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. 44 Chestnut St
Add to favoritesAdd to favorites (hover)
Save
leftArrow
Add to favoritesAdd to favorites (hover)

44 Chestnut St

44 Chestnut St, Boston, MA, 02129

YEAR BUILT

1875

# STORIES

2

# TOTAL UNITS

9

UNIT SIZE RANGE

991-2,151 sqft

Description

44 Chestnut St is located in the heart of Boston, near the intersection of Cambridge Street and N Harvard Street. This low-rise building stands at 2 stories and has a total of 9 condominium units. The Charles River lies nearby, adding a scenic touch to the neighborhood. Construction of this building finished in 1875. It offers a mix of unit sizes ranging from 991 to 2,151 square feet. This variety allows for different living arrangements, accommodating one to three bedrooms in each unit. Prices for units in the building range from $1,301,000 to $1,533,000. This range reflects the different sizes and layouts, which cater to various buyer preferences. The building offers a solid option for those looking to invest in a vibrant Boston community. Families benefit from nearby schools, including Harvard-Kent Elementary School, Good Shepherd School, and A Child's View Preschool. These institutions provide educational opportunities within close reach. Nearby amenities enhance daily life, creating a dynamic living environment. The architecture of 44 Chestnut St maintains a classic style that fits well within the Boston area. Units provide good living spaces to enjoy city life while being close to the tranquil waters of the Charles River. The location combines historic charm with modern convenience.

Building ImageMLS ID #71737739
Building ImageMLS ID #71737739
Building Image
Building ImageView Listing

44 Chestnut St

44 Chestnut St, Boston, MA, 02129

YEAR BUILT

1875

# STORIES

2

# TOTAL UNITS

9

UNIT SIZE RANGE

991-2,151 sqft

Description

44 Chestnut St is located in the heart of Boston, near the intersection of Cambridge Street and N Harvard Street. This low-rise building stands at 2 stories and has a total of 9 condominium units. The Charles River lies nearby, adding a scenic touch to the neighborhood. Construction of this building finished in 1875. It offers a mix of unit sizes ranging from 991 to 2,151 square feet. This variety allows for different living arrangements, accommodating one to three bedrooms in each unit. Prices for units in the building range from $1,301,000 to $1,533,000. This range reflects the different sizes and layouts, which cater to various buyer preferences. The building offers a solid option for those looking to invest in a vibrant Boston community. Families benefit from nearby schools, including Harvard-Kent Elementary School, Good Shepherd School, and A Child's View Preschool. These institutions provide educational opportunities within close reach. Nearby amenities enhance daily life, creating a dynamic living environment. The architecture of 44 Chestnut St maintains a classic style that fits well within the Boston area. Units provide good living spaces to enjoy city life while being close to the tranquil waters of the Charles River. The location combines historic charm with modern convenience.

Next

Description

44 Chestnut St is located in the heart of Boston, near the intersection of Cambridge Street and N Harvard Street. This low-rise building stands at 2 stories and has a total of 9 condominium units. The Charles River lies nearby, adding a scenic touch to the neighborhood. Construction of this building finished in 1875. It offers a mix of unit sizes ranging from 991 to 2,151 square feet. This variety allows for different living arrangements, accommodating one to three bedrooms in each unit. Prices for units in the building range from $1,301,000 to $1,533,000. This range reflects the different sizes and layouts, which cater to various buyer preferences. The building offers a solid option for those looking to invest in a vibrant Boston community. Families benefit from nearby schools, including Harvard-Kent Elementary School, Good Shepherd School, and A Child's View Preschool. These institutions provide educational opportunities within close reach. Nearby amenities enhance daily life, creating a dynamic living environment. The architecture of 44 Chestnut St maintains a classic style that fits well within the Boston area. Units provide good living spaces to enjoy city life while being close to the tranquil waters of the Charles River. The location combines historic charm with modern convenience.

44 Chestnut St 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

44 Chestnut St Inventory & Sale History

UnitSize (sqft)BedsBathsDays On MarketDateStatusPrice
Unit 11215133922019-03-01
MLS#: 72427911 		Closed$1,533,000
Unit 33164033632016-07-06
MLS#: 71999350 		Closed$1,301,000
Unit 11215133502014-10-24
MLS#: 71737739 		Closed$1,300,000
Unit 1
1

3 Beds

3 Baths

2151 sqft

DateStatusPrice
2019-03-01Closed$1,533,000
MLS#: 72427911
Days On Market92
Unit 1
1

3 Beds

3 Baths

2151 sqft

DateStatusPrice
2014-10-24Closed$1,300,000
MLS#: 71737739
Days On Market50
Unit 3
3

3 Beds

3 Baths

1640 sqft

DateStatusPrice
2016-07-06Closed$1,301,000
MLS#: 71999350
Days On Market63
View Complete Unit Listing HistorySource By: MLSPIN

Amenities

While the specific amenities aren’t detailed, you can expect that living in a condominium this close to the heart of Boston means you'll have access to many conveniences at your fingertips. Imagine coming home to a welcoming community space where you can unwind after a busy day or possibly gather with neighbors over a cup of coffee. Whether it's relaxing, socializing, or simply enjoying your own space, condo living often provides the best of both worlds.

