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30+ Houses for Sale in Winchendon, MA

30 results

Property at 23 Webster St, Winchendon, MA 01475
1 / 36
Active
Open

$307,000

23 Webster St, Winchendon, MA 01475

2 bds
|
1.5 ba
|
996 sqft
MLS® 73595357Single Family Residence
RE/MAX Town Square - Nichole Talbot
Property at 649 Spring St, Winchendon, MA 01475
1 / 21
Active
New

$229,900

649 Spring St, Winchendon, MA 01475

0 bds
|
0 ba
|
-- sqft
MLS® 73597206Residential
Winslow Homes LLC - Megan Winslow
Property at 90 Royalston Rd N, Winchendon, MA 01475
1 / 38
Active
Price

$579,999

90 Royalston Rd N, Winchendon, MA 01475

3 bds
|
2.5 ba
|
1828 sqft
MLS® 73588068Single Family Residence
Tessa Parziale Real Estate - Tessa Parziale Rigattieri
Property at 125 Baldwinville State Rd, Winchendon, MA 01475
1 / 41
Active Under Contract

$425,000

125 Baldwinville State Rd, Winchendon, MA 01475

2 bds
|
1.5 ba
|
2055 sqft
MLS® 73574438Single Family Residence
Berkshire Hathaway HomeServices Commonwealth Real Estate - Kim Ferrari
Property at 15 Cross Road, Winchendon, MA 01475
1 / 42
Active
New

$459,000

15 Cross Road, Winchendon, MA 01475

3 bds
|
1.5 ba
|
2294 sqft
MLS® 73596398Single Family Residence
LAER Realty Partners - Cory Gracie

What's actually happening in Winchendon right now?

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Property at 55 Island Road, Winchendon, MA 01475
1 / 42
Active
Open

$1,275,000

55 Island Road, Winchendon, MA 01475

3 bds
|
2.5 ba
|
2496 sqft
MLS® 73596354Single Family Residence
Smith and Oak Real Estate Co. - Smith & Oak Greater Boston Group
Property at 12 Baldwinville State Rd, Winchendon, MA 01475
1 / 29
Active
Price
Open

$380,000

12 Baldwinville State Rd, Winchendon, MA 01475

3 bds
|
1.5 ba
|
1264 sqft
MLS® 73579662Single Family Residence
EXIT Assurance Realty - Joe Battersby
Property at 60 Robbins Rd, Winchendon, MA 01475
1 / 42
Active
Price

$399,900

60 Robbins Rd, Winchendon, MA 01475

4 bds
|
3 ba
|
3180 sqft
MLS® 73550549Single Family Residence
LAER Realty Partners - Brenda Albert
Property at 45 Joslin Road, Winchendon, MA 01475
1 / 20
Active
Price

$369,900

45 Joslin Road, Winchendon, MA 01475

3 bds
|
2 ba
|
2692 sqft
MLS® 73583584Single Family Residence
Sparks Real Estate - Nancy Macomber
Property at 59 Beech St., Winchendon, MA 01475
1 / 27
Active
Open

$350,000

59 Beech St., Winchendon, MA 01475

3 bds
|
2 ba
|
1176 sqft
MLS® 73592554Single Family Residence
Morin Real Estate - Teresa J. Lupien
Property at 25 Fairbank Street, Winchendon, MA 01475
1 / 41
Active
Open

$599,900

25 Fairbank Street, Winchendon, MA 01475

4 bds
|
4 ba
|
3400 sqft
MLS® 73587925Single Family Residence
Keller Williams Realty North Central - Jennifer Shenk
Property at 16 Winter Pl, Winchendon, MA 01475
1 / 42
Active
Price

$404,900

16 Winter Pl, Winchendon, MA 01475

3 bds
|
2 ba
|
1320 sqft
MLS® 73568807Single Family Residence
Karin Anderson Real Estate LLC - Karin Anderson
Property at 66 Lakeview Dr, Winchendon, MA 01475
1 / 40
Active

$899,000

66 Lakeview Dr, Winchendon, MA 01475

3 bds
|
2.5 ba
|
2096 sqft
MLS® 73591486Single Family Residence
eXp Realty LLC - James Weidner
Property at 260 Ash St., Winchendon, MA 01475
1 / 41
Active Under Contract

$435,000

260 Ash St., Winchendon, MA 01475

3 bds
|
2 ba
|
1304 sqft
MLS® 73588567Single Family Residence
Elm Grove Realty, LLC - Michelle Peterson
Property at 706 Brown St, Winchendon, MA 01475
1 / 25
Active

$415,000

706 Brown St, Winchendon, MA 01475

4 bds
|
1 ba
|
1343 sqft
MLS® 73592195Single Family Residence
eXp Realty LLC - Joseph Bonneau
Property at 179 Glenallen St, Winchendon, MA 01475
1 / 37
Active

$329,900

179 Glenallen St, Winchendon, MA 01475

3 bds
|
2 ba
|
1596 sqft
MLS® 73591508Single Family Residence
Keller Williams Realty North Central - Alycia Murphy
Property at 111 Franklin St, Winchendon, MA 01475
1 / 17
Active Under Contract

$199,000

111 Franklin St, Winchendon, MA 01475

1 bds
|
1 ba
|
360 sqft
MLS® 73590247Single Family Residence
eXp Realty LLC - Corporate Office - Lynda Sullivan
Property at 155 River St, Winchendon, MA 01475
1 / 40
Active
Price

$434,000

155 River St, Winchendon, MA 01475

5 bds
|
3 ba
|
2075 sqft
MLS® 73530513Single Family Residence
Leading Edge Real Estate - Tina Keith
Property at 202 Ash St, Winchendon, MA 01475
1 / 42
Active

