131 Oakside Drive Smithtown, NY $ 1,375,000
131 Oakside Drive
$ 1,375,000
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131 Oakside Drive

Smithtown, NY, 11787
$ 1,375,000
Bedrooms4 Baths3.0 Sq 3,300

Monthly Estimate*

$ 8,578

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Single Family Home for sale in Smithtown, NY

for $1,375,000 with 4 bedrooms and 3 full baths. This 3,300 square foot home was built in 1967 on a lot size of 1.86.

Perched atop a scenic hill in one of Smithtown’s most prestigious enclaves, this architecturally distinctive ranch-style home offers an unmatched combination of total privacy, eco-conscious design, and serene natural beauty. Located within the award-winning Smithtown School District and surrounded by lush woodlands near the Nissequogue River, this Mid Century Modern home is a true retreat for those who value tranquility, style, and effortless indoor-outdoor living. From the moment you arrive, the home’s striking exterior, expansive setting, and custom design features signal that this is no ordinary residence. Inside, the open-concept layout is both inviting and impressive, with a peaceful, zen vibe and a bridge over a one-of-a-kind custom koi pond. Soaring vaulted ceilings and radiant heated floors run through the main living areas. Walls of oversized sliding glass doors flood the interior with natural light and seamlessly connect the indoors to a sprawling Trex deck—perfect for entertaining on any scale. Cleverly hidden solar panels provide electricity at almost no monthly cost. At the heart of the home lies a beautifully appointed, modern kitchen featuring quartz countertops, an oversized center island, and sleek custom cabinetry. The space flows effortlessly into the expansive great room, creating a bright and airy living experience that feels both refined and relaxed. A two-sided fireplace enhances both the living and dining rooms. Step outside and discover a true entertainer’s dream: a brand-new resort-style pool with a shallow sun bed lounge area, custom stone fire pit, and a vast deck ideal for hosting gatherings or simply enjoying peaceful mornings. A thoughtfully designed lower level includes a private guest suite with its own full bath and separate above-grade entrance—ideal for extended stays or multi-generational living. A fully equipped gym completes the lower level, with a ton of closets for storage. Propane generator. Unique in every sense, this residence is a rare find—a perfectly curated blend of modern comfort and natural serenity.

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Single Family Active

Price

$ 1,375,000

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 20,848

Style

Ranch

Lot Size

1.86

Year Built

1967

Town/City

Smithtown

County/Region

Suffolk

MLS | Web ID

933632

Features
Interior
Interior Amenities First Floor Bedroom First Floor Full Bath Beamed Ceilings Breakfast Bar Cathedral Ceiling(s) Chefs Kitchen Eat-in Kitchen Entrance Foyer Formal Dining In-Law Floorplan Open Floorplan Open Kitchen Pri
Basement Finished
Flooring Combination Wood
Total Fireplaces 2
Fireplace Features Wood Burning
Basement Features Finished
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 0
Total Bedrooms 4
Total Baths 3
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General
Sewer Public Sewer
Heating Oil Radiant Floor
Cooling Central Air
Utilities Cable Connected Electricity Connected Propane Water Connected
Appliances Dishwasher Dryer Microwave Oven Range Refrigerator Washer
Patio/Porch Features Deck Patio
Architectural Style Ranch
Pool Features In Ground
Construction Materials Cedar
Year Built 1967
View Trees/Woods
Property Subtype Single Family Residence
Tax Year 2024
Parcel Number 0800-035-00-04-00-026-000
County Suffolk County
Property Type Residential
HOA N
Garage Y/N N
Other Structures Carport(s)
Total Rooms 7
Full Baths 3
High School Smithtown High School-East
City Smithtown
Senior Community Y/N N
High School District Smithtown
Carport Spaces 2
Carport Y/N Y
Elementary School Smithtown Elementary School
Property Attached Y/N N
Tax Annual Amount 20848.8
Showing Instructions Text Listing Agent
Middle/Junior High School Nesaquake Middle School
Property Condition Updated/Remodeled
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Smithtown
Elementary School District Smithtown
Tax Assessed Value 7568
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Exterior
Parking Features Driveway Driveway
Water Source Public
Total Parking 10
Parking Spaces 10
Spa N
Building Area Total 3300
Waterfront Y/N N
Horse Y/N N
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Internal Only
Street Number 1 131
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* Excluded Features
List By
Kristine J. Livadas

Listing Agent

Compass Greater Ny Llc

Broker

516-776-0039

Contact

Affordability Calculator

$10,316
Per Month
83%
17%
0%
Monthly Principal & Interest
$8,578
Monthly Property Taxes
$1,737
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4099196 Elementary School
4100210 Middle School
Smithtown High School-East High School
Pricing History
DatePricePrice ChangeDescription
11/9/2025$1,375,000 Listed Price

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131 Oakside Drive, Smithtown, NY, 11787 is a Single Family Home for sale at $1,375,000 with 3,300 sqft and a lot size of 1.86. 131 Oakside Drive has 4 bedrooms, 3.0 baths, and was built in 1967. The property's zip code is 11787 which is in Smithtown, NY