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Condos for Sale in Chester Square, Boston

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Overview
Market Summary
1 Bedroom Condos
2 Bedroom Condos
3+ Bedroom Condos
Pet-Friendly Condos
Condos with Stunning Views
Neighbourhood
Demographics

About Chester Square

Chester Square is a vibrant neighborhood in Boston that mixes historical charm with modern living. The area features diverse architecture and a friendly community atmosphere. Residents find it easy to navigate, with local services and amenities nearby. Shops, restaurants, and schools are part of the daily life here, making it a convenient place to live. Units with 1–3 bedrooms (one-bedroom 524.0 - 625.0 sq ft, two-bedroom 690.0 - 1732.0 sq ft, three-plus 1086.0 - 2482.0 sq ft) fit a range of needs.

Chester Square Market Summary

The condo mix runs from luxury high-rises to restored mid-rises, many with bay or ocean views, concierge, pools, and fitness centers.

Average Condo Sizes

1 Bedroom avg size574.5 sqft

2 Bedroom avg size1069.42 sqft

3 Bedroom avg size1673.6 sqft

Pricing and Liquidity

No price and liquidity data available.

1 Bedroom Condos

AVG PPSF$1,034.26 /sqft

AVG SOLD PRICE$591,000

AVG DAYS ON MARKET90 Days

Chester Square features a variety of 1-bed condos. Currently, these units range from 524 to 625 sq ft, providing ample living space. The average price sits around $591,000. Numerous condos are close to convenient public transport options, with bus stops located within a short walking distance. Sturdy benches line the streets, giving residents places to sit and enjoy the view. Old trees provide shade, while stone sidewalks allow for easy strolling. Each unit has a typical market time of about 90 days, showing that demand exists. These condos also have a high cost per square foot, often around $1,034. Overall, Chester Square offers a blend of urban living and community amenities.

Featured Buildings

69 Worcester St

69 WORCESTER ST,BOSTON,MA

0 unit available

562 Massachusetts Ave

562 MASSACHUSETTS AVE.,BOSTON,MA

0 unit available

520 Shawmut

520 SHAWMUT,BOSTON,MA

0 unit available

View 1-Bedroom Condos

2 Bedroom Condos

AVG PPSF$979.88 /sqft

AVG SOLD PRICE$1,034,486.42

AVG DAYS ON MARKET112 Days

Chester Square has a variety of 2-bed condos. Currently, the size ranges from 690 sq ft to 1732 sq ft. Prices for these condos average around $1,034,486. Most condos stay on the market for about 112 days. Residents often enjoy tree-lined streets and well-maintained sidewalks that enhance the neighborhood’s charm. Local amenities include corner stores and coffee shops, fostering a sense of community. Additionally, nearby bus stops feature benches for waiting passengers. Streetlights illuminate the area at night, providing safety and convenience. Such features contribute to the pleasing atmosphere of Chester Square, making it a vibrant place to consider when looking for a 2-bed condo.

Featured Buildings

515 Shawmut Avenue Condominium Trust

515 SHAWMUT AVE.,BOSTON,MA

0 unit available

537 Massachusetts Ave

537 MASSACHUSETTS AVE,BOSTON,MA

0 unit available

565 Massachusetts Ave

565 MASSACHUSETTS AVE,BOSTON,MA

0 unit available

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3+ Bedroom Condos

AVG PPSF$1,001.99 /sqft

AVG SOLD PRICE$1,687,800

AVG DAYS ON MARKET63 Days

Chester Square has numerous 3-bed condos. Currently, these residences range in size from 1,087 sq ft to 2,483 sq ft. Many units sit near local amenities like grocery stores and bus stops. Old trees line the streets, providing shade, while stone sidewalks invite strolls through the neighborhood. A typical 3-bed condo costs around $1,687,800. Listings generally see an average market time of about 63 days. Residents can find benches along the sidewalks, which add charm to the area. Street lights illuminate the lanes, enhancing the welcoming feel of the community. With such features, Chester Square offers an engaging urban atmosphere for those seeking a vibrant living experience.

Featured Buildings

7 E. Springfield

7 E SPRINGFIELD,BOSTON,MA

2 units available

492 Massachusetts Ave

492 MASSACHUSETTS AVE.,BOSTON,MA

0 unit available

492 Massachusetts Ave

492 MASSACHUSETTS AVE,BOSTON,MA

0 unit available

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Pet-Friendly Condos

Unable to find pet-friendly condos in Chester Square.

Visit the search page to set up an email alert to be notified of new pet-friendly condos listings or contact a HelloCondo agent for off-market listings.

Stunning Views Condos

Chester Square stands out with stunning view condos listed at $1,290,042. Most of these homes have large windows that show beautiful sights of the city and parks nearby. In addition to the scenic views, residents can access parks for recreation, schools for learning, and local shops for daily needs. The nearby Franklin Park is perfect for nature walks and picnics, while the Harris Museum offers a peek into local history. It is also close to the Boston Arts Academy, which serves local high school students with a focus on arts. Each element in Chester Square enhances the overall living experience for residents.

Featured Buildings

534 Massachusetts Ave

534 MASSACHUSETTS AVE,BOSTON,MA

0 unit available

65 Worcester St

65 WORCESTER ST,BOSTON,MA

0 unit available

492 Massachusetts Ave

492 MASSACHUSETTS AVE,BOSTON,MA

0 unit available

View Condos with Stunning Condos

The Neighbourhood: Chester Square

Chester Square is a compact, tree-lined neighborhood in Suffolk County, MA. The area combines older homes and newer buildings along quiet streets. This district offers local shops, cafes, and neighborhood parks. Essential amenities such as grocery stores, banks, and pharmacies sit nearby. Community centers and green spaces host events and quiet paths. Regional transit serves the area, and bus and train lines link to downtown. Major roads give drivers direct access to nearby districts. This district supports daily errands, work commutes, and short trips.

Demographics

Average Resident age35 years old

Average household Income$64,377 /year

Average HouseHold Composition2 People

What to know about Chester Square demographics:

Over 32% of people here have a post-graduate degree, showing a strong emphasis on education.
The average age of residents is about 35 years, indicating many young professionals and families.

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Frequently Asked Questions about Chester Square

What is it like to live in Chester Square, Boston, MA?

Chester Square features historic brownstones and tree-lined streets. It is close to parks, schools, and public transport. The neighborhood has a mix of families and young professionals, offering a quiet yet urban lifestyle.

Is Chester Square, Boston, MA expensive?

Chester Square is known to have a mix of housing prices. The area can be pricey, especially for single-family homes and condos. Costs vary based on size and location within the neighborhood.

What is the weather of Chester Square, Boston, MA?

Chester Square experiences cold winters with snowfall. Summers are warm and can be humid. Spring and fall have mild temperatures and changing foliage.

How safe is Chester Square, Boston, MA?

Chester Square is considered a relatively safe neighborhood in Boston. Crime rates are lower than in some nearby areas. Residents often feel comfortable walking around, especially during the day.