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  3. Brookline, MA
  4. /
  5. 66 Winchester St
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66 Winchester St

66 Winchester St, Brookline, MA, 02446

YEAR BUILT

1983

# STORIES

1

# TOTAL UNITS

36

UNIT SIZE RANGE

1,197-1,960 sqft

Description

66 Winchester St sits in Brookline, near the intersection of Beacon Street and Strathmore Road. This low-rise condominium building was built in 1983. It features 36 units that range in size from 1,197 to 1,960 square feet. Locations like Coolidge Corner and the Charles River enhance the area's appeal. The building offers a blend of 2 and 3-bedroom units. Prices for these units vary from $600,000 to $975,000. In the past year, the lowest sold price reached around $1,100,000. The average closed price for a unit is approximately $1,108,500. The average price per square foot is $872, and units typically spend about 68 days on the market. Amenities play a key role in the community. Residents can enjoy features such as a golf course, a swimming pool, and tennis courts. Hot water and garage parking are included. The location also provides access to nearby parks and public transportation, making it easy to explore Brookline and beyond. Spacious layouts characterize the units, with abundant windows allowing for natural light. Some units may have features like enormous eat-in kitchens and oversized walk-in closets. Nearby points of interest add value, including the Coolidge Corner Cinema and Trader Joe's. Local schools, like Boston Graduate School of Psychology, enhance the area’s educational offerings. Restaurants like Rod Dee Thai Cuisine provide diverse dining options. This building combines a community feel with easy access to various amenities, making it an appealing choice for potential buyers.

Building ImageMLS ID #73380493
Building ImageMLS ID #73380493
Building Image
Building ImageView Listing

66 Winchester St

66 Winchester St, Brookline, MA, 02446

YEAR BUILT

1983

# STORIES

1

# TOTAL UNITS

36

UNIT SIZE RANGE

1,197-1,960 sqft

Description

66 Winchester St sits in Brookline, near the intersection of Beacon Street and Strathmore Road. This low-rise condominium building was built in 1983. It features 36 units that range in size from 1,197 to 1,960 square feet. Locations like Coolidge Corner and the Charles River enhance the area's appeal. The building offers a blend of 2 and 3-bedroom units. Prices for these units vary from $600,000 to $975,000. In the past year, the lowest sold price reached around $1,100,000. The average closed price for a unit is approximately $1,108,500. The average price per square foot is $872, and units typically spend about 68 days on the market. Amenities play a key role in the community. Residents can enjoy features such as a golf course, a swimming pool, and tennis courts. Hot water and garage parking are included. The location also provides access to nearby parks and public transportation, making it easy to explore Brookline and beyond. Spacious layouts characterize the units, with abundant windows allowing for natural light. Some units may have features like enormous eat-in kitchens and oversized walk-in closets. Nearby points of interest add value, including the Coolidge Corner Cinema and Trader Joe's. Local schools, like Boston Graduate School of Psychology, enhance the area’s educational offerings. Restaurants like Rod Dee Thai Cuisine provide diverse dining options. This building combines a community feel with easy access to various amenities, making it an appealing choice for potential buyers.

Next

Description

66 Winchester St sits in Brookline, near the intersection of Beacon Street and Strathmore Road. This low-rise condominium building was built in 1983. It features 36 units that range in size from 1,197 to 1,960 square feet. Locations like Coolidge Corner and the Charles River enhance the area's appeal. The building offers a blend of 2 and 3-bedroom units. Prices for these units vary from $600,000 to $975,000. In the past year, the lowest sold price reached around $1,100,000. The average closed price for a unit is approximately $1,108,500. The average price per square foot is $872, and units typically spend about 68 days on the market. Amenities play a key role in the community. Residents can enjoy features such as a golf course, a swimming pool, and tennis courts. Hot water and garage parking are included. The location also provides access to nearby parks and public transportation, making it easy to explore Brookline and beyond. Spacious layouts characterize the units, with abundant windows allowing for natural light. Some units may have features like enormous eat-in kitchens and oversized walk-in closets. Nearby points of interest add value, including the Coolidge Corner Cinema and Trader Joe's. Local schools, like Boston Graduate School of Psychology, enhance the area’s educational offerings. Restaurants like Rod Dee Thai Cuisine provide diverse dining options. This building combines a community feel with easy access to various amenities, making it an appealing choice for potential buyers.

