21 Jackson Ave
Winchendon, MA 01475
5 Beds
2 Baths
2,020 sqft (on 0.47 acres)
5 Beds
2 Baths
2,020 sqft
(on 0.47 acres)
Local Information
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Description
Nice opportunity to build some Sweat Equity with this spacious Two Family on a Lot that is large enough to SUB DIVIDE and is high and dry with town water/sewer should be very easy to build on and is mostly cleared already. Heat and electric is on . Tenant on the 2nd floor and 1st floor is vacant with the walls ready for paint and it could use some new flooring in a couple rooms. Wide pine flooring in the Living room. Needs some exterior work won't pass fha but should be fine for conventional loans . Property " Sold As Is."
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
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 21 Jackson Ave
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Interior Details BasementNumber of Rooms: 10 |
Heating & Cooling Heating: Other, OilHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2 |
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Exterior Home Features Roof: AsphaltExterior: Shingle |
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Year Built Year Built: 1910 |
Property Type / Style Property Type: Multi Family |
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Units in Building: 2 |
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Lot Area: 0.47 acres |
Price History for 21 Jackson Ave
| Date | Price | Event | Source |
|---|---|---|---|
| 03/08/2019 | $110,000 | Sold | N/A |
| 02/04/2019 | $125,000 | Pending | Agent Provided |
| 02/01/2019 | $125,000 | PendingToActive | Agent Provided |
| 01/23/2019 | $125,000 | Pending | Agent Provided |
| 11/29/2018 | $125,000 | PriceChange | Agent Provided |
| 11/05/2018 | $129,900 | Listed For Sale | Agent Provided |
| 06/30/2014 | $67,000 | Sold | N/A |
| 03/11/2014 | $70,000 | Pending | Agent Provided |
| 03/04/2014 | $70,000 | Listed For Sale | Agent Provided |
| 01/17/2014 | $69,900 | ListingRemoved | Agent Provided |
| 01/09/2014 | $69,900 | PriceChange | Agent Provided |
| 11/21/2013 | $79,900 | PriceChange | Agent Provided |
| 10/25/2013 | $85,000 | Listed For Sale | Agent Provided |
| 05/16/2012 | $94,000 | ListingRemoved | Agent Provided |
| 11/16/2011 | $94,000 | PriceChange | Agent Provided |
| 08/31/2011 | $95,000 | PriceChange | Agent Provided |
| 07/26/2011 | $99,000 | PriceChange | Agent Provided |
| 05/10/2011 | $119,900 | Listed For Sale | Agent Provided |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $2,059 |
| Assessment | $175,200 |
Home facts updated by county records
Comparable Sales for 21 Jackson Ave
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.17 | Multi-Family Home | $425,000 | 12/09/25 | 4 | 2 | 2,370 | |
0.14 | Multi-Family Home | $440,000 | 03/19/26 | 4 | 2 | 1,923 | |
0.32 | Multi-Family Home | $407,500 | 11/21/25 | 4 | 2 | 1,914 | |
0.18 | Multi-Family Home | $455,900 | 07/03/25 | 4 | 2 | 2,392 | |
0.25 | Multi-Family Home | $394,000 | 12/17/25 | 5 | 2.5 | 2,776 | |
0.16 | Multi-Family Home | $475,000 | 12/03/25 | 8 | 3 | 3,044 | |
0.55 | Multi-Family Home | $417,000 | 12/12/25 | 6 | 2 | 2,400 | |
0.24 | Multi-Family Home | $465,000 | 04/28/26 | 8 | 4 | 3,891 | |
0.66 | Multi-Family Home | $415,000 | 07/17/25 | 4 | 2 | 2,008 | |
0.50 | Multi-Family Home | $549,900 | 10/01/25 | 5 | 4 | 3,744 |
Assigned Schools
These are the assigned schools for 21 Jackson Ave.
- 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 21 Jackson Ave.
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
44 % Say streets are well-lit
34 % Say it's walkable to restaurants
34 % Say there are community events
12 % Say it's walkable to grocery stores
Learn more about our methodology.
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Homes for rent near 21 Jackson Ave
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Off Market Homes Near 21 Jackson Ave
SOLDMAY 14, 2026Blood Team, Keller Williams Realty - Merrimack
SOLDMAY 8, 2026MG Group, Century 21 North East
SOLDMAY 7, 2026Evan Foley, REMAX Executive Realty
SOLDMAY 5, 2026Kathleen Walsh, Keller Williams Realty North Central
SOLDAPR 30, 2026Laura Rice, EXIT New Options Real Estate
SOLDAPR 30, 2026Darlene Rossi, Morin Real Estate
SOLDAPR 29, 2026Deborah Buckley, StartPoint Realty
SOLDAPR 28, 2026Brenda Albert, LAER Realty Partners
SOLDAPR 17, 2026Deborah Kruzel, Keller Williams Gateway Realty- See more homes for sale inWinchendon
21 Jackson Ave, Winchendon, MA 01475 is a 5 bedroom, 2 bathroom, 2,020 sqft multi-family built in 1910. This property is not currently available for sale. 21 Jackson Ave was last sold on Mar 8, 2019 for $110,000. The current Trulia Estimate for 21 Jackson Ave is $360,300.