Southborough, MA Real Estate Search

Southborough, MA 55+ Community Homes for Sale

Our website features the best real estate search for 55+ community homes available in Southborough, MA and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Southborough, MA 55+ Community Homes for Sale

50 William Onthank Ln Unit 50, Southborough
$639,999
2 Beds ⋅ 3 Baths ⋅ 73593684 MLS ⋅ ['Southborough Meadows'] BLDG.
Convenient 55+ Living At It’s Finest! Located on a Cul-De-Sac in the Sought out Southborough Meadows. Offering an Open Layout Featuring Gleaming Hardwood Floors and a Vaulted Ceiling with Skylight. Central Air. Updated Kitchen with Granite Countertop. Sought Out Main Level Primary Suite, Large Closet, Private En Suite Bath with Laundry Area.Second Bedroom also on the Main Level. Large Front to Back Living Room with Hardwood Floors, open to a lovely Den/Sunroom with access to Rear Private Deck. 3rd Bedroom in Basement with Bonus Den all Updated Luxury Vinyl Flooring, walk-out to Large Private Patio Area. Full bath, and Large Storage Area. Prime Location Close to All Major Routes 9, 495 and Mass Pike. As well as Shopping, and Restaurants.

50 William Onthank Ln Unit 50, Southborough

Listing courtesy of Listing Agent: Nicole Esposito from Listing Office: Keller Williams Boston MetroWest.
6 Cain Circle Unit 6, Southborough
$735,000
2 Beds ⋅ 3 Baths ⋅ 73589934 MLS ⋅ ["Cain's Crossing"] BLDG.
Welcome to Cain's Crossing, an exclusive 11-home, 55+ adult community in Southborough! This detached single-family home offers a wonderful blend of comfort, style, and low-maintenance living. The open floor plan features a custom kitchen with quartz countertops, stainless steel appliances, farmhouse sink, and center island, flowing into a dramatic two-story living room with gas fireplace. The first-floor primary suite includes a private bath and walk-in closet, while convenient first-floor laundry makes everyday living easy. The spacious second floor offers a versatile loft, office area, second bedroom, and full bath, providing flexible space for guests, hobbies, or a home office. Additional highlights include a two-car garage with epoxy flooring, full basement offering ample storage, Harvey windows, vinyl siding, and propane heat. Enjoy the community courtyard with seating and firepit, ideal for relaxing or gathering with neighbors. Conveniently located near shopping, dining, major routes, and commuter rail, this home offers the ease of low-maintenance living in a welcoming community!

6 Cain Circle Unit 6, Southborough

Listing courtesy of Listing Agent: Hillary Swenson Corner from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
27 Stonebrook Court Unit 27, Southborough
$799,900
2 Beds ⋅ 4 Baths ⋅ 73588805 MLS ⋅ ['Stonebrook Village'] BLDG.
Don't miss this one! Pristine condition and private location surrounded by Green Space! Abundant ambient light throughout this two bedroom, 3.5 bath townhome at Stonebrook Village! (over 55 community) Being offered by original owners! Many upgrades when built! Custom kitchen w/full height upper cabinets, pantry cabinet, quartz counters, great counter space w/peninsula! Stainless appliances, newer fridge! Inviting living room w/built-ins that flank the fireplace, tray ceiling, recessed lighting and French doors to deck. Very private deck overlooking woods. Main bedroom suite w/elegant bath w/double vanity, walk-in tile shower. Walk-in California style closet & shoe closet. Laundry room w/linen closet. Crown moldings throughout 1st floor. Follow the 1/4 turn staircase (open to below design) to the 2nd floor that opens to large hall landing, the 2nd bedroom, hall full bath, large family room w/built in window seat, w/walk-in closet & roomy Home Office/Den! The walkout lower level has a finished bonus room & full bath plus storage/utility rooms. Two-car garage w/Wi-fi garage door openers w/camera & electric car charger! Remote controlled window shade! SimplySafe Alarm system. Impeccably cared for and shows like new! Close to Train, major routes, great shopping & restaurants! Information provided deemed to be accurate but not guaranteed. Buyer & Buyers agent to do all due diligence to measure & verify all information.

27 Stonebrook Court Unit 27, Southborough

Listing courtesy of Listing Agent: Joseph P. Ferrazzi from Listing Office: TRG Realty Services.
51 Carriage Hill Circle Unit 51, Southborough
$850,000
3 Beds ⋅ 4 Baths ⋅ 73582845 MLS
This gorgeous, impeccably maintained home in the adult Carriage Hill community boasts over 2,200 square feet of living space. From the two-story foyer to a formal dining room defined by its tray ceiling framed by crisp dental molding to the expansive living room, this home is “move-in” ready. Check out the beautiful kitchen, where cherry cabinetry anchors the room against polished granite workspaces. Positioned just past the primary culinary area, a dedicated breakfast nook is oriented to catch the morning light. Rounding out the main floor is the sumptuous primary suite. Upstairs offers a 2nd bedroom suite and large loft area overlooking the living room which is suitable for a home office, reading area or a place for the grandkids’ toys. The lower level features a large family room and a 2nd guest suite.The home’s infrastructure is engineered with an emphasis on convenience. A central vacuum system is integrated into the walls. More significantly, the property is backed by an automated, standby generator. Connected directly to the electrical panel, this system insures backup power in the event of a power outage. The community includes a clubhouse with activities for residents including pickleball and tennis courts. Check out the community website for more info: www.carriagehillcircle.com

