5433 Highway 23

Windham, NY 12496

$1,750,000
Price
5
Beds
4,056 Sq. Ft.
$431 / Sq. Ft.
4,056
Sq. Ft.
$431
per Sq. Ft.
Listed By Compass
Listed By Compass
a view of a white house with a large windows
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a kitchen with a stove and cabinets
a living room with furniture and a window
a view of a house with a small yard and wooden fence
a view of an entryway with wooden floor
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a view of an empty room with wooden floor and a window
a view of a porch with wooden floor and furniture
a view of an entryway with wooden floor and stairs
a view of a kitchen with fridge and wooden floor
a view of an entryway with wooden floor and a window
a bedroom with a bed and wooden floor
a bathroom with a sink a toilet and shower
a bedroom with a bed and wooden floor
a bedroom with a bed and window
a bathroom with a sink a toilet and vanity
a utility room with dryer and washer
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a bedroom with a bed and window
a bathroom with a granite countertop sink a toilet and shower
a view of a dining room with furniture window and outside view
a large kitchen with lots of counter and chairs
a kitchen with stainless steel appliances granite countertop a stove a sink dishwasher a dining table and chairs with wooden floor
a large kitchen with lots of counter space a sink and stainless steel appliances
a kitchen with stainless steel appliances a sink stove and window
a bathroom with a sink
a dining table with chairs and chandelier
a dining room with furniture and window
a kitchen with granite countertop a sink stove a refrigerator and white cabinets with wooden floor
a kitchen with granite countertop a sink appliances cabinets and furniture
a view of a house with a deck
a view of a balcony with wooden floor
a view of a hallway with wooden floor and a window
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a living room with furniture and a fireplace
a living room with furniture and a potted plant
a bathroom with a toilet a sink a window and mirror
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a view of storage and utility room
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a front view of a house with a yard and garage view
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Description

Set right in the heart of the town of Windham, this exceptional brand new construction offers the rare combination of village proximity, mountain views, and income producing potential. Thoughtfully designed as a two-story residence with a private backyard and a separate barn with utilities already in place, the property presents a turnkey opportunity for an accessory dwelling unit, guest house, studio, or rental income, all while maintaining a cohesive, elevated aesthetic. Every inch of this home...Set right in the heart of the town of Windham, this exceptional brand new construction offers the rare combination of village proximity, mountain views, and income producing potential. Thoughtfully designed as a two-story residence with a private backyard and a separate barn with utilities already in place, the property presents a turnkey opportunity for an accessory dwelling unit, guest house, studio, or rental income, all while maintaining a cohesive, elevated aesthetic. Every inch of this home reflects an uncompromising commitment to quality, craftsmanship, and modern mountain living.
Inside, the home spans five generously sized bedrooms and 2.5 baths, with each bedroom easily accommodating a king-size bed and full furnishings. The main living space is built for gathering, featuring a gas log fireplace, built-in bar, and seamless flow into a stunning kitchen designed for both daily living and entertaining. The kitchen opens directly onto a covered porch, perfect for al fresco dining, with sweeping views of Windham Mountain beyond. The primary suite offers a spacious walk-in closet that has also been thoughtfully designed to allow for a future sauna installation if desired. From finishes to layout, no detail has been overlooked in this high-end, newly completed build.
Located in the charming ski town of Windham, this property places you moments from skiing, hiking, dining, and year-round outdoor recreation, while still offering remarkable accessibility. Just over two and a half hours from the George Washington Bridge, Windham has become a beloved Catskills destination for second-home buyers and full-time residents alike, known for its charming village center, newly designed ski mountain, golf course, and growing food and arts scene. Whether you're seeking a primary residence, weekend escape, or income-producing investment, this home delivers exceptional versatility in one of the Catskills' most sought-after locations.

Property Details for 5433 Highway 23

Zoning
01
Basement YN
No
LISTING UPDATED: 02/03/2026 02:59 PM

Property Details for 5433 Highway 23

StatusActive
MLS #20260285
Days on Market33
Taxes$5,011 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1930
Lot Size0.34 AC / 14,810 SF
CountyGreene County

Location

Listing Courtesy of: .