Next

Amenities Description

While the specific amenities aren’t detailed, you can expect that living in a condominium this close to the heart of Boston means you'll have access to many conveniences at your fingertips. Imagine coming home to a welcoming community space where you can unwind after a busy day or possibly gather with neighbors over a cup of coffee. Whether it's relaxing, socializing, or simply enjoying your own space, condo living often provides the best of both worlds.

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

Security System

Security System

Policies

For peace of mind, Forty Four Chestnut Street Condominium has policies in place for residents. These help ensure a harmonious living environment for everyone, making it easier for first-time buyers to settle in and adapt to condominium life without the typical worries of homeownership.

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)
44 Chestnut St--
Chestnut Street Condominiums$1,069/sqft.$3 /sqft.
33 Chestnut St$1,069/sqft.$3 /sqft.
60 Winthrop Street$1,008/sqft.$6 /sqft.
50 Monument Sq$966/sqft.$3 /sqft.
9a Monument Sq$849/sqft.$3 /sqft.

Nearby Schools

Discover top-rated schools located close to 44 Chestnut St.

Harvard / Kent Elementary School

C-
Public|Grades PK–5
50 Bunker Hill St|0.18 miles away

Warren / Prescott K-8 School

B-
Public|Grades PK–8
50 School St|0.45 miles away

Charlestown High School

D-
Public|Grades 9–12
240 Medford St|0.48 miles away

Clarence R. Edwards Middle School

--
Public|Grades 6–8
28 Walker St|0.67 miles away

Eliot K-8 School

B-
Public|Grades PK–8
16 Charter St|0.94 miles away

Boston Children's School

--
Private|Grades PK–2
8 Whittier Pl Ste ...|1.06 miles away
Next

Schools

Harvard / Kent Elementary School

C-
Public|Grades PK–5
50 Bunker Hill St|Less than 1 Mile Away

Warren / Prescott K-8 School

B-
Public|Grades PK–8
50 School St|Less than 1 Mile Away

Charlestown High School

D-
Public|Grades 9–12
240 Medford St|Less than 1 Mile Away

Clarence R. Edwards Middle School

--
Public|Grades 6–8
28 Walker St|Less than 1 Mile Away

Eliot K-8 School

B-
Public|Grades PK–8
16 Charter St|Less than 1 Mile Away

Boston Children's School

--
Private|Grades PK–2
8 Whittier Pl Ste ...|1.06 Miles Away

St John School

--
Private|Grades PK–8
9 Moon St|1.13 Miles Away

Mario Umana Academy

D+
Public|Grades KG–8
312 Border St|1.32 Miles Away

East Boston Central Catholic School

--
Private|Grades PK–8
69 London St|1.38 Miles Away

Hugh Roe O'Donnell Elementary School

C
Public|Grades PK–5
33 Trenton St|1.49 Miles Away

Dante Alighieri Montessori School

--
Public|Grades PK–5
37 Gove St|1.51 Miles Away

Seaport Academy

--
Private|Grades 8–12
285 Commandants Wa...|1.64 Miles Away

James Otis

B
Public|Grades PK–6
218 Marion St|1.74 Miles Away

East Boston High School

D
Public|Grades 9–12
86 White St|1.77 Miles Away

The Advent School

--
Private|Grades PK–6
15 Brimmer St|1.81 Miles Away

East Boston Early Childhood Center

--
Public|Grades EE–1
135 Gove St|1.81 Miles Away

Donald Mckay

D+
Public|Grades PK–8
122 Cottage St|1.82 Miles Away

Samuel Adams Elementary School

C-
Public|Grades PK–5
165 Webster St|1.91 Miles Away

Community Charter School of Cambridge

B
Public|Grades 6–12
245 Bent St|1.93 Miles Away

Park Street School

--
Private|Grades PK–6
67 Brimmer St|1.96 Miles Away

Kennedy-Longfellow

D+
Public|Grades PK–5
158 Spring St|1.98 Miles Away

Patrick J. Kennedy Elementary School

C+
Public|Grades PK–5
343 Saratoga St|2.02 Miles Away

Capuano Early Childhood Center

--
Public|Grades PK–KG
