Winchendon, MA Homes

• 

  

  

  /42

  $416,800 Sold Aug 19, 2025

  • 2,036 Sq Ft
  • $205/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1999

  1056 Alger St, Winchendon, MA 01475

  Nestled back from a scenic and private country road, this Colonial offers the perfect blend of peaceful living and modern convenience. The first floor boasts an open concept kitchen featuring SS appliances and a center island, flowing into a formal dining room and spacious living room ideal for both daily living and entertaining. A full bath completes the main level. Upstairs, you'll find a

  Joe Pinto

  1056 Alger St, Winchendon, MA 01475
• 

  

  

  /33

  Est $357,962 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  320 Ash St, Winchendon, MA 01475

  320 Ash St, Winchendon, MA 01475
• 

  

  

  /42

  $469,900 Pending

  • 4 Beds
  • 1.5 Baths
  • 2,436 Sq Ft

  39 Bemis Rd, Winchendon, MA 01475

  This warm and inviting Cape-style log home offers the perfect blend of rustic charm and modern living. Nestled on a sprawling yard in peaceful Winchendon, this 4-bedroom home boasts ample space, inside and out, with quick access to Route 140 for easy commuting. Step inside to an open-concept main level featuring soaring ceilings and a stunning second-floor balcony overlooking the living area. The

  Christy Nault Central Mass Real Estate

  39 Bemis Rd, Winchendon, MA 01475
• 

  

  

  /41

  $490,000 Sold Aug 15, 2025

  • 1,751 Sq Ft
  • $280/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  5 Sibley Rd, Winchendon, MA 01475

  This well-maintained raised ranch offers 3 bedrooms, 2 full baths, and 1,751 sq ft of finished living space across two levels. The kitchen features tile flooring, ample cabinet storage, and all appliances—purchased within the past year—will convey. A pellet stove adds efficient supplemental heat in the main living area. The lower level includes a spacious family room and a home office with its

  The Torres Group Property Investors & Advisors, LLC

  5 Sibley Rd, Winchendon, MA 01475
• 

  

  

  /37

  Est $442,211 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,605 Sq Ft

  316 Ash St, Winchendon, MA 01475

  316 Ash St, Winchendon, MA 01475
• 

  

  /12

  $469,000 Pending

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

  102 Pearl St, Winchendon, MA 01475

  Welcome home to this beautiful 3-bedroom, 2.5-bath new construction colonial . The open-concept first floor features a bright living area that flows seamlessly into a stylish kitchen with granite countertops and quality finishes. Upstairs you’ll find three spacious bedrooms, including a primary suite with en-suite bath and generous closet space. Enjoy year-round comfort with central air

  Ali Lorden LAER Realty Partners

  102 Pearl St, Winchendon, MA 01475
• 

  

  /32

  $405,000 Sold Aug 07, 2025

  • 1,233 Sq Ft
  • $328/SF
  • 45 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1954

  54 Town Farm Rd, Winchendon, MA 01475

  Updated Pricing! 54 Town Farm Rd, Winchendon, $415,000 Set on 2.1 private acres, updated 3-bed, 1-bath ranch .Features include a recently renovated kitchen with upgraded appliances, cabinetry, counters, under cabinet lighting & stylish back splash. New high quality lament flooring & fresh carpeting, tile in the full bath. Attached garage PLUS a 2nd 27 x 31 large, detached garage, HEATED with its

  Laura Rice EXIT New Options Real Estate

  54 Town Farm Rd, Winchendon, MA 01475
• 

  

  /42

  Est $458,854 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  106 Converse Dr, Winchendon, MA 01475

  106 Converse Dr, Winchendon, MA 01475
• 

  

  /42

  $439,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,712 Sq Ft

  5 Cross Rd, Winchendon, MA 01475

  Welcome to this charming Colonial-style home offering 6 rooms, 3 bedrooms, and 2.5 baths on a spacious 1-acre lot. The inviting 2-story foyer with a stunning palladium window sets the tone. Enjoy a fireplaced front-to-back living room with slider access to the deck, perfect for entertaining. The primary suite offers a private bath with a double-sink vanity. Additional features include a main

  Brenda Albert LAER Realty Partners

  5 Cross Rd, Winchendon, MA 01475
• 

  

  /19

  $290,000 Sold Jul 31, 2025

  • 1,000 Sq Ft
  • $290/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1946

  396 Maple St, Winchendon, MA 01475

  This 3-bedroom, 1-bathroom home offers 1,000 sqft of living space and is move-in ready. Recently painted throughout, the house is clean and ready for your personal touch. Its layout is simple yet resourceful, ideal for anyone seeking a smaller, practical home. Outside, a storage shed adds useful space for tools, seasonal items, or outdoor equipment. The lot provides outdoor living with a firepit

