HeaderIcon
  1. Agent Logo

Explore by Metro

  • Atlanta
  • Baltimore
  • Boston
  • Bronx
  • Brooklyn
  • Chicago
  • Los Angeles
  • Manhattan
  • Miami
  • Nashville
  • Orlando
  • Philadelphia
  • Phoenix
  • Queens
  • San Diego
  • San Jose
  • Tampa
  • Washington
HeaderIcon

Explore by Metro

  • Atlanta
  • Baltimore
  • Boston
  • Bronx
  • Brooklyn
  • Chicago
  • Los Angeles
  • Manhattan
  • Miami
  • Nashville
  • Orlando
  • Philadelphia
  • Phoenix
  • Queens
  • San Diego
  • San Jose
  • Tampa
  • Washington
leftArrowBack to Search
  1. Home
  2. /
  3. Brookline, MA
  4. /
  5. 34-36-38 Winchester Street Condominiums
Add to favoritesAdd to favorites (hover)
Save
leftArrow
Add to favoritesAdd to favorites (hover)

34-36-38 Winchester Street Condominiums

36 Winchester Street, Brookline, MA, 02446

YEAR BUILT

1905

# STORIES

1

# TOTAL UNITS

20

UNIT SIZE RANGE

410-778 sqft

Description

34-36-38 Winchester Street Condominiums sits in Brookline, at the intersection of Tremont Street and Ruggles Street. The building design is low-rise, consisting of just one story. This structure has 20 units with sizes ranging from 410 to 778 square feet. Homebuyers can find 1-bedroom layouts in this building. Prices for these units range from $380,000 to $415,000. This gives potential buyers options for different budgets and preferences. The building was constructed in 1905, adding a touch of history and character to the area. Residents appreciate the amenities, which include laundry facilities and hot water services. Public transportation options are readily available, making travel around the area easier. Nearby parks provide green space for relaxation or outdoor activities. The building is close to several popular dining options. Rod Dee Thai Cuisine, Vittorios Grill, and Pizzeria Dante are great choices for a meal. Local eateries help to enrich the neighborhood with diverse culinary offerings. Living in Brookline offers access to the nearby Charles River. This nearby water body adds to the charm of the neighborhood. Overall, the building combines a historic ambiance with modern living conveniences, appealing to various buyers.

Building ImageMLS ID #71640124
Building ImageMLS ID #71386114
Building Image
Building ImageView Listing

34-36-38 Winchester Street Condominiums

36 Winchester Street, Brookline, MA, 02446

YEAR BUILT

1905

# STORIES

1

# TOTAL UNITS

20

UNIT SIZE RANGE

410-778 sqft

Description

34-36-38 Winchester Street Condominiums sits in Brookline, at the intersection of Tremont Street and Ruggles Street. The building design is low-rise, consisting of just one story. This structure has 20 units with sizes ranging from 410 to 778 square feet. Homebuyers can find 1-bedroom layouts in this building. Prices for these units range from $380,000 to $415,000. This gives potential buyers options for different budgets and preferences. The building was constructed in 1905, adding a touch of history and character to the area. Residents appreciate the amenities, which include laundry facilities and hot water services. Public transportation options are readily available, making travel around the area easier. Nearby parks provide green space for relaxation or outdoor activities. The building is close to several popular dining options. Rod Dee Thai Cuisine, Vittorios Grill, and Pizzeria Dante are great choices for a meal. Local eateries help to enrich the neighborhood with diverse culinary offerings. Living in Brookline offers access to the nearby Charles River. This nearby water body adds to the charm of the neighborhood. Overall, the building combines a historic ambiance with modern living conveniences, appealing to various buyers.

Next

Description

34-36-38 Winchester Street Condominiums sits in Brookline, at the intersection of Tremont Street and Ruggles Street. The building design is low-rise, consisting of just one story. This structure has 20 units with sizes ranging from 410 to 778 square feet. Homebuyers can find 1-bedroom layouts in this building. Prices for these units range from $380,000 to $415,000. This gives potential buyers options for different budgets and preferences. The building was constructed in 1905, adding a touch of history and character to the area. Residents appreciate the amenities, which include laundry facilities and hot water services. Public transportation options are readily available, making travel around the area easier. Nearby parks provide green space for relaxation or outdoor activities. The building is close to several popular dining options. Rod Dee Thai Cuisine, Vittorios Grill, and Pizzeria Dante are great choices for a meal. Local eateries help to enrich the neighborhood with diverse culinary offerings. Living in Brookline offers access to the nearby Charles River. This nearby water body adds to the charm of the neighborhood. Overall, the building combines a historic ambiance with modern living conveniences, appealing to various buyers.

