Map location of 32 Chestnut St 2, Boston, MA 02108
$2,800,000
Unlock Price Rating!

32 Chestnut St 2, Boston, MA 02108

 Contact
4 Beds
2 Baths
2,740 Sq Ft

Incredible rare opportunity on upper Chestnut Street, this distinguished Beacon Hill residence is on the market for the first time in over 50 years allowing for personalization and restoration at a truly iconic location. Rich in period detail, the unit features 3 living levels, multiple fireplaces, box windows, and abundant natural light. Double etched-glass doors open to the gracious entry foyer and staircase which lead to beautifully proportioned rooms. The first level features living & dining rooms w/ marble fireplaces and Chestnut St views. The upper two floors offer 4+ bedrooms and 2 full baths and spectacular sunlight. The top floor features a full staircase to the roof with sweeping city views (a new slate and rubber roof in 2024 temporarily replaced the deck). Additional common storage in the bldgs lower level. A timeless Beacon Hill gem ready for its next chapter.

Listing By: mamlspin Realty.com
  • MLS# 73454938
  • Date Listed11/14/2025
  • Days on Realty 2 Days
  • Bedrooms 4
  • Bathrooms 2 Full baths
  • Lot Size 0.06 acres (2,815 sq. ft)
  • Sewer Public Sewer
  • Property Type Condominium
  • County Suffolk
  • Year Built 1821
  • Water Public
  • Square Feet 2,740 sq. ft
  • Price Per Sq. Ft $1021.9

Interior Features

  • Flooring Hardwood
  • Cooling Window Unit(s)
  • Heating Baseboard

Exterior / Lot Features

  • Roof Slate, Rubber
  • Lot Size Acres 0.06
  • Lot Size SQFT 2,815.00
  • Lot Features -

Directions

Near the intersection of Chestnut St and Spruce Streets

Financial Considerations

  • Tax Amount $25,227
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

William Blackstone Elementary School

Public • PK - 5 • Serves this home

1.75 mi

Distance

Joseph J Hurley School

Public • PK - 8

1.96 mi

Distance

King Open

Public • PK - 5

2.08 mi

Distance

James Condon Elementary School

Public • PK - 8

2.18 mi

Distance

Harvard/kent Elementary

Public • PK - 5

2.34 mi

Distance

Samuel Adams Elementary School

Public • PK - 6

2.41 mi

Distance

Fletcher/maynard Academy

Public • PK - 5

2.7 mi

Distance

John M. Tobin Montessori School

Public • PK - 5

2.7 mi

Distance

Samuel W Mason Elementary School

Public • PK - 5

2.74 mi

Distance

Capuano Ecc

Public • PK - KG

2.81 mi

Distance

Quincy Upper School

Public • 6 - 12 • Serves this home

0.75 mi

Distance

Community Charter School Of Cambridge

Public • 6 - 12

1.56 mi

Distance

Vassal Lane Upper School

Public • 6 - 8

2.08 mi

Distance

Cambridge Street Upper School

Public • 6 - 8

2.08 mi

Distance

Clarence R Edwards Middle School

Public • 6 - 8

2.28 mi

Distance

Dearborn Stem Academy

Public • 6 - 12

2.89 mi

Distance

Boston Latin School

Public • 7 - 12

2.95 mi

Distance

Up Academy Charter School Of Boston

Public • 6 - 8

3.04 mi

Distance

John D O'bryant School Of Mathematics & Science

Public • 7 - 12

3.2 mi

Distance

James P Timilty Middle School

Public • 6 - 8

3.2 mi

Distance

Snowden Int'l High School

Public • 9 - 12 • Serves this home

1.17 mi

Distance

Boston Arts Academy

Public • 9 - 12

1.81 mi

Distance

Charlestown High School

Public • 9 - 12

2.34 mi

Distance

Jas Youthbuild

Public • 10 - UG

2.7 mi

Distance

Boston Collaborative High School

Public • 9 - 12

3.04 mi

Distance

Madison Park High

Public • 9 - 12

3.2 mi

Distance

Cambridge Rindge And Latin School

Public • 9 - 12

3.38 mi

Distance

Excel High School

Public • 9 - 12

3.42 mi

Distance

East Boston High School

Public • 9 - 12

3.6 mi

Distance

Fenway High School

Public • 9 - 12

3.63 mi

Distance

Commonwealth School

Private • 09 - 12

1.17 mi

Distance

The Newman School

Private • 07 - 12

1.17 mi

Distance

Cathedral High School

Private • 07 - 12

1.75 mi

Distance

Dr Solomon Carter Fuller

Private • 10 - 12

1.75 mi

Distance

James F Farr Academy

Private • 07 - 12

2.4 mi

Distance

Julie's Family Learning Program

Private • UG - UG

3.04 mi

Distance

Boston University Academy

Private • 09 - 12

3.21 mi

Distance

Ivy Street School

Private • 08 - UG

3.21 mi

Distance

Seaport Academy

Private • 07 - 12

3.53 mi

Distance

The Winsor

Private • 05 - 12

3.58 mi

Distance

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in MA / 02108

Source: Walkscore

99/100

Walker's Paradise

Walk Score ®

99/100

Rider's Paradise

Transit Score ®

70/100

Very Bikeable

Bike Score ®

Overview

Daily errands do not require a car. World-class public transportation. Biking is convenient for most trips.

Transit Summary

86 nearby routes: 74 bus, 11 rail, 1 other

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 79/100, Transit Score: 67/100, Bike Score: 73/100.

Points of Interest near 32 Chestnut St 2, Boston, MA 02108

Frequently Asked Questions for 32 Chestnut ST 2

Source: Realty.com

32 Chestnut St 2, Boston, MA 02108 is a 2,740 sq. ft. condo listed for sale with 4 bedrooms and 2 bathrooms. Realty.com has 30 photos of this condominium, listed at $2,800,000. View sales and tax history of condos, use our mortgage calculator and more on Realty.com

Realty.com has 30 photos of 32 Chestnut ST 2.

Our records indicate that 32 Chestnut ST 2 was built in 1821.

The full address for this home is 32 Chestnut St 2, Boston, MA 02108.

32 Chestnut ST 2 has been listed on Realty.com since Fri November 14, 2025

Daily errands do not require a car. World-class public transportation. Biking is convenient for most trips.

The average walkability score in the surrounding area is Walk Score: 79/100, Transit Score: 67/100, Bike Score: 73/100.

There are 3 schools assigned to this home. Check out the schools near 32 Chestnut ST 2. William Blackstone Elementary School (Grades: PK - 5), Quincy Upper School (Grades: 6 - 12), Snowden Int'l High School (Grades: 9 - 12)

Listing provided courtesy of: Gibson Sotheby's International Realty (tel: 857-310-5632)
Listing agent: Rebecca Davis Tulman And Leslie Singleton Adam (tel: 617-510-5050) (#TM348767)

This content last refreshed on 2025-11-16 02:24:21. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 32 Chestnut St 2, Boston, MA 02108 : MLS# 73454938

Message
Tour
Chat