Listing
$1,275,000
135 Oa••••• Dr (Sign up for 50 free credits to unlock)Smithtown, NY 11787
Property Description
North Smithtown, Nisseaquogue Overlook Section As you approach via the impressive circular driveway plus three generous additional driveways for guest parking and trailer access-the estate-like scale of the property immediately unfolds. Step inside to vaulted wood ceilings and natural stone. The Anderson windows frame sweeping, views of the surrounding woodlands at every turn, combining sophisticated indoor living and the serene outdoors A private guest suite complete with bath for multi-generational living.(With Mother daughter permit from the town) The Horse Facilities: The property features a dedicated equestrian setup including an intimate functional small barn and an adjacent tack room with views of the Nissequogue River landscape. This is more than a home; it is an exceptional legacy property offering, seclusion, natural splendor, and timeless craftsmanship. Arrange a showing today.
Property Facts & Features
- Property Type
- Single Family
- Status
- Active
- Listed
- Aug 21, 2026
- Price per Sq Ft
- $386/sqft
- ZIP Code
- 11787
- Full Baths
- 3
- Half Baths
- 1
- Garage
- 2 spaces
- Parking
- Driveway, Garage, Garage Door Opener, Heated Garage, Off Street, Private
- Heating
- Hot Air, Oil
- Cooling
- Central Air, Ductwork
- Construction
- Block, Frame, Stone, Wood Siding
- Style
- Chalet
- Property Tax (2025)
- $21,726/yr
- Assessed Value
- $7,935
- Last Sold
- $325,000 · Jun 19, 1996
- Neighborhood
- Smithtown
- County
- Suffolk
- School District
- Smithtown Central School District
Estimated Value
Automated estimate. Not an appraisal.
Features & Amenities
Bedrooms
- Bedrooms: 5
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- 1/2 Bathrooms: 1
Land Info
- Additional Parcels: No
- Lot Size Acres: 1.62
- Lot Size Square Feet: 70567
Utilities
- Sewer: Cesspool
- Cable Available
- Electricity Connected
- Phone Available
- Propane
- Water Connected
- Water Source: Public
Appliances
- Convection Oven
- Dishwasher
- Dryer
- Electric Cooktop
- Electric Oven
- Electric Range
- Microwave
- Refrigerator
- Washer
- Oil Water Heater
- Laundry Features: Electric Dryer Hookup, In Hall, Washer Hookup
Other Rooms
- Total Rooms: 10
- Basement Features: Walk-Out Access
Pool and Spa
- Pool Features: Fenced, Outdoor Pool, Pool Cover, Pool/Spa Combo, Solar Cover
- Pool Private: Yes
- Spa Features: Bath
Home Features
- Security Features: Security System
Interior Features
- First Floor Full Bath
- Breakfast Bar
- Built-in Features
- Cathedral Ceiling(s)
- Ceiling Fan(s)
- Double Vanity
- Eat-in Kitchen
- Entrance Foyer
- Formal Dining
- Granite Counters
- High Ceilings
- In-Law Floorplan
- Natural Woodwork
- Open Kitchen
- Pantry
- Primary Bathroom
- Recessed Lighting
- Soaking Tub
- Stone Counters
- Tray Ceiling(s)
- Walk-In Closet(s)
- Washer/Dryer Hookup
- Flooring: Carpet, Ceramic Tile, Laminate, Tile
- Window Features: Double Pane Windows, ENERGY STAR Qualified Windows, New Windows, Oversized Windows, Screens, Skylight(s), Wall of Windows
Garage and Parking
- Garage Spaces: 2
- Parking Features: Driveway, Garage, Garage Door Opener, Heated Garage, Off Street, Private
- Parking Total: 6
School Information
- Elementary School: Dogwood Elementary School
- Elementary School District: Smithtown
