5433 New York 23 Windham, NY $ 1,599,000
5433 New York 23
$ 1,599,000
Recently Listed New Construction
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5433 New York 23

Windham, NY, 12496
$ 1,599,000
Bedrooms5 Baths2.2 Sq 4,056

Monthly Estimate*

$ 10,096

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Single Family Home for sale in Windham, NY

for $1,599,000 with 5 bedrooms and 2 full baths, 2 half baths. This 4,056 square foot home was built in 1930 on a lot size of 0.34.

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!

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Single Family Active

Price

$ 1,599,000

Bedrooms

5

Full Bath

2

Half Bath

2

Property Type

Single Family

Taxes

$ 3,277

Style

Colonial

Lot Size

0.34

Year Built

1930

Town/City

Windham

County/Region

Greene

MLS | Web ID

20264601

Features
General
Sewer Public Sewer
Heating ENERGY STAR Qualified Equipment Forced Air Zoned
Cooling Central Air
Utilities Cable Connected Electricity Connected Sewer Connected Water Connected Propane
Possession Close Of Escrow
Roof Asphalt Shingle
Appliances Wine Refrigerator Washer/Dryer Washer Tankless Water Heater Stainless Steel Appliance(s) Refrigerator Range Hood Microwave Ice Maker Gas Range Gas Oven Freezer Exhaust Fan ENERGY STAR Qualified Water Heater ENERGY STAR Qualified Refrigerator ENERGY STAR Qualified Dryer ENERGY STAR Qualified Appliances Dishwasher Convection Oven Bar Fridge
Zoning 210
Patio/Porch Features Enclosed Front Porch Patio Rear Porch Side Porch Wrap Around
Architectural Style Colonial
Security Features Carbon Monoxide Detector(s) Closed Circuit Camera(s) Prewired Smoke Detector(s)
Construction Materials Frame Spray Foam Insulation Stone Vinyl Siding
Year Built 1930
Electric 200+ Amp Service
View Mountain(s)
Township Windham
Levels Bi-Level
Property Subtype Single Family Residence
County Greene
New Construction true true
Property Type Residential
Attached Garage false
Energy Efficient Insulation
Garage Y/N false
Other Structures Barn(s) Storage Workshop
Total Rooms 15
Full Baths 2
Status Active
City Windham
High School District Wind-Ash-Jewett
MLS Area Windham
Lot Size Units Acres
Lot Size Square Feet 14810.4
Tax Annual Amount 3277
Property Condition Updated/Remodeled
MLS Area Minor Windham
Standard Status Active
Tax Assessed Value 624600
Tax Lot 2
Legal Description 1 Family Residential
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Interior
Interior Amenities Bar Breakfast Bar Built-in Features Cathedral Ceiling(s) Ceiling Fan(s) Crown Molding Eat-in Kitchen Entrance Foyer Granite Counters High Ceilings High Speed Internet Kitchen Island Open Floorplan Primary Downstairs Recessed Lighting Smart Camera(s)/Recording Smart Home Sound System Stone Counters Storage Vaulted Ceiling(s) Walk-In Closet(s) Wet Bar Wired for Data Wired for Sound
Flooring Hardwood Tile
Basement (Y/N) false
Air Conditioning Y/N true
Heating Y/N true
Window Features ENERGY STAR Qualified Windows Insulated Windows
Above Grade Finished Area 4056
Half Baths 2
Laundry Features Laundry Room Main Level
Total Bedrooms 5
Below Grade Finished Area 0
Total Baths 4
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Exterior
Exterior Amenities Balcony Lighting Private Yard Smart Camera(s)/Recording
Parking Features Asphalt Paved Off Street Driveway Additional Parking
Lot Features Back Yard Front Yard Paved Views
Water Source Public
Lot Size Area 0.34
Foundation Details Stone
Building Area Total 4056
Lot Size Acres 0.34
Road Surface Type Asphalt Paved
Door Features ENERGY STAR Qualified Doors French Doors
Road Frontage Type Town City Street State Road
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* Excluded Features
List By
Douglas Blum

Listing Agent

Windstar Realty Group, Llc

Broker

dblum@windstarrealty.com

Email

Affordability Calculator

$10,369
Per Month
97%
3%
0%
Monthly Principal & Interest
$10,096
Monthly Property Taxes
$273
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
0 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
8/11/2026$1,599,000 Listed Price

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5433 New York 23, Windham, NY, 12496 is a Single Family Home for sale at $1,599,000 with 4,056 sqft and a lot size of 0.34. 5433 New York 23 has 5 bedrooms, 2.2 baths, and was built in 1930. The property's zip code is 12496 which is in Windham, NY