27 Skipper Dr, West Islip, NY 11795
Property image
Property image
OFF MARKET

$1,224,900

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,214 sqft (on 0.28 acres)

27 Skipper Dr, West Islip, NY 11795

Est. Refi. Payment $8,163/mo*
Refinance Your Home
Currently Off Market - Sold Feb 26, 2020 for $741,000

Home Value

Trulia Estimate
$1.23M
Since last month
Increased$4K (+0.3%)
Since last year
Increased$81K (+7%)
Since last sale
Increased$486K (+65.6%)
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 +116% in the last 10 years
MonthEstimated value
2026
August 2026$1.23M
August 2026$1.22M
July 2026$1.22M
June 2026$1.2M
May 2026$1.17M
April 2026$1.15M
March 2026$1.15M
February 2026$1.11M
January 2026$1.12M
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
10 Mariners Circle, West Islip, NY
0.33
Single-Family Home
$875,000
05/06/26
4
2.5
2,533
11 Dolphin Lane, West Islip, NY
0.16
Single-Family Home
$1,725,000
07/20/26
4
3
3,061
159 Driftwood Drive, West Islip, NY
0.39
Single-Family Home
$1,200,000
08/06/26
4
2.5
2,620
22 Viking Drive, West Islip, NY
0.14
Single-Family Home
$1,400,000
04/03/26
6
2.5
3,560
133 Pace Drive S, West Islip, NY
0.29
Single-Family Home
$1,500,000
09/30/25
4
2.5
2,930
128 Pace Drive S, West Islip, NY
0.25
Single-Family Home
$1,599,000
08/31/26
4
3.5
2,987
10 Gate Lane, West Islip, NY
0.41
Single-Family Home
$850,000
12/18/25
7
3
3,055
661 Bay 6th Street, West Islip, NY
0.53
Single-Family Home
$800,000
06/05/26
4
2
1,782
537 Bay 5th Street, West Islip, NY
0.61
Single-Family Home
$780,000
09/18/25
5
3
2,534
849 E Bay Drive, West Islip, NY
0.46
Single-Family Home
$896,000
06/30/26
4
2
2,000

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
16 Skipper Drive, West Islip, NY 11795
0.05
$1,166,200
4
2.5
-
Off Market
14 Piper Court, West Islip, NY 11795
0.09
$1,794,400
4
2.5
-
Off Market
35 Skipper Drive, West Islip, NY 11795
0.03
$1,234,500
4
3.5
2,441
Off Market
18 Piper Court, West Islip, NY 11795
0.11
$1,498,000
4
3
-
Off Market
23 Viking Drive, West Islip, NY 11795
0.11
$1,399,700
4
2.5
-
Off Market
120 Anchorage Drive, West Islip, NY 11795
0.12
$1,331,800
5
3
-
Off Market
4 Cutter Court, West Islip, NY 11795
0.12
$1,083,200
4
2.5
-
Off Market
22 Viking Drive, West Islip, NY 11795
0.14
$1,400,000
6
2.5
3,560
Recently Sold
135 Anchorage Drive, West Islip, NY 11795
0.13
$1,026,500
4
2.5
-
Off Market
115 Anchorage Drive, West Islip, NY 11795
0.15
$1,068,100
5
3
2,400
Off Market
94 Anchorage Drive, West Islip, NY 11795
0.17
$1,667,000
4
2.5
-
Off Market
35 Piper Ct, West Islip, NY 11795
0.17
$3,532,700
5
3.5
6,200
Off Market

Local Information

  • Map ViewExplore the area around 27 Skipper Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1966
0.28 acre lot
2,214 sqft
$553/sqft

About this House

This single-family home is located at 27 Skipper Dr, West Islip, NY. 27 Skipper Dr is in West Islip, NY and in ZIP code 11795. This property has 4 bedrooms, 3 bathrooms and approximately 2,214 sqft of floor space. This property has a lot size of 0.28 acres and was built in 1966.
27 Skipper Dr, West Islip, NY 11795 is a 4 bedroom, 3 bathroom, 2,214 sqft single-family home built in 1966. It last sold for $741,000 on Feb 26, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,224,900, with a rent estimate of $4,664/month.

Home Details for 27 Skipper Dr

Property Information

Year Built
Year Built: 1966
Property Type / Style
Property Type: Single Family Home

Interior Features

Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Patio

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Price and Tax history

DateEventPrice
Feb 26, 2020
Source: OneKey® MLS as distributed by MLS GRID #L3131547
Sold
$741,000
Nov 21, 2019
Source: Agent Provided
ListingRemoved
$750,000
Sep 16, 2019
Source: Agent Provided
PriceChange
$750,000
Price decreased by 5%
Aug 13, 2019
Source: Agent Provided
PriceChange
$789,990
Price decreased by 1%
Jun 10, 2019
Source: Agent Provided
PriceChange
$795,000
Price decreased by 4%

Market trends in West Islip

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
51
8MoM

Around this home

What Locals Say about West Islip

At least 219 Trulia users voted on each feature.

