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5 Beds
4 Baths
4,056 sqft

$1,399,000

5433 New York 23, Windham NY, 12496

Price per sqft$344.92
Built in1930
Property size4,056 sqft
Property typeResidential

Overview

Active

Listed Aug 11, 2026

Updated 2 days ago

Contemporary design blends with historic character in this thoughtfully renovated single-family classic colonial home located on charming Main Street in Windham. Originally built in 1930 and fully redesigned in 2024, this turnkey home creates the perfect environment for hosting lavish get-togethers and unforgettable family memories. Gaze into the skies to celebrate summer fireworks from your enclosed balcony or sip hot cocoa as you follow skiers as they slalom down Windham Mountain trails from your generous eat-in-kitchen. The distinct layout of this home design features a 2nd level entertainer's paradise with sprawling kitchen island, custom beverage center, and unobstructed mountain views. An insulated covered deck off the great room and kitchen brings the outside into your entertainment space. After the sun goes down, the gas fireplace is a perfect place to cozy up and enjoy listening to music from one of the 4-zone multimedia systems. Downstairs, five spacious and bright bedrooms encircle the center staircase on the 1st level with 2 well-appointed full baths, a powder room, and laundry room equipped with an oversized washer and dryer. Enter through the elegant front foyer with its grand staircase or trudge around the side entrance into a massive snow room to remove and store all your winter gear. Soaring high ceilings on both sleeping and living floors. Rear barn with plumbing, electric, and metal roof is ready to become your studio, workshop, or recreation space. The covered wrap-around front porch with exterior recessed lighting completes the picture and invites you sit, relax, and unwind. A perfect blend of style, comfort, lifestyle, and modern luxury. All this is just steps away from dining, shopping, and all the wonderful reasons why people have sought out Windham for generations. A rare opportunity to own a home of this quality and location. Come create the memories your family will enjoy for a lifetime!

$9,308/mo

Est. mortgage payment based on a $1,399,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
20264601

Interior Features

Bedrooms
5
Bathrooms
4
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.34 Acres

Other Property Details

Taxes
$3,277
Tax Frequency
Annually
View
Yes
New Construction
Yes
MLS provider logo

Listed by Douglas Blum with Windstar Realty Group, LLC
Listing Contact:  

The IDX display contains information sourced from the Hudson Valley Catskill Region MLS as of 10/9/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

©2026 Hudson Valley Catskill Region MLS all rights reserved.

Data last updated on 10/9/2026 at 3:31 AM UTC

 

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