44 Captains Dr, Islip, NY 11751
OFF MARKET

44 Captains Dr
Islip, NY 11751

  • 3 Beds

$903,600

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $6,009/mo*
Refinance Your Home

$903,600

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $6,009/mo*
Refinance Your Home
3 Beds

Home Value

Trulia Estimate
$904K
Since last month
Increased$17K (+1.7%)
Since last year
Increased$58K (+6.2%)
Since last sale
Increased$391K (+65.1%)
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 +74% in the last 10 years
MonthEstimated value
2026
August 2026$991K
July 2026$974K
June 2026$1.02M
May 2026$920K
April 2026$887K
March 2026$929K
February 2026$889K
January 2026$927K
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
30 Joyces Way, Bay Shore, NY
0.70
Condo
$655,000
08/28/25
2
2.5
1,521
21 Oakmont Lane, Bay Shore, NY
0.81
Condo
$720,000
01/13/26
3
3
2,057
1 Joyce's Way #1, Bay Shore, NY
0.74
Condo
$630,000
04/24/26
2
2.5
1,478
15 Doral Lane, Bay Shore, NY
0.91
Condo
$615,000
06/19/26
3
2.5
1,817
18 Lakeside Lane, Bay Shore, NY
0.82
Condo
$645,000
03/19/26
4
3
2,300
4 Cedar Ridge Lane, Bay Shore, NY
0.91
Condo
$669,500
01/21/26
3
2.5
1,817
16 Villa Prom, Bay Shore, NY
0.99
Condo
$650,000
10/29/25
3
2.5
2,200
6 Villa Promenade, Bay Shore, NY
0.95
Condo
$760,000
07/30/26
3
2.5
1,992
11 Villa Prom #11, Bay Shore, NY
0.97
Condo
$840,000
10/09/25
3
2.5
1,992
7 Sutton Place, Islip, NY
1.36
Condo
$595,000
04/02/26
3
2.5
1,900

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
27 Captains Drive, Islip, NY 11751
0.05
$1,035,000
3
2.5
2,600
Recently Sold
375 Ocean Avenue, Islip, NY 11751
0.20
$1,110,000
4
2.5
2,925
Recently Sold
65 W Bayberry Road, Islip, NY 11751
0.24
$2,990,000
5
4
5,629
For Sale
15 Post Lane, Bay Shore, NY 11706
0.28
$1,946,800
4
3.5
4,144
Off Market
32 Cedar Avenue Extension, Islip, NY 11751
0.28
$1,150,000
4
3
2,875
Recently Sold
276 Ocean Avenue, Islip, NY 11751
0.30
$2,222,200
6
6.5
6,619
Off Market
68 E Bayberry Road, Islip, NY 11751
0.30
$1,900,000
5
4
5,752
Recently Sold
18 Cedar Avenue Ext, Islip, NY 11751
0.30
$938,800
3
3
1,900
Off Market
287 Cedar Avenue, Islip, NY 11751
0.31
$950,000
4
2
2,662
Recently Sold
8 Adelphi Street, Islip, NY 11751
0.32
$1,205,000
5
3.5
2,448
Recently Sold
15 Cedar Avenue Extension, Islip, NY 11751
0.32
$1,350,000
4
2.5
2,598
Recently Sold
9 Post Lane, Bay Shore, NY 11706
0.34
$1,422,700
4
3
-
Off Market

Local Information

  • Map ViewExplore the area around 44 Captains Dr.
  • Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
1979

About this House

This condo is located at 44 Captains Dr, Islip, NY. 44 Captains Dr is in Islip, NY and in ZIP code 11751. This property has 3 bedrooms. This property has a lot size of 29.00 acres and was built in 1979.
44 Captains Dr, Islip, NY 11751 is a 3 bedroom condo built in 1979. It last sold for $600,000 on Aug 22, 2012. More recently, it was listed as a rental in December 2020 with an asking price of $6,500 per month. That rental listing was removed on January 12, 2021. It is currently off market. The Trulia Estimate is $903,600, with a rent estimate of $3,671/month.

Home Details for 44 Captains Dr

Exterior Features

Exterior Home Features
Roof: Other
Parking & Garage
Parking Spaces: 2Parking: None

Property Information

Year Built
Year Built: 1979
Property Type / Style
Property Type: Condo

Interior Features

Appliances & Utilities
DishwasherDryerRefrigeratorWasher

Community

Units in Building: 1

Lot Information

Lot Area: 29.00 acres

Price and Tax history

DateEventPrice
Jan 12, 2021
Source: OneKey® MLS as distributed by MLS GRID
ListingRemoved
Dec 25, 2020
Source: Agent Provided
Listed For Rent
$6,500
Feb 15, 2020
Source: Agent Provided
ListingRemoved
$4,700
Jan 2, 2020
Source: Agent Provided
PriceChange
$4,700
Price decreased by 6%
Nov 24, 2019
Source: Agent Provided
PriceChange
$4,990
Price decreased by 15%

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
    Flag

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Apartments for Rent

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Explore by feature - Air Conditioning

6 rentals with air conditioning in Islip, NY

Homes for sale near 44 Captains Dr

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Off Market Homes Near 44 Captains Dr

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Frequently asked questions about 44 Captains Dr

  • What is 44 Captains Dr estimated to be worth?
    Trulia's estimated value for 44 Captains Dr in Islip, NY is $903,600.
  • What is the price history for 44 Captains Dr?
    44 Captains Dr in Islip, NY last sold for $600,000 in August 2012.
  • 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 44 Captains Dr have laundry facilities?
    Yes, 44 Captains Dr in Islip, NY has in-unit laundry.
  • Does 44 Captains Dr have parking?
    Yes, 44 Captains Dr in Islip, NY has on-site parking.