29 Orowoc Drive, Islip, NY 11751
OFF MARKET

29 Orowoc Drive
Islip, NY 11751

  • 2 Beds
  • 1.5 Baths
  • 1,354 sqft (on 0.31 acres)

$583,400

Trulia Estimate
as of Jun 21, 2026
Est. Refi. Payment $3,796/mo*
Refinance Your Home

$583,400

Trulia Estimate
as of Jun 21, 2026
Est. Refi. Payment $3,796/mo*
Refinance Your Home
2 Beds
1.5 Baths
1,354 sqft
(on 0.31 acres)

Local Information

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

Description

Charming 1923 English Tudor in Prime South of Montauk Location
Step into a fairytale with this perfect, timeless 1923 English Tudor, a stunning example of classic architecture complete with a beautiful cedar roof and original detailing. Located in a sought-after South of Montauk neighborhood, this home offers endless possibilities for both living and expansion.
The property features an inviting interior with updates that include a recently remodeled kitchen, modernized heating system, french drainage system in the basement, and an Anderson sliding glass door that leads to the serene outdoors. The large lot offers two spacious patios for outdoor living and a detached garage for convenience.
Whether you choose to embrace the historic charm as it is or envision expanding and modernizing, this home is a rare find with potential for customization to suit your lifestyle. The prime location ensures you're just moments away from all the best amenities and scenic beauty the area has to offer.

Don’t miss out on this opportunity to own a piece of history with the perfect blend of vintage charm and modern comfort.
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. This description is from June 09, 2025

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 29 Orowoc Drive

Interior Features

Interior Details
Basement: UnfinishedNumber of Rooms: 5
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1354 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water ConnectedAppliances: Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, WasherDishwasherDryerLaundry: Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Hot WaterNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living Room, MasonryHas a FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
No Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageParking Spaces: 1Parking: Garage
Water & Sewer
Sewer: Public Sewer
Farm & Range
Not Allowed to Raise Horses

Days on Market

Cumulative Days on Market: 23

Property Information

Year Built
Year Built: 1922
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Tudor
Building
Construction Materials: StuccoNot Attached Property
Property Information
Condition: ActualParcel Number: 0500396000100041000

Price & Status

Price
List Price: $599,999
Status Change & Dates
Off Market Date: Sat Apr 12 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Islip
School Information
Elementary School: Commack Road Elementary SchoolJr High / Middle School: Islip Middle SchoolHigh School: Islip High SchoolHigh School District: Islip

Building

Building Area
Building Area: 1354 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.31 acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 837487Attic: FullAttribution Contact: 516-746-0440Showing Requirements: Showing Service
Last check for updates: about 11 hours ago
Listed by Elizabeth Lowe PSA C2EX ABR SRES, (516) 316-8335
Douglas Elliman Real Estate, (516) 746-0440
Bought with: Janet L. Newburgh, (631) 943-2267, Douglas Elliman Real Estate, (631) 589-8500
Source: OneKey® MLS as distributed by MLS GRID, MLS#837487

Price History for 29 Orowoc Drive

DatePriceEventSource
06/09/2025$550,000Sold
OneKey® MLS as distributed by MLS GRID #837487
04/12/2025$599,999PendingOneKey® MLS as distributed by MLS GRID #837487
03/19/2025$599,999Listed For SaleOneKey® MLS as distributed by MLS GRID #837487
12/14/2006$550,000Sold
N/A

Market trends in Islip

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
38
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Property Tax and Assessment

Year2025
Tax
Assessment$35,100
Home facts updated by county records

Homeowner tools

Estimated monthly rent$3,557/mo
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Homes for rent near 29 Orowoc Drive

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Comparable Sales for 29 Orowoc Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
61 Maple Street, Islip, NY
0.13
Single-Family Home
$685,000
08/14/25
2
1
1,498
11 Doxsee Place, Islip, NY
0.12
Single-Family Home
$610,000
02/24/26
3
1
2,252
120 Church Avenue, Islip, NY
0.24
Single-Family Home
$775,000
10/27/25
2
1.5
2,498
277 Ocean Avenue, Islip, NY
0.20
Single-Family Home
$762,000
07/21/25
4
2
2,000
191 Smith Avenue, Islip, NY
0.35
Single-Family Home
$633,500
04/09/26
2
1
1,112
17 2nd Street, Islip, NY
0.36
Single-Family Home
$815,000
07/11/25
3
2
1,486
149 Union Avenue, Islip, NY
0.49
Single-Family Home
$685,000
05/04/26
3
1
1,539
2 Bay Place, Bay Shore, NY
0.23
Single-Family Home
$735,000
05/19/26
4
2
1,870
136 Cedar Avenue, Islip, NY
0.16
Single-Family Home
$750,000
11/17/25
3
2.5
2,346
46 N Ocean Avenue, Islip, NY
0.50
Single-Family Home
$632,000
01/07/26
3
1.5
1,373

Nearby homes

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Assigned Schools

These are the assigned schools for 29 Orowoc 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 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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Off Market Homes Near 29 Orowoc 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
29 Orowoc Drive, Islip, NY 11751 is a 2 bedroom, 2 bathroom, 1,354 sqft single-family home built in 1922. This property is not currently available for sale. 29 Orowoc Drive was last sold on Jun 9, 2025 for $550,000 (8% lower than the asking price of $599,999). The current Trulia Estimate for 29 Orowoc Drive is $583,400.