Pending

$749,990

Est. $5,123/mo —

•

1,194

sq ft

271 Terry Rd, Smithtown, NY 11787

About this home

Nestled on over half an acre of beautifully manicured property, 271 Terry Road in Smithtown offers charm, flexibility, and exceptional indoor-outdoor living. This well-maintained home features a thoughtfully designed layout with a finished basement that includes a private outside entrance, a full designer bathroom, office space, additional living area, laundry area, wet bar, walk-in closet, extra storage, and direct access to the backyard - ideal for extended living, guests, or work-from-home flexibility. The main floor offers a warm and inviting flow with a kitchen, two bedrooms, full bathroom, dining room, and living room with a wood-burning fireplace. Additional highlights include a front deck, beautiful breezeway for memorable family gatherings, a detached garage, and a stunning backyard retreat complete with a pool and plenty of room to entertain, relax, and enjoy the property. This home combines comfort, versatility, and outdoor beauty in a desirable Smithtown location

Single-familyProperty Type

1955Year Built

0.53 acresLot Size

$628Price/Sq.Ft.

1 car garageParking

Listing by Luis Dominguez • Island Advantage Realty LLC

Contact: 631-351-6000

Listing updated: Sep 18, 2026 at 12:17pm

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #1036406

Payment calculator

$5,123 per month

Principal and interest$4,144

Property taxes

$760

HOA dues

Home insurance

$219

Utilities

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Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (10)

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Around this home

Schools

K - 12
Preschool & daycare

Mount Pleasant Elementary School

Public K-5 • Assigned • 1.1mi

8/10

Great Hollow Middle School

Public 6-8 • Assigned • 0.6mi

6/10

Smithtown High School West

Public 9-12 • Assigned • 4.3mi

10/10

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

Market insights

271 Terry Rd · $749,990

DAYS ON MARKET

The average home goes pending in 26 days.

SALE-TO-LIST

Most homes are selling 3% above list price.

LIST PRICE

Median sale price in this area is $757,515. (1% higher than this home)

PRICE DROP

16% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
First-floor bedroom
First-floor full bathroom
Finished basement
Unfinished attic
Total of 7 rooms

Bedrooms
Bedroom on the first floor

Bathrooms
2 full bathrooms

Kitchen
Gas cooktop
Refrigerator

Laundry & utility
Laundry in basement

Heating & cooling
Forced air heating
Central air conditioning
Wood-burning fireplace

Sale and tax history for 271 Terry Rd

Sale History
Tax History

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #1036406

Sep 4, 2026

Pending

—

Aug 9, 2026

Listed

$749,990

$628/sq ft

Aug 8, 2026

Coming Soon

$749,990

$628/sq ft

Public Records

Oct 1, 2012

Sold

$300,000

$251/sq ft

OneKey® MLS as Distributed by MLS Grid #L2472829

Sep 18, 2012

Sold

$286,500

$240/sq ft

Feb 29, 2012

Listed

$295,000

$247/sq ft

Nicest 2 Bedroom In Smithtown!!! Set On O'sized 1/2 Acre And Upgraded With 200A Elec Service,New Windows,Roof,Boiler,Central A/C,Recessed Surround Speakers,Gleaming Oak Floors,Marble Fireplace And More.Breezeway Attaches O'size Gar, Bsmt With In/Out.Famed Smithown Schools.Convenient To All & Only $6373/Yr Taxes With Star.This Is The Perfect Starter!!! Don't Miss It..., Additional information: Appearance:Mint,Interior Features:Lr/Dr,Separate Hotwater Heater:Yes

Public Records

Jul 29, 1998

Sold

$152,000

$127/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$9,123

$210 + $3,330

$3,540

2025

$9,123 (+4.5%)

$210 + $3,330

$3,540

2024

$8,734 (+3.6%)

$210 + $3,330

$3,540

2023

$8,432 (+4.2%)

$210 + $3,330

$3,540

2022

$8,092

$210 + $3,330

$3,540

2021

$8,092 (+1.9%)

$210 + $3,330

$3,540

2020

$7,941 (+0.7%)

$210 + $3,330

$3,540

2019

$7,889 (+4.4%)

$210 + $3,330

$3,540

2018

$7,556 (+4.4%)

$210 + $3,330

$3,540

2017

$7,240 (+1.1%)

$210 + $3,330

$3,540

2016

$7,165 (+3.6%)

$210 + $3,330

$3,540

2015

$6,915 (+2.4%)

$210 + $3,330

$3,540

2014

$6,753 (+3.8%)

$210 + $3,330

$3,540

2013

$6,506 (+2.1%)

$210 + $3,330

$3,540

2012

$6,374 (+5.6%)

$210 + $3,330

$3,540

2011

$6,036 (−4.8%)

$210 + $3,330

$3,540

2010

$6,344 (+0.2%)

$210 + $3,560

$3,770

2009

$6,334

$210 + $3,560

$3,770

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.53 Acres

Year renovated

—

Finished Sq. Ft.

1,194

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,194

Year built

1955

Style

Single Family Residential

County

Suffolk County

APN

0800135000500042000

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, 15 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

90/ 100

Exceptional sunlight

Sunscore

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

10.1 hrs

6.1 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 271 Terry Rd

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

Nearby homes have recently sold between $675,000 and $799,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $675K to $799K.

SOLD SEP 3, 2026
$725,000 Last sold price
3 beds2.5 baths1,970 sq ft
39 Merrimack Rd, Smithtown, NY 11787
Listing by Kerrigan Country Realty
$260/sq ft
smaller lot
43 years newer
SOLD SEP 4, 2026
$675,000 Last sold price
2 beds2.5 baths1,688 sq ft
181 North Ln, Smithtown, NY 11787
Listing by EXP Realty
$228/sq ft
smaller lot
33 years newer
SOLD SEP 18, 2026
$755,000 Last sold price
3 beds2.5 baths1,800 sq ft
300 Pond View Ln, Smithtown, NY 11787
Listing by Douglas Elliman Real Estate
$209/sq ft
smaller lot
44 years newer
SOLD AUG 27, 2026
$760,000 Last sold price
3 beds2.5 baths1,485 sq ft
75 Summit Dr, Smithtown, NY 11787
Listing by Signature Premier Properties
$116/sq ft
smaller lot
15 years newer
SOLD SEP 3, 2026
$799,000 Last sold price
4 beds2.5 baths2,183 sq ft
9 Quincy Ln, Smithtown, NY 11787
Listing by Coldwell Banker American Homes
$262/sq ft
smaller lot
19 years newer
SOLD SEP 14, 2026
$750,000 Last sold price
3 beds1 bath1,260 sq ft
257 Bow Dr, Hauppauge, NY 11788
Listing by Daniel Gale Sothebys Intl Rlty
$33/sq ft
smaller lot
8 years newer

This home is pending

The seller has accepted an offer, and this property is now .

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