150 Glen St|2.04 Miles Away

E Somerville Community

C
Public|Grades KG–8
50 Cross St|2.13 Miles Away

Shurtleff Early Childhood

--
Public|Grades PK–1
99 Hawthorne St|2.16 Miles Away

Cambridge Street Upper School

C-
Public|Grades 6–8
840 Cambridge St|2.24 Miles Away

King Open

B
Public|Grades PK–5
850 Cambridge St|2.26 Miles Away

Full Circle High School

--
Public|Grades 9–12
11 Otis St|2.26 Miles Away

Next Wave Junior High School

--
Public|Grades 7–8
8 Bonair St|2.26 Miles Away

Joseph A. Browne School

C
Public|Grades 5–8
180 Walnut St|2.33 Miles Away

Eugene Wright Science and Technology Academy

C-
Public|Grades 5–8
180 Walnut St|2.33 Miles Away

Learning Project Elementary School

--
Private|Grades KG–6
107 Marlborough St|2.37 Miles Away

Phoenix Charter Academy

--
Public|Grades 9–12
175 Hawthorne St|2.38 Miles Away

Boston Adult Technical Academy

--
Public|Grades 9–12
20 Church St|2.56 Miles Away

Josiah Quincy Elementary School

C
Public|Grades PK–5
885 Washington St|2.59 Miles Away

Quincy Upper School

D
Public|Grades 6–12
152 Arlington St|2.60 Miles Away

Snowden International School At Copley

F
Public|Grades 9–12
150 Newbury St|2.64 Miles Away

Fletcher/Maynard Academy

C
Public|Grades PK–5
225 Windsor St|2.66 Miles Away

The Newman School

--
Private|Grades 7–12
247 Marlborough St|2.67 Miles Away

The Newman School

--
Private|Grades 7–12
247 Marlborough St|2.67 Miles Away

Chelsea Opportunity Academy

--
Public|Grades 10–12
299 Everett Ave|2.68 Miles Away

Chelsea High School

D+
Public|Grades 9–12
299 Everett Ave|2.68 Miles Away

Adams School

--
Public|Grades PK–PK
78 Tileston St|2.70 Miles Away

Kingsley Montessori School

--
Private|Grades PK–6
26 Exeter St|2.70 Miles Away

Sumner G. Whittier School

C+
Public|Grades KG–8
337 Broadway|2.70 Miles Away

Transit

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

Adams St @ Lowney Way

0.1 miles away|2 min walk

121 Bunker Hill St opp Lexington St

0.27 miles away|6 min walk

529 Main St

1.27 miles away|25 min walk

Atlantic Ave @ Commercial Wharf

1.33 miles away|26 min walk

Alford St @ Main St

1.33 miles away|26 min walk

Atlantic Ave @ Atlantic Ave

1.42 miles away|28 min walk
Next

Transit

Adams St @ Lowney Way

0.1 miles away|2 min walk

121 Bunker Hill St opp Lexington St

0.27 miles away|6 min walk

529 Main St

1.27 miles away|25 min walk

Atlantic Ave @ Commercial Wharf

1.33 miles away|26 min walk

Alford St @ Main St

1.33 miles away|26 min walk

Atlantic Ave @ Atlantic Ave

1.42 miles away|28 min walk

Alford St @ MBTA Charlestown Garage

1.45 miles away|28 min walk

Aquarium - Surface Rd @ State St

1.52 miles away|30 min walk

Aquarium - State St (North)

1.52 miles away|30 min walk

Aquarium - State St opp McKinley Sq

1.53 miles away|30 min walk

Aquarium - Waterfront and New England Aquarium

1.53 miles away|30 min walk

Aquarium

1.53 miles away|30 min walk

Aquarium - State St (South)

1.55 miles away|30 min walk

Atlantic Ave @ Central St

1.59 miles away|31 min walk

Atlantic Ave @ State St-Marriott Hotel

1.6 miles away|31 min walk

Atlantic Ave @ Milk St

1.62 miles away|31 min walk

5 Admiral's Way

1.64 miles away|32 min walk

Alford St @ MWRA Pump Station

1.67 miles away|32 min walk

Beacon St @ Broadway

1.72 miles away|34 min walk

150 Captains Row

1.74 miles away|34 min walk

Beacon St opp Walnut St

1.77 miles away|34 min walk

173 Alford St

1.77 miles away|34 min walk

Airport

1.86 miles away|36 min walk

Atlantic Ave @ Rowes Wharf

1.87 miles away|36 min walk

Atlantic Ave @ Seaport Blvd.

