Off Market Feb 2022 for $860K

$1,120,745

Est. refi paymentEst. refi $5,523/mo

•

2.5 ba

•

1,145

sq ft

44 Roundabout Rd, Smithtown, NY 11787

About this home

Incredible opportunity! Expanded sprawling ranch on perfect flat over 1 acre lot with 41 real owned outright solar panels, large horseshoe cobblestone driveway, Beautiful front porch and a 1200 square-foot heated indoor pool. This home features an open floor plan, vaulted ceiling's, hardwood floors, recessed lighting, chefs kitchen with white cabinets, subway tile backsplash, stainless steel appliances, breakfast bar, lots of cabinet and counter space, custom cultured stone fireplace, Beautiful hallway bath with walk-in shower, large primary suite with full bath and additional room for expanding Second wing one bedroom, full bath with separate entrance, finished basement with full bath, oversized two car garage with half bath, two oil tanks, Thousand gallon buried Propane tank, chicken coop, Additional information: Separate Hotwater Heater:Y

Single-familyProperty Type

1965Year Built

1.02 acresLot Size

$979Est. Price/Sq.Ft.

Listing by Bryan Karp • Howard Hanna Coach

Bought with Lisa Miglino • Signature Premier Properties

Source:OneKey® MLS as Distributed by MLS Grid #L3343557

Redfin Estimate

$1,120,745

$261K since sold in February 2022$1,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 29.5% higher than the average sale price ($866K) of 6 comparable homes.

SOLD SEP 1, 2026
$1,125,000
A
4 beds3.5 baths2,365 sq ft
1 Regal Ct, Saint James, NY 11780
Listing by Howard Hanna Coach
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 JUL 27, 2026
$725,500
C
4 beds2.5 baths2,500 sq ft
23 Whitney Gate, Smithtown, NY 11787
Listing by Realty Connect USA L I Inc
SOLD AUG 24, 2026
$900,000
D
3 beds3 baths1,730 sq ft
8 Roundabout Rd, Smithtown, NY 11787
Listing by Maureen Folan R E Group LLC
SOLD JUN 9, 2026
$790,000
E
4 beds3 baths1,756 sq ft
3 Aron St, Smithtown, NY 11787
Listing by Century 21 AA Realty
SOLD JUN 8, 2026
$650,000
F
3 beds3 baths1,561 sq ft
263 N Country Rd, Smithtown, NY 11787
Listing by Century 21 AA Realty

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Earn from this home

Sell

$426,329

Est. take-home

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Refinance

Est. cash available

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Rent

$3,148/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

Redfin agents who toured

Well maintained home on large flat usable lot with open concept, vaulted ceilings in mainlining area and indoor pool. Home also features a 2 car garage and full finished basement.
5 years ago• May not reflect the current state of the home
William Ortiz
Redfin Premier agent • Licensed Real Estate Salesperson

Sale history for 44 Roundabout Rd

Date

Event

Price

Public Records

Feb 20, 2022

Sold

$860,000

$751/sq ft

OneKey® MLS as Distributed by MLS Grid #L3343557

Nov 23, 2021

Sold

$860,000

$751/sq ft

Oct 8, 2021

Pending

—

Sep 7, 2021

Listed

$849,999

$742/sq ft

Public Records

Jul 16, 2012

Sold

$385,000

$336/sq ft

OneKey® MLS as Distributed by MLS Grid #L2479837

Mar 23, 2012

Listed

$429,000

$375/sq ft

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Year

Property tax

Land + Additions

Assessment*

2026

$10,043

$1,025 + $5,785

$6,810

2025

$10,043 (+3.7%)

$1,025 + $5,785

$6,810

2024

$9,688 (+4.2%)

$1,025 + $5,785

$6,810

2023

$9,302 (−26.0%)

$1,025 + $5,785

$6,810

2022

$12,577

$1,025 + $5,785

$6,810

2021

$12,577 (+1.8%)

$1,025 + $5,785

$6,810

2020

$12,357 (+0.4%)

$1,025 + $5,785

$6,810

2019

$12,301 (−11.0%)

$1,025 + $5,785

$6,810

2018

$13,817 (+0.4%)

$1,025 + $5,485

$6,510

2017

$13,755 (+1.2%)

$1,025 + $5,410

$6,435

2016

$13,597 (−2.6%)

$1,025 + $5,410

$6,435

2015

$13,966 (−8.6%)

$1,025 + $5,755

$6,780

2014

$15,285 (+13.1%)

$1,025 + $5,755

$6,780

2013

$13,515 (+2.3%)

