Rebekahwilliamshomes.com Search Results

$225,000

This .69 Acre lot is located near the center of town and has direct access onto Central Street. Perfect for an investor who would develop it into one of the many allowed uses for the land. Uses include a 5 unit condominium buildng, apartments, retail store, convenience store with gas station, restaurant, wireless communications, solar energy collection to name a few. The GIS map, Property Card and table of uses are attached to the listing for reference.

73568045 MLS

This .69 Acre lot is located near the center of town and has direct access onto Central Street. Perfect for an investor who would develop it into one of the many allowed uses for the land. Uses include a 5 unit condominium buildng, apartments, retail store, convenience store with gas station, restaurant, wireless communications, solar energy collection to name a few. The GIS map, Property Card and table of uses are attached to the listing for reference.

2 Juniper St, Winchendon

Listing courtesy of Listing Agent: Scott Simpson from Listing Office: Century 21 North East.

$239,900

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.

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

Listing courtesy of Listing Agent: The Ponte Group from Listing Office: Keller Williams South Watuppa.

$79,900

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.

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

Listing courtesy of Listing Agent: Kellie McElhinney from Listing Office: Central Mass Real Estate.

$249,900

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.

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

Listing courtesy of Listing Agent: Gail Bergeron from Listing Office: Keller Williams Realty North Central.

$415,000

Excellent opportunity to own a spacious two-family home with the added benefit of rental income. The 1st unit offers three-bedrooms, full bath, a comfortable living room, dining area, and generously sized kitchen with access to the back porch. The second unit features two bedrooms, a full bath, living and dining areas, and a functional kitchen. Both units have separate heat and electricity, also access to basement storage. Additional it includes a fenced backyard, detached garage, and off-street parking. Conveniently located near the town center and local amenities. A great option for owner-occupants or investors!

6 Beds ⋅ 1 Baths ⋅ 73566413 MLS

Excellent opportunity to own a spacious two-family home with the added benefit of rental income. The 1st unit offers three-bedrooms, full bath, a comfortable living room, dining area, and generously sized kitchen with access to the back porch. The second unit features two bedrooms, a full bath, living and dining areas, and a functional kitchen. Both units have separate heat and electricity, also access to basement storage. Additional it includes a fenced backyard, detached garage, and off-street parking. Conveniently located near the town center and local amenities. A great option for owner-occupants or investors!

19- 21 East St, Winchendon

Listing courtesy of Listing Agent: Barbara Gutierrez from Listing Office: Forsley Real Estate.

$499,000

Bring your business vision to this highly visible location along the Route 140 corridor! With approximately 400 feet of road frontage and an estimated 11,000 vehicles passing by each day, according to MassDOT, this property offers excellent exposure and plenty of potential for roadside signage and business identification, subject to Town approval. The property is conveniently located approximately 315 feet from the Route 12/Route 140 junction and less than 13 miles from Route 2, providing easy access to downtown Winchendon, Gardner, northern Worcester County, and southern New Hampshire. Three-phase power and access to municipal water add to the possibilities. Zoned C-1 (Large-Scale Commercial), the property may support many types of commercial uses, including retail, a convenience store, restaurant,, professional offices, financial institution, car wash, movie theater, and more. The Town’s Zoning District Use Table also notes the possibility of residential development. The property contains harvestable timber, and the owner would like to retain the timber rights. Buyers and buyers’ agents should confirm their proposed use, signage plans, utilities, zoning requirements, and all necessary permits and approvals with the Town of Winchendon.