1.98 miles away|38 min walk

Airport - Bremen St

2 miles away|39 min walk

Assembly

2.01 miles away|39 min walk

Airport - Buses Airport

2.02 miles away|39 min walk

Assembly - Revolution Dr

2.03 miles away|39 min walk

Atlantic Ave @ Congress St

2.05 miles away|40 min walk

45 Spruce St

2.09 miles away|41 min walk

Assembly - Foley St

2.12 miles away|41 min walk

100 Everett Ave

2.25 miles away|44 min walk

Ames St @ Main St

2.3 miles away|45 min walk

422 McGrath Hwy

2.32 miles away|45 min walk

Arlington - Public Garden

2.32 miles away|45 min walk

Arlington

2.33 miles away|45 min walk

Arlington - Arlington St (East)

2.33 miles away|45 min walk

Arlington - Arlington St (West)

2.34 miles away|45 min walk

Arlington - Elevator Boylston St

2.34 miles away|45 min walk

Arlington St @ Saint James Ave

2.39 miles away|46 min walk

467 Chelsea St - Eagle Square

2.41 miles away|47 min walk

Arlington St @ Fifth St

2.42 miles away|47 min walk

285 Tremont St

2.43 miles away|47 min walk

25 Webster Ave @ Newton St

2.56 miles away|49 min walk

Arlington St @ Isabella St

2.57 miles away|50 min walk

350 Summer St

2.59 miles away|50 min walk

A St @ Necco St

2.61 miles away|51 min walk

400 Summer St

2.62 miles away|51 min walk

245 Central Ave

2.67 miles away|52 min walk

The Neighbourhood: 44 Chestnut St

Charlestown is a historic waterfront neighborhood near downtown Boston. The area features the Bunker Hill Monument, the Charlestown Navy Yard with the USS Constitution, and riverside parks with walking paths. This district has grocery stores, cafes, bakeries, small shops, schools, playgrounds, and a community center. Public transit runs via the Orange Line at Community College station and several bus routes that give a short ride to downtown. Drivers find easy access to major roads. The area hosts year-round local events and has a mix of old homes and newer condos.

Next

Neighbourhood Description

Charlestown is a historic waterfront neighborhood near downtown Boston. The area features the Bunker Hill Monument, the Charlestown Navy Yard with the USS Constitution, and riverside parks with walking paths. This district has grocery stores, cafes, bakeries, small shops, schools, playgrounds, and a community center. Public transit runs via the Orange Line at Community College station and several bus routes that give a short ride to downtown. Drivers find easy access to major roads. The area hosts year-round local events and has a mix of old homes and newer condos.

Similar Buildings Nearby

Add to favoritesAdd to favorites (hover)
28 Commonwealth Ave
28 Commonwealth Avenue, Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
32 Fairfield St
32 Fairfield St, Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
32 Fairfield St
32 Fairfield St., Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
44 High St
44 High, Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
28 Commonwealth Ave
28 Commonwealth Avenue, Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
32 Fairfield St
32 Fairfield St, Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
32 Fairfield St
32 Fairfield St., Boston, MA
Click to see listings
View All Similar Buildings

44 Chestnut St Demographics

Age Demographics

0–14 Years

12.14%

15–29 Years

27.94%

30–44 Years

30.24%

45–59 Years

14.91%

60+ Years

14.77%

Commute

22.09%

Transit

28.91%

Walk

27.12%

Drive

2.62%

Bike

Housing Ownership

29.95%

Owner Occupied

70.05%

Rental Units

Household Types

Single Family
16.48%
Multi Family
2.63%
Single Person
45.68%
Multi Person
54.32%

Average Income

Household:$11,647,552.34 /yr

Individual:$7,847,864.34 /yr

Education

Bachelors Degree38.49%
High School College10.09%
Diploma3.06%
Post Graduate34.01%
Others14.36%
Next

Education

Diploma3.06%
Post Graduate34.01%
Others14.36%
Get the HelloCondo Newsletter
Real-estate tips, insights, and market reports in your inbox.
Newsletter
  1. Home
  2. /Charlestown, MA
  3. /
    44 Chestnut St
Nearby Cities
Lynn
Buildings
10 Franklin Ave
100 Albion Rd
127 Atlantic Ave
127 Atlantic Avenue
141 Pierce St
17 Merrimac Way
200-r Market St
205 Ferry St
323 Meridian St
376 Ocean Ave
376 Ocean Ave.
510 Revere Bch
585 Revere Beach Pkwy
60 Coppersmith Way
7 Park Ave
Ambasador East Condos
Ferry Street Court Condominium...
Gateway East
Meridian Street Condos
The Village At Bedford Woods
Neighborhoods
AllstonBeacon HillBoynton Yards
CambridgeportCastle HillDerby Street/Waterfront DistrictInner BeltMcIntire Historic DistrictMITMontserratNewton CentreNewton Upper FallsOak HillProctorRoslindaleRoxburySalem CommonShakerhillShirley AveThe Point
ZIP Codes
014320145001720
0172101843018870194002038020540214302150021630219002191022030232402343023500237902458
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.