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Once-in-a-lifetime opportunity to own this spectacular custom-built Colonial, completed in 2022 and perfectly positioned on an incredibly private three-quarter-acre property within the highly desirable Smithtown School District. Tucked away at the end of a long private driveway, this exceptional estate offers the perfect combination of luxury, privacy, and resort-style living. A sprawling blacktop driveway with elegant Belgian block edging provides parking for multiple vehicles, boats, RVs, and recreational toys, while custom stone retaining walls, professionally manicured landscaping, a one-car detached garage with electric, cedar impression siding, and a cultured stone facade create breathtaking curb appeal. The backyard is truly a private resort, featuring a stunning custom in-ground swimming pool with a dramatic waterfall, natural stone diving rock, expansive Cambridge-style paver patios, multiple entertaining areas, and beautifully landscaped grounds designed for unforgettable gatherings. A welcoming covered front porch leads to a grand entry highlighted by gleaming hardwood floors, custom crown molding, decorative wall moldings, modern lighting, solid one-piece interior doors, and exceptional craftsmanship throughout. The elegant formal living room is flooded with natural light and showcases a spectacular cultured stone gas fireplace accented by custom sconces and recessed lighting. The heart of the home is the magnificent eat-in chef’s kitchen, thoughtfully designed for both everyday living and entertaining guests, featuring quartz countertops, an oversized breakfast bar illuminated by designer globe pendant lighting, custom cabinetry with under-cabinet lighting, a decorative tile backsplash, premium stainless steel Bertazzoni refrigerator, Bertazzoni gas range, built-in microwave, dishwasher, recessed lighting, surround sound, and sliding glass doors leading directly to the backyard oasis. Whether preparing a quiet dinner or hosting large gatherings, this kitchen is sure to impress. Custom blinds throughout the home add style and privacy. The flexible first-floor layout includes a spacious fourth bedroom or home office with direct access to a beautifully appointed Jack-and-Jill full bathroom featuring a white vanity and glass-enclosed shower, making it ideal for guests or remote work.. Soaring 9-foot ceilings throughout the first and second floors create an open, airy feel. Upstairs, the luxurious primary suite serves as a true retreat with recessed lighting, ceiling fan, custom crown molding, abundant natural light, a spa-inspired bathroom featuring a double vanity, oversized glass-enclosed shower with designer tile, recessed lighting, and an incredible custom walk-in closet complete with built-in cabinetry, drawers, shelving, bench seating, and abundant hanging space. Two additional generously sized bedrooms offer spacious closets and share a beautifully finished hallway bathroom with a glass tub and shower enclosure. A convenient second-floor laundry room includes front-loading Electrolux washer and dryer. The impressive wood staircase with custom metal balusters adds another level of sophistication. The ground-level bonus space offers endless possibilities with high ceilings, a private entrance, abundant natural light, and flexible living space ideal for a den, media room, home gym, office, guest quarters, or extended family. Additional amenities include a walk-up attic for storage, in-ground sprinklers, an alarm system, exterior security cameras, two-zone central air conditioning, surround sound, and countless custom upgrades throughout. Every inch of this extraordinary home has been thoughtfully designed with quality finishes, timeless style, and exceptional attention to detail, creating a rare opportunity to own one of the finest newer construction homes in the highly sought-after Smithtown School District.

  • Bedrooms
    4
  • Bathrooms
    3
  • Year Built
    2022
  • Architectural Style
    Colonial
  • Construction Materials
    Frame
  • Garage Spaces
    1.0
  • Parking Features
    Driveway, Private, Garage Door Opener, Garage
  • Living Area
    2800.0
  • Interior Features
    Eat-in Kitchen, Walk-In Closet(s), Storage, Double Vanity, Recessed Lighting, High Ceilings, Open Floorplan, Entrance Foyer, Crown Molding, Built-in Features, Chandelier
  • Appliances
    Dryer, Dishwasher, Microwave, Refrigerator, Washer, Gas Range, Stainless Steel Appliance(s), Exhaust Fan, ENERGY STAR Qualified Appliances
  • Flooring
    Hardwood
  • Pool Features
    In Ground, Private
  • Cooling
    Central Air
  • Heating
    Forced Air, Oil
  • Basement
    Finished

  • Acres
    0.75
  • Utilities
    Cable Available, Electricity Available, Water Available, Cable Connected, Electricity Connected, Water Connected, Phone Available, Propane
  • Water
    Public

  • County
    Suffolk
  • City
    Smithtown
  • Zip Code
    11787
  • High School
    Smithtown High School-West
  • Middle School
    Accompsett Middle School
  • Elementary School
    Smithtown Elementary School

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Frequently Asked Questions

How do I schedule a tour of 79 Oakside 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 79 Oakside 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 79 Oakside Rd?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 3 bath, listed for $1,199,999. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Smithtown, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 79 Oakside Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 6.75% rate, the ez Mortgage Calculator estimates the monthly payment for 79 Oakside Rd at around $8,095. 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 79 Oakside 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 Suffolk 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 79 Oakside Rd?

In most cases, yes. Whether 79 Oakside Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Smithtown'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 79 Oakside Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Smithtown 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 $1,199,999 with 2,800 sqft of space—that comes out to approximately $429 per square foot.

How long has this property been on the market?

79 Oakside Rd was listed on August 03, 2026, which means it's been on the market for 95 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 2022, making it approximately 4 years old.

What is the lot size of this property?

79 Oakside Rd sits on a 0.75-acre lot, which is 32,670 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Smithtown Elementary School
  • Middle: Accompsett Middle School
  • High: Smithtown High School-West

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

What are the property taxes for 79 Oakside Rd?

The most recent public record shows annual property taxes for 79 Oakside Rd were approximately $19,067. 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 79 Oakside 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 06, 2026 at 10:16AM | Source: OneKey MLS | MLS#: 1031008