5 Roundabout Rd, Smithtown, NY 11787
OFF MARKET

5 Roundabout Rd
Smithtown, NY 11787

The Landing
  • 4 Beds
  • 4 Baths
  • 2,086 sqft (on 1.24 acres)

$1,245,600

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $8,313/mo*

$1,245,600

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $8,313/mo*
4 Beds
4 Baths
2,086 sqft
(on 1.24 acres)

Home Value

Trulia Estimate
$1.25M
Since last month
Increased$9K (+0.7%)
Since last year
Increased$85K (+7.3%)
Since last sale
Increased$823K (+192.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +77% in the last 10 years
MonthEstimated value
2026
August 2026$1.25M
July 2026$1.24M
June 2026$1.23M
May 2026$1.24M
April 2026$1.18M
March 2026$1.17M
February 2026$1.16M
January 2026$1.14M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.07
Single-Family Home
$975,000
01/23/26
5
4
4,307
0.20
Single-Family Home
$649,000
07/27/26
3
2.5
2,112
0.12
Single-Family Home
$960,000
07/31/26
5
3
2,537
0.20
Single-Family Home
$1,300,000
01/08/26
4
3
2,880
0.30
Single-Family Home
$1,003,000
06/26/26
4
2.5
2,546
0.36
Single-Family Home
$965,000
06/25/26
4
2
2,119
0.27
Single-Family Home
$1,200,000
10/09/25
5
3
2,800
0.43
Single-Family Home
$999,999
11/25/25
4
2.5
2,775
0.46
Single-Family Home
$725,500
07/27/26
4
2.5
2,500
0.31
Single-Family Home
$980,000
10/29/25
5
4.5
3,066

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.07
$975,000
5
4
4,307
Recently Sold
0.12
$960,000
5
3
2,537
Recently Sold
0.13
$943,200
4
2.5
-
Off Market
0.17
$658,000
3
2
1,300
Recently Sold
0.17
$1,061,900
4
3.5
-
Off Market
0.18
$1,047,200
3
3.5
-
Off Market
0.20
$649,000
3
2.5
2,112
Recently Sold
0.20
$1,300,000
4
3
2,880
Recently Sold
0.21
$987,500
5
3
2,400
Off Market
0.21
$997,200
4
3
2,107
Off Market
0.25
$712,400
4
2
1,799
Off Market
0.25
$1,014,400
4
3
-
Off Market

Local Information

  • Map ViewExplore the area around 5 Roundabout Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1954
Lot Size
1.24 acres
Living Area
2,086 sqft
Price/Sqft
$597
Parking
Garage

About this House

This single-family home is located at 5 Roundabout Rd, Smithtown, NY. 5 Roundabout Rd is in the The Landing neighborhood in Smithtown, NY and in ZIP code 11787. This property has 4 bedrooms, 4 bathrooms and approximately 2,086 sqft of floor space. This property has a lot size of 1.24 acres and was built in 1954.
5 Roundabout Rd, Smithtown, NY 11787 is a 4 bedroom, 4 bathroom, 2,086 sqft single-family home in The Landing, built in 1954. It last sold for $427,600 on Jan 2, 2001. It is currently off market. The Trulia Estimate is $1,245,600, with a rent estimate of $5,570/month.

Home Details for 5 Roundabout Rd

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1954
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 1.24 acres

Price and Tax history

DateEventPrice
Jan 2, 2001
Source: N/A
Sold
$427,600
Jun 11, 1998
Source: N/A
Sold
$310,000

Market trends in Smithtown

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$808K
$4.33K
MoM
Sale-to-List Price
—
Price per sq ft
—
Available listings
102
20
MoM

Neighborhood Overview

Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Frequently asked questions about 5 Roundabout Rd

  • What is 5 Roundabout Rd estimated to be worth?
    Trulia's estimated value for 5 Roundabout Rd in Smithtown, NY is $1,245,600.
  • What is the price history for 5 Roundabout Rd?
    5 Roundabout Rd in Smithtown, NY last sold for $427,600 in January 2001.
  • Is Smithtown a buyer's or seller's market?
    Smithtown is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Smithtown?
    The median sale price in Smithtown is $808K. That is up $4.33K from the prior month.
  • Does 5 Roundabout Rd have a pool?
    Yes, 5 Roundabout Rd in Smithtown, NY has a pool.
  • How big is the lot at 5 Roundabout Rd?
    The lot at 5 Roundabout Rd in Smithtown, NY is about 1.2 acres.

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