$750,000

202 Ash St, Winchendon, MA 01475

4 bds
|
2.5 ba
|
2940 sqft
MLS® 73589552Single Family Residence
Keller Williams Realty-Merrimack - Touchstone Partners Team
Property at 114 Glenallen Street, Winchendon, MA 01475
1 / 31
Active
Price

$380,000

114 Glenallen Street, Winchendon, MA 01475

4 bds
|
1 ba
|
1802 sqft
MLS® 73563203Single Family Residence
Lamacchia Realty, Inc. - Edwin Ahearn
Property at 24-A Old County Rd, Winchendon, MA 01475
1 / 29
Active

$749,000

24-A Old County Rd, Winchendon, MA 01475

4 bds
|
3 ba
|
2752 sqft
MLS® 73584995Single Family Residence
Freedom Real Estate - Paul Michaud
Property at 123 Franklin St, Winchendon, MA 01475
1 / 8
Active

$290,000

123 Franklin St, Winchendon, MA 01475

2 bds
|
1 ba
|
1100 sqft
MLS® 73586262Single Family Residence
The Greene Realty Group - Derek Greene
Property at Lot 2 River St, Winchendon, MA 01475
1 / 5
Active

$489,900

Lot 2 River St, Winchendon, MA 01475

3 bds
|
2.5 ba
|
1400 sqft
MLS® 73585536Single Family Residence
Keller Williams Realty North Central - Paul Collette
Property at 4 Hale St, Winchendon, MA 01475
1 / 22
Active

$315,000

4 Hale St, Winchendon, MA 01475

2 bds
|
1 ba
|
1302 sqft
MLS® 73584873Single Family Residence
Lamacchia Realty, Inc. - Diana Boutell
Property at 0 Lot 2 Stoddard Rd, Winchendon, MA 01475
1 / 8
Active
Price

$125,000

0 Lot 2 Stoddard Rd, Winchendon, MA 01475

0 bds
|
0 ba
|
-- sqft
MLS® 73522930Residential
Keller Williams Realty North Central - Team Molet
Property at 374 Front Street, Winchendon, MA 01475
1 / 42
Active
Price

$385,000

374 Front Street, Winchendon, MA 01475

4 bds
|
1.5 ba
|
1686 sqft
MLS® 73571805Single Family Residence
Keller Williams Realty-Merrimack - Ali Ludwig
Property at Lot 1 River St, Winchendon, MA 01475
1 / 5
Active

$464,900

Lot 1 River St, Winchendon, MA 01475

3 bds
|
2.5 ba
|
1400 sqft
MLS® 73574967Single Family Residence
Keller Williams Realty North Central - Paul Collette
Property at 24 Old County Rd, Winchendon, MA 01475
1 / 32
Active

$600,000

24 Old County Rd, Winchendon, MA 01475

3 bds
|
2.5 ba
|
2016 sqft
MLS® 73579681Single Family Residence
Freedom Real Estate - Paul Michaud
Property at 300 High St, Winchendon, MA 01475
1 / 42
Active

$1,200,000

300 High St, Winchendon, MA 01475

5 bds
|
3.5 ba
|
5456 sqft
MLS® 73576380Single Family Residence
Morin Real Estate - Luxury Division Group
Property at 33-35 Beech St., Winchendon, MA 01475
1 / 15
Active

$385,000

33-35 Beech St., Winchendon, MA 01475

4 bds
|
2 ba
|
2644 sqft
MLS® 73571155Single Family Residence
Hearne Realty Group - David Hearne

Brokerage Information

Bowdoin Real Estate Partners

207 Hagman Rd, Winthrop, MA, 02152

(617) 913-3164

License #9578656

Market Area Served

Winthrop, Swampscott, Hingham, Marblehead, Weymouth, Wellesley, Newton, Belmont, Boston and many more.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Jenny Golic

I'm Jenny Golic, a Winthrop, MA real estate agent with Bowdoin Real Estate Partners. I guide buyers and sellers across Greater Boston with 5-star, no-pressure service.

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  • 207 Hagman Rd, Winthrop, MA, 02152
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License #9578656. Equal Housing Opportunity. Information deemed reliable but not guaranteed.

Houses for sale in Winchendon, MA: market at a glance

As of October 31, 2026, there are 30 single-family homes for sale in Winchendon, MA, with a median list price of $409,950. In August 2026, the median sale price for homes in Winchendon, MA (all home types) was $386,000, down 17.5% from a year earlier.

Houses for sale
30
Median list price
$409,950
Median sale price (August 2026, all home types)
$386,000
Median days on market (August 2026, all home types)
34 days
  • Winchendon market report

Homes for sale near Winchendon

  • Baldwinville, MA
  • Ashburnham, MA
  • Gardner, MA
  • East Templeton, MA
  • Templeton, MA
  • Phillipston, MA
  • Athol, MA
  • Royalston, MA

Common questions about Winchendon, MA real estate

How many single-family homes are for sale in Winchendon, MA?

As of October 31, 2026, there are 30 single-family homes for sale in Winchendon, MA.

What is the median single-family home price in Winchendon, MA?

The median list price of single-family homes for sale in Winchendon, MA is $409,950. Homes (all home types) that sold in August 2026 had a median sale price of $386,000, down 17.5% from a year earlier.

How long do homes take to sell in Winchendon, MA?

Homes (all home types) in Winchendon, MA that sold in August 2026 had a median of 34 days on market. Single-family homes currently for sale show a median of about 7 days on market.