29 Roundabout Rd, Smithtown, NY 11787
Property image
Property image
OFF MARKET

$1,031,900

Trulia Estimate
  • 5 Beds
  • 2.5 Baths
  • 3,000 sqft (on 7.71 acres)

29 Roundabout Rd, Smithtown, NY 11787

The Landing
Est. Refi. Payment $6,835/mo*
Refinance Your Home
Currently Off Market - Sold Jul 31, 2017 for $510,000

Home Value

Trulia Estimate
$1.03M
Since last month
Decreased$6K (-0.6%)
Since last year
Increased$46K (+4.7%)
Since last sale
Increased$517K (+101.3%)
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 +85% in the last 10 years
MonthEstimated value
2026
August 2026$1.03M
July 2026$1.03M
June 2026$1.03M
May 2026$1.04M
April 2026$1.01M
March 2026$1M
February 2026$975K
January 2026$957K
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
45 Woodland Dr, Smithtown, NY
0.11
Single-Family Home
$960,000
07/31/26
5
3
2,537
330 Edgewood Avenue, Smithtown, NY
0.17
Single-Family Home
$1,003,000
06/26/26
4
2.5
2,546
2 The Spout, Smithtown, NY
0.23
Single-Family Home
$1,200,000
10/09/25
5
3
2,800
12 Teapot Lane, Smithtown, NY
0.17
Single-Family Home
$1,300,000
01/08/26
4
3
2,880
20 S Lot Road, Smithtown, NY
0.18
Single-Family Home
$980,000
10/29/25
5
4.5
3,066
214 Landing Avenue, Smithtown, NY
0.30
Single-Family Home
$649,000
07/27/26
3
2.5
2,112
234 Edgewood Avenue, Smithtown, NY
0.10
Single-Family Home
$975,000
01/23/26
5
4
4,307
334 Edgewood Avenue, Smithtown, NY
0.22
Single-Family Home
$965,000
06/25/26
4
2
2,119
8 Roundabout Road, Smithtown, NY
0.20
Single-Family Home
$900,000
08/24/26
3
3
1,730
23 Whitney Gate, Smithtown, NY
0.57
Single-Family Home
$725,500
07/27/26
4
2.5
2,500

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
45 Woodland Dr, Smithtown, NY 11787
0.11
$960,000
5
3
2,537
Recently Sold
234 Edgewood Avenue, Smithtown, NY 11787
0.10
$975,000
5
4
4,307
Recently Sold
25 Teapot Lane, Smithtown, NY 11787
0.09
$1,056,400
4
3.5
-
Off Market
39 Roundabout Road, Smithtown, NY 11787
0.16
$1,042,800
3
2
1,800
Off Market
328 Edgewood Avenue, Smithtown, NY 11787
0.15
$1,067,100
5
3
-
Off Market
8 Roundabout Road, Smithtown, NY 11787
0.20
$900,000
3
3
1,730
Recently Sold
7 Bridle Path Rd, Smithtown, NY 11787
0.20
$1,038,400
3
3.5
-
Off Market
12 Teapot Lane, Smithtown, NY 11787
0.17
$1,300,000
4
3
2,880
Recently Sold
330 Edgewood Avenue, Smithtown, NY 11787
0.17
$1,003,000
4
2.5
2,546
Recently Sold
20 S Lot Road, Smithtown, NY 11787
0.18
$1,024,100
5
4.5
3,066
Off Market
18 Bridle Path Road, Smithtown, NY 11787
0.21
$844,200
4
2
-
Off Market
20 Bridle Path Road, Smithtown, NY 11787
0.22
$774,600
3
2
2,396
Off Market

Local Information

  • Map ViewExplore the area around 29 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
7.71 acres
Living Area
3,000 sqft
Price/Sqft
$344
Parking
Garage

About this House

Beautiful Split Colonial With 5 Bedrooms, 2.5 Baths in one of Smithtown's most desirable tree lined neighborhoods. The main level boasts a large EIK, Living Room, Dining Room, And A Screened In Porch. The Walk Out Lower Level Has A Family Room With Wood Burning Fireplace, Guest Bedroom, Full Bath, And Laundry Room. Upstairs There Are 3 Ample Bedrooms And 1 Bathroom. A Few Steps Up Leads To A Separate Mbr With Office. Schedule your viewing today with the Sullivan Walden Group at 631-871-6699.
29 Roundabout Rd, Smithtown, NY 11787 is a 5 bedroom, 3 bathroom, 3,000 sqft single-family home in The Landing, built in 1954. It last sold for $510,000 on Jul 31, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,031,900, with a rent estimate of $5,332/month.

Home Details for 29 Roundabout Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11Types of Rooms: Breakfast Nook, Dining Room, Family Room, Laundry Room, Office, Pantry
Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood
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: Vinyl, WoodPorchSprinkler System
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 7.71 acres

Price and Tax history

DateEventPrice
Jul 31, 2017
Source: OneKey® MLS as distributed by MLS GRID #L2928671
Sold
$510,000
Apr 12, 2017
Source: Agent Provided
Listed For Sale
$525,000
Jan 18, 2016
Source: Agent Provided
ListingRemoved
$514,000
Aug 29, 2015
Source: Agent Provided
PriceChange
$514,000
Price decreased by 3%
Jun 9, 2015
Source: Agent Provided
Listed For Sale
$529,000

Market trends in Smithtown

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

Around this home

Neighborhood Overview

The Landing
See Local Highlights
Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Frequently asked questions about 29 Roundabout Rd

  • What is 29 Roundabout Rd estimated to be worth?
    Trulia's estimated value for 29 Roundabout Rd in Smithtown, NY is $1,031,900.
  • What is the price history for 29 Roundabout Rd?
    29 Roundabout Rd in Smithtown, NY last sold for $510,000 in July 2017.
  • 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 29 Roundabout Rd have laundry facilities?
    Yes, 29 Roundabout Rd in Smithtown, NY has laundry facilities.
  • How big is the lot at 29 Roundabout Rd?
    The lot at 29 Roundabout Rd in Smithtown, NY is about 0.72 acres (31,363 sq ft).

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