73564528 MLS

Bring your business vision to this highly visible location along the Route 140 corridor! With approximately 400 feet of road frontage and an estimated 11,000 vehicles passing by each day, according to MassDOT, this property offers excellent exposure and plenty of potential for roadside signage and business identification, subject to Town approval. The property is conveniently located approximately 315 feet from the Route 12/Route 140 junction and less than 13 miles from Route 2, providing easy access to downtown Winchendon, Gardner, northern Worcester County, and southern New Hampshire. Three-phase power and access to municipal water add to the possibilities. Zoned C-1 (Large-Scale Commercial), the property may support many types of commercial uses, including retail, a convenience store, restaurant,, professional offices, financial institution, car wash, movie theater, and more. The Town’s Zoning District Use Table also notes the possibility of residential development. The property contains harvestable timber, and the owner would like to retain the timber rights. Buyers and buyers’ agents should confirm their proposed use, signage plans, utilities, zoning requirements, and all necessary permits and approvals with the Town of Winchendon.

Lot 187 Gardner Rd, Winchendon

Listing courtesy of Listing Agent: Liza M. Melo from Listing Office: Four Columns Realty, LLC.

$250,000

Whether you're a contractor looking for your next project or a home buyer searching for affordable one-level living, this adorable 2-bedroom ranch is packed with potential...subdivision potential! Enter through the enclosed porch, filled with natural light, and into an open kitchen featuring a walk-in pantry with plenty of storage. The spacious living room offers room to relax, while both bedrooms include closets. The full bath features a charming cast iron clawfoot tub, and main-floor laundry makes everyday living easy. The home is also serviced by town water and sewer! Outside, a large shed provides additional storage. What really sets this property apart is the land - with frontage on two streets and potential for future subdivision, with approximately 2-4 additional lots potentially possible. Bring your ideas and see just how much opportunity this property has to offer!

2 Beds ⋅ 1 Baths ⋅ 73563755 MLS

Whether you're a contractor looking for your next project or a home buyer searching for affordable one-level living, this adorable 2-bedroom ranch is packed with potential...subdivision potential! Enter through the enclosed porch, filled with natural light, and into an open kitchen featuring a walk-in pantry with plenty of storage. The spacious living room offers room to relax, while both bedrooms include closets. The full bath features a charming cast iron clawfoot tub, and main-floor laundry makes everyday living easy. The home is also serviced by town water and sewer! Outside, a large shed provides additional storage. What really sets this property apart is the land - with frontage on two streets and potential for future subdivision, with approximately 2-4 additional lots potentially possible. Bring your ideas and see just how much opportunity this property has to offer!

21 Munroe St, Winchendon

Listing courtesy of Listing Agent: Olivia Paras from Listing Office: LAER Realty Partners.

$390,000

OPEN HOUSE Saturday 8/15 NOON to 2pm!! Welcome home to this sun-filled, open-concept home! The bright first-floor living space features hardwood floors and a picturesque window that flows seamlessly into the eat-in kitchen with ample cabinet storage. Head right into the family room featuring a vaulted ceiling and a stunning picture window overlooking your serene backyard. Down the hallway, you’ll find two comfortable bedrooms and a full bath. The fully finished lower level adds incredible living space, offering two additional bedrooms and a versatile bonus room—perfect for a home office, gym, or playroom! Head outside to your private, wooded backyard complete with a patio, convenient storage shed, and an inground pool perfect for summer fun. Whether relaxing in your private backyard sanctuary or exploring nature at the nearby Monomonac Hill Conservation Area, this property offers the perfect mix of comfort and outdoor adventure! Peace of mind comes with a brand new roof and brand new 4 bedroom septic system! Your private backyard paradise awaits—schedule your showing today and start making memories!

4 Beds ⋅ 1 Baths ⋅ 73563203 MLS

OPEN HOUSE Saturday 8/15 NOON to 2pm!! Welcome home to this sun-filled, open-concept home! The bright first-floor living space features hardwood floors and a picturesque window that flows seamlessly into the eat-in kitchen with ample cabinet storage. Head right into the family room featuring a vaulted ceiling and a stunning picture window overlooking your serene backyard. Down the hallway, you’ll find two comfortable bedrooms and a full bath. The fully finished lower level adds incredible living space, offering two additional bedrooms and a versatile bonus room—perfect for a home office, gym, or playroom! Head outside to your private, wooded backyard complete with a patio, convenient storage shed, and an inground pool perfect for summer fun. Whether relaxing in your private backyard sanctuary or exploring nature at the nearby Monomonac Hill Conservation Area, this property offers the perfect mix of comfort and outdoor adventure! Peace of mind comes with a brand new roof and brand new 4 bedroom septic system! Your private backyard paradise awaits—schedule your showing today and start making memories!

