Welcome to this charming single-family home in Winchendon offering comfort, updates, and a convenient location close to downtown amenities. This well-maintained property features 3 bedrooms and 1 full bathroom. The updated kitchen offers new cabinets, dishwasher, microwave, an electric stove, and a desirable walk-in pantry for added storage and functionality. The first-floor bathroom includes a walk-in shower and laundry hookups. Recent updates include new flooring, fresh interior paint, newly installed windows. The home features FHW by oil heat and an electric hot water heater installed in 2025. Exterior highlights include off-street paved parking for two cars, a covered porch perfect for summer enjoyment, and a spacious backyard ideal for outdoor activities. Images may be digitally enhanced and virtually staged to demonstrate layout and potential; furnishings not included. Conveniently located near downtown Winchendon shops, dining, and local amenities. Don’t miss this 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.
Wonderful Winchendon. Wow! This home has been updated and is ready for its new owners. NEW ROOF, ELECTRICAL, PLUMBING, FLOORING, LIGHTING AND BATH. Freshly painted interior. Kitchen with Quartz Countertops, new cabinets, new appliances, walk in pantry, dining area and open shelving. Some windows to be replaced. Home is pleasing to the eye with neutral colors and decor. Great Condo alternative. Main bedroom has lots of room with a walk in closet. Additional walk in closet in hallway. Second bedroom also has ample room. Large sundrenched . fully insulated three season room/porch for extra living space. Level backyard. All utilities are located on main floor. Separate area for newer boiler and storage. This space could potentially be additional living space.
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. PLEASE SET UP APPTS THRU SHOWINGTIME.
Stunning 3-Bed, 2.5-Bath Colonial on 2.28 Private Acres! Step into this beautifully maintained home featuring a spacious open kitchen with breakfast bar, sun-filled living room with deck access, and formal dining with hardwood floors. The luxurious primary suite boasts a walk-in closet, bonus office space, and spa-like bath with Jacuzzi tub. Two additional bedrooms, serene backyard, 2-car garage, and storage shed complete this ideal retreat just minutes from outdoor recreation, shopping, and the NH border!
Unlock the full potential of this expansive farmhouse, offering generously sized rooms, a substantial lot, a huge garage, and plenty of storage — including a workshop above. The property has been cleaned out and de-leaded, but it now requires a comprehensive renovation. Bring your vision to life with this charming home, ideally located in a peaceful and desirable area. Featuring 4–5 bedrooms and 2 full bathrooms, the residence sits on a large lot with ample opportunities for expansion or customization. Whether you’re seeking to renovate, add value, or create your dream home, the possibilities are truly endless. Don’t miss this exceptional investment opportunity. Housing court approval required.
ATTENTION CONTRACTORS, FLIPPERS! COME BRING YOUR TOOLS AND IMAGINATION TO BRING THIS GEM BACK TO IT`S FULL POTENTIAL! THIS HOME BOASTS OF A NICE LARGE LIVING ROOM WITH HARDWOOD FLOORS, THREE BEDROOMS ON THE MAIN LEVEL WITH HARDWOOD FLOORS. THE THIRD BEDROOM DOES NOT HAVE A CLOSET! THERE IS A PANTRY OFF THE KITCHEN. A NEW BACK DECK THAT LEADS INTO THE KITCHEN. TWO FINISHED ROOMS IN LOWER LEVEL. JUST A SHORT DISTANCE TO TOWN, AND SCHOOLS. CLOSE TO THE NH LINE. SCHEDULE YOUR SHOWINGS TODAY!
WELL LOVED AND CARED FOR FAMILY HOME NEW TO THE MARKET! This gorgeous colonial holds 100+ years beautiful memories and history. Original woodwork, flooring that features bullet molding throughout. The first floor offers spacious eat in kitchen ,newer stainless appliances with cozy pantry, laundry room and 1/2 bath. Open ,Sun filled Living and Dinning room with hardwood flooring, built ins and Office/Den space. Extra wide original molding staircase, stain glass window leads to second floor. Three bedrooms with plenty of closet storage space with new carpets. Mudroom for extra convenience and storage. Charming, freshly painted front porch. Oversize, 2 car garage with new doors. Located on a quiet side street. Close to schools, shopping and downtown.
