Off Market Feb 2025 for $960K

$1,130,161

Est. refi paymentEst. refi $6,008/mo

•

2,700

sq ft

45 Roundabout Rd, Smithtown, NY 11787

About this home

Welcome to 45 Roundabout Road, a stunning 4-bedroom, 3.5-bathroom contemporary home situated on an expansive .84-acre lot in the sought-after community of Smithtown. This tranquil property is a "little piece of Nissequogue". Inside, vaulted ceilings with abundant natural lighting highlights an open and inviting floor plan. The spacious living room with large windows and wood burning fireplace makes this the center-point of the home. The gourmet kitchen is fully equipped with stainless appliances, custom cabinetry, and an island, ideal for casual gatherings and meal prep alike. A bonus room extends from the kitchen with an outside entrance, acts as a kitchen-nook/mud-room or office. Each bedroom is generously sized, while the primary suite comes with a private spa-inspired bathroom, walk-in closet and dressing room. The home also includes a lower level, ideal for a home office, gym, or entertainment area, and features a large, attached two-car garage located under the house, providing extra storage and convenience. Outdoors, the expansive, beautifully landscaped yard is a true haven with plenty of space for recreation and relaxation. Located just moments from Smithtown's top-rated schools, parks, shopping, and dining, this residence offers the perfect balance of tranquility and accessibility. Make 45 Roundabout Road your forever home and enjoy all that this incredible property has to offer., Additional information: Appearance:Mint,Separate Hotwater Heater:Y

Single-familyProperty Type

1982Year Built

0.84 acresLot Size

$419Est. Price/Sq.Ft.

Listing by Elaine Patterson • Signature Premier Properties

Listing by Daniel Patterson • Signature Premier Properties

Contact: 516-799-7100

Bought with Nicholas Santillo • Signature Premier Properties

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #L3591736

Redfin Estimate

$1,130,161

$170K since sold in February 2025$17K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.9% lower than the average sale price ($1.14M) of 6 comparable homes.

SOLD AUG 6, 2026
$1,118,000
A
4 beds2.5 baths2,738 sq ft
10 Weatherstone Way, Smithtown, NY 11787
Listing by Signature Premier Properties
SOLD JUN 26, 2026
$1,003,000
B
4 beds2.5 baths2,546 sq ft
330 Edgewood Ave, Smithtown, NY 11787
Listing by Gotham City Realty Group LLC
SOLD SEP 1, 2026
$1,125,000
C
4 beds3.5 baths2,365 sq ft
1 Regal Ct, Saint James, NY 11780
Listing by Howard Hanna Coach
SOLD AUG 28, 2026
$1,035,000
D
4 beds2.5 baths2,700 sq ft
2 Crystal Ct, Smithtown, NY 11787
Listing by Signature Premier Properties
SOLD FEB 18, 2026
$1,015,000
E
4 beds3 baths2,856 sq ft
1 Glenrich Dr, Saint James, NY 11780
Listing by Signature Premier Properties
SOLD AUG 10, 2026
$1,550,000
F
4 beds3 baths2,884 sq ft
6 Magnolia Ln, Smithtown, NY 11787
Listing by Coldwell Banker American Homes

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$316,205

Est. take-home

List your home with Redfin and save $11,302

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,841/mo

Redfin rental estimate

List your home for rent

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 45 Roundabout Rd

Date

Event

Price

Public Records

May 1, 2025

Sold

$960,000

$356/sq ft

OneKey® MLS as Distributed by MLS Grid #L3591736

Feb 13, 2025

Sold

$960,000

$356/sq ft

Dec 17, 2024

Pending

—

Oct 20, 2024

Listed

$999,990

$370/sq ft

OneKey® MLS as Distributed by MLS Grid #1

Nov 11, 2024

Price Changed

$999,990

$370/sq ft

Public Records

Sep 1, 2006

Sold

$670,000

$248/sq ft

Public Records

Dec 30, 1996

Sold

$225,000

$83/sq ft

Public Records

Sep 26, 1980

Sold

$25,500

$9/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$18,889

$975 + $6,225

$7,200

2025

$18,889 (+4.3%)