114 Glenallen Street, Winchendon

Listing courtesy of Listing Agent: Edwin Ahearn from Listing Office: Lamacchia Realty, Inc..

$445,000

Welcome to 142 Pleasant St! This spacious two-family home offers 5 bedrooms, 2.5 baths, and a versatile layout. Recent updates include refinished hardwood floors, new interior paint throughout, restored carpentry, updated light fixtures, and major electrical improvements. The kitchen features new quartz countertops and new appliances, while bathroom updates include new vanities and toilets. The third level includes a bonus room and bedroom, providing even more usable space. A two-level garage adds another unique feature, with a second floor, its own egress, and plenty of possibilities. Unit 2 is located on the second floor including 1 bedroom, living room, updated bathroom and updated kitchen with quartz countertops. Conveniently located near the center of Winchendon, with shops, dining, and local amenities nearby, along with the North Central Pathway, Whitney Pond, and Lake Dennison State Recreation Area. This property has character, thoughtful updates, flexible space, and plenty of potential for its next owner.

5 Beds ⋅ 3 Baths ⋅ 73563079 MLS

Welcome to 142 Pleasant St! This spacious two-family home offers 5 bedrooms, 2.5 baths, and a versatile layout. Recent updates include refinished hardwood floors, new interior paint throughout, restored carpentry, updated light fixtures, and major electrical improvements. The kitchen features new quartz countertops and new appliances, while bathroom updates include new vanities and toilets. The third level includes a bonus room and bedroom, providing even more usable space. A two-level garage adds another unique feature, with a second floor, its own egress, and plenty of possibilities. Unit 2 is located on the second floor including 1 bedroom, living room, updated bathroom and updated kitchen with quartz countertops. Conveniently located near the center of Winchendon, with shops, dining, and local amenities nearby, along with the North Central Pathway, Whitney Pond, and Lake Dennison State Recreation Area. This property has character, thoughtful updates, flexible space, and plenty of potential for its next owner.

142 Pleasant St, Winchendon

Listing courtesy of Listing Agent: Noelle Medugno from Listing Office: Lamacchia Realty, Inc..

$359,000

Welcome to this beautifully renovated 3-bedroom, 1-bath ranch offering the perfect blend of modern updates and comfortable single-level living. Set on three parcels totaling over an acre, this property provides plenty of space and privacy while offering a move-in-ready home.Inside, you'll find refinished hardwood floors throughout and fresh paint creating a bright, inviting feel. The brand-new kitchen features quartz countertops, new cabinetry, stainless steel appliances, and stylish new tile flooring. The updated bathroom includes a double vanity and modern finishes.Major improvements include a newer roof, brand-new septic system, and completely updated plumbing and electrical systems, providing peace of mind for years to come. The large, open basement offers excellent storage and future potential, along with new laundry hookups.With extensive renovations already completed, this home is ready for its next owner to simply move in and enjoy. A rare opportunity to own a fully updated ranch with over an acre of land! OPEN HOUSES CANCELED for the weekend!

