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. Boston, MA
  4. /
  5. 101 Chestnut Street
Add to favoritesAdd to favorites (hover)
Save
leftArrow
Add to favoritesAdd to favorites (hover)

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 sits in Boston, near the intersection of Charles Street and Beacon Street. The building resides in a bustling area with easy access to public transportation and nearby parks. The Charles River offers a scenic view, enhancing the location's appeal. This low-rise condo building has 2 stories and contains 22 units. Construction completed in 1918, providing a historic touch. Unit sizes range from 750 to 3,000 square feet, accommodating different lifestyle needs. The building includes 2, 3, and 4-bedroom options. Unit prices vary significantly, ranging from $4,400,000 to $6,825,000. The average closed price for the last year stands at about $7,900,000, and the average price per square foot is $2,634. Units spend an average of 103 days on the market. The building includes useful amenities like laundry services and a fitness center. Residents can enjoy access to bike paths and nearby gardens. An elevator aids in easy movement between floors. Nearby community options include Catholic and public schools, like Park Street Kids. Overall, this charming building blends historic architecture with modern amenities, making it a desirable place to live. Its location provides both neighborhood charm and quick access to urban destinations. The building offers a peaceful retreat while keeping residents connected to the vibrancy of Boston.

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 sits in Boston, near the intersection of Charles Street and Beacon Street. The building resides in a bustling area with easy access to public transportation and nearby parks. The Charles River offers a scenic view, enhancing the location's appeal. This low-rise condo building has 2 stories and contains 22 units. Construction completed in 1918, providing a historic touch. Unit sizes range from 750 to 3,000 square feet, accommodating different lifestyle needs. The building includes 2, 3, and 4-bedroom options. Unit prices vary significantly, ranging from $4,400,000 to $6,825,000. The average closed price for the last year stands at about $7,900,000, and the average price per square foot is $2,634. Units spend an average of 103 days on the market. The building includes useful amenities like laundry services and a fitness center. Residents can enjoy access to bike paths and nearby gardens. An elevator aids in easy movement between floors. Nearby community options include Catholic and public schools, like Park Street Kids. Overall, this charming building blends historic architecture with modern amenities, making it a desirable place to live. Its location provides both neighborhood charm and quick access to urban destinations. The building offers a peaceful retreat while keeping residents connected to the vibrancy of Boston.

Next

Description

101 Chestnut Street sits in Boston, near the intersection of Charles Street and Beacon Street. The building resides in a bustling area with easy access to public transportation and nearby parks. The Charles River offers a scenic view, enhancing the location's appeal. This low-rise condo building has 2 stories and contains 22 units. Construction completed in 1918, providing a historic touch. Unit sizes range from 750 to 3,000 square feet, accommodating different lifestyle needs. The building includes 2, 3, and 4-bedroom options. Unit prices vary significantly, ranging from $4,400,000 to $6,825,000. The average closed price for the last year stands at about $7,900,000, and the average price per square foot is $2,634. Units spend an average of 103 days on the market. The building includes useful amenities like laundry services and a fitness center. Residents can enjoy access to bike paths and nearby gardens. An elevator aids in easy movement between floors. Nearby community options include Catholic and public schools, like Park Street Kids. Overall, this charming building blends historic architecture with modern amenities, making it a desirable place to live. Its location provides both neighborhood charm and quick access to urban destinations. The building offers a peaceful retreat while keeping residents connected to the vibrancy of Boston.

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 is a historic, brick-lined neighborhood near the Massachusetts State House and the Charles River. The area shows narrow streets, old gas lamps, and Federal-style rowhouses that date back to the 19th century. Visitors stroll along Charles Street for cafés, art galleries, bakeries, small shops, and well-known restaurants. This district sits next to Boston Common and park paths, which offer green space and river views for walkers. Commuters use the Red Line, nearby bus routes, and bike lanes for fast access to downtown and other neighborhoods.

Next

Neighbourhood Description

Beacon Hill is a historic, brick-lined neighborhood near the Massachusetts State House and the Charles River. The area shows narrow streets, old gas lamps, and Federal-style rowhouses that date back to the 19th century. Visitors stroll along Charles Street for cafés, art galleries, bakeries, small shops, and well-known restaurants. This district sits next to Boston Common and park paths, which offer green space and river views for walkers. Commuters use the Red Line, nearby bus routes, and bike lanes for fast access to downtown and other neighborhoods.

Similar Buildings Nearby

Add to favoritesAdd to favorites (hover)
101 Chestnut St
101 Chestnut St, Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
The Basilica
106 Thirteenth Street, Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
150 Orleans St
150 Orleans St, Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
86 Marlborough St
86 Marlborough St., Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
101 Chestnut St
101 Chestnut St, Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
The Basilica
106 Thirteenth Street, Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
150 Orleans St
150 Orleans St, Boston, MA
Click to see listings
View All Similar Buildings

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%
Get the HelloCondo Newsletter
Real-estate tips, insights, and market reports in your inbox.
Newsletter
  1. Home
  2. /Boston, MA
  3. /
    101 Chestnut Street
Nearby Cities
Wellesley Hills
Buildings
1 Chestnut St
100 Albion Rd
17 Merrimac Way
19 Glade Condominiums
200-r Market St
205 Ferry St
24 Commonwealth Ave
24 Commonwealth Ave. 8
323 Meridian St
510 Revere Bch
585 Revere Beach Pkwy
60 Coppersmith Way
7 Park Ave
Ambasador East Condos
Ferry Street Court Condominium...
Jamaicaway Place
Meridian Street Condos
Tba
The Village At Bedford Woods
Neighborhoods
AllstonAssembly SquareBack Central
Beacon HillBell RockBridge Street NeckChestnut HillCourt ParkCrow PointDowntownDowntown BeverlyFolly HillGlenwoodGoat HillKendall SquareSouth SalemThe PointWellesley FarmsWest WalthamWestgate Area
ZIP Codes
014600172001731
0174801770018270183201890019380196002030021700218402199023510242002468024740249405501
Community
10-14 Park Vale Avenue Apartments10-14 Sydney Street Condominiums10-32A Glenville Avenue Apartments
100 Boatswains Way100 Captains Row100 Commandants Way100 High Street Condominiums100 Main Street100 Pond Street100 Riverway100 Waite Street Condominiums101 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.