34-36-38 Winchester Street Condominiums Market Stats Last 12 months

Avg. Listed Price-

Avg. Sale Price-
Year over year list price0.00%

Year over year sale price 0.00%
Total Listings0 Listed

Total sold0 Sold
Average Days on Market0 days

Average HOA fees per sqft-
Next

Market Stats

Year over year list price0.00%

Year over year sale price0.00%
Total Listings0 Listed

Total sold0 Sold
Average Days on Market0 days

Average HOA fees per sqft-

Glen Gardens Estate Availability & Demand

Unit Availability

-
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

-
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

34-36-38 Winchester Street Condominiums Inventory & Sale History

UnitSize (sqft)BedsBathsDays On MarketDateStatusPrice
Unit 6641011932025-07-18
MLS#: 73360238
Closed$380,000
Unit 22447111052022-05-31
MLS#: 72942878
Closed$415,000
Unit 1166011412016-06-06
MLS#: 71994376
Closed$476,000
Unit 1
1

1 Beds

1 Baths

660 sqft


DateStatusPrice
2016-06-06Closed$476,000
MLS#: 71994376
Days On Market41
Unit 2
2

1 Beds

1 Baths

447 sqft


DateStatusPrice
2022-05-31Closed$415,000
MLS#: 72942878
Days On Market105
Unit 6
6

1 Beds

1 Baths

410 sqft


DateStatusPrice
2025-07-18Closed$380,000
MLS#: 73360238
Days On Market93
View Complete Unit Listing HistorySource By: MLSPIN

Amenities

One of the best parts of living here is the array of on-site amenities designed to cater to bustling lifestyles. You can enjoy the convenience of laundry facilities, and hot water is included, making daily chores a breeze. Plus, the proximity to public transportation means that commuting into Boston or exploring nearby neighborhoods is convenient and hassle-free. Additionally, a nearby park beckons for spontaneous outdoor adventures or a peaceful weekend picnic, perfect for enjoying the fresh air with friends or a good book.

Next

Amenities Description

One of the best parts of living here is the array of on-site amenities designed to cater to bustling lifestyles. You can enjoy the convenience of laundry facilities, and hot water is included, making daily chores a breeze. Plus, the proximity to public transportation means that commuting into Boston or exploring nearby neighborhoods is convenient and hassle-free. Additionally, a nearby park beckons for spontaneous outdoor adventures or a peaceful weekend picnic, perfect for enjoying the fresh air with friends or a good book.

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

Amenities

Laundry

Laundry

Policies

When entering a community, it's nice to have clarity on what to expect. Good news! There are no restrictive policies to worry about here, which means you can enjoy your home with peace of mind.

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)
34-36-38 Winchester Street Condominiums--
36 Winchester St$927/sqft.$2 /sqft.
97 Mason Ter$747/sqft.$3 /sqft.
99 Winchester St$1,265/sqft.$2 /sqft.
1450-1454 Beacon St$750/sqft.$2 /sqft.
1450-1454 Beacon St$759/sqft.$2 /sqft.

Nearby Schools

Situated in Coolidge Corner, 34-36-38 Winchester Street Condominiums is surrounded by schools within a 2-mile radius. Nearby educational options simplify school commutes and daily schedules. Families enjoy improved convenience and accessibility. This well-connected area supports long-term residential living.

Edward Devotion School

B
Public|Grades KG–8
345 Harvard St|0.3 miles away

Michael Driscoll School

A
Public|Grades PK–8
64 Westbourne Ter|0.43 miles away

Bay Cove Academy

--
Private|Grades 8–12
156 Lawton St|0.54 miles away

Torah Academy

--
Private|Grades PK–8
11 Williston Rd|0.61 miles away

Pierce School

A
Public|Grades KG–8
50 School St|0.61 miles away

Brookline High School

B+
Public|Grades 9–12
115 Greenough St|0.64 miles away
Next

Schools

arrow rightWhat to know about schoolsarrow right
Next

Description

Situated in Coolidge Corner, 34-36-38 Winchester Street Condominiums is surrounded by schools within a 2-mile radius. Nearby educational options simplify school commutes and daily schedules. Families enjoy improved convenience and accessibility. This well-connected area supports long-term residential living.

