#155576, Kathy Marino, Sharri Cunningham, Listing office: Bunce Realty
$2,200,000 List price
5433 State Route 23 Windham, NY 12496
5 beds
2 full, 2 partial
3,409 sqft
0.3 acres
$645 / sqft
House
Property details
About 5433 State Route 23
🏡 A One-of-a-Kind Masterpiece in the Heart of Windham, NY! Welcome to Main Street Magic—an exceptional, fully reimagined 5-bedroom, 4-bathroom home (2 full, 2 half) located just 2 hours from NYC in the sought-after Catskills town of Windham. This stunning property perfectly blends historic charm with modern luxury and lifestyle-driven design. Step inside to soaring 13' vaulted ceilings and an incredible custom kitchen featuring quartz countertops, a 100-year-old reclaimed wood island, tiled backsplash, built-in table with bench seating, stainless steel appliances, and a stone bar with beverage center—ideal for hosting unforgettable gatherings. Enjoy cozy nights by the gas fireplace, unwind in the private sauna, and soak in the curated ambiance with custom fixtures, stained glass accents, and a 4-zone multimedia system. The home also includes two mudrooms, tile walk-in showers, recessed lighting throughout (interior + exterior), and a spacious first-floor primary suite for comfort and convenience. French doors lead you to an insulated upper deck, lower deck, and a generous, flat yard perfect for entertaining, relaxing, or playing. A rare find, the property also includes a plumbed 1930s barn—ready to be converted into a studio, guest house, or event space. Located on Main Street (NY-23) and connected to public utilities, you're walking distance to shops, dining, and all Windham has to offer. With exterior architectural details and old world charm with new modern flare, this house has it all. Whether you're looking for a luxury vacation retreat, income-generating property, or forever home, this residence delivers it all. With skiing, hiking, mountain biking, and the growing appeal of Windham—including PGA golf coming soon—this is a year-round destination on the rise. ✨ Showings available now — Offers being accepted! Don't miss your chance to own a truly unique piece of Windham.
Highlights
Home typeSingle Family Residence
HeatingForced Air, Propane
StatusActive
CoolingCentral Air
Size3,409 sqft
Lot size0.34 Acres
Year built1930
ParkingPaved, Off Street, Driveway
MLS #20252448
FireplaceGas, Living Room
ViewMountain(s)
Summary
- Partial Bathrooms: 2
- Full Bathrooms: 2
- Appliances: Wine Cooler, Washer/Dryer, Tankless Water Heater, Stainless Steel Appliance(s), Refrigerator, Range, Oven, Microwave, Ice Maker, Electric Oven, Dryer, Disposal, Dishwasher, Bar Fridge
- Basement: No
- Flooring Type: Ceramic Tile
- Interior: Bar, Built-in Features, Cathedral Ceiling(s), High Ceilings, Kitchen Island, Open Floorplan, Pantry, Sauna, Sound System, Stone Counters, Tile Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Wired for Data, Wired for Sound
- Fireplace: Gas, Living Room
- Total Bedroom Count: 5
- Attached Garage: No
- Parking: Paved, Off Street, Driveway
- View: Mountain(s)
- Exterior: Balcony, Fire Pit, Lighting
- Architectural Style: Other
- Heating: Forced Air, Propane
- Cooling: Central Air
- List Price: $2,200,000
- Price/SqFt: $645
- Annual Tax Amount: $4,799
- Tax Year: 2021
- Lot: Cleared, Landscaped, Level, Views
- Directions: Located on Main St. in Windham NY (Route-23)
- Year Built: 1930
- Stories: 2
- Living Area: 3,409 SqFt
- Lot Size: 0.34 Acres
- MLS Number: 20252448
- MLS Name: UlsterCounty
- Office Name: Core Real Estate Team
- Office Phone: (518) 326-0840
- Office Email: Brandon@coreteamny.com
- Listing Agent: Caitlin Cucchiella
Copyright © 2025 Hudson Valley Catskill Region MLS. All rights reserved. Real estate listings of brokerage firms other than Hudson Valley Catskill Region MLS are marked with the IDX logo and the detailed information about them includes the listing broker's name. This information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
This advertisement does not suggest that the broker has a listing in this property or properties or that any property is currently available.