3 Beds ⋅ 1 Baths ⋅ 73562470 MLS

Welcome to this beautifully renovated 3-bedroom, 1-bath ranch offering the perfect blend of modern updates and comfortable single-level living. Set on three parcels totaling over an acre, this property provides plenty of space and privacy while offering a move-in-ready home.Inside, you'll find refinished hardwood floors throughout and fresh paint creating a bright, inviting feel. The brand-new kitchen features quartz countertops, new cabinetry, stainless steel appliances, and stylish new tile flooring. The updated bathroom includes a double vanity and modern finishes.Major improvements include a newer roof, brand-new septic system, and completely updated plumbing and electrical systems, providing peace of mind for years to come. The large, open basement offers excellent storage and future potential, along with new laundry hookups.With extensive renovations already completed, this home is ready for its next owner to simply move in and enjoy. A rare opportunity to own a fully updated ranch with over an acre of land! OPEN HOUSES CANCELED for the weekend!

399 Maple St, Winchendon

Listing courtesy of Listing Agent: Sara Garcia from Listing Office: Coldwell Banker Realty - Leominster.

$325,000

Tucked into the heart of Winchendon, this inviting 2-bathroom, possible 4-bedroom home offers 1,465 square feet of warm, character-filled living space. Your first impression starts before you even step inside—the classic farmer's porch is the kind of spot made for enjoying morning and evening porch-sitting. Cross the threshold, and you're greeted by beautiful hardwood floors that make the home feel warm and inviting. The first-floor bathroom has been beautifully remodeled with a fresh, modern touch and features heated floors for added comfort. The first floor has high ceilings and tile flooring, making it perfect for a playroom.Upstairs, you will find a clawfoot tub and three rooms with wall-to-wall carpeting. One of the rooms does not have a closet, making it perfect for a home office.Outside, enjoy a small, level, fenced-in yard that's perfect for relaxing. Three off-street parking spots add everyday convenience that's hard to find in town. Did I mention the generator hookup, providing essential power when the electricity goes out?

4 Beds ⋅ 2 Baths ⋅ 73559752 MLS

Tucked into the heart of Winchendon, this inviting 2-bathroom, possible 4-bedroom home offers 1,465 square feet of warm, character-filled living space. Your first impression starts before you even step inside—the classic farmer's porch is the kind of spot made for enjoying morning and evening porch-sitting. Cross the threshold, and you're greeted by beautiful hardwood floors that make the home feel warm and inviting. The first-floor bathroom has been beautifully remodeled with a fresh, modern touch and features heated floors for added comfort. The first floor has high ceilings and tile flooring, making it perfect for a playroom.Upstairs, you will find a clawfoot tub and three rooms with wall-to-wall carpeting. One of the rooms does not have a closet, making it perfect for a home office.Outside, enjoy a small, level, fenced-in yard that's perfect for relaxing. Three off-street parking spots add everyday convenience that's hard to find in town. Did I mention the generator hookup, providing essential power when the electricity goes out?

10 Jackson Ave., Winchendon

Listing courtesy of Listing Agent: Kenton Jacobs from Listing Office: Real Estate Exchange.

$418,000

Seller is now offering a $15,000 buyer closing-cost credit! This closing cost credit may be used toward eligible closing costs, prepaid expenses, or an interest-rate buy-down—helping qualified buyers reduce their upfront costs or potentially lower their monthly payment! 263 Front St. is a well-maintained two-family home offering the perfect blend of charm, space, and investment potential. Each expansive unit features 3 bedrooms, bright and inviting living areas, spacious kitchens, and an abundance of natural light, creating comfortable spaces for both owners and tenants alike. Thoughtfully updated over the years, including two brand-new boilers installed in 2026, this property offers the ideal opportunity for an owner-occupant seeking supplemental rental income or an investor looking to add a turnkey duplex to their portfolio. Ideally situated in a convenient in-town location close to shopping, dining, schools, parks, and commuter routes, this versatile property delivers both lifestyle and long-term value. Whether you're starting your investment journey or growing an established portfolio, this is a property you'll want to see.