Edward Devotion School

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

Michael Driscoll School

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

Bay Cove Academy

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

Torah Academy

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

Pierce School

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

Brookline High School

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

Baldwin Early Learning Center

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

Brookline Early Education Program at Beacon

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

Amos A. Lawrence School

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

Yeshiva Ohr Yisroel

--
Private|Grades 9–12
74 Corey Rd|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

Brookline Early Education Program at Clark Road

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

Maimonides School Elementary Section

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

St Herman of Alaska Christian School

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

Jackson Mann K-8 School

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

Horace Mann School For The Deaf

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

Ivy Street School

--
Private|Grades 8–12
200 Ivy St|Less than 1 Mile Away

John D. Runkle School

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

William H. Lincoln School

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

The Lynch Center

--
Public|Grades PK–PK
599 Brookline Ave|Less than 1 Mile Away

Kennedy Day School

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

New England Hebrew Academy

--
Private|Grades PK–8
11 Essex St|Less than 1 Mile Away

Brighton High School

F
Public|Grades 9–12
25 Warren St|1.02 Miles Away

Winsor School

--
Private|Grades 5–12
103 Pilgrim Rd|1.07 Miles Away

Boston Green Academy

D+
Public|Grades 6–12
20 Warren St|1.08 Miles Away

St Joseph Preparatory High School

--
Private|Grades 9–12
617 Cambridge St|1.08 Miles Away

Boston University Academy

--
Private|Grades 9–12
1 University Rd|1.12 Miles Away

Morse

B
Public|Grades PK–5
40 Granite St|1.24 Miles Away

Gardner Pilot Academy

D+
Public|Grades PK–8
30 Athol St|1.32 Miles Away

German International School Boston

--
Private|Grades PK–12
57 Holton St|1.33 Miles Away

Mesivta High School of Greater Boston

--
Private|Grades 9–12
34 Sparhawk St|1.36 Miles Away

Boston Latin School

A-
Public|Grades 7–12
78 Avenue Louis Pa...|1.39 Miles Away

Heath School

A
Public|Grades PK–8
100 Eliot St|1.42 Miles Away

Malik Academy/ Al Bustan Preschool

--
Private|Grades PK–KG
808 Memorial Dr St...|1.44 Miles Away

St Columbkille Partnership School

--
Private|Grades PK–8
25 Arlington St|1.45 Miles Away

Winship Elementary School

C+
Public|Grades PK–5
54 Dighton St|1.45 Miles Away

Roxbury Preparatory Charter School

C+
Public|Grades 5–12
120 Fisher Ave|1.54 Miles Away

James W Hennigan

C
Public|Grades KG–8
200 Heath St|1.56 Miles Away

West Zone Early Learning Center

--
Public|Grades EE–1
200 Heath St|1.56 Miles Away

Maurice J. Tobin K-8 School

C-
Public|Grades PK–8
40 Smith St|1.64 Miles Away

Yeshiva Ohr Yisrael High School for Boys

--
Private|Grades 9–12
325 Reservoir Rd|1.65 Miles Away

Thomas Edison K-8 School

C-
Public|Grades PK–8
60 Glenmont Rd|1.67 Miles Away

Fenway High School

D+
Public|Grades 9–12
67 Alleghany St|1.68 Miles Away

Amigos School

A-
Public|Grades PK–8
15 Upton St|1.76 Miles Away

Curley K-8 School

D+
Public|Grades PK–8
493 Centre St|1.80 Miles Away

John F. Kennedy Elementary School

C+
Public|Grades PK–5
7 Bolster St|1.81 Miles Away

Lyon Upper 9-12 School

D-
Public|Grades 9–12
95 Beechcroft St|1.82 Miles Away

Mary Lyon K-8 School

--
Public|Grades KG–8
50 Beechcroft St|1.82 Miles Away

The Park School

--
Private|Grades PK–8
171 Goddard Ave|1.82 Miles Away

Transit

34-36-38 Winchester Street Condominiums offers strong public transit access in Coolidge Corner, Brookline, with multiple transportation options located within a 2-mile radius. Nearby Bus, Tram, Rail allow residents to move efficiently across the city without relying on a car. This transit-oriented location supports daily commuting, errands, and weekend travel. Excellent connectivity adds convenience and long-term livability to the neighborhood.

