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  3. Boston, MA
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  5. 101 Chestnut Street
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101 Chestnut Street

101 Chestnut Street, Boston, MA, 02108

YEAR BUILT

1918

# STORIES

2

# TOTAL UNITS

22

UNIT SIZE RANGE

750-3,000 sqft

Description

101 Chestnut Street is a two-story condominium building, first constructed in 1918, offering units with 2, 3, and 4-bedroom configurations. It blends historical architecture with modern amenities, providing residents with essential urban conveniences and a rich living experience. Key amenities include elevator access, on-site laundry facilities, and a well-equipped fitness center. The property also offers hot water as an included service. Residents benefit from various transportation and lifestyle options with nearby public transportation facilities, as well as easy highway access, streamlining commutes and facilitating travel. The building is advantageously located with access to a dedicated bike path, promoting an active lifestyle. A garden area and nearby parks offer green spaces for relaxation and leisure. Cultural and social resources are easily accessible, including local houses of worship. The building is also situated near a conservation area, enhancing its appeal to nature enthusiasts seeking serene surroundings within an urban environment. Despite being a historical build, 101 Chestnut Street integrates necessary modern amenities, making it a viable choice for those who appreciate both classic architecture and contemporary conveniences in a condominium setting.

Building ImageMLS ID #73357969
Building ImageMLS ID #73357969
Building Image
Building ImageView Listing

101 Chestnut Street

101 Chestnut Street, Boston, MA, 02108

YEAR BUILT

1918

# STORIES

2

# TOTAL UNITS

22

UNIT SIZE RANGE

750-3,000 sqft

Description

101 Chestnut Street is a two-story condominium building, first constructed in 1918, offering units with 2, 3, and 4-bedroom configurations. It blends historical architecture with modern amenities, providing residents with essential urban conveniences and a rich living experience. Key amenities include elevator access, on-site laundry facilities, and a well-equipped fitness center. The property also offers hot water as an included service. Residents benefit from various transportation and lifestyle options with nearby public transportation facilities, as well as easy highway access, streamlining commutes and facilitating travel. The building is advantageously located with access to a dedicated bike path, promoting an active lifestyle. A garden area and nearby parks offer green spaces for relaxation and leisure. Cultural and social resources are easily accessible, including local houses of worship. The building is also situated near a conservation area, enhancing its appeal to nature enthusiasts seeking serene surroundings within an urban environment. Despite being a historical build, 101 Chestnut Street integrates necessary modern amenities, making it a viable choice for those who appreciate both classic architecture and contemporary conveniences in a condominium setting.

Next

Description

101 Chestnut Street is a two-story condominium building, first constructed in 1918, offering units with 2, 3, and 4-bedroom configurations. It blends historical architecture with modern amenities, providing residents with essential urban conveniences and a rich living experience. Key amenities include elevator access, on-site laundry facilities, and a well-equipped fitness center. The property also offers hot water as an included service. Residents benefit from various transportation and lifestyle options with nearby public transportation facilities, as well as easy highway access, streamlining commutes and facilitating travel. The building is advantageously located with access to a dedicated bike path, promoting an active lifestyle. A garden area and nearby parks offer green spaces for relaxation and leisure. Cultural and social resources are easily accessible, including local houses of worship. The building is also situated near a conservation area, enhancing its appeal to nature enthusiasts seeking serene surroundings within an urban environment. Despite being a historical build, 101 Chestnut Street integrates necessary modern amenities, making it a viable choice for those who appreciate both classic architecture and contemporary conveniences in a condominium setting.

101 Chestnut Street Market Stats Last 12 months

Avg. Listed Price$5,950,000($2117/Sqft.)

Avg. Sale Price$7,900,000($2634/Sqft.)
Year over year list price0.00%

Year over year sale price 0.00%
Total Listings2 Listed

Total sold1 Sold
Average Days on Market103 days

Average HOA fees per sqft-
Next

Market Stats

Year over year list price0.00%

Year over year sale price0.00%
Total Listings2 Listed

Total sold1 Sold
Average Days on Market103 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

101 Chestnut Street Inventory & Sale History

UnitSize (sqft)BedsBathsDays On MarketDateStatusPrice
Unit RR3000461032025-07-22
MLS#: 73357969
Closed$7,900,000
Unit RR300046862021-12-08
MLS#: 72893873
Closed$6,825,000
Unit RR3000351662018-10-23
MLS#: 72324773
Closed$4,400,000
Unit R
R

