135 Oakside Drive
Smithtown, NY 11787
4
Bed
4
Bath
3,000Sqft
1.62Acres(Lot)
North Smithtown, Nisseaquogue Overlook Private Sanctuary Where Luxury Meets the Countryside Set against a backdrop of natural beauty, this unique residence offers architectural character, privacy, and equestrian capability. .As you approach via the impressive circular driveway—complemented by three generous additional driveways for effortless guest parking and trailer access—the estate-like scale of the property immediately unfolds. Step inside to a dramatic, light-filled interior defined by soaring, handcrafted vaulted wood ceilings and refined natural stone. The windows frame sweeping, views of the surrounding woodlands at every turn, combining sophisticated indoor living and the serene outdoors A private, self-contained guest suite complete with its own bath for multi-generationa
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
-
Bedroom Information
Total beds: 4Bathroom Information
Total Baths: 4 Full Baths: 3 Half Baths: 1Room Information
Rooms Total: 10 Basement: Walk-Out Access -
Flooring Information
Carpet, Ceramic Tile, Laminate, Tile -
Interior Features
Breakfast Bar, Double Vanity, Eat-in Kitchen, Entrance Foyer, Granite Counters, High Ceilings, In-Law Floorplan, Pantry, Recessed Lighting, Soaking Tub, Walk-In Closet(s) Appliances: Convection Oven, Dishwasher, Dryer, Electric Cooktop, Electric Oven, Electric Range, Microwave, Refrigerator, Washer -
Heating & Cooling
Has Heating: Yes Heating: Oil Has Cooling: Yes Cooling: Central Air
-
Building Information
Year Built: 1968 Building Area Total: 3000 Construction Materials: Block, Frame, Stone, Wood Siding Patio And Porch Features: Covered, Deck, Patio, Terrace Pool Features: Fenced, Outdoor Pool, Pool Cover, Pool/Spa Combo, Solar Cover, Private Private Pool: Yes
-
Lot Information
Lot Size Acres: 1.62 Lot Size Square Feet: 70567Property Information
Subdivision: NISSEAQUOGUE OVERLOOK Source Property Type: Residential Property SubType: Single Family Residence Property Age: 58
-
Listing Price Information
Listing Price: $1298990 Original Price: $1750000
-
Tax Information
Parcel Number: 0800-035-00-04-00-025-000 Annual Tax: $21726.66
-
Parking Information
Parking Total: 6 Driveway, Garage, Garage Door Opener, Heated Garage, Off Street, PrivateGarage Information
Has Garage: Yes Garage Space: 2
-
School Information
Elementary School: Dogwood Elementary SchoolJunior High School: Accompsett Middle SchoolSenior High School: Smithtown High School-West -
Utility Information
Cable Available, Electricity Connected, Phone Available, Propane, Water Connected -
Location Information
WaterSource: Public Security Features: Security System
How much is this property worth?
Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.
Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| VL Highland Street, Smithtown, NY, 11787 | $125,000 | -- | -- | -- | 0.38 Acre |
| 106 Summit Drive, Smithtown, NY, 11787 | $749,000 | 5 | 2 | 2,100 | 0.27 Acre |
| 45 Summit Drive, Smithtown, NY, 11787 | $399,000 | 4 | 2 | 2,500 | 0.50 Acre |
| 14 Format Lane, Smithtown, NY, 11787 | $850,000 | 4 | 3 | 2,500 | 0.23 Acre |
| 10 Smithtown Boulevard .., Smithtown, NY, 11787 | $349,999 | 1 | 1 | 820 | -- |
| 40 Friendly Road, Smithtown, NY, 11787 | $1,625,000 | 5 | 4 | 2,700 | 0.61 Acre |
| 10 Smithtown Boulevard .., Smithtown, NY, 11787 | $239,999 | 1 | 1 | 750 | -- |
| 36 Fifty Acre Road, Smithtown, NY, 11787 | $749,999 | 4 | 2 | 2,200 | 0.38 Acre |
| 6 North Avenue, Smithtown, NY, 11787 | $749,999 | 4 | 2 | 1,700 | 0.25 Acre |
| 6 Navy Drive, Smithtown, NY, 11787 | $869,000 | 4 | 3 | 2,380 | 0.23 Acre |
Similar Homes To 135 Oakside Drive
Nearby For Sale
The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved
ByOwner last updated this listing 10/08/2026 @ 13:09
More Cities with for Sale by Owner Homes
- Smithtown Homes For Sale By Owner
- Hauppauge Homes For Sale By Owner
- Melville Homes For Sale By Owner
- Kings Park Homes For Sale By Owner
- Saint James Homes For Sale By Owner
- Nesconset Homes For Sale By Owner
- Islandia Homes For Sale By Owner
- Commack Homes For Sale By Owner
- Lake Grove Homes For Sale By Owner
- Ronkonkoma Homes For Sale By Owner
- Central Islip Homes For Sale By Owner
- Stony Brook Homes For Sale By Owner
- Brentwood Homes For Sale By Owner
- East Northport Homes For Sale By Owner
- Centereach Homes For Sale By Owner
- Islip Terrace Homes For Sale By Owner
- Dix Hills Homes For Sale By Owner
- East Setauket Homes For Sale By Owner
- Bohemia Homes For Sale By Owner
- Greenlawn Homes For Sale By Owner
Homes around $1,298,990
Verify Your Email
Please enter the 6-digit verification code
sent to your email address.
Verify Your Phone Number
Please enter the 6-digit verification code
sent to your mobile phone.