320 Benjamin St
Winchendon, MA 01475
2 Beds
2 Baths
2,300 sqft (on 3.99 acres)
2 Beds
2 Baths
2,300 sqft
(on 3.99 acres)
Local Information
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Description
Exclusive one of a kind ranch, on beautiful Benjamin Hill. 3.99 (+/-) acres on a dead end street, including (per seller) 2 buildable lots w/ 3 ROW/s. Custom built w/ impressive open concept main living area. Master suite with adjoining bath. Beautiful composite deck overlooks 20x40 IG Haywood pool, with privacy galore. Large bonus space playroom with Thermo Spa hot tub and fireplace awaits finishing. Huge 2 car garage w/ loft storage. Overall, this spacious home spans 120 feet. Truly, a must see home.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 320 Benjamin St
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Interior Details BasementNumber of Rooms: 6 |
Heating & Cooling Heating: Baseboard, Other, OilCooling System: OtherHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet, Laminate, Linoleum Vinyl |
Appliances & Utilities DishwasherRefrigerator |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltDeckExterior: VinylPatio |
Pool Pool |
Parking & Garage GarageParking Spaces: 6Parking: Garage Attached |
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Year Built Year Built: 2012Year Updated: 2000 |
Property Type / Style Property Type: Single Family HomeArchitecture: Contemporary |
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Units in Building: 1 |
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Lot Area: 3.99 acres |
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Sport Court |
Price History for 320 Benjamin St
| Date | Price | Event | Source |
|---|---|---|---|
| 04/18/2014 | $240,000 | Sold | N/A |
| 03/13/2014 | $259,900 | Pending | Agent Provided |
| 02/23/2014 | $259,900 | Listed For Sale | Agent Provided |
| 10/24/2011 | $55,000 | Sold | N/A |
| 07/29/2011 | $59,900 | Listed For Sale | Agent Provided |
| 08/22/2003 | $240,000 | Sold | N/A |
Market trends in Winchendon
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
—
Available listings
28
4MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $5,429 |
| Assessment | $462,000 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$3,697/mo
Homes for rent near 320 Benjamin St
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Comparable Sales for 320 Benjamin St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.06 | Single-Family Home | $525,000 | 06/02/26 | 3 | 3 | 2,070 | |
0.10 | Single-Family Home | $485,000 | 06/12/26 | 4 | 2 | 2,667 | |
0.17 | Single-Family Home | $515,000 | 05/28/26 | 3 | 1.5 | 1,856 | |
0.30 | Single-Family Home | $415,000 | 01/13/26 | 3 | 2.5 | 1,400 | |
0.35 | Single-Family Home | $315,000 | 04/09/26 | 4 | 1.5 | 1,868 | |
0.33 | Single-Family Home | $455,000 | 09/23/25 | 4 | 2 | 1,668 | |
0.31 | Single-Family Home | $440,000 | 02/06/26 | 3 | 2.5 | 1,400 | |
0.39 | Single-Family Home | $485,000 | 07/10/25 | 4 | 2.5 | 2,648 | |
0.54 | Single-Family Home | $395,000 | 07/18/25 | 3 | 2 | 1,446 | |
0.84 | Single-Family Home | $420,000 | 07/18/25 | 3 | 1.5 | 1,512 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDJUN 2, 2026Leslie Storrs Tondreau, Lamacchia Realty, Inc.
SOLDJUN 12, 2026Michelle Peterson, Elm Grove Realty, LLC
SOLDMAY 28, 2026Darin Thompson, Stuart St James, Inc.
OFF MARKETMary Diehl, Real Broker MA, LLC
SOLDJAN 13, 2026Paul Collette, Keller Williams Realty North Central
SOLDFEB 6, 2026Paul Collette, Keller Williams Realty North Central
SOLDSEP 23, 2025Paul Collette, Keller Williams Realty North Central
SOLDAPR 9, 2026Bonnie Stone, Stone Farm Real Estate, LLC
FOR SALE1.28 ACRESCory Gracie, LAER Realty Partners
OFF MARKETIvana Bellorado, Coldwell Banker Realty - Leominster
OFF MARKETCory Gracie, LAER Realty Partners
Assigned Schools
These are the assigned schools for 320 Benjamin St.
- Toy Town Elementary School
- 3-5
- Public
- 309 Students
4/10GreatSchools RatingParent Rating AverageThe entire school only cares about kids who have parents that work in the school. Also filthy moldy germ infested.most kids are also Lice infested.Parent Review2y ago - Memorial Elementary School
- K-2
- Public
- 245 Students
NAGreatSchools RatingParent Rating AverageMy son and daughter both have attended this wonderful little gem of a school. They both liked their teachers and were always learning and excited for school- especially excited on P.E. days! The P.e teacher makes learning fun and she does an unbelievable job running the "fun day" at the end of the year. Send your kids here! You won't regret it!Parent Review12y ago - Murdock High School
- 9-12
- Public
- 238 Students
3/10GreatSchools RatingParent Rating Average
No reviews available for this school. - Murdock Middle School
- 6-8
- Public
- 272 Students
5/10GreatSchools RatingParent Rating AverageIf I could give 0 stars I wouldOther Review2y ago 
Check out schools near 320 Benjamin St.
What Locals Say about Winchendon
At least 32 Trulia users voted on each feature.
86 % Say parking is easy
85 % Say it's dog friendly
81 % Say kids play outside
79 % Say car is needed
75 % Say yards are well-kept
74 % Say there's holiday spirit
64 % Say people would walk alone at night
63 % Say it's quiet
59 % Say there are sidewalks
55 % Say neighbors are friendly
50 % Say there's wildlife
50 % Say they plan to stay for at least 5 years
45 % Say streets are well-lit
36 % Say there are community events
34 % Say it's walkable to restaurants
14 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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Apartments for Rent
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Winchendon, MA 01475
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Homes for sale near 320 Benjamin St
- 1.28 ACRESCory Gracie, LAER Realty Partners
FOR SALE BY OWNER0.68 ACRES
3.14 ACRESMusa Muzaaya, The American Dream Real Estate
0.38 ACRESTina Keith, Leading Edge Real Estate
0.36 ACRESMichelle Peterson, Elm Grove Realty, LLC
OFF MARKET
NEWOPEN THU, 6-7:30PM0.48 ACRESMichelle Peterson, Elm Grove Realty, LLC
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Off Market Homes Near 320 Benjamin St
SOLDJUN 15, 2026Cory Gracie, LAER Realty Partners- SOLDJUN 12, 2026Michelle Peterson, Elm Grove Realty, LLC
SOLDJUN 5, 2026Jennifer Shenk, Keller Williams Realty North Central
SOLDJUN 5, 2026Jesse Gadarowski, Prospective Realty INC- SOLDJUN 2, 2026Leslie Storrs Tondreau, Lamacchia Realty, Inc.
SOLDJUN 1, 2026Austin Gordon, EXIT Assurance Realty
SOLDMAY 29, 2026Michael Beaudoin, Coldwell Banker Realty - Leominster- SOLDMAY 28, 2026Darin Thompson, Stuart St James, Inc.
SOLDMAY 21, 2026Michelle Peterson, Elm Grove Realty, LLC- See more homes for sale inWinchendon
320 Benjamin St, Winchendon, MA 01475 is a 2 bedroom, 2 bathroom, 2,300 sqft single-family home built in 2012. This property is not currently available for sale. 320 Benjamin St was last sold on Apr 18, 2014 for $240,000. The current Trulia Estimate for 320 Benjamin St is $601,000.