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160 Mill Street, Winchendon
$260,000
3 Beds ⋅ 1 Baths ⋅ 73566543 MLS
CLASSIC NEW ENGLAND VILLAGE COLONIAL - NEW TO THE MARKET & PRICED TO SELL!! LOVELY COVERED PORCH LEADING TO THE SPACIOUS LIVING ROOM WITH GAS STOVE, DINING ROOM, KITCHEN WITH REFRIGERATOR AND STOVE AND FULL BATH ON THE FIRST FLOOR. 3 BEDROOMS ON THE 2ND LEVEL. MUNICIPAL WATER AND SEWER. CONVENIENT ACCESS TO SCHOOLS, PARK, AND DOWNTOWN. QUICK CLOSING POSSIBLE. THIS PROPERTY IS BEING SOLD AS-IS. OFFER DEADLINE SUNDAY 8/23 @ 6 P.M.

160 Mill Street, Winchendon
2 Crescent, Winchendon
$250,500
3 Beds ⋅ 2 Baths ⋅ 73501583 MLS
Enjoy single-level living at its finest in this expansive 3-bedroom ranch, thoughtfully designed for both comfort and privacy. Nestled privately next to the pond, the community of Glenwood Park offers the perfect blend of beautiful surroundings and leisure living. Relax in your spacious, private backyard abutting peaceful forest land, with a scenic pathway through the pines and a tranquil pond front. Inside, an open floor plan creates a warm and inviting atmosphere. The formal dining area flows seamlessly into a cozy living room featuring a wood-burning fireplace—perfect for gathering and relaxing. The central kitchen with breakfast bar offers full sightlines into the main living spaces, making entertaining effortless. With extensive recessed lighting and multiple skylights, this home is bright and inviting. Featuring guest bedrooms ideally situated on the opposite end of the home from the primary suite, the layout is perfect for hosting family and friends. Do not miss!

2 Crescent, Winchendon
26 Royalston Rd. North, Winchendon
$250,000
3 Beds ⋅ 2 Baths ⋅ 73549049 MLS
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.

26 Royalston Rd. North, Winchendon
5 Cabot Road, Winchendon
$245,000
3 Beds ⋅ 2 Baths ⋅ 73499060 MLS
OPEN HOUSE Sat 4/11 Noon to 2pm!! Welcome to Glenwood Park, a desirable 55+ adult community! Enter into a welcoming living room featuring a vaulted ceiling that enhances the open, airy feel. The spacious kitchen offers a breakfast bar, pantry closet and flows seamlessly into the adjacent dining area. Down the hall, you’ll find a comfortable primary bedroom with ample closet space and a private bath complete with a skylight and custom built-in. Two additional bedrooms and a full bath provide flexibility for guests, hobbies, or a home office. Enjoy the convenience of a dedicated laundry room and central air, along with peace of mind thanks to a new roof on both the home and heated shed, plus a new hot water heater. Relax or entertain on the back deck overlooking a peaceful, tree-lined backyard. A paved driveway and attached carport add to the home’s practicality. Conveniently located with easy access to Routes 202 and 12. HOA covers septic, trash, taxes, and snow removal of roads.

5 Cabot Road, Winchendon
575 River St, Winchendon
$220,000
3 Beds ⋅ 1 Baths ⋅ 73537035 MLS
Great potential rehab project. House is solid with new heating system, roof and updated electric. Seller has recently emptied the house, removed the old kitchen, the flooring and much of the old wallpaper.

575 River St, Winchendon
97 Pearl St, Winchendon
$215,900
3 Beds ⋅ 1 Baths ⋅ 73472840 MLS
Come on out and be the first to see this charming 3 bedroom home in quite family neighborhood. Large 2 car garage/barn with secondary large shed of workshop. Large private parcel of land. Nestled at 97 Pearl St, Winchendon, MA, this single-family residence in Worcester County presents a remarkable canvas for those with a vision, offering a compelling investment opportunity. This property invites handy homeowners and investors to explore its potential. Within the residence, three bedrooms provide ample space for rest and relaxation, crafting a comfortable environment for peaceful nights and refreshed mornings. The single full bathroom offers essential amenities, ensuring a practical space for daily routines. The laundry room enhances convenience, streamlining household tasks and contributing to an organized living space. The expansive lot, totaling 32234 square feet, Great opertunity for some sweat equity bringing back this

97 Pearl St, Winchendon
20 Banner Pl Unit C1, Winchendon
$215,000
2 Beds ⋅ 2 Baths ⋅ 73423108 MLS ⋅ ['Banner Place'] BLDG.
Welcome to Banner Place – Winchendon’s only condominium complex. Tucked at the far end of the community, this end unit enjoys extra privacy while still being close to everything. A newer back deck extends the living space outdoors, perfect for relaxing after a long day. Inside, the main level combines a bright living room with an open kitchen and dining area, along with a convenient half bath. Upstairs, two comfortable bedrooms share a full bath. The lower level already has ceilings and walls in place—ready for your finishing touches with flooring to create even more living area. Brand new hot water tank. With a pet-friendly policy (written approval required) and a great location for commuting to Southern New Hampshire or south toward Route 2, Banner Place offers both comfort and convenience in a welcoming setting.

