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. CHESTNUT STREET CONDOMINIUMS
Add to favoritesAdd to favorites (hover)
Save
leftArrow
Add to favoritesAdd to favorites (hover)

CHESTNUT STREET CONDOMINIUMS

105 Chestnut, Brookline, MA, 02445

YEAR BUILT

1955

# STORIES

1

# TOTAL UNITS

12

UNIT SIZE RANGE

668-768 sqft

Description

Chestnut Street Condominiums sits at 105 Chestnut in Brookline, MA. This building is a low-rise structure with 1 story. It stands out with its simple architecture and neighborhood charm. It was built in 1955 and has a total of 12 units. Units range from 668 to 768 square feet and offer 2 bedrooms each. Pricing varies, with units selling between $275,000 and $525,000. This price range provides options for different budgets. Each unit provides good living space for families or individuals. The location is near the intersection of South Street and Carolina Avenue. Residents enjoy easy access to nearby parks, public transportation, and highway connections. The nearby Charles River adds to the area’s appeal with its scenic views and recreational opportunities. Local amenities include hot water services and access to houses of worship. Public schools, like Brookline Housing Learning Center, are close by. For dining, Cafe Society offers a great nearby option. Green spaces and conservation areas also surround the community. The building mixes a residential vibe with nearby urban conveniences. It invites a relaxed lifestyle while remaining close to essential services and recreation. This balance makes it an attractive choice for potential buyers.

Building ImageMLS ID #71148477
Building ImageMLS ID #71148477
Building Image
Building ImageView Listing

CHESTNUT STREET CONDOMINIUMS

105 Chestnut, Brookline, MA, 02445

YEAR BUILT

1955

# STORIES

1

# TOTAL UNITS

12

UNIT SIZE RANGE

668-768 sqft

Description

Chestnut Street Condominiums sits at 105 Chestnut in Brookline, MA. This building is a low-rise structure with 1 story. It stands out with its simple architecture and neighborhood charm. It was built in 1955 and has a total of 12 units. Units range from 668 to 768 square feet and offer 2 bedrooms each. Pricing varies, with units selling between $275,000 and $525,000. This price range provides options for different budgets. Each unit provides good living space for families or individuals. The location is near the intersection of South Street and Carolina Avenue. Residents enjoy easy access to nearby parks, public transportation, and highway connections. The nearby Charles River adds to the area’s appeal with its scenic views and recreational opportunities. Local amenities include hot water services and access to houses of worship. Public schools, like Brookline Housing Learning Center, are close by. For dining, Cafe Society offers a great nearby option. Green spaces and conservation areas also surround the community. The building mixes a residential vibe with nearby urban conveniences. It invites a relaxed lifestyle while remaining close to essential services and recreation. This balance makes it an attractive choice for potential buyers.

Next

Description

Chestnut Street Condominiums sits at 105 Chestnut in Brookline, MA. This building is a low-rise structure with 1 story. It stands out with its simple architecture and neighborhood charm. It was built in 1955 and has a total of 12 units. Units range from 668 to 768 square feet and offer 2 bedrooms each. Pricing varies, with units selling between $275,000 and $525,000. This price range provides options for different budgets. Each unit provides good living space for families or individuals. The location is near the intersection of South Street and Carolina Avenue. Residents enjoy easy access to nearby parks, public transportation, and highway connections. The nearby Charles River adds to the area’s appeal with its scenic views and recreational opportunities. Local amenities include hot water services and access to houses of worship. Public schools, like Brookline Housing Learning Center, are close by. For dining, Cafe Society offers a great nearby option. Green spaces and conservation areas also surround the community. The building mixes a residential vibe with nearby urban conveniences. It invites a relaxed lifestyle while remaining close to essential services and recreation. This balance makes it an attractive choice for potential buyers.

