421 Smith Ave, Islip, NY 11751
OFF MARKET

421 Smith Ave
Islip, NY 11751

  • 4 Beds
  • 1.5 Baths
  • 2,414 sqft (on 0.74 acres)

$975,700

Trulia Estimate
as of May 19, 2026
Est. Refi. Payment $6,345/mo*
Refinance Your Home

$975,700

Trulia Estimate
as of May 19, 2026
Est. Refi. Payment $6,345/mo*
Refinance Your Home
4 Beds
1.5 Baths
2,414 sqft
(on 0.74 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Welcome to this charming, immaculately landscaped, spacious 4 bedroom, 1.5 bath Colonial located S. of Montauk. Incredible opportunity to own a single family home with a Bonus room with OSE. Sip coffee outside on your front porch or seek serenity in your large private backyard oasis which includes a gazebo and a 20x40 in-ground pool perfect for floating your summer days away! Yard is fully fenced, backs to The Seatuck Environmental and is GREAT for entertaining!! Making your way through the front door of this lovingly maintained home offers a LR, Formal DR and the family room includes a wood fireplace. The kitchen provides ample space for all your meal prep needs with an abundance of light from two skylights and sliding doors to the backyard deck. Laundry Rm w/ storage. Up the stairs you'll find 4 great sized bedrooms and a full bath with a sky light. 1.5 Garage. Closely located to schools, shopping, beaches! This is it!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 421 Smith Ave

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Interior Details
Number of Rooms: 9Types of Rooms: Dining Room, Family Room
Appliances & Utilities
DishwasherDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: Other
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.74 acres

Price History for 421 Smith Ave

DatePriceEventSource
03/15/2021$650,000Sold
OneKey® MLS as distributed by MLS GRID #L3233429
12/22/2020$675,000PendingAgent Provided
10/21/2020$675,000PriceChange
Agent Provided
08/29/2020$699,000PriceChange
Agent Provided
08/10/2020$729,000PriceChange
Agent Provided
07/24/2020$759,000Listed For SaleAgent Provided
06/18/2014$595,000ListingRemovedAgent Provided
01/03/2014$595,000PriceChange
Agent Provided
06/06/2013$599,000PriceChange
Agent Provided
04/17/2013$625,000Listed For SaleAgent Provided
08/28/2012$637,000ListingRemovedAgent Provided
06/26/2012$637,000PriceChange
Agent Provided
01/27/2012$649,900Listed For SaleAgent Provided
07/16/2003$575,000Sold
N/A
12/27/1996$286,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$53,800
Home facts updated by county records

Comparable Sales for 421 Smith Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
287 Cedar Avenue, Islip, NY
0.17
Single-Family Home
$950,000
12/24/25
4
2
2,662
32 Cedar Avenue Extension, Islip, NY
0.18
Single-Family Home
$1,150,000
10/30/25
4
3
2,875
15 Cedar Avenue Extension, Islip, NY
0.12
Single-Family Home
$1,350,000
10/22/25
4
2.5
2,598
375 Ocean Avenue, Islip, NY
0.26
Single-Family Home
$1,110,000
05/08/26
4
2.5
2,925
267 Smith Avenue, Islip, NY
0.33
Single-Family Home
$690,000
06/12/25
4
2
1,908
277 Ocean Avenue, Islip, NY
0.42
Single-Family Home
$762,000
07/21/25
4
2
2,000
7 Adelphi Street, Islip, NY
0.37
Single-Family Home
$675,000
05/22/25
5
2
1,696
11 Beech Road, Islip, NY
0.44
Single-Family Home
$1,275,000
06/26/25
3
2
1,882
17 2nd Street, Islip, NY
0.61
Single-Family Home
$815,000
07/11/25
3
2
1,486
140 Ocean Avenue, Islip, NY
0.54
Single-Family Home
$835,000
01/27/26
4
2.5
2,676

Assigned Schools

These are the assigned schools for 421 Smith Ave.
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 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

  • 64 % Say neighbors are friendly

  • 64 % Say it's quiet

  • 63 % Say it's walkable to restaurants

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

  • 62 % Say streets are well-lit

  • 60 % Say there are sidewalks

  • 59 % Say there's wildlife

  • 58 % Say it's walkable to grocery stores

  • 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
    Flag
  • 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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421 Smith Ave, Islip, NY 11751 is a 4 bedroom, 2 bathroom, 2,414 sqft single-family home built in 1964. This property is not currently available for sale. 421 Smith Ave was last sold on Mar 15, 2021 for $650,000. The current Trulia Estimate for 421 Smith Ave is $975,700.