14 Roundabout Rd
Smithtown, NY 11787
The Landing
4 Beds
2 Baths
2,236 sqft (on 0.81 acres)
4 Beds
2 Baths
2,236 sqft
(on 0.81 acres)
Local Information
© Google
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Description
Desirable N. Smithtown'home Sweet Home'warm & Welcoming Farm Ranch Home On Gorgeous Private Parklike .81 Acre. 4 Bdrms, 2 Updated Baths,New Paint,Roof, Siding, Windows, Hardwd Floors,Custom Molding Thru Out,Hi Hats,Livingrm W/ Marble F/P,Den Off Kitchen, Sunroom And Enclosed Screened Porch.Updated Burner &Hw Heater,Finished Bsmt,Extended Belgium Blk Drvway.Ready To Move In
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 14 Roundabout Rd
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Heating & Cooling Heating: Other, OtherHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 1.5 |
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Year Built Year Built: 1954 |
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod |
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Exterior Home Features Exterior: Composition |
Parking & Garage GarageParking: Garage Attached |
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Units in Building: 1 |
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Lot Area: 0.81 acres |
Price History for 14 Roundabout Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 11/21/2008 | $539,990 | ListingRemoved | Agent Provided |
| 09/29/2008 | $539,990 | Listed For Sale | Agent Provided |
| 11/25/1996 | $238,000 | Sold | N/A |
Market trends in Smithtown
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
93
28MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $718,750 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$4,481/mo
Homes for rent near 14 Roundabout Rd
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Comparable Sales for 14 Roundabout Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.10 | Single-Family Home | $950,000 | 08/08/25 | 4 | 3 | 2,107 | |
0.26 | Single-Family Home | $982,000 | 06/18/25 | 3 | 2 | 1,800 | |
0.32 | Single-Family Home | $620,000 | 12/31/25 | 4 | 2.5 | 2,546 | |
0.30 | Single-Family Home | $1,300,000 | 01/08/26 | 4 | 3 | 2,880 | |
0.38 | Single-Family Home | $915,000 | 12/19/25 | 4 | 2.5 | 2,500 | |
0.37 | Single-Family Home | $1,200,000 | 10/09/25 | 5 | 3 | 2,800 | |
0.52 | Single-Family Home | $999,999 | 11/25/25 | 4 | 2.5 | 2,775 | |
0.28 | Single-Family Home | $658,000 | 12/03/25 | 3 | 2 | 1,300 | |
0.16 | Single-Family Home | $975,000 | 01/23/26 | 5 | 4 | 4,307 | |
0.48 | Single-Family Home | $900,000 | 06/17/25 | 4 | 2.5 | 2,700 |
Nearby homes
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Assigned Schools
These are the assigned schools for 14 Roundabout Rd.
- Smithtown High School West
- 9-12
- Public
- 1158 Students
9/10GreatSchools RatingParent Rating AverageThis is literally the worst school, everyday I come here I feel drained and miserable and the staff are a bunch of old miserable people. There’s like 4 teachers I actually like and I know care about there students. When you are a teacher you can’t not like kids and it’s obviously half the staff here DOES NOT like children. 1/10 for this school.Student Review5y ago - Smithtown Elementary School
- K-5
- Public
- 517 Students
6/10GreatSchools RatingParent Rating AverageOur 3 children have gone and still attend Smithtown Elementary. The entire staff has been nothing but the best. Our 3 kids flourished at this school while getting the individual attention they needed. The school is clean, the grounds are beautiful, the playground is brand new. All of the teachers have been excellent, attentive, and communicative.Parent Review1y ago - Accompsett Middle School
- 6-8
- Public
- 522 Students
5/10GreatSchools RatingParent Rating AverageThe teachers are very compassionate about trying to provide the best learning experiences for all children regardless of their capabilities. This is also the ESL magnet school for the district and the students are made to feel welcomed.Parent Review5y ago 
Check out schools near 14 Roundabout Rd.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
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Homes for sale near 14 Roundabout Rd
COMING SOON 6/230.53 ACRESListing by: Douglas Elliman Real Estate
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0.66 ACRESListing by: Realty Connect USA L I Inc
0.94 ACRESListing by: Howard Hanna Coach
0.25 ACRESListing by: Coldwell Banker American Homes
0.5 ACRESListing by: Signature Premier Properties
0.69 ACRESListing by: Realty Connect USA L I Inc
OPEN FRI, 3:30-5:30PMCOMING SOON 6/190.5 ACRESListing by: Howard Hanna Coach
1.08 ACRESListing by: Exit Realty Achieve
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Off Market Homes Near 14 Roundabout Rd
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SOLDJUN 10, 2026Unique Home Sales of L I Inc- See more homes for sale inSmithtown
14 Roundabout Rd, Smithtown, NY 11787 is a 4 bedroom, 2 bathroom, 2,236 sqft single-family home built in 1954. 14 Roundabout Rd is located in The Landing, Smithtown. This property is not currently available for sale. 14 Roundabout Rd was last sold on Nov 25, 1996 for $238,000. The current Trulia Estimate for 14 Roundabout Rd is $822,900.