CHESTNUT 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

CHESTNUT STREET CONDOMINIUMS Inventory & Sale History

UnitSize (sqft)BedsBathsDays On MarketDateStatusPrice
Unit 5571821702021-09-22
MLS#: 72865280
Closed$525,000
Unit 5571821882014-07-07
MLS#: 71658753
Closed$335,000
Unit 4471821922005-09-22
MLS#: 70214082
Closed$288,000
Unit 4
4

2 Beds

1 Baths

718 sqft


DateStatusPrice
2005-09-22Closed$288,000
MLS#: 70214082
Days On Market92
Unit 5
5

2 Beds

1 Baths

718 sqft


DateStatusPrice
2021-09-22Closed$525,000
MLS#: 72865280
Days On Market70
Unit 5
5

2 Beds

1 Baths

718 sqft


DateStatusPrice
2014-07-07Closed$335,000
MLS#: 71658753
Days On Market88
View Complete Unit Listing HistorySource By: MLSPIN

Amenities

Living at CHESTNUT STREET CONDOMINIUMS means enjoying some delightful amenities that make life easier. You’ll appreciate the hot water service, which ensures comfort throughout the seasons. The building's location provides easy access to highways and public transportation, perfect for commuting or exploring Boston’s vibrant offerings. With nearby parks and conservation areas, you can enjoy the beautiful nature that Brookline has to offer all year round.

Next

Amenities Description

Living at CHESTNUT STREET CONDOMINIUMS means enjoying some delightful amenities that make life easier. You’ll appreciate the hot water service, which ensures comfort throughout the seasons. The building's location provides easy access to highways and public transportation, perfect for commuting or exploring Boston’s vibrant offerings. With nearby parks and conservation areas, you can enjoy the beautiful nature that Brookline has to offer all year round.

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

Storage

Storage

Policies

While your search for a new home can come with excitement, it's important to be aware of building policies. CHESTNUT STREET CONDOMINIUMS has introduced some restrictions. So, it’s good practice to keep these in mind during your home search to ensure they align with your lifestyle.

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)
CHESTNUT STREET CONDOMINIUMS--
105 Franklin St. Condominium$826/sqft.$3 /sqft.
241 Perkins$658/sqft.$2 /sqft.
195 High St$780/sqft.$2 /sqft.
195 High St$780/sqft.$2 /sqft.
22 Chestnut Pl$654/sqft.$3 /sqft.

Nearby Schools

CHESTNUT STREET CONDOMINIUMS is located near 50+ schools throughout Brookline. Schools within a 2-mile radius provide dependable access for families. Convenient proximity supports smoother daily routines. This location enhances residential comfort.

William H. Lincoln School

A-
Public|Grades KG–8
19 Kennard Rd|0.43 miles away

Brookline Early Education Program at Clark Road

--
Public|Grades PK–PK
333 Washington St ...|0.5 miles away

Maimonides School Elementary Section

--
Private|Grades KG–5
34 Philbrick Rd|0.54 miles away

Maimonides

--
Private|Grades PK–12
34 Philbrick Rd|0.56 miles away

Curley K-8 School

D+
Public|Grades PK–8
493 Centre St|0.67 miles away

Brookline High School

B+
Public|Grades 9–12
115 Greenough St|0.67 miles away
Next

Schools

arrow rightWhat to know about schoolsarrow right
Next

Description

CHESTNUT STREET CONDOMINIUMS is located near 50+ schools throughout Brookline. Schools within a 2-mile radius provide dependable access for families. Convenient proximity supports smoother daily routines. This location enhances residential comfort.

William H. Lincoln School

A-
Public|Grades KG–8
19 Kennard 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

