4,751

Winchendon, MA Homes

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    • /41

      Est $542,134 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,654 Sq Ft

      145 Eagle Rd, Winchendon, MA 01475

      145 Eagle Rd, Winchendon, MA 01475
  • /9

    $125,000

    • Land
    • 13.1 Acres
    • $9,542 per Acre

    0 Glenallen St, Winchendon, MA 01475

    Prime Land Opportunity for Builders! This beautiful 13+/- acre parcel is situated on two streets, with the scenic North Branch Millers River running through it, offering both charm and potential. With access points on Route 202 near the New Hampshire border and Lake View Drive, this property provides a unique opportunity for potential development. Surrounded by nature, it’s an ideal canvas for

    Timothy McGibbon Gibson Sotheby's International Realty

    0 Glenallen St, Winchendon, MA 01475
  • /42

    $265,000 Sold Jul 11, 2025

    • 1,013 Sq Ft
    • $262/SF
    • 7 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    158 Spruce St, Winchendon, MA 01475

    **Multiple offers received: Please submit highest and best offer by 12pm Tuesday June 3rd** Say Goodbye to Renting—Start Building Equity Today! Step into this beautifully updated 2BR, 1BA Colonial in peaceful Winchendon, MA—the perfect starter home for those ready to embrace homeownership. Small-town charm meets modern updates with freshly painted walls, new laminate flooring, and a remodeled

    Thomas Blake RE/MAX Liberty

    158 Spruce St, Winchendon, MA 01475
    • /42

      Est $524,028 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,924 Sq Ft

      6 Loon Rd, Winchendon, MA 01475

      6 Loon Rd, Winchendon, MA 01475
  • /42

    $920,000

    • 3 Beds
    • 2.5 Baths
    • 2,540 Sq Ft

    16 2nd St, Winchendon, MA 01475

    AGENT IS OWNER. Life Long Memories Await at this Beautiful Waterfront House on Desirable Lake Monomonac! You will love the incredible Open layout !! Lots of cabinet space w/ center island , quartz counters, brilliant natural lighting and fixtures. Huge master suite over looking the water. 6 ft whirlpool tub in the master bath, walk-in closet. New Heated in Ground Salt Water Pool "Fiberglass" and

    Robert Matewsky Keller Williams Realty North Central

    16 2nd St, Winchendon, MA 01475
  • /3

    $150,000 Sold Jul 11, 2025

    • 980 Sq Ft
    • $153/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    169 Spruce St, Winchendon, MA 01475

    Opportunity knocks at 169 Spruce St in Winchendon! This 2-bedroom, 1-bathroom home, complete with a large utility room, is a diamond in the rough just waiting for some creative vision. Investors and house flippers—this is your chance to transform a property with immense potential into a cozy gem. This home is priced to sell. There is a second parcel of land (.2acres) included with the sale right

    Heather LeBlanc Four Columns Realty, LLC

    169 Spruce St, Winchendon, MA 01475
    • /42

      Est $559,035 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,182 Sq Ft

      5 Loon Rd, Winchendon, MA 01475

      5 Loon Rd, Winchendon, MA 01475
  • /6

    $45,000

    • Land
    • 0.34 Acre
    • $132,353 per Acre

    Lot 14 Baldwinville State Rd, Winchendon, MA 01475

    Nestled in a prime location, this small lot offers a rare opportunity for those seeking convenience and accessibility. Situated in a lovely area near lake Dennison, it boasts easy access to major routes and area amenities, making it ideal for prospective buyers looking to build a home or invest in property development. The level terrain simplifies the construction process, allowing for a

    Ruth Truesdell Acres Away Realty, Inc.

    Lot 14 Baldwinville State Rd, Winchendon, MA 01475
  • /42

    $485,000 Sold Jul 10, 2025

    • 2,648 Sq Ft
    • $183/SF
    • 9 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1988

    10 Eagle Rd, Winchendon, MA 01475

    Set on 1.09 acres in a highly sought after neighborhood, this 4 bedroom, 2.5 bath Colonial offers a comfortable layout, and is quite spacious, leaving room to grow into. The thoughtfully designed floor plan includes a family room with custom built-ins and a wood burning fireplace, a spacious eat in kitchen, and formal living and dining rooms. Upstairs, the owner's suite is accompanied by three