66 Winchester St Market Stats Last 12 months

Avg. Listed Price$1,072,500($843/Sqft.)
Avg. Sale Price$1,108,500($872/Sqft.)
Year over year list price0.00%
Year over year sale priceDown Arrow 16.18%
Total Listings2 Listed
Total sold2 Sold
Average Days on Market68 days
Average HOA fees per sqft$2 /monthly
Next

Market Stats

Year over year list price0.00%
Year over year sale priceDown Arrow16.18%
Total Listings2 Listed
Total sold2 Sold
Average Days on Market68 days
Average HOA fees per sqft$2 /monthly

Glen Gardens Estate Availability & Demand

Unit Availability

Low
High availability buildings list units frequently.

Unit Availability helps to understand how often units in a particular building are listed for sale as compared with the neighborhood average. Units are rarely listed in buildings with low availability.

Unit Demand

Medium
Units in high-demand buildings sell quicker.

Unit Demand is a measure of quickly units in a particular building sell as compared with other buildings in the neighborhood. Units in high-demand buildings sell more quickly.

For Sale 0 For Sale

66 Winchester St Inventory & Sale History

UnitSize (sqft)BedsBathsDays On MarketDateStatusPrice
Unit PHBPHB131122452025-07-11
MLS#: 73380493 		Closed$1,117,000
Unit 203203123622902025-07-01
MLS#: 73353319 		Closed$1,100,000
Unit 1011011719321082024-01-05
MLS#: 73160756 		Closed$1,322,500
Unit 101
101

3 Beds

2 Baths

1719 sqft

DateStatusPrice
2024-01-05Closed$1,322,500
MLS#: 73160756
Days On Market108
Unit 203
203

2 Beds

2 Baths

1236 sqft

DateStatusPrice
2025-07-01Closed$1,100,000
MLS#: 73353319
Days On Market90
Unit PHB
PHB

2 Beds

2 Baths

1311 sqft

DateStatusPrice
2025-07-11Closed$1,117,000
MLS#: 73380493
Days On Market45
View Complete Unit Listing HistorySource By: MLSPIN

Amenities

One of the best aspects of living at Winchester Place is the enjoyable amenities that elevate your daily living experience. Picture yourself having a leisurely afternoon at the pool or honing your skills on the tennis courts with friends. The building also boasts a lovely garden area and nearby parks, perfect for outside relaxation on sunny days. You won’t have to worry about heavy lifting either, thanks to the convenient elevators. Plus, with easy highway access and public transportation options nearby, commuting to work or exploring the city is a breeze.

Next

Amenities Description

One of the best aspects of living at Winchester Place is the enjoyable amenities that elevate your daily living experience. Picture yourself having a leisurely afternoon at the pool or honing your skills on the tennis courts with friends. The building also boasts a lovely garden area and nearby parks, perfect for outside relaxation on sunny days. You won’t have to worry about heavy lifting either, thanks to the convenient elevators. Plus, with easy highway access and public transportation options nearby, commuting to work or exploring the city is a breeze.

Parking
Parking
Locker
Locker
Concierge
Concierge
Elevator(s)
Elevator(s)
Check Icon
Central AC
Central AC
Pool
Pool
Check Icon
Fitness Center
Fitness Center
-
Visitors Parking
Visitors Parking
Next

Amenities

Elevator(s)

Elevator(s)

Security System

Security System

Tennis Court(s)

Tennis Court(s)

Storage

Storage

Balcony

Balcony

Pool

Pool

Policies

When considering a condo, familiarizing yourself with building policies is essential, and Winchester Place is no exception. The building allows for certain restrictions, ensuring that the community remains secure and enjoyable for all residents. It’s a great idea to review these policies to fully understand how they could affect your lifestyle and living experience.

Next

Amenities Description

When considering a condo, familiarizing yourself with building policies is essential, and Winchester Place is no exception. The building allows for certain restrictions, ensuring that the community remains secure and enjoyable for all residents. It’s a great idea to review these policies to fully understand how they could affect your lifestyle and living experience.

Pet Allowed
Pet Allowed
BBQ Permitted
BBQ Permitted
Sublet Allowed
Sublet Allowed
Short-term Rental Allowed
Short-term Rental Allowed

Compare with Buildings in the Neighbourhood (Last 12 Months)

Compare building's average price/sq. ft. and HOA fees/sq. ft. to buildings nearby

Building NameAvg price per square footAVG HOA FEE per square foot (Monthly)
66 Winchester St$872/sqft.$2 /sqft.
101 Summit Ave$961/sqft.$2 /sqft.
103 Winchester St$871/sqft.$3 /sqft.
106 Winchester St$669/sqft.$5 /sqft.
97 Mason Ter$747/sqft.$3 /sqft.
121 Centre Street$933/sqft.$2 /sqft.

