21 Windsor St, Islip, NY 11751
Property image
Property image
OFF MARKET

21 Windsor St
Islip, NY 11751

  • 3 Beds
  • 1 Bath
  • 1,800 sqft

$662,500

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $3,433/mo*
Refinance Your Home

$662,500

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $3,433/mo*
Refinance Your Home
3 Beds
1 Bath
1,800 sqft

Home Value

Trulia Estimate
$663K
Since last month
Decreased$5K (-0.7%)
Since last year
Increased$19K (+3%)
Since last sale
Increased$326K (+97.3%)
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 +108% in the last 10 years
MonthEstimated value
2026
August 2026$661K
July 2026$663K
June 2026$666K
May 2026$659K
April 2026$641K
March 2026$641K
February 2026$622K
January 2026$637K
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
29 Franklin Street, Islip, NY
0.09
Single-Family Home
$650,000
07/06/26
4
1
1,215
17 Windsor Street, Islip, NY
0.03
Single-Family Home
$610,000
06/22/26
3
1.5
1,000
12 46th Street, Islip, NY
0.27
Single-Family Home
$610,000
12/23/25
3
1
1,050
23 Windsor Street, Islip, NY
0.02
Single-Family Home
$685,000
03/19/26
4
3
2,000
41 Richmond Street, Islip, NY
0.15
Single-Family Home
$750,000
04/22/26
4
2
1,698
373 Commack Road, Islip, NY
0.24
Single-Family Home
$730,000
11/17/25
4
2
1,852
1291 Boston Avenue, Bay Shore, NY
0.17
Single-Family Home
$811,000
05/19/26
4
2
2,113
42 Richmond Street, Islip, NY
0.17
Single-Family Home
$550,000
04/07/26
5
2
1,280
35 40th Street, Islip, NY
0.34
Single-Family Home
$690,000
12/04/25
3
2
1,834
25 45th Street, Islip, NY
0.25
Single-Family Home
$620,000
05/26/26
3
2
1,246

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
17 Windsor Street, Islip, NY 11751
0.03
$610,000
3
1.5
1,000
Recently Sold
23 Windsor Street, Islip, NY 11751
0.02
$685,000
4
3
2,000
Recently Sold
29 Franklin Street, Islip, NY 11751
0.09
$650,000
4
1
1,215
Recently Sold
7 Windsor Street, Islip, NY 11751
0.10
$619,200
3
2
1,500
Off Market
27 Richmond Street, Islip, NY 11751
0.15
$742,200
5
2.5
2,700
Off Market
41 Richmond Street, Islip, NY 11751
0.15
$750,000
4
2
1,698
Recently Sold
18 Franklin Street, Islip, NY 11751
0.16
$687,000
3
2
1,160
Off Market
387 Commack Road, Islip, NY 11751
0.16
$715,800
3
2
1,772
Off Market
36 Richmond Street, Islip, NY 11751
0.16
$749,000
4
2
2,674
For Sale
42 Richmond Street, Islip, NY 11751
0.17
$550,000
5
2
1,280
Recently Sold
44 Richmond Street, Islip, NY 11751
0.17
$639,600
3
1
1,460
Off Market
1291 Boston Avenue, Bay Shore, NY 11706
0.17
$811,000
4
2
2,113
Recently Sold

Local Information

  • Map ViewExplore the area around 21 Windsor St.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1960
Living Area
1,800 sqft
Price/Sqft
$368

About this House

This single-family home is located at 21 Windsor St, Islip, NY. 21 Windsor St is in Islip, NY and in ZIP code 11751. This property has 3 bedrooms, 1 bathroom and approximately 1,800 sqft of floor space. This property has a lot size of 8276 sqft and was built in 1960.
21 Windsor St, Islip, NY 11751 is a 3 bedroom, 1 bathroom, 1,800 sqft single-family home built in 1960. It last sold for $335,000 on May 30, 2017. It is currently off market. The Trulia Estimate is $662,500, with a rent estimate of $3,279/month.

Home Details for 21 Windsor St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 9Types of Rooms: Dining Room, Office, WorkshopCeiling Fan
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Laminate, Linoleum Vinyl
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylPatioSprinkler System
Parking & Garage
Parking: Carport

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 8276 sqft

Price and Tax history

DateEventPrice
May 30, 2017
Source: OneKey® MLS as distributed by MLS GRID #L2907951
Sold
$335,000
Jan 20, 2017
Source: Agent Provided
Listed For Sale
$345,000

Market trends in Islip

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
36
6MoM
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Around this home

What Locals Say about Islip

At least 118 Trulia users voted on each feature.