4 Beds

6 Baths

3000 sqft


DateStatusPrice
2025-07-22Closed$7,900,000
MLS#: 73357969
Days On Market103
Unit R
R

4 Beds

6 Baths

3000 sqft


DateStatusPrice
2021-12-08Closed$6,825,000
MLS#: 72893873
Days On Market86
Unit R
R

3 Beds

5 Baths

3000 sqft


DateStatusPrice
2018-10-23Closed$4,400,000
MLS#: 72324773
Days On Market166
View Complete Unit Listing HistorySource By: MLSPIN

Amenities

Living at 101 Chestnut Street comes with some delightful benefits that enhance the lifestyle of its residents. An elevator makes coming and going a breeze, especially after a long day or with shopping bags in tow! With an on-site laundry facility available, juggling chores becomes more manageable. Stay active and enjoy the nearby bike path, and find peace in the stunning garden area or conservation space for some fresh air. The fitness center ensures that maintaining your wellness goals is just an elevator ride away. Plus, with public transportation options nearby, you’ll have the city at your fingertips.

Next

Amenities Description

Living at 101 Chestnut Street comes with some delightful benefits that enhance the lifestyle of its residents. An elevator makes coming and going a breeze, especially after a long day or with shopping bags in tow! With an on-site laundry facility available, juggling chores becomes more manageable. Stay active and enjoy the nearby bike path, and find peace in the stunning garden area or conservation space for some fresh air. The fitness center ensures that maintaining your wellness goals is just an elevator ride away. Plus, with public transportation options nearby, you’ll have the city at your fingertips.

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

Amenities

Elevator(s)

Elevator(s)

Security System

Security System

Laundry

Laundry

Storage

Storage

Balcony

Balcony

Policies

For peace of mind, 101 Chestnut Street has policies in place to ensure a harmonious living environment. Restrictions help maintain the quality of life for all residents, ensuring community spirit thrives within these historic walls.

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)
101 Chestnut Street$2,634/sqft.-
Mt Vernon Street Condominium$1,621/sqft.$3 /sqft.
140 Mount Vernon$1,621/sqft.$3 /sqft.
The Lincolnshire$1,406/sqft.$1 /sqft.
92 Beacon St$1,178/sqft.$2 /sqft.
81 Beacon$1,855/sqft.$1 /sqft.

Nearby Schools

Discover top-rated schools located close to 101 Chestnut Street.

