45 Roundabout Road
Smithtown, NY 11787
The Landing
4 Beds
3.5 Baths
2,700 sqft (on 0.84 acres)
4 Beds
3.5 Baths
2,700 sqft
(on 0.84 acres)
Local Information
- Map ViewExplore the area around 45 Roundabout Road.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1982
Lot Size
0.84 acres
Living Area
2,700 sqft
Price/Sqft
$378
Parking
Garage
About this House
Welcome to 45 Roundabout Road, a stunning 4-bedroom, 3.5-bathroom contemporary home situated on an expansive .84-acre lot in the sought-after community of Smithtown. This tranquil property is a "little piece of Nissequogue". Inside, vaulted ceilings with abundant natural lighting highlights an open and inviting floor plan. The spacious living room with large windows and wood burning fireplace makes this the center-point of the home. The gourmet kitchen is fully equipped with stainless appliances, custom cabinetry, and an island, ideal for casual gatherings and meal prep alike. A bonus room extends from the kitchen with an outside entrance, acts as a kitchen-nook/mud-room or office. Each bedroom is generously sized, while the primary suite comes with a private spa-inspired bathroom, walk-in closet and dressing room. The home also includes a lower level, ideal for a home office, gym, or entertainment area, and features a large, attached two-car garage located under the house, providing extra storage and convenience. Outdoors, the expansive, beautifully landscaped yard is a true haven with plenty of space for recreation and relaxation. Located just moments from Smithtown's top-rated schools, parks, shopping, and dining, this residence offers the perfect balance of tranquility and accessibility. Make 45 Roundabout Road your forever home and enjoy all that this incredible property has to offer., Additional information: Appearance:Mint,Separate Hotwater Heater:Y
45 Roundabout Road, Smithtown, NY 11787 is a 4 bedroom, 4 bathroom, 2,700 sqft single-family home in The Landing, built in 1982. It last sold for $960,000 on May 1, 2025 (4% below the $999,990 asking price). It is currently off market. The Trulia Estimate is $1,020,000, with a rent estimate of $5,125/month.
Home Details for 45 Roundabout Road
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Interior Details Basement: Full,Partially Finished,Walk-Out AccessNumber of Rooms: 10Types of Rooms: Auxiliary Room |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 2700 Square Feet |
Appliances & Utilities Utilities: Trash Collection PublicAppliances: Convection Oven, Cooktop, Dishwasher, ENERGY STAR Qualified Appliances, Microwave, Refrigerator, Washer, Oil Water HeaterDishwasherMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Oil,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Oil |
Fireplace & Spa Number of Fireplaces: 1No Spa |
Windows, Doors, Floors & Walls Flooring: Carpet |
Levels, Entrance, & Accessibility Levels: TwoFloors: Carpet |
View Has a ViewView: Panoramic, Skyline, Open |
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Exterior Home Features Patio / Porch: Deck, PorchVegetation: Partially WoodedExterior: Private EntranceNo Private Pool |
Parking & Garage No CarportHas a GarageHas Open ParkingParking: Attached,Driveway,Garage,Private,Storage,Underground |
Frontage Responsible for Road Maintenance: Public Maintained Road |
Water & Sewer Sewer: Cesspool |
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Cumulative Days on Market: 58 |
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Year Built Year Built: 1982 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Contemporary |
Building Construction Materials: CedarNot Attached Property |
Property Information Condition: ActualParcel Number: 0800079000100021000 |
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Price List Price: $999,990 |
Status Change & Dates Off Market Date: Tue Dec 17 2024 |
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MLS Status: Sold |
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Direction & Address City: 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: 2700 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 0.84 acres |
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Listing Agreement Type: Exclusive Right To Sell |
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BasementMls Number: L3591736Attic: Partial, ScuttleAttribution Contact: 516-799-7100Showing Requirements: Call Listing Office |
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HOA Amenities: Park |
Last check for updates: about 2 hours ago
Listed by Elaine Patterson SRES, (516) 799-7100
Signature Premier Properties, (516) 799-7100
Daniel Patterson, (516) 765-6717
Signature Premier Properties, (516) 799-7100
Bought with: Nicholas Santillo, (516) 924-3677, Signature Premier Properties, (516) 799-7100
Source: OneKey® MLS as distributed by MLS GRID, MLS#L3591736
Price History for 45 Roundabout Road
| Date | Price | Event | Source |
|---|---|---|---|
| 05/01/2025 | $960,000 | Sold | N/A |
| 02/13/2025 | $960,000 | Sold | OneKey® MLS as distributed by MLS GRID #L3591736 |
| 12/17/2024 | $999,990 | Pending | OneKey® MLS as distributed by MLS GRID #L3591736 |
| 11/11/2024 | $999,990 | PriceChange | OneKey® MLS as distributed by MLS GRID #3586260 |
| 11/01/2024 | $1,049,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #3586260 |
| 09/01/2006 | $670,000 | Sold | N/A |
| 12/30/1996 | $225,000 | Sold | N/A |
Market trends in Smithtown
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
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Available listings
122
29MoM
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Property Tax and Assessment
| Year | 2025 |
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| Tax | |
| Assessment | $900,000 |
Home facts updated by county records
Comparable Sales for 45 Roundabout Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.16 | Single-Family Home | $1,003,000 | 06/26/26 | 4 | 2.5 | 2,546 | |
0.15 | Single-Family Home | $965,000 | 06/25/26 | 4 | 2 | 2,119 | |
0.08 | Single-Family Home | $980,000 | 10/29/25 | 5 | 4.5 | 3,066 | |
0.21 | Single-Family Home | $915,000 | 12/19/25 | 4 | 2.5 | 2,500 | |
0.39 | Single-Family Home | $1,300,000 | 01/08/26 | 4 | 3 | 2,880 | |
0.41 | Single-Family Home | $1,200,000 | 10/09/25 | 5 | 3 | 2,800 | |
0.36 | Single-Family Home | $950,000 | 08/08/25 | 4 | 3 | 2,107 | |
0.19 | Single-Family Home | $817,000 | 05/18/26 | 4 | 2.5 | 2,477 | |
0.26 | Single-Family Home | $840,000 | 10/22/25 | 4 | 2.5 | 2,890 | |
0.59 | Single-Family Home | $1,015,000 | 02/18/26 | 4 | 3 | 2,856 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDOCT 29, 2025Cardinal Realty Group LLC
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SOLDJUN 26, 2026Gotham City Realty Group LLC
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Assigned Schools
These are the assigned schools for 45 Roundabout Road.
- Smithtown High School West
- 9-12
- Public
- 1158 Students
10/10GreatSchools 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
7/10GreatSchools 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
7/10GreatSchools 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 45 Roundabout Road.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
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Based on information submitted to the MLS GRID as of 2026-07-28 04:03:11 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