Maimonides

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

Curley K-8 School

D+
Public|Grades PK–8
493 Centre St|Less than 1 Mile Away

Brookline High School

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

The Park School

--
Private|Grades PK–8
171 Goddard Ave|Less than 1 Mile Away

Pierce School

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

The Lynch Center

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

James W Hennigan

C
Public|Grades KG–8
200 Heath St|Less than 1 Mile Away

West Zone Early Learning Center

--
Public|Grades EE–1
200 Heath St|Less than 1 Mile Away

John F. Kennedy Elementary School

C+
Public|Grades PK–5
7 Bolster St|Less than 1 Mile Away

Roxbury Preparatory Charter School

C+
Public|Grades 5–12
120 Fisher Ave|1.01 Miles Away

John D. Runkle School

A-
Public|Grades PK–8
50 Druce St|1.15 Miles Away

Nativity Preparatory School

--
Private|Grades 4–8
39 Lamartine St|1.16 Miles Away

Amos A. Lawrence School

A-
Public|Grades KG–8
27 Francis St|1.17 Miles Away

Hollow Reed School

--
Private|Grades PK–KG
93 Sedgwick St|1.23 Miles Away

British International School of Boston

--
Private|Grades PK–12
416 Pond St|1.23 Miles Away

Mission Hill K-8 School

D
Public|Grades PK–8
20 Child St|1.23 Miles Away

Margarita Muniz Academy

D-
Public|Grades 9–12
20 Child St|1.25 Miles Away

Ellis Mendell Elementary School

C-
Public|Grades PK–5
164 School St|1.26 Miles Away

Heath School

A
Public|Grades PK–8
100 Eliot St|1.27 Miles Away

Meridian Academy

--
Private|Grades 6–12
54 Brookside Ave|1.30 Miles Away

Torah Academy

--
Private|Grades PK–8
11 Williston Rd|1.30 Miles Away

Joseph P. Manning Elementary School

B-
Public|Grades PK–5
130 Louders Ln|1.32 Miles Away

Michael Driscoll School

A
Public|Grades PK–8
64 Westbourne Ter|1.33 Miles Away

Fenway High School

D+
Public|Grades 9–12
67 Alleghany St|1.36 Miles Away

The English High School

F
Public|Grades 9–12
144 McBride St|1.42 Miles Away

Brookline Early Education Program at Beacon

--
Public|Grades PK–PK
115 Greenough St R...|1.44 Miles Away

Greater Egleston Community High School

--
Public|Grades 9–12
3134 Washington St...|1.44 Miles Away

Italian Home for Children

--
Private|Grades 1–8
1125 Centre St|1.45 Miles Away

Maurice J. Tobin K-8 School

C-
Public|Grades PK–8
40 Smith St|1.46 Miles Away

Edward Devotion School

B
Public|Grades KG–8
345 Harvard St|1.46 Miles Away

Winsor School

--
Private|Grades 5–12
103 Pilgrim Rd|1.47 Miles Away

Community Academy

--
Public|Grades 9–12
25 Glen Rd|1.47 Miles Away

Yeshiva Ohr Yisroel

--
Private|Grades 9–12
74 Corey Rd|1.50 Miles Away

Rafael Hernandez K-8 School

D+
Public|Grades PK–8
61 School St|1.50 Miles Away

Boston Latin School

A-
Public|Grades 7–12
78 Avenue Louis Pa...|1.51 Miles Away

Baldwin Early Learning Center

--
Public|Grades EE–1
121 Corey Rd|1.51 Miles Away

Apple Orchard School

--
Private|Grades PK–KG
282D Newton St|1.53 Miles Away

Malik Academy

--
Private|Grades 1–8
100 Malcolm X Blvd|1.65 Miles Away

David A. Ellis Elementary School

F
Public|Grades PK–5
302 Walnut Ave|1.68 Miles Away

Nathan Hale Elementary School

B+
Public|Grades PK–5
51 Cedar St|1.69 Miles Away

Higginson K-2 School

--
Public|Grades PK–2
160 Harrishof St|1.70 Miles Away

Yeshiva Ohr Yisrael High School for Boys

--
Private|Grades 9–12
325 Reservoir Rd|1.74 Miles Away

James P. Timilty Middle School

D
Public|Grades 6–8
205 Roxbury St|1.75 Miles Away

Ivy Street School

--
Private|Grades 8–12
200 Ivy St|1.75 Miles Away

Madison Park High

F
Public|Grades 9–12
75 Malcolm X Blvd|1.81 Miles Away

Bay Cove Academy

--
Private|Grades 8–12
156 Lawton St|1.81 Miles Away

New England Hebrew Academy

--
Private|Grades PK–8
11 Essex St|1.84 Miles Away

Transit

Located in South Brookline, CHESTNUT STREET CONDOMINIUMS is surrounded by 50+ public transit options within 2 miles. Residents enjoy easy access to well-connected transit routes serving key areas of Brookline. Reliable public transportation simplifies commuting and enhances everyday mobility. This accessible setting promotes a connected and efficient urban lifestyle.