$975 + $6,225

$7,200

2024

$18,106 (+3.1%)

$975 + $6,225

$7,200

2023

$17,565 (+3.4%)

$975 + $6,225

$7,200

2022

$16,983

$975 + $6,225

$7,200

2021

$16,983 (+1.7%)

$975 + $6,225

$7,200

2020

$16,698 (+0.3%)

$975 + $6,225

$7,200

2019

$16,646 (+3.5%)

$975 + $6,225

$7,200

2018

$16,078 (+3.9%)

$975 + $6,225

$7,200

2017

$15,477 (+1.2%)

$975 + $6,225

$7,200

2016

$15,297 (+2.8%)

$975 + $6,225

$7,200

2015

$14,880 (+2.3%)

$975 + $6,225

$7,200

2014

$14,548 (+3.7%)

$975 + $6,225

$7,200

2013

$14,024 (+2.0%)

$975 + $6,225

$7,200

2012

$13,754 (+5.3%)

$975 + $6,225

$7,200

2011

$13,058 (+2.7%)

$975 + $6,225

$7,200

2010

$12,708 (+0.5%)

$975 + $6,225

$7,200

2009

$12,643

$975 + $6,225

$7,200

Tax history for 45 Roundabout Rd

Year

Property tax

Land + Additions

Assessment*

2026

$18,889

$975 + $6,225

$7,200

2025

$18,889 (+4.3%)

$975 + $6,225

$7,200

2024

$18,106 (+3.1%)

$975 + $6,225

$7,200

2023

$17,565 (+3.4%)

$975 + $6,225

$7,200

2022

$16,983

$975 + $6,225

$7,200

2021

$16,983 (+1.7%)

$975 + $6,225

$7,200

2020

$16,698 (+0.3%)

$975 + $6,225

$7,200

2019

$16,646 (+3.5%)

$975 + $6,225

$7,200

2018

$16,078 (+3.9%)

$975 + $6,225

$7,200

2017

$15,477 (+1.2%)

$975 + $6,225

$7,200

2016

$15,297 (+2.8%)

$975 + $6,225

$7,200

2015

$14,880 (+2.3%)

$975 + $6,225

$7,200

2014

$14,548 (+3.7%)

$975 + $6,225

$7,200

2013

$14,024 (+2.0%)

$975 + $6,225

$7,200

2012

$13,754 (+5.3%)

$975 + $6,225

$7,200

2011

$13,058 (+2.7%)

$975 + $6,225

$7,200

2010

$12,708 (+0.5%)

$975 + $6,225

$7,200

2009

$12,643

$975 + $6,225

$7,200

*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

1.5

Stories

Lot width

—

Lot depth

—

Lot size

0.84 Acres

Year renovated

—

Sq. Ft.

1,610

Year built

1982

Style

Single Family Residential

County

Suffolk County

APN

0800079000100021000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 31, 2026.

Property details

Parking

Parking Information
Parking Features: Attached, Driveway, Garage, Private, Storage, Underground

Garage Information
Has Garage

Interior

Virtual Tour Information

Fireplace Information
Fireplaces Total: 1

Heating & Cooling
Cooling: Central Air
Heating: Oil, Forced Air

Interior Features
Interior Features: Ceiling Fan(s)
Appliances: Convection Oven, Cooktop, Dishwasher, ENERGY STAR Qualified Appliances, Microwave, Refrigerator, Washer, Oil Water Heater
Flooring: Carpet
Levels: Two
Patio And Porch Features: Deck, Porch

Room Information
Room Description: Utilities, Full Bathroom, Bonus Room|| FLR, .5 Bath, Den, FDR, EIK w/Bonus 2 Season Room, Primary BR w/ WIC , Dressing Room, En-suite/ Jacuzzi Tub||BR, BR, Family Full Bath, Bonus Family Room/Br w/WIC or Office
Basement YN: Yes
Attic: Partial,Scuttle
Rooms Total: 10
Basement: Full, Partially Finished, Walk-Out Access

