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

$986,000

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,272 sqft (on 0.77 acres)

27 Roundabout Rd, Smithtown, NY 11787

The Landing
Est. Refi. Payment $6,628/mo*
Refinance Your Home
Currently Off Market - Sold Jun 25, 2014 for $500,000

Home Value

Trulia Estimate
$986K
Since last month
Decreased$5K (-0.5%)
Since last year
Increased$62K (+6.7%)
Since last sale
Increased$479K (+95.8%)
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 +93% in the last 10 years
MonthEstimated value
2026
August 2026$979K
July 2026$984K
June 2026$982K
May 2026$976K
April 2026$942K
March 2026$933K
February 2026$923K
January 2026$924K
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
0.27
Single-Family Home
$649,000
07/27/26
3
2.5
2,112
0.18
Single-Family Home
$900,000
08/24/26
3
3
1,730
0.10
Single-Family Home
$960,000
07/31/26
5
3
2,537
0.25
Single-Family Home
$965,000
06/25/26
4
2
2,119
0.20
Single-Family Home
$1,003,000
06/26/26
4
2.5
2,546
0.17
Single-Family Home
$1,300,000
01/08/26
4
3
2,880
0.24
Single-Family Home
$658,000
12/03/25
3
2
1,300
0.23
Single-Family Home
$1,200,000
10/09/25
5
3
2,800
0.55
Single-Family Home
$725,500
07/27/26
4
2.5
2,500
0.07
Single-Family Home
$975,000
01/23/26
5
4
4,307

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
0.10
$960,000
5
3
2,537
Recently Sold
0.07
$975,000
5
4
4,307
Recently Sold
0.09
$1,051,000
4
3.5
-
Off Market
0.19
$1,042,800
3
2
1,800
Off Market
0.18
$1,067,100
5
3
-
Off Market
0.18
$900,000
3
3
1,730
Recently Sold
0.19
$1,038,400
3
3.5
-
Off Market
0.17
$1,300,000
4
3
2,880
Recently Sold
0.20
$1,003,000
4
2.5
2,546
Recently Sold
0.21
$1,024,100
5
4.5
3,066
Off Market
0.22
$840,200
4
2
-
Off Market
0.23
$774,600
3
2
2,396
Off Market

Local Information

  • Map ViewExplore the area around 27 Roundabout Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1957
Lot Size
0.77 acres
Living Area
2,272 sqft
Price/Sqft
$434
Parking
Garage

About this House

Charming Farmranch In Smithtown Sd,Set On Very Private.77 Of An Acre.Beautiful F/Lvgrm W/Fplc & Custom Cherry Builtins,Oversized Fdr,Eik- W/Fplc,Den,Laundry Rm, 3Bdrm, 2 Fbaths,Hardwood Flrs.Thruout, 2 Sep. Patios, Large 2Car Grge With Sep. Basemnt Ent. 5 Zone Heat W/ Buderus Boiler, Cac
27 Roundabout Rd, Smithtown, NY 11787 is a 3 bedroom, 2 bathroom, 2,272 sqft single-family home in The Landing, built in 1957. It last sold for $500,000 on Jun 25, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $986,000, with a rent estimate of $4,268/month.

Home Details for 27 Roundabout Rd

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7Types of Rooms: Dining Room, Family Room
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1957
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.77 acres

Price and Tax history

DateEventPrice
Jun 25, 2014
Source: OneKeyยฎ MLS as distributed by MLS GRID #L2637686
Sold
$500,000
Feb 9, 2014
Source: Agent Provided
ListingRemoved
$509,000
Jan 3, 2014
Source: Agent Provided
PriceChange
$509,000
Price decreased by 6%
Oct 5, 2013
Source: Agent Provided
Listed For Sale
$539,000

Market trends in Smithtown

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

Neighborhood Overview

Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Frequently asked questions about 27 Roundabout Rd

  • What is 27 Roundabout Rd estimated to be worth?
    Trulia's estimated value for 27 Roundabout Rd in Smithtown, NY is $986,000.
  • What is the price history for 27 Roundabout Rd?
    27 Roundabout Rd in Smithtown, NY last sold for $500,000 in June 2014.
  • 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 27 Roundabout Rd have air conditioning?
    Yes, 27 Roundabout Rd in Smithtown, NY has air conditioning.
  • Does 27 Roundabout Rd have laundry facilities?
    Yes, 27 Roundabout Rd in Smithtown, NY has in-unit laundry.

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