$1,025 + $6,475

$7,500

2012

$13,217 (−23.7%)

$1,025 + $6,475

$7,500

2011

$17,332 (+2.7%)

$1,025 + $8,975

$10,000

2010

$16,870 (+0.5%)

$1,025 + $8,975

$10,000

2009

$16,783

$1,025 + $8,975

$10,000

Tax history for 44 Roundabout Rd

Year

Property tax

Land + Additions

Assessment*

2026

$10,043

$1,025 + $5,785

$6,810

2025

$10,043 (+3.7%)

$1,025 + $5,785

$6,810

2024

$9,688 (+4.2%)

$1,025 + $5,785

$6,810

2023

$9,302 (−26.0%)

$1,025 + $5,785

$6,810

2022

$12,577

$1,025 + $5,785

$6,810

2021

$12,577 (+1.8%)

$1,025 + $5,785

$6,810

2020

$12,357 (+0.4%)

$1,025 + $5,785

$6,810

2019

$12,301 (−11.0%)

$1,025 + $5,785

$6,810

2018

$13,817 (+0.4%)

$1,025 + $5,485

$6,510

2017

$13,755 (+1.2%)

$1,025 + $5,410

$6,435

2016

$13,597 (−2.6%)

$1,025 + $5,410

$6,435

2015

$13,966 (−8.6%)

$1,025 + $5,755

$6,780

2014

$15,285 (+13.1%)

$1,025 + $5,755

$6,780

2013

$13,515 (+2.3%)

$1,025 + $6,475

$7,500

2012

$13,217 (−23.7%)

$1,025 + $6,475

$7,500

2011

$17,332 (+2.7%)

$1,025 + $8,975

$10,000

2010

$16,870 (+0.5%)

$1,025 + $8,975

$10,000

2009

$16,783

$1,025 + $8,975

$10,000

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

Property details

Interior

Basement Information
Basement Type: Partial

Bathroom Information
# of Full Baths: 2
# of 1/2 Baths: 1

Heating & Cooling
Heating Fuel Type: Electric
Heating Type: Hot Air

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Ranch
Building Construction Quality: Average
Exterior Wall: Wood
Building Type: Single Family

Pool Information
Pool Type: Steel/Vinyl
Has Pool

Property Information
Subdivision Name: WOODLAND ESTATES
Living Sq. Ft: 1,145
Ground Floor Sq. Ft: 2,445
Building Sq. Ft: 2,925
# of Stories: 1
Legal Description: 22-883001 TC-70 *1656 LOT 29 WOODLAND ESTATES

Parking & Garage Information
Parking Type: Attached Garage
Garage/Parking Sq. Ft: 480
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 44,431
Legal Lot Number: 29
Legal Block Number: 1
School Tax District: SMITHTOWN
Municipality Name: SMITHTOWN
Acres: 1.02
State Use Description: SINGLE FAMILY RESID

Utility Information
Sewer Type: Private
Water Service Type: Commercial
Utility Type: Electric

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 5
Baths: 2.5
Sq. Ft.: 1,145
Stories: 1.0
Lot Size: 1.02 acres
Style: Single Family Residential
Year Built: 1965
Year Renovated: —
County: Suffolk County
APN: 0800079000100026000

Home facts updated by county records on Aug 31, 2026

Around this home

Schools

Smithtown Elementary School

Public K-5 • Assigned • 0.6mi

7/10

Accompsett Middle School

Public 6-8 • Assigned • 2.6mi

7/10

Smithtown High School West

Public 9-12 • Assigned • 2.7mi

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

4/10 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

$1.07M – $1.29M

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Home values near 44 Roundabout Rd

Data from public records.

Address	Redfin Estimate
37 Roundabout Road, Smithtown, NY 6 Beds \| 4.5 Baths \| - Sq. Ft.	$1,242,509
50 Roundabout Road, Smithtown, NY 3 Beds \| 1.5 Baths \| 1575 Sq. Ft.	$786,793

Address	Redfin Estimate
46 Roundabout Road, Smithtown, NY 4 Beds \| 3.5 Baths \| 3820 Sq. Ft.	$1,652,542
40 Roundabout Road, Smithtown, NY 3 Beds \| 2 Baths \| 2053 Sq. Ft.	$956,541

Address	Redfin Estimate
39 Roundabout Road, Smithtown, NY 3 Beds \| 2 Baths \| 1800 Sq. Ft.	$970,760
35 Roundabout Road, Smithtown, NY 4 Beds \| 2.5 Baths \| 2250 Sq. Ft.	$966,982

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