Beautiful, like-new, 4-year-old traditional Asher Colonial offering 1,828 sq. ft. on 4.13 private acres. This home boasts an upgraded brick walkway and large granite entry steps. The open-concept floor plan features a spacious kitchen with upgraded cabinets to the ceiling with crown molding, granite countertops, a granite island, and stainless steel appliances. The formal dining room is stunning! A front-to-back living room and half bath with laundry complete the first floor.A slider off the kitchen leads to a private deck overlooking the new above-ground pool and magnificent scenic views. The huge front-to-back primary suite features a walk-in closet, linen closet, and private full bath. Two generously sized bedrooms and a full bath complete the second floor. There is a large walk-out basement with French doors and high ceilings, perfect for a future finished space. Additional features include a 2-car attached garage, central air, Generac generator, and pool with equipment. Make this gorgeous Country Colonial, just minutes from downtown, shopping, and restaurants, your home today!
Welcome to this inviting ranch-style property tucked away on a quiet dead-end road in Winchendon! Set back on a private, tree-lined 0.68-acre lot, this home offers comfortable one-level living with a great combination of indoor and outdoor space. The open kitchen features a large center island, stainless steel appliances, and twin skylights that fill the space with natural light. Flowing into the living room, exposed wooden beams add warmth and character, while the adjoining dining area offers a great space for gathering and entertaining. Hardwood flooring runs throughout the main level, which includes two bedrooms, one full bathroom, and a half bath with laundry hookups. Enjoy the outdoors from the expansive back deck and screened-in porch overlooking the backyard. Three large storage sheds provide plenty of additional space, including one with electrical wiring that could make a great workshop. Recent updates include brand-new windows and doors. Conveniently located just 3 miles from Lake Dennison, less than 10 minutes from the New Hampshire border, and approximately 15 minutes from Route 2. Title V inspection is scheduled for 11/9/2026. Results will be provided once completed.
Welcome to 229 Monomonac Road West! Located in the scenic Lake Monomonac area, this home offers beautiful lake views and a peaceful setting surrounded by nature. Inside, you’ll find a spacious kitchen and a generously sized living room with views of the water. The flexible floor plan also features a convenient first-floor bedroom and full bathroom. Upstairs, you’ll find two generously sized bedrooms, a full bathroom with a walk-in shower, and an additional space perfect for a home office or playroom. Newer mini-splits in the bedrooms and living room provide added comfort throughout the seasons. Outside, enjoy the spacious yard, patio, and deck, offering plenty of room to relax or entertain. A one-car garage provides additional parking and storage. The home also features a generator hookup. Sale includes two additional adjoining parcels, for a combined total of approximately 0.91 acres per public records. Seller is offering a $10,000 credit toward carpet replacement, giving buyers the opportunity to update the flooring to their liking! Enjoy the peaceful surroundings and scenic views of Lake Monomonac, all just minutes from the Massachusetts and New Hampshire border!
Newly built and ready to welcome its first homeowner. This new home offers the promise of modern living within a peaceful setting. Featuring 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 1500 square feet, the home provides a practical and inviting space for both intimate gatherings and quiet moments of reflection. Quartz countertops, recessed lighting, luxury vinyl plank flooring are just a few of the upgrades that make this a great buy.
Welcome to 23 Webster St, a charming home located in Winchendon, MA. Built in 1900, this 996-square-foot single-family residence is move-in ready and offers a warm, inviting atmosphere that reflects its timeless character. The living room serves as the heart of the home, featuring beautiful hardwood flooring that provides a durable and classic foundation for your personal style. The residence includes two bedrooms, offering flexibility for your living arrangements, alongside 2 bathrooms- both have stand up showers to accommodate daily routines. Beyond the main living spaces, this property provides practical utility through its basement area, ideal for additional storage needs. The exterior is defined by a welcoming porch, perfect for enjoying the local scenery, and the home is equipped with solar panels, reflecting a thoughtful approach to modern energy efficiency. This move-in-ready home offers a perfect blend of historic character and functional living, making it an excellent opportunity to schedule your private tour today.