    Kali Delorey RE/MAX Journey

    10 Eagle Rd, Winchendon, MA 01475
    • /42

      Est $677,334 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,567 Sq Ft

      105 Eagle Rd, Winchendon, MA 01475

      105 Eagle Rd, Winchendon, MA 01475
  • /25

    $399,900 Pending

    • 5 Beds
    • 2.5 Baths
    • 2,776 Sq Ft

    103 Maple St, Winchendon, MA 01475

    Pride of long-time ownership: this well-maintained multi-family gem, held and lived in by one family for decades, offers tremendous versatility and investment opportunity. Each unit features its own utilities and separate laundry, plus spacious eat-in kitchens and formal dining rooms—perfect for comfortable family living or dual occupancy. Outside, enjoy a two-car garage, generous yard, and room

    Wendy Poudrette Foster-Healey Real Estate

    103 Maple St, Winchendon, MA 01475
  • /5

    $90,000 Sold Jul 10, 2025

    • Land
    • 2.64 Acres
    • $34,091 per Acre
    • 32 Days On Market

    0 Sibley Rd Unit 73372761, Winchendon, MA 01475

    Here's your opportunity to build your dream home in an established Winchendon neighborhood! 2.64 Acres with 585' of road frontage, 4 bedroom septic design in hand. The plan shown is close to 6 Sibley Road. Part of this lot is zoned C2 and the other is R80. See attachments for zoning maps and detailed information regarding the town's zoning specifications. Buyers to do due dilengence to verify

    Kristen Merritt East Key Realty

    0 Sibley Rd Unit 73372761, Winchendon, MA 01475
    • /40

      Est $671,764 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,208 Sq Ft

      20 Eagle Rd, Winchendon, MA 01475

      20 Eagle Rd, Winchendon, MA 01475
  • /30

    $475,000 Pending

    • 8 Beds
    • 3 Baths
    • 3,044 Sq Ft

    90 Linden St, Winchendon, MA 01475

    Three Newer Boilers with Super Store Hot water, All Newer Windows except for stained glass portholes, All Newer Wiring throughout the building with separate breaker boxes including common in basement and breaker boxes in each unit, Updated Plumbing throughout building and brick foundation has been repointed. Property offers off street parking in a neighborhood of multi-family and single family

    Karl Seppa Media Realty Group Inc

    90 Linden St, Winchendon, MA 01475
  • /42

    $360,000 Sold Jul 09, 2025

    • 1,589 Sq Ft
    • $227/SF
    • 37 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1862

    83 Juniper St, Winchendon, MA 01475

    *NEW ROOF BEING INSTALLED! Don’t miss this opportunity to see this beautifully maintained 3-bedroom, 2-bath home just minutes from schools and downtown Winchendon! The sun-filled first floor features a spacious and flexible layout, including a large kitchen, formal dining room, a versatile office or den, and a cozy living room featuring a pellet stove. There is also a first-floor full bathroom

    Gerard Breau Prospective Realty INC

    83 Juniper St, Winchendon, MA 01475
    • /42

      Est $568,555 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,784 Sq Ft

      5 Eagle Rd, Winchendon, MA 01475

      5 Eagle Rd, Winchendon, MA 01475
  • /40

    $399,900 Pending

    • 6 Beds
    • 2 Baths
    • 2,400 Sq Ft

    174 Mill St, Winchendon, MA 01475

    This beautifully renovated 6-bedroom, 2-bath duplex is bright, sun-filled, and fully updated with newer features throughout. The first floor unit consists of an updated 3-bedrooms and 1 bathroom. It also features ample storage. The second floor unit includes 3 bedrooms, 1 bathroom, a washer/dryer hookup, ample parking with a private entrance, and a spacious backyard—perfect for both winter

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    174 Mill St, Winchendon, MA 01475
  • /26

    $455,900 Sold Jul 03, 2025

    • 2,392 Sq Ft
    • $191/SF
    • 5 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1927

    12-14 Belmont Ave, Winchendon, MA 01475

    Well maintained 2 Family located in quiet neighborhood, Close to downtown , Bike path, Lark, YMCA and Schools.Great large corner lot with patio and private fencing. . Both Units have 2 years old pallets stove which provide great saving in Winter, and large Summer enclosed porches. Washers and Dryers in basement for both unit to remain. 1 Car garage and drive for 2-3 cars, also private 2

    Josephine Altovino RE/MAX Andrew Realty Services

    12-14 Belmont Ave, Winchendon, MA 01475
    • /31

      Est $336,077 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 980 Sq Ft

      122 Hale St, Winchendon, MA 01475

      122 Hale St, Winchendon, MA 01475
  • /26

    $369,900 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    14 Hyde Park St, Winchendon, MA 01475

