Townivo
HomeCharlestown CondosChestnut Street
Charlestown, Boston · Condominium Association

Chestnut Street Condominiums

A 24-unit condominium community in Charlestown, Boston.

Median Sale
$880k
Price / Sq Ft
$853
Avg Days on Mkt
52 days
Sold
6
HOA Range
$528–528/mo
Total Units
24

Market figures reflect closed sales over recent sales. Data sourced from MLS PIN.

Homes for Sale in Chestnut Street

No units are currently listed in Chestnut Street. Inventory here moves quickly — join the off-market list below to hear first when one comes up, or explore these similar nearby communities that have availability:

# Chestnut Street Condominium

Overview

Chestnut Street Condominium is a 24-unit residential community located in the heart of Charlestown's historic gas-lit district, positioned between Monument Square and Training Field Park. Recent median sale prices of $880,000 reflect the neighborhood's desirability, with units averaging $853 per square foot and a monthly HOA fee of approximately $528. This professionally managed building captures the character of Boston's most sought-after historic residential area while offering modern urban living.

Amenities & Features

  • Parking: Deeded garage parking (1-2 spaces available depending on unit)
  • Building Management: Professionally managed elevator building
  • Unit Features (typical):

- Hardwood floors throughout

- Working fireplaces

- Open concept living/dining areas

- Updated kitchens with granite countertops and stainless steel appliances

- Full and half bathrooms, many recently renovated

- Central air conditioning

- Washer/dryer in select units or laundry hook-ups

  • Outdoor Space: Private patios, decks, and terraces (sizes vary from modest to 400+ sq ft)
  • Kitchen Options: Gas cooking ranges, custom cabinetry, dishwashers, and pantry space in select units

Unit Types & Layouts

The building offers predominantly two-bedroom floor plans with variations in bathroom count (1.5 to 2 full baths). Three-bedroom units are also available, featuring more expansive layouts with dedicated entertaining spaces. Units range from approximately 1,100+ square feet, with corner units and penthouse options providing enhanced natural light and views. Select units include in-unit laundry, while others feature laundry hook-ups.

Living at Chestnut Street Condominium

Chestnut Street sits on one of Charlestown's most historically significant blocks, steps from Monument Square, Bunker Hill Monument, and Training Field Park. Residents enjoy immediate walkability to the Warren Tavern, USS Constitution Museum, and Old Ironsides. The tree-lined gas-lit street character defines the neighborhood's appeal for those seeking authentic historic Boston living with contemporary conveniences. Downtown Boston and the North End are minutes away, making the location convenient for commuters while maintaining the charm of a distinct residential neighborhood. Recent market data shows homes averaging 52 days on market, indicating steady buyer interest in this established community.

Recent Sales

Sold Dec 202433 Chestnut St
$1.2m
33 Chestnut St #203
2 bd · 2 ba · 1,123 sqft · 30 days
Sold Jun 202133 Chestnut St
$1.1m
33 Chestnut St #301
2 bd · 2 ba · 1,196 sqft · 14 days
Sold Sep 202037 Chestnut Street
$875,000
37 Chestnut Street #107
2 bd · 2 ba · 1,109 sqft · 30 days
Sold Feb 202035 Chestnut Street
$880,000
35 Chestnut Street #106
2 bd · 2 ba · 1,057 sqft · 116 days
Sold Oct 201833 Chestnut Street
$880,000
33 Chestnut Street #204
2 bd · 2 ba · 1,160 sqft · 81 days
Sold Aug 201833 Chestnut
$865,000
33 Chestnut #303
2 bd · 2 ba · 1,126 sqft · 42 days

Similar Condo Communities Nearby

About Your Chestnut Street Expert

JR

Justin Rollo

Chestnut Street Condominium Specialist · Signal Real Estate

Justin Rollo is a Massachusetts real estate expert with over a decade of experience and hundreds of South Shore transactions. He tracks every sale, pending, and price movement inside Chestnut Street — so whether you're buying into the community or thinking about selling, you're working with someone who knows this specific association inside and out.

Ask Justin about Chestnut Street →

Frequently Asked Questions

How much are condos at Chestnut Street Condominium selling for?

Over recent sales, units at Chestnut Street Condominium sold at a median of $880,000, about $853 per square foot.

What are the HOA / condo fees at Chestnut Street Condominium?

Monthly condo fees at Chestnut Street Condominium currently range from roughly $528 to $528, depending on unit size and what the association's master policy covers.

How many units are in Chestnut Street Condominium?

Chestnut Street Condominium is a 24-unit condominium association in Boston, MA.

How fast do condos sell at Chestnut Street Condominium?

Recent sales at Chestnut Street Condominium averaged about 52 days on market, with 6 closings in the period.