Boston Brownstones Realty, PLLC
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
    4. Calculator
  • Sell
    1. Sell My Home
  • Home Valuation
  • Neighborhoods
  • About
    1. About Annie
    2. Contact Me
  • Market Snapshot
  • Register
  • /
  • Sign In
Filters Reset
Save Search (2)
Save your search to get Alerts
20 Properties

20 Properties Available In Winchendon

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
Map
Grid
MA >Winchendon >
Market Insights
169 Spruce St, Winchendon, MA 01475
1/3 3

$135,000

New

Single Family Home

2 Beds 1 Bath 980 SqFt

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, ...

Listed by Heather LeBlanc of Four Columns Realty, LLC

23 Lincoln Ave, Winchendon, MA 01475
1/42 42

$500,000

New

Single Family Home

3 Beds 1.5 Baths 2,494 SqFt

23 Lincoln Ave, Winchendon, MA 01475

Known as the Ida Whitney house, this stunning Tudor-style home looks like something straight out of a storybook. Upon en...

Listed by Michelle Peterson of Elm Grove Realty, LLC

30 Whitney St #1B, Winchendon, MA 01475
1/7 7

$1,650

New

Condo

2 Beds 1 Bath 1,000 SqFt

30 Whitney St #1B, Winchendon, MA 01475

This cozy and natural light filled basement unit is ready and available for immediate occupancy. Featuring 2 spacious be...

Listed by Mary Diehl of Real Broker MA, LLC

105 Oak Street, Winchendon, MA 01475
1/42 42

$429,900

Active

Single Family Home

5 Beds 3 Baths 2,906 SqFt

105 Oak Street, Winchendon, MA 01475

Discover timeless charm and modern comfort in this charming 5-bedroom, 3-bath Colonial, perfectly situated just minutes ...

Listed by Martha Sotiropoulos of Lamacchia Realty, Inc.

1170-1172 Alger St., Winchendon, MA 01475
1/42 42

$400,000

Active

Multi-Family

4 Beds 3 Baths 1,872 SqFt

1170-1172 Alger St., Winchendon, MA 01475

Welcome to this charming 2-Family Home in scenic Winchendon, MA! Nestled amidst the natural beauty of North-Central Mass...

Listed by Derrick Bonnah of Thumbprint Realty, LLC

16 2nd St, Winchendon, MA 01475
1/42 42

$1,080,000

Active

Single Family Home

3 Beds 2.5 Baths 2,540 SqFt

16 2nd St, Winchendon, MA 01475

Life Long Memories Await at this Beautiful Waterfront House on Desirable Lake Monomonac! You will love the incredible Op...

Listed by Robert Matewsky of Keller Williams Realty North Central

83 Juniper St, Winchendon, MA 01475
1/42 42

$369,900

Active

Single Family Home

3 Beds 2 Baths 1,589 SqFt

83 Juniper St, Winchendon, MA 01475

**SELLER IS INSTALLING A BRAND-NEW ROOF! Don't miss this opportunity to see this beautifully maintained 3-bedroom, 2-bat...

Listed by Gerard Breau of Prospective Realty INC

Lot 244 Doyle Avenue, Winchendon, MA 01475
1/39 39

$629,000

Active

Single Family Home

3 Beds 2.5 Baths 1,834 SqFt

Lot 244 Doyle Avenue, Winchendon, MA 01475

A brand new construction Colonial is underway at Doyle Estates with 1834' of living area. This new house is set off the ...

Listed by Cory Gracie of LAER Realty Partners

10-16 Beaman Court, Winchendon, MA 01475
1/30 30

$545,000

Active

Multi-Family

10 Beds 4 Baths 3,600 SqFt

10-16 Beaman Court, Winchendon, MA 01475

A great property to add to your portfolio, or as a first investment. Fully rented with long-term tenants, separate util...

Listed by Teresa J. Lupien of Morin Real Estate

32 Ash St, Winchendon, MA 01475
1/26 26

$465,000

Price Dropped by $14K

Single Family Home

3 Beds 1.5 Baths 2,151 SqFt

32 Ash St, Winchendon, MA 01475

Are you ready for summer fun? This classic Gambrel-style home is full of charm and ready for summer! Featuring 3~bedroom...