20 Banner Pl Unit C1, Winchendon
15 Colonial Lane, Winchendon
$200,000
3 Beds ⋅ 2 Baths ⋅ 73446346 MLS
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.

15 Colonial Lane, Winchendon
58 Emerald St, Winchendon
$190,000
3 Beds ⋅ 2 Baths ⋅ 73567741 MLS
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.

58 Emerald St, Winchendon
35 School St, Winchendon
$190,000
4 Beds ⋅ 2 Baths ⋅ 73458119 MLS
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.

35 School St, Winchendon
88 Mill Street, Winchendon
$182,000
3 Beds ⋅ 1 Baths ⋅ 73535075 MLS
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.

88 Mill Street, Winchendon
31 Webster St, Winchendon
$165,000
2 Beds ⋅ 1 Baths ⋅ 73418163 MLS
This 2-bedroom, 1-bath home offers both a welcoming farmer’s porch and a heated enclosed back porch, perfect for year-round enjoyment. Located close to downtown and area amenities, you’ll love the convenience. Featuring vinyl windows and a durable metal roof, this property is ready for your personal touch. While the home does need some work, it’s a great way to build equity and make it your own. Why rent when you can own? Don’t miss this affordable chance to invest in your future!

31 Webster St, Winchendon
30 Carriage Lane, Winchendon
$155,000
2 Beds ⋅ 2 Baths ⋅ 73514709 MLS
Discover the ease of single-level living at 30 Carriage Lane. Built in 1986, this 1008 square foot mobile home offers a thoughtful layout designed for comfort and practicality. This residence features two well-proportioned bedrooms, one on each end of the home, providing comfortable personal retreats. The property also includes two bathrooms, ensuring convenience and privacy for residents and guests alike. Affordable heating options - pellet stove or oil-fired (kero blend) forced hot air (Sellers will leave 3 1/2 tons of pellets!) Open floor plan offers eat-in kitchen with stainless appliances, comfortable living room with built-in electric fireplace, and a convenient laundry area. Enjoy the enclosed porch overlooking the private yard with gardens, woods, and quiet! A dedicated garage space with automatic door offers secure parking and additional storage solutions. Imagine the possibilities this charming property offers for an affordable and comfortable lifestyle.

30 Carriage Lane, Winchendon
145 Spruce Street, Winchendon
$155,000
3 Beds ⋅ 1 Baths ⋅ 73444445 MLS
OFFER DEADLINE 7 PM OCTOBER 21st!! This 3 bedroom Cottage is a close distance to downtown's amenities! Been enjoyed by the same family for decades and now time for the next generation to love this quaint 3 bedroom, 1 bath home with a long, covered porch! 1st floor bath with walk-in shower and laundry connections! Washer purchased in 2024 and dryer in 2023 will convey to new buyer along with kitchen electric stove and refrigerator! Everyone loves a walk-in pantry and this home has one! FHW by oil heat! An electric hot water heater installed in the Spring 2025! Priced for the investor @ $159,900! A great winter project! Some features will not allow for certain types of financing such as fuses. Buyers must be pre-approved prior to showings. Cash buyers must provide proof of funds.

145 Spruce Street, Winchendon
Lot B1&B2 Baldwinville Road, Winchendon
$146,000
73437584 MLS
This lot is a must see if you want a private and fairly level lot in the country. Frontage: Tracts B-1/B-2 total 586 FT. Forestry Harvest Plan completed March 2024 cleared a logging road that extends to the rear of the land. Approx. 1/4 mile total cleared logging road. Partially cleared areas available for potential build site. Perc Tested Year 2016 -successful. Hiking/recreational/ ATV trails throughout the entire land area. Active hunting opportunity. Note: The land area is no longer a completely forested acreage. Several clearings due to forestry harvest provide open areas for use (recreation/build sites/gardening, etc.) The setting of the home for this lot would be approx. 400 FT off the road for the ultimate privacy. Near Route 202 and Rt 2 for commuters.

Lot B1&B2 Baldwinville Road, Winchendon
11 Colonial Lane, Winchendon
$141,000
2 Beds ⋅ 2 Baths ⋅ 73451693 MLS
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 it offers a spacious living room with high ceilings and abundant natural light, creating an open and airy feel. The eat-in kitchen features an adjacent mud room with 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. Lot fee $520/month includes water/sewer and taxes.