  • 90 % Say parking is easy

  • 90 % Say it's dog friendly

  • 88 % Say car is needed

  • 86 % Say there's holiday spirit

  • 85 % Say yards are well-kept

  • 75 % Say people would walk alone at night

  • 73 % Say kids play outside

  • 65 % Say neighbors are friendly

  • 64 % Say it's quiet

  • 63 % Say it's walkable to restaurants

  • 62 % Say streets are well-lit

  • 62 % Say they plan to stay for at least 5 years

  • 59 % Say there are sidewalks

  • 59 % Say it's walkable to grocery stores

  • 59 % Say there's wildlife

  • 49 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Michellereid2323
    "Family-oriented neighborhood. Main Street is charming, walkable, and dotted with boutiques, cafes, and diners."
    0
    Flag
  • Matt Classie
    "Street fairs, events at Brookwood Hall during holidays. Theres lots to do in the town of Islip. Bats & Brews is a great event."
    0
    Flag
  • Yen160107
    "I have kids that play in the front yard and they step on the dog feces that they left behind. Also I have signs that say “kids at play” but they do not care"
    0
    Flag
  • Trulia User
    "The drive is horrible and the traffic which is 300 feet from your front door is deafening! A ten lane super hwy and that’s what you wake up to at 4:30 am every day ! Or you can take the train a mile away which you can also here every morning blasting it’s way to islip train station . "
    0
    Flag
  • Trulia User
    "Well celebrate almost all the events soccer games good school very friendly neighborhoods good shopping center "
    1
    Flag
  • Jamal G.
    "this neighborhood is a great place to live there are restaurants in the mall nearby good schools and they are also close"
    14
    Flag
  • Stephen B.
    "The taxes are very high here for the school. Bay Shore schools are just as good or better and the taxes are much lower. "
    9
    Flag
  • Michael .
    "Good! I work in the city and take the LIRR. The islip station has free parking and plenty of spaces."
    1
    Flag
  • Monmona
    "you need to have a car to commute around. around. if you live close enough to the Long Island Railroad, then you can walk to the station and take the train from there."
    1
    Flag
  • Fldsetter
    "I grew up here and actually bought my childhood home back after living in another part of the country . Beaches are close , most folks keep there homes well maintained . There are lot of children here and the schools are second to none . I wish the town would replace the roads here , and take better care of there pubic areas ! But let the young folks moving in fight that fight ! "
    1
    Flag
  • Djhafner132
    "5 min to train station.the neighbors are friendly.i am an avid fisherman and two fishing piers are less than a mile away.the streets are well treed and maintained "
    0
    Flag
  • Djhafner132
    "I lived here since 1973.The homes are well kept and neighbors are friendly.the town dock is an easy walk with great fishing the streets are well maintained.All in all a great place to live"
    0
    Flag
  • Djhafner132
    "Parades block parties great fishing close by.great south of montauk location.Great place to raise a family "
    0
    Flag
  • Ricktssf
    "I work locally, so I can walk to work. the train station to NYC is only 4 blocks away. easy commute on the train. "
    2
    Flag
  • G.Greco
    "I've made Islip my home since 1980. Yards are well kept, the streets are maintained, paved and cleaned regularly. The school district is good. It's a good place to live and raise a family. This area south of Montauk is very desirable"
    16
    Flag
  • Tannuramees
    "parades, fairs, shops close by, farmers market, good schools, nice neighborhood, school events, town events"
    1
    Flag
  • Catherine M.
    "I have lived here for 18 years and for the most part it’s a good area. I am not a huge fan of the school district but it’s not horrible either ."
    11
    Flag
  • Stefbartoli
    "Dog friendly neighborhood! People walk their dogs around regularly. Neighbors look out for each other’s pets as well. "
    1
    Flag
  • Tyase930
    "Quiet respectful neighbors. Walking distance to stores. Lots of new businesses and new development s."
    0
    Flag
  • Tony H.
    "I live in this neighborhood for 2 years so far people are very friendly, there's always parking, people walk their dogs at night and exercise regularly. It's pretty cool !!!"
    0
    Flag
  • Fldsetter
    "Crappy roads / rats / compact floresant lights instead of LED ( someone got paid off ) no trees left due to disease , and the town is not planting any ! Highway noise 10 lanes now on Sunrise HWY - RT27 . No plans for a sound wall ??? I guess we are lower class here in Islip . Airplane and helicopters all day and night fly over head ,, isn’t there a bay or ocean they can fly over then go straight up Lakeland Blvd to the airport ???? I will eave as soon as I find a house elsewhere and not in NY "
    0
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  • Ricktssf
    "I'm 17 years living in Islip. a little great Hamlet along the great South Bay. Town of Islip is much larger, but this is a Suburban area. "
    0
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Frequently asked questions about 21 Windsor St

  • What is 21 Windsor St estimated to be worth?
    Trulia's estimated value for 21 Windsor St in Islip, NY is $662,500.
  • What is the price history for 21 Windsor St?
    21 Windsor St in Islip, NY last sold for $335,000 in May 2017.
  • Is Islip a buyer's or seller's market?
    Islip is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Islip?
    Residents describe Islip, NY as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Islip, NY.
  • Does 21 Windsor St have laundry facilities?
    Yes, 21 Windsor St in Islip, NY has in-unit laundry.
  • How big is the lot at 21 Windsor St?
    The lot at 21 Windsor St in Islip, NY is about 0.19 acres (8,276 sq ft).