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

5 Chestnut St

5 Chestnut St, Boston, MA, 02108

YEAR BUILT

1899

# STORIES

1

# TOTAL UNITS

6

UNIT SIZE RANGE

1,442-1,675 sqft

Description

5 Chestnut Street is a historic condominium property boasting a single-story structure, originally built in 1899. Nestled in an area rich with public transportation options, it provides convenient access to various urban amenities. The condominium offers 2 and 3-bedroom layouts, suitable for diverse living needs. While enjoying modern comfort, residents benefit from a range of amenities that enhance lifestyle convenience. These include a tennis court for recreational activities, readily available hot water facilities, and an efficient elevator system. The presence of a nearby bike path further promotes an active and healthy lifestyle. The property's proximity to a conservation area and park adds a touch of nature, offering serene environs amidst urban settings. This unique blend of historical architecture and contemporary amenities supports a balanced urban living experience. Units at 5 Chestnut Street start from $2,835,000, positioning it as a premium residential option. The harmonious integration of historical charm with modern facilities makes it a distinctive choice for those seeking both tradition and convenience within an urban backdrop.

Building ImageMLS ID #73310073
Building ImageMLS ID #73310073
Building Image
Building ImageView Listing

5 Chestnut St

5 Chestnut St, Boston, MA, 02108

YEAR BUILT

1899

# STORIES

1

# TOTAL UNITS

6

UNIT SIZE RANGE

1,442-1,675 sqft

Description

5 Chestnut Street is a historic condominium property boasting a single-story structure, originally built in 1899. Nestled in an area rich with public transportation options, it provides convenient access to various urban amenities. The condominium offers 2 and 3-bedroom layouts, suitable for diverse living needs. While enjoying modern comfort, residents benefit from a range of amenities that enhance lifestyle convenience. These include a tennis court for recreational activities, readily available hot water facilities, and an efficient elevator system. The presence of a nearby bike path further promotes an active and healthy lifestyle. The property's proximity to a conservation area and park adds a touch of nature, offering serene environs amidst urban settings. This unique blend of historical architecture and contemporary amenities supports a balanced urban living experience. Units at 5 Chestnut Street start from $2,835,000, positioning it as a premium residential option. The harmonious integration of historical charm with modern facilities makes it a distinctive choice for those seeking both tradition and convenience within an urban backdrop.

Next

Description

5 Chestnut Street is a historic condominium property boasting a single-story structure, originally built in 1899. Nestled in an area rich with public transportation options, it provides convenient access to various urban amenities. The condominium offers 2 and 3-bedroom layouts, suitable for diverse living needs. While enjoying modern comfort, residents benefit from a range of amenities that enhance lifestyle convenience. These include a tennis court for recreational activities, readily available hot water facilities, and an efficient elevator system. The presence of a nearby bike path further promotes an active and healthy lifestyle. The property's proximity to a conservation area and park adds a touch of nature, offering serene environs amidst urban settings. This unique blend of historical architecture and contemporary amenities supports a balanced urban living experience. Units at 5 Chestnut Street start from $2,835,000, positioning it as a premium residential option. The harmonious integration of historical charm with modern facilities makes it a distinctive choice for those seeking both tradition and convenience within an urban backdrop.

5 Chestnut St Market Stats Last 12 months

Avg. Listed Price-
Avg. Sale Price$2,835,000($1745/Sqft.)
Year over year list price0.00%
Year over year sale price 0.00%
Total Listings0 Listed
Total sold1 Sold
Average Days on Market84 days
Average HOA fees per sqft$1 /monthly
Next

Market Stats

Year over year list price0.00%
Year over year sale price0.00%
Total Listings0 Listed
Total sold1 Sold
Average Days on Market84 days
Average HOA fees per sqft$1 /monthly

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

5 Chestnut St Inventory & Sale History

UnitSize (sqft)BedsBathsDays On MarketDateStatusPrice
Unit 66162532842025-01-29
MLS#: 73310073 		Closed$2,835,000
Unit 441600221202007-07-05
MLS#: 70536134 		Closed$1,075,000
Unit 111442213562006-06-15
MLS#: 70215340 		Closed$1,050,000
Unit 1
1

2 Beds

1 Baths

1442 sqft

DateStatusPrice
2006-06-15Closed$1,050,000
MLS#: 70215340
Days On Market356
Unit 4
4

