100 Windsor Pl, Longmeadow, MA 01106
OFF MARKET

$563,300

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,536 sqft (on 0.29 acres)

100 Windsor Pl, Longmeadow, MA 01106

Est. Refi. Payment $3,571/mo*
Refinance Your Home
Currently Off Market - Sold Aug 21, 1992 for $175,000

Home Value

Trulia Estimate
$563K
Since last month
Decreased$5K (-0.8%)
Since last year
Increased$17K (+3.1%)
Since last sale
Increased$390K (+222.7%)
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 +64% in the last 10 years
MonthEstimated value
2026
August 2026$565K
August 2026$564K
July 2026$569K
June 2026$572K
May 2026$570K
April 2026$553K
March 2026$545K
February 2026$518K
January 2026$527K
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
77 Longmeadow St, Longmeadow, MA
0.14
Single-Family Home
$630,000
10/20/25
5
2.5
2,932
20 Woodlawn Pl, Longmeadow, MA
0.18
Single-Family Home
$510,000
08/17/26
3
1.5
2,097
33 Severn St, Longmeadow, MA
0.20
Single-Family Home
$455,000
01/16/26
3
1.5
1,623
77 Pleasantview Ave, Longmeadow, MA
0.21
Single-Family Home
$640,000
09/01/26
4
3
2,873
95 S Park Ave, Longmeadow, MA
0.27
Single-Family Home
$625,000
05/01/26
5
2.5
2,788
153 Western Dr, Longmeadow, MA
0.25
Single-Family Home
$504,500
07/30/26
3
2.5
2,087
125 Field Rd, Longmeadow, MA
0.20
Single-Family Home
$470,000
07/15/26
3
1.5
1,946
55 Fernleaf Ave, Longmeadow, MA
0.21
Single-Family Home
$655,000
04/27/26
5
2.5
2,868
95 Field Rd, Longmeadow, MA
0.17
Single-Family Home
$410,000
10/30/25
3
1.5
1,437
103 Field Rd, Longmeadow, MA
0.17
Single-Family Home
$453,000
06/17/26
3
1.5
1,488

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
57 Clairmont St, Longmeadow, MA 01106
0.05
$663,200
4
2.5
2,715
Off Market
74 Clairmont St, Longmeadow, MA 01106
0.10
$568,200
4
3
2,660
Off Market
17 Longmeadow St, Longmeadow, MA 01106
0.10
$574,900
5
2.5
2,224
For Sale
41 Longmeadow St, Longmeadow, MA 01106
0.10
$642,200
4
2.5
2,850
Off Market
34 Hillcrest Ave, Longmeadow, MA 01106
0.10
$585,100
5
2.5
2,528
Off Market
48 Hillcrest Ave, Longmeadow, MA 01106
0.11
$600,600
3
2.5
2,394
Off Market
64 Hillcrest Ave, Longmeadow, MA 01106
0.12
$491,600
4
1.5
2,097
Off Market
33 Forest Glen Rd, Longmeadow, MA 01106
0.14
$872,800
4
3.5
3,441
Off Market
77 Longmeadow St, Longmeadow, MA 01106
0.14
$661,300
5
2.5
2,932
Off Market
104 Longmeadow St, Longmeadow, MA 01106
0.15
$618,500
4
2.5
2,450
Off Market
118 Field Rd, Longmeadow, MA 01106
0.17
$365,000
3
1.5
1,319
Recently Sold
89 Longmeadow St, Longmeadow, MA 01106
0.16
$665,100
4
3
3,385
Off Market

Local Information

  • Map ViewExplore the area around 100 Windsor Pl.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1959
Lot Size
0.29 acres
Living Area
2,536 sqft
Price/Sqft
$222
Parking
Garage

About this House

This single-family home is located at 100 Windsor Pl, Longmeadow, MA. 100 Windsor Pl is in Longmeadow, MA and in ZIP code 01106. This property has 4 bedrooms, 3 bathrooms and approximately 2,536 sqft of floor space. This property has a lot size of 0.29 acres and was built in 1959.
100 Windsor Pl, Longmeadow, MA 01106 is a 4 bedroom, 3 bathroom, 2,536 sqft single-family home built in 1959. It last sold for $175,000 on Aug 21, 1992. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $563,300, with a rent estimate of $4,186/month.