Nearby Schools

In Washington Square, 66 Winchester St benefits from nearby schools within easy reach. Educational institutions within 2 miles reduce travel time for families. This convenient access supports balanced daily routines. The location promotes comfortable urban living.

Michael Driscoll School

A
Public|Grades PK–8
64 Westbourne Ter|0.28 miles away

Edward Devotion School

B
Public|Grades KG–8
345 Harvard St|0.42 miles away

Torah Academy

--
Private|Grades PK–8
11 Williston Rd|0.48 miles away

Baldwin Early Learning Center

--
Public|Grades EE–1
121 Corey Rd|0.48 miles away

Bay Cove Academy

--
Private|Grades 8–12
156 Lawton St|0.55 miles away

Yeshiva Ohr Yisroel

--
Private|Grades 9–12
74 Corey Rd|0.6 miles away
Next

Schools

arrow rightWhat to know about schoolsarrow right
Next

Description

In Washington Square, 66 Winchester St benefits from nearby schools within easy reach. Educational institutions within 2 miles reduce travel time for families. This convenient access supports balanced daily routines. The location promotes comfortable urban living.

Michael Driscoll School

A
Public|Grades PK–8
64 Westbourne Ter|Less than 1 Mile Away

Edward Devotion School

B
Public|Grades KG–8
345 Harvard St|Less than 1 Mile Away

Torah Academy

--
Private|Grades PK–8
11 Williston Rd|Less than 1 Mile Away

Baldwin Early Learning Center

--
Public|Grades EE–1
121 Corey Rd|Less than 1 Mile Away

Bay Cove Academy

--
Private|Grades 8–12
156 Lawton St|Less than 1 Mile Away

Yeshiva Ohr Yisroel

--
Private|Grades 9–12
74 Corey Rd|Less than 1 Mile Away

Brookline High School

B+
Public|Grades 9–12
115 Greenough St|Less than 1 Mile Away

Pierce School

A
Public|Grades KG–8
50 School St|Less than 1 Mile Away

Horace Mann School For The Deaf

--
Public|Grades PK–12
40 Armington St|Less than 1 Mile Away

Jackson Mann K-8 School

D+
Public|Grades PK–8
40 Armington St|Less than 1 Mile Away

St Herman of Alaska Christian School

--
Private|Grades KG–8
62 Harvard Ave|Less than 1 Mile Away

John D. Runkle School

A-
Public|Grades PK–8
50 Druce St|Less than 1 Mile Away

Kennedy Day School

--
Private|Grades PK–12
30 Warren St|Less than 1 Mile Away

Brookline Early Education Program at Beacon

--
Public|Grades PK–PK
115 Greenough St R...|Less than 1 Mile Away

Match Charter Public School

C
Public|Grades PK–12
1001 Commonwealth ...|Less than 1 Mile Away

Maimonides

--
Private|Grades PK–12
34 Philbrick Rd|Less than 1 Mile Away

Brighton High School

F
Public|Grades 9–12
25 Warren St|Less than 1 Mile Away

Maimonides School Elementary Section

--
Private|Grades KG–5
34 Philbrick Rd|Less than 1 Mile Away

Brookline Early Education Program at Clark Road

--
Public|Grades PK–PK
333 Washington St ...|Less than 1 Mile Away

Amos A. Lawrence School

A-
Public|Grades KG–8
27 Francis St|Less than 1 Mile Away

Boston Green Academy

D+
Public|Grades 6–12
20 Warren St|Less than 1 Mile Away

St Joseph Preparatory High School

--
Private|Grades 9–12
617 Cambridge St|Less than 1 Mile Away

William H. Lincoln School

A-
Public|Grades KG–8
19 Kennard Rd|Less than 1 Mile Away

Ivy Street School

--
Private|Grades 8–12
200 Ivy St|1.04 Miles Away

The Lynch Center