    Located on a quiet side street, this well maintained Colonial home sits on a level lot with a fenced in yard and storage shed. The first floor features a spacious open floor plan which includes the living room, kitchen and dining area. The kitchen includes stainless steel appliances, plenty of cabinets and access to the side yard. A half bath completes the first level. The newer carpeted stairs

    Diane Mahalati Schruender Realty

    14 Hyde Park St, Winchendon, MA 01475
  • /36

    $260,000 Sold Jun 30, 2025

    • 1,428 Sq Ft
    • $182/SF
    • 7 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1930

    64 North St, Winchendon, MA 01475

    Come on out and be the first to see this new to market 4 bedroom colonial. This property features a 2 car garage and large private back yard in friendly family neighborhood. This has been a family home and will need some cosmetic upgrades but many of the services have been upgraded to current code and this home can be a blank canvas for customizing

    Kenneth Maston Parkhill Realty Group

    64 North St, Winchendon, MA 01475
    • /39

      Est $555,307 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,417 Sq Ft

      166 Hale St, Winchendon, MA 01475

      166 Hale St, Winchendon, MA 01475
  • /21

    $340,000 Pending

    • 3 Beds
    • 1 Bath
    • 920 Sq Ft

    64 Baldwinville State Rd, Winchendon, MA 01475

    Offer Deadline Monday 10/27 12pm. Welcome to this beautifully updated ranch offering comfort, efficiency, and modern style. Conveniently located near schools (public and private), parks, trails, Main Street, and Lake Dennison—perfect for hiking, fishing, biking, camping, and off-roading. This 3-bedroom, 1-bath home features newly installed windows that fill each room with natural light and

    Nicole Hancock Keller Williams Realty Metropolitan

    64 Baldwinville State Rd, Winchendon, MA 01475
  • /42

    $430,000 Sold Jun 27, 2025

    • 2,906 Sq Ft
    • $148/SF
    • 19 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1900

    105 Oak St, Winchendon, MA 01475

    Discover timeless charm and modern comfort in this charming 5-bedroom, 3-bath Colonial, perfectly situated just minutes from downtown Winchendon with easy access to Routes 202 and 12. A welcoming foyer leads into a sunlit living room with gleaming hardwood floors that flow into an elegant formal dining room—ideal for gatherings. The spacious kitchen is a chef’s delight, featuring stainless steel

    Martha Sotiropoulos Lamacchia Realty, Inc.

    105 Oak St, Winchendon, MA 01475
    • /18

      Est $364,953 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,518 Sq Ft

      345 Hale St, Winchendon, MA 01475

      345 Hale St, Winchendon, MA 01475
  • /42

    $424,900 Pending

    • 4 Beds
    • 2 Baths
    • 2,370 Sq Ft

    101-103 Linden St, Winchendon, MA 01475

    Nestled in the heart of Winchendon, 101-103 Linden Street is a welcoming two-family home full of charm and versatility. Each apartment offers large rooms with 2 bedrooms and bath. The first-floor unit includes a bonus room that’s perfect as a home office, guest room, or extra bedroom. Both eat-in kitchens are large, have been updated with granite and newer cabinets, and offer plenty of cabinet

    Kelly Brown ERA Key Realty Services - Worcester

    101-103 Linden St, Winchendon, MA 01475
  • /42

    $352,000 Sold Jun 27, 2025

    • 1,432 Sq Ft
    • $246/SF
    • 14 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1925

    110 Mill St, Winchendon, MA 01475

    Home Sweet Home comes to mind with this quaint and spacious iconic property. In the same family for generations, it is now ready to bless new owners. Situated on a double corner lot, behind an elementary school, she provides airy acreage and easy access to many of Winchendon’s abundant amenities. Built when quality mattered, there are hardwood floors throughout, distinctive woodwork, and a

    Darlene Rossi Morin Real Estate

    110 Mill St, Winchendon, MA 01475
    • /26

      Est $425,802 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,672 Sq Ft

      43 Baldwinville Rd, Winchendon, MA 01475

      43 Baldwinville Rd, Winchendon, MA 01475
  • /31

    $159,900 Pending

    • 3 Beds
    • 1 Bath
    • 1,032 Sq Ft

    145 Spruce St, Winchendon, MA 01475

    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

    Nancy Macomber Sparks Real Estate

    145 Spruce St, Winchendon, MA 01475
  • /41

    $620,000 Sold Jun 23, 2025

    • 3,843 Sq Ft
    • $161/SF
    • 81 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1986

