66 Maple St, Winchendon, MA 01475
OFF MARKET

66 Maple St
Winchendon, MA 01475

  • 4 Beds
  • 2 Baths
  • 2,099 sqft

$399,500

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $2,520/mo*
Refinance Your Home

$399,500

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $2,520/mo*
Refinance Your Home
4 Beds
2 Baths
2,099 sqft

Home Value

Trulia Estimate
$400K
Since last month
Decreased$2K (-0.6%)
Since last year
Increased$15K (+3.9%)
Since last sale
Increased$350K (+699.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +161% in the last 10 years
MonthEstimated value
2026
August 2026$400K
July 2026$405K
June 2026$402K
May 2026$404K
April 2026$399K
March 2026$399K
February 2026$392K
January 2026$383K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
46 Juniper St, Winchendon, MA
0.12
Multi-Family Home
$440,000
03/19/26
4
2
1,923
8 Highland St, Winchendon, MA
0.18
Multi-Family Home
$407,500
11/21/25
4
2
1,914
101-103 Linden St, Winchendon, MA
0.10
Multi-Family Home
$425,000
12/09/25
4
2
2,370
103 Maple St, Winchendon, MA
0.07
Multi-Family Home
$394,000
12/17/25
5
2.5
2,776
90 Linden St, Winchendon, MA
0.07
Multi-Family Home
$475,000
12/03/25
8
3
3,044
38-40 West St, Winchendon, MA
0.71
Multi-Family Home
$389,500
07/23/26
4
2
1,948
132-134 Lincoln Ave, Winchendon, MA
0.37
Multi-Family Home
$487,000
06/05/26
5
2
2,331
116 Maple St, Winchendon, MA
0.07
Multi-Family Home
$465,000
04/28/26
8
4
3,891
174-174 Mill St #176, Winchendon, MA
0.63
Multi-Family Home
$417,000
12/12/25
6
2
2,400
6 Spruce St, Winchendon, MA
0.43
Multi-Family Home
$499,000
07/13/26
6
4
3,054

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
103 Maple St, Winchendon, MA 01475
0.07
$394,000
5
2.5
2,776
Recently Sold
80 Linden St, Winchendon, MA 01475
0.04
$451,700
4
3.5
3,090
Off Market
322 Central St, Winchendon, MA 01475
0.06
$484,800
8
3
2,974
Off Market
122-124 Elm St, Winchendon, MA 01475
0.09
-
5
2
2,192
Off Market
116 Maple St, Winchendon, MA 01475
0.07
$465,000
8
4
3,891
Recently Sold
85 Linden St, Winchendon, MA 01475
0.07
$437,300
6
1.5
2,300
Off Market
90 Linden St, Winchendon, MA 01475
0.07
$475,000
8
3
3,044
Recently Sold
7 Linden St, Winchendon, MA 01475
0.13
$430,200
3
2.5
2,000
Off Market
101-103 Linden St, Winchendon, MA 01475
0.10
$425,000
4
2
2,370
Recently Sold
376 Central St, Winchendon, MA 01475
0.10
$478,100
4
2
1,526
Off Market
46 Juniper St, Winchendon, MA 01475
0.12
$440,000
4
2
1,923
Recently Sold
62 Juniper St, Winchendon, MA 01475
0.14
$313,500
3
1
1,610
Off Market

Local Information

  • Map ViewExplore the area around 66 Maple St.
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1890
Living Area
2,099 sqft
Price/Sqft
$190
Parking
Garage

About this House

This multi-family home is located at 66 Maple St, Winchendon, MA. 66 Maple St is in Winchendon, MA and in ZIP code 01475. This property has 4 bedrooms, 2 bathrooms and approximately 2,099 sqft of floor space. This property has a lot size of 10018 sqft and was built in 1890.
66 Maple St, Winchendon, MA 01475 is a 4 bedroom, 2 bathroom, 2,099 sqft multi-family built in 1890. It last sold for $50,000 on Oct 23, 2012. It is currently off market. The Trulia Estimate is $399,500, with a rent estimate of $1,839/month.

Home Details for 66 Maple St

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: Multi Family

Community

Units in Building: 2

Lot Information

Lot Area: 10018 sqft

Price and Tax history

DateEventPrice
Oct 23, 2012
Source: N/A
Sold
$50,000
May 20, 2005
Source: N/A
Sold
$187,000
Oct 15, 2002
Source: N/A
Sold
$127,500
Aug 28, 1997
Source: N/A
Sold
$62,000
Mar 15, 1995
Source: N/A
Sold
$48,500

Market trends in Winchendon

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
27
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Around this home

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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Explore by feature - Air Conditioning

6 rentals with air conditioning in Winchendon, MA

Homes for sale near 66 Maple St

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Off Market Homes Near 66 Maple St

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Frequently asked questions about 66 Maple St

  • What is 66 Maple St estimated to be worth?
    Trulia's estimated value for 66 Maple St in Winchendon, MA is $399,500.
  • What is the price history for 66 Maple St?
    66 Maple St in Winchendon, MA last sold for $50,000 in October 2012.
  • Is Winchendon a buyer's or seller's market?
    Winchendon is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Winchendon?
    Residents describe Winchendon, MA as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Winchendon, MA.