51 Carriage Hill Circle Unit 51, Southborough

Listing courtesy of Listing Agent: Lynn Cohen from Listing Office: Team Impressa LLC.
30 William Onthank Ln Unit 30, Southborough
$565,000
2 Beds ⋅ 2 Baths ⋅ 73582287 MLS ⋅ ['Southborough Meadows'] BLDG.
Welcome to easy, low-maintenance living in Southborough Meadows, one of Metrowest Boston’s premier 55+ active adult communities. Beautifully situated in a prime, sunny location, this turnkey home seamlessly combines total single-story convenience with a sun-drenched, finished walkout lower level, exceptionally low HOA fees, and effortless access to major Boston commuting routes including Route 9, the Mass Pike, and I-495.Step directly inside from your attached one-car garage to experience true main-level living. The smartly designed kitchen with skylight caters to everyday comfort with a raised dishwasher that eliminates bending down, a bar-height peninsula island, and an adjacent dining area finished with warm hardwood flooring. Sunlight pours into the main living area, where sliding glass doors open directly to your private back deck. The main level also features two spacious bedrooms connected by a large full bathroom with laundry area equipped with built-in cabinetry for convenient storage.Downstairs, the fully finished walkout lower level offers incredible flexibility with three versatile rooms and direct sliding door access to the backyard. Customize this expansive bonus space to perfectly suit your lifestyle, whether you envision a cozy home office, a private media room, or a dedicated studio for crafts or fitness. Two additional unfinished utility rooms provide abundant extra storage and house the home's mechanical systems, including a natural gas furnace NEW in 2025 and a hot water heater NEW in 2023.Enjoy a vibrant, tight-knit community setting just moments from local Southborough amenities, including the active local Senior Center, the wonderful Southborough Public Library with its rich community programming, and surrounding green spaces. Showings begin immediately—schedule your tour today!

30 William Onthank Ln Unit 30, Southborough

Listing courtesy of Listing Agent: Maria Romero Vagnini from Listing Office: Mathieu Newton Sotheby's International Realty.
17 Stonebrook Ct, Southborough
$829,000
2 Beds ⋅ 4 Baths ⋅ 73496745 MLS
Welcome to 17 Stonebrook Court — over-55 living at its best. This beautifully maintained, eight-year-old home feels like new and offers two bedrooms and three-and-a-half baths with high-end finishes throughout.A thoughtful, open layout features two spacious family room areas, giving you flexible space for everyday living, entertaining, or hosting overnight guests. Additional bonus rooms are ideal for a home office, hobby space, fitness area, or media room, so the home easily adapts as your needs change and comfortably accommodates visiting family and friends.Enjoy the outdoors with two private patio spaces, perfect for morning coffee, quiet reading, or evening gatherings.The 15-unit association is well-run and well-funded, taking care of exterior maintenance so you can enjoy truly low-maintenance living. Ideally located for commuters with convenient access to Route 9, I-495, and the Mass Pike.A home you will truly enjoy — come see for yourself.

17 Stonebrook Ct, Southborough

Listing courtesy of Listing Agent: William Fitzpatrick from Listing Office: Wellesley Real Estate, LLC.
17 Stonebrook Ct Unit 17, Southborough
$829,000
2 Beds ⋅ 4 Baths ⋅ 73496113 MLS ⋅ ['Stonebrook Village'] BLDG.
Welcome to 17 Stonebrook Court — over-55 living at its best. This beautifully maintained, eight-year-old home feels like new and offers two bedrooms and three-and-a-half baths with high-end finishes throughout.A thoughtful, open layout features two spacious family room areas, giving you flexible space for everyday living, entertaining, or hosting overnight guests. Additional bonus rooms are ideal for a home office, hobby space, fitness area, or media room, so the home easily adapts as your needs change and comfortably accommodates visiting family and friends.Enjoy the outdoors with two private patio spaces, perfect for morning coffee, quiet reading, or evening gatherings.The 15-unit association is well-run and well-funded, taking care of exterior maintenance so you can enjoy truly low-maintenance living. Ideally located for commuters with convenient access to Route 9, I-495, and the Mass Pike.A home you will truly enjoy — come see for yourself.

17 Stonebrook Ct Unit 17, Southborough

Listing courtesy of Listing Agent: William Fitzpatrick from Listing Office: Wellesley Real Estate, LLC.
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