Pending
Price CutPrice Drop: $100K (09/25)
Sale Pending at 236 Windsor Ave, Islip, NY 11718 | MLS# 1024524 | Listing updated on 2026-09-26
Photo 1 of Sale Pending at 236 Windsor Ave, Islip, NY 11718 | MLS# 1024524 | Listing updated on 2026-09-26
Photo 2 of Sale Pending at 236 Windsor Ave, Islip, NY 11718 | MLS# 1024524 | Listing updated on 2026-09-26
Photo 3 of Sale Pending at 236 Windsor Ave, Islip, NY 11718 | MLS# 1024524 | Listing updated on 2026-09-26
Photo 4 of Sale Pending at 236 Windsor Ave, Islip, NY 11718 | MLS# 1024524 | Listing updated on 2026-09-26
28+
Beds Icon

Street View

$1,099,000

Monthly Est:$5,470

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,098sqft

236 Windsor Ave, Islip, NY 11718

$5,470/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1962

  • $-- HOA

  • 22,216 sqft lot

  • $355/sq.ft

Description

Welcome to a home where timeless elegance meets exceptional craftsmanship in the heart of the Village of Brightwaters. Perfectly positioned on one of the area’s most sought-after streets, this beautifully appointed residence offers luxury finishes, flexible living spaces, and an extraordinary backyard retreat designed for both everyday living and unforgettable entertaining. At the heart of the home is a custom chef’s kitchen featuring granite countertops, under-cabinet and in-cabinet lighting, a double convection oven with a warming drawer, and an induction cooktop—a space as functional as it is beautiful. The stunning cathedral-ceiling primary suite is a true retreat, complete with two custom walk-in closets, new skylights that fill the room with natural light, and a spa-inspired primary bath featuring a luxurious soaking tub. Every upstairs bedroom and bathroom is enhanced with custom-designed closets, providing exceptional organization and storage. The versatile lower level offers brand-new flooring, a new full bathroom, and an expansive office suite with two private offices and a waiting room, making it ideal for a home-based business, professional workspace, guest quarters, multigenerational living, or a nanny suite. Step outside into your own private resort. The professionally designed backyard showcases a heated lap pool with cascading waterfalls, an outdoor fireplace, and a built-in outdoor kitchen with granite countertops, creating the perfect setting for entertaining or relaxing. An upper Trex deck overlooks the spectacular grounds, while a 12-zone in-ground sprinkler system keeps the lush landscaping looking its best. A circular driveway adds both elegance and convenience to the home’s impressive curb appeal. Located in the charming Village of Brightwaters, residents enjoy tree-lined streets, a private village park, tennis courts, a community dock, summer concerts, holiday celebrations, and a true small-town atmosphere—all while being just minutes from vibrant downtown Bay Shore, waterfront restaurants, Fire Island ferries, beaches, parks, and the LIRR for an easy commute to Manhattan. This is more than a home—it’s a lifestyle defined by luxury, comfort, and one of Long Island’s most desirable communities

  • Houzeo last checked: 8 minutes ago
  • Listing updated: September 26, 2026 at 7:08 am
  • Listing Provided by: Tammy J. Ramsay (516) 319-8605 , Eric Gordon Ramsay IV | Eric G Ramsay Jr Assoc LLC (631) 665-1500
  • Source: OneKey MLS-NY | MLS#: 1024524 OneKey MLS-NY

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Suffolk County

  • City

    Islip

  • Neighborhood

    --

  • Year Built

    1962

  • HOA Fees

    -

  • Finished Area

    3,098 sqft

  • Lot Size

    22,216 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    1024524

  • MLS Status

    Pending

  • Days on Market

    87

  • Cumulative Days on Market

    74

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

Interior

  • Appliances

    Refrigerator, Stainless Steel Appliance(s)

  • Interior Features

    Eat In Kitchen

  • Sewer

    Public Sewer

  • Cooling

    Central Air

  • Heating

    Natural Gas

Construction

  • Year Built

    Year Built: 1962

  • Home type

    Single Family Residence

  • Architectural Style

    Hi Ranch

  • Construction Materials

    Brick, Vinyl Siding

Utilities & Energy

  • Parking Features

    Attached, Driveway

  • Utilities

    Electricity Connected, Water Connected

  • Water Source

    Public

Price History

DateEventPrice

09/25/2026

Source: mls_logoOneKey MLS-NY #KEY1024524

Pending

$1,099,000

$355/sqft

09/10/2026

Source: mls_logoOneKey MLS-NY #KEY1024524

Listed for Sale

$1,099,000 -8.34%

$355/sqft

07/30/2026

Source: mls_logoOneKey MLS-NY #KEY1024524

Price Decreased

$1,199,000 -5.96%

$387/sqft

07/13/2026

Source: mls_logoOneKey MLS-NY #KEY1024524

Price Decreased

$1,275,000 -1.85%

$412/sqft

07/13/2026

Source: mls_logoOneKey MLS-NY #KEY1024524

Price Increased

$1,299,000 +8.34%

$419/sqft

Show more

Nearby Homes

Based on information from OneKey MLS, through Oct 09, 2026, 09:31AM. 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. © 2026 OneKey® MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group