6 Beds ⋅ 2 Baths ⋅ 73558512 MLS

Seller is now offering a $15,000 buyer closing-cost credit! This closing cost credit may be used toward eligible closing costs, prepaid expenses, or an interest-rate buy-down—helping qualified buyers reduce their upfront costs or potentially lower their monthly payment! 263 Front St. is a well-maintained two-family home offering the perfect blend of charm, space, and investment potential. Each expansive unit features 3 bedrooms, bright and inviting living areas, spacious kitchens, and an abundance of natural light, creating comfortable spaces for both owners and tenants alike. Thoughtfully updated over the years, including two brand-new boilers installed in 2026, this property offers the ideal opportunity for an owner-occupant seeking supplemental rental income or an investor looking to add a turnkey duplex to their portfolio. Ideally situated in a convenient in-town location close to shopping, dining, schools, parks, and commuter routes, this versatile property delivers both lifestyle and long-term value. Whether you're starting your investment journey or growing an established portfolio, this is a property you'll want to see.

263 Front St., Winchendon

Listing courtesy of Listing Agent: Leanne Roy from Listing Office: Keller Williams Realty North Central.

$429,000

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

3 Beds ⋅ 3 Baths ⋅ 73554607 MLS

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

33 W Shore Drive, Winchendon

Listing courtesy of Listing Agent: Roman Deych from Listing Office: Roman Deych.

$299,000

Investor opportunity awaits in a great location! This sold-as-is, 2 family property on a corner lot offers potential for those looking to bring new life to a home w/ character, spacious layouts & plenty of upside. Please note: there is currently no power at the property, & this is not a bank-owned sale. Featuring 2 separate units, this property provides flexible living space for future tenants. Both units offer multiple fireplaces, original built-ins & original details that showcase the home’s character. Additional features include a side covered porch, private rear deck & off-street parking. Located close to local shops, restaurants & several local ponds along with nearby Lake Dennison Recreation Area, offering a swimming beach, fishing, picnic areas, boat ramp access, camping, & miles of trails. Great opportunity for investors, contractors, or buyers looking for a project w/ potential. Sold-as-is.

7 Beds ⋅ 5 Baths ⋅ 73554552 MLS

Investor opportunity awaits in a great location! This sold-as-is, 2 family property on a corner lot offers potential for those looking to bring new life to a home w/ character, spacious layouts & plenty of upside. Please note: there is currently no power at the property, & this is not a bank-owned sale. Featuring 2 separate units, this property provides flexible living space for future tenants. Both units offer multiple fireplaces, original built-ins & original details that showcase the home’s character. Additional features include a side covered porch, private rear deck & off-street parking. Located close to local shops, restaurants & several local ponds along with nearby Lake Dennison Recreation Area, offering a swimming beach, fishing, picnic areas, boat ramp access, camping, & miles of trails. Great opportunity for investors, contractors, or buyers looking for a project w/ potential. Sold-as-is.

179 Front St, Winchendon

Listing courtesy of Listing Agent: Blood Team from Listing Office: Keller Williams Realty - Merrimack.

$180,000

Discover the potential of this versatile mixed-use parcel in a convenient Winchendon location. Offering excellent visibility and easy access, this property presents a unique opportunity for investors, developers, or business owners looking to bring their vision to life. Whether you're considering commercial, residential, or a mixed-use development (subject to local approvals), the possibilities are worth exploring. Located near downtown amenities, shopping, restaurants, schools, and major commuter routes, this property combines accessibility with future potential. Buyers are encouraged to perform their own due diligence regarding zoning, permitted uses, utilities, engineering, and approvals. Don't miss this opportunity to invest in a property with flexibility and long-term potential.

73545020 MLS

Discover the potential of this versatile mixed-use parcel in a convenient Winchendon location. Offering excellent visibility and easy access, this property presents a unique opportunity for investors, developers, or business owners looking to bring their vision to life. Whether you're considering commercial, residential, or a mixed-use development (subject to local approvals), the possibilities are worth exploring. Located near downtown amenities, shopping, restaurants, schools, and major commuter routes, this property combines accessibility with future potential. Buyers are encouraged to perform their own due diligence regarding zoning, permitted uses, utilities, engineering, and approvals. Don't miss this opportunity to invest in a property with flexibility and long-term potential.

