Active
13 Days on market
301 Chestnut Ave #1 Boston — Photo 1 of 35

301 Chestnut Ave #1 Boston — Photo 1 of 35

Recent Drop: $30,099

$899,999
$869,900

$869,900

20% down, 6.5% rate, 30-year fixed

Includes taxes, insurance and HOA. Estimate only.

Listing updated Nov 10, 2026

301 Chestnut Ave #1, Boston, MA 02130

Boston, MA 02130 — Jamaica Plain

Investor Analysis

Beds

2

Baths

1.5

SqFt

1,141

$/SqFt

$762

Style

Condominium

Built

1920

Welcome home to this charming first-floor condo, blending classic character with modern convenience! Featuring 2 bedrooms, 1.5 baths, beautiful hardwood floors, high ceilings, and some original woodwork, this inviting home offers timeless appeal and a spacious, open floor plan ideal for everyday living and entertaining. The gourmet chef’s kitchen is the heart of the home, featuring a large pantry and a seamless flow into the dining and living room, creating a welcoming, connected space for gatherings and everyday living. Generously sized closets, in-unit laundry, and an exclusive basement storage area provide added convenience, while off-street parking for one car is a valuable bonus. Enjoy added peace of mind with a new furnace and water heater, both installed in 2026. Ideally located just one block from Centre Street’s vibrant shops, restaurants, and neighborhood favorites, with easy access to the T, this home offers the perfect combination of charm, comfort, and location. Enjoy all the conveniences of city living in a home full of charm and character! Note: The back porch and stairs are in the process of being replaced. No extra assessment was needed.

Key facts

It was listed on October 29, 2026. The price has come down from an original $899,999 to $869,900, most recently on November 10, 2026. The annual property taxes are $9,369 (2026 tax year). The condo fee is $324 per month, which includes water. Its asking price works out to $762 per square foot, 3% below the median of $783 among 99 condos in a sample of 100 recently updated listings in Boston, MA.

How it compares

Against 99 condos in a sample of 100 recently updated listings in Boston, MA, by asking price.

Price per sq ft
$762 · 3% below the median ($783)
Size
1,141 sq ft · 13% above the median (1,006 sq ft)
Asking price
$869,900 · 16% above the median ($749,990)

Compares asking prices of homes for sale now; it isn't an appraisal or an estimate of this home's value.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$762/sqft
Local Avg (Boston)$776/sqft
2% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Boston, MA.

Property Details

Financials

Original Price$899,999
Annual Taxes$9,369
HOA Fee$324/mo

Parking

Garage--
Off-Street1

Interior Specifications

Total Rooms5
Fireplaces1
FlooringWood, Tile
BasementY

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
Roof--
Foundation--
ZoningCD

Property & Lot

Acres0.03
SqFt Lot1,141
Lot Features--

Amenities & Appliances

Range • Dishwasher • Disposal • Microwave • Refrigerator • Washer • Dryer

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Golf • Medical Facility

Geography

Floorplan Breakdown

Structural Layout

First
Living RoomDining RoomKitchenPrimary BedroomBedroom 2Bathroom 1Bathroom 2

Living Room

Lvl First

19 x 16

Flooring - Hardwood

Dining Room

Lvl First

14 x 9

Flooring - Hardwood, Window(s) - Stained Glass, Open Floorplan

Kitchen

Lvl First

18 x 12

Flooring - Hardwood, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Cabinets - Upgraded, Open Floorplan

Primary Bedroom

Lvl First

14 x 12

Closet, Flooring - Hardwood

Bedroom 2

Lvl First

16 x 14

Bathroom 1

Lvl First

Bathroom - Full, Bathroom - Tiled With Tub & Shower

Bathroom 2

Lvl First

Bathroom - Half, Dryer Hookup - Electric, Washer Hookup

Property History

Price over time

Filled points are sales; dashed lines span time off the market.

  1. Price Drop

    $869,900

    Was $899,999

    Nov 10, 2026

    MLS® 73596668

  2. Listed

    $899,999

    Oct 29, 2026

    MLS® 73596668

  3. Sold

    $389,000

    Apr 12, 2011

    MLS® 71211431

  4. Listed

    $389,000

    Apr 5, 2011

    MLS® 71211431

Questions about this home

When was 301 Chestnut Ave #1, Boston listed?

301 Chestnut Ave #1, Boston was listed on October 29, 2026.

Has the price of 301 Chestnut Ave #1, Boston changed?

The price has come down from an original $899,999 to $869,900, most recently on November 10, 2026.

What are the property taxes for 301 Chestnut Ave #1, Boston?

The annual property taxes for 301 Chestnut Ave #1, Boston are $9,369 (2026 tax year).

What is the condo fee at 301 Chestnut Ave #1, Boston?

The condo fee is $324 per month, which includes water.

How does the price per square foot of 301 Chestnut Ave #1, Boston compare with other condos in Boston, MA?

301 Chestnut Ave #1, Boston is listed at $762 per square foot, 3% below the median of $783 among 99 condos in a sample of 100 recently updated listings in Boston, MA.

What is the status of 301 Chestnut Ave #1, Boston?

301 Chestnut Ave #1, Boston is actively listed for sale.

Population

40,055

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$132K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

55.5%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Suffolk County

2,158 housing units permitted in the last 12 months (+11% vs the prior 12 months) — 1,908 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Aug '26)

Listing Provided By

Listing Agent: David Foley

Listing Office: Realty Consultants of Cape Cod

MLS® Number: 73596668