5220 Route 23 #229, Windham, NY, 12496
About This Home
Rare Turnkey Income Producer! 2nd-Floor Winwood End Unit with Ski Slope Views Welcome to The Winwood, where affordability meets premium four-season Catskills living. This unique and well-appointed second-floor end unit condominium offers one of the most accessible and value-packed opportunities to own in the highly desirable Windham market. Whether you are searching for a carefree weekend retreat, a smart full-time mountain residence, or a high-yielding investment property, this rare turnkey gem delivers location, lifestyle, and proven income potential. The Residence: Step inside this premium end unit to discover a relaxed, sun-drenched layout designed for effortless living. The bright, comfortable living area flows seamlessly to your own private balcony, where you can sip your morning coffee or unwind with an evening beverage while taking in breathtaking, picturesque views of Windham's ski slopes. Exclusive Mountain Perks: Winwood owners and guests enjoy top-tier convenience, including: Guaranteed lift tickets to the mountain. Free shuttle service directly to the ski slopes. On-site parking equipped with Tesla EV charging stations. Resort-Style Amenities: The Winwood offers an impressive collection of on-site amenities rarely found at this price point. Just outside your door, enjoy a refreshing outdoor saltwater pool and a community firepit for cool mountain nights, a fully equipped fitness center to keep you active, a private on-site movie theater and a dedicated game room, plus convenient coin-operated laundry facilities. The Location: Positioned perfectly for four-season adventure, you are just a short, scenic stroll from town. Immerse yourself in everything the local area has to offer, from championship golf courses and alpine hiking/biking trails to local farmers' markets, antique shopping, and fabulous dining. Value, location, and a turnkey income stream come together perfectly here. Welcome home to your ultimate mountain getaway!
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1960
Type & Style
- Home type: Condo
- Architectural style: Other
- Property subType: Condominium
Interior
Appliances
- Appliances included: Free-Standing Refrigerator,Electric Cooktop,Dishwasher
- Laundry features: Common Area
Bedrooms & Bathrooms
- Bedrooms: 1
- Bathrooms: 1
- Full bathrooms: 1
Cooling
- Cooling features: Multi Units
Features
- Flooring: Carpet,Ceramic Tile,Stone
- Finished area below ground: 0
- Finished area above ground: 435
Interior Area
- Total structure area: 435
- Total interior livable area: 435 sqft
Property
Details
- Parcel number: 78.19423
- Attached to another structure: Yes
- Zoning: 01
Features
- Levels: One
- Pool features: In Ground
- Patio & porch: Other
- Has view: Yes
- View description: Mountain(s),Other
Lot
- Lot size: 435.60 sqft
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Inland Flooding
- Cold Wave
- Hurricane
- Tornado
- Winter Weather
How This Home’s Risks Compare
FEMA Declared Disasters in Greene County and New York
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $1,006 | $12,072 |
| Home Insurance * | $144 | $1,728 |
| Property Taxes | $230 | $2,760 |
| Electricity | $246 | $2,954 |
| Total | $1,626 | $19,512 |
Income You'd Need if You Spent...
New York FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-07-30 | Listed for sale | $199,000 |
View on Zillow