For sale

$749,990

271 Terry Road, Smithtown, NY 11787

3beds

1,194sqft

Single Family Residence, Residential

Built in 1955

0.53 Acres Lot

$-- Zestimate^®

$628/sqft

$-- HOA

What's special

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

2 days

465

15

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 3
Bathrooms: 2
Full bathrooms: 2

Primary bedroom

Description: The main level includes a kitchen, 2 bedrooms, full bath, dining room, and living room with wood-burning fireplace, plus a deck, breezeway, detached garage, pool, and expansive backyard.
Level: First

Basement

Description: The finished lower level features a private outside entrance, full designer bath, office space, living area, laundry, wet bar, walk-in closet, storage, and backyard access
Level: Lower

Heating

Forced Air

Cooling

Central Air

Appliances

Included: Gas Cooktop, Refrigerator
Laundry: In Basement

Features

First Floor Bedroom, First Floor Full Bath
Basement: Finished
Attic: Unfinished
Has fireplace: Yes
Fireplace features: Wood Burning

Interior area

Total structure area: 1,724
Total interior livable area: 1,194 sqft

Property

Parking

Total spaces: 1
Parking features: Detached, Driveway
Garage spaces: 1
Has uncovered spaces: Yes

Features

Has private pool: Yes

Lot

Size: 0.53 Acres

Details

Parcel number: 0800135000500042000
Special conditions: None

Construction

Type & style

Home type: SingleFamily
Architectural style: Ranch
Property subtype: Single Family Residence, Residential

Materials

Frame

Condition

Year built: 1955

Utilities & green energy

Sewer: Cesspool
Water: Public
Utilities for property: Cable Available, Electricity Connected, Natural Gas Connected, Trash Collection Public, Water Connected

Community & HOA

HOA

Has HOA: No

Location

Region: Smithtown

Financial & listing details

Price per square foot: $628/sqft
Tax assessed value: $3,540
Annual tax amount: $9,123
Date on market: 8/9/2026
Cumulative days on market: 1 day
Listing agreement: Exclusive Right To Sell
Electric utility on property: Yes

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
8/9/2026	Listed for sale	$749,990+161.8%$628/sqft
Source: OneKey® MLS as distributed by MLS GRID #1036406 Report a problem
9/18/2012	Sold	$286,500-2.9%$240/sqft
Source: OneKey® MLS as distributed by MLS GRID #L2472829 Report a problem
5/22/2012	Price change	$295,000-4.5%$247/sqft
Source: Showcase Of Long Island Realty #2472829 Report a problem
3/19/2012	Price change	$309,000-3.4%$259/sqft
Source: Showcase Of Long Island Realty #2472829 Report a problem
3/2/2012	Listed for sale	$319,900+110.5%$268/sqft
Source: Showcase of Long Island Realty Report a problem
7/29/1998	Sold	$152,000$127/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	--	$3,540
2024	--	$3,540
2023	--	$3,540
2022	--	$3,540
2021	--	$3,540
2020	--	$3,540
2019	--	$3,540
2018	--	$3,540
2017	$7,407	$3,540
2016	--	$3,540
2015	--	$3,540
2014	--	$3,540
2013	--	$3,540
2012	--	$3,540
2011	--	$3,540
2010	--	$3,540 -6.1%
2009	--	$3,770
2008	--	$3,770
2007	$6,171 +21.9%	$3,770
2005	$5,061 +7.3%	$3,770
2004	$4,718 +8.4%	$3,770
2003	$4,354 +7.8%	$3,770
2002	$4,039	$3,770
2001	--	$3,770
2000	$4,364	$3,770

Find assessor info on the county website

Monthly payment

Estimated monthly payment$1,822

Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included

All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.

HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.

Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.

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Climate risks

Neighborhood: 11787

Getting around

52 / 100

Somewhat Walkable

34 / 100

Somewhat Bikeable

Nearby schools

GreatSchools rating

8/10
Mount Pleasant Elementary School
Grades: K-5Distance: 1.1 mi
6/10
Great Hollow Middle School
Grades: 6-8Distance: 0.6 mi
10/10
Smithtown High School West
Grades: 9-12Distance: 4.2 mi

Schools provided by the listing agent

Elementary: Mt Pleasant Elementary School
Middle: Great Hollow Middle School
High: Smithtown High School-West

Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.