M-2 L-94 School St, Winchendon

Listing courtesy of Listing Agent: Vicki Christiansen from Listing Office: RE/MAX Town Square.

$599,900

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!

3 Beds ⋅ 3 Baths ⋅ 73544803 MLS

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!

90 Royalston Rd N, Winchendon

Listing courtesy of Listing Agent: Tessa Parziale Rigattieri from Listing Office: Tessa Parziale Real Estate.

$199,000

This parcel contains .176 ACRES of land mainly classified as OFFICE with a OFFICE Building built about 1858, having primarily BRICK Exterior and 1550 Square Feet, with 1 Unit, 0 Bath, 0 3/4 Bath, 2 HalfBaths, 0 Rooms, and 0 Bdrm. it is ideally situated for a Spa, Barber Shop, Real Estate Office, Insurance Agency, or many other commercial use for a small Proprietorship.

1 Baths ⋅ 73539535 MLS

This parcel contains .176 ACRES of land mainly classified as OFFICE with a OFFICE Building built about 1858, having primarily BRICK Exterior and 1550 Square Feet, with 1 Unit, 0 Bath, 0 3/4 Bath, 2 HalfBaths, 0 Rooms, and 0 Bdrm. it is ideally situated for a Spa, Barber Shop, Real Estate Office, Insurance Agency, or many other commercial use for a small Proprietorship.

106 Front St, Winchendon

Listing courtesy of Listing Agent: Douglas Pochini from Listing Office: D.Pochini Real Estate.

$444,000

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.

5 Beds ⋅ 3 Baths ⋅ 73530513 MLS

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.

155 River St, Winchendon

Listing courtesy of Listing Agent: Tina Keith from Listing Office: Leading Edge Real Estate.

$539,000

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 with an acceptable offer closing by September 30, 2026. Easy to show!

3 Beds ⋅ 3 Baths ⋅ 73520335 MLS

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 with an acceptable offer closing by September 30, 2026. Easy to show!

6 Loon Road, Winchendon

Listing courtesy of Listing Agent: Cory Gracie from Listing Office: LAER Realty Partners.

$130,000

This 6.3 acre lot is ready for your residential single family project. Located just 50 feet from Route 202 and zoned residential - R80, this developable lot may be just what you are looking for.

73522930 MLS

This 6.3 acre lot is ready for your residential single family project. Located just 50 feet from Route 202 and zoned residential - R80, this developable lot may be just what you are looking for.

0 Lot 2 Stoddard Rd, Winchendon

Listing courtesy of Listing Agent: Team Molet from Listing Office: Keller Williams Realty North Central.

$659,000

this large 4unit house located at center of the town, always fully rented, total monthly income; $6590, each tenant pay their own utilities. each unit has good size room. . the house will deliver with all the tenants because seller don't want to lose the rental income. only do showing on weekend. 4 years new roof. rare to find, great property created good cash flow, it won't last long.

10 Beds ⋅ 4 Baths ⋅ 73500166 MLS

this large 4unit house located at center of the town, always fully rented, total monthly income; $6590, each tenant pay their own utilities. each unit has good size room. . the house will deliver with all the tenants because seller don't want to lose the rental income. only do showing on weekend. 4 years new roof. rare to find, great property created good cash flow, it won't last long.

10-12 School Sq., Winchendon

Listing courtesy of Listing Agent: Jason Saphire from Listing Office: www.HomeZu.com.

$645,000

Turnkey restaurant space for sale at 660 Spring Street in Winchendon, MA. This fully equipped 5,578 sq ft former restaurant (once the community staple Carriage House Restaurant and recently operated as El Toro) features a massive kitchen, spacious dining areas, generous parking, and an on-site office on 14.6 acres. Situated on Route 12 with excellent roadside exposure, the property is ready for a new owner-operator in a stable North Central Massachusetts town, in a proven restaurant location, with convenient access to Route 202 and I-190.

