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Sold for $2,800,000
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  • $2,800,000

    146 Oakside Drive, Smithtown, NY 11787

    6beds
    7,200sqft
    Single Family Residence, Residential
    Built in 1927
    2.89 Acres Lot
    $3,095,100 Zestimate®
    $389/sqft
    $7,626 Estimated rent

    Home value

    $3,095,100

    $2.82M - $3.47M

    $7,626/mo

    Zestimate® history
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    What's special

    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"., Additional information: Appearance:Diamond,Interior Features:Guest Quarters,Marble Bath,Separate Hotwater Heater:Y

    Zillow last checked:

    Listing updated:

    Listed by:

    Bonnie Glenn,

    Daniel Gale Sothebys Intl Rlty 631-584-6600

    Bought with:

    Bonnie Glenn, 30GL0813200

    Daniel Gale Sothebys Intl Rlty

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: L3547052MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 6
    • Full bathrooms: 5
    • 1/2 bathrooms: 1
    Other
    • Description: Primary Bedroom Suite w/ Custom Dressing Room, large Ensuite w/ Fireplace, Radiant Heated Floors, Rain Fall Shower, Bubble Tub & Separate Toilet Room.
    • Level: Second
    Other
    • Description: full finished basement: 2000 bottle climate controlled wine cellar, rec area, storage rooms, utility room, industrial stainless steel refrigerator, door to Bilco doors to outside
    • Level: Basement
    Other
    • Description: entry hall, FLR w/fireplace, FDR w/fireplace, Built in Bookcases, Professional Kitchen w/ Breakfast Room & Butler Pantry, Gorgeous Conservatory w/ 6 French Doors, High Ceilings & Fireplace, .5 Bath, Library w/Fireplace, Den, Back staircase, Mud Room
    • Level: First
    Other
    • Description: 3 Additional Spacious Bedrooms, 3 Full Bathrooms- all radiant heated floors, 2nd Floor Laundry Room/ second staircase
    • Level: Second
    Other
    • Description: 5th Bedroom w/ Full Bathroom, Possible Theatre Room or Office Suite/ French Doors to Widow's Walk with Stunning waterviews
    Heating
    • ENERGY STAR Qualified Equipment, Oil, Other
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, ENERGY STAR Qualified Appliances, Freezer, Microwave, Refrigerator, Washer, Oil Water Heater
    Features
    • Built-in Features, Central Vacuum, Chandelier, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, Primary Bathroom, Smart Thermostat
    • Flooring: Hardwood
    • Windows: Blinds, Double Pane Windows, Drapes
    • Basement: Walk-Out Access,Bilco Door(s),Finished,Full
    • Attic: Full
    • Number of fireplaces: 5
    Interior area
    • Total structure area: 7,200
    • Total interior livable area: 7,200 sqft

    Property

    Parking
    • Parking features: Detached, Driveway, Garage Door Opener, Heated Garage, Private
    • Has uncovered spaces: Yes
    Features
    • Exterior features: Awning(s), Gas Grill, Mailbox, Private Entrance
    • Has private pool: Yes
    • Pool features: In Ground
    • Fencing: Fenced
    • Has view: Yes
    • View description: Panoramic
    • Waterfront features: River Front, Waterfront, Water Access
    Lot
    • Size: 2.89 Acres
    • Dimensions: 2.89
    • Features: Level, Near Public Transit, Near School, Near Shops, Sprinklers In Front, Sprinklers In Rear
    Details
    • Parcel number: 0800035000400047000
    • Zoning: Res.
    • Other equipment: Pool Equip/Cover

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Estate
    • Property subtype: Single Family Residence, Residential
    Materials
    • Brick, Cedar, Shake Siding
    Condition
    • Year built: 1927

    Utilities & green energy

    • Electric: Generator
    • Sewer: Cesspool
    • Utilities for property: Cable Available, Trash Collection Public

    Community & HOA

    Community
    • Security: Fire Sprinkler System, Security System
    HOA
    • Has HOA: No
    • Amenities included: Park
    Location
    • Region: Smithtown

    Financial & listing details

    • Price per square foot: $389/sqft
    • Tax assessed value: $2,017,500
    • Annual tax amount: $40,816
    • Date on market: 11/21/2024
    • Listing agreement: Exclusive Right To Sell
    • Exclusions: See Remarks

    Price history

    DateEventPrice
    7/26/2024Sold$2,800,000-6.6%$389/sqft
    Source: OneKey® MLS as distributed by MLS GRID #L3547052 Report a problem
    6/13/2024Pending sale$2,999,000$417/sqft
    Source: OneKey® MLS as distributed by MLS GRID #3547052 Report a problem
    4/25/2024Listed for sale$2,999,000$417/sqft
    Source: OneKey® MLS as distributed by MLS GRID #3547052 Report a problem
    4/25/2024Listing removed--
    Source: OneKey® MLS as distributed by MLS GRID #3509871 Report a problem
    9/20/2023Price change$2,999,000-14.3%$417/sqft
    Source: OneKey® MLS as distributed by MLS GRID #3468663 Report a problem
    6/23/2023Price change$3,499,000-36.4%$486/sqft
    Source: OneKey® MLS as distributed by MLS GRID #3468663 Report a problem
    4/3/2023Listed for sale$5,500,000+479.6%$764/sqft
    Source: OneKey® MLS as distributed by MLS GRID #3468663 Report a problem
    10/27/2000Sold$949,000+60.8%$132/sqft
    Source: Public Record Report a problem
    6/14/1996Sold$590,000$82/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $16,140
    2024-- $16,140
    2023-- $16,140
    2022-- $16,140
    2021-- $16,140
    2020-- $16,140
    2019-- $16,140
    2018-- $16,140
    2017$33,773 $16,140
    2016-- $16,140
    2015-- $16,140 +7.9%
    2014-- $14,960
    2012-- $14,960
    2011-- $14,960 +1%
    2007$26,313 +53.3%$14,815 +28.3%
    2005$17,161 +7%$11,545
    2004$16,039 +7.9%$11,545
    2003$14,862 +7.8%$11,545
    2002$13,788 $11,545
    2001-- $11,545
    2000$12,665 $11,545
    Find assessor info on the county website

    Neighborhood: 11787

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Accompsett Elementary School
    • Middle: Accompsett Middle School
    • High: Smithtown High School-West

    Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $3,095,100
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $3,095,100