86 Jackson Ave, Winchendon, MA 01475
OFF MARKET

86 Jackson Ave
Winchendon, MA 01475

  • 3 Beds
  • 1 Bath
  • 1,281 sqft

$322,700

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $2,060/mo*
Refinance Your Home

$322,700

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $2,060/mo*
Refinance Your Home
3 Beds
1 Bath
1,281 sqft

Local Information

  • Map ViewExplore the area around 86 Jackson Ave.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Living Area
1,281 sqft
Price/Sqft
$252

About this House

Step into this beautifully renovated Colonial, where classic charm meets modern convenience. Nestled on a private lot set back from the road, this home offers the perfect blend of comfort and privacy. The updated eat-in-kitchen is perfect for cooking and entertaining in style with quartz countertops and sleek stainless steel appliances. Next, the living room and enclosed porch (both with new laminate flooring) provide ample space for relaxation and gathering, and 1st floor laundry adds convenience. Enjoy the home's spacious layout with a master bedroom on the 1st floor, complete with a walk-in closet and hardwood floors. Upstairs, discover 2 additional bedrooms and a large bonus room, all featuring new laminate flooring. A renovated bathroom completes the home. Outdoors, enjoy the freshly painted deck and the large, private yard is perfect for outdoor activities and includes 2 sheds for additional storage. Rent includes water and sewer. Schedule your showing today!

Tenant responsible for heat, hot water, electric, snow removal, refuse removal, and landscaping. First month's rent, last month's rent, and security deposit of $2,100 required to move-in. Other recent updates include fresh paint, new heating ductwork, new roof on main section of home, and more. Kitchen backsplash was added after professional photos were taken. Photos are from summer 2024.
86 Jackson Ave, Winchendon, MA 01475 is a 3 bedroom, 1 bathroom, 1,281 sqft single-family home. It last sold for $58,600 on Jun 1, 2023 (2,690% above the $2,100 asking price). More recently, it was listed as a rental in January 2026 with an asking price of $2,100 per month. That rental listing was removed on February 15, 2026. It is currently off market. The Trulia Estimate is $322,700, with a rent estimate of $2,391/month.

Home Details for 86 Jackson Ave

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood, Tile

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Price History for 86 Jackson Ave

DatePriceEventSource
02/15/2026$2,100ListingRemovedZillow Rentals
01/13/2026$2,100Listed For RentZillow Rentals
11/06/2024$299,900ListingRemovedMLS PIN #73289518
10/17/2024$299,900PriceChange
MLS PIN #73289518
09/30/2024$309,900PriceChange
MLS PIN #73289518
09/12/2024$319,900Listed For SaleMLS PIN #73289518
06/01/2023$58,600Sold
MLS PIN #73093719
10/13/2020$27,900ListingRemovedAgent Provided
09/29/2020$27,900PendingAgent Provided
08/25/2020$27,900PriceChange
Agent Provided
08/04/2020$29,900PendingToActiveAgent Provided
07/24/2020$29,900PendingAgent Provided
07/09/2020$29,900PriceChange
Agent Provided
05/27/2020$34,900PendingAgent Provided
05/27/2020$34,900PriceChange
Agent Provided
05/16/2020$39,900Listed For SaleAgent Provided
01/21/2020$39,900ListingRemovedAgent Provided
01/10/2020$39,900PendingAgent Provided
12/26/2019$39,900PriceChange
Agent Provided
12/19/2019$49,900PriceChange
Agent Provided
12/05/2019$44,900PendingAgent Provided
11/20/2019$44,900PriceChange
Agent Provided
10/18/2019$49,900Listed For SaleAgent Provided
09/12/2019$28,000Sold
N/A
09/10/2019$59,900PriceChange
Agent Provided
08/08/2019$67,500Listed For SaleAgent Provided
11/12/2018$47,500ListingRemovedAgent Provided
12/27/2017$87,500Sold
N/A
03/28/2005$111,000Sold
N/A
10/14/2004$99,500Sold
N/A

Market trends in Winchendon

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
27
1MoM
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Property Tax and Assessment

Year2025
Tax$1,906
Assessment$162,200
Home facts updated by county records

Comparable Sales for 86 Jackson Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
70 Juniper St, Winchendon, MA
0.12
Single-Family Home
$201,140
06/12/26
3
1
1,525
80 North St, Winchendon, MA
0.38
Single-Family Home
$80,000
08/21/25
3
1
956
145 Spruce St, Winchendon, MA
0.11
Single-Family Home
$300,000
05/08/26
3
1
1,032
169 Spruce St, Winchendon, MA
0.07
Single-Family Home
$296,000
05/05/26
2
1
980
97 Pearl St, Winchendon, MA
0.34
Single-Family Home
$215,900
03/13/26
3
1
1,267
31 Webster St, Winchendon, MA
0.11
Single-Family Home
$278,000
07/16/26
2
1
919
33 East St, Winchendon, MA
0.28
Single-Family Home
$281,000
07/08/26
3
1
1,728
144 Lincoln Ave, Winchendon, MA
0.22
Single-Family Home
$370,500
08/29/25
4
1
1,602
71 Winter St, Winchendon, MA
0.33
Single-Family Home
$360,000
06/01/26
4
1
1,470
137 Spruce St, Winchendon, MA
0.13
Single-Family Home
$275,000
07/13/26
2
1.5
922

Nearby homes

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Assigned Schools

These are the assigned schools for 86 Jackson Ave.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winchendon

At least 32 Trulia users voted on each feature.

  • 87 % Say parking is easy

  • 85 % Say it's dog friendly

  • 81 % Say kids play outside

  • 80 % 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.
  • Ingrid Ochoa
    "There are families and parks and the people are very nice! My neighbors are amazing! They never bother or complain about my chickens "
    0
    Flag
  • Christina R.
    "On my street almost every house has a dog. There are many dog owners walking their dogs on my street as well."
    1
    Flag
  • Laurie T.
    "neighbors shoot off fireworks in the summer and plow each others driveways we grow gardens and share our crops"
    0
    Flag
  • Gonzalezem0324
    "there are many families in our neighborhood very quiet and calm feels very safe to walk our dogs very friendly neighbors "
    6
    Flag
  • Jessica K.
    "All the neighbors that live on my block are very nice. if we needed a hand or help they would help with no issues. each neighbor knows me by a 1st name basis. "
    3
    Flag
  • jackblair
    "Quiet area of older homes well maintained. Within walking distance of public schools and town shopping. Fire department two blocks away. Wonderful retirement, assisted living home beautifully maintained nearby. Crime free and sade."
    3
    Flag
  • Jackson
    "I live here. The people are solid and friendly and community minded."
    2
    Flag
  • Michael C.
    "lower taxes, good community, great history to live in."
    3
    Flag

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Apartments for Rent

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Homes for sale near 86 Jackson Ave

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Off Market Homes Near 86 Jackson Ave

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