Curious about this home?

Ask anything — no agents, no pressure

Try asking

About This Home

This 5-bedroom, 5-bathroom single family at 99 Shirley Court in Smithtown, NY is listed for $1,200,000 ($330 per sqft). Built in 1966, the home offers 3,634 sqft of living space on a 0.53 acres lot.

Agent Description

Nestled in the highly desirable Smithtown Pines, this one-of-a-kind home offers a unique layout that's perfect for multigenerational living or for those seeking a spacious, versatile design. With five bedrooms and 4.5 baths, including two primary ensuites, this home offers exceptional accommodations - it's like getting two houses in one!

The main home features a large living room that leads to an open dining room and eat-in kitchen. The kitchen is equipped with a center island and Silestone countertops, offering both functionality and style. Just a few steps up, the oversized primary ensuite (15'1" x 30'11") awaits, complete with a full bathroom and the convenience of an in-suite washer and dryer.

You will also find two additional bedrooms with a full hall bathroom. The secondary living space area boasts an open floor plan, which includes a cozy living room with a fireplace, dining room, summer kitchen, separate laundry area, and full bathroom.

Upstairs, two bedrooms provide private retreats, one with its own ensuite bathroom and dual closets. Set on a private 0.53-acre lot, the backyard is perfect for entertaining. It features a paver patio, an expansive deck with a screened gazebo, and an inviting inground pool.

Plus, the property backs the local Park, ensuring complete privacy in a serene setting. Enjoy proximity to Blydenburgh Park and the Town of Smithtown beaches, where outdoor recreation is just moments away. 99 Shirley Ct presents a rare opportunity in the Pines- a perfect blend of elegance, functionality, and tranquility. Whether you need two separate living areas or one large home, this house can accommodate. Don't miss this thoughtfully crafted, one-of-a-kind home!,

Key Features

  • Built in 1966
  • 0.53 acre lot
  • 3 stories
  • Private pool
  • Fireplace

Property Details

3 stories
4 full, 1 half
1966

Amenities

PoolFireplaceHardwoodA/C

Monthly Cost Estimate

$6,418/mo

20% down · 6.5% · 30 years

Principal$868
Interest$5,200
Insurance$350

Estimates only. Actual payments may vary.

Location

99 Shirley Court

Smithtown, NY 11787

Features & Amenities

Interior Features

Breakfast BarCathedral Ceiling(s)Ceiling Fan(s)ChandelierEat-in KitchenEntrance FoyerFormal DiningGranite CountersIn-Law FloorplanKitchen IslandOpen FloorplanPrimary BathroomWasher/Dryer HookupWet Bar

Exterior Features

Mailbox

Property Details

Flooring

TileHardwood

Construction

Brick Vinyl Siding

Pool Features

DeckPatio

Parking

Driveway

Heating

Oil

Cooling

Wall/Window Unit(s)Window Unit(s)Ductless

Appliances

DishwasherDryerMicrowaveOvenRefrigeratorStainless Steel Appliance(s)Washer

Questions & Answers

This 5-bedroom, 5-bathroom single family at 99 Shirley Court is listed at $1,200,000 ($330/sqft). The estimated monthly payment is $5,200 based on 20% down at 6.5% interest.

Key features include: Built in 1966, 0.53 acre lot, 3 stories, Private pool, Fireplace. Interior Features: Breakfast Bar, Cathedral Ceiling(s), Ceiling Fan(s). Exterior Features: Mailbox.

This property is listed by Christine Daddio CBR E-PRO PSA SRS and can be reached at 5168104455 or cdaddio@coachrealtors.com.

Similar Homes in Smithtown

View all
CS

Christine Daddio CBR E-PRO PSA SRS

Agent at Howard Hanna Coach

(516) 810-4455

Listed by Howard Hanna Coach

MLS# 977996· Source: listhub· Updated 11 days ago

Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

99 Shirley Court, Smithtown, NY 11787

Open this listing in: