For sale

$650,000

Est. $4,762/mo —

•

1,514

sq ft

5 Winding Rd, Massapequa, NY 11758

About this home

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!

Single-familyProperty Type

1954Year Built

6,100 sq ftLot Size

$429Price/Sq.Ft.

1 car garageParking

Listing by David O Neill • Coldwell Banker American Homes

Contact: 516-825-6511

Listing updated: Aug 21, 2026 at 03:21am

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #1038091

Payment calculator

$4,762 per month

Principal and interest$3,416

Property taxes

$1,194

HOA dues

Home insurance

$152

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

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4 Sibley Pl, Huntington Station, NY 11746
Listing by Redfin Real Estate
OPEN SUN, 10:30AM TO 11:30AM
$1,200,000
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30101 Spruce Pond Cir, Plainview, NY 11803
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OPEN SUN, 1PM TO 3PM
$1,180,000
3 beds2 baths1,683 sq ft
7 5th Pl, Syosset, NY 11791
Listing by Charles Rutenberg Realty Inc

Around this home

Schools

K - 12
Preschool & daycare

Charles E Schwarting School

Public PreK-5 • Assigned • 0.2mi

5/10

Plainedge Middle School

Public 6-8 • Assigned • 2.2mi

6/10

Plainedge Senior High School

Public 9-12 • Assigned • 0.4mi

9/10

Provided by GreatSchools

About Oyster

Bay

Oyster Bay, located between Cold Spring Harbor and Bayville, is a waterfront and historic Glen Cove neighborhood with a working harbor and leafy, estate-era streetscapes. The neighborhood’s character concentrates around Audrey Avenue at Spring Street, where coffee counters, independent boutiques, and old-school storefronts set a walkable, small-town cadence. The Oyster Bay Railroad Museum, the Oyster Bay Historical Society’s Earle-Wightman House, and the Planting Fields Arboretum State Historic Park act as cultural anchors. Shingle-style homes and classic Colonials mix with village-era cottages near the shore. Waterfront paths and marinas frame daily routines with salt-air views. Beaches and preserves shape the landscape from cove to bluff.

Provided by Walk Score and Local Logic

Offer insights

5 Winding Rd · $650,000

Strong offer

$681K and above

75% chance or better to win

Why $681K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 29 days.

SALE-TO-LIST

Most homes are selling 1% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Interior features
Eat-in kitchen
Crawl attic
No basement

Bedrooms
6 total rooms (bedroom count not specified)

Bathrooms
2 full bathrooms

Kitchen
Electric cooktop
Electric oven
Electric range
Refrigerator

Laundry & utility
Utilities include electricity and water availability

Heating & cooling
Oil heating
Central air conditioning

Sale and tax history for 5 Winding Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2025

$14,897 (+3.9%)

$246 + $306

$552

2024

$14,333 (+4.7%)

$246 + $306

$552

2023

$13,691 (+122.5%)

$246 + $306

$552

2022

$6,152 (+1.7%)

$246 + $306

$552

2021

$6,051 (+9.5%)

$246 + $306

$552

2020

$5,528 (+12.5%)

$246 + $306

$552

2019

$4,914 (+14.4%)

$236 + $293

$529

2018

$4,295 (+14.7%)

$645 + $35

$680

2017

$3,744 (−31.6%)

$645 + $35

$680

2016

$5,477 (+6.5%)

$645 + $210

$855

2015

$5,144 (+23.1%)

$645 + $210

$855

2014

$4,178 (−12.2%)

$645 + $210

$855

2013

$4,756 (+46.5%)

$645 + $210

$855

2012

$3,246 (−55.6%)

$645 + $210

$855

2011

$7,310 (+72.1%)

$645 + $210

$855

2010

$4,248 (+2.0%)

$645 + $304

$949

2009

$4,163

$645 + $505

$1,150

Public record

Beds

—

Baths

Stories

Lot width

—

Lot depth

—

Lot size

6,100 Sq. Ft.

Year renovated

—

Finished Sq. Ft.

1,514

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,514

Year built

1954

Style

Single Family Residential

County

Nassau County

APN

52330 00110

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 94° expected this year, 16 days in 30 years

6/10 Wind Factor

60% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Massapequa, NY • 11758

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

93/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in the zip code. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.9 hrs

6.4 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 5 Winding Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $670,000 and $879,000.

Nearby comparable homes

The Redfin Estimate uses 5 recent nearby sales, priced between $670K to $879K.

SOLD JUN 16, 2026
$800,000 Last sold price
4 beds1.5 baths1,531 sq ft
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Listing by EXP Realty
$94/sq ft
7 years newer
basement
SOLD DEC 22, 2025
$670,000 Last sold price
3 beds1 bath1,693 sq ft
4129 Duff Pl, Seaford, NY 11783
Listing by Compass Greater NY LLC
$33/sq ft
larger lot
2 years newer
SOLD MAY 22, 2026
$879,000 Last sold price
3 beds1 bath1,385 sq ft
4057 Eve Dr, Seaford, NY 11783
Listing by EXP Realty
$206/sq ft
SOLD AUG 5, 2026
$700,000 Last sold price
3 beds1 bath926 sq ft
183 N Oak St, Massapequa, NY 11758
Listing by BH&G R E Realty Connect
$327/sq ft
2 years newer
basement
SOLD MAR 6, 2026
$765,000 Last sold price
3 beds1.5 baths1,798 sq ft
1427 Washington Ave, Seaford, NY 11783
Listing by Century 21 AA Realty
$4/sq ft
larger lot
6 years older

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