73495663 MLS

Turnkey restaurant space for sale at 660 Spring Street in Winchendon, MA. This fully equipped 5,578 sq ft former restaurant (once the community staple Carriage House Restaurant and recently operated as El Toro) features a massive kitchen, spacious dining areas, generous parking, and an on-site office on 14.6 acres. Situated on Route 12 with excellent roadside exposure, the property is ready for a new owner-operator in a stable North Central Massachusetts town, in a proven restaurant location, with convenient access to Route 202 and I-190.

660 Spring St, Winchendon

Listing courtesy of Listing Agent: James Glickman from Listing Office: NAI Glickman Kovago & Jacobs.

$110,000

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.

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

Listing courtesy of Listing Agent: Kristen Dodge from Listing Office: LAER Realty Partners.

$385,000

This is a fantastic opportunity for someone who wants multiple streams of income. The building offers a two-bedroom apartment that would be great for owner-occupant use or revenue production, and a 95-seat restaurant in operation for 20 years. The restaurant has proven to be a staple in the community, serving breakfast, lunch, and dinner, as well as hosting many private functions, which is no surprise, as this building has been a place to gather since the prohibitions in the 1930's. Consider many options: continue as a thriving restaurant/bar, convert to multi-family housing (town approval required), or reimagine as office space, a bewery, a gift shop, or a creative venue. Upgrades during the current ownership include a commercial-grade septic system, electric upgrades, new water heaters, and an oil tank. This is a turnkey opportunity with immediate cash flow or limitless redevelopment potential.

3 Baths ⋅ 73484914 MLS

This is a fantastic opportunity for someone who wants multiple streams of income. The building offers a two-bedroom apartment that would be great for owner-occupant use or revenue production, and a 95-seat restaurant in operation for 20 years. The restaurant has proven to be a staple in the community, serving breakfast, lunch, and dinner, as well as hosting many private functions, which is no surprise, as this building has been a place to gather since the prohibitions in the 1930's. Consider many options: continue as a thriving restaurant/bar, convert to multi-family housing (town approval required), or reimagine as office space, a bewery, a gift shop, or a creative venue. Upgrades during the current ownership include a commercial-grade septic system, electric upgrades, new water heaters, and an oil tank. This is a turnkey opportunity with immediate cash flow or limitless redevelopment potential.

61 - 63 Glenallen St, Winchendon

Listing courtesy of Listing Agent: Michelle Peterson from Listing Office: Elm Grove Realty, LLC.

$225,000

This .69 Acre lot is located near the center of town and has direct access onto Central Street. Perfect for an investor who would develop it into one of the many allowed uses for the land. Uses include a 5 unit condominium buildng, apartments, retail store, convenience store with gas station, restaurant, wireless communications, solar energy collection to name a few. The GIS map, Property Card and table of uses are attached to the listing for reference.

73483179 MLS

This .69 Acre lot is located near the center of town and has direct access onto Central Street. Perfect for an investor who would develop it into one of the many allowed uses for the land. Uses include a 5 unit condominium buildng, apartments, retail store, convenience store with gas station, restaurant, wireless communications, solar energy collection to name a few. The GIS map, Property Card and table of uses are attached to the listing for reference.

2 Juniper St, Winchendon

Listing courtesy of Listing Agent: Scott Simpson from Listing Office: Century 21 North East.

$385,000

SELLER WILL CONSIDER SELLER FINANCING!!! This is a fantastic opportunity for someone who wants multiple streams of income. The building offers a two-bedroom apartment that would be great for owner-occupant use or revenue production, and a 95-seat restaurant in operation for 20 years. The restaurant has proven to be a staple in the community, serving breakfast, lunch, and dinner, as well as hosting many private functions, which is no surprise, as this building has been a place to gather since the prohibitions in the 1930's. Consider many options: continue as a thriving restaurant/bar, convert to multi-family housing (town approval required), or reimagine as office space, a bewery, a gift shop, or a creative venue. Upgrades during the current ownership include a commercial-grade septic system, electric upgrades, new water heaters, and an oil tank. This is a turnkey opportunity with immediate cash flow or limitless redevelopment potential.

