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45 Woodland Drive, 
Smithtown, NY 11787

$989,990

5

Beds

3

Baths

2,537

Sq Ft

Single Family

Active

Listed by

Veronica A. Mannarino

Douglas Elliman Real Estate

Last updated:

May 5, 2026, 10:43 AM

MLS#

987129

Source:

OneKey MLS

About This Home

45 Woodland Drive

Location, Location, Location!!! This classic, VERY spacious and well maintained farm ranch home has loads of character and charm with hardwood floors throughout. 5-bedrooms, 3 full -baths and 2 car garage set on a picturesque, quite, tree lined and manicured street. This lovely and traditional home blends timeless elegance with thoughtful updates and TONS of storage. Some recent improvements include a new roof and upgraded pool equipment (pump, heater, and filter) some Anderson windows, a fully fenced yard for added privacy, and a beautiful mahogany deck overlooking the in-ground heated pool—perfect for relaxing or entertaining. Located within the highly regarded Smithtown School District, this property offers both charm and modern convenience in a desirable setting and close to all that Smithtown has to offer ......nature and hiking trails galore, incredible restaurants, coffee shops, boutiques and close to LIRR.

Home Facts

Single Family

3 Baths

5 Bedrooms

Built in 1956

Price Summary

989,990

$390 per Sq. Ft.

MLS #:

987129

Last Updated:

May 5, 2026, 10:43 AM

Added:

7 day(s) ago

Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

2,537 Sq. Ft.

Structure

Structure

Architectural Style:

Farmhouse

Building Area:

2,937 Sq. Ft.

Year Built:

1956

Lot

Lot Size (Sq. Ft):

33,106

Finances & Disclosures

Finances

Price:

$989,990

Price per Sq. Ft:

$390 per Sq. Ft.

Source:OneKey MLS
Copyright 2026 OneKey MLS. All rights reserved. Listings courtesy of OneKey MLS as distributed by MLS GRID . OneKey MLS provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. OneKey MLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of OneKey MLS.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.