100 S Huntington Ave

0.78 miles away|15 min walk

105 S Huntington Ave

0.77 miles away|15 min walk

106 Heath St opp Bickford Ave

1.15 miles away|22 min walk

1079 Commonwealth Ave

1.96 miles away|38 min walk

107 Heath St opp Bickford Ave

1.14 miles away|22 min walk

1200 Centre St opp VFW Pkwy

1.9 miles away|37 min walk
Next

Transit

arrow rightWhat to know about transitarrow right
Next

Description

Located in South Brookline, CHESTNUT STREET CONDOMINIUMS is surrounded by 50+ public transit options within 2 miles. Residents enjoy easy access to well-connected transit routes serving key areas of Brookline. Reliable public transportation simplifies commuting and enhances everyday mobility. This accessible setting promotes a connected and efficient urban lifestyle.

100 S Huntington Ave

0.78 miles away|15 min walk

105 S Huntington Ave

0.77 miles away|15 min walk

106 Heath St opp Bickford Ave

1.15 miles away|22 min walk

1079 Commonwealth Ave

1.96 miles away|38 min walk

107 Heath St opp Bickford Ave

1.14 miles away|22 min walk

1200 Centre St opp VFW Pkwy

1.9 miles away|37 min walk

132 Brookline Ave opp Fullerton St

1.88 miles away|37 min walk

145 Grove St opp Bellingham Rd

1.89 miles away|37 min walk

177 Heath St opp Walden St

1.02 miles away|20 min walk

205 Roxbury St

1.73 miles away|34 min walk

30 Annunciation Rd

1.85 miles away|36 min walk

34 Heath St opp Bromley St

1.26 miles away|25 min walk

3867 Washington St opp Tollgate Way

1.91 miles away|37 min walk

42A John Eliot Sq

1.75 miles away|34 min walk

677 Huntington Ave

1.34 miles away|26 min walk

684 Washington St

1.15 miles away|23 min walk

69 Annunciation Rd

1.74 miles away|34 min walk

75 St. Alphonsus St

1.4 miles away|27 min walk

775 Centre St

1.06 miles away|21 min walk

835 Huntington Ave opp Parker Hill Ave

1 miles away|20 min walk

850 Boylston St

1.28 miles away|25 min walk

Allston Street

1.84 miles away|36 min walk

Amory Street

1.94 miles away|38 min walk

Amory Street - Amory St

1.94 miles away|38 min walk

Amory Street - Buick St Saint Paul St

1.93 miles away|37 min walk

Annunciation Rd & Albert St

1.85 miles away|36 min walk

Arborway @ Courthouse

1.72 miles away|34 min walk

Arborway opp Courthouse

1.7 miles away|33 min walk

Ave Louis Pasteur @ Longwood Ave

1.47 miles away|29 min walk

Ave Louis Pasteur @ The Fenway

1.63 miles away|32 min walk

Babcock Street

1.93 miles away|37 min walk

Babcock Street - Babcock St

1.93 miles away|38 min walk

Babcock Street - Harry Agganis Way Pleasant St

1.93 miles away|37 min walk

Back of the Hill

0.77 miles away|15 min walk

Beaconsfield

1.16 miles away|23 min walk

Beaconsfield - Beaconsfield Rd

1.16 miles away|23 min walk

Beaconsfield - Clark Rd

1.15 miles away|23 min walk

Beaconsfield - Dean Rd Beacon St

1.23 miles away|24 min walk

Beaconsfield - Parking Lot

1.18 miles away|23 min walk

Boylston St @ Chestnut Hill Ave

1.01 miles away|20 min walk

Boylston St @ Clark Rd

0.47 miles away|9 min walk

Boylston St @ Heath St

0.97 miles away|19 min walk

Boylston St @ Jersey St

1.97 miles away|38 min walk

Boylston St @ Kennard Rd

0.45 miles away|9 min walk

Boylston St @ Norfolk Rd

1.8 miles away|35 min walk

Boylston St @ Randolph Rd

1.78 miles away|35 min walk

Boylston St @ Reservoir Rd

1.26 miles away|25 min walk

Boylston St @ Sumner Rd

0.57 miles away|11 min walk

Boylston St @ Warren St

0.57 miles away|11 min walk

Boylston St @ White Ave

1.12 miles away|22 min walk

The Neighbourhood: South Brookline

