Off Market Jun 2025 for $982K

$970,760

Est. refi paymentEst. refi $6,306/mo

•

1,800

sq ft

39 Roundabout Rd, Smithtown, NY 11787

About this home

Location,Location,Location! Welcome to 39 Roundabout Road... This beautifully maintained Ranch set in the heart of Smithtown- features an entry foyer way, oversized living room w/ wood burning Stone Fireplace & Custom Shelving, Formal Dining Room, Updated EIK with granite counter tops,center Island & An abundance of natural light, 3 bedrooms and 2 newly updated full bathrooms w/ floor to ceiling tile… Downstairs you will find an oversized partially finished basement allowing for ample storage and endless opportunities! Step outside to a Very Private & Tranquil Yard! Which has been professionally landscaped. It is fully fenced & has a gorgeous Large paver patio, outdoor kitchen area with bluestone counters, built-in BBQ, fridge and sink, backyard lighting, a natural stone fire pit, Natural Waterfall with Long Island Boulders and a hot tub! Additional features include.....Hard wood Floors, Crown molding throughout, A Walk Up Attic With great Storage or closet space, A convenient mudroom off Garage, Anderson windows, Vinyl Shakes, Extended Driveway W Cobblestone Apron, New front Paver walkway, Oversized 2-car attached garage, IGS (18 Zones), CAC (1 Zone), Oil Heat (2 Zone), 200 AMP electric, Roof (2008 – 30 Yr Architectural)… All of this and so much more set on a picturesque .74 Acre in a Gorgeous neighborhood of North Smithtown! Conveniently located to shops & LIRR also! (Showing only at Open Houses 05/17 + 05/18... see you there!)

Single-familyProperty Type

1955Year Built

0.74 acresLot Size

$539Est. Price/Sq.Ft.

2 car garageParking

Listing by Deborah Lettieri • Signature Premier Properties

Contact: 631-827-3056

Bought with Lauren Marasco • All Island Estates Realty Corp

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #842652

Redfin Estimate

$970,760

$11K since sold in June 2025$2,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.9% higher than the average sale price ($917K) of 5 comparable homes.

SOLD AUG 24, 2026
$900,000
A
3 beds3 baths1,730 sq ft
8 Roundabout Rd, Smithtown, NY 11787
Listing by Maureen Folan R E Group LLC
SOLD JUL 23, 2026
$909,130
B
3 beds2 baths1,730 sq ft
18 Ursular Ct, Smithtown, NY 11787
Listing by Keller Williams Realty Elite
SOLD JUL 28, 2026
$935,000
C
3 beds2 baths1,400 sq ft
7 Ursular Ct, Smithtown, NY 11787
Listing by Signature Premier Properties
SOLD AUG 14, 2026
$990,000
D
4 beds2 baths2,100 sq ft
58 Cherry Ln, Smithtown, NY 11787
Listing by Daniel Gale Sothebys Intl Rlty
SOLD APR 27, 2026
$850,000
E
3 beds2 baths1,544 sq ft
96 Brooksite Dr, Smithtown, NY 11787
Listing by Signature Premier Properties

