20 Hillside Rd, Southampton, NY, 11968
About This Home
Welcome to 20 Hillside Road, a serene estate set on over 4 acres of beautifully-manicured grounds. This custom-built home has been meticulously cared for over three decades, and offers an exceptional blend of privacy, tranquility, and natural beauty. Inside, graciously-proportioned rooms, vaulted ceilings, and large windows create a bright, airy ambiance that serves as a canvas for your lifestyle. Step outside to enjoy a suite of resort-like amenities, including a gunite pool with cabana, a tennis court, and acres of lush grounds. Just under five miles from the heart of Southampton Village, the property provides easy access to celebrated dining, boutique shops, and world-renowned beaches, while maintaining the sense of retreat that makes it a true haven. Take advantage of this rare opportunity, best appreciated in person. Come and see for yourself!
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1987
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Basement
- Has basement: Yes
- Basement: Yes
Bedrooms & Bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Cooling
- Cooling features: Central Air
Features
- Fireplace: Yes
Interior Area
- Total structure area: 3,853
- Total interior livable area: 3,853 sqft
Property
Details
- Parcel number: 0900177000200034