2 Beds

2 Baths

1600 sqft

DateStatusPrice
2007-07-05Closed$1,075,000
MLS#: 70536134
Days On Market120
Unit 6
6

3 Beds

2 Baths

1625 sqft

DateStatusPrice
2025-01-29Closed$2,835,000
MLS#: 73310073
Days On Market84
View Complete Unit Listing HistorySource By: MLSPIN

Amenities

At 5 Chestnut Street, everyday life is enhanced by a range of delightful amenities. Imagine making the most of sunny days at the tennis courts right outside your door! For those who love to bike, a dedicated bike path welcomes you for both commute and leisure rides. Living here means you can enjoy hot water without additional hassle, and with easy access to public transportation, getting around the city is simpler than ever. The nearby conservation area and parks invite you to explore nature without leaving urban comfort.

Next

Amenities Description

At 5 Chestnut Street, everyday life is enhanced by a range of delightful amenities. Imagine making the most of sunny days at the tennis courts right outside your door! For those who love to bike, a dedicated bike path welcomes you for both commute and leisure rides. Living here means you can enjoy hot water without additional hassle, and with easy access to public transportation, getting around the city is simpler than ever. The nearby conservation area and parks invite you to explore nature without leaving urban comfort.

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)

Tennis Court(s)

Tennis Court(s)

Storage

Storage

Policies

You’ll find a friendly approach to living at 5 Chestnut Street with its flexible building policies, encouraging a relaxed vibe in your new home. Whether you’re planning to host a get-together or enjoying a quiet evening, the environment here welcomes a sense of community and personal freedom.

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)
5 Chestnut St$1,745/sqft.$1 /sqft.
12 Walnut St$1,185/sqft.$2 /sqft.
1 Chestnut St$1,287/sqft.$2 /sqft.
1 Chestnut St$1,287/sqft.$2 /sqft.
67 Mount Vernon St$1,344/sqft.$2 /sqft.
65 Mount Vernon St$1,335/sqft.$3 /sqft.

Nearby Schools

Discover top-rated schools located close to 5 Chestnut St.

Park Street School

--
Private|Grades PK–6
67 Brimmer St|0.36 miles away

The Advent School

--
Private|Grades PK–6
15 Brimmer St|0.36 miles away

Boston Children's School

--
Private|Grades PK–2
8 Whittier Pl Ste ...|0.74 miles away

Learning Project Elementary School

--
Private|Grades KG–6
107 Marlborough St|0.79 miles away

Boston Adult Technical Academy

--
Public|Grades 9–12
20 Church St|0.85 miles away

Quincy Upper School

D
Public|Grades 6–12
152 Arlington St|0.88 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

