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Before you start looking
The buying timeline

Afford it

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How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
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Closing costs, itemized
Find a buyer's agent

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23 listings

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23 listings

Homes for Sale in Winchendon, MA

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23 Listings

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23 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Open house Sat, Oct 10 · 11:00 AM

Active

$224,900

2 bd · 2 ba · 950 sqft

20 Banner Pl #C2, Winchendon, MA

Justin Sargent · LAER Realty Partners

NewOpen house Sat, Oct 10 · 10:00 AM41Active

$599,900

4 bd · 4 ba · 3,400 sqft

25 Fairbank Street, Winchendon, MA

Jennifer Shenk · Keller Williams Realty North Central

New38Active

$584,000

3 bd · 3 ba · 1,828 sqft

90 Royalston Rd N, Winchendon, MA

Tessa Parziale Rigattieri · Tessa Parziale Real Estate

8Active

$290,000

2 bd · 1 ba · 1,100 sqft

123 Franklin St, Winchendon, MA

Derek Greene · The Greene Realty Group

5Active

$489,900

3 bd · 3 ba · 1,400 sqft

Lot 2 River St, Winchendon, MA

Paul Collette · Keller Williams Realty North Central

22Active

$315,000

2 bd · 1 ba · 1,302 sqft

4 Hale St, Winchendon, MA

Diana Boutell · Lamacchia Realty, Inc.

29Active

$749,000

4 bd · 3 ba · 2,752 sqft

24-A Old County Rd, Winchendon, MA

Paul Michaud · Freedom Real Estate

Price Reduced41Active

$509,900

3 bd · 3 ba · 2,025 sqft

71 Hapgood, Winchendon, MA

David Manning · Coldwell Banker Realty - Canton

Open house Sun, Oct 18 · 1:00 PM18Active

$1,270,000

3 bd · 3 ba · 2,496 sqft

55 Island Rd, Winchendon, MA

Dave White · OwnerEntry.com

20Active

$379,900

3 bd · 2 ba · 2,692 sqft

45 Joslin Road, Winchendon, MA

Nancy Macomber · Sparks Real Estate

42Active

$1,200,000

5 bd · 4 ba · 5,456 sqft

300 High St, Winchendon, MA

Luxury Division Group · Morin Real Estate

32Active

$600,000

3 bd · 3 ba · 2,016 sqft

24 Old County Rd, Winchendon, MA

Paul Michaud · Freedom Real Estate

Open house Sat, Oct 10 · 12:00 PM29Active

$385,000

3 bd · 2 ba · 1,264 sqft

12 Baldwinville State Rd, Winchendon, MA

Joe Battersby · EXIT Assurance Realty

41Active

$1,050,000

3 bd · 3 ba · 2,096 sqft

36 Monomonac Rd W, Winchendon, MA

Olivia Paras · LAER Realty Partners

5Active

$464,900

3 bd · 3 ba · 1,400 sqft

Lot 1 River St, Winchendon, MA

Paul Collette · Keller Williams Realty North Central

40Active

$425,000

2 bd · 2 ba · 2,055 sqft

125 Baldwinville State Rd, Winchendon, MA

Kim Ferrari · Berkshire Hathaway HomeServices Commonwealth Real Estate

Price Reduced42Active

$385,000

4 bd · 2 ba · 1,686 sqft

374 Front Street, Winchendon, MA

Ali Ludwig · Keller Williams Realty-Merrimack

15Active

$385,000

4 bd · 2 ba · 2,644 sqft

33-35 Beech St., Winchendon, MA

David Hearne · Hearne Realty Group

42Active

$409,900

3 bd · 2 ba · 1,320 sqft

16 Winter Pl, Winchendon, MA

Karin Anderson · Karin Anderson Real Estate LLC

29Active

$250,000

2 bd · 1 ba · 808 sqft

21 Munroe St, Winchendon, MA

Olivia Paras · LAER Realty Partners

Price ReducedOpen house Sat, Oct 10 · 12:00 PM31Active

$380,000

4 bd · 1 ba · 1,802 sqft

114 Glenallen Street, Winchendon, MA

Edwin Ahearn · Lamacchia Realty, Inc.

Price Reduced20Active

$409,000

4 bd · 3 ba · 2,080 sqft

33 W Shore Drive, Winchendon, MA

Roman Deych · Roman Deych

Price ReducedOpen house Sat, Oct 10 · 11:00 AM40Active

$434,000

5 bd · 3 ba · 2,075 sqft

155 River St, Winchendon, MA

Tina Keith · Leading Edge Real Estate

Listing data & MLS disclosures

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-10-08 23:19:00 UTC

Winchendon housing market

September 2026 · This period is still settling

Homes on the market · MLS, as of Sep 27, 2026

Median list price: $464,900
Homes for sale: 15

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 9, 2026

Median home size: 1,624 sq. ft.

Winchendon, MA community profile

Area: 43 sq. mi.

Source: HJN community data

Nearby areas

ZIP codes

01453 (81)
01420 (74)
01462 (50)
01440 (47)
01331 (45)
01543 (45)
01473 (33)
01510 (31)

Cities

Leominster (81)
Fitchburg (74)
Lunenburg (50)
Gardner (47)
Rutland (45)
Athol (37)
Westminster (33)
Holden (32)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Listing data & MLS disclosures

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-10-08 23:19:00 UTC

Winchendon, MA community profile

Area: 43 sq. mi.

Source: HJN community data

Winchendon housing market

September 2026 · This period is still settling

Homes on the market · MLS, as of Sep 27, 2026

Median list price: $464,900
Homes for sale: 15

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 9, 2026

Median home size: 1,624 sq. ft.

Winchendon, MA Homes for Sale | Realty.com

Nearby areas

ZIP codes

01453 (81)
01420 (74)
01462 (50)
01440 (47)
01331 (45)
01543 (45)
01473 (33)
01510 (31)

Cities

Leominster (81)
Fitchburg (74)
Lunenburg (50)
Gardner (47)
Rutland (45)
Athol (37)
Westminster (33)
Holden (32)