Last updated on: 7/24/2025, 7:45:34 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Dec 22, 2023 | Home Sold | $185,000 |
| Jul 16, 2021 | Home Sold | $155,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $204,400 | $- |
| 2022 | $204,400 | $- |
| 2021 | $204,400 | $4,799 |
| 2020 | $204,400 | $4,799 |
| 2019 | $204,400 | $6,040 |
| 2018 | $204,400 | $5,443 |
| 2017 | $185,500 | $4,852 |
History based on county public records data.
Nearby schools
6
Hunter Elementary School
Public District PK-6
7.1 mi
•7794 Main St
6
Cairo-Durham Elementary School
Public District PK-5
13.2 mi
•424 Main St
6
Scott M Ellis Elementary School
Public District KG-5
14.1 mi
•11219 State Route 32
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $57,979. The majority of Windham, NY residents have income between $35k-100k annually. Residents typically live in single, no kids family. Most residents in this area have high school diploma education.
How much money do the neighbors make?
35%
<35k
44%
35k-100k
19%
100k-200k
2%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate
What types of families live nearby?
52%
Single, No Kids
4%
Single, with Kids
28%
Married, No Kids
16%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
10%
<11 yrs old
8%
12-17 yrs old
14%
18-34 yrs old
45%
35-64 yrs old
23%
65+ yrs old
What do the neighbors do for fun?
Figure Skating
Hunting
NASCAR
Where do the neighbors shop?
Dollar General
Wal-Mart
Bass Pro Shops
Where do the neighbors go to eat?
Applebees
Hardee's
Jimmy Johns
What do the neighbors drive?
Cadillac
Ram
Oldsmobile
What do the neighbors listen to?
Classic Country
Oldies
New Country
All data provided by Home Junction and Claritas
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Frequently asked questions
About 5433 State Route 23
The listing price of 5433 State Route 23 property is $2,200,000.
The property 5433 State Route 23 is a house located in Windham, New York, 12496.
Active Listing: 5433 State Route 23 is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 5433 State Route 23 are: Hunter Elementary School (GreatSchools Rating 6/10), Cairo-Durham Elementary School (GreatSchools Rating 6/10), Scott M Ellis Elementary School (GreatSchools Rating 6/10), Cairo-Durham Middle School (GreatSchools Rating 5/10), Greenville Middle School (GreatSchools Rating 6/10), Reginald Bennett Elementary School (GreatSchools Rating 4/10), Windham Ashland Central School (GreatSchools Rating 7/10), Hunter-Tannersville Middle School High School (GreatSchools Rating 4/10), Cairo-Durham High School (GreatSchools Rating 4/10).
According to the records, the last property tax for 2021 is $4,799 (source: MLS/based on county public records data).
The last sale was on December 22, 2023 for $185,000 (source: MLS/tax record).
The property at 5433 State Route 23 has 5 bedrooms and 2 full and 2 half bathrooms.
The property 5433 State Route 23 is 3,409 SqFt (source: MLS/tax record).
The year of construction for 5433 State Route 23 is 1930.
This home is located at 5433 State Route 23 in Windham, NY and zip code 12496. This 3,409 square foot home, which was built in 1930, sits on a 0.34 acre lot. Features: 5 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since June 23, 2025 and is currently priced at $2,200,000.
In June 2025 more than 0 listings in Windham, NY were sold above the asking price. During the same period more than 0 listings were sold at asking price, while more than 2 were sold below. The number of listings in Windham, NY increased by 6.5% between May and June 2025. While the average time on the market in June 2025 was 109 days, the median list price was $455,625.
From Rocket Homes Real Estate and based on county public records data.