- High School: Smithtown High School-West
- High School District: Smithtown
- Middle School: Accompsett Middle School
- School District: Smithtown
- Middle or Junior School District: Smithtown
Heating and Cooling
- Cooling Features: Central Air, Ductwork
- Fireplace Features: Masonry, Wood Burning
- Heating Features: Hot Air, Oil
- Number of Fireplaces: 1
Other Property Info
- Annual Tax Amount: 21727
- Source Listing Status: Active
- County: Suffolk County
- Cross Street: Riverview Terrace
- Tax Year: 2026
- Source Neighborhood: NISSEAQUOGUE OVERLOOK
- Parcel Number: 0800-035-00-04-00-025-000
- Postal City: Smithtown
- Postal Code Plus 4: 1135
- Subdivision: NISSEAQUOGUE OVERLOOK
- Property Subtype: Single Family Residence
Homeowners Association
- Association: No
- Calculated Total Monthly Association Fees: 0
Building and Construction
- Total Square Feet Living: 3300
- Year Built: 1968
- Building Area Source: Measured
- Building Area Total: 3300
- Construction Materials: Block, Frame, Stone, Wood Siding
- Foundation Details: Concrete Perimeter
- Levels: Tri-Level
- Living Area Source: Measured
- Property Age: 58
- Property Attached: No
- Property Condition: Actual, Updated/Remodeled
- Levels or Stories: Tri-Level
- Total Area Sqft: 3300
- Year Built Effective: 2004
- Vaulted Ceiling: Yes
- Architectural Style: Chalet
Exterior and Lot Features
- Fencing: Wood
- Other Structures: Barn(s)
- Patio And Porch Features: Covered, Deck, Patio, Terrace
- Patio: Yes
- Deck: Yes
Price & Event History
| Date | Event | Price | $/Sq Ft |
|---|---|---|---|
| Nov 1, 2026 | Price Changed | $1,275,000 | $386 |
| Oct 14, 2026 | Price Changed | $1,298,000 | $393 |
| Oct 12, 2026 | Price Changed | $1,298,970 | $394 |
| Oct 8, 2026 | Price Changed | $1,298,980 | $433 |
| Oct 6, 2026 | Price Changed | $1,298,990 | $433 |
| Sep 24, 2026 | Price Changed | $1,299,000 | $433 |
| Sep 20, 2026 | Price Changed | $1,325,000 | $442 |
| Sep 11, 2026 | Price Changed | $1,350,000 | $450 |
| Sep 7, 2026 | Price Changed | $1,399,000 | $466 |
| Aug 27, 2026 | Price Changed | $1,499,000 | $500 |
| Aug 21, 2026 | Listed | $1,750,000 | $583 |
| Jun 19, 1996 | Sold | $325,000 | $131 |
| May 9, 1990 | Sold | $310,000 | $125 |
Property Tax History
| Year | Tax | Assessed | Land | Building | Market |
|---|---|---|---|---|---|
| 2025 | $21,726 | $7,935 | $1,200 | $6,735 | $991,875 |
| 2024 | $20,341 | $7,935 | $1,200 | $6,735 | $922,674 |
| 2023 | $19,940 | $7,935 | $1,200 | $6,735 | $809,694 |
| 2022 | $20,546 | $8,250 | $1,200 | $7,050 | $736,607 |
| 2021 | $20,223 | $8,250 | $1,200 | $7,050 | $717,391 |
| 2020 | $20,173 | $8,250 | $1,200 | $7,050 | $711,207 |
| 2018 | $19,622 | $8,250 | $1,200 | $7,050 | $670,732 |
| 2017 | $18,916 | $8,250 | $1,200 | $7,050 | $629,771 |
| 2016 | $18,681 | $8,250 | $1,200 | $7,050 | $625,000 |
| 2015 | $18,625 | $8,250 | $1,200 | $7,050 | $625,000 |
| 2014 | $17,164 | $8,250 | $1,200 | $7,050 | $602,190 |
| 2013 | $16,785 | $8,250 | $1,200 | $7,050 | $602,190 |
Nearby Schools
- Smithtown Elementary School2.0 mi
Public · Elementary · Grades K-5
- Nesaquake Middle School1.2 mi
Public · Middle · Grades 6-8
- Ss Philip & James School1.7 mi
Private · Elementary, Middle · Grades K-8
- Smithtown High School East1.9 mi
Public · High · Grades 9-12
Location
Lat 40.88270 · Lng -73.19747