Enjoy a welcoming farmer’s porch, an attached two-car garage and versatile living space in this 3 bedroom, 1.5 bath Ranch! The fully applianced eat-in kitchen features, tile flooring, a walk-in pantry and opens to a dining area with hardwood flooring, a slider to the back deck and direct garage access for easy unloading of groceries and shopping bags. The hardwood flooring flows into the living room, where a bay window fills the space with natural light. A pocket door connects the primary bedroom to the large common bathroom which has tile flooring and a conveniently located washer and dryer. The large finished lower level provides even more room to spread out, with a walk-in closet, a half bathroom and a slider to the private backyard, complete with a storage shed. A separate heated workshop with its own walkout door offers space for hobbies, projects and storage. The owned solar panels round out this home’s appealing features! Don’t miss out.
Set on beautiful Lake Monomonac, this lake house offers incredible privacy and about 236 feet of lake frontage! This 3-bedroom, 2.5-bath home has everything you need to start enjoying lake life right away. The entire second floor was added in 2021 as a spacious primary suite with its own balcony overlooking the water, and a great family room anchors the other wing of the second floor, perfect for hosting guests or a quiet place to unwind. The first floor offers two more spacious bedrooms, one with its own private half bath, plus a full bath just down the hall. The open living room and kitchen flow right out onto a beautiful composite deck overlooking sweeping views of Lake Monomonac. The big work here is already done, with a new roof, siding, windows and insulation, and Title 5 has passed, so you can truly consider this a turnkey property. On top of the house itself, the pontoon boat, lift and dock are included and ready for long summer days on the water. Stretching over 700 acres across the Massachusetts and New Hampshire line, Lake Monomonac is made for boating, swimming, fishing and paddling all season long, with plenty of open water to explore right from your own dock. Whether it's your full-time home or your weekend escape, this is lake living at its best. Just move in and enjoy!
Welcome to 23 Webster St, a charming home located in Winchendon, MA. Built in 1900, this 996-square-foot single-family residence is move-in ready and offers a warm, inviting atmosphere that reflects its timeless character. The living room serves as the heart of the home, featuring beautiful hardwood flooring that provides a durable and classic foundation for your personal style. The residence includes two bedrooms, offering flexibility for your living arrangements, alongside 2 bathrooms- both have stand up showers to accommodate daily routines. Beyond the main living spaces, this property provides practical utility through its basement area, ideal for additional storage needs. The exterior is defined by a welcoming porch, perfect for enjoying the local scenery, and the home is equipped with solar panels, reflecting a thoughtful approach to modern energy efficiency. This move-in-ready home offers a perfect blend of historic character and functional living, making it an excellent opportunity to schedule your private tour today.
Charming colonial with all the character that reflect it's 1920's origin. Entering the front door into the spacious living room with hardwood floor, fireplace, pellet stove insert and an office area tucked into an alcove. The dining room features french doors and hardwood floor, with a pantry/butler passthrough to the kitchen. A sunny dining nook and breakfast bar are part of it's functional layout. A half bath is just off the kitchen. A home office with separate entrance and half bath encompasses the addition. On the second floor, you will find four bedrooms, with the master featuring a large walk-in closet, and a full bath. The walkup attic offers plentiful storage. In the walkout basement, there is the second fireplace, storage, utilities and laundry. A large backyard and convenient location round out the many features of this unique property!
Do not miss out on the opportunity to own this well kept, and recently updated raised ranch style house. Over 1300 SQ FT featuring 4 generously sized bedrooms and 1 full bath. Recent tasteful updates throughout house include kitchen, bathroom, flooring and more! New septic in 2025! Nestled on a beautiful level lot that is over 2 ACRES offering a great space for recreational activities or hosting gatherings!
Welcome to 179 Glenallen Street! This spacious 3-bedroom home offers plenty of room to spread out, including an additional bonus room perfect for a home office, playroom, or hobby space. Thoughtfully maintained over the years, the home is clean, move-in ready, and full of potential for buyers to add their own finishing touches. A brand-new furnace will be installed, offering peace of mind for the next owners. Inside, you'll appreciate the generous living spaces and classic charm, while outside, the scenic half-acre lot provides room to relax, garden, or entertain. A garage adds convenience and extra storage. With solid features, comfortable living spaces, and opportunities to make it your own, this home is ready for its next chapter!