  Kenneth Lehtonen RE/MAX Town Square

  396 Maple St, Winchendon, MA 01475
• 

  

  /16

  Est $432,737 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  12 King Philip Way, Winchendon, MA 01475

  12 King Philip Way, Winchendon, MA 01475
• 

  

  /20

  $439,900 Pending

  • 3 Beds
  • 3 Baths
  • 2,080 Sq Ft

  155 Converse Dr, Winchendon, MA 01475

  Welcome to this well-maintained 3-bedroom, 3-bath home, perfectly situated at the end of a dead-end street offering privacy and natural beauty. Set on a nicely landscaped lot with perennial gardens and stone walls, this property provides a peaceful retreat surrounded by woods on the sides and back. You'll love the fenced backyard, patio, and a dedicated area perfect for a hobby farm. Inside, the

  Zaira McIlvene Gibson Sotheby's International Realty

  155 Converse Dr, Winchendon, MA 01475
• 

  

  /37

  $500,000 Sold Jul 31, 2025

  • 2,726 Sq Ft
  • $183/SF
  • 6 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1996

  90 Lakeshore Dr, Winchendon, MA 01475

  If you are looking for a neighborhood but also want privacy, this is the one! Relax on the Farmers Porch of this spacious 3/4 bedroom Colonial situated on a 1+ acre lot featuring a fireplaced living room, dining room with slider, country kitchen, first floor office and half bath with laundry. Second floor boasts 3 spacious bedrooms, a Main bedroom with a walk-in closet and full bath-tub-shower

  Maryanne Randall Barrett Sotheby's International Realty

  90 Lakeshore Dr, Winchendon, MA 01475
• 

  

  /26

  Est $482,517 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  10 Hapgood St, Winchendon, MA 01475

  10 Hapgood St, Winchendon, MA 01475
• 

  

  /34

  $400,000

  • 3 Beds
  • 2.5 Baths
  • 2,044 Sq Ft

  790 River St, Winchendon, MA 01475

  Showings begin immediately! This 2003-built ranch sits on a secluded 2.25-acre lot surrounded by trees, spring & summer blooms, berries & visiting wildlife—plus your own small backyard pond & fire pit for relaxing evenings outdoors. A spacious mudroom welcomes you with direct access to the backyard & attached 2-car garage. Just a few steps up, the kitchen features laminate flooring, natural-toned

  Blood Team Realty Group Keller Williams Realty - Merrimack

  790 River St, Winchendon, MA 01475
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  /9

  $294,500 Sold Jul 30, 2025

  • 932 Sq Ft
  • $316/SF
  • 47 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1991

  20 Joslin Rd, Winchendon, MA 01475

  Looking for peace and quiet then this is the house. Spacious rooms finished lower level. Beautiful yard, perfect for entertaining. Huge shed for storage. Great equity builder.

  Michelle Fermin Century 21 North East

  20 Joslin Rd, Winchendon, MA 01475
• 

  

  /42

  Est $475,863 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,350 Sq Ft

  55 Converse Dr, Winchendon, MA 01475

  55 Converse Dr, Winchendon, MA 01475
• 

  

  /42

  $395,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,507 Sq Ft

  41 Peggi Ln, Winchendon, MA 01475

  Your new home awaits! This immaculate ranch-style property in the 55+ Glenwood Park community offers a unique blend of independence and low maintenance. The heart of this home is undoubtedly the open concept living and dining area, filled with warm natural light and flow into a kitchen with abundant cabinets and thoughtful upgrades. Pristine bedrooms and baths also feature closets with custom

  Ivana Bellorado Coldwell Banker Realty - Leominster

  41 Peggi Ln, Winchendon, MA 01475
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  /42

  $440,000 Sold Jul 28, 2025

  • 1,824 Sq Ft
  • $241/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  45 Town Farm Rd, Winchendon, MA 01475

  Your chance to own this stunning 3-Bedroom Home on 2.6+ Acres with Scenic Views!! Welcome to your dream retreat! This beautifully updated 3-bedroom, 2-bathroom single-family home sits on a sprawling 2.6+ acre lot, offering privacy, space, and breathtaking scenic views. Freshly painted and filled with modern touches, this home is move-in ready and designed for comfortable, stylish living. Key

  Asim Ghani East Key Realty

  45 Town Farm Rd, Winchendon, MA 01475
• 

  