South Brookline is a close-in Boston suburb with tree-lined streets. The area has several parks and greenways that support recreational sports, play, and quiet walks. This district offers local shops, cafes, grocery stores, and small commercial businesses along busy corridors. The area serves families with public schools, a community library, and basic health services nearby. It sits near main roads and has regular public transportation links into Boston and nearby towns. Commuter buses and subway lines provide frequent, scheduled service for daily travel and work commutes. The area hosts a mix of restaurants, bakeries, and neighborhood services within walking distance.

Next

Neighbourhood Description

South Brookline is a close-in Boston suburb with tree-lined streets. The area has several parks and greenways that support recreational sports, play, and quiet walks. This district offers local shops, cafes, grocery stores, and small commercial businesses along busy corridors. The area serves families with public schools, a community library, and basic health services nearby. It sits near main roads and has regular public transportation links into Boston and nearby towns. Commuter buses and subway lines provide frequent, scheduled service for daily travel and work commutes. The area hosts a mix of restaurants, bakeries, and neighborhood services within walking distance.

Similar Buildings Nearby

Add to favoritesAdd to favorites (hover)
Washington On The Square
1600 Beacon St., Brookline, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
1600 Beacon St
1600 Beacon St, Brookline, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
RESERVOIR PARK
2012 Commonwealth, Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
99 Chestnut St
99 Chestnut St, Brookline, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
Washington On The Square
1600 Beacon St., Brookline, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
1600 Beacon St
1600 Beacon St, Brookline, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
RESERVOIR PARK
2012 Commonwealth, Boston, MA
Click to see listings
View All Similar Buildings

CHESTNUT STREET CONDOMINIUMS Demographics

Age Demographics

0–14 Years

13.51%

15–29 Years

28.34%

30–44 Years

24.18%

45–59 Years

14.15%

60+ Years

19.82%

Commute

29.76%

Transit

16.36%

Walk

27.28%

Drive

5.48%

Bike

Housing Ownership

40.61%

Owner Occupied

59.39%

Rental Units

Household Types

Single Family
27.89%
Multi Family
3.27%
Single Person
35.39%
Multi Person
64.61%

Average Income

Household:$12,213,905.53 /yr

Individual:$6,994,403.82 /yr

Education

Bachelors Degree28.6%
High School College9.33%
Diploma2.45%
Post Graduate46.23%
Others13.39%
Next

Education

Diploma2.45%
Post Graduate46.23%
Others13.39%
Get the HelloCondo Newsletter
Real-estate tips, insights, and market reports in your inbox.
Newsletter
  1. Home
  2. /Brookline, MA
  3. /
    CHESTNUT STREET CONDOMINIUMS
Nearby Cities
Amesbury
Buildings
101 FRANKLIN ST
105 Franklin St. Condominium
128 Chestnut St
156 Chestnut St
16 Roberts St
179 High St
241 Perkins
275 Cypress
275 Cypress St
276 Cypress St
33 Kendall St
68 Chestnut St
74 Chestnut St
79-105 Chestnut Street Condomi...
85 Chestnut
9 High Street Pl
91 Chestnut St
99 Chestnut St
CHESTNUT STREET CONDOMINIUMS
Neighborhoods
AnglesideBeachmontBentley
CambridgeportCastle HillCedarwoodCentral LynnCoolidge CornerDowntown LowellDowntown WatertownDuck VillageEast CambridgeGloucester CrossingHillsideInner BeltLakeviewLeather DistrictLindenMill HillNewton Centre
ZIP Codes
014600174101778
0186701886019490197001984021160212002121021630219002301023320236402382024640249302576
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.