Lakefront living with room to enjoy it! Set on Lake Monomonac, 66 Lakeview Drive in Winchendon offers beautiful views, a generous yard, and comfortable spaces for both everyday living and weekends with a houseful of guests, all less than 90 minutes from Boston.Inside, beautiful hardwood floors and a propane stove add warmth to the home, while stunning lake views draw you into the living room and dining area. Whether you're sitting down to dinner or taking a quiet afternoon to yourself, the water is always part of the setting. The deck is a natural extension of these spaces, with room to enjoy morning coffee, share a meal outdoors, or watch the boats go by.Downstairs, a family room provides a second gathering space for watching movies, playing games, or unwinding after a day outside. This level also includes a bedroom, bathroom, and laundry area, plus a bunk room for even more guests that can transform to storage in the winter. It's a practical setup for hosting family and friends, with places to gather and room to spread out when everyone comes to stay. Step directly outside from the lower level to additional patios and decks.The waterfront is the best of both worlds, tucked into a quiet no-wake zone with quick access to the main body of the lake. The spacious yard stretches toward the lake, bringing together a sandy beach, a fire pit, and plenty of room for lawn games and cookouts. Spend the afternoon swimming or relaxing along the shore, then pull up a chair around the fire as evening settles in. A private boat ramp makes launching and retrieving your boat convenient, whether you're heading out to fish, cruise, or explore the lake.As if that wasnt enough, your very own outdoor bar adds a casual gathering spot for summer afternoons, evenings with friends and doubles as extra storage space. The attached garage provides convenient parking and storage for tools and recreational gear.With inviting spaces inside and out, this home offers more than a view of the lake. It gives you the beach, boating access, and room to share the experience, all right at home. Open House Saturday October 24 th from 10am -12pm
Historic character meets country living at “The Corners,” a distinctive Federal-style residence known as the Stearns House, set on 3.03 acres of wooded and open land in Winchendon. With nearly 3,000 sq. ft., 4 bedrooms, 2.5 baths and 5 fireplaces, this property offers generous spaces for everyday living and entertaining.The home features an eat-in kitchen, dining room, spacious living room, office, den and an oversized sunroom with a fireplace. Two covered porches invite you to relax outdoors, while a large mudroom, storage room and attached 5-bay garage add convenience.A 30’ x 34’ post-and-beam barn includes horse stalls, a storage room, animal pen and full loft, complemented by a 12’ x 12’ former icehouse. A small pasture with electric fencing offers space for horses or goats. Enjoy a large fenced dog area and a 32’ x 54’ fenced garden with berry bushes; both fences are removable.The land offers potential to subdivide and create 2 additional ANR lots. Buyer is responsible for verifying feasibility, applying for and obtaining all required Town approvals or endorsements, and completing the Town’s required process. Additional lots are not currently approved.Recent improvements include 37 new double-pane windows (August 2025), additional rear gutters (September 2025), a remodeled main bath with shower, fresh interior paint, refinished wood and painted floors, and new concrete floors in the garage bays. Additional features include an architectural-shingle house roof, metal barn roof, house and barn exterior painting (June 2022), a furnace installed in November 2021, updated 200-amp electrical service, oil heat, town water and sewer, and a stone-wall basement with a concrete floor.Convenient access to Routes 12, 140 and 2, with commuter rail available in Fitchburg. Historic charm, versatile outbuildings and room to cultivate your own country lifestyle!
Looking to be away from it all, yet still convenient enough for commuting--just 4 miles from NH and 11 low-traffic miles to Route 2? This historical former country club sits on 18.6 wooded acres across two parcels. The interior offers approximately 3,400 square feet of living space with 4 bedrooms and 4 bathrooms. The great hall measures 48 feet by 25 feet and has beamed ceilings, wood paneled walls, hardwood floors, and a center brick fireplace with a wood stove, and the dining area shares the same room. Dining room furniture original to the home is included as a gift to buyers. The kitchen opens to the deck through French doors, with a center island, granite counters, a Sub-Zero refrigerator and freezer, two full size Miele ovens, and an espresso station. A butler’s pantry connects to the kitchen and to the great hall through a swinging door, and it keeps its original glass front cabinets alongside granite counters, a sink, and a dishwasher. The second floor primary suite has wood paneled ceilings, a skylight, and a bathroom. The first floor residential wing has two additional bedrooms, each with a dedicated bathroom. A fourth bedroom would make a great library and has exclusive use of a large three season porch. The washer, dryer, dishwasher, and hybrid electric water heater date from 2023 to 2026. Heat is oil fired hot water baseboard with Nest thermostats, along with 200 amp electric service and a 30 amp outlet for recreational vehicles. Some air sealing and weatherization was completed in 2023. The home is served by town water and town sewer. It’s set at the end of a dead-end street, with access through stone columns that align with the craftsman bungalow style of the home and the impressive front entrance has a covered front porch with a full width stone base. There’s also a back deck and a storage shed. The sellers have catalogued more than 70 species of birds on the property, along with fireflies and other wildlife. The driveway parks 12 or more vehicles. Buyers may want to explore allowed uses other than residential. Winchendon offers a vibrant main street, golf, tennis, a new outdoor amphitheater, trails, a 9+ mile paved bike path, and public and private schools. This wonderful and unique property is being listed as-is, with many projects completed, however the sellers are not able to make further repairs.
