16 Skipper Drive, West Islip, NY 11795
OFF MARKET

16 Skipper Drive
West Islip, NY 11795

  • 4 Beds
  • 2.5 Baths

$1,158,900

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $7,722/mo*
Refinance Your Home

$1,158,900

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $7,722/mo*
Refinance Your Home
4 Beds
2.5 Baths
(on 0.27 acres)

Local Information

  • Map ViewExplore the area around 16 Skipper Drive.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Your South of Montauk Dream Home awaits! This classic Colonial-Splanch in Captree Landings is thoughtfully designed with plenty of space and amenities to fit every lifestyle. On the main level you'll find a lovely, picture windowed Dining Room, Granite and SS Kitchen, 1/2bth & Living room with sliders leading to your gorgeous backyard. Upstairs features the Primary BR w/en-suite bth & a Private Balcony, 3 more bedrooms and 1bth, plus an additional room for whatever your heart desires! The lower level has a large attractively finished den & closets for storage.Your Outdoor Oasis includes 16x34 in-ground saltwater pool with slide, surrounded by patio pavers, fully fenced yard & lush mature plantings. Spacious 2-car garage, igs, and Owned Solar Panels add to the valuable amenities of this fantastic home., Additional information: Appearance:Mint,Separate Hotwater Heater:Y
16 Skipper Drive, West Islip, NY 11795 is a 4 bedroom, 3 bathroom single-family home built in 1968. It last sold for $917,000 on Aug 31, 2023 (5% above the $875,000 asking price). It is currently off market. The Trulia Estimate is $1,158,900, with a rent estimate of $4,573/month.

Home Highlights

Parking
No Info
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 16 Skipper Drive

Interior Features

Interior Details
Basement: PartialNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Appliances & Utilities
Appliances: Gas Water Heater
Heating & Cooling
Heating: Baseboard,RadiantHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1No Spa
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Fencing: FencedHas a Private Pool
Parking & Garage
No CarportParking: Attached,Private
Pool
Pool: In GroundPool
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Splanch
Building
Construction Materials: Blown-In InsulationNot Attached Property
Property Information
Parcel Number: 0500484000100031000

Price & Status

Price
List Price: $875,000
Status Change & Dates
Off Market Date: Mon Apr 24 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: West Islip
School Information
Elementary School: Bayview Elementary SchoolJr High / Middle School: Beach Street Middle SchoolHigh School: West Islip Senior High SchoolHigh School District: West Islip

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.27 acres

Offer

Listing Agreement Type: Exclusive Right To Lease

Miscellaneous

BasementMls Number: L3470094Attic: Pull StairsShowing Advance Notice: 24Showing Requirements: Call Listing Office
Last check for updates: about 5 hours ago
Listed by Kim Colonna, (631) 000-0000
Daniel Gale Sothebys Intl Rlty, (631) 647-7013
Colleen K. Colasacco, (631) 748-7138
Daniel Gale Sothebys Intl Rlty, (631) 647-7013
Bought with: Jamie C. Winkler, Winkler Real Estate Inc, (631) 321-8400
Source: OneKey® MLS as distributed by MLS GRID, MLS#L3470094

Price History for 16 Skipper Drive

DatePriceEventSource
08/31/2023$917,000Sold
OneKey® MLS as distributed by MLS GRID #L3470094
04/24/2023$875,000PendingOneKey® MLS as distributed by MLS GRID #3470094
04/10/2023$875,000Listed For SaleOneKey® MLS as distributed by MLS GRID #3470094
09/13/2013$625,000Sold
OneKey® MLS as distributed by MLS GRID #L2530941
04/11/2013$665,000PriceChange
Agent Provided
03/20/2013$669,900PriceChange
Agent Provided
01/09/2013$675,000PriceChange
Agent Provided
12/13/2012$686,000Listed For SaleAgent Provided
10/21/2012$695,990ListingRemovedAgent Provided
10/03/2012$695,990PriceChange
Agent Provided
09/21/2012$695,900Listed For SaleAgent Provided
01/12/2000$310,000Sold
N/A

Market trends in West Islip

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
56
13MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$67,500
Home facts updated by county records

Comparable Sales for 16 Skipper Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Buoy Lane, West Islip, NY
0.22
Single-Family Home
$1,025,000
07/07/25
5
3
3,125
22 Viking Drive, West Islip, NY
0.12
Single-Family Home
$1,400,000
04/03/26
6
2.5
3,560
10 Mariners Circle, West Islip, NY
0.39
Single-Family Home
$875,000
05/06/26
4
2.5
2,533
133 Pace Drive S, West Islip, NY
0.27
Single-Family Home
$1,500,000
09/30/25
4
2.5
2,930
850 E Bay Drive, West Islip, NY
0.53
Single-Family Home
$1,300,000
08/01/25
4
3
2,338
854 E Bay Drive, West Islip, NY
0.53
Single-Family Home
$900,000
09/02/25
3
2.5
3,182
10 Gate Lane, West Islip, NY
0.46
Single-Family Home
$850,000
12/18/25
7
3
3,055
811 W Bay Drive, West Islip, NY
0.56
Single-Family Home
$850,000
10/15/25
5
2.5
1,725
849 E Bay Drive, West Islip, NY
0.50
Single-Family Home
$896,000
06/30/26
4
2
2,000

Nearby homes

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Assigned Schools

These are the assigned schools for 16 Skipper Drive.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • 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

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Apartments for Rent

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Homes for sale near 16 Skipper Drive

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Off Market Homes Near 16 Skipper Drive

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Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information