Bathroom Information
Bathrooms Full: 3
Bathrooms Half: 1

Exterior

Exterior Features
Exterior Features: Private Entrance
Construction Materials: Cedar, Frame

Lot Information
Additional Parcels YN: No
Lot Features: Near Public Transit, Near School, Near Shops, Corner Lot, Level, Sloped, Wooded, Part Wooded, Stone/Brick Wall

Property Information
Living Area Source: Plans
Property Sub Type: Single Family Residence
Property Condition: Actual

Financial

Tax Information
Tax Section: 79
Tax Annual Amount: $18,507.51

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Sewer: Cesspool
Utilities: Trash Collection Public

Location

HOA Information
Association Amenities: Park

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

Location Information
Directions: River Road to Roundabout Rd, Corner Property, Driveway on Roundabout Rd
County Or Parish: Suffolk County

Public facts

Beds: 1
Baths: 1.5
Sq. Ft.: 1,610
Stories: 2.0
Lot Size: 0.84 acres
Style: Single Family Residential
Year Built: 1982
Year Renovated: —
County: Suffolk County
APN: 0800079000100021000

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 • 2.7mi

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, 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

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

$1.07M – $1.30M

Reach more buyers when you sell with Redfin. Save up to $11,302 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

3D WALKTHROUGH

$799,999

3 beds2.5 baths1,609 sq ft

59 Derby Pl, Smithtown, NY 11787

Listing by Howard Hanna Coach

$799,900

4 beds2 baths1,783 sq ft

41 Oak St, Smithtown, NY 11787

Listing by Netter Real Estate Inc

OPEN SAT, 12PM TO 2:30PM

$999,000

4 beds3 baths1,986 sq ft

57 Brooksite Dr, Smithtown, NY 11787

Listing by Realty Executives Today

$799,999

4 beds2 baths2,200 sq ft

36 Fifty Acre Rd S, Smithtown, NY 11787

Listing by National Real Estate Agency

$749,000

4 beds2 baths1,900 sq ft

16 Edgar Dr, Smithtown, NY 11787

Listing by Signature Premier Properties

3D WALKTHROUGH

$1,250,000

5 beds3 baths2,788 sq ft

2 Three Pond Rd, Smithtown, NY 11787

Listing by Howard Hanna Coach

New listings for sale in 11787

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

Home values near 45 Roundabout Rd

Data from public records.

Address	Redfin Estimate
43 Roundabout Road, Smithtown, NY 3 Beds \| 2 Baths \| 1405 Sq. Ft.	$921,406
50 Roundabout Road, Smithtown, NY 3 Beds \| 1.5 Baths \| 1575 Sq. Ft.	$786,793

Address	Redfin Estimate
39 Roundabout Road, Smithtown, NY 3 Beds \| 2 Baths \| 1800 Sq. Ft.	$970,760
48 Roundabout Road, Smithtown, NY 4 Beds \| 1.5 Baths \| 2240 Sq. Ft.	$863,214

Address	Redfin Estimate
52 Roundabout Road, Smithtown, NY 3 Beds \| 2.5 Baths \| 1592 Sq. Ft.	$854,205
8 S Lot Road, Smithtown, NY 4 Beds \| 2.5 Baths \| 2316 Sq. Ft.	$963,216

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2024. This data may not match . Learn more.

More real estate resources

Zip Codes
Cities
Minor Civil Divisions
Neighborhoods
Popular Searches

11754 homes for sale
11780 homes for sale
11725 homes for sale
11787 homes for sale
11788 homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Wilton homes for sale
Weston homes for sale
Fairfield homes for sale
Easton homes for sale
New Canaan homes for sale

Houses for rent in Smithtown	Agents near me	White Plains, NY homes for sale	Smithtown Housing Market
Houses for sale near me	New York, NY homes for sale	Yonkers, NY homes for sale
Land for sale near me	Manhattan, NY homes for sale	Scarsdale, NY homes for sale
Open Houses near me	Rochester, NY homes for sale	Smithtown Property Records
Condos for sale near me	Buffalo, NY homes for sale	NY New Listings

Greenwich homes for sale
Stamford homes for sale
Norwalk homes for sale