Park Street School

--
Private|Grades PK–6
67 Brimmer St|0.03 miles away

The Advent School

--
Private|Grades PK–6
15 Brimmer St|0.17 miles away

Learning Project Elementary School

--
Private|Grades KG–6
107 Marlborough St|0.43 miles away

Snowden International School At Copley

F
Public|Grades 9–12
150 Newbury St|0.68 miles away

Kingsley Montessori School

--
Private|Grades PK–6
26 Exeter St|0.76 miles away

Boston Adult Technical Academy

--
Public|Grades 9–12
20 Church St|0.78 miles away
Next

Schools

Park Street School

--
Private|Grades PK–6
67 Brimmer St|Less than 1 Mile Away

The Advent School

--
Private|Grades PK–6
15 Brimmer St|Less than 1 Mile Away

Learning Project Elementary School

--
Private|Grades KG–6
107 Marlborough St|Less than 1 Mile Away

Snowden International School At Copley

F
Public|Grades 9–12
150 Newbury St|Less than 1 Mile Away

Kingsley Montessori School

--
Private|Grades PK–6
26 Exeter St|Less than 1 Mile Away

Boston Adult Technical Academy

--
Public|Grades 9–12
20 Church St|Less than 1 Mile Away

The Newman School

--
Private|Grades 7–12
247 Marlborough St|Less than 1 Mile Away

The Newman School

--
Private|Grades 7–12
247 Marlborough St|Less than 1 Mile Away

Quincy Upper School

D
Public|Grades 6–12
152 Arlington St|Less than 1 Mile Away

Kingsley Montessori School

--
Private|Grades PK–6
30 Fairfield St|Less than 1 Mile Away

Boston Children's School

--
Private|Grades PK–2
8 Whittier Pl Ste ...|Less than 1 Mile Away

Josiah Quincy Elementary School

C
Public|Grades PK–5
885 Washington St|Less than 1 Mile Away

William Mckinley School

F
Public|Grades KG–12
90 Warren Ave|1.14 Miles Away

Community Charter School of Cambridge

B
Public|Grades 6–12
245 Bent St|1.38 Miles Away

Cathedral High School

--
Private|Grades 7–12
74 Union Park St|1.47 Miles Away

Blackstone Innovation School

D-
Public|Grades PK–5
380 Shawmut Ave|1.48 Miles Away

St John School

--
Private|Grades PK–8
9 Moon St|1.52 Miles Away

Kennedy-Longfellow

D+
Public|Grades PK–5
158 Spring St|1.58 Miles Away

Eliot K-8 School

B-
Public|Grades PK–8
16 Charter St|1.58 Miles Away

Joseph J. Hurley K-8 School

C+
Public|Grades PK–8
70 Worcester St|1.68 Miles Away

Carter Developmental Center

--
Public|Grades 6–12
396 Northampton St|1.70 Miles Away

Fletcher/Maynard Academy

C
Public|Grades PK–5
225 Windsor St|1.91 Miles Away

Edward M. Kennedy Academy for Health Careers

C
Public|Grades 9–12
360 Huntington Ave...|1.94 Miles Away

Cambridge Street Upper School

C-
Public|Grades 6–8
840 Cambridge St|1.97 Miles Away

King Open

B
Public|Grades PK–5
850 Cambridge St|1.99 Miles Away

Warren / Prescott K-8 School

B-
Public|Grades PK–8
50 School St|2.09 Miles Away

Harvard / Kent Elementary School

C-
Public|Grades PK–5
50 Bunker Hill St|2.14 Miles Away

Clarence R. Edwards Middle School

--
Public|Grades 6–8
28 Walker St|2.14 Miles Away

Cambridgeport

C+
Public|Grades PK–5
89 Elm St|2.14 Miles Away

James Condon K-8 School

C-
Public|Grades PK–8
200 D St|2.17 Miles Away

Prospect Hill Academy Charter School

C
Public|Grades KG–12
50 Essex St|2.24 Miles Away

Charlestown High School

D-
Public|Grades 9–12
240 Medford St|2.34 Miles Away

Orchard Gardens K-8 School

D
Public|Grades PK–8
906 Albany St|2.46 Miles Away

Amigos School

A-
Public|Grades PK–8
15 Upton St|2.57 Miles Away

Boston Collaborative High School

--
Public|Grades 10–12
215 Dorchester St|2.60 Miles Away

Up Academy Boston

C-
Public|Grades 6–8
215 Dorchester St|2.60 Miles Away

John D. O'Bryant School of Mathematics and Science

A-
Public|Grades 7–12
55 Malcolm X Blvd|2.62 Miles Away

Madison Park High

F
Public|Grades 9–12
75 Malcolm X Blvd|2.63 Miles Away

East Boston Central Catholic School

--
Private|Grades PK–8
69 London St|2.64 Miles Away

Capuano Early Childhood Center

--
Public|Grades PK–KG
150 Glen St|2.65 Miles Away

Boston University Academy

--
Private|Grades 9–12
1 University Rd|2.65 Miles Away

Boston Latin School

A-
Public|Grades 7–12
78 Avenue Louis Pa...|2.68 Miles Away

Transit

Experience convenience and connectivity with premium transit options just moments away.

Arlington - Public Garden

0.43 miles away|9 min walk

Arlington

0.44 miles away|9 min walk

Arlington - Elevator Boylston St

0.44 miles away|9 min walk

Arlington - Arlington St (East)

0.46 miles away|9 min walk

Arlington - Arlington St (West)

0.46 miles away|9 min walk

285 Tremont St

0.8 miles away|16 min walk
Next

Transit

Arlington - Public Garden

0.43 miles away|9 min walk

Arlington

0.44 miles away|9 min walk

Arlington - Elevator Boylston St

0.44 miles away|9 min walk

Arlington - Arlington St (East)

0.46 miles away|9 min walk

Arlington - Arlington St (West)

0.46 miles away|9 min walk

285 Tremont St

0.8 miles away|16 min walk

Ames St @ Main St

1.26 miles away|25 min walk

Aquarium - State St opp McKinley Sq

1.34 miles away|26 min walk

Aquarium - State St (North)

1.35 miles away|26 min walk

Aquarium - State St (South)