--
Public|Grades PK–PK
599 Brookline Ave|1.10 Miles Away

New England Hebrew Academy

--
Private|Grades PK–8
11 Essex St|1.11 Miles Away

Mesivta High School of Greater Boston

--
Private|Grades 9–12
34 Sparhawk St|1.21 Miles Away

Winsor School

--
Private|Grades 5–12
103 Pilgrim Rd|1.23 Miles Away

Boston University Academy

--
Private|Grades 9–12
1 University Rd|1.24 Miles Away

German International School Boston

--
Private|Grades PK–12
57 Holton St|1.25 Miles Away

Gardner Pilot Academy

D+
Public|Grades PK–8
30 Athol St|1.26 Miles Away

Winship Elementary School

C+
Public|Grades PK–5
54 Dighton St|1.29 Miles Away

St Columbkille Partnership School

--
Private|Grades PK–8
25 Arlington St|1.30 Miles Away

Morse

B
Public|Grades PK–5
40 Granite St|1.32 Miles Away

Heath School

A
Public|Grades PK–8
100 Eliot St|1.34 Miles Away

Malik Academy/ Al Bustan Preschool

--
Private|Grades PK–KG
808 Memorial Dr St...|1.49 Miles Away

Thomas Edison K-8 School

C-
Public|Grades PK–8
60 Glenmont Rd|1.51 Miles Away

Yeshiva Ohr Yisrael High School for Boys

--
Private|Grades 9–12
325 Reservoir Rd|1.53 Miles Away

Boston Latin School

A-
Public|Grades 7–12
78 Avenue Louis Pa...|1.55 Miles Away

Lyon Upper 9-12 School

D-
Public|Grades 9–12
95 Beechcroft St|1.66 Miles Away

Mary Lyon K-8 School

--
Public|Grades KG–8
50 Beechcroft St|1.66 Miles Away

Roxbury Preparatory Charter School

C+
Public|Grades 5–12
120 Fisher Ave|1.68 Miles Away

James W Hennigan

C
Public|Grades KG–8
200 Heath St|1.70 Miles Away

West Zone Early Learning Center

--
Public|Grades EE–1
200 Heath St|1.70 Miles Away

Maurice J. Tobin K-8 School

C-
Public|Grades PK–8
40 Smith St|1.80 Miles Away

Amigos School

A-
Public|Grades PK–8
15 Upton St|1.83 Miles Away

Fenway High School

D+
Public|Grades 9–12
67 Alleghany St|1.83 Miles Away

The Park School

--
Private|Grades PK–8
171 Goddard Ave|1.83 Miles Away

Curley K-8 School

D+
Public|Grades PK–8
493 Centre St|1.90 Miles Away

Martin Luther King Jr.

A-
Public|Grades PK–5
102 Putnam Ave|1.90 Miles Away

Transit

Situated in Washington Square, 66 Winchester St offers convenient access to city-wide public transportation. Nearby Bus, Tram, Rail within 2 miles allow for efficient commuting and travel. Strong transit connections enhance accessibility to work, schools, and leisure destinations. This location provides a connected and practical urban living environment.

100 S Huntington Ave

1.38 miles away|27 min walk

105 S Huntington Ave

1.37 miles away|27 min walk

106 Heath St opp Bickford Ave

1.87 miles away|36 min walk

1079 Commonwealth Ave

0.77 miles away|15 min walk

107 Heath St opp Bickford Ave

1.86 miles away|36 min walk

125 Western Ave

1.5 miles away|29 min walk
Next

Transit

arrow rightWhat to know about transitarrow right
Next

Description

Situated in Washington Square, 66 Winchester St offers convenient access to city-wide public transportation. Nearby Bus, Tram, Rail within 2 miles allow for efficient commuting and travel. Strong transit connections enhance accessibility to work, schools, and leisure destinations. This location provides a connected and practical urban living environment.

