39 Winter St
Winchendon, MA 01475
4 Beds
1.5 Baths
1,714 sqft (on 0.26 acres)
4 Beds
1.5 Baths
1,714 sqft
(on 0.26 acres)
Local Information
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Description
The place you've been waiting for to call home-sweet-home and just in time for the upcoming holiday season!! This 4- BR home boasts some of the most incredible hardwood and pine flooring and natural woodwork! HUGE walk-in pantry off kitchen! Laundry room off the kitchen that leads to the multi-level BARN!! Baths on both 1st and 2nd levels! A lovely bay area in LR to enjoy reading your favorite book! Pellet stove connection in den or BR #5. Skylights in master bedroom with TONS of storage space! Home exterior, including front porch detail, freshly painted yellow with white/green accents! Barn, of course, is barn red!!! Owners have paid the sewer betterment for you, too!! Home ownership doesn't get much better than this folks!! Owners have enjoyed this home for many years...and now it's your turn!! And did I say you could be home for the holidays?
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 39 Winter St
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Interior Details BasementNumber of Rooms: 8 |
Heating & Cooling Heating: Other, OilHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2 |
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Exterior Home Features Roof: AsphaltExterior: Wood |
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Year Built Year Built: 1900 |
Property Type / Style Property Type: Single Family HomeArchitecture: Old Style |
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Units in Building: 1 |
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Lot Area: 0.26 acres |
Price History for 39 Winter St
| Date | Price | Event | Source |
|---|---|---|---|
| 12/17/2015 | $166,000 | Sold | N/A |
| 11/14/2015 | $172,500 | Pending | Agent Provided |
| 10/10/2015 | $172,500 | PriceChange | Agent Provided |
| 09/29/2015 | $183,900 | Listed For Sale | Agent Provided |
| 03/27/1997 | $94,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $3,772 |
| Assessment | $321,000 |
Home facts updated by county records
Comparable Sales for 39 Winter St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.16 | Single-Family Home | $260,000 | 06/30/25 | 4 | 1.5 | 1,428 | |
0.02 | Single-Family Home | $373,000 | 03/13/26 | 3 | 1.5 | 2,128 | |
0.11 | Single-Family Home | $440,000 | 01/21/26 | 4 | 2 | 2,067 | |
0.04 | Single-Family Home | $370,000 | 07/18/25 | 3 | 1 | 1,701 | |
0.04 | Single-Family Home | $400,000 | 11/25/25 | 4 | 2.5 | 2,306 | |
0.18 | Single-Family Home | $360,000 | 07/09/25 | 3 | 2 | 1,589 | |
0.18 | Single-Family Home | $80,000 | 08/21/25 | 3 | 1 | 956 | |
0.35 | Single-Family Home | $371,000 | 09/17/25 | 3 | 2 | 1,888 | |
0.38 | Single-Family Home | $360,000 | 11/12/25 | 3 | 2 | 1,567 | |
0.21 | Single-Family Home | $420,000 | 05/29/25 | 6 | 1.5 | 2,300 |
Assigned Schools
These are the assigned schools for 39 Winter 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 39 Winter 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
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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Apartments for Rent
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Homes for rent near 39 Winter St
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Off Market Homes Near 39 Winter St
SOLDMAY 14, 2026Blood Team, Keller Williams Realty - Merrimack
SOLDMAY 8, 2026MG Group, Century 21 North East
SOLDMAY 8, 2026Michelle Peterson, Elm Grove Realty, LLC
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- See more homes for sale inWinchendon
Explore by feature
- PET FRIENDLY$1,225 - $1,395/moFees may apply1-2 bd1 ba260 Spring Circle Apartments | 260 Spring Cir #302B,
Winchendon, MA 01475 
APPLY INSTANTLY- APPLY INSTANTLY
- APPLY INSTANTLY
- NEW - 2 DAYS AGOAPPLY INSTANTLY
39 Winter St, Winchendon, MA 01475 is a 4 bedroom, 2 bathroom, 1,714 sqft single-family home built in 1900. This property is not currently available for sale. 39 Winter St was last sold on Dec 17, 2015 for $166,000. The current Trulia Estimate for 39 Winter St is $389,800.