11 Colonial Lane, Winchendon
574 Brown St, Winchendon
$140,000
3 Beds ⋅ 1 Baths ⋅ 73494043 MLS
Attention Investors, Builders, Contractors & Flippers! Looking for your next project? This property presents an excellent opportunity to bring your vision and design ideas to life. Situated in a quiet, convenient location on just under an acre, the property features a spacious, cleared lot with tremendous potential for redevelopment, new construction, or full renovation. Save time and reduce upfront costs with key items already in place, Ideal for accelerating your project timeline. Included with the sale are architect and engineer-approved plans, Building Permit Plan, and a one-year paid insurance policy. Property is being sold AS-IS. Don’t miss out! Schedule your showing today!

574 Brown St, Winchendon
222 Main St, Winchendon
$120,000
73457159 MLS
High-visibility commercial lot on Main Street in Winchendon’s C2 Commercial District, just minutes from the New Hampshire border. This versatile property offers public water, private sewer, and a small on-site office building, perfect for contractors, trades, or automotive use. With 10,000–25,000 vehicles per day, this location provides exceptional exposure for any small business. The lot could potentially be subdivided into two or more parcels, offering flexibility for multiple uses or redevelopment. The C2 zoning supports a wide range of options including auto sales, service, office, retail, and light industrial uses (see zoning bylaws for full list). Excellent access to Routes 12 & 140 and close proximity to southern NH make this a strategic investment or owner-user opportunity. Buyer/Buyer’s Agent to verify all uses and site details.

222 Main St, Winchendon
145 Monomonac Road E, Winchendon
$117,500
1 Beds ⋅ 1 Baths ⋅ 73413644 MLS
Dreaming of a lake getaway you can make your own? Just a short distance from beautiful Lake Monomonac, this year-round 1-Bedroom, 1 Bath home in Winchendon MA offers a rare opportunity to create your ideal retreat. Imagine a gathering of loved ones at your country house on a beautiful summer day. Maybe you dream of quiet outdoor time in a winter wonderland. Either is yours to enjoy! With deeded access to the water near by, you can spend your days swimming, fishing, or canoeing/Kayaking on the water—then wind down in the sunroom, have a BBQ in the yard, then cozy up to the fireplace as the stars come out to greet you.. This wonderful property provides a solid starting point for DIYers, investors, or anyone looking to build a peaceful year-round escape. Whether you're downsizing, crafting a weekend getaway, or starting fresh, this property is your chance to design something special—where every day feels a little more like vacation, just under two hours from Boston. Deeded water access.

145 Monomonac Road E, Winchendon
Mellen Rd, Winchendon
$100,000
73491734 MLS
If you’ve been searching for the perfect place to build but haven’t found the right fit, this property may be exactly what you’ve been waiting for. Opportunity to own over 11+ acres in a peaceful Winchendon setting, directly across from 174 acres of protected state forest land—offering immediate access to trails, wildlife, and year-round outdoor recreation right outside your door, while still being just minutes to Lake Dennison Recreation Area and convenient access to Route 12. This property offers a rare combination of privacy, natural surroundings, and a head start toward future development, with a portion of the lot already cleared and a roughed-in driveway providing access to a potential homesite, along with previous perc testing completed to offer added confidence as you plan your build. Whether you’re looking to build a private residence, create a retreat, or invest in land with long-term potential, this parcel offers flexibility and opportunity in a truly special setting.

Mellen Rd, Winchendon
Vaine, Winchendon
$80,000
73436647 MLS
Beautiful building lot located on a dead end road close to downtown, the new Ampitheater, and Winchendons North Central Pathway which is a 16 mile scenic bike path. This property has building restrictions and must meet the requirements for affordable housing. This location, and having town water makes this a desirable lot to build your forever home.

Vaine, Winchendon
4 Front Street, Winchendon
$70,000
3 Beds ⋅ 4 Baths ⋅ 73566794 MLS
Investors & Contractors take notice! Listed below the assessed value, this unique early-1900s property in Winchendon offers an opportunity to bring your vision and creativity to a property in need of a complete rehabilitation. Restore and reimagine this distinctive property overlooking Tannery Pond and abutting Tannery Pond Dam, a historic masonry dam completed in 1936. Zoned PD (Planned Development), the property offers potential for a variety of residential and/or commercial uses, subject to buyer verification with the Town of Winchendon. Possibilities may include a business or commercial use on the first floor with residential space above, a multi-family conversion, or a single-family residence. Conveniently located just minutes from the Ware River Rail Trail and area amenities. Electricity is currently on; due to the property's condition, showings are recommended during daylight hours.

4 Front Street, Winchendon
24 Old County Rd, Winchendon
$67,500
73495725 MLS
Location, location, location! Looking for that perfect location to build? This lot is just down the road from historic Old Centre and has easy access to Rt 140 and Downtown Winchendon, but the peace and quiet will make you think you are miles away! Land is surrounded by stone walls, driveway has been cut in, and well installed. Level land, sloping slightly upward in the back.

24 Old County Rd, Winchendon

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