985 Craigville Road, Chester, NY, 10918
About This Home
Welcome to your own private retreat, where timeless design, exceptional outdoor living, and over three acres of peaceful surroundings come together to create an unforgettable place to call home. Inside, the heart of the home is anchored by a stunning double sided fireplace that effortlessly connects the main living areas, creating warmth, character, and an inviting atmosphere for both everyday living and entertaining. Sunlight pours into the beautiful sunroom, offering the perfect place to enjoy your morning coffee, unwind with a good book, or simply take in the tranquil views of the property throughout every season. Step outside and discover the true highlight of this remarkable property. Designed with entertaining in mind, the backyard is a private oasis featuring a sparkling inground pool, beautifully integrated outdoor living spaces, a custom built fire pit, and built in seating that invites family and friends to gather long after the sun goes down. Whether you're hosting summer pool parties, enjoying crisp fall evenings by the fire, or simply relaxing in your own backyard retreat, this outdoor space delivers an exceptional lifestyle year round. Set on over three private acres, the property offers the perfect balance of open space and privacy. There is plenty of room to explore, play, garden, or simply enjoy the serenity of nature, all while being just minutes from the conveniences of the Hudson Valley. Offering 4 bedrooms, inviting living spaces, and an outdoor setting that feels like your own private resort, this is more than just a home. It is a place where memories are made, weekends are enjoyed, and every season brings something special.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1987
Materials
- Construction materials: Frame,Wood Siding
Type & Style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subType: Single Family Residence,Residential
Interior
Appliances
- Appliances included: Other,Oven,Refrigerator,Washer
Basement
- Has basement: Yes
- Basement: Bilco Door(s),Full,Unfinished
Bedrooms & Bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Features
- First Floor Bedroom,First Floor Full Bath,Cathedral Ceiling(s),Entrance Foyer,Open Floorplan
- Fireplace features: Living Room
- Fireplace: Yes
- Attic: Crawl
Heating & Cooling
- Heating features: Hot Water,Oil
- Cooling features: Wall/Window Unit(s)
Interior Area
- Total structure area: 3,100
- Total interior livable area: 3,100 sqft
Property
Details
- Parcel number: 3320890440000001138.0000000
- Special condition: None
Features
- Private pool: Yes
Lot
- Lot size: 3 Acres
Parking
- Total spaces: 2
- Parking features: Attached,Driveway
- Has garage: Yes
- Attached garage spaces: 2
- Covered spaces: 2
- 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
- Cold Wave
- 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 | $4,045 | $48,540 |
| Home Insurance * | $240 | $2,880 |
| Property Taxes | $1,346 | $16,152 |
| Electricity | $512 | $6,147 |
| Total | $6,143 | $73,716 |
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 |
|---|---|---|
| 2026-08-17 | Price change | $750,000 |
| 2026-07-02 | Listed for sale | $800,000 |
| 2018-08-14 | Sold | $485,000 |
| 2018-07-11 | Pending sale | $494,000 |
| 2018-07-11 | Listed for sale | $494,000 |
| 2017-10-23 | Listing removed | $494,000 |
| 2017-08-23 | Listed for sale | $494,000 |
| 2009-06-21 | Listing removed | $539,900 |
| 2008-05-22 | Listed for sale | $539,900 |
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