1 Beds
1 Baths
435 Sqft
0.01 Acres

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! **Monthly HOA fee 425.38 **

 

The Upstate Lifestyle at 5220 Route 23, Unit #27, Windham

Life at this address comes with the Catskills right outside the door. Windham Mountain Club anchors the area for skiers and riders in winter, then shifts gears for warmer months with a beach, paddle boats, and courts for pickup games. For an easier pace, The Windham Path offers a well-maintained trail for a morning walk, run, or bike ride, complete with a dog park for four-legged companions. Mornings are well covered too, with the Catskill Mountain Country Store just up the road serving up buttermilk pancakes alongside a general store stocked with local goods. Wine enthusiasts will appreciate The Vineyard at Windham, where a tasting with mountain views makes for an easy weekend outing. And for those who prefer trail over pavement, Elm Ridge Wild Forest delivers miles of hiking and mountain biking routes right on Windham Mountain. Whether the goal is an active outdoor routine or a slower, scenery-filled lifestyle, this location puts it all within easy reach.

Facts & Features
MLS® # 20264331
Price $199,000
Bedrooms 1
Bathrooms 1.00
Full Baths 1
Square Footage 435
Acres 0.01
Year Built 1960
Type Residential
Sub-Type Condominium
Style Other
Status Active
MLS ucbr
Community Information
Address 5220 Route 23 229
Area Windham
City Windham
County Greene
State NY
Zip Code 12496
Amenities
View Mountain(s), Other
Is Waterfront No
Has Pool Yes
Pool In Ground
Interior
Appliances Dishwasher, Electric Cooktop, Free-Standing Refrigerator
Cooling Multi Units
Has Basement No
Fireplace No
Stories One
School Information
District Wind-Ash-Jewett
Additional Information
Date Listed July 30th, 2026
Days on Market 47
Zoning 01
Short Sale No
RE / Bank Owned No
Listing Details
Listing Courtesy of Coldwell Banker Village GreenW
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Purchase & Financing Information

Photo of Regina Tortorella

Regina Tortorella

Office: 518-734-4200 ext. 103
Cell: 914-466-0329
Photo of Aaron Joseph Perer

Aaron Joseph Perer

Office: 518-734-4200
Cell: 845-514-0186

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