5320 Route 23, Windham
MLS® # 20252750
Stunning 3,862 Sq Ft Windham Retreat with Ski Slope Views, Pool, A/C, Masonry Patios, Lush Landscaping, Dual 2-Car Garages & Paved Driveway.
Pride of ownership radiates throughout this meticulously maintained Windham property, offering 3,862 square feet of finished living space—including a beautifully appointed lower level—in a serene, park-like setting just two minutes from the heart of town and Windham Mountain Resort. Connected to municipal sewer and thoughtfully designed for both comfort and versatility, this home is perfect for full-time living, weekend getaways, or income-generating potential.
From the moment you arrive, you're welcomed by lush, mature landscaping, stone walls, and a wide paved driveway that leads to two separate 2-car garages. Enjoy breathtaking views of Windham's ski slopes, multiple masonry patios for entertaining, and a pool that completes the home's private oasis.
Step inside and experience the warm, timber-frame-inspired interior. The spacious living room features soaring vaulted pine ceilings, exposed beams, a wood-burning fireplace, split-unit A/C. The kitchen is both stylish and functional, with solid custom cabinetry, stainless steel appliances, a gas stove with hood, modern farmhouse sink, and direct access to the outdoor patio and pool—making alfresco dining and poolside entertaining effortless.
On the main level, you'll find a generously sized primary suite with a wall of glass overlooking the patio and pool, private outdoor access, an additional bedroom, a full tiled bath, and a dedicated office. Upstairs, a large loft with a half bath and a second flex room provides additional sleeping quarters, or versatile use as a gym, yoga studio or a creative space.
The finished basement offers even more living space, featuring a private entrance, a family/game room, full bathroom, kitchenette, and a dedicated sleeping area. With high-end finishes including wainscoting and solid interior doors, this level is ideal for guests, rental income, or multi-generational living.
Equipped with air conditioning, ceiling fans, municipal sewer, dual garages, stunning outdoor living spaces, and panoramic views—all just 2.5 hours from NYC—this property combines four-season enjoyment, thoughtful design, and rare flexibility in one of the Catskills' most sought-after destinations.
**Town property card indicates that this is a 3-bedroom home, but the home is on municipal sewer and is realistically utilized as a 5 bedroom. (View the 3D virtual walkthrough.)**
Garage Faces Front, Garage Faces Side, Paved, Heated Garage, Driveway
Water Heater, Washer, Stainless Steel Appliance(s), Refrigerator, Oven, Dryer, Dishwasher, Cooktop
Baseboard, Hot Water, Radiant Floor
Back Yard, Front Yard, Landscaped, Private, Wooded
The data relating to real estate on this website comes in part from the IDX of the Multiple Listing Service of Ulster County, Inc. Real estate listings held by brokerage firms other than Flemming Realty are marked with IDX logo and the detailed information about them includes the name of the listing broker.
Copyright © 2025 by the Multiple Listing Service of Ulster County, Inc. All Rights Reserved.
All information provided is deemed reliable but is not guaranteed and should be independently verified.
IDX 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.