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365 Benjamin StWinchendon, MA 01475

For Sale

$590,000

Smart Buyer Rebate - Ask

This beautifully maintained 5 bedroom, 2 1/2 bath colonial boasts over 3400 sq ft. of living space. Built in 2016, this single-family residence offers spacious comfort and expansive outdoor living. The large open concept fist floor includes a modern kitchen with stainless steel appliances, granite countertops, a dual oven and center island with cooktop. A slider off the kitchen leads to a private deck with a patio fire pit and above ground pool just steps away.The property sits on a generous 5.49 acre lot, offering significant private outdoor space for recreation or quiet enjoyment. A two-car garage provides practical storage and parking solutions. This property offers a connection to nature, while only a 4 minute drive to Winchendon center with amenities such as restaurants and shopping.

Listed by Sheena Butler

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Keller Williams Realty North Central

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617-416-7101

Last updated July 12, 2026

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Source: MLSPin #73546210

Listing Facts

  • TypeSingle-family
  • NeighborhoodWinchendon
  • Bedrooms5
  • Bathrooms3
  • Days on Prevu23
  • Taxes$6,507/year
  • Size3,400 sqft
  • Price per sqft$174

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

07/08/2026
Listed by Keller Williams Realty North Central
$590,000

Property Details for 365 Benjamin St

Association

Amenities

  • Community Features: Shopping, Park, Walk/Jog Trails, Bike Path, Private School, Public School, Other

Exterior

Construction

  • Roof: Shingle
  • Year Built: 2016
  • Year Built Details: Actual
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Deck - Wood, Deck - Composite, Patio, Pool - Above Ground

Features

  • Patio And Porch Features: Deck - Wood, Deck - Composite, Patio
  • Pool Features: Above Ground
  • Pool Private: Yes
  • Road Frontage Type: Public

Measurements

  • Building Area Total: 3,400
  • Building Area Units: Square Feet
  • Lot Features: Wooded, Gentle Sloping
  • Lot Size Acres: 5.49
  • Lot Size Area: 5
  • Lot Size Square Feet: 239,232
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:8A3 B:0 L:49,4142497
  • Tax Annual Amount: $6,507.00
  • Tax Assessed Value: $553,800.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Tile, Hardwood, Wood Laminate
  • Interior Features: Closet, Home Office, Den, Finish - Sheetrock

Measurements

  • Living Area: 3,400
  • Living Area Source: Public Record

Rooms

  • Basement: Full, Partially Finished, Garage Access, Concrete
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 5
  • Rooms Total: 9

Other

Location

  • Tax Lot: 49

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 4
  • Open Parking: Yes
  • Parking Features: Under, Off Street, Unpaved
  • Parking Total: 6

Schools

Elementary School

  • Elementary School: Toy Town Elementary School

High School

  • High School: Murdock High School

Utilities

Equipment

  • Electric: Circuit Breakers, 200+ Amp Service
  • Heating: Baseboard, Oil
  • Has Heating: Yes
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
  • Sewer: Public Sewer
  • Utilities: For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 3 bathrooms in this single-family home at 365 Benjamin St.

What schools are nearby to 365 Benjamin St?

Nearby schools include the Toy Town Elementary School and Murdock High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 365 Benjamin St.

What are the annual taxes for 365 Benjamin St?

Annual taxes for this single-family home are estimated at $6,507.

How does 365 Benjamin St compare to other single-family homes in Winchendon?

This single-family home is listed 33% above the average price for single-family homes in Winchendon and has been on the market for 24 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,400 sqft.

365 Benjamin St is a 5-bedroom, 3-bath single-family home for sale in Winchendon MA 01475. On Prevu for 23 days at $590,000. This home features 3,400 square feet of living space, located in Winchendon. The median listing price for single-family homes in this area is $450,000. Nearby schools include Toy Town Elementary School and Murdock High School. Property amenities include private outdoor space, dishwasher, parking, swimming pool, and washer/dryer. Explore more single-family home listings in Worcester County.

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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.