    51 Brooks Rd, Winchendon, MA 01475

    Set on 5+ acres with it's own serene pond, this gracious home is perfect for entertaining. It's welcoming floor plan flows effortlessly from room to room. Spacious dining room is open to newly remodeled kitchen featuring Bosch appliances, quartz countertops, a multitude of soft close cabinets, pantry, breakfast bar, separate dining area with a view of the multi-level deck, and sunroom. The

    Terry Lupien Morin Real Estate

    51 Brooks Rd, Winchendon, MA 01475
    • /35

      Est $450,300 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,179 Sq Ft

      160 Hall Rd, Winchendon, MA 01475

      160 Hall Rd, Winchendon, MA 01475
  • /34

    $400,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,306 Sq Ft

    52 Belmont Ave, Winchendon, MA 01475

    52 Belmont St Winchendon. $400,000 ~ Spacious 4-bed, 2.5-bath home blending character with modern updates! Features include hardwood flooring on main floor, French doors to office space/5th bed with closet. Dual staircase, one with stained glass, add that special touch. Side door entrance mudroom flows into the kitchen with tile flooring, granite countertops, SS appliances, center island with

    Laura Rice EXIT New Options Real Estate

    52 Belmont Ave, Winchendon, MA 01475
  • /41

    $450,000 Sold Jun 16, 2025

    • 4,284 Sq Ft
    • $105/SF
    • 289 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1780

    691 River St, Winchendon, MA 01475

    Disappointed Buyer's financing fell through! Unique opportunity to live your homesteading dreams! Buildings & 3 level barn (with 12x15 garage door!) are already there on the 12+acres. Strategic updates for this old gal include vinyl siding, metal roof & solar! Updated main breaker panel separating house & barn. Furnace chimney lined in 2022 & drilled well in 2016! Generator with hook up on side

    Darlene Rossi Morin Real Estate

    691 River St, Winchendon, MA 01475
    • /38

      Est $397,964 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,300 Sq Ft

      24 Joslin Rd, Winchendon, MA 01475

      24 Joslin Rd, Winchendon, MA 01475
  • /21

    $215,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 950 Sq Ft

    20 Banner Place Unit C1, Winchendon, MA 01475

    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.

    Aimee Siers Berkshire Hathaway HomeServices Commonwealth Real Estate

    20 Banner Place Unit C1, Winchendon, MA 01475
  • /40

    $375,000 Sold Jun 05, 2025

    • 1,713 Sq Ft
    • $219/SF
    • 28 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1925

    122 School St, Winchendon, MA 01475

    Sadly, Buyers lost financing and this beauty is back on the market. Welcome to 122 School Street! Lovingly cared for, this gambrel features amenities from a different era that add character while updates have been made to make this a comfortable place to live. Hardwood flooring, brick fireplace with built-ins, natural woodwork, bifurcated stairway, insulated windows, newer roof, added

    Terry Lupien Morin Real Estate

    122 School St, Winchendon, MA 01475
    • /24

      Est $372,448 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,536 Sq Ft

      36 Doyle Ave, Winchendon, MA 01475

      36 Doyle Ave, Winchendon, MA 01475
  • /31

    $364,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,567 Sq Ft

    13 Woodlawn St, Winchendon, MA 01475

    This move-in ready home offers 3 bedrooms, 2 full bathrooms, and a bonus room that can serve as a home office or guest space. Recent updates include fresh interior paint, new upstairs windows, and a whole-house water filtration system.The home features a practical, flowing floor plan with bright rooms and sits on a generous lot suitable for gardening, entertaining, or outdoor activities, as well

    Gabrielle Surette Empire Real Estate Group

    13 Woodlawn St, Winchendon, MA 01475
  • /33

    $220,000 Sold Jun 05, 2025

    • 1,447 Sq Ft
    • $152/SF
    • 36 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1930

    154 Glenallen St, Winchendon, MA 01475

    Prime 1.53-Acre Property in a Desirable Location – Priced Below Assessed Value ~ Exceptional Investment Opportunity for Investors & Contractors! ~ Seize this rare opportunity to transform a classic Cape-style home into a stunning investment! ~ Classic architecture, an attached garage, and an ideal layout for modern renovations ~ Endless Potential – But Work is Needed! This property requires

    Edmund Manu RE/MAX Prof Associates

    154 Glenallen St, Winchendon, MA 01475
    • /24

      Est $447,278 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,692 Sq Ft

      45 Joslin Rd, Winchendon, MA 01475

      45 Joslin Rd, Winchendon, MA 01475

Showing Results 121 - 160, Page 4 of 18

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