Boston Children's School

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

Learning Project Elementary School

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

Boston Adult Technical Academy

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

Quincy Upper School

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

Josiah Quincy Elementary School

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

Snowden International School At Copley

F
Public|Grades 9–12
150 Newbury St|1.01 Miles Away

Kingsley Montessori School

--
Private|Grades PK–6
26 Exeter St|1.11 Miles Away

St John School

--
Private|Grades PK–8
9 Moon St|1.14 Miles Away

The Newman School

--
Private|Grades 7–12
247 Marlborough St|1.17 Miles Away

The Newman School

--
Private|Grades 7–12
247 Marlborough St|1.17 Miles Away

Eliot K-8 School

B-
Public|Grades PK–8
16 Charter St|1.22 Miles Away

Kingsley Montessori School

--
Private|Grades PK–6
30 Fairfield St|1.27 Miles Away

William Mckinley School

F
Public|Grades KG–12
90 Warren Ave|1.32 Miles Away

Cathedral High School

--
Private|Grades 7–12
74 Union Park St|1.57 Miles Away

Community Charter School of Cambridge

B
Public|Grades 6–12
245 Bent St|1.58 Miles Away

Blackstone Innovation School

D-
Public|Grades PK–5
380 Shawmut Ave|1.63 Miles Away

Kennedy-Longfellow

D+
Public|Grades PK–5
158 Spring St|1.76 Miles Away

Harvard / Kent Elementary School

C-
Public|Grades PK–5
50 Bunker Hill St|1.88 Miles Away

Joseph J. Hurley K-8 School

C+
Public|Grades PK–8
70 Worcester St|1.90 Miles Away

Warren / Prescott K-8 School

B-
Public|Grades PK–8
50 School St|1.91 Miles Away

Carter Developmental Center

--
Public|Grades 6–12
396 Northampton St|1.99 Miles Away

Clarence R. Edwards Middle School

--
Public|Grades 6–8
28 Walker St|2.00 Miles Away

James Condon K-8 School

C-
Public|Grades PK–8
200 D St|2.07 Miles Away

Charlestown High School

D-
Public|Grades 9–12
240 Medford St|2.14 Miles Away

Cambridge Street Upper School

C-
Public|Grades 6–8
840 Cambridge St|2.17 Miles Away

King Open

B
Public|Grades PK–5
850 Cambridge St|2.18 Miles Away

Fletcher/Maynard Academy

C
Public|Grades PK–5
225 Windsor St|2.18 Miles Away

East Boston Central Catholic School

--
Private|Grades PK–8
69 London St|2.27 Miles Away

Edward M. Kennedy Academy for Health Careers

C
Public|Grades 9–12
360 Huntington Ave...|2.28 Miles Away

Samuel Adams Elementary School

C-
Public|Grades PK–5
165 Webster St|2.33 Miles Away

Dante Alighieri Montessori School

--
Public|Grades PK–5
37 Gove St|2.38 Miles Away

Cambridgeport

C+
Public|Grades PK–5
89 Elm St|2.40 Miles Away

Donald Mckay

D+
Public|Grades PK–8
122 Cottage St|2.50 Miles Away

Boston Collaborative High School

--
Public|Grades 10–12
215 Dorchester St|2.52 Miles Away

Up Academy Boston

C-
Public|Grades 6–8
215 Dorchester St|2.52 Miles Away

Prospect Hill Academy Charter School

C
Public|Grades KG–12
50 Essex St|2.52 Miles Away

East Boston Early Childhood Center

--
Public|Grades EE–1
135 Gove St|2.54 Miles Away

Orchard Gardens K-8 School

D
Public|Grades PK–8
906 Albany St|2.65 Miles Away

Mario Umana Academy

D+
Public|Grades KG–8
312 Border St|2.65 Miles Away

Transit

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

Arlington - Public Garden

0.6 miles away|12 min walk

Arlington

0.61 miles away|12 min walk

Arlington - Arlington St (East)

0.61 miles away|12 min walk

Arlington - Arlington St (West)

0.62 miles away|12 min walk

Arlington - Elevator Boylston St

0.63 miles away|13 min walk

Arlington St @ Saint James Ave

0.66 miles away|13 min walk
Next

Transit

Arlington - Public Garden

0.6 miles away|12 min walk

Arlington

0.61 miles away|12 min walk

Arlington - Arlington St (East)

0.61 miles away|12 min walk

Arlington - Arlington St (West)

0.62 miles away|12 min walk

Arlington - Elevator Boylston St

0.63 miles away|13 min walk

Arlington St @ Saint James Ave

0.66 miles away|13 min walk

285 Tremont St

0.76 miles away|15 min walk

Arlington St @ Isabella St

0.85 miles away|17 min walk

Aquarium - State St opp McKinley Sq

0.96 miles away|19 min walk

Aquarium - State St (North)

0.96 miles away|19 min walk

Aquarium - State St (South)

