From the moment you step inside, there’s an ease to this home that’s hard to explain but easy to feel. Light moves effortlessly through each space, the layout just makes sense, and everything about it invites you to settle in and stay awhile.
At just over 2,600 square feet, this home hits that ideal balance… not too big, not too small, but perfectly sized for the way you actually live. The split-level design is where it truly stands out. The main level opens into a bright, connected space where the living room, dining area, and kitchen flow seamlessly together. Sunlight reflects off the hardwood floors, while custom built-ins add warmth, character, and function. The kitchen offers generous workspace, abundant cabinetry, and a natural connection to the dining area, making everyday living and entertaining feel effortless.
Upstairs, four spacious bedrooms and two full bathrooms provide comfort and privacy. The lower level adds an entirely different layer of flexibility, featuring an additional bedroom, a half bath, and a versatile space that can easily adapt to your needs… whether that’s a guest suite, home office, gym, or a place to unwind.
Step outside and the pace slows down. There’s a quiet here… the sound of birds in the morning, open sky above, and a sense of calm that makes you want to linger a little longer. A portion of the yard is fenced, while the larger space beyond gives you room to relax, create, or simply enjoy having space around you.
Positioned between Warwick and Goshen, this location gives you the best of both worlds. You’re surrounded by some of the Hudson Valley’s most sought-after destinations… from wineries, orchards, and farm markets to charming village shops, restaurants, and year-round events. Whether it’s a morning at a local farm stand, an afternoon exploring nearby trails, or an evening out in Warwick’s vibrant downtown, everything is within easy reach. Major commuter routes are close by, and NYC is approximately 55 miles away, making this a perfect balance of accessibility and escape.
This is the kind of home that feels balanced in every way… in size, in layout, and in the lifestyle it offers.
Property Details
- Interior
- First Floor Full Bath, Beamed Ceilings, Built-in Features, Ceiling Fan(s), Chandelier, Eat-in Kitchen, Entrance Foyer, Formal Di
- Heating
- Baseboard, Hot Water
- Bedrooms
- 5
- Bathrooms
- 2.5
- Full Baths
- 2
- Half Baths
- 1
- Acres
- 1.4
- Square Feet
- 2644.0
- Parking Features
- Driveway
- Parking Type
- Driveway
- Property Type
- Purchase
- Basement
- 1
- Basement Description
- Finished, Partial
- Basement Finished
- 1
- Year Built
- 1984
- Sewer Information
- Septic Tank
- Utility Source
- Well
- Utility Features
- Electricity Connected, Phone Connected
- Appliances
- Dishwasher, Range, Refrigerator
- School District
- Florida
- Elementary School
- Golden Hill Elementary
- Middle School
- S S Seward Institute
- High School
- S.S. Seward Institute
- County
- Orange County
- Region
- Warwick (Town)
- Original List Price
- $599,900
- Days on Market (Cumulative)
- 153
- Taxes Annual
- $12,426
- MLS #
- 981369
- Property Subtype
- Single Family Residence
- Fence
- 1
- Parcel Number
- 335489-008-000-0002-085.000-0000
- MLS #
- 981369
- Date Listed
- April 08, 2026
- Address
- 20 Winding Hills Drive
Location
Legal
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Provided By
Listed by Brian J Caplicki (#KEY40020)
Listing Office: KW Hudson Valley United (#KEYKWHV03)
Provided By (Buyer)
Buyer's Agent: Emily Zambetti (#KEY58991)
Buyer's Office: Weichert Realtors (#KEYWEIC02)
