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South End, Boston · Condominium Association

The Simsbury Condominiums

A 18-unit condominium community in South End, Boston.

Median Sale
$443k
Price / Sq Ft
$527
Avg Days on Mkt
97 days
Sold
6
HOA Range
Total Units
18

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

Homes for Sale in The Simsbury

Overview

The Simsbury is an 18-unit South End condominium featuring elevator access throughout the low-rise building. A complete renovation in 2004 established this as a professionally managed property with consistently updated interiors across the portfolio.

Amenities & Features

  • Elevator building with direct unit access
  • Common roof deck offering panoramic city and skyline views
  • Recently repointed exterior (per building maintenance records)
  • Professional management of the 18-unit association
  • Immaculate common areas

Unit Types & Layouts

The Simsbury offers primarily two and three-bedroom configurations across multiple floors, with several floor-through and corner units available. Interior finishes are consistently high throughout the building.

Standard Unit Features:

  • Hardwood flooring (newly refinished in recent listings)
  • Wood-burning fireplaces with detailed mantels in most units
  • Stone countertops and stainless steel appliances in kitchens
  • Marble and tile in bathroom installations
  • Granite countertops with cherry cabinetry in select units
  • Large windows providing natural light and city views

Notable Layouts:

The portfolio includes floor-through residences with gracious entry foyers, bow-front living rooms, and units featuring three bedrooms plus den/office configurations. Corner units showcase bay windows and multiple exposures. Upper-floor units (5th, 6th, and 7th floors) command views of the city skyline and panoramic vistas beyond.

Premium units feature custom-designed spaces such as dedicated media rooms, built-in master bedroom closets, and window treatments throughout. One penthouse offering highlights a bright corner unit on the 7th floor with city views from every window, fireplace, and new marble bath.

Living at The Simsbury

Located in the heart of the South End, The Simsbury provides proximity to the Orange Line T stop, multiple bus lines, shops, dining establishments, and Back Bay. The neighborhood offers walkable access to restaurants, retail, and cultural amenities.

Recent market data shows a median sale price of $442,500 across the association, with units averaging $527 per square foot. The average time on market runs 97 days based on recent comparable sales activity, indicating a stable market for South End elevator buildings in this price range. The building attracts buyers seeking reasonably priced South End residences with modern finishes, professional management, and elevator convenience—a rare combination in this neighborhood.

Recent Sales

Sold May 2016492 Massachusetts Ave.
$668,000
492 Massachusetts Ave. #61
2 bd · 1 ba · 871 sqft · 8 days
Sold Jun 2012492 Massachusetts Ave.
$450,000
492 Massachusetts Ave. #33
2 bd · 1 ba · 1,086 sqft · 16 days
Sold Jun 2010492 Massachusetts Avenue
$435,000
492 Massachusetts Avenue #51
2 bd · 1 ba · 871 sqft · 215 days
Sold Jul 2005492 Massachusetts Ave
$539,000
492 Massachusetts Ave #73
3 bd · 1 ba · 1,063 sqft · 37 days
Sold May 2005492 Mass. Ave.
$405,000
492 Mass. Ave. #62
2 bd · 1 ba · 830 sqft · 156 days
Sold May 2005492 Mass. Ave.
$405,000
492 Mass. Ave. #72
2 bd · 1 ba · 830 sqft · 151 days

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About Your The Simsbury Expert

JR

Justin Rollo

The Simsbury 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 The Simsbury — 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 The Simsbury →

Frequently Asked Questions

How much are condos at The Simsbury selling for?

Over recent sales, units at The Simsbury sold at a median of $442,500, about $527 per square foot.

How many units are in The Simsbury?

The Simsbury is a 18-unit condominium association in Boston, MA.

How fast do condos sell at The Simsbury?

Recent sales at The Simsbury averaged about 97 days on market, with 6 closings in the period.