  /35

  Est $469,764 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,448 Sq Ft

  45 Converse Dr, Winchendon, MA 01475

  45 Converse Dr, Winchendon, MA 01475
• 

  

  /38

  $385,000

  • 3 Beds
  • 1.5 Baths
  • 2,128 Sq Ft

  29 Winter St, Winchendon, MA 01475

  The perfect Home, a gorgeous colonial with over 100 years of history and original bullseye molding, was built by the original owner, offering a spacious and updated living environment. Upstairs, three enormous bedrooms have fresh paint, new comfy carpet, and walk-in closets including two in the primary bedroom plus full bath with classic tile. Downstairs, oversized rooms include large,

  Jonathan Minerick homecoin.com

  29 Winter St, Winchendon, MA 01475
• 

  

  /20

  $270,000 Sold Jul 28, 2025

  • 760 Sq Ft
  • $355/SF
  • 47 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  26 Duval Ct, Winchendon, MA 01475

  Charming & Move-In Ready 2–3 Bedroom Home! This well-maintained, efficient home offers everything you need in a compact and easy-to-manage space. Featuring 2 bedrooms plus a flexible bonus room perfect for a third bedroom, office, den or hobby space. Updated electrical and plumbing. Brand new high efficiency Rinnai heater centrally located to heat the whole house and there is electric baseboard

  Jacquelyn Wood Happy Homes Real Estate

  26 Duval Ct, Winchendon, MA 01475
• 

  

  /24

  Est $404,929 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,424 Sq Ft

  288 Ash St, Winchendon, MA 01475

  288 Ash St, Winchendon, MA 01475
• 

  

  /23

  $239,900 Open Sat 9AM - 11AM

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  15 Colonial Ln, Winchendon, MA 01475

  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. 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

  Darlene Rossi Morin Real Estate

  15 Colonial Ln, Winchendon, MA 01475
• 

  

  /31

  $395,000 Sold Jul 18, 2025

  • 1,446 Sq Ft
  • $273/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1998

  159 Benjamin St, Winchendon, MA 01475

  Nestled on a quiet, scenic dead-end country road, this cozy and well-maintained home is ready for new owners to make it their own. The open and airy kitchen/living area is perfect for gathering and entertaining. With 3 bedrooms, 2 full baths, and a beautifully finished lower level - complete with a wood stove to save on those winter heating bills, there's space for everyone to spread out and

  Kevin Cormier EXIT New Options Real Estate

  159 Benjamin St, Winchendon, MA 01475
• 

  

  /40

  Est $451,950 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  64 Gardner Rd, Winchendon, MA 01475

  64 Gardner Rd, Winchendon, MA 01475
• 

  

  /23

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,396 Sq Ft

  156 Bayberry Cir, Winchendon, MA 01475

  Welcome to this 3-bedroom, 2.5-bath Colonial situated on Bayberry Circle! Enjoy a fenced-in backyard perfect for outdoor entertaining, complete with an above-ground pool and back deck or relax out on the inviting front porch. The first floor offers a welcoming open floor plan featuring a spacious living room and a modern kitchen with a center island, granite countertops, and an adjoining dining

  Lana Kopsala Coldwell Banker Realty - Leominster

  156 Bayberry Cir, Winchendon, MA 01475
• 

  

  /23

  $370,000 Sold Jul 18, 2025

  • 1,701 Sq Ft
  • $218/SF
  • 4 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  17 Winter St, Winchendon, MA 01475

  Ahhh...Can't you just feel the relaxation! This meticulously maintained gem of a bygone era has the lure of yesteryear with all the necessities of modernity lovingly in place. Hardwood floors (recently refinished) throughout, tin ceilings, stained glass window, dining room built-in, wraparound porch and generous yard create and provide a curtain to a less hurried time for you to step through at

  Darlene Rossi Morin Real Estate

  17 Winter St, Winchendon, MA 01475
• 

  

  /42

  Est $537,437 Not Listed For Sale

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

  431 Teel Rd, Winchendon, MA 01475

  431 Teel Rd, Winchendon, MA 01475
• 

  

  /42

  $874,900

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  1 Roberts Way, Winchendon, MA 01475

  Westminster New Construction just listed and ready to go—be in before Thanksgiving! This home has 2,800 square feet, with 8 large rooms. Hardwood and tile flooring throughout the first floor and common areas. The expansive open kitchen, dining, living and den/play areas give you layout flexibility. The kitchen features an 8’ kitchen island and pantry closet, as well as attractive cabinets, quartz

  Jennifer Shenk Keller Williams Realty North Central

  1 Roberts Way, Winchendon, MA 01475
• 

  