100 S Huntington Ave

1.24 miles away|24 min walk

105 S Huntington Ave

1.24 miles away|24 min walk

106 Heath St opp Bickford Ave

1.72 miles away|34 min walk

1079 Commonwealth Ave

0.74 miles away|15 min walk

107 Heath St opp Bickford Ave

1.71 miles away|33 min walk

125 Western Ave

1.5 miles away|29 min walk
Next

Transit

arrow rightWhat to know about transitarrow right
Next

Description

34-36-38 Winchester Street Condominiums offers strong public transit access in Coolidge Corner, Brookline, with multiple transportation options located within a 2-mile radius. Nearby Bus, Tram, Rail allow residents to move efficiently across the city without relying on a car. This transit-oriented location supports daily commuting, errands, and weekend travel. Excellent connectivity adds convenience and long-term livability to the neighborhood.

100 S Huntington Ave

1.24 miles away|24 min walk

105 S Huntington Ave

1.24 miles away|24 min walk

106 Heath St opp Bickford Ave

1.72 miles away|34 min walk

1079 Commonwealth Ave

0.74 miles away|15 min walk

107 Heath St opp Bickford Ave

1.71 miles away|33 min walk

125 Western Ave

1.5 miles away|29 min walk

130 Western Ave

1.49 miles away|29 min walk

132 Brookline Ave opp Fullerton St

1.4 miles away|27 min walk

177 Heath St opp Walden St

1.63 miles away|32 min walk

239 N Beacon St

1.52 miles away|30 min walk

30 Annunciation Rd

1.9 miles away|37 min walk

34 Heath St opp Bromley St

1.86 miles away|36 min walk

367 Western Ave opp Brighton Mills Mall

1.53 miles away|30 min walk

445 Western Ave

1.56 miles away|30 min walk

450 Western Ave

1.55 miles away|30 min walk

495 Western Ave

1.59 miles away|31 min walk

677 Huntington Ave

1.38 miles away|27 min walk

684 Washington St

0.4 miles away|8 min walk

69 Annunciation Rd

1.84 miles away|36 min walk

75 St. Alphonsus St

1.5 miles away|29 min walk

7 Winship St

1.25 miles away|25 min walk

835 Huntington Ave opp Parker Hill Ave

1.14 miles away|22 min walk

850 Boylston St

1.52 miles away|30 min walk

Allston Street

0.65 miles away|13 min walk

Amesbury St @ Vassar St

1.44 miles away|28 min walk

Amory Street

0.91 miles away|18 min walk

Amory Street - Amory St

0.94 miles away|19 min walk

Amory Street - Buick St Saint Paul St

0.89 miles away|17 min walk

Annunciation Rd & Albert St

1.94 miles away|38 min walk

Arsenal St @ Arlington St

1.95 miles away|38 min walk

Arsenal St @ Forge Rd

1.89 miles away|37 min walk

Ave Louis Pasteur @ Longwood Ave

1.33 miles away|26 min walk

Ave Louis Pasteur @ The Fenway

1.38 miles away|27 min walk

Babcock Street

0.77 miles away|15 min walk

Babcock Street - Babcock St

0.75 miles away|15 min walk

Babcock Street - Harry Agganis Way Pleasant St

0.8 miles away|16 min walk

Back of the Hill

1.19 miles away|23 min walk

Beaconsfield

0.76 miles away|15 min walk

Beaconsfield - Beaconsfield Rd

0.75 miles away|15 min walk

Beaconsfield - Clark Rd

0.76 miles away|15 min walk

Beaconsfield - Dean Rd Beacon St

0.8 miles away|16 min walk

Beaconsfield - Parking Lot

0.77 miles away|15 min walk

Beacon St @ Raleigh St

1.69 miles away|33 min walk

Birmingham Pkwy @ Soldiers Field Rd

1.91 miles away|37 min walk

Blandford Street

1.5 miles away|29 min walk

Boston College

1.99 miles away|39 min walk

Boston College - Commonwealth Ave @ Lake St

1.97 miles away|38 min walk

Boston Landing

1.21 miles away|24 min walk

Boston Landing - Guest St @ Arthur St

1.23 miles away|24 min walk

Boston University Central

1.19 miles away|23 min walk

The Neighbourhood: Coolidge Corner

Coolidge Corner is a lively shopping and transportation hub in Norfolk County. The area has numerous small boutiques, cafes, and restaurants along the main streets. It has a historic theater, a public library, and small green parks. You can find grocery stores, banks, health clinics, and pharmacies nearby. The district hosts seasonal markets and local events. The area sits on several bus routes and the light rail line, and transportation links make travel to nearby cities easy. Bike lanes and walkable streets help short trips. The district offers quick access to main roads for drivers.

