39 Roundabout Road
Smithtown, NY 11787
The Landing
3 Beds
2 Baths
1,800 sqft (on 0.74 acres)
3 Beds
2 Baths
1,800 sqft
(on 0.74 acres)
Home Value
Trulia Estimate
$1.04MSince last month
$300 (0%)Since last year
Increased$50K (+5%)Since last sale
Increased$59K (+6%)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 +114% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $1.04M |
| July 2026 | $1.04M |
| June 2026 | $1.03M |
| May 2026 | $1.04M |
| April 2026 | $1.03M |
| March 2026 | $1.03M |
| February 2026 | $1.03M |
| January 2026 | $1.01M |
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 |
|---|---|---|---|---|---|---|---|
0.15 | Single-Family Home | $965,000 | 06/25/26 | 4 | 2 | 2,119 | |
0.12 | Single-Family Home | $1,003,000 | 06/26/26 | 4 | 2.5 | 2,546 | |
0.19 | Single-Family Home | $960,000 | 07/31/26 | 5 | 3 | 2,537 | |
0.24 | Single-Family Home | $915,000 | 12/19/25 | 4 | 2.5 | 2,500 | |
0.05 | Single-Family Home | $980,000 | 10/29/25 | 5 | 4.5 | 3,066 | |
0.46 | Single-Family Home | $649,000 | 07/27/26 | 3 | 2.5 | 2,112 | |
0.31 | Single-Family Home | $1,300,000 | 01/08/26 | 4 | 3 | 2,880 | |
0.34 | Single-Family Home | $1,200,000 | 10/09/25 | 5 | 3 | 2,800 | |
0.80 | Single-Family Home | $950,000 | 02/17/26 | 3 | 2 | 1,706 | |
0.52 | Single-Family Home | $845,000 | 01/12/26 | 3 | 2.5 | 2,922 |
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 |
|---|---|---|---|---|---|---|
0.05 | $980,000 | 5 | 4.5 | 3,066 | Recently Sold | |
0.07 | $905,000 | 4 | 2.5 | - | For Sale | |
0.14 | $777,100 | 3 | 2 | 2,396 | Off Market | |
0.10 | $1,024,100 | 4 | 3.5 | 2,700 | Off Market | |
0.16 | $844,200 | 4 | 2 | - | Off Market | |
0.12 | $1,003,000 | 4 | 2.5 | 2,546 | Recently Sold | |
0.19 | $960,000 | 5 | 3 | 2,537 | Recently Sold | |
0.14 | $1,066,900 | 5 | 3 | - | Off Market | |
0.15 | $965,000 | 4 | 2 | 2,119 | Recently Sold | |
0.19 | $887,200 | 7 | 2.5 | - | Off Market | |
0.24 | $1,042,600 | 3 | 3.5 | - | Off Market |
Local Information
- Map ViewExplore the area around 39 Roundabout Road.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1955
Lot Size
0.74 acres
Living Area
1,800 sqft
Price/Sqft
$576
Parking
Garage
About this House
Location,Location,Location! Welcome to 39 Roundabout Road... This beautifully maintained Ranch set in the heart of Smithtown- features an entry foyer way, oversized living room w/ wood burning Stone Fireplace & Custom Shelving, Formal Dining Room, Updated EIK with granite counter tops,center Island & An abundance of natural light, 3 bedrooms and 2 newly updated full bathrooms w/ floor to ceiling tile… Downstairs you will find an oversized partially finished basement allowing for ample storage and endless opportunities! Step outside to a Very Private & Tranquil Yard! Which has been professionally landscaped. It is fully fenced & has a gorgeous Large paver patio, outdoor kitchen area with bluestone counters, built-in BBQ, fridge and sink, backyard lighting, a natural stone fire pit, Natural Waterfall with Long Island Boulders and a hot tub! Additional features include.....Hard wood Floors, Crown molding throughout, A Walk Up Attic With great Storage or closet space, A convenient mudroom off Garage, Anderson windows, Vinyl Shakes, Extended Driveway W Cobblestone Apron, New front Paver walkway, Oversized 2-car attached garage, IGS (18 Zones), CAC (1 Zone), Oil Heat (2 Zone), 200 AMP electric, Roof (2008 – 30 Yr Architectural)… All of this and so much more set on a picturesque .74 Acre in a Gorgeous neighborhood of North Smithtown! Conveniently located to shops & LIRR also! (Showing only at Open Houses 05/17 + 05/18... see you there!)
