, 6 beds, 5 baths

$12,500,000

6 beds5 baths7,502 sq ft

71 Sears Rd, Brookline, MA 02445

Property at 65 Francis #65, Brookline, MA 02446, 4 beds, 4.5 baths

$2,845,000

4 beds4.5 baths2,900 sq ft

65 Francis #65, Brookline, MA 02446

Property at 16 Garrison Rd #7, Brookline, MA 02445, 5 beds, 2 baths

$880,000

5 beds2 baths1,413 sq ft

16 Garrison Rd #7, Brookline, MA 02445

Property at 373 Harvard #1, Brookline, MA 02446, 3 beds, 2.5 baths

$1,598,000

3 beds2.5 baths2,035 sq ft

373 Harvard #1, Brookline, MA 02446

Property at 93 Centre St #2, Brookline, MA 02446, 3 beds, 2 baths

$1,249,000

3 beds2 baths1,465 sq ft

93 Centre St #2, Brookline, MA 02446

Property at 1471 Beacon St #7, Brookline, MA 02446, 3 beds, 2 baths

$1,795,000

3 beds2 baths1,925 sq ft

1471 Beacon St #7, Brookline, MA 02446

Property at 52 Babcock St #6, Brookline, MA 02446, 2 beds, 1 bath

$849,950

2 beds1 bath1,024 sq ft

52 Babcock St #6, Brookline, MA 02446

Property at 15 Short St #4, Brookline, MA 02446, 1 bed, 1 bath

$559,000

1 bed1 bath640 sq ft

15 Short St #4, Brookline, MA 02446

Property at 17 Strathmore Rd #2, Brookline, MA 02445, 3 beds, 2 baths

$1,089,000

3 beds2 baths1,329 sq ft

17 Strathmore Rd #2, Brookline, MA 02445

Property at 324 Tappan St #1, Brookline, MA 02445, 4 beds, 3.5 baths

$2,279,000

4 beds3.5 baths1,920 sq ft

324 Tappan St #1, Brookline, MA 02445

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Vintage Homes for Sale in Brookline

There are currently 55 vintage homes for sale in Brookline at a median listing price of $1.62M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Brookline stay on the market for 49 days and receive 1 offers. Popular neighborhoods include Jamaica Plain, Roslindale, Brighton, Allston, and West Roxbury. This map is refreshed with the newest listings in Brookline every 15 minutes.

In the past month, 44 homes have been sold in Brookline. In addition to houses in Brookline, there were also 153 condos, 18 townhouses, and 10 multi-family units for sale in Brookline last month. Brookline is a fairly walkable city in Norfolk County with a Walk Score of 81. Brookline is home to approximately 59,627 people. Find your dream home in Brookline using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Brookline are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Brookline. Our Brookline real estate stats and trends will give you more information about home buying and selling trends in Brookline. If you're looking to sell your home in the Brookline area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Brookline with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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