  /34

  $510,000 Sold Jul 18, 2025

  • 2,432 Sq Ft
  • $210/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2000

  185 Baldwinville Rd, Winchendon, MA 01475

  Charming 3-bed, 2-bath ranch in a quiet Winchendon neighborhood! This well-maintained home features a bright, open layout with a spacious living room and eat-in kitchen. The primary suite includes a private full bath and a walk-in closet, while two additional bedrooms offer flexible space. The partially finished walk-out basement offers great potential and can provide extra living space if

  Chad King Prospective Realty INC

  185 Baldwinville Rd, Winchendon, MA 01475
• 

  

  /41

  Est $382,530 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,512 Sq Ft

  761 Teel Rd, Winchendon, MA 01475

  761 Teel Rd, Winchendon, MA 01475
• 

  

  /33

  $365,000

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  759 Brown St, Winchendon, MA 01475

  Welcome home to this sweet and cozy ranch, perfectly situated on a spacious, level lot with a fenced-in yard—ideal for outdoor enjoyment, gardening, or simply relaxing. Inside, you’ll find 3 comfortable bedrooms, 1.5 baths, an updated kitchen, and both a welcoming living room/family room, providing plenty of space for everyone to spread out.Featuring nice flooring in much of the home, all that’s

  Emily Therrien Winslow Homes LLC

  759 Brown St, Winchendon, MA 01475
• 

  

  /28

  $420,000 Sold Jul 18, 2025

  • 1,512 Sq Ft
  • $278/SF
  • 7 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 2003

  18 Doyle Ave, Winchendon, MA 01475

  Tucked in on a private lot you will enjoy the sights and sounds of nature! This log home has been loved by the same family for 22 years and now is time for you to call it home. Enjoy the ease of the beautiful well established landscaping along with many perennial gardens, a barn for the the four legged family members and fenced in areas as well. Expansive deck overlooking the private backyard,

  Amy Reisert Borderline Realty

  18 Doyle Ave, Winchendon, MA 01475
• 

  

  /33

  Est $391,464 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,731 Sq Ft

  11 Baldwinville Rd, Winchendon, MA 01475

  11 Baldwinville Rd, Winchendon, MA 01475
• 

  

  /11

  $410,000

  • 5 Beds
  • 2 Baths
  • 2,544 Sq Ft

  150-152 Mill Cir, Winchendon, MA 01475

  REDUCED price to give more buyers access to home ownership! The multi-family residence offers a unique investment opportunity Built in 1980, this property presents a chance to own a substantial residence with considerable potential. Duplex living with side by side units and separate driveways offers practical accommodations for residents, lending itself to a variety of configurations. The

  Peter Costa Spencer Home Realty

  150-152 Mill Cir, Winchendon, MA 01475
• 

  

  /41

  $415,000 Sold Jul 17, 2025

  • 2,008 Sq Ft
  • $207/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  93 School St, Winchendon, MA 01475

  Highest and Best due Monday 6/9 at 9 pm. Investors or owner-occupants, don’t miss this charming and well-maintained two-family home, perfectly situated for commuters. Each spacious unit features 2 bedrooms, a welcoming living room, kitchen, dining area, sun porch, full bath, and great storage areas—ideal for comfortable living. The property has been well maintained and thoughtfully updated over

  Michelle Peterson Elm Grove Realty, LLC

  93 School St, Winchendon, MA 01475
• 

  

  /41

  Est $519,725 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,448 Sq Ft

  550 Hale St, Winchendon, MA 01475

  550 Hale St, Winchendon, MA 01475
• 

  

  /13

  $390,000

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft

  19 Chestnut St, Winchendon, MA 01475

  Currently configured as a multi-unit residence but could be converted to a single-unit dwelling for larger household. Nice condition. Clean. Much updating over the years. Both apartment empty. Upstairs 4-bedroom unit currently available for new owner's Immediate use. Downstairs, 1 bedroom apartment empty and ready for immediate use.. House has bricked facade street faced room that possibly could

  Jonathan Minerick homecoin.com

  19 Chestnut St, Winchendon, MA 01475
• 

  

  /16

  $135,000 Sold Jul 15, 2025

  • 916 Sq Ft
  • $147/SF
  • 218 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  322 Maple St, Winchendon, MA 01475

  This 2 bedroom Cape on 1/2 acre w/garage is in need of updating and priced accordingly. Seller had perk done 4/25/2025 but buyer is responsible for bringing septic into Title 5 compliance. All buyers must have mortgage pre-approvals prior to scheduling showings. Electric box is fuses.

  Nancy Macomber Sparks Real Estate

  322 Maple St, Winchendon, MA 01475

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