Opportunity awaits at this classic New England home situated in the heart of Winchendon. Features include municipal water and sewer, covered front porch, spacious yard, mature landscaping, and convenient access to downtown amenities, shopping, schools, and commuter routes. Whether you are an owner-occupant looking to build equity, an investor seeking rental income, or a contractor searching for your next project, this property offers tremendous potential. Property is being sold AS-IS.
Conveniently located close to downtown Winchendon, this 2-bedroom, 1.5-bath home offers a practical layout and easy access to local amenities. Start your mornings relaxing on the covered side porch before entering into the eat in kitchen, with a good-sized living room featuring updated flooring and first-floor laundry for added convenience. Upstairs you’ll find two bedrooms and a full bath. Outside, enjoy a manageable yard with space for gardening, pets, or outdoor relaxation. Take advantage of all that Winchendon has to offer, including direct access to the new bike/walking path, the growing downtown area, community events, Lake Dennison recreation area, and the new Community Park Amphitheater featuring concerts and seasonal events throughout the year. Bring your ideas and make this home your own!
Step into a piece of Winchendon's rich history at 155 River St, a distinguished single-family residence built in 1890. With over 2000 square feet of thoughtfully designed living space, this home offers a unique blend of classic charm and contemporary comfort, perfect for those seeking a vibrant lifestyle. This expansive home features five well-proportioned bedrooms, providing ample private space for residents and guests alike. The three full bathrooms are placed for convenience and comfort. Set on a generous 16,335 square foot lot, the property offers an outdoor area for relaxation, recreation, or gardening pursuits. A single-car garage provides practical storage and parking solutions. Discover the unique character and endless possibilities of this remarkable Winchendon address.
Fantastic 3 Bedroom, 2 Bath Lakefront Home. Beautiful, level lot with mature landscaping and beach in a quiet cove on Lake Monomonac. Lakefront living at it's best! Located on a dead end road, but with quick access to 202 for shopping, dining and all the amenities the area has to offer. Enjoy year round lake living and activities. Don't miss your chance to own this property. Open house 6/9/26 and 6/10/26 from 5-8 pm and 6/11/26 from 2-4 pm.
Welcome home to this meticulously maintained colonial offering 2 bedrooms, 1.5 baths, and a spacious detached 2-car garage. The bright, cabinet-packed eat-in kitchen features custom built-ins and a generous dining area. Natural light fills the living room, creating a warm, inviting space. The first floor includes a large full bath with laundry hookup, new vinyl flooring, and a mudroom with two closets. Upstairs are two bedrooms with new carpet, ample closets, and pull-down attic access. Enjoy the screened three-season porch for dining or relaxing. Outside, a 24×24 garage with new doors and openers, plus a 14×8 shed, provides excellent storage. The private backyard is a hidden gem. Minutes to Lake Dennison for swimming, camping, and recreation. Video tour available.
Packed with curb appeal and set in one of Winchendon’s most desirable neighborhoods, this beautiful Colonial sits on 1.28 acres surrounded by mature landscaping & is tucked away on a cul-de-sac with only three homes. Step into an open foyer and an open concept layout with hardwood floors, abundant natural light, a gas fireplace, and a front-to-back family room with built-in wall A/C. The kitchen features granite countertops, an island with breakfast bar & newer SS appliances. A 1st half bath adds convenience. Outdoor spaces include a wraparound farmer’s porch, rear deck, beautiful perennial gardens & a small fenced area ideal for pets. Upstairs are 3 bedrooms, including a primary suite w/French-door entry, walk-in closet, Jacuzzi tub, separate shower, and double vanity. A full common bath with 2nd-floor laundry completes the level. Additional highlights include a 2-car garage, shed, Buderus heating system & newer roof (2021). Crafting room/area in the lower level. Don't miss out!
This charming 3 bedroom, 1.5 bath home blends classic New England character with tasteful updates throughout. The kitchen features granite countertops, ample cabinet space, and flows nicely into the main living areas, making everyday living and entertaining easy. Hardwood flooring adds warmth and character throughout much of the home. Step outside and enjoy the peaceful backyard setting with a beautiful stream running along the property line. Relax by the outdoor fire pit while listening to the sounds of the water, creating a private and inviting atmosphere perfect for entertaining or quiet evenings at home. Conveniently located near local schools, parks, shopping, and commuter routes, this property offers the balance of small town living with everyday convenience. Whether you are a first time home buyer, looking to upsize, or searching for a move in ready home in Worcester County, 50 East St delivers value, charm, and a unique natural setting.
Room for everyone in this commodious colonial in picturesque Winchendon, MA! With almost 3500 sf of living area, 3BR/1.5BA, bonus rooms on the first floor (in-law?) and heated basement there's plenty of areas for living AND the fun extras! Oversized windows let in plenty of sunshine and the stainless steel applianced kitchen was recently remodeled! Main roof is 3 years old, hot and cold outdoor spicket, and there is even a generator hook-up! Spacious 1+ acre lot with shed, 2 parking areas, above ground pool and additional areas for picnics, volley ball, corn hole, etc! Winchendon is a thriving community with many natural and cultural amenities including a recreational trail, YMCA with pool and outdoor track, library, an artists' mecca, amphitheater with events throughout the year and in the area are box-store shopping, mountains, skiing, hiking, colleges, universities, hospitals and a Purple Line T stop! OPEN HOUSE SATURDAY JUNE 13, 2026 9AM-11AM!!