  • 94 % Say parking is easy

  • 92 % Say car is needed

  • 92 % Say yards are well-kept

  • 90 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 83 % Say people would walk alone at night

  • 68 % Say kids play outside

  • 67 % Say they plan to stay for at least 5 years

  • 65 % Say it's quiet

  • 64 % Say streets are well-lit

  • 63 % Say neighbors are friendly

  • 54 % Say there are sidewalks

  • 50 % Say it's walkable to grocery stores

  • 49 % Say it's walkable to restaurants

  • 47 % Say there are community events

  • 42 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Helene Mendez
    "It’s a great place to raise a family. "
    0
    Flag
  • Amanda Bertolini
    "Lived here for three years. Lots of young families. Neighborhood is kept very clean and has great schools. "
    0
    Flag
  • Kelley S.
    "We love our community! My kids are involved with different sports and have more friends then I ever did growing up! "
    0
    Flag
  • Trulia User
    "There aren’t many dog dedicated spaces, like dog parks, agility areas and many apartment complexes have long lists of breed restrictions. "
    1
    Flag
  • Trulia User
    "The nearby Good Samaritan hospital medical center is close but not as good as other hospitals on the island"
    0
    Flag
  • Trulia User
    "You see some dogs being walked daily, and there are schools near by with plenty of fields for the dogs to run. There is also a dog park one town over. "
    1
    Flag
  • Trulia User
    "I see people walking their dogs all the time around the neighborhood. A lot of them are all really friendly and love to have you stop and pet them! "
    0
    Flag
  • Erica B.
    "Great neighborhood very safe. Great schools! You can’t go wrong living in any part of west islip. Super clean and lots to do. Just a short walk to babylon village which has many restaurants and shops. Love this area and have loved here for 15 years and will live here the rest of my life. "
    10
    Flag
  • Cesimmons014
    "I’ve grown up in this neighborhood my entire life, I am now raising my own family here. It’s a great, safe town "
    4
    Flag
  • Colcolwalsh
    "I live in this neighborhood for 23 years. It has a great school district. Great sports programs! Close to the beach, and marina. Perfect for families. "
    7
    Flag
  • 6shomeimprovements
    "nice area great place for children and a nice safe neighborhood close too many major highways and South Shore Beach"
    3
    Flag
  • Kevin H.
    "Easy to get here. Not too much traffic. Plenty of places to eat and shop. Friendly and quiet neighborhood "
    2
    Flag
  • Brendon P.
    "Lives here when I was younger and moved back about 4 years ago. Might wind up staying around. I like the stores and places to eat and neighbors are friendly"
    6
    Flag
  • Daniel L.
    "Wonderful and safe neighborhood and- great schools and between 2 of Long Islands most popular downtown areas "
    2
    Flag
  • Colcolwalsh
    "I’ve lived here for 22 years and everyone is very friendly and neighborly. Great schools and great sports programs for the kids. "
    4
    Flag
  • Kelsey McCarthy
    "It a pretty good area to walk your dog in good weather but it’s near a highway and there are quite a few feral cats around."
    0
    Flag
  • Wayne Smith
    "quiet streets. boating & fishing neighborhood. walk sidewalks any time day or night, safely and friendly"
    6
    Flag
  • Colcolwalsh
    "Close to local beaches and only 2 miles from the ocean. Great neighborhood with parks. Dog park near by as well. Family friendly "
    0
    Flag
  • Erica B.
    "Easy commute to anywhere you need to go. Sunrise highway and southern state super close by. Babylon train station about a mile away"
    0
    Flag
  • Barbara D.
    "This is a family neighborhood in every sense. Really safe and community oriented. Good schools. The epitome of suburbia. "
    0
    Flag
  • Colcolwalsh
    "Good friendly neighborhood with lots of kids, decent schools. Very low crime. Great community. Restaurants and some shopping near by. "
    0
    Flag
  • Colcolwalsh
    "It is a great town with lots of great people. School district is good. Restaurants in town and near by. Near Babylon train station. "
    0
    Flag
  • Teresa
    "I see a lot of people walking all different kinds of dogs. But There are Not really a lot of places you can take your dog off leash."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 27 Skipper Dr

  • What is 27 Skipper Dr estimated to be worth?
    Trulia's estimated value for 27 Skipper Dr in West Islip, NY is $1,224,900.
  • What is the price history for 27 Skipper Dr?
    27 Skipper Dr in West Islip, NY last sold for $741,000 in February 2020.
  • Is West Islip a buyer's or seller's market?
    West Islip is currently a seller's market, based on recent for-sale activity.
  • What do residents say about West Islip?
    Residents describe West Islip, NY as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in West Islip, NY.
  • Does 27 Skipper Dr have laundry facilities?
    Yes, 27 Skipper Dr in West Islip, NY has in-unit laundry.
  • How big is the lot at 27 Skipper Dr?
    The lot at 27 Skipper Dr in West Islip, NY is about 0.28 acres (12,000 sq ft).

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