Next

Neighbourhood Description

Coolidge Corner is a lively shopping and transportation hub in Norfolk County. The area has numerous small boutiques, cafes, and restaurants along the main streets. It has a historic theater, a public library, and small green parks. You can find grocery stores, banks, health clinics, and pharmacies nearby. The district hosts seasonal markets and local events. The area sits on several bus routes and the light rail line, and transportation links make travel to nearby cities easy. Bike lanes and walkable streets help short trips. The district offers quick access to main roads for drivers.

Similar Buildings Nearby

Add to favoritesAdd to favorites (hover)
36 Winchester St
36 Winchester St, Brookline, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
38 Winchester St
38 Winchester St, Brookline, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
38 Winchester St
38 Winchester, Brookline, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
97 Mason Ter
97 Mason Ter, Brookline, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
36 Winchester St
36 Winchester St, Brookline, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
38 Winchester St
38 Winchester St, Brookline, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
38 Winchester St
38 Winchester, Brookline, MA
Click to see listings
View All Similar Buildings

34-36-38 Winchester Street Condominiums Demographics

Age Demographics

0–14 Years

10.15%

15–29 Years

41.71%

30–44 Years

20.13%

45–59 Years

11.72%

60+ Years

16.29%

Commute

32.43%

Transit

14.82%

Walk

27.76%

Drive

5.08%

Bike

Housing Ownership

30.39%

Owner Occupied

69.61%

Rental Units

Household Types

Single Family
21.68%
Multi Family
3.79%
Single Person
37.55%
Multi Person
62.45%

Average Income

Household:$9,615,885.47 /yr

Individual:$6,256,886.65 /yr

Education

Bachelors Degree33.19%
High School College6.94%
Diploma1.96%
Post Graduate48.1%
Others9.81%
Next

Education

Diploma1.96%
Post Graduate48.1%
Others9.81%
Get the HelloCondo Newsletter
Real-estate tips, insights, and market reports in your inbox.
Newsletter
  1. Home
  2. /Brookline, MA
  3. /
    34-36-38 Winchester Street Condominiums
Nearby Cities
Medfield
Buildings
138 Mason Ter
147 Mason Ter
19 Winchester St
19 Winchester Street
26 Summit Ave
30 Summit Ave
32 Summit Ave
34-36-38 Winchester Street Con...
36 Summit
36 Winchester St
38 Winchester St
44 Atherton Rd
50 Winchester St
51 Winchester St
63 Summit Avenue Condominium
Condo@20 Winchester St
Corey Hill Condominium
Linden Plaza
Neighborhoods
Assembly SquareBall SquareBentley
Beverly CoveBeverly FarmsBrickbottomBridge Street NeckCedarwoodCoburnvilleCourt ParkDiamond DistrictDowntown BeverlyFolly HillHighlandsHyde ParkMishawumOak HillPoets AreaUpper Revere StreetWellesley Square
ZIP Codes
017020175401778
0180101803018240184001913019220203502053020810212902135021430214802170021910245202460
Community
10 Beaufort Road Condominiums10-14 Park Vale Avenue Apartments10-14 Sydney Street Condominiums
10-32A Glenville Avenue Apartments100 Boatswains Way100 Captains Row100 Commandants Way100 High Street Condominiums100 Main Street100 Pond Street100 Riverway101 Prince Street101-107 Winthrop Road103 Alban Street105 Beacon Street105 West 3rd Street107 Chestnut Street108 Mount Vernon Street108 Washington Street109 Beach Street
HelloCondo Logo
HelloCondo Logo
HelloCondo Is The #1 Condo Search Platform And Real Estate Recommendation Engine. Search, Find And Buy The Perfect Condo And Get Matched With The Best Agents. Finding A Condo Has Never Been So Easy.

HelloCondo is a division of HelloCasa, LLC

FacebookIconInstagramIconXIconRedditIcon

HelloCondo

Find A RealtorTerms of UsePrivacy PolicyCalifornia Privacy NoticeAccessibility PolicyCCPA Notice on CollectionDMCABrowseNYS Standard Operating ProcedureNYS Fair Housing Notice

Contact

LocationIcon
300 Galleria Pkwy SE, Suite 1500,
Atlanta, GA 30339
PhoneICon
(855) 625-0319
EmailIConhello@hellocondo.com
Contact Us

For Sale

Condos for saleTownhomes for sale
AgentIcon
LocationIcon

The Market

Lindsay Higgins

PO Box 290148 Boston, MA 02129

PhoneICon781-789-2740
EmailIConLindsay@TheMarket.Properties
© HelloCondo 2026. All Rights Reserved.