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.
Some homes are meant to be lived in, others are meant to be explored, and this one happens to be both! Nearly 25 acres surround this inviting ranch at the end of a quiet cul-de-sac, with private trails, Whitney Pond along the rear boundary, and room to enjoy life on your own terms! Step inside to an open-concept living area where the living room, dining area, and kitchen connect effortlessly. Hardwood floors run throughout, while sliders fill the space with natural light and whisk you out to the charming deck. The living room fireplace adds warmth and character, while three bedrooms provide comfortable space for everyone. Downstairs, a propane stove warms the expansive basement, offering tons of versatile space for a family room, game area, workshop, gym, hobbies, or whatever you envision. Outside is where this property really shines. 24+ acres of mature woods create a private backdrop, with more than a mile of trails winding through the land for hiking, cross-country skiing, snowmobiling, power sports, hunting, and exploring. Direct access to the former Boston & Maine Railroad corridor and groomed snowmobile trails adds even more four-season recreation. Approximately 360 feet of Whitney Pond frontage stretches along the rear property boundary, bringing fishing, kayaking, wildlife watching, and peaceful waterfront moments close to home. Eight established garden beds, a chicken-coop area, garden shed, screened gazebo, and dedicated RV/camper parking add even more ways to enjoy the land. The oversized garage setup is equally impressive, with a 24' x 36' three-car barn/garage plus heated 24' x 24' attached and detached two-car garages, providing space for up to seven vehicles along with equipment, projects, and storage. Recent improvements include a new roof with transferable 50-year warranty, replaced well system, whole-house water radon mitigation system, EcoFlow backup power system, and newer high efficiency boiler. There’s a lot to discover here, and pictures can only tell part of the story. Come experience the space, privacy, and possibilities for yourself! Your next adventure awaits!
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.
***Open House Saturday (9/26) 11-1*** 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.
Enjoy waterfront living with an amazing view on Lake Monomonac. This home features a brand new second floor and a great sense of privacy.Updates completed in 2020/2021 include a metal roof, a galvanized steel oil tank, furnace, on-demand hot water heater, and whole-house re-insulation and boarded.Step outside to a large Trex deck overlooking the water, perfect for morning coffee or relaxing evenings. Inside, the master suite includes a 13 x 10 master closet and a private master bath with a shower room and a tub behind glass. A boat is included, so you can get out on the lake right away. Closing is planned for the end of March or early April, giving you time to manage your move, with the first open house set for October.
Summer isn’t over yet - and lake life is calling! This one-of-a-kind Lake Monomonac property offers something almost unheard of for waterfront: nearly TWO acres, over 2,000 sq. ft. of living space and FIVE garage stalls, all on one of the area’s most desirable lakes. Inside, enjoy radiant heat throughout - even in the basement - and hardwood floors throughout. A tiled entry with half bath and laundry leads to a first-floor primary retreat with a spacious walk-in closet and full bath. The heart of the home is the open-concept kitchen, living and dining area, featuring brand-new Quartz counters, a custom handmade backsplash and two NEW French doors opening to the wraparound deck with beautiful views of the yard and lake. Entertain, unwind or head to the above-ground pool - the hardest decision may be pool or lake! Upstairs are two generous bedrooms, one with a double closet and the other with a walk-in, and a large full bath. The full basement offers excellent workshop space, while the attached heated 3-car garage and detached 2-car garage, built in 2022, provide an incredible amount of room for vehicles, boats, toys and hobbies. Tesla solar helps keep electric costs down, too, plus there's a generator for added peace of mind! Nearly two peaceful acres, room to spread out and the lake right outside your door - there’s still plenty of summer left to start living the Lake Monomonac life!
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.
Welcome to this exceptional, updated Ranch offering an impressive finished lower level and an oversized 19x52 heated garage with room for a workshop, recreational vehicles, hobbies and more! This home features a newly finished lower level, offering an inviting and sophisticated extension of the home’s living space and is designed for both entertaining and everyday enjoyment. The spacious entertainment room features a striking tiled pellet stove surround, creating a warm focal point, along with a custom two-tier wood slab bar, wet bar and full-size refrigerator. An office/guest room offers flexible space for a variety of needs, while a beautifully appointed bathroom with a shower completes this impressive level. All lower level work is fully permitted. On the main level, the spacious updated kitchen invites everyone to gather around the granite island. The generous dining area provides plenty of space to linger over meals and entertain, while the large living room, complete with a tiled fireplace, offers a comfortable space to relax and enjoy time together. This bright and cheery home has 2 bedrooms and a full bathroom on the main floor. The expansive level backyard provides room to gather, play, garden etc. Two sheds provides storage for yard supplies and outdoor equipment. This property is in a Home Business Zone (town approval required). This meticulously maintained and move in ready home, offers an exceptional combination of living space that truly sets it apart!
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!
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 settle in.Beautifully updated and truly move-in ready—come see all this Winchendon home has to offer!
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.
Newer constriction with DEEDED BEACH RIGHTS to Sunset Lake. Rear boundary borders thousands of conservation acres with endless ATV and snowmobile trails. Seasonal views of the lake. Town water! 3 BD + office, 2 ½ baths house with DEEDED BEACH RIGHTS to Sunset Lake. Master BD with master bath. Good size kitchen and dinning room. Washer/dryer (hook up) on the 1st floor. Ashburnham mailing address but Winchendon public schools. Use Ashnburnham for GPS
Immaculate, like new 1,828 sq. ft. colonial set on a private 4.13 acres. Welcome to 90 Royalston Road. Step inside to an inviting open-concept floor plan featuring a spacious kitchen with granite countertops, stainless steel appliances, an island, and cabinets with crown molding, a formal dining room, a front-to-back living room and a half bath with laundry. A slider off the kitchen leads to a private deck overlooking the above-ground pool and beautiful backyard. Upstairs, the front-to-back primary suite features a walk-in closet, linen closet and a private full bath. Two additional generously sized bedrooms and a full bath complete the second floor. Additional features include a two-car attached garage and central air. Enjoy peaceful country living just minutes from downtown, shopping, and restaurants. Welcome Home!
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.
BUYER OPPORTUNITY! Seller is offering up to $5,000 toward buyer closing costs! Move-in ready Colonial - privately set on 1.28 acres in one of Winchendon's desirable neighborhoods. Located on a cul-de-sac with just 3 homes, this property offers privacy, mature landscaping, perennial gardens and great curb appeal. A welcoming wraparound farmer's porch leads into a sun-filled interior with hardwood floors throughout. The living room features a gas fireplace, plus there is a separate front-to-back family room that provides plenty of additional space to relax or entertain. The eat-in kitchen offers granite countertops, a center island, breakfast bar and newer stainless steel appliances. This area has access to the back deck overlooking the private yard and a small fenced-in area. Upstairs you'll find 3 bedrooms, including a spacious primary suite entered through French doors and featuring a walk-in closet & private full bathroom. Convenient 2nd-floor laundry completes the upper level. The lower level includes a partially finished craft/flex room. Other highlights include an attached 2-car garage, a shed, Buderus heating system, 2021 roof and town water & sewer. Seller relocating for work and quick closing is available. Seller will contribute up to $5,000 toward buyer closing costs. Easy to show!
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.
