146 Oakside Drive, Smithtown, NY 11787
FOR SALE
3D VIEW
2.89 ACRES

146 Oakside Drive
Smithtown, NY 11787

  • 6 Beds
  • 6 Baths
  • 6 Beds
  • 6 Baths

$2,999,000

Est. Mortgage $20,337/mo*
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Local Information

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Description

Welcome to "The Oakside", a waterfront estate on the Nissequogue River which offers unobstructed waterviews from every room! This breathtaking "Georgian Colonial" style country manor estate is perfect for those who appreciate a blend of high end custom modern amenities and the understated elegance & feeling of a bygone era. The property includes the spectacular main manor home, a separate 1 bedroom cottage, a detached garage with 3 heated bays, and a heated 20x60' saltwater pool with cabana which all have been meticulously maintained with the utmost attention to detail. This family compound replicates all of one's desires for a peaceful, joyful, and calming feeling of being "away from it all". The current owners have totally renovated this estate to the highest standards of living today, yet still retaining the "wonderful feeling of days gone by" from the Roaring 1920's, where entertainment along the waterfront and many social events were often enjoyed. The magnificent main home consists of three floors of living space which features: 6 Bedrooms, 5.5 Baths, 5 fireplaces, a gorgeous library, wonderful music room, den, banquet size formal dining room, radiant heated floors, all updated windows, custom mill work and fine detailing throughout. The stunning expansive conservatory room with brick fireplace with grill, high ceilings and walls of French doors overlooking the river and lush yard is perfect for hosting large gatherings. There is a professional kitchen with butler's pantry & breakfast room, all with the highest end commercial grade stainless steel appliances and fixtures. The spacious 3 room primary bedroom suite features an updated marble ensuite with fireplace & 2 custom dressing areas. A beautiful "widow's walk" offers spectacular views of the River & lawns. The finished basement features a 2,000 bottle climate-controlled wine cellar, a recreation room, large storage and utility areas. The exterior of all the home has been completely updated with copper roofing, cedar shake siding & a full house generator. An inground heated saltwater pool with full cabana and brick patios makes this the perfect setting to entertain guests or enjoy the quietude. There is a long sweeping driveway to the home with bluestone walkways and special red chip & oil gravel. The grounds are superbly maintained with rolling verdant green lawns to the water, many fine specimen trees and plantings, rose bushes & also includes the largest registered Black Walnut Tree in NYS. There is a new dock and a floating dock, a covered grill house, a school bus stop shed, fresh water springs, a smokehouse and vegetable gardens, as well as inground sprinklers. This is truly a "one a of kind" property for discerning buyers seeking superior quality and tranquility. "The Oakside" is a must-see. Enjoy the feeling of being "away from it all".

Home Highlights

Parking
Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
4 days ago
Last check for updates: 1 day ago
Listing by: Daniel Gale Sothebys Intl Rlty, (631) 584-6600
Bonnie Glenn, (631) 921-1494
Source: OneKey® MLS, MLS#3547052

Home Details for 146 Oakside Drive

Interior Features

Interior Details
Basement: Bilco Door(s),Finished,Full,Walk-Out AccessNumber of Rooms: 13
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Appliances & Utilities
Appliances: Dishwasher, Dryer, Freezer, Microwave, Oven, Refrigerator, Washer, Water Purifier Owned, Wine Cooler, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Washer, ENERGY STAR Qualified Water Heater, Hot Water: Fuel Oil Stand Alone, Separate Hot Water Heater: YDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Oil,ENERGY STAR Qualified EquipmentHas CoolingAir Conditioning: Central Air,ENERGY STAR Qualified EquipmentHas HeatingHeating Fuel: Oil
Fireplace & Spa
Number of Fireplaces: 5Has a Fireplace
Windows, Doors, Floors & Walls
Window: Double Pane WindowsFlooring: HardwoodCommon Walls: No Common Walls
Levels, Entrance, & Accessibility
Stories: 3Levels: Three Or MoreAccessibility: ADA InsideFloors: Hardwood
View
Has a ViewView: Panoramic
Security
Security: Security System, Fire Sprinkler System

