




20 Winding Hills Drive, Florida, NY, 10921
About This Home
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.
Getting Around
Schools
Construction
Condition
- Year built: 1984
Materials
- Construction materials: Vinyl Siding
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence,Residential
Interior
Appliances
- Appliances included: Dishwasher,Range,Refrigerator
Basement
- Has basement: Yes
- Basement: Finished,Partial
Bedrooms & Bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Features
- First Floor Full Bath,Beamed Ceilings,Built-in Features,Ceiling Fan(s),Chandelier,Eat-in Kitchen,Entrance Foyer,Formal Dining,Granite Counters
- Flooring: Hardwood,Laminate
- Attic: Scuttle
Heating & Cooling
- Heating features: Baseboard,Hot Water
- Cooling features: Central Air
Interior Area
- Total structure area: 2,644
- Total interior livable area: 2,644 sqft
Property
Details
- Parcel number: 3354890080000002085.0000000
- Special condition: None
Lot
- Lot size: 1.40 Acres
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
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
- Strong Wind
- Winter Weather
How This Home’s Risks Compare
FEMA Declared Disasters in Orange 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 | $2,730 | $32,760 |
| Home Insurance * | $149 | $1,788 |
| Property Taxes | $908 | $10,896 |
| Electricity | $436 | $5,243 |
| Total | $4,223 | $50,676 |
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 |
|---|---|---|
| 2026-05-04 | Price change | $579,900 |
| 2026-04-08 | Listed for sale | $599,900 |
| 2018-12-12 | Listing removed | $349,000 |
| 2018-09-20 | Price change | $349,000 |
| 2018-08-24 | Price change | $359,900 |
| 2018-08-07 | Price change | $369,900 |
| 2018-07-11 | Listed for sale | $375,000 |
| 2000-06-30 | Sold | $235,000 |