0.97 miles away|19 min walk

Aquarium - Surface Rd @ State St

1.01 miles away|20 min walk

Aquarium

1.07 miles away|21 min walk

Aquarium - Waterfront and New England Aquarium

1.07 miles away|21 min walk

43 W Dedham St

1.53 miles away|30 min walk

Ames St @ Main St

1.55 miles away|30 min walk

350 Summer St

1.57 miles away|31 min walk

400 Summer St

1.63 miles away|32 min walk

Albany St @ Randolph St

1.65 miles away|32 min walk

Albany St opp Randolph St

1.67 miles away|33 min walk

Adams St @ Lowney Way

1.67 miles away|33 min walk

540 Albany St opp Wareham St

1.81 miles away|35 min walk

Albany St @ Wareham St

1.81 miles away|35 min walk

250 Dorchester Avenue

1.83 miles away|36 min walk

84 Massachusetts Ave

1.85 miles away|36 min walk

77 Massachusetts Ave

1.86 miles away|36 min walk

Albany St @ E Dedham St

1.89 miles away|37 min walk

121 Bunker Hill St opp Lexington St

1.97 miles away|38 min walk

Albany St opp E Newton St

2.06 miles away|40 min walk

91 E Concord St

2.11 miles away|41 min walk

Albany St opp E Concord St

2.14 miles away|42 min walk

360 Huntington Ave

2.24 miles away|43 min walk

Albany St opp Boston Medical

2.24 miles away|43 min walk

442 W Broadway

2.45 miles away|47 min walk

Albany St @ Randall St

2.52 miles away|49 min walk

Albany St opp Randall St

2.53 miles away|49 min walk

529 Main St

2.53 miles away|49 min walk

180 Dorchester St opp W 7th St

2.56 miles away|49 min walk

Alford St @ Main St

2.62 miles away|51 min walk

132 Brookline Ave opp Fullerton St

2.64 miles away|51 min walk

Andrew - Dorchester Ave @ Dexter St

2.64 miles away|51 min walk

Amesbury St @ Vassar St

2.64 miles away|51 min walk

Andrew - Dorchester Ave @ Leeds St

2.65 miles away|51 min walk

Andrew - Buses

2.66 miles away|51 min walk

Andrew

2.66 miles away|51 min walk

Andrew - Southampton St

2.67 miles away|52 min walk

Andrew - Elevator

2.67 miles away|52 min walk

Andrew - Street Buses

2.67 miles away|52 min walk

30 Annunciation Rd

2.68 miles away|52 min walk

Annunciation Rd & Albert St

2.7 miles away|52 min walk

The Neighbourhood: 5 Chestnut St

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.

Similar Buildings Nearby

Add to favoritesAdd to favorites (hover)
20 Tileston St
20 Tileston St, Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
One First Condominiums
150 Cambridge A501, Cambridge, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
150 Cambridge
150 Cambridge, Cambridge, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
308 Commonwealth
308 Commonwealth, Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
20 Tileston St
20 Tileston St, Boston, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
One First Condominiums
150 Cambridge A501, Cambridge, MA
Click to see listings
Add to favoritesAdd to favorites (hover)
150 Cambridge
150 Cambridge, Cambridge, MA
Click to see listings
View All Similar Buildings

5 Chestnut St Demographics

Age Demographics

0–14 Years

7.5%

15–29 Years

32.84%

30–44 Years

25.71%

45–59 Years

15.59%

60+ Years

18.37%

Commute

18.01%

Transit

40.47%

Walk

19.56%

Drive

2.01%

Bike

Housing Ownership

29.09%

Owner Occupied

70.91%

Rental Units

Household Types

Single Family
11.22%
Multi Family
1.47%
Single Person
50.01%
Multi Person
49.99%

Average Income

Household:$12,098,170.62 /yr

Individual:$10,112,676.84 /yr

Education

Bachelors Degree35.99%
High School College8.25%
Diploma2.47%
Post Graduate40.83%
Others12.46%
Next

Education

Diploma2.47%
Post Graduate40.83%
Others12.46%
Get the HelloCondo Newsletter
Real-estate tips, insights, and market reports in your inbox.
Newsletter
  1. Home
  2. /Boston, MA
  3. /
    5 Chestnut St
Nearby Cities
Holbrook
Buildings
10 Franklin Ave
100 Albion Rd
127 Atlantic Ave
127 Atlantic Avenue
17 Merrimac Way
19 Glade Condominiums
200-r Market St
205 Ferry St
323 Meridian St
510 Revere Bch
585 Revere Beach Pkwy
60 Coppersmith Way
7 Park Ave
Ambasador East Condos
Ferry Street Court Condominium...
Gateway East
Jamaicaway Place
Meridian Street Condos
Tba
The Village At Bedford Woods
Neighborhoods
AnglesideAssembly SquareAuburndale
BelmontBridge Street NeckCentral Business DistrictCharlestownCoburnvilleEast WatertownEdgeworthKendall SquareMagoun SquareMain StreetMontserratMount HoodPark Avenue and the HillsPeabody / Neighborhood NinePeabody Town CenterSeaportSouth Boston
ZIP Codes
017010182401880
0188601890019230194401966020620212902176021860219102222023500236402367024200245102460
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 2025. All Rights Reserved.