This is a well-kept neat and clean cottage with expected irregularities. Many recent updates. The house has five rooms and one full bath, all on the first-floor level. It has three heating options, electric, Propane gas, or a pellet stove which is included in the price. The Propane gas heaters are new. The house only has a partial cellar with access through a floor hatch. The house is serviced by a recently installed septic system. The roof shingles are about 7 years old. The property is located at the end of a low traffic st. Great location. The lot is mostly cleared with lawn in the front and back.
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 1.05 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.
Hard to find colonial with a huge first floor primary suite. This 4 bedroom home is set on a quiet country lot surrounded by stone walls, and greets you with a welcoming farmers porch. At just over 2750 sq ft there is plenty of room for everyone. The First floor has fireplaced living room, fully appliance kitchen with oversized island and walk in pantry, and dining room. There is a great pass through foyer with built ins to help organize the busiest family, and a full common bath. Also on the first floor is the primary bedroom with walk in closet and bathroom with soaking tub. Up stairs is a central open room perfect for a game room, kids hang out/ media room. Three additional large bedrooms and a common bath complete the space. Enjoy the sights and sounds of the country from the front porch or the deck. lot will be fully landscaped with a paved drive. This floor plan is very flexible, we have other layouts with primary upstairs as a 3 or 4 bedroom and a large family room on first floor.
Welcome home to 4 Hale St in Winchendon, MA. This 1910 ranch sits on a corner lot and offers single-level living, with hardwood floors, French doors, and classic character throughout.The main bedroom features a walk-in closet and dressing area, and a bonus room with washer/dryer hookups adds everyday convenience. A walk-up attic offers extra storage or future potential.Outside, enjoy the composite deck or unwind by the fire pit on the spacious, private lot. The home is ready for its next owner's updates and personal touches, an opportunity to build equity in a desirable Winchendon location.
So much more than what you find in your traditional split-entry style home!!! A beautiful sunken Great Room in the back of this home for privacy offering cathedral ceilings, skylights, brick hearth, laminate flooring and sliding glass doors leading to a deck! 2 bathrooms (one with walk-in shower)! A front-to-back family room in the basement! Master bedroom has a walk-in closet! 3rd bedroom is on the lower level. Need a den or home office? Living room French Doors lead to a sunken den, office or maybe a playroom? Priced low because some work still remains to be done. This home will not meet FHA, FmHA or VA requirements. Above ground pool conveys but needs work. Located on a beautiful country road yet just minutes to downtown Winchendon and Routes 12, 202, 140 and 2! A travelers DREAM to live in the country with over an acre yet have good highway access! Title 5 passed!! Still time to be in your home before the upcoming holidays if you hurry!!
An exceptional Italianate property where architectural distinction, craftsmanship, and a strong sense of place come together on more than 7.5 acres near Winchendon’s historic Old Center. Commissioned as a country estate and conceived with accomplished early 20th-century design professionals, the property reflects a level of planning and execution rarely encountered today. Well-proportioned rooms, finely executed millwork, detailed finishes, and balanced scale create an atmosphere that feels substantial yet welcoming. The library offers a handsome setting for work or conversation, while the formal dining and living rooms reflect the artistry of an earlier era. A sun-filled conservatory with black-and-white tile, expansive windows, and French doors to the patio brings light and landscape into the home. Above, an artist’s studio with windows on three sides enjoys second-level views toward Mount Monadnock—an inspiring setting for painting, writing, music, or design. A separate service wing, historically designed for household staff, offers flexibility for live-in assistance, an au pair, guests, or broader household needs. Mature plantings, established trees, open lawn, and views toward Mount Monadnock contribute to a thoughtful relationship between home and landscape, reflecting the intentional character of the grounds. The abundant acreage offers possibilities for equestrian use, gardens, recreation, or outdoor living, while two surveyed lots provide additional options for future plans. The location offers convenient access to shopping, colleges and universities, and commuter rail service toward Greater Boston. The surrounding region offers four-season recreation, cultural amenities, lakes, conservation lands, and proximity to the mountains of southern New Hampshire. Spacious interiors, multiple gathering areas, and a natural connection to the outdoors create an inviting environment for daily life, longer stays, memorable gatherings, and every season. Rich in character and impressive in scale, this distinctive residence is defined by enduring design, luxuriant acreage, and a setting with presence. The Estate's accessibility and privacy create a rare balance of comfort, versatility, and connection to the wider region. Schedule a private showing today and experience firsthand what sets this home apart.