Welcome to this well-maintained 2-bedroom, 1.5-bath manufactured home located in the peaceful 55+ community of Glenwood Park. Designed for comfortable single-level living, this home offers a spacious living room with high ceilings and abundant natural light, creating an open and airy feel. The eat-in kitchen features sliding-door access to a generous deck overlooking a tranquil, wooded setting—perfect for relaxing or entertaining. The primary bedroom includes double closets for ample storage, while the second bedroom offers the convenience of an attached half bath, ideal for guests or a home office. Additional highlights include a large storage shed, a paved driveway with parking for two vehicles, and a nicely wooded lot that provides both privacy and a natural backdrop. Enjoy the serenity of a retirement-friendly neighborhood while being just minutes from local amenities. Don’t miss this spacious and inviting home, quick closing possible
Discover easy, move-in-ready living at 35 Hillside Dr, a fully updated 3-bedroom, 1.5-bath split-level home just steps from Lake Monomonac. This home features a new roof, brand new kitchen with quartz countertops, stainless-steel appliances, and a center island. The main level offers brand new engineered hardwood flooring, recessed lighting, and a new slider leading to a private back deck and wooded yard. All bedrooms include updated Pergo flooring, and the primary bedroom has its own half bath. A finished basement adds valuable extra living space ideal for a family room, home office, or gym. Additional features include an attached two-car garage, fresh paint throughout, modern lighting, and direct access to hiking trails and just a few steps to water access. With major updates complete, a peaceful location, and a quick close available, this move-in-ready home offers incredible value near the lake
**10K PRICE ADJUSTMENT** $5000 TOWARDS THE BUYERS CLOSING COSTS WITH A CLOSING BY JAN. 15th! This brand new 3-bedroom, 2.5-bath Colonial on 4.8 wooded acres is under construction. Quality built 3 bedroom, 2.5 bath home offers 1,652’ of living area with an oversized / super deep attached 1-car garage. The inviting farmer’s porch with composite decking leads into an open-concept first floor with 9' ceilings and featuring the kitchen with quartz countertops, an island and dining area with access to a 12x12 deck overlooking the private backyard. Upstairs includes a primary suite with full bathroom & a walk-in closet, two additional bedrooms, a full bathroom and a convenient laundry area. The full walk-out basement offers lots of potential for future living space. Buyers may still have time to customize interior finishes. One year builders warranty. Doyle Estates—where quality, comfort and privacy come together in this new neighborhood. No HOA fee. What a great way to start 202
*10K PRICE ADJUSTMENT * $5000 TOWARDS THE BUYERS CLOSING COSTS WITH A CLOSING BY JAN. 15th ! * Celebrate the new year in this COMPLETED brand new Colonial set on 4.5 acres at the new Doyle Estates neighborhood. This quality-built home offers 1,834' of stylish living space with an open-concept layout featuring luxury vinyl plank flooring, a spacious living room and a convenient mudroom with a custom bench, storage, and half bath. The kitchen has quartz countertops, maple cabinetry and an island perfect for entertaining, while the dining area opens to a 12x14 deck overlooking the wooded backyard. Upstairs, the primary suite includes a tray ceiling, a sitting area, a barn door to a walk-in closet and a full bathroom with a double sink vanity. Two additional bedrooms, a full bath & laundry room complete the second floor. Enjoy central A/C, an attached 2-car garage,& a walk-out basement ready for future expansion. 1 Year builder warranty. Where quality, comfort come together!
SELLER OFFERING $2000 CREDIT FOR FLOORING! Here’s your opportunity to get into this coveted 55+ park! Built in 2007, this youngster has all the modern conveniences & layout, plus an extra-wide carport and extra-thick skirting to help keep things nice and cozy in winter. Newer appliances! DW 12/24, HWH 7/25. Being on an elevated lot means you have a lush, verdure view right from your kitchen window! And storage shed for all the garden gadgets. The Glenwood neighborhood is located a mere 5 miles from groceries & other shopping just over the line in New Hampshire. Further up the road are exclusive New Hampshire offerings such as Mt. Monadnock and Cathedral of the Pines. Head south a couple of miles to the Winchendon Community Park with its stunning amphitheater overlooking the water & robust event calendar. Downtown amenities include expanded recreational trail, YMCA, library and delightful local eateries and gift shops. A fabulous home in a wonderfully quaint New England town.