Exterior Features

Exterior Home Features
Fencing: PartialOther Structures: OutbuildingExterior: Private Entrance, Sprinkler SystemHas a Private PoolSprinkler System
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 3Parking: Private,Detached,Driveway,Heated Garage
Pool
Pool: In GroundPool
Frontage
WaterfrontWaterfront: River Access, Water Access, WaterfrontResponsible for Road Maintenance: Public Maintained RoadOn Waterfront
Water & Sewer
Sewer: Cesspool
Farm & Range
Frontage Length: 426

Days on Market

Days on Market: 4

Property Information

Year Built
Year Built: 1927Year Renovated: 2021
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Estate
Building
Construction Materials: Brick, Cedar, Shake SidingNot a New ConstructionNot Attached Property
Property Information
Condition: DiamondNot Included in Sale: See RemarksIncluded in Sale: Awning, B/I Shelves, Central Vacuum, Chandelier(s), Curtains/Drapes, Dishwasher, Door Hardware, Dryer, Energy Star Appliance(s), Freezer, Garage Door Opener, Garage Remote, Gas Grill, Gas Tank, Generator, Light Fixtures, Mailbox, Microwave, Pool Equipt/Cover, Refrigerator, Shades/Blinds, Washer, Water Conditioner Owned, Whirlpool Tub, Wine CoolerParcel Number: 0800035000400047000

Price & Status

Price
List Price: $2,999,000

Active Status

MLS Status: A

Media

See Virtual Tour

Location

Direction & Address
City: Smithtown
School Information
Elementary School: Accompsett Elementary SchoolElementary School District: SmithtownJr High / Middle School: Accompsett Middle SchoolJr High / Middle School District: SmithtownHigh School: Smithtown High School-WestHigh School District: Smithtown

Agent Information

Listing Agent
Listing ID: 3547052

Community

Community Features: Park, Near Public TransportNot Senior Community

HOA

Has an HOA

Lot Information

Lot Area: 2.89 Acres

Compensation

Buyer Agency Commission: 2Buyer Agency Commission Type: %Sub Agency Commission: 0Sub Agency Commission Type: %
Notes
The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed

Miscellaneous

BasementMls Number: 3547052Attic: FullAttribution Contact: 631-584-6600

Additional Information

HOA Amenities: Roof DeckMlg Can ViewMlg Can Use: IDX

Price History for 146 Oakside Drive

DatePriceEventSource
04/25/2024$2,999,000Listed For SaleOneKey® MLS #3547052
10/11/2023ListingRemovedOneKey® MLS #3468663
09/20/2023$2,999,000PriceChange
OneKey® MLS #3468663
06/23/2023$3,499,000PriceChange
OneKey® MLS #3468663
04/03/2023$5,500,000Listed For SaleOneKey® MLS #3468663
10/27/2000$949,000Sold
N/A
06/14/1996$590,000Sold
N/A

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Property Taxes and Assessment

Year2023
Tax
Assessment$1,855,172
Home facts updated by county records

Comparable Sales for 146 Oakside Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5 Laurel Hill Path, Saint James, NY
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3
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0.23
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$940,000
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4
3
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435 River Road, Saint James, NY
0.30
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$660,000
06/27/23
4
5
4,824
100 Riverview Terrace, Smithtown, NY
0.27
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$1,950,000
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4
4
3,700
17 Stonegate, Saint James, NY
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$905,000
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3
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4 Teal Way, Saint James, NY
0.54
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$800,000
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5
4
5,200
323 Old Mill Road, Saint James, NY
0.63
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$1,070,000
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4
4
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1 Summit Trail, Nissequogue, NY
0.50
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$1,256,000
08/16/23
4
4
3,900
3 Old Post Lane, Saint James, NY
0.63
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-