New home to be built on a quiet country road with few neighbors on a wooded 1 acre lot. Inside is a welcoming foyer with built ins, and a wide open first floor plan that will satisfy huge family gatherings making entertaining easy. The kitchen features Maple cabinets with soft close doors and drawers, granite tops, an oversized island and of course our custom lighting package with under cabinet and toe kick lights. There is a dining area and a living room, but the 12x24 family room is the bonus living area that sets this home apart from others. Upstairs are 2 guest bedrooms with and a common bathroom with linen closet. Master suite features cathedral ceiling, large walk in closet and a double vanity in the master bath. Enjoy the outside from either the front farmers porch framed with rough sawn timbers, or the 10x12 rear deck. There is a 2 car garage, central A/C, the lot will be landscaped and the driveway paved. Construction starts soon, so secure it now and be involved with every detail of your new home.
Welcome home to this charming ranch offering comfortable one-level living and a wonderful blend of updates, character, and outdoor space. Whether you're purchasing your first home or looking to downsize, this lovingly maintained property is ready to welcome its next owner. The home features three bedrooms and one-and-a-half baths, with the smaller third bedroom currently being used as a spacious walk-in closet—providing excellent flexibility for storage, a home office, nursery, or guest space. The primary bedroom features new carpet and a screened porch. Outside, you'll find a large backyard surrounded by mature trees, offering plenty of room to relax, garden, entertain, or simply enjoy the privacy of your own outdoor space. The established garden adds even more charm and potential for those who enjoy gardening and outdoor living. A nature lovers dream, only two minutes from Lake Dennison, six minutes from Otter River, and close to multiple hiking trails.
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 1.05 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.
There’s something special about a Village Colonial: the character, the generous rooms and the feeling of being connected to the heart of town. Welcome to 374 Front Street, where you’ll find all of that, plus a floor plan with plenty of room to make it your own. The spacious 15x15 eat-in kitchen, with newer appliances and hardwood floors, is made for morning coffee, weeknight dinners and conversations around the table. A separate dining room gives you great space to celebrate holidays and gatherings, while the oversized 21x15 living room offers plenty of space to gather and relax. Need flexibility? A first-floor bedroom/separate office create options for guests, working from home, a playroom or hobby space, plus additional open space between the dining room and living room. Upstairs are three more generously sized bedrooms, including a 15x14 primary bedroom and a 13x13 bedroom with a walk-in closet. Wood floors (mix of hardwood, Douglas Fir and Pine) run throughout much of the home, and second-floor laundry keeps everyday chores conveniently close to the bedrooms. Outside, enjoy a level backyard with room for gardening, games, summer cookouts or simply relaxing at home. The porch adds another spot to sit back and enjoy the neighborhood, while the newer 2024 roof is an important update already taken care of. Best of all, you’re close to the heart of Winchendon, with local shops, dining, Beals Memorial Library and community activities nearby. Outdoor adventures are easy to find too, from the North Central Pathway and Winchendon Community Park to nearby Lake Dennison and Otter River. If you’ve been waiting for a home with character, space to spread out and the convenience of village living, this one deserves a closer look.
A true diamond in the rough, this home has great bones, great space, and a lot of potential for a variety of prospective buyers. Situated conveniently on Tannery Pond, only a few minutes to downtown Winchendon, this property is zoned for a two family but currently being used as a single family. All systems - heat, hot water, and electric - are in great shape. Worry-free solar panels are owned, not leased. A recent renovation to the kitchen has added value, but there is much more opportunity to live comfortably yet build more equity. This house has amazing possibilities, and as a single home or a duplex allows for a rare vesatility for a new owner. Schedule a showing today!
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.
