For sale

$765,000

Est. $5,239/mo —

•

1,891

sq ft

149 Grassy Pond Dr S, Smithtown, NY 11787

About this home

Welcome to Smithtown Pines! I am excited to share this beautifully maintained 3-Bedroom, 2.5-Bathroom Colonial home which was totally rebuilt from the foundation up in 2003 with a full basement. The exterior features a charming covered porch and a deep backyard complete with a large deck and a pond, perfect for outdoor relaxation. Inside, the first floor boasts a Living Room with a dual-sided gas fireplace that opens into the Dining area, which features sliding glass doors. The large Kitchen comes equipped with stainless steel appliances and leads to a convenient Mudroom featuring a stackable washer/dryer, a side entrance, and a half bath. The second floor offers a Primary Bedroom with two large closets and a spacious bathroom featuring a large Tuscan shower, alongside two additional generously sized bedrooms. Additional features include oil heat, an inground sprinkler system, and completed ductwork ready for central air conditioning.

Single-familyProperty Type

1955Year Built

6,970 sq ftLot Size

$405Price/Sq.Ft.

Listing by Maria Farina • RE/MAX Best

Contact: 631-585-2222

Listing updated: Aug 29, 2026 at 02:09pm

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #1036970

Payment calculator

$5,239 per month

Principal and interest$4,020

Property taxes

$1,034

HOA dues

Home insurance

$185

Utilities

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Open houses

No upcoming open houses.

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Around this home

Schools

K - 12
Preschool & daycare

Pines Elementary School

Public PreK-5 • Assigned • 0.3mi

6/10

Hauppauge Middle School

Public 6-8 • Assigned • 2.3mi

5/10

Hauppauge High School

Public 9-12 • Assigned • 2.1mi

9/10

Provided by GreatSchools

About Long

Island

Long Island, located between New York Harbor and the Atlantic Ocean, is a coastal and suburban New York neighborhood with barrier beaches and commuter rail hubs. The neighborhood’s energy concentrates around the Jamaica Station complex, where LIRR platforms, bus bays, and street-level storefronts create a constant current of movement. Housing shifts from compact prewar village centers to postwar capes and split-levels, with marinas and bayfront parks shaping daily routines. Jones Beach State Park and the Long Island Aquarium serve as signature day-trip anchors. The Paramount in Huntington and the Nassau County Museum of Art add a cultural throughline beyond the shoreline. Farm stands, delis, and small main streets stitch together a landscape defined by parkways, dunes, and bays.

Provided by Walk Score and Local Logic

Offer insights

149 Grassy Pond Dr S · $765,000

Strong offer

$774K and above

75% chance or better to win

Why $774K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 26 days.

SALE-TO-LIST

Most homes are selling 3% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Formal dining room
Granite counters
High ceilings
Primary bathroom
Walk-in closet(s)
Washer/dryer hookup

Bedrooms
Total rooms: 8
Attic: Full

Bathrooms
2 full bathrooms
1 half bathroom

Kitchen
Granite counters
Oven
Dishwasher
Refrigerator
Stainless steel appliances

Laundry & utility
Washer
Dryer
Washer/dryer hookup

Flooring
Wood flooring

Heating & cooling
Oil heat
Ductwork for cooling

Sale and tax history for 149 Grassy Pond Dr S

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2026

$11,851

$120 + $5,565

$5,685

2025

$11,851 (+8.2%)

$120 + $5,565

$5,685

2024

$10,954 (+1.4%)

$120 + $5,565

$5,685

2023

$10,802 (+4.7%)

$120 + $5,565

$5,685

2022

$10,317

$120 + $5,565

$5,685

2021

$10,317 (+0.7%)

$120 + $5,565

$5,685

2020

$10,246 (−1.5%)

$120 + $5,565

$5,685

2019

$10,399 (+13.7%)

$120 + $5,565

$5,685

2018

$9,146 (−5.0%)

$120 + $5,565

$5,685

2017

$9,626 (+0.5%)

$120 + $5,565

$5,685

2016

$9,581 (+3.4%)

$120 + $5,565

$5,685

2015

$9,271 (+4.8%)

$120 + $5,565

$5,685

2014

$8,847 (+5.4%)

$120 + $5,565

$5,685

2013

$8,394 (+3.6%)

$120 + $5,565

$5,685

2012

$8,102 (+4.6%)

$120 + $5,565

$5,685

2011

$7,745 (+5.5%)

$120 + $5,565

$5,685

2010

$7,342 (+2.9%)

$120 + $5,565

$5,685

2009

$7,136

$120 + $5,565

$5,685

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

6,970 Sq. Ft.

Year renovated

—

Finished Sq. Ft.

1,891

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,891

Year built

1955

Style

Single Family Residential

County

Suffolk County

APN

0800152000300011000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 31, 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

5/10 Heat Factor

7 days above 95° expected this year, 16 days in 30 years

8/10 Wind Factor

80% 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

Smithtown, NY • 11787

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

80/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.7 hrs

3.9 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 149 Grassy Pond Dr S

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

Nearby homes have recently sold between $615,000 and $875,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $615K to $875K.

SOLD AUG 14, 2026
$812,000 Last sold price
4 beds2.5 baths2,006 sq ft
1 Autumn Dr, Hauppauge, NY 11788
Listing by HomeSmart Dynamic Realty
larger lot
6 years newer
SOLD JUL 30, 2026
$875,000 Last sold price
3 beds3 baths2,039 sq ft
7 Edscho Ln, Commack, NY 11725
Listing by Coldwell Banker American Homes
$24/sq ft
larger lot
10 years newer
SOLD NOV 3, 2025
$800,000 Last sold price
3 beds2 baths1,961 sq ft
20 Wren Dr, Hauppauge, NY 11788
Listing by Daniel Gale Sothebys Intl Rlty
$3/sq ft
larger lot
5 years newer
SOLD JUL 30, 2026
$715,000 Last sold price
2 beds2.5 baths1,804 sq ft
12 Kristin Ln, Hauppauge, NY 11788
Listing by Signature Premier Properties
$9/sq ft
smaller lot
32 years newer
SOLD AUG 27, 2026
$615,000 Last sold price
2 beds2.5 baths1,725 sq ft
83 Kristin Ln, Hauppauge, NY 11788
Listing by Coldwell Banker American Homes
$48/sq ft
smaller lot
33 years newer
SOLD JUL 12, 2026
$840,000 Last sold price
4 beds2 baths1,728 sq ft
27 Pheasant Dr, Commack, NY 11725
Listing by Property Professionals Realty
$81/sq ft
larger lot
9 years newer

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