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Earn from this home

Sell

$143,954

Est. take-home

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Refinance

Est. cash available

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Rent

$2,979/mo

Redfin rental estimate

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Market trends in 11787, NY

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

104.8%

+0.8% MoM

Median sale price

$815K

$15K MoM

Avg. days on market

21d

1 days MoM

Recently sold homes

17 MoM

New listings for sale

COMING SOON
$689,000
3 beds1 bath920 sq ft
8 Gedney Ave, Smithtown, NY 11787
Listing by Signature Premier Properties
OPEN SAT, 1PM TO 3PM
$779,000
2 beds2.5 baths— sq ft
230 Pond View Ln, Smithtown, NY 11787
Listing by 365 Realty Group Inc
FOR SALE BY OWNER
$719,999
3 beds2 baths— sq ft
57 Juniper Ave, Smithtown, NY 11787
OPEN SAT, 1PM TO 2:30PM
$850,000
4 beds2.5 baths2,500 sq ft
14 Format Ln, Smithtown, NY 11787
Listing by BH&G R E Realty Connect
3D WALKTHROUGH
$799,999
3 beds2.5 baths1,609 sq ft
59 Derby Pl, Smithtown, NY 11787
Listing by Howard Hanna Coach
$759,000
4 beds3.5 baths2,731 sq ft
23 Dale Ln, Smithtown, NY 11787
Listing by Douglas Elliman Real Estate
3D WALKTHROUGH
$799,000
4 beds2.5 baths2,100 sq ft
10 Foothill Ln, Smithtown, NY 11787
Listing by Exit Realty Achieve
$738,000
3 beds2 baths1,550 sq ft
19 Ridgeley Rd, Smithtown, NY 11787
Listing by BH&G R E Realty Connect
COMING SOON
$629,999
3 beds1.5 baths1,200 sq ft
6 Sybil Pl, Smithtown, NY 11787
Listing by Signature Premier Properties
$799,900
4 beds2.5 baths2,050 sq ft
22 Sheppard Ln Unit B, Smithtown, NY 11787
Listing by RE/MAX Team
See all

Provided by Redfin

Sale history for 39 Roundabout Rd

Year

Property tax

Land + Additions

Assessment*

2026

$15,812

$855 + $5,192

$6,047

2025

$15,812 (+4.3%)

$855 + $5,192

$6,047

2024

$15,154 (−1.9%)

$855 + $5,192

$6,047

2023

$15,444 (+3.5%)

$855 + $5,495

$6,350

2022

$14,918

$855 + $5,495

$6,350

2021

$14,918 (+1.7%)

$855 + $5,495

$6,350

2020

$14,664 (+0.4%)

$855 + $5,495

$6,350

2019

$14,612 (+3.6%)

$855 + $5,495

$6,350

2018

$14,099 (+3.9%)

$855 + $5,495

$6,350

2017

$13,564 (+1.2%)

$855 + $5,495

$6,350

2016

$13,408 (+2.9%)

$855 + $5,495

$6,350

2015

$13,030 (+2.3%)

$855 + $5,495

$6,350

2014

$12,738 (+3.7%)

$855 + $5,495

$6,350

2013

$12,278 (+2.0%)

$855 + $5,495

$6,350

2012

$12,040 (−6.3%)

$855 + $5,495

$6,350

2011

$12,853 (+15.5%)

$855 + $5,495

$6,350

2010

$11,131 (+15.3%)

$855 + $5,495

$6,350

2009

$9,654

$855 + $5,495

$6,350

Tax history for 39 Roundabout Rd

Year

Property tax

Land + Additions

Assessment*

2026

$15,812

$855 + $5,192

$6,047

2025

$15,812 (+4.3%)

$855 + $5,192

$6,047

2024

$15,154 (−1.9%)

$855 + $5,192

$6,047

2023

$15,444 (+3.5%)

$855 + $5,495

$6,350

2022

$14,918

$855 + $5,495

$6,350

2021

$14,918 (+1.7%)

$855 + $5,495

$6,350

2020

$14,664 (+0.4%)

$855 + $5,495

$6,350

2019

$14,612 (+3.6%)

$855 + $5,495

$6,350

2018

$14,099 (+3.9%)

$855 + $5,495

$6,350

2017

$13,564 (+1.2%)

$855 + $5,495

$6,350

2016

$13,408 (+2.9%)

$855 + $5,495

$6,350

2015

$13,030 (+2.3%)

$855 + $5,495

$6,350

2014

$12,738 (+3.7%)

$855 + $5,495

$6,350

2013

$12,278 (+2.0%)

$855 + $5,495

$6,350

2012

$12,040 (−6.3%)

$855 + $5,495

$6,350

2011

$12,853 (+15.5%)

$855 + $5,495

$6,350

2010

$11,131 (+15.3%)

$855 + $5,495

$6,350

2009

$9,654

$855 + $5,495

$6,350

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.74 Acres

Year renovated

—

Sq. Ft.

1,655

Year built

1955

Style

Single Family Residential

County

Suffolk County

APN

0800079000100024000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 31, 2026.

