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Welcome to one of the largest expanded splits in the Syosset School District, offering an incredible amount of space with 4 bedrooms, 3.5 baths and an oversized 2 car garage. Perfectly situated on a quiet block across from a cul de sac, this spacious home features a large eat in kitchen with granite countertops, double ovens and a generous dining area, along with a separate formal dining room and large living room. The second level features the original spacious primary bedroom with its own full bath, two additional generously sized bedrooms and a hallway full bath with a Jacuzzi tub. The impressive third level addition is dedicated to an oversized primary suite featuring a walk in closet and a large private bath with a separate Jacuzzi tub, shower and double sinks. The lower level offers a large den, half bath and access to the 2 car garage. A finished basement provides even more living space with a play area, private office, laundry room, storage and more. Step outside to an entertainer's dream backyard, fully fenced and beautifully landscaped with a spacious brick patio perfect for relaxing and entertaining. Additional features include hardwood floors, Anderson windows, central air, 2 zone heating, 220 amp electric, in ground sprinklers with rain sensor, new oil tank, alarm system, Ring doorbell and cameras. Gas is available on the street. With incredible space, multiple expansions and a flexible layout, this is truly not your typical split and a rare opportunity in the Syosset School District!

  • Bedrooms
    4
  • Bathrooms
    3 full · 1 half
  • Year Built
    1958
  • Architectural Style
    Split Level
  • Construction Materials
    Brick
  • Garage Spaces
    2.0
  • Parking Features
    Driveway, Attached, Garage
  • Living Area
    2801.0
  • Interior Features
    Eat-in Kitchen, Walk-In Closet(s), Storage, Granite Counters, Double Vanity
  • Appliances
    Dryer, Dishwasher, Microwave, Refrigerator, Washer, Electric Oven
  • Flooring
    Hardwood
  • Patio And Porch
    Patio
  • Security Features
    Security System
  • Cooling
    Central Air
  • Heating
    Oil
  • Basement
    Finished, Storage Space

  • Acres
    0.1607
  • Utilities
    Natural Gas Available, Cable Connected, Electricity Connected, Sewer Connected, Water Connected
  • Water
    Public


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Frequently Asked Questions

How do I schedule a tour of 16 Winthrop Rd?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 16 Winthrop Rd.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 16 Winthrop Rd?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 3 bath, listed for $1,299,998. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Plainview, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 16 Winthrop Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 16 Winthrop Rd at around $9,335. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 16 Winthrop Rd?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Nassau County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 16 Winthrop Rd?

In most cases, yes. Whether 16 Winthrop Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Plainview's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 16 Winthrop Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Plainview and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $1,299,998 with 2,801 sqft of space—that comes out to approximately $464 per square foot.

How long has this property been on the market?

16 Winthrop Rd was listed on August 12, 2026, which means it's been on the market for 90 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1958, making it approximately 68 years old.

What is the lot size of this property?

16 Winthrop Rd sits on a 0.16-acre lot, which is 6,970 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Baylis Elementary School
  • Middle: H B Thompson Middle School
  • High: Syosset Senior High School

Want to see how these schools compare? Check out our Nassau County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 16 Winthrop Rd?

The most recent public record shows annual property taxes for 16 Winthrop Rd were approximately $23,239. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 16 Winthrop Rd still available for sale?

This home is pending sale, which means the seller has accepted an offer. You can favorite it to track status or ask our expert to help you find similar homes in this area. We'll also let you know if this property comes back on the market.

Source: ez Home Search, MLS Data

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Listing information 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 by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, OneKey MLS. All rights reserved.

Last Updated: November 10, 2026 at 02:44PM | Source: OneKey MLS | MLS#: 1036611