Welcome home to this beautifully maintained 3-year-old home that offers the perfect blend of modern comfort and peaceful country living! Situated on nearly 2.5 acres, this spacious 3 bed, 2.5 bath property delivers style and functionality. Come inside to discover a bright open concept kitchen, with maple cabinetry, granite countertops, SS appliances, LVP flooring flowing seamlessly into the dining and family room. Natural light fills the home, creating a warm and inviting atmosphere thoughout. Entering from the 2 car garage, find a mud room area and half bath. Upstairs, find 3 good sized bedrooms, including a primary suite, with a private bath and plenty of closet space. A full bath and laundry room complete the floor. The walk out basement could be transformed into more living space or left for storage. The expansive yard has endless possibilities for gardening, recreation, or simply enjoying the outdoor space! Wonderful newer neighborhood awaits you! OH 5/7 5-7 & 5/9 11-1 Come see!
Back on market after frozen pipes this winter. This is now a short sale. All offers due by 4/15. This MUST be a cash or 203k loan purchase. The pictures do not depict the current condition. This charming cape-style home is priced to sell and features four bedrooms, a large kitchen with an open concept to the dining area that has sliders to a back deck, overlooking a spacious yard. The living room is ample in size and great for entertaining. One of the bedrooms upstairs passes through to another. There are two separate staircases to the upstairs bedrooms. The backyard is secluded, quiet, and offers great space for a play area and gardening. Centrally located and versatile, it’s an excellent opportunity for comfortable family living, or a small home-based business or office setup. . New windows in 2017.
Welcome to this nearly new Colonial in desirable Doyle Estates! Set on 3.14 private acres, this 3-bedroom, 2.5-bath home offers over 2,000 sq ft of living space, including a finished basement. The open-concept kitchen and dining area feature stainless steel appliances, granite countertops, a center island, and maple cabinetry. The spacious living room includes a cozy gas fireplace, plus convenient first-floor laundry. Upstairs, the primary suite offers a tray ceiling, dual vanity, separate toilet room, and walk-in closet. Two additional bedrooms and a full bath complete the second floor. The finished basement includes a built-in sound system—perfect for relaxing or entertaining. Move-in ready with space, privacy, and modern comfort!
Opportunity for homeowner and investor, two lots /one house with a small garage and plenty of storage, potential to subdivide and sell additional land or build a second home or Adu or just enjoy playing and hosting on plenty of level grass with charming line of trees for some privacy! This Home boasts 4 bedrooms and plenty of space! The front porch is inviting and the neighborhood sought after! New appliances included, full walkout basement is currently unfinished, rooms are bright and the mudroom convenient! No worries with public water and sewer! Direct access to commuter routes, schools, shopping and rail trails and drive in movies- Seller is still completing painting and some interior updates yet you may wish to come in and make it your own style! New appliances included, fresh exterior paint- Even in the winter this home screams curb appeal- I Seller brings to your attention the ability to Air B & B the home and add a simple quick 2nd Home. Attention to new Roof
ATTENTION DISCERNING BUYERS! EXTRAORDINARY WOODED ACREAGE FOR A CUSTOM-BUILT FUTURE! Bring your contractor and imagination to this rare offering featuring a 37+ acre wooded parcel complemented by an additional 3+ acres with an existing structure of limited utility offering redevelopment potential for a private estate, or thoughtfully designed compound, or an ideal setting for a horse farm. Enjoy the perfect balance of small town charm and peaceful seclusion just minutes to restaurants, shopping and everyday conveniences. As you explore the land, enriched with old growth deciduous trees, towering pine and a gently babbling brook, envision the ideal placement for a custom home, barn or structures to fully capture the natural beauty, birdsong and soft afternoon light. With nearby rail trails four seasons of recreation await including hiking, biking, snowsports and access to neighboring waters for paddling, boating and fishing. A TRULY SPECIAL OPPORTUNITY!
Luxury living on the lake! This stunning home built in 2023 set upon 75' of private sandy beach waterfrontage. A true rare find upon Lake Monomonac which spans Mass/NH. The owners left no thought out of this custom waterfront home. Enjoy living on one floor with views of the water everywhere you turn. Well designed kitchen with waterfall quartz counter tops, high end appliances and over sized island for ease of entertaining. Primary suite offering spa bath, walk in closet w/ built-ins and morning coffee off the private access to the balcony. Well planned private guest area with views of the water along with built in bunk area and private bath. Central A/C, radiant floor heat and whole house generator. Take a swim in the lake and finish off with time spent in the sauna. Beautiful lush lawn area and professional hardscape landscaping. There is nothing left for you to do but come on over and enjoy the easy life of living on the lake.More land available upon request.
Well maintained 3-bedroom home in a great location. Bright and sunny 1st floor with a large living room. Spacious kitchen. Extra room for office space or den. 3 full-sized bedrooms. Beautiful full bath. New septic. Move right in and start the new year in your new home. Seller willing to buydown the mortgage rate of this home. One-year American Home Shield Warranty included. PLEASE SET UP APPTS THRU SHOWINGTIME.
Winchendon is located in Massachusetts. Winchendon, Massachusetts has a population of 10,371. Winchendon is less family-centric than the surrounding county with 27.84% of the households containing married families with children. The county average for households married with children is 31.47%.
The median household income in Winchendon, Massachusetts is $84,120. The median household income for the surrounding county is $81,660 compared to the national median of $69,021. The median age of people living in Winchendon is 39.2 years.
The average high temperature in July is 79.6 degrees, with an average low temperature in January of 10.3 degrees. The average rainfall is approximately 47.4 inches per year, with 66.6 inches of snow per year.