Add your commute

Building Information for 5433 Highway 23

Stories-Year Built1930Building Size-Lot Size0.34 AC / 14,810 SF

Payment Calculator

$8,947 per month

30 year fixed, 6.15% Interest

Principal and Interest

$8,529

Property Taxes

$418

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 5433 Highway 23

Summary
Location and General Information
  • Directions: Located on Main St. in Windham NY (Route-23
  • Township: Hunter
  • MLS Area Major: Windham
  • County: Greene
  • Latitude: 42.307167
  • Longitude: -74.255533
  • MLS Area Major: Windham
  • Sign On Property YN: Yes
  • Mountain(s): Yes
Taxes and HOA
  • Association Fee: $.00
  • Parcel Number: 78.18-2-39
  • Tax Block: 1
  • Tax Legal Description: 5433 Route 23
  • Tax Annual Amount: $5,011.00
Parking
  • Attached Garage YN: No
  • Garage YN: No
  • Garage YN: No
  • Circular Driveway: Yes
  • Drive Through: Yes
  • Driveway: Yes
  • Off Street: Yes
Property
Lot Information
  • New Construction YN: Yes
  • Lot Size Acres: 0.34
  • Above Grade Finished Area: 4056.0
  • Below Grade Finished Area: 0.0
  • Living Area: 4056.0
  • Lot Size Area: 0.34
  • Lot Size Units: Acres
  • Lot Size Square Feet: 14810.4
  • Above Grade Finished Area: 4056.0
  • Below Grade Finished Area: 0.0
  • Lot Size Acres: 0.34
  • Contemporary: Yes
  • Clapboard: Yes
  • Stone: Yes
  • Cleared: Yes
  • Landscaped: Yes
  • Level: Yes
  • Views: Yes
Property and Assessments
  • Owner Name: Windham Whitehouse LLC
  • Total Floor Plans Count: 0
  • Property Type: Residential,Single Family Residence
  • Year Built: 1930
  • Property Sub Type: Single Family Residence
  • New Construction YN: Yes
  • Page: 238
  • Section: 0
Taxes and HOA
  • Tax Assessed Value: 334525.0
  • Tax Lot: 5
Utilities
  • Public Sewer: Yes
  • Public: Yes
Interior and Exterior Features
Exterior Features
  • Balcony: Yes
  • Fire Pit: Yes
  • Lighting: Yes
  • Private Yard: Yes
  • Barn(s): Yes
  • Front Porch: Yes
  • Porch: Yes
  • Rear Porch: Yes
  • Wrap Around: Yes
  • Shingle: Yes
Interior Features
  • Basement YN: No
  • Fireplaces Total: 1
  • Fireplace YN: Yes
  • Room Total: 0
  • Bathrooms Total (Integer): 4
  • Bathrooms Total (Decimal): 3.0
  • Bathrooms Total (Notational): 2.2
  • Cooling: Yes
  • Heating: Yes
  • Bedrooms Total: 5
  • Bathrooms Full: 2
  • Bathrooms Half: 2
  • Bathrooms Half: 2.0
  • Fireplace YN: Yes
  • Bar Fridge: Yes
  • Dishwasher: Yes
  • Disposal: Yes
  • Dryer: Yes
  • Electric Oven: Yes
  • Exhaust Fan: Yes
  • Ice Maker: Yes
  • Microwave: Yes
  • Oven: Yes
  • Range: Yes
  • Refrigerator: Yes
  • Stainless Steel Appliance(s): Yes
  • Tankless Water Heater: Yes
  • Wine Cooler: Yes
  • Wine Refrigerator: Yes
  • Central Air: Yes
  • ENERGY STAR Qualified Doors: Yes
  • French Doors: Yes
  • Living Room: Yes
  • Ceramic Tile: Yes
  • Engineered Hardwood: Yes
  • Slab: Yes
  • Forced Air: Yes
  • Bar: Yes
  • Breakfast Bar: Yes
  • Built-in Features: Yes
  • Cathedral Ceiling(s): Yes
  • High Ceilings: Yes
  • Kitchen Island: Yes
  • Open Floorplan: Yes
  • Pantry: Yes
  • Primary Downstairs: Yes
  • Sound System: Yes
  • Stone Counters: Yes
  • Tile Counters: Yes
  • Vaulted Ceiling(s): Yes
  • Walk-In Closet(s): Yes
  • Wet Bar: Yes
  • Wired for Data: Yes
  • Wired for Sound: Yes
  • Laundry Room: Yes
  • Lower Level: Yes
  • Main Level: Yes
  • Sink: Yes
  • Two: Yes
  • Double Pane Windows: Yes
  • ENERGY STAR Qualified Windows: Yes
  • Shutters: Yes
Mobile Home
Mobile Home Information
  • Sign On Property YN: Yes
Rental
Rental Information
  • Occupant Type: Owner
  • Occupant Name: *** NEW LISTING ***
  • Occupant Type: Owner
  • Occupant Name: *** NEW LISTING ***

Property History for 5433 Highway 23

DateEvent & SourcePriceAppreciation
Dec 6, 2023

Sold (Public Record)

Public Record #1524953803

$185,000

+7.6% / yr

Jul 8, 2021

Sold (Public Record)

Public Record #1467562905

$155,000—
DateEvent & SourcePrice
12/06/2023

Sold (Public Record)

Public Record #1524953803

$185,000

+7.6% / yr

07/08/2021

Sold (Public Record)

Public Record #1467562905

$155,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 5433 Highway 23

Taxable ValueLand$20,600Additions$183,800Total$204,400
Tax Record2024$3,459 ($288 / month)
Home Facts
Beds5Baths2Total Finished SqFt3,256 SqFtAbove Grade Finished SqFt3,256 SqFtStories2Lot Size14,810 SqFtStyleSingle Family ResidenceYear Built1930Zoning01 - NOT ZONECountyGREENEAPN194600 78.18-2-39

Schools near 5433 Highway 23

This home is within Windham-Ashland-Jewett Central School District.
Rating
School
Type
Grades
Distance
Windham Ashland Central School
Public - PK to 12
Rating
School
Distance
Windham Ashland Central School
PublicPK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 5433 Highway 23, Windham, NY 12496

5433 Highway 23 is a single family home for sale in Windham, NY 12496. This property was listed for sale on January 21, 2026 by Compass, it's currently listed at $1,750,000. It has been on the market for a total of 33 days and was last sold on December 6, 2023. This listing's school district is Windham-Ashland-Jewett Central School District. Nearby schools include Windham Ashland Central School. 5433 Highway 23 is a 5-bed, 4-bath, 4,056 sqft single family home built in 1930.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale or lease on this webpage comes from the the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. Real estate listings held by brokerage firms other than Compass are marked with a OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS or Ulster County Board of REALTORS Logo. Use of these search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. The accuracy of all information is deemed reliable but not guaranteed and should be verified through personal inspection by and/or with appropriate professionals. The data contained herein is copyrighted by the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Information Copyright 2026, OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. All rights reserved. Data last updated: 02/03/2026 02:59 PM