27 Prentice Cir
Winchendon, MA 01475
3 Beds
1.5 Baths
1,728 sqft (on 1.26 acres)
3 Beds
1.5 Baths
1,728 sqft
(on 1.26 acres)
Local Information
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Description
If you are looking for a project and privacy, this is the property for you! Large home in a private cul-de-sac location. Bring back this property to its potential. This house offering brick-faced fireplace, private setting, Great floor plan, and possible expansion space in walk-out basement. It needs work so bring your imagination!
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
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 27 Prentice Cir
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Interior Details BasementNumber of Rooms: 6 |
Heating & Cooling Heating: Other, OilHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2 |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltExterior: Wood |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 1989 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 1.26 acres |
Price History for 27 Prentice Cir
| Date | Price | Event | Source |
|---|---|---|---|
| 09/20/2018 | $112,000 | Sold | N/A |
| 08/08/2018 | $119,900 | Listed For Sale | Agent Provided |
| 06/09/2018 | $157,868 | ListingRemoved | Agent Provided |
| 05/18/2018 | $0 | Listed For Sale | Agent Provided |
| 11/01/2011 | $158,500 | ListingRemoved | Agent Provided |
| 10/24/2011 | $158,500 | PriceChange | Agent Provided |
| 08/31/2011 | $165,000 | Listed For Sale | Agent Provided |
| 09/10/2010 | $139,000 | Sold | N/A |
| 08/07/2010 | $150,000 | Pending | Agent Provided |
| 07/30/2010 | $150,000 | Listed For Sale | Agent Provided |
| 06/13/2010 | $165,000 | ListingRemoved | Agent Provided |
| 03/13/2010 | $165,000 | Listed For Sale | Agent Provided |
| 11/17/2000 | $133,380 | Sold | N/A |
| 12/01/1994 | $99,000 | Sold | N/A |
| 11/21/1989 | $126,500 | Sold | N/A |
Market trends in Winchendon
Last updated May 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
28
4MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $3,930 |
| Assessment | $334,500 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$2,945/mo
Homes for rent near 27 Prentice Cir
See what comparable homes in the neighborhood are renting for.
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Comparable Sales for 27 Prentice Cir
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.35 | Single-Family Home | $475,000 | 01/30/26 | 3 | 1.5 | 2,008 | |
0.51 | Single-Family Home | $460,000 | 11/14/25 | 3 | 2.5 | 1,712 | |
0.63 | Single-Family Home | $400,000 | 04/30/26 | 3 | 1 | 1,375 | |
0.67 | Single-Family Home | $451,000 | 11/19/25 | 3 | 3 | 2,080 | |
0.72 | Single-Family Home | $770,000 | 04/30/26 | 3 | 2.5 | 2,550 | |
0.62 | Single-Family Home | $503,000 | 03/09/26 | 3 | 2.5 | 3,093 | |
1.08 | Single-Family Home | $380,000 | 05/29/26 | 3 | 1 | 1,078 | |
1.22 | Single-Family Home | $489,900 | 09/29/25 | 3 | 1.5 | 1,568 | |
1.50 | Single-Family Home | $425,000 | 12/15/25 | 3 | 2.5 | 1,666 | |
1.48 | Single-Family Home | $465,000 | 10/02/25 | 4 | 1.5 | 2,184 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETMadysen Bailey, Trademark Real Estate
OFF MARKETPaul Collette, Keller Williams Realty North Central
OFF MARKETPaul Collette, Keller Williams Realty North Central
OFF MARKETMichelle Peterson, Elm Grove Realty, LLC
OFF MARKETMichelle Peterson, Elm Grove Realty, LLC
OFF MARKETMichelle Peterson, Elm Grove Realty, LLC
SOLDJAN 30, 2026Lana Kopsala, Coldwell Banker Realty - Leominster
SOLDNOV 14, 2025Brenda Albert, LAER Realty Partners
OFF MARKETWorcester Works Real Estate Team, Real Broker MA, LLC
OFF MARKETCory Gracie, LAER Realty Partners
SOLDAPR 30, 2026Laura Rice, EXIT New Options Real Estate
Assigned Schools
These are the assigned schools for 27 Prentice Cir.
- 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 27 Prentice Cir.
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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Homes for sale near 27 Prentice Cir
1.28 ACRESCory Gracie, LAER Realty Partners
40.3 ACRESKathleen Edwards, Keller Williams Realty Metropolitan
NEW - 18 HRS AGO0.48 ACRESMichelle Peterson, Elm Grove Realty, LLC
FOR SALE BY OWNER0.68 ACRES
0.36 ACRESMichelle Peterson, Elm Grove Realty, LLC
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Off Market Homes Near 27 Prentice Cir
SOLDJUN 12, 2026Michelle Peterson, Elm Grove Realty, LLC
SOLDJUN 5, 2026Jesse Gadarowski, Prospective Realty INC
SOLDJUN 4, 2026Edwin Ahearn, Lamacchia 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, 2026Scott Simpson, Century 21 North East
SOLDMAY 28, 2026Michele Mathieu, LAER Realty Partners
SOLDMAY 28, 2026Darin Thompson, Stuart St James, Inc.- See more homes for sale inWinchendon
27 Prentice Cir, Winchendon, MA 01475 is a 3 bedroom, 2 bathroom, 1,728 sqft single-family home built in 1989. This property is not currently available for sale. 27 Prentice Cir was last sold on Sep 20, 2018 for $112,000. The current Trulia Estimate for 27 Prentice Cir is $406,300.