108 Highland St Winchendon, MA ^$ 450,000

108 Highland St

^$ 450,000

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108 Highland St

Winchendon, MA, 01475

^$ 450,000

Bedrooms4 Baths2.0 Sq 2,067

Monthly Estimate*

^$ 2,807

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Single Family Home for sale in Winchendon, MA

for $450,000 with 4 bedrooms and 2 full baths. This 2,067 square foot home was built in 1947 on a lot size of 0.25.

Welcome to this updated home on a sought-after side street in Winchendon, where numerous upgrades have enhanced a spacious, inviting layout. The kitchen features abundant cabinets, ample counter space, with stainless steal appliances. While the dining room is large and filled with natural light, the living room offers a cozy fireplace for cool evenings. Both have gorgeous newly refinished hardwood floors. The first floor also includes a convenient bedroom, with two additional rooms that could serve as a private in-law suite or flexible living spaces, a full bath and another bonus room. Upstairs, you’ll find three generously sized bedrooms and a full bath, the primary with a large walk-in closet. The home includes a one-car garage underneath and an impressive deck perfect for entertaining, complemented by a large, level backyard ideal for gatherings and outdoor fun. The home has all new plumbing, mostly all new windows, new water heater, and the roof is approx 10 years old. Come see!

Single Family Active

Price

^$ 450,000

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 4,070

Style

Cape

Lot Size

0.25

Year Built

1947

Town/City

Winchendon

County/Region

Worcester

MLS | Web ID

73457281

List By

Michelle Peterson

Listing Agent

Elm Grove Realty, Llc

Broker

Affordability Calculator

$3,147

Per Month

Monthly Principal & Interest: $2,807
Monthly Property Taxes: $339
Monthly Home Insurance: --

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Yearly Home Insurance

Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Single family listings in Winchendon, MA

Average List Price ^$487,605

Percent of Sale Price 8%

About Winchendon, MA

10,666 Population

11% Since 2002

^$63,271 Median Income

40.44 Median Age

31% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
11/22/2025	$450,000		Listed Price

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108 Highland St, Winchendon, MA, 01475 is a Single Family Home for sale at $450,000 with 2,067 sqft and a lot size of 0.25. 108 Highland St has 4 bedrooms, 2.0 baths, and was built in 1947. The property's zip code is 01475 which is in Winchendon, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 12/16/2025.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 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 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, or as to the accuracy of any of the Images, set forth herein.

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108 Highland St

Single Family Home for sale in Winchendon, MA

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