39 Roundabout Road, Smithtown, NY 11787 is a 3 bedroom, 2 bathroom, 1,800 sqft single-family home in The Landing, built in 1955. It last sold for $982,000 on Jun 18, 2025 (16% above the $849,000 asking price). It is currently off market. The Trulia Estimate is $1,037,600, with a rent estimate of $3,946/month.
Last check for updates: about 8 hours ago
Listed by Deborah Lettieri, (631) 827-3056
Signature Premier Properties, (631) 360-2800
Bought with: Lauren Marasco, (516) 721-5615, All Island Estates Realty Corp, (516) 783-5600
Source: OneKey® MLS as distributed by MLS GRID, MLS#842652
Home Details for 39 Roundabout Road
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Interior Details Basement: Bilco Door(s),Crawl Space,Full,Partially Finished,Storage SpaceNumber of Rooms: 7 |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 1800 Square Feet |
Appliances & Utilities Utilities: Cable Available, Electricity Connected, Trash Collection Public, Water ConnectedAppliances: Convection Oven, Dryer, Electric Oven, Electric Water Heater, Refrigerator, Stainless Steel Appliance(s), WasherDryerLaundry: Washer/Dryer Hookup,In BasementRefrigeratorWasher |
Heating & Cooling Heating: Baseboard,Hot Water,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa Number of Fireplaces: 1Fireplace: Living Room, Masonry, Wood BurningHas a FireplaceNo Spa |
Gas & Electric Has Electric on Property |
Windows, Doors, Floors & Walls Flooring: Hardwood, Laminate |
Levels, Entrance, & Accessibility Levels: OneFloors: Hardwood, Laminate |
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Exterior Home Features Patio / Porch: Patio, PorchFencing: Back YardOther Structures: Outdoor KitchenExterior: Fire Pit, Garden, Gas Grill, Lighting, MailboxGardenNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 2Parking: Garage |
Water & Sewer Sewer: Cesspool |
Farm & Range Allowed to Raise Horses |
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Cumulative Days on Market: 4 |
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Year Built Year Built: 1955 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Ranch |
Building Construction Materials: Vinyl SidingNot Attached Property |
Property Information Condition: Updated/RemodeledParcel Number: 0800079000100024000 |
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Price List Price: $849,000 |
Status Change & Dates Off Market Date: Mon May 19 2025 |
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MLS Status: Sold |
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Direction & Address City: SmithtownCommunity: North Smithtown |
School Information Elementary School: Smithtown Elementary SchoolJr High / Middle School: Accompsett Middle SchoolHigh School: Smithtown High School-WestHigh School District: Smithtown |
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Building Area Building Area: 2623 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 0.74 acres |
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Special Conditions: None |
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Listing Agreement Type: Exclusive Right To Sell |
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BasementMls Number: 842652Attic: WalkupAttribution Contact: 631-827-3056Showing Requirements: Pet(s) on Premises, Restricted Hours, See Remarks |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jun 18, 2025 Source: OneKey® MLS as distributed by MLS GRID #842652 | Sold | $982,000 |
May 22, 2025 Source: OneKey® MLS as distributed by MLS GRID #842652 | Pending | $849,000 |
May 19, 2025 Source: OneKey® MLS as distributed by MLS GRID #842652 | ListingRemoved | $849,000 |
May 15, 2025 Source: OneKey® MLS as distributed by MLS GRID #842652 | Listed For Sale | $849,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | Unavailable | $755,875 |
Home facts updated by county records
Market trends in Smithtown
Last updated July 2026
Avg. sale price
$808K
$4.33KMoM
Sale-to-List Price
—
Price per sq ft
—
Available listings
102
20MoM
Around this home
Neighborhood Overview
Neighborhood stats provided by third party data sources.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Based on information submitted to the MLS GRID as of 2026-08-21 02:23:02 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information
Frequently asked questions about 39 Roundabout Road
- What is 39 Roundabout Road estimated to be worth?Trulia's estimated value for 39 Roundabout Road in Smithtown, NY is $1,037,600.
- What is the price history for 39 Roundabout Road?39 Roundabout Road in Smithtown, NY last sold for $982,000 in June 2025.
- 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 39 Roundabout Road have air conditioning?Yes, 39 Roundabout Road in Smithtown, NY has air conditioning.
- Does 39 Roundabout Road have laundry facilities?Yes, 39 Roundabout Road in Smithtown, NY has in-unit laundry.
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