14 Windsor Pl, Longmeadow, MA 01106
OFF MARKET

$449,300

Trulia Estimate
  • 4 Beds
  • 1.5 Baths
  • 1,793 sqft

14 Windsor Pl, Longmeadow, MA 01106

Est. Refi. Payment $3,012/mo*
Refinance Your Home
Currently Off Market - Sold Jul 20, 1995 for $159,000

Home Value

Trulia Estimate
$449K
Since last month
Decreased$1K (-0.2%)
Since last year
Increased$18K (+4.1%)
Since last sale
Increased$292K (+183.5%)
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 +73% in the last 10 years
MonthEstimated value
2026
September 2026$451K
August 2026$452K
July 2026$457K
June 2026$446K
May 2026$450K
April 2026$435K
March 2026$434K
February 2026$417K
January 2026$438K
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
95 Field Rd, Longmeadow, MA
0.04
Single-Family Home
$410,000
10/30/25
3
1.5
1,437
103 Field Rd, Longmeadow, MA
0.06
Single-Family Home
$453,000
06/17/26
3
1.5
1,488
125 Field Rd, Longmeadow, MA
0.10
Single-Family Home
$470,000
07/15/26
3
1.5
1,946
99 Birchwood Ave, Longmeadow, MA
0.43
Single-Family Home
$405,000
07/20/26
4
1.5
1,968
20 Woodlawn Pl, Longmeadow, MA
0.20
Single-Family Home
$510,000
08/17/26
3
1.5
2,097
33 Severn St, Longmeadow, MA
0.26
Single-Family Home
$455,000
01/16/26
3
1.5
1,623
32 Edgewood Ave, Longmeadow, MA
0.49
Single-Family Home
$315,000
03/25/26
4
1.5
2,028
70 Warren Ter, Longmeadow, MA
0.33
Single-Family Home
$424,900
08/24/26
3
2.5
1,724
44 Riverview Ave, Longmeadow, MA
0.39
Single-Family Home
$330,000
11/20/25
2
1
1,542
33 Highland St, Longmeadow, MA
0.40
Single-Family Home
$425,000
07/30/26
3
2.5
1,690

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
100 Pleasantview Ave, Longmeadow, MA 01106
0.04
$506,500
3
2.5
1,636
Off Market
77 Pleasantview Ave, Longmeadow, MA 01106
0.05
$640,000
4
3
2,873
Recently Sold
108 Pleasantview Ave, Longmeadow, MA 01106
0.06
$526,100
4
2.5
2,201
Off Market
116 Pleasantview Ave, Longmeadow, MA 01106
0.07
$612,800
4
2.5
2,459
Off Market
95 Field Rd, Longmeadow, MA 01106
0.04
$427,400
3
1.5
1,437
Off Market
103 Field Rd, Longmeadow, MA 01106
0.06
$453,000
3
1.5
1,488
Recently Sold
125 Pleasantview Ave, Longmeadow, MA 01106
0.10
$530,000
3
1.5
1,774
Off Market
55 Pleasantview Ave, Longmeadow, MA 01106
0.07
$513,000
4
2.5
2,611
Off Market
125 Field Rd, Longmeadow, MA 01106
0.10
$470,000
3
1.5
1,946
Recently Sold
84 Englewood Rd, Longmeadow, MA 01106
0.12
$811,900
5
3.5
3,368
Off Market
118 Field Rd, Longmeadow, MA 01106
0.09
$365,000
3
1.5
1,319
Recently Sold
141 Pleasantview Ave, Longmeadow, MA 01106
0.13
$643,900
4
2.5
2,548
Off Market

Local Information

  • Map ViewExplore the area around 14 Windsor Pl.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1932
1,793 sqft
$251/sqft
Garage

About this House

Classic 1930's wood arches lure you into the large living with its Mendoza gas fireplace and the dining room with the original refinished wood floor. Lots of natural light enter through the recently installed Rescom windows. A quiet 4 season sun room off the living room for easing into your morning's oor just to escape the hustle and bustle of lifes chaos. 3 large bedrooms on the second floor each with large closet spaces for all your storage needs with 2 in the master bedroom. A large bedroom on the 3rd floor for that older teen or inlaw living across from fully insulated attic. The basement boasts a finished half that is currently a home gym but can easily become a play room for smaller children, or a gaming room for older ones. On the other side of the basement is the laundry area and more storage and closet spaces. The beautiful, simple kitchen is a fully functional area that was created to save the cook steps during meal prep. A full sized pantry, a newer LG refrigerator along with a Bosch dishwasher make cooking and cleanup a joy, without being exhausting. The outside has well established hydrangea bushes in the front that are the envy of hydrangea lovers and the back yard is lined with them as well as 3 beautiful burning bushes that offer shade to the large hosta plants.
14 Windsor Pl, Longmeadow, MA 01106 is a 4 bedroom, 2 bathroom, 1,793 sqft single-family home built in 1932. It last sold for $159,000 on Jul 20, 1995. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $449,300, with a rent estimate of $3,285/month.

Home Details for 14 Windsor Pl

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Pantry, Recreation Room, Sun RoomCeiling Fan
Heating & Cooling
Heating: Radiant, GasHeating Fuel: Radiant
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylLawnPatio
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1932
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 7405 sqft

Price and Tax history

DateEventPrice
Aug 14, 2014
Source: Agent Provided
ListingRemoved
$260,000
Aug 6, 2014
Source: Agent Provided
PriceChange
$260,000
Price decreased by 2%
Jun 23, 2014
Source: Agent Provided
PriceChange
$265,000
Price decreased by 2%
May 13, 2014
Source: Agent Provided
Listed For Sale
$270,000
Jul 20, 1995
Source: N/A
Sold
$159,000

Market trends in Longmeadow

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$543K
Sale-to-List Price
102.9%
Price per sq ft
$269
Available listings
48
8MoM

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 14 Windsor Pl

  • What is 14 Windsor Pl estimated to be worth?
    Trulia's estimated value for 14 Windsor Pl in Longmeadow, MA is $449,300.
  • What is the price history for 14 Windsor Pl?
    14 Windsor Pl in Longmeadow, MA last sold for $159,000 in July 1995.
  • Is Longmeadow a buyer's or seller's market?
    Longmeadow is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Longmeadow?
    The median sale price in Longmeadow is $543K.
  • Does 14 Windsor Pl have laundry facilities?
    Yes, 14 Windsor Pl in Longmeadow, MA has in-unit laundry.
  • How big is the lot at 14 Windsor Pl?
    The lot at 14 Windsor Pl in Longmeadow, MA is about 0.17 acres (7,405 sq ft).

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