# 135 Oakside Drive, Smithtown, NY 11787

> **TL;DR:** 4bd/4ba single family, $1,350,000 ($450/sqft), built 1968, 3,000 sqft.
> Pool, Fireplace, A/C. Est. $7,220/mo. Listed 24 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $1,350,000 |
| Price/sqft | $450 |
| Bedrooms | 4 |
| Bathrooms | 3 full, 1 half |
| Square Feet | 3,000 |
| Year Built | 1968 |
| Lot Size | 70,567 sqft (1.62 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 24 |

## Why This Home Stands Out

- **Pool** - Patio, Deck

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $6,826 |
| Estimated Insurance | $394 |
| **Total** | **$7,220** |

## Nearby Schools

- **Elementary:** Dogwood Elementary School
- **Middle:** Accompsett Middle School
- **High:** Smithtown High School-West

## Key Amenities

- Pool
- Fireplace
- A/C

## Property Highlights

- Built in 1968
- 1.62 acre lot
- 6 parking spaces
- Private pool
- Fireplace

## Description

### Agent Description
Spacious home on an equestrian estate (Horse property has small barn and tack room.) featuring handcrafted vaulted wood ceilings throughout and refined natural stone detailing. Guest suite with private bath, Situated within a private wooded landscape, surrounded by timeless natural beauty. Beautifully positioned windows frame breathtaking scenic views, with a private barn enjoying panoramic views. Three generous driveways and an impressive circular driveway enhance the estate-like setting. A truly exceptional property offering privacy, natural beauty, and timeless architectural character.

## Location

- **Address:** 135 Oakside Drive, Smithtown, NY 11787
- **County:** Suffolk County
- **Coordinates:** 40.882695, -73.19764
- **Google Maps:** https://www.google.com/maps?q=40.882695,-73.19764

## Listing Agent

- **Name:** Richard Parisi C2EX
- **Brokerage:** Century 21 Parisi Realty
- **Phone:** 6316693900
- **Broker Phone:** (631) 669-3900 x19
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/135-Oakside-Dr_Smithtown_NY_11787_M45654-81413?f=listhub&s=MLSLINY&m=1041795&c=propsimple)

## Photos

![135 Oakside Drive - Photo 1](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f477126681r.jpg)

![135 Oakside Drive - Photo 2](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f1191652305r.jpg)

![135 Oakside Drive - Photo 3](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f1151551991r.jpg)

![135 Oakside Drive - Photo 4](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f2368333774r.jpg)

![135 Oakside Drive - Photo 5](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f65641171r.jpg)

![135 Oakside Drive - Photo 6](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f54477852r.jpg)

![135 Oakside Drive - Photo 7](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f3437562689r.jpg)

![135 Oakside Drive - Photo 8](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f1782433171r.jpg)

![135 Oakside Drive - Photo 9](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f935168527r.jpg)

![135 Oakside Drive - Photo 10](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f705059538r.jpg)

![135 Oakside Drive - Photo 11](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f1664784087r.jpg)

![135 Oakside Drive - Photo 12](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f1284970662r.jpg)

![135 Oakside Drive - Photo 13](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f3515077243r.jpg)

![135 Oakside Drive - Photo 14](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f640441579r.jpg)

![135 Oakside Drive - Photo 15](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f504790839r.jpg)

![135 Oakside Drive - Photo 16](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f2054236613r.jpg)

![135 Oakside Drive - Photo 17](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f70940646r.jpg)

![135 Oakside Drive - Photo 18](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f2610326423r.jpg)

![135 Oakside Drive - Photo 19](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f814285435r.jpg)

![135 Oakside Drive - Photo 20](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f3643596667r.jpg)

![135 Oakside Drive - Photo 21](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f3496858113r.jpg)

![135 Oakside Drive - Photo 22](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f3579073400r.jpg)

![135 Oakside Drive - Photo 23](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f1764879893r.jpg)

![135 Oakside Drive - Photo 24](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f2258904418r.jpg)

![135 Oakside Drive - Photo 25](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f610745103r.jpg)

![135 Oakside Drive - Photo 26](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f1538420617r.jpg)

![135 Oakside Drive - Photo 27](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f1698056457r.jpg)

![135 Oakside Drive - Photo 28](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f2662856611r.jpg)

![135 Oakside Drive - Photo 29](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f12639809r.jpg)

![135 Oakside Drive - Photo 30](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f3831807811r.jpg)

![135 Oakside Drive - Photo 31](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f177077969r.jpg)

![135 Oakside Drive - Photo 32](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f2548372641r.jpg)

![135 Oakside Drive - Photo 33](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f1709199237r.jpg)

![135 Oakside Drive - Photo 34](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f2144585624r.jpg)

![135 Oakside Drive - Photo 35](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f137454073r.jpg)

![135 Oakside Drive - Photo 36](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f731490728r.jpg)

![135 Oakside Drive - Photo 37](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f652471r.jpg)

![135 Oakside Drive - Photo 38](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f731490728r.jpg)

![135 Oakside Drive - Photo 39](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f1899554564r.jpg)

![135 Oakside Drive - Photo 40](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f194687921r.jpg)

![135 Oakside Drive - Photo 41](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f2944946326r.jpg)

![135 Oakside Drive - Photo 42](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f1698757975r.jpg)

![135 Oakside Drive - Photo 43](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f808340850r.jpg)

![135 Oakside Drive - Photo 44](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f784849688r.jpg)

![135 Oakside Drive - Photo 45](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f1709199237r.jpg)

![135 Oakside Drive - Photo 46](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f3956680842r.jpg)

![135 Oakside Drive - Photo 47](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f954777305r.jpg)

![135 Oakside Drive - Photo 48](http://lh.rdcpix.com/63a5e869db442e00f215a991fd65f1b7l-f1421483502r.jpg)

---

**MLS#:** 1041795 | **Updated:** 2026-09-13
**Source:** listhub

*Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/135-oakside-drive-smithtown-ny-11787-1041795)

---

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```