What Locals Say about Smithtown

  • Cgallaer
    "Short drive to from the Deer Park and Smithtown LIRR stations. Not too far from the Huntington or Babylon stations. "
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  • Kimani J.
    "Most residents do not use public transportation. You will need your own vehicle in order to get around. "
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  • Cgallaer
    "Great place to raise a family with lots of parks and other outdoor activities. It’s also close to other towns in Suffolk County, beaches, and has several LIRR train lines nearby. "
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  • Cgallaer
    "I work in Manhattan so I take the LIRR to work. There are several train stations in the area and most have lots of parking and good service. "
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  • Ejclassicdesign
    "Very nice area, safe and close to the beach. Nice school district. It is pricey to attain entrance into the housing market but the values tend to increase relatively fast over time. "
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  • Robert B.
    "Very safe neighborhood, friendly residents, good schools, very good shopping areas. Has good parks and hiking areas. "
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  • A &. J. G.
    "Love this neighborhood and having everything so close. I wish there was more Hispanic restaurants around since we love that type of food and have to go far to get it."
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  • A &. J. G.
    "Quite neighborhood to take a stroll either alone, with the kids or family, or simply to walk the dog. The streets are clean and you feel safe."
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  • rg9623
    "Smithtown is a great place to raise a family. Has great public schools and has great parks and recreation. Beach’s are close and well maintained "
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  • Adrian M.
    "Nice houses, safe, close to shopping and entertainment, limited public transportation and expensive."
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  • hanalu
    "I live here for two years for now, it’s a quiet and safe place, nice people around, and great schools. The tax is crazy high, but if you can handle the housing price and the tax, you are all good to go. Many restaurants nearby, although not very diversity, but still satisfy your basic needs. "
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  • Laura N.
    "Dog loving community. Great family town. Great school district. Enjoyed 23 years here. Highly recommended."
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  • Adrian M.
    "The commute itime depends on the time of the day. At noon, traffic can be heavy downtown. Smithtown bypass traffic is usually good."
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  • Alidalang4
    "Great community and accessibility to shopping and stores . The neighborhoods and neighbor are nice and maintained. Quiet clean neighborhood. "
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  • Danielle M.
    "Amazing place to raise kids. Great school Districts and opportunities for students to do extra curricular activities as well as sports. The neighborhood is really community oriented and children are often seen in the area playing. One of the biggest benefits is there are many great families and places for the kids to play. I think you will be impressed with the schools and the participation of the staff and teachers. "
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  • Unspecified
    "Neighbors look out for one another. The homes are well kept. Good schools. Town services are good. Great bars and restaurants nearby."
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  • Mpyles1982
    "Great schools, early morning drop off available for working parents. A lot of activities to keep your children busy. The only downside is the area lacks diversity."
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  • Heavensentforeva
    "Great family location. There are also tons of dog people where I currently reside. We usually all walk our dogs together. It is a tight knit community. Everyone pretty much knows everyone on our block. "
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  • Mvendall
    "I have lived in Smithtown for 26 years ..Very nice area really never had any issues in this area. People are friendly everything is convenient to get to and its centrally located on Long Island. You really have everything you need here. "
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  • Loveoldstuff1800
    "Every house is different in its own style. There are also beaches and a bustling Main Street that make this town ideal for a young or fully grown children as well"
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  • Robertaglasser
    "The homes are very unique many different styles of homes from capes to ranches to split levels nice neighborhoods for raising family "
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  • Mayivalenzuela
    "We have a very safe, clean and peaceful environment. Near public and private beaches and parks. Great School district. "
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LGBTQ Local Legal Protections

Bonnie Glenn, Daniel Gale Sothebys Intl Rlty
The data relating to real estate for sale or lease on this web site comes in part from OneKey® MLS. Real estate listings held by brokerage firms other than Zillow, Inc are marked with the OneKey® MLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Copyright 2024 OneKey® MLS. All rights reserved.
The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
146 Oakside Drive, Smithtown, NY 11787 is a 6 bedroom, 6 bathroom single-family home built in 1927. This property is currently available for sale and was listed by OneKey® MLS on Apr 25, 2024. The MLS # for this home is MLS# 3547052.