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30+ Homes for Sale in Winchendon, MA

30 results

Property at 71 Hapgood Street, Winchendon, MA 01475
1 / 41
Active
Open

$519,900

71 Hapgood Street, Winchendon, MA 01475

3 bds
|
2.5 ba
|
2025 sqft
MLS® 73583622Single Family Residence
Coldwell Banker Realty - Canton - David Manning
Property at 21 Munroe St, Winchendon, MA 01475
1 / 29
Active

$250,000

21 Munroe St, Winchendon, MA 01475

2 bds
|
1 ba
|
808 sqft
MLS® 73563755Single Family Residence
LAER Realty Partners - Olivia Paras
Property at 55 Island Rd, Winchendon, MA 01475
1 / 17
Active
Open

$1,270,000

55 Island Rd, Winchendon, MA 01475

3 bds
|
2.5 ba
|
2496 sqft
MLS® 73583251Single Family Residence
OwnerEntry.com - Dave White
Property at 45 Joslin Road, Winchendon, MA 01475
1 / 20
Active

$379,900

45 Joslin Road, Winchendon, MA 01475

3 bds
|
2 ba
|
2692 sqft
MLS® 73583584Single Family Residence
Sparks Real Estate - Nancy Macomber
Property at Lot 2 River St, Winchendon, MA 01475
1 / 5
Active
New

$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

What's actually happening in Winchendon right now?

Forget the national headlines. Get the hyper-local, street-level data on inventory, price drops, and true market value before you make an offer.

Property at 374 Front Street, Winchendon, MA 01475
1 / 42
Active
Price
Open

$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 6 Loon Road, Winchendon, MA 01475
1 / 35
Active Under Contract
Price

$539,000

6 Loon Road, Winchendon, MA 01475

3 bds
|
2.5 ba
|
1924 sqft
MLS® 73520335Single Family Residence
LAER Realty Partners - Cory Gracie
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 4 Hale St, Winchendon, MA 01475
1 / 22
Active
Open

$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 411-413 River St, Winchendon, MA 01475
1 / 30
Active

$325,000

411-413 River St, Winchendon, MA 01475

3 bds
|
2 ba
|
1602 sqft
MLS® 735849812 Family - 2 Units Side by Side
Prospective Realty INC - Gerard Breau
Property at 24-A Old Country Rd, Winchendon, MA 01475
1 / 29
Active

$749,000

24-A Old Country Rd, Winchendon, MA 01475

4 bds
|
3 ba
|
2752 sqft
MLS® 73584995Single Family Residence
Freedom Real Estate - Paul Michaud
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 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 12 Baldwinville State Rd, Winchendon, MA 01475
1 / 29
Active
Open

$385,000

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 125 Baldwinville State Rd, Winchendon, MA 01475
1 / 40
Active

$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 33 W Shore Drive, Winchendon, MA 01475
1 / 20
Active
Price

$419,000

33 W Shore Drive, Winchendon, MA 01475

3 bds
|
2.5 ba
|
2080 sqft
MLS® 73554607Single Family Residence
Roman Deych - Roman Deych
Property at 20 Mechanic St, Winchendon, MA 01475
1 / 36
Active

$475,000

20 Mechanic St, Winchendon, MA 01475

6 bds
|
2.5 ba
|
2824 sqft
MLS® 735814382 Family - 2 Units Up/Down
Coldwell Banker Realty - Leominster - Tiffany Mcdonald
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 35 Northern Heights Dr, Winchendon, MA 01475
1 / 42
Active

$674,900

35 Northern Heights Dr, Winchendon, MA 01475

3 bds
|
2 ba
|
1798 sqft
MLS® 73580203Single Family Residence
Real Broker MA, LLC - Jim Black Group
Property at 36 Monomonac Rd W, Winchendon, MA 01475
1 / 41
Active

$1,050,000

36 Monomonac Rd W, Winchendon, MA 01475

3 bds
|
2.5 ba
|
2096 sqft
MLS® 73576032Single Family Residence
LAER Realty Partners - Olivia Paras
Property at 736 Central St., Winchendon, MA 01475
1 / 38
Active Under Contract

$489,500

736 Central St., Winchendon, MA 01475

2 bds
|
2 ba
|
1481 sqft
MLS® 73570387Single Family Residence
Media Realty Group Elite - Karl Seppa
Property at 155 River St, Winchendon, MA 01475
1 / 36
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 90 Royalston Rd N, Winchendon, MA 01475
1 / 42
Active
Price

$589,900

90 Royalston Rd N, Winchendon, MA 01475

3 bds
|
2.5 ba
|
1828 sqft
MLS® 73544803Single Family Residence
Tessa Parziale Real Estate - Tessa Parziale Rigattieri
Property at 263 Front St., Winchendon, MA 01475
1 / 40
Active
Price

$375,000

263 Front St., Winchendon, MA 01475

6 bds
|
2 ba
|
2289 sqft
MLS® 735585122 Family - 2 Units Side by Side
Keller Williams Realty North Central - Leanne Roy
Property at 324 Front St, Winchendon, MA 01475
1 / 15
Active

$475,000

324 Front St, Winchendon, MA 01475

5 bds
|
4 ba
|
3418 sqft
MLS® 735784924 Family
Freedom Real Estate - Paul Michaud
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
Property at 16 Winter Pl, Winchendon, MA 01475
1 / 42
Active

$409,900

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 2 Juniper St, Winchendon, MA 01475
1 / 6
Active

$225,000

2 Juniper St, Winchendon, MA 01475

0 bds
|
0 ba
|
-- sqft
MLS® 73568045Other
Century 21 North East - Scott Simpson
Property at M-2 L-94 School St, Winchendon, MA 01475
1 / 21
Active

$180,000

M-2 L-94 School St, Winchendon, MA 01475

0 bds
|
0 ba
|
-- sqft
MLS® 73545020Other
RE/MAX Town Square - Vicki Christiansen
Property at 179 Front St, Winchendon, MA 01475
1 / 25
Active

$299,000

179 Front St, Winchendon, MA 01475

7 bds
|
4 ba
|
4234 sqft
MLS® 73554552Multi Family
Keller Williams Realty - Merrimack - Blood Team

Brokerage Information

William Raveis

1229 Centre Street, Newton Centre, MA, 02459

(774) 222-0952

Market Area Served

Newton, Cambridge 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.

Maggie Li

I'm Maggie Li, a Newton, MA real estate agent serving first-time buyers, luxury clients and sellers across Greater Boston in English & Mandarin. Let's find your home.

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

As of October 3, 2026, there are 30 homes for sale in Winchendon, MA, with a median list price of $429,500. In July 2026, the median sale price for homes in Winchendon, MA was $370,000, up 4.2% from a year earlier.

Homes for sale
30
Median list price
$429,500
Median sale price (July 2026)
$370,000
Median days on market (July 2026)
31 days
  • Winchendon market report
  • Winchendon single-family homes for sale
  • Winchendon multi-family homes for sale

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 homes are for sale in Winchendon, MA?

As of October 3, 2026, there are 30 homes for sale in Winchendon, MA, including 22 single-family homes and 5 multi-family homes.

What is the median home price in Winchendon, MA?

The median list price of homes for sale in Winchendon, MA is $429,500. Homes that sold in July 2026 had a median sale price of $370,000, up 4.2% from a year earlier.

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

Homes in Winchendon, MA that sold in July 2026 had a median of 31 days on market. Homes currently for sale show a median of about 11 days on market.

What types of homes are for sale in Winchendon, MA?

The homes for sale in Winchendon, MA include 22 single-family homes and 5 multi-family homes.