Winchendon, MA homes for sale & real estate

Winchendon, MA Homes for Sale

This antique Colonial offers a unique opportunity for buyers looking to restore a classic New England home with character and potential. Tucked away at the end of a dead-end street and located near a walking trail and pond, the property offers a peaceful setting with added privacy. The home features 3 bedrooms, 2 full bathrooms, vaulted ceilings on the second floor, and a flexible first-floor layout including a kitchen with dining area, living room, dining room, family room, laundry room, and full bath. There is a 7 day minimum offer hold period for all buyer types.

Winchendon, MA Homes for Sale

Welcome home to this beautifully renovated property in Winchendon! Completely transformed with thoughtful updates throughout, this inviting home offers a fresh, modern feel while maintaining plenty of warmth and charm. Soaring ceilings and luxury vinyl flooring create a bright, spacious atmosphere, while the updated kitchen features beautiful quartz countertops and stainless steel appliances. The home offers two beautifully finished full bathrooms—one conveniently located on the first floor and a second adjoining the primary bedroom on the second floor. With stylish finishes, comfortable living spaces, and extensive renovations already complete, all that's left to do is unpack and set

Winchendon, MA Homes for Sale

Investors & Contractors take notice! Listed below the assessed value, this unique early-1900s property in Winchendon offers an opportunity to bring your vision and creativity to a property in need of a complete rehabilitation. Restore and reimagine this distinctive property overlooking Tannery Pond and abutting Tannery Pond Dam, a historic masonry dam completed in 1936. Zoned PD (Planned Development), the property offers potential for a variety of residential and/or commercial uses, subject to buyer verification with the Town of Winchendon. Possibilities may include a business or commercial use on the first floor with residential space above, a multi-family conversion, or a single-fam

Winchendon, MA Homes for Sale

Seller is now offering a $15,000 buyer closing-cost credit! This closing cost credit may be used toward eligible closing costs, prepaid expenses, or an interest-rate buy-down—helping qualified buyers reduce their upfront costs or potentially lower their monthly payment! 263 Front St. is a well-maintained two-family home offering the perfect blend of charm, space, and investment potential. Each expansive unit features 3 bedrooms, bright and inviting living areas, spacious kitchens, and an abundance of natural light, creating comfortable spaces for both owners and tenants alike. Thoughtfully updated over the years, including two brand-new boilers installed in 2026, this property offers