Listed by Hometown Team of Real Broker MA, LLC

71 Woodlawn Street, Winchendon, MA 01475
1/25 25

$629,900

Active

Single Family Home

3 Beds 2 Baths 1,628 SqFt

71 Woodlawn Street, Winchendon, MA 01475

Single level living at its best. This home welcomes you into a vaulted foyer with custom built ins. From there the home ...

Listed by Paul Michaud of Freedom Real Estate

234 Baldwinville State Road, Winchendon, MA 01475
3D

$750,000

Active

Single Family Home

5 Beds 2 Baths 3,439 SqFt

234 Baldwinville State Road, Winchendon, MA 01475

Set on 8.5+ acres across from Dennison State Park, this sprawling 5-bed, 2-bath, 3,439 SF Colonial offers an impressive ...

Listed by Dylan Maclean of Foster-Healey Real Estate

322 Maple Street, Winchendon, MA 01475
1/16 16

$199,900

Active

Single Family Home

2 Beds 1 Bath 916 SqFt

322 Maple Street, 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 b...

Listed by Nancy Macomber of Sparks Real Estate

691 River St, Winchendon, MA 01475
1/41 41

$499,000

Active

Single Family Home, Vacant Land

5 Beds 2.5 Baths 4,284 SqFt

691 River St, Winchendon, MA 01475

Disappointed Buyer's financing fell through! Unique opportunity to live your homesteading dreams! Buildings & 3 level ba...

Listed by Darlene Rossi of Morin Real Estate

0 Sibley Rd, Winchendon, MA 01475
1/5 5

$95,000

Active

Vacant Land

2.64 Acres

0 Sibley Rd, Winchendon, MA 01475

Here's your opportunity to build your dream home in an established Winchendon neighborhood! 2.64 Acres with 585' of roa...

Listed by Kristen Merritt of East Key Realty

60 Central Street, Winchendon, MA 01475
1/2 2

$1,300

Active

Commercial

1,000 SqFt

60 Central Street, Winchendon, MA 01475

Terrific exposure on newly refurbished Central Street, just off Route 12N. On street parking.

Listed by Teresa J. Lupien of Morin Real Estate

48 Central Street, Winchendon, MA 01475
1/6 6

$1,700

Active

Commercial

48 Central Street, Winchendon, MA 01475

Lots of exposure for your business or retail establishment! Just off Rt 12N on the newly refurbished Central Street. L...

Listed by Teresa J. Lupien of Morin Real Estate

2 Juniper St, Winchendon, MA 01475
1/5 5

$220,000

Active

Commercial

0.69 Acres Lot

2 Juniper St, Winchendon, MA 01475

This .69 Acre lot is located near the center of town and has direct access onto Central Street.Perfect for an owner occu...

Listed by Scott Simpson of Century 21 North East

Lot 187 Gardner Ma, Winchendon, MA 01475
1/3 3

$615,000

Active

Vacant Land

9 Acres

Lot 187 Gardner Ma, Winchendon, MA 01475

Located on the 140Corridor used by 10,965 cars daily, according to MassDOT, with 3-phase power and approximately 315' to...

Listed by Karissa Moore of K&G Realty Services, LLC

Lot 14 Baldwinville State Road, Winchendon, MA 01475
1/6 6

$45,000

Active

Vacant Land

0.34 Acres

Lot 14 Baldwinville State Road, Winchendon, MA 01475

Nestled in a prime location, this small lot offers a rare opportunity for those seeking convenience and accessibility. S...

Listed by Ruth Truesdell of Acres Away Realty, Inc.

  • 1

explore listings in Winchendon

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
BBR_Primary_Reverse
Boston Brownstones Realty, PLLC

Annie Youssoufian License ID: 9578390

+1(609) 933-5280 annie@bosbrown.com

18 Fairfield St, Boston, Massachusetts, 02116, USA

    • Home
      Home Valuation
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Calculator
      About
      1. About Annie
      2. Contact Me
    • Sell
      1. Sell My Home
      Market Snapshot

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
BBR_Primary_Reverse
Boston Brownstones Realty, PLLC

Annie Youssoufian License ID: 9578390

+1(609) 933-5280 annie@bosbrown.com

18 Fairfield St, Boston, Massachusetts, 02116, USA

    • Home
      Home Valuation
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Calculator
      About
      1. About Annie
      2. Contact Me
    • Sell
      1. Sell My Home
      Market Snapshot

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.