Property details

Parking

Parking Information
Carport YN: No

Garage Information
Garage Spaces: 2
Has Garage

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 1
Fireplace Features: Living Room, Masonry, Wood Burning

Heating & Cooling
Cooling: Central Air
Heating: Baseboard, Hot Water, Oil

Interior Features
Interior Features: First Floor Bedroom,First Floor Full Bath,Built-in Features,Cathedral Ceiling(s),Crown Molding,Eat-in Kitchen,Entertainment Cabinets,Entrance Foyer,Formal Dining,Granite Counters,Kitchen Island,Primary Bathroom,Recessed Lighting,Storage,Walk Through Kitchen,Washer/Dryer Hookup
Laundry Features: In Basement
Appliances: Convection Oven, Dryer, Electric Oven, Electric Water Heater, Refrigerator, Stainless Steel Appliance(s), Washer
Flooring: Hardwood, Laminate
Levels: One
Patio And Porch Features: Patio, Porch

Room Information
Basement YN: Yes
Attic: Walkup
Rooms Total: 7
Basement: Bilco Door(s), Crawl Space, Full, Partially Finished, Storage Space
Additional Rooms: Dining Area

Bathroom Information
Bathrooms Full: 2

Exterior

Exterior Features
Exterior Features: Fire Pit, Garden, Gas Grill, Lighting, Mailbox
Construction Materials: Vinyl Siding
Fencing: Back Yard
Other Structures: Outdoor Kitchen, Shed(s)
Waterfront YN: No

Lot Information
Lot Features: Back Yard, Front Yard, Garden, Landscaped, Level, Near Public Transit, Near School, Near Shops, Private, Secluded, Sprinklers In Front, Sprinklers In Rear, Stone/Brick Wall

Property Information
Living Area Source: Plans
Living Area (Sq. Ft.): 1800.00
Building Area Total (Sq. Ft.): 2623.00
Building Area Source: Plans
Property Sub Type: Single Family Residence
Property Condition: Updated/Remodeled

Financial

Tax Information
Tax Year: 2024
Tax Source: Municipality
Tax Annual Amount: $16,030.36

Financial Information
Buyer Financing: Cash

Utilities

Utility Information
Electric Company: PSEG
Sewer: Cesspool
Utilities: Cable Available, Electricity Connected, Trash Collection Public, Water Connected

Location

School Information
Elementary School: Smithtown Elementary School
Elementary School District: Smithtown
Middle Or Junior School: Accompsett Middle School
Middle Or Junior School District: Smithtown
High School: Smithtown High School-West
High School District: Smithtown

Location Information
Directions: River Road to Roundabout or Landing Ave to Woodland to Roundabout
County Or Parish: Suffolk County

Public facts

Beds: 3
Baths: 1.0
Sq. Ft.: 1,655
Stories: 1.0
Lot Size: 0.74 acres
Style: Single Family Residential
Year Built: 1955
Year Renovated: —
County: Suffolk County
APN: 0800079000100024000

Home facts updated by county records on Aug 31, 2026

Around this home

Schools

Smithtown Elementary School

Public K-5 • Assigned • 0.7mi

7/10

Accompsett Middle School

Public 6-8 • Assigned • 2.6mi

7/10

Smithtown High School West

Public 9-12 • Assigned • 2.8mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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

In this area, properties receive around 8.8 hours in June and 4.5 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$923,000 – $1.12M

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Home values near 39 Roundabout Rd

Data from public records.

Address	Redfin Estimate
45 Roundabout Road, Smithtown, NY 4 Beds \| 3.5 Baths \| 2700 Sq. Ft.	$1,130,161
43 Roundabout Road, Smithtown, NY 3 Beds \| 2 Baths \| 1405 Sq. Ft.	$921,406

Address	Redfin Estimate
37 Roundabout Road, Smithtown, NY 6 Beds \| 4.5 Baths \| - Sq. Ft.	$1,242,509
52 Roundabout Road, Smithtown, NY 3 Beds \| 2.5 Baths \| 1592 Sq. Ft.	$854,205

Address	Redfin Estimate
46 Roundabout Road, Smithtown, NY 4 Beds \| 3.5 Baths \| 3820 Sq. Ft.	$1,652,542
50 Roundabout Road, Smithtown, NY 3 Beds \| 1.5 Baths \| 1575 Sq. Ft.	$786,793

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2025. This data may not match . Learn more.

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