Endless possibilities await! Originally built as a single-family home, this property offers the opportunity to restore it to a spacious 4-bedroom residence while enjoying over 6 acres of flat, usable land on a scenic country road just minutes from the New Hampshire border. Perfect for those dreaming of a small homestead, hobby farm, or simply room to spread out, the property features a large two-story barn, two open fields, private wooded acreage, and Robbins Brook flowing through the land. Currently configured as a 3-family, it also presents the potential for rental income while planning future renovations. Property is being sold as is. Seller will not provide Title V. Buyers are responsible for their own due diligence. Also listed as a Multi Family MLS #73550523
Set on a sprawling 2.69-acre lot, this inviting Cape offers the perfect blend of comfort, space, and country charm. The bright, airy kitchen features stainless steel appliances, abundant cabinet and countertop space, and sliders leading to the deck—ideal for seamless indoor-outdoor living. A spacious family room showcases a stunning wood-paneled, beamed ceiling and a classic brick fireplace, creating a warm and welcoming gathering space. The open living and dining rooms provide an easy flow for everyday living and entertaining. Two bedrooms are conveniently located on the second floor, offering privacy from the main living areas while a 1st floor bedroom completes the package. Outside, enjoy the expansive yard complete with a barn/stable, an attached garage, and plenty of off-street parking, providing endless possibilities for hobbies, storage, animals, or outdoor enjoyment.
**OFFER DEADLINE- Monday 7/20/26 @ 5pm** Charm and character from 1870 with all the right updates in mind! This 2,111 square foot single-family home delivers historic character with genuinely useful, flexible space. Four bedrooms offer plenty of room to spread out, work from home, host guests, or set up that hobby space you've been dreaming about. The layout adapts to however you want to live in it. The standout? A first-floor bathroom that goes well beyond the basics — oversized and outfitted with a full laundry area, making everyday routines effortless and giving the first floor a smart, functional flow. 15 Juniper St is a rare chance to own a piece of Winchendon's history without sacrificing modern convenience. Fresh paint throughout and oil tank replaced in 2026. Close to downtown, dining, bike path, amphitheater, schools and playgrounds.
Opportunity awaits with this 3-bedroom, 1.5-bath Cape situated on a sunny and spacious 0.69-acre lot. The first floor offers an eat-in kitchen, a front-to-back living room, a full bath, and a convenient first-floor primary bedroom. Upstairs, you'll find two additional bedrooms and a half bath, providing a functional layout. With some vision and updates, this property has the potential to become a wonderful place to call home and is an excellent opportunity for buyers looking to build equity. Being sold as is, this home is best suited for cash or 203k financing, as it will not qualify for CONV, FHA, VA, or USDA financing, as is. If you're searching for a property with potential on a generous lot, this could be the one you've been waiting for. Seller will consider installing a new septic and fixing the bathroom plumbing to pass conventional financing with a sales price of $285k or greater.
Tucked into a peaceful wooded setting, this inviting Colonial offers the privacy, flexibility, and outdoor space that make everyday life feel like a retreat. Imagine morning coffee on the deck surrounded by trees, summer gatherings overlooking the expansive yard, or quiet evenings by the fireplace after a long day. The bright, comfortable interior has been thoughtfully refreshed with attractive updates while maintaining a warm, welcoming feel throughout. A versatile additional room offers flexible space for a home office, hobbies, recreation, or other uses. Downstairs, the partially finished walkout level creates even more room to relax and opens to a patio where the backyard becomes a natural extension of the home. A large garage, newer shed, and generous grounds provide outstanding space for vehicles, recreation, projects, and storage. Private yet convenient, this is a home designed to be enjoyed both inside and out.
Presenting a distinguished single-family residence constructed in 1854, offering 2151 square feet of refined living space. This property stands as a testament to enduring architectural integrity, meticulously preserved to offer a unique blend of historical charm and contemporary functionality. The residence encompasses three well-proportioned bedrooms, providing comfortable private accommodations, including a large walk-in off the primary. Complementing these are one full bathroom on the second floor and one-half bathroom with laundry on the first floor. Further enhancing the property's appeal is a two-car garage, providing secure parking and additional storage solutions. The generous lot, spanning 29621 square feet, offers ample exterior space for various outdoor pursuits and landscaping possibilities including a built-in pool for those HOT summer days.
