Sunnyside Homes for Sale

Welcome to Sunnyside, a hidden gem nestled in the vibrant heart of Boston, Massachusetts. This charming subdivision, located in Suffolk County, offers a unique blend of urban energy and suburban tranquility, making it an ideal place for families, young professionals, and anyone looking to enjoy the best of city living.

Sunnyside is characterized by its tree-lined streets, inviting parks, and a strong sense of community. Residents enjoy easy access to local amenities, including quaint cafes, boutique shops, and diverse dining options that reflect Boston's rich culinary scene. With excellent public transportation links, commuting to downtown Boston or exploring the surrounding neighborhoods is a breeze, ensuring you're never far from the city's exciting attractions.

The homes for sale in Sunnyside boast a variety of architectural styles, from charming Victorian houses to modern townhouses, catering to diverse tastes and budgets. Many properties feature spacious layouts, updated kitchens, and beautiful outdoor spaces, perfect for entertaining or simply unwinding after a long day. Whether you're a first-time homebuyer or looking to upgrade, Sunnyside offers a range of options to suit your needs.

In addition to its appealing homes, the subdivision is served by top-rated schools, making it a fantastic choice for families. With a strong sense of community and a commitment to maintaining a welcoming atmosphere, Sunnyside is more than just a place to live—it's a place to call home. Explore the current listings and discover why so many are choosing to make Sunnyside their own slice of Boston paradise!

Newest Sunnyside Homes for Sale

$1,000,000

4 Beds ⋅ 3 Baths ⋅ 73542486 MLS

Come Visit this expansive home with the best of both worlds. Combining History with modern architecture. The turn of the century mahogany trimmed entrance foyer leads to the double parlors and formal dining room. High ceilings, hardwood floors and oversize windows are just a part of the ambiance...Suddenly a beautiful and extraordinary kitchen. Modernization just where you want it. Hi-style, Hi-end appliances: truly a chef's kitchen! First Floor laundry room w/built-ins located adjacent to the ultra-modern bath. A spacious bonus room ideal for den, in-law, family room rounds out the first level. Dual staircases lead to the second level. Where old and new merge. Three additional bedrooms - 2 full modern baths and a spacious retreat (room) area which leads to oversize second level deck for fire side chat, or just enjoyment of nature among the tree tops. C/A,Oversize 2 car garage, w/off street parking tops it off. Close to mini-business district, commuter rail, "T" and conservation land

53 Thompson St, Boston

Listing courtesy of Listing Agent: Pat Tierney from Listing Office: Insight Realty Group, Inc..

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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.