100 S Huntington Ave

1.38 miles away|27 min walk

105 S Huntington Ave

1.37 miles away|27 min walk

106 Heath St opp Bickford Ave

1.87 miles away|36 min walk

1079 Commonwealth Ave

0.77 miles away|15 min walk

107 Heath St opp Bickford Ave

1.86 miles away|36 min walk

125 Western Ave

1.5 miles away|29 min walk

130 Western Ave

1.48 miles away|29 min walk

132 Brookline Ave opp Fullerton St

1.56 miles away|30 min walk

177 Heath St opp Walden St

1.78 miles away|35 min walk

239 N Beacon St

1.38 miles away|27 min walk

367 Western Ave opp Brighton Mills Mall

1.45 miles away|28 min walk

445 Western Ave

1.46 miles away|28 min walk

450 Western Ave

1.46 miles away|28 min walk

495 Western Ave

1.48 miles away|29 min walk

677 Huntington Ave

1.54 miles away|30 min walk

684 Washington St

0.31 miles away|6 min walk

75 St. Alphonsus St

1.66 miles away|32 min walk

7 Winship St

1.09 miles away|21 min walk

835 Huntington Ave opp Parker Hill Ave

1.29 miles away|25 min walk

850 Boylston St

1.44 miles away|28 min walk

Allston Street

0.52 miles away|10 min walk

Amesbury St @ Vassar St

1.56 miles away|30 min walk

Amory Street

1.01 miles away|20 min walk

Amory Street - Amory St

1.05 miles away|21 min walk

Amory Street - Buick St Saint Paul St

0.98 miles away|19 min walk

Arsenal St @ Arlington St

1.81 miles away|35 min walk

Arsenal St @ Forge Rd

1.76 miles away|34 min walk

Ave Louis Pasteur @ Longwood Ave

1.49 miles away|29 min walk

Ave Louis Pasteur @ The Fenway

1.54 miles away|30 min walk

Babcock Street

0.84 miles away|17 min walk

Babcock Street - Babcock St

0.81 miles away|16 min walk

Babcock Street - Harry Agganis Way Pleasant St

0.88 miles away|17 min walk

Back of the Hill

1.33 miles away|26 min walk

Beaconsfield

0.67 miles away|13 min walk

Beaconsfield - Beaconsfield Rd

0.65 miles away|13 min walk

Beaconsfield - Clark Rd

0.67 miles away|13 min walk

Beaconsfield - Dean Rd Beacon St

0.69 miles away|14 min walk

Beaconsfield - Parking Lot

0.67 miles away|13 min walk

Beacon St @ Raleigh St

1.84 miles away|36 min walk

Birmingham Pkwy @ Soldiers Field Rd

1.77 miles away|34 min walk

Blandford Street

1.65 miles away|32 min walk

Boston College

1.83 miles away|36 min walk

Boston College - Commonwealth Ave @ Lake St

1.82 miles away|35 min walk

Boston Landing

1.11 miles away|22 min walk

Boston Landing - Guest St @ Arthur St

1.11 miles away|22 min walk

Boston University Central

1.32 miles away|26 min walk

Boston University East

1.44 miles away|28 min walk

Boston University East - 610 Commonwealth Ave

1.55 miles away|30 min walk

Boylston St @ Chestnut Hill Ave

1.28 miles away|25 min walk

Boylston St @ Clark Rd

0.9 miles away|18 min walk

The Neighbourhood: Washington Square

Washington Square is a small town center in Norfolk County, Massachusetts. The area offers a mix of shops, cafes, restaurants, and local services close to homes. It has small parks and green spaces for walks and quick breaks. This district hosts community events and a few cultural spots. The area provides grocery stores, banks, and basic medical offices. Bus routes run nearby, and major roads link the district to neighboring towns. Commuters use direct roads and public transit to reach larger cities and regional hubs.

Next

Neighbourhood Description

Washington Square is a small town center in Norfolk County, Massachusetts. The area offers a mix of shops, cafes, restaurants, and local services close to homes. It has small parks and green spaces for walks and quick breaks. This district hosts community events and a few cultural spots. The area provides grocery stores, banks, and basic medical offices. Bus routes run nearby, and major roads link the district to neighboring towns. Commuters use direct roads and public transit to reach larger cities and regional hubs.

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66 Winchester St Demographics

Age Demographics

0–14 Years

9.93%

15–29 Years

41.22%

30–44 Years

20.57%

45–59 Years

11.69%

60+ Years

16.59%

Commute

33.07%

Transit

13.26%

Walk

28.77%

Drive

5.04%

Bike

Housing Ownership

29.73%

Owner Occupied

70.27%

Rental Units

Household Types

Single Family
21.21%
Multi Family
3.85%
Single Person
37.43%
Multi Person
62.57%

Average Income

Household:$9,645,049.61 /yr

Individual:$6,299,874.31 /yr

Education

Bachelors Degree33.99%
High School College7.03%
Diploma1.94%
Post Graduate47.08%
Others9.96%
Next

Education

Diploma1.94%
Post Graduate47.08%
Others9.96%
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  1. Home
  2. /Brookline, MA
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    66 Winchester St
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