This beautifully maintained 5 bedroom, 2 1/2 bath colonial boasts over 3400 sq ft. of living space. Built in 2016, this single-family residence offers spacious comfort and expansive outdoor living. The large open concept fist floor includes a modern kitchen with stainless steel appliances, granite countertops, a dual oven and center island with cooktop. A slider off the kitchen leads to a private deck with a patio fire pit and above ground pool just steps away.The property sits on a generous 5.49 acre lot, offering significant private outdoor space for recreation or quiet enjoyment. A two-car garage provides practical storage and parking solutions. This property offers a connection to nature, while only a 4 minute drive to Winchendon center with amenities such as restaurants and shopping.
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!
The money is in the details! 101 Royalston Rd N Winchendon This beautifully updated 3-bedroom,1.5 bath showcases quality craftsmanship throughout. Remodeled kitchen features a massive center island with seating, oversized sink, tile backsplash, tile flooring, double wall ovens, cooktop with range hood, wine refrigerator, pantry closets, & stainless-steel appliances. Front-to-back living room offers Teak flooring, leads to the composite deck overlooking the private backyard. Heated saltwater in-ground pool with gazebo & cabana, with fenced in yard. Upstairs a spacious primary bedroom with walk-in closet & Brazilian Chestnut hardwood flooring extending into the hallway & additional bedrooms. Custom built-ins for stellar dressing room or teen dream bedroom. Bath features a tiled walk-in shower & stone-top vanity. Finished lower level, Distinguished entertainment room with custom bar. 2-car attached, Mason Red Steel garage, & Reeds Ferry shed. Vivint 24/7 security system. New roof complete
Experience tranquil waterfront living at its finest in this 3-bedroom, 2-bathroom lakefront retreat on picturesque Lake Monomonac. Nestled on a level lot with mature landscaping, this property offers a private sandy beach and stunning water views in a peaceful cove setting. Tucked away on a quiet dead-end road, you'll enjoy the perfect balance of privacy and convenience, with easy access to Route 202, shopping, dining, and the many recreational amenities the area has to offer. Whether you're seeking a year-round residence or a relaxing waterfront getaway, this exceptional property delivers the ultimate lakeside lifestyle!
Enjoy comfortable, low-maintenance living in desirable Glenwood Park, a welcoming and sought-after 55+ community! This spacious double wide manufactured Ranch offers 3 bedrooms and 2 full baths with an inviting open concept layout designed for easy everyday living. The heart of the home features a seamless flow between the kitchen, dining area, and living room. A separate mudroom with laundry adds convenience and provides direct access to the attached oversized two-car garage. Insulated and heated, the garage offers incredible flexibility for hobbies, projects, workshop space, or additional year-round enjoyment. Additional features include central A/C, crown molding throughout, a front porch, storage shed, and a low-maintenance yard so you can spend less time on upkeep and more time enjoying life. Move right in and enjoy easy one floor living! Quick closing is available.
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.
MOTIVATED SELLER! - 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 and is tucked away on a cul de sac with only three homes. Step into an open foyer & an open concept layout with hardwood floors throughout, lots of natural light, a gas fireplace in the living room plus a front to back family room. The kitchen features granite countertops, an island with a breakfast bar & newer SS appliances. A 1st floor half bath adds convenience. Outdoor spaces include a wraparound farmer’s porch, back deck off the dining area, beautiful perennial gardens & a small fenced area. Upstairs are 3 bedrooms including a primary suite with a French door entry, walk in closet, soaking tub, separate shower & double sink vanity. A full common bath with 2nd floor laundry completes the level. Additional highlights include 2 car garage, shed, Buderus heating system, roof (2021). Easy to show.
Back on market after frozen pipes this winter. This is now a short sale. 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.
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
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 01475has a population of 10,371. Winchendon 01475 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 01475 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 01475 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.