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)
Homes for sale near 39 Roundabout Road
0.99 ACRESListing by: Signature Premier Properties- 0.87 ACRESListing by: Maureen Folan R E Group LLC
- 0.76 ACRESListing by: Douglas Elliman Real Estate
- 0.66 ACRESListing by: Realty Connect USA L I Inc
- 0.94 ACRESListing by: Howard Hanna Coach
- OPEN FRI, 4:30-6:30PMCOMING SOON 5/120.5 ACRESListing by: Keller Williams Realty Elite
- 0.38 ACRESListing by: Douglas Elliman Real Estate
- 0.25 ACRESListing by: Keystone Realty USA Corp
See more homes for sale inSmithtown
Apartments for Rent
- PET FRIENDLY$2,235 - $2,950/mo1-2 bd1 baEagle Rock Apartments at Nesconset | 835 Nesconset Hwy #6H08,
Nesconset, NY 11767Eagle Rock Management - PET FRIENDLY
- PET FRIENDLY$2,370 - $3,170/mo1-2 bd1 baFairfield at New England Village | 437 Lincoln Blvd #8614550bb,
Hauppauge, NY 11788Fairfield Properties - PET FRIENDLY$2,995 - $4,225/mo1-2 bd1-2 baThe Lofts at Maple & Main | 42-48 Maple Ave #83958620b,
Smithtown, NY 11787 - $2,245 - $3,235/moStudio-2 bd1 baFairfield Estates at St. James | 206 Jefferson Ave #7bfcb08cc,
Saint James, NY 11780Fairfield Properties - PET FRIENDLY$2,115 - $2,530/moStudio-1 bd1 baFairfield at Smithtown | 35 Elliott Pl #53964f42f,
Smithtown, NY 11787Fairfield Properties - PET FRIENDLYFairfield Properties
- NEW - 1 DAY AGOAPPLY INSTANTLY
- APPLY INSTANTLYPET FRIENDLYFURNISHED
- APPLY INSTANTLY
- APPLY INSTANTLYPET FRIENDLY
See more homes for rent inSmithtown
Local Information
© Google
-- mins to
Description
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!)
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. This description is from June 18, 2025
Home Highlights
Parking
Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 39 Roundabout Road
|
|---|
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 |
|
|---|
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 |
|
|---|
Cumulative Days on Market: 4 |
|
|---|
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 |
|
|---|
Price List Price: $849,000 |
Status Change & Dates Off Market Date: Mon May 19 2025 |
|
|---|
MLS Status: Sold |
|
|---|
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 |
|
|---|
Building Area Building Area: 2623 Square Feet |
|
|---|
Not Senior Community |
|
|---|
No HOA |
|
|---|
Lot Area: 0.74 acres |
|
|---|
Special Conditions: None |
|
|---|
Listing Agreement Type: Exclusive Right To Sell |
|
|---|
BasementMls Number: 842652Attic: WalkupAttribution Contact: 631-827-3056Showing Requirements: Pet(s) on Premises, Restricted Hours, See Remarks |
Last check for updates: 1 day 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
Price History for 39 Roundabout Road
| Date | Price | Event | Source |
|---|---|---|---|
| 06/18/2025 | $982,000 | Sold | OneKey® MLS as distributed by MLS GRID #842652 |
| 05/22/2025 | $849,000 | Pending | OneKey® MLS as distributed by MLS GRID #842652 |
| 05/19/2025 | $849,000 | ListingRemoved | OneKey® MLS as distributed by MLS GRID #842652 |
| 05/15/2025 | $849,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #842652 |
- Results are loading
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | |
| Assessment | $703,140 |
Home facts updated by county records
Comparable Sales for 39 Roundabout Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.12 | Single-Family Home | $620,000 | 12/31/25 | 4 | 2.5 | 2,546 | |
0.27 | Single-Family Home | $950,000 | 08/08/25 | 4 | 3 | 2,107 | |
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 | |
0.31 | Single-Family Home | $1,300,000 | 01/08/26 | 4 | 3 | 2,880 | |
0.29 | Single-Family Home | $900,000 | 06/17/25 | 4 | 2.5 | 2,700 | |
0.34 | Single-Family Home | $1,200,000 | 10/09/25 | 5 | 3 | 2,800 | |
0.49 | Single-Family Home | $669,000 | 05/14/25 | 4 | 2 | 1,799 | |
0.80 | Single-Family Home | $950,000 | 12/03/25 | 3 | 2 | 1,706 |
Assigned Schools
These are the assigned schools for 39 Roundabout Road.
- 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 Review4y 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 39 Roundabout Road.
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 2026-02-06 15:18:24 PST. 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
Homes for rent near 39 Roundabout Road
- Results are loading
Off Market Homes Near 39 Roundabout Road
- SOLDMAY 8, 2026Integrity Core Realty
- SOLDMAY 7, 2026The Agency Northshore NY
- SOLDMAY 6, 2026Douglas Elliman Real Estate
- SOLDMAY 6, 2026Douglas Elliman Real Estate
- SOLDMAY 6, 2026Signature Premier Properties
- SOLDMAY 5, 2026Compass Greater NY LLC
- SOLDMAY 4, 2026Compass Greater NY LLC
- SOLDMAY 1, 2026Douglas Elliman Real Estate
- See more homes for sale inSmithtown
Explore by feature
PET FRIENDLY
SPECIAL OFFERPET FRIENDLY$2,995 - $4,225/mo1-2 bd1-2 baThe Lofts at Maple & Main | 42-48 Maple Ave #83958620b,
Smithtown, NY 11787
SPECIAL OFFERPET FRIENDLY$2,115 - $2,530/moStudio-1 bd1 baFairfield at Smithtown | 35 Elliott Pl #53964f42f,
Smithtown, NY 11787Fairfield Properties
APPLY INSTANTLYPET FRIENDLY
PET FRIENDLY
PET FRIENDLY
39 Roundabout Road, Smithtown, NY 11787 is a 3 bedroom, 2 bathroom, 1,800 sqft single-family home built in 1955. 39 Roundabout Road is located in The Landing, Smithtown. This property is not currently available for sale. 39 Roundabout Road was last sold on Jun 18, 2025 for $982,000 (16% higher than the asking price of $849,000). The current Trulia Estimate for 39 Roundabout Road is $1,034,200.