1.35 miles away|26 min walk

43 W Dedham St

1.37 miles away|27 min walk

Aquarium - Surface Rd @ State St

1.39 miles away|27 min walk

Aquarium

1.45 miles away|28 min walk

Aquarium - Waterfront and New England Aquarium

1.46 miles away|28 min walk

84 Massachusetts Ave

1.49 miles away|29 min walk

77 Massachusetts Ave

1.51 miles away|29 min walk

Albany St @ Randolph St

1.63 miles away|32 min walk

Albany St opp Randolph St

1.64 miles away|32 min walk

Albany St @ Wareham St

1.74 miles away|34 min walk

540 Albany St opp Wareham St

1.74 miles away|34 min walk

Albany St @ E Dedham St

1.8 miles away|35 min walk

350 Summer St

1.85 miles away|36 min walk

250 Dorchester Avenue

1.9 miles away|37 min walk

400 Summer St

1.9 miles away|37 min walk

360 Huntington Ave

1.92 miles away|37 min walk

Adams St @ Lowney Way

1.93 miles away|38 min walk

Albany St opp E Newton St

1.94 miles away|38 min walk

91 E Concord St

1.96 miles away|38 min walk

Albany St opp E Concord St

2.01 miles away|39 min walk

Albany St opp Boston Medical

2.09 miles away|41 min walk

121 Bunker Hill St opp Lexington St

2.19 miles away|43 min walk

132 Brookline Ave opp Fullerton St

2.26 miles away|44 min walk

Amesbury St @ Vassar St

2.27 miles away|44 min walk

Albany St @ Randall St

2.34 miles away|45 min walk

Albany St opp Randall St

2.35 miles away|45 min walk

30 Annunciation Rd

2.36 miles away|46 min walk

Annunciation Rd & Albert St

2.39 miles away|46 min walk

69 Annunciation Rd

2.51 miles away|49 min walk

442 W Broadway

2.59 miles away|50 min walk

25 Webster Ave @ Newton St

2.59 miles away|50 min walk

529 Main St

2.61 miles away|51 min walk

Andrew - Dorchester Ave @ Dexter St

2.65 miles away|51 min walk

180 Dorchester St opp W 7th St

2.66 miles away|51 min walk

Andrew

2.66 miles away|52 min walk

Andrew - Buses

2.66 miles away|52 min walk

Andrew - Dorchester Ave @ Leeds St

2.67 miles away|52 min walk

Andrew - Southampton St

2.67 miles away|52 min walk

Andrew - Elevator

2.67 miles away|52 min walk

Andrew - Street Buses

2.68 miles away|52 min walk

Alford St @ Main St

2.71 miles away|52 min walk

The Neighbourhood: 101 Chestnut Street

Beacon Hill, a historic gem in Suffolk County, MA, is renowned for its charming cobblestone streets and Federal-style rowhouses. This district offers a variety of attractions, such as the Massachusetts State House and the picturesque Boston Common. Residents and visitors can enjoy quaint boutiques, artisanal cafes, and fine dining establishments that dot the area. Its streets are pedestrian-friendly, and the neighborhood boasts excellent access to public transportation, including multiple subway lines and bus routes, making commuting a breeze while maintaining its serene and timeless elegance.

Next

Neighbourhood Description

Beacon Hill, a historic gem in Suffolk County, MA, is renowned for its charming cobblestone streets and Federal-style rowhouses. This district offers a variety of attractions, such as the Massachusetts State House and the picturesque Boston Common. Residents and visitors can enjoy quaint boutiques, artisanal cafes, and fine dining establishments that dot the area. Its streets are pedestrian-friendly, and the neighborhood boasts excellent access to public transportation, including multiple subway lines and bus routes, making commuting a breeze while maintaining its serene and timeless elegance.

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101 Chestnut Street Demographics

Age Demographics

0–14 Years

7.83%

15–29 Years

32.65%

30–44 Years

25.25%

45–59 Years

15.93%

60+ Years

18.34%

Commute

18.55%

Transit

40.1%

Walk

19.25%

Drive

2.31%

Bike

Housing Ownership

30.57%

Owner Occupied

69.43%

Rental Units

Household Types

Single Family
11.39%
Multi Family
1.56%
Single Person
49.78%
Multi Person
50.22%

Average Income

Household:$11,831,566.73 /yr

Individual:$10,023,203.22 /yr

Education

Bachelors Degree35.11%
High School College8.02%
Diploma2.2%
Post Graduate41.73%
Others12.94%
Next

Education

Diploma2.2%
Post Graduate41.73%
Others12.94%
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  2. /Boston, MA
  3. /
    101 Chestnut Street
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ZIP Codes
014320170201760
0182701862018890192201930019440196902119021210214902152021630218402199023430244502461
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10-14 Park Vale Avenue Apartments10-14 Sydney Street Condominiums10-32A Glenville Avenue Apartments
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