3 Baths ⋅ 73472490 MLS

SELLER WILL CONSIDER SELLER FINANCING!!! This is a fantastic opportunity for someone who wants multiple streams of income. The building offers a two-bedroom apartment that would be great for owner-occupant use or revenue production, and a 95-seat restaurant in operation for 20 years. The restaurant has proven to be a staple in the community, serving breakfast, lunch, and dinner, as well as hosting many private functions, which is no surprise, as this building has been a place to gather since the prohibitions in the 1930's. Consider many options: continue as a thriving restaurant/bar, convert to multi-family housing (town approval required), or reimagine as office space, a bewery, a gift shop, or a creative venue. Upgrades during the current ownership include a commercial-grade septic system, electric upgrades, new water heaters, and an oil tank. This is a turnkey opportunity with immediate cash flow or limitless redevelopment potential.

61 - 63 Glenallen St, Winchendon

Listing courtesy of Listing Agent: Michelle Peterson from Listing Office: Elm Grove Realty, LLC.

$525,000

Located on the 140Corridor used by 10,965 cars daily, according to MassDOT, with 3-phase power and approximately 315’ to the Route 12 & 140 junction and municipal water access. Are you looking for a site for a retail or convenience store? Maybe a service shop like a barber, tailoring, print shop or dry cleaner? It seems the zoning allows for these as well as a restaurant, movie theater, bowling alley, bank or other financial institution, professional offices and a carwash. There is also a note in the Town Zoning Districts Use Table regarding Residential Development. Notably this site has timber to harvest and the owner retains all timber rights.

73462623 MLS

Located on the 140Corridor used by 10,965 cars daily, according to MassDOT, with 3-phase power and approximately 315’ to the Route 12 & 140 junction and municipal water access. Are you looking for a site for a retail or convenience store? Maybe a service shop like a barber, tailoring, print shop or dry cleaner? It seems the zoning allows for these as well as a restaurant, movie theater, bowling alley, bank or other financial institution, professional offices and a carwash. There is also a note in the Town Zoning Districts Use Table regarding Residential Development. Notably this site has timber to harvest and the owner retains all timber rights.

Lot 187 Gardner Ma, Winchendon

Listing courtesy of Listing Agent: Karissa Moore from Listing Office: K&G Realty Services, LLC.

$309,900

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.

3 Beds ⋅ 1 Baths ⋅ 73461917 MLS

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.

16 Maple Place B, Winchendon

Listing courtesy of Listing Agent: Bob DeVito from Listing Office: Cameron Real Estate Group.

$419,000

Rare offering on this young, metal-constructed commercial building situated on a 1 acre lot in an industrial zone. 21E on file and 3-Phase electric at curb! 2 hoop houses and storage container included. Propane radiant heating unit ceiling mounted. Office space has full bath with shower. Turnkey facility, just move in and you’re in business. Winchendon is located on the New Hampshire border and only 20 minutes from Route 2. Make your smart business move today!

73446253 MLS

Rare offering on this young, metal-constructed commercial building situated on a 1 acre lot in an industrial zone. 21E on file and 3-Phase electric at curb! 2 hoop houses and storage container included. Propane radiant heating unit ceiling mounted. Office space has full bath with shower. Turnkey facility, just move in and you’re in business. Winchendon is located on the New Hampshire border and only 20 minutes from Route 2. Make your smart business move today!

265 Lincoln Avenue, Winchendon

Listing courtesy of Listing Agent: Darlene Rossi from Listing Office: Morin Real Estate.