Active
3 beds1,514 sqft$429/sqft
5 Winding Rd, Massapequa, NY 11758
Est: $4,498/moGet pre-approved
Single FamilyProperty Type
6,100 sq ftLot Size
1954Year Built
$429/sq ftPrice per sq ft
1 carParking Spaces

Description

Rare Find in Massapequa, NY! Welcome to this charming split-level single-family home located on a quiet block in the desirable Plainedge School District. This 3-bedroom, 2-full-bath home offers a great opportunity for investors, builders, or anyone looking to create their dream home. Features include an eat-in kitchen, primary bedroom with en-suite bathroom, hardwood floors throughout, sunken living room, and a large den with a separate outside entrance. The home is conveniently located near the...Rare Find in Massapequa, NY! Welcome to this charming split-level single-family home located on a quiet block in the desirable Plainedge School District. This 3-bedroom, 2-full-bath home offers a great opportunity for investors, builders, or anyone looking to create their dream home. Features include an eat-in kitchen, primary bedroom with en-suite bathroom, hardwood floors throughout, sunken living room, and a large den with a separate outside entrance. The home is conveniently located near the Southern State Parkway, providing easy access to surrounding areas. Property is being sold AS-IS. Whether you're looking to renovate, invest, or make this home your own, this property offers tremendous potential. A rare opportunity not to be missed!
24 days on Market
  • Listed by: David O Neill 516.825.6511 doneill215@gmail.com • Coldwell Banker American Homes
Last updated: 08/21/2026 03:21 AM • Source: ONEKEY as distributed by MLS GRID, MLS#: 1038091

Location

Listing Courtesy of Coldwell Banker American Homes, David O Neill
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Payment Calculator

$4,498 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,304

Property Taxes

$1,194

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 5 Winding Road

Property Details
  • Taxes: $14,333 / year
  • MLS Type: Single Family
  • City/Township: Oyster Bay
  • Architectural Style: Split Level
  • Garage Spaces: 1
  • Waterfront: No
Building Information
  • Year Built: 1954
  • Lot Size: 0.14 AC / 6,100 SF
Summary
Location and General Information
  • Senior Community YN: No
  • Directions: See Google Maps
  • Year Built Effective: 1954
  • Property Attached: No
  • Structure Type: Detached
  • Property Condition: Fixer
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: Plainedge
  • Elementary School District: Plainedge
  • Elementary School: Charles E Schwarting School
  • Middle Or Junior School District: Plainedge
  • Middle Or Junior School: Plainedge Middle School
  • High School District: Plainedge
  • High School: Plainedge Senior High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 2489-52-330-00-0011-0
  • Tax Assessed Value: $552.00
  • Additional Fees: No
  • Tax Source: Other
  • Tax Year: 2024
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Eat in Kitchen, Public, Split Level
  • Interior Features: Eat-in Kitchen
  • Appliances: Electric Cooktop, Electric Oven, Electric Range, Refrigerator
  • Total Rooms: 6
  • Attic Description: Crawl
  • Fireplace: No
  • Location Amenities: Eat in Kitchen
  • Spa: No
  • Living Area: 1514
  • Basement: No
Exterior Features
  • Exterior Property Features: Driveway
  • Elevation Certificate: No
  • Construction Materials: Vinyl Siding
  • Horse: No
  • Pool Private: No
Lot Information
  • Additional Parcel: No
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Oil
  • Heat Fuel Type: Oil
  • Number Of Heating Zones: 1
  • Sewer: Public Sewer
  • Water Source: Public
  • Utilities: Electricity Available, Phone Available, Sewer Connected, Trash Collection Public, Water Available
Green Features
  • Green Features: Electric Cooktop, Electric Oven, Electric Range, Refrigerator, Oil
Agent
Payment and Rate
  • Down Payment Resource: Yes

Property History for 5 Winding Road

DateEvent & SourcePriceAppreciation
Aug 14, 2026

Listed (Active)

ONEKEY #1038091

$650,000
DateEvent & SourcePrice
08/14/2026

Listed (Active)

ONEKEY #1038091

$650,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 5 Winding Road

Taxable ValueLand$246Additions$306Total$552
Tax Record2025$14,333 ($1,194 / month)
Home Facts
Beds0Baths2Total Finished SqFt1,681 SqFtAbove Grade Finished SqFt1,514 SqFtFinished Basement SqFt167 SqFtStories1Lot Size6,100 SqFtStyleSingle Family ResidenceYear Built1954Year Renovated1954CountyNASSAUAPN282489 52.-330-11

Schools near 5 Winding Road

This home is within Plainedge Union Free School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Private - PK to 6
Rating
School
Distance
Charles E Schwarting School
PublicPK to 5

Plainedge Middle School
Public6 to 8

Plainedge Senior High School
Public9 to 12

The Hagedorn Little Village School
PrivatePK to 6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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5 Winding Road is a single family home for sale in Massapequa, NY 11758. This property was listed for sale on August 14, 2026 by Coldwell Banker American Homes, it's currently listed at $650,000. This listing's school district is Plainedge Union Free School District. Nearby schools include Charles E Schwarting School, Plainedge Middle School and Plainedge Senior High School. 5 Winding Road is a 3-bed, 2-bath, 1,514 sqft single family home built in 1954.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Coldwell Banker American Homes, David O Neill

Based on information submitted to the MLS GRID as of 08/21/2026 03:21 AM. 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. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.