21 Cottage St, Winchendon, MA, presents a single-family home, newly built and ready to welcome its first residents. This new home offers the promise of modern living within a peaceful setting. The residence features three bedrooms, providing comfortable accommodations for rest and relaxation. Two full bathrooms and one-half bathroom offer convenience and functionality, ensuring that the needs of everyday living are met with ease and style. With a living area of 1400 square feet, the home provides a practical and inviting space for both intimate gatherings and quiet moments of reflection. The ample lot size of 1.9 acres offers a sense of openness and connection with nature. This single-family residence is a fantastic opportunity to create the lifestyle you have always desired. Home is 100% complete
Welcome to this 3-bedroom, 2.5-bath Colonial situated on Bayberry Circle! Enjoy a fenced-in backyard perfect for outdoor entertaining, complete with an above-ground pool and back deck or relax out on the inviting front porch. The first floor offers a welcoming open floor plan featuring a spacious living room and a modern kitchen with a center island, granite countertops, and an adjoining dining area—ideal for everyday living and gatherings. Upstairs, you’ll find the main bedroom with a full bath and walk-in closet, along with two additional bedrooms and another full bath. Luxury vinyl plank flooring throughout. The full walkout basement provides excellent potential for future expansion or ample storage. A wonderful home offering comfort, style, and room to grow!
Welcome to this charming ranch-style home nestled on over 3 acres of picturesque land. Enter to a spacious formal living & dining area, filled w/ natural light through a large picture window. A comfortable den w/ fireplace & sliding glass doors opens to your back deck. The kitchen boasts a farmhouse sink & a dining area w/ a bay window overlooking your vast backyard. This home offers a convenient laundry room w/ access to a walk-up attic for easy storage. The primary bedroom features recessed lighting, a walk-in closet & a private bath, while two additional bedrooms & a second full bath provide plenty of space for family or guests. Enjoy the bright three-season sunroom or head down to the versatile partially finished walkout lower level, complete w/ a full bath & sauna plus a huge workshop. Outdoors, you’ll find mature apple trees, gardening area plus two electrified sheds. Additional highlights include central air, central vacuum, and the peaceful privacy of your expansive lot.
Nestled on a large 6.47 acre lot in the charming town of Winchendon, this new home offers a unique opportunity to embrace refined country living in a private setting. This attractive property is ready to welcome you. The kitchen is a culinary dream, featuring a large kitchen island that serves as a natural gathering place, complemented by sleek stone countertops and stylish cabinets that provide ample storage, while a tasteful backsplash adds a touch of sophistication. The bright and airy living room invites relaxation and conversation. With three bedrooms and two full bathrooms, plus a half bathroom, this residence provides comfortable accommodation for everyday living. The convenience of a paved driveway and two-car garage ensures secure parking and additional storage space. All in convenient Winchendon location, close to downtown, schools and shopping.
Inviting and spacious, this home offers a fantastic layout for everyday living and entertaining. Enter into the front-to-back living room featuring hardwood floors, a cozy fireplace, and a sliding glass door that opens to your back deck. The updated kitchen boasts a breakfast bar, black stainless steel appliances, and flows seamlessly into the formal dining room with hardwood floors—perfect for hosting gatherings. A convenient half bath completes the main level. Upstairs, discover a large family room with a vaulted ceiling, skylights, and a gas fireplace, along with three comfortable bedrooms, a full bath, and a versatile office. Outside, enjoy your own backyard retreat with a spacious deck, an in-ground pool, and a storage shed. A paved driveway and two-car attached garage add ease and functionality to this exceptional property. Don't miss the chance to make this house YOUR home!
Beautifully renovated 4-bedroom, 1.5-bath home in Winchendon featuring a brand-new kitchen with quartz countertops, stainless steel appliances, center island, and built-in wine rack. Enjoy the open layout with brand-new flooring throughout, complemented by modern updates including new electrical, new heating system, and new roof. The spacious bedrooms offer plenty of natural light, while the updated bathrooms add a touch of style and convenience. Outdoor living is made easy with new front and rear decks, perfect for relaxing or entertaining. This move-in ready property combines classic charm with modern upgrades, offering peace of mind and comfort for years to come. Don’t miss the opportunity to own this turnkey home!

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.