Home Details for 100 Windsor Pl

Interior Features

Interior Details
BasementAdditional StorageAtticNumber of Rooms: 9Types of Rooms: Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry, WorkshopStorageCeiling Fan
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodGardenLawnPatio
Parking & Garage
GarageParking Spaces: 6Parking: Garage Attached

Property Information

Year Built
Year Built: 1959Year Updated: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.29 acres

Price and Tax history

DateEventPrice
Aug 21, 1992
Source: N/A
Sold
$175,000

Market trends in Longmeadow

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
56
2MoM

Around this home

What Locals Say about Longmeadow

At least 71 Trulia users voted on each feature.

  • 94 % Say it's dog friendly

  • 94 % Say there are sidewalks

  • 93 % Say car is needed

  • 91 % Say yards are well-kept

  • 91 % Say parking is easy

  • 87 % Say kids play outside

  • 84 % Say there's holiday spirit

  • 77 % Say people would walk alone at night

  • 76 % Say it's quiet

  • 76 % Say they plan to stay for at least 5 years

  • 75 % Say streets are well-lit

  • 68 % Say there's wildlife

  • 65 % Say it's walkable to restaurants

  • 65 % Say neighbors are friendly

  • 57 % Say it's walkable to grocery stores

  • 46 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "My commute is very easy. No heavy traffic. I can get to work quickly, easily and stress-free. I like it here. "
    6
    Flag
  • Karen I.
    "There’s room to walk your dogs anywhere here. It’s a very dog friendly community. I always see my neighbors walk their dogs on Sundays more often. I think the dogs like to be near the woods and tend to drag their owners along towards them. "
    4
    Flag
  • Chris R.
    "The schools are outstanding, the parents very involved, and the youth programs are plentiful. There are activities every weekend. "
    2
    Flag
  • L.
    "I miss this neighborhood. Lovely, friendly, quiet. Very pet friendly. Cats are safe & the kids play with them. Some will visit you. Schools are excellent. Community garden within walking distance. No sidewalks, but very safe to walk around, even after dusk."
    5
    Flag
  • Michael R.
    "Historical district would primarily residential housing. Great schools deep sidewalks safe community."
    0
    Flag
  • Angelinaaw11176
    "Clean nice neighborhood, plenty of sidewalks to walk your kids or dogs on. Not too much noise around there"
    2
    Flag
  • Karen R.
    "Longmeadow is one of the top towns in the country to live. The schools are fabulous. The town is beautiful with a lot of community pride. The shopping area is growing and is a popular draw. It is a family friendly community that also has a lot to do for seniors. "
    3
    Flag
  • Marissa
    "This is an excellent area for a growing family. It is walking distance from the park, Starbucks and local shops. Beautifully kept sidewalks. Safe to run and bike. Seconds away from Forrest Park for the avid runner. Quick on and off of I-91 for running errands outside of town. Minutes from the Basketball Hall of fame for date night or family fun. I can't say enough about this location."
    4
    Flag
  • Jchrishall
    "This is a great family area with fantastic schools, a park near by, and extensive sidewalks for jogging or walking."
    0
    Flag
  • DennisBoyd
    "Small town, quiet, and clean."
    0
    Flag
  • astpeter
    "Speed limit is 35, people cutting through from Rte 5 to Enfield, or just going down the street, especially delivery trucks drive 50-60mph . The police are never there to do anything about it when you call. "
    1
    Flag
  • Tonyrichard
    "Excellent schooling system (Blueberry Hill, Williams Middle & Long meadow High). Walking distance (5 minutes) to Mr. Potato Head Park & pool. Extremely safe & friendly neighborhood. Great place to grow kids! The house is on a corner lot (lot more yard space) in a quiet wooded neighborhood. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 100 Windsor Pl

  • What is 100 Windsor Pl estimated to be worth?
    Trulia's estimated value for 100 Windsor Pl in Longmeadow, MA is $563,300.
  • What is the price history for 100 Windsor Pl?
    100 Windsor Pl in Longmeadow, MA last sold for $175,000 in August 1992.
  • Is Longmeadow a buyer's or seller's market?
    Longmeadow is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Longmeadow?
    Residents describe Longmeadow, MA as dog-friendly, pedestrian-friendly, and well-kept. See recently sold homes in Longmeadow, MA.
  • Does 100 Windsor Pl have air conditioning?
    Yes, 100 Windsor Pl in Longmeadow, MA has air conditioning.
  • Does 100 Windsor Pl have laundry facilities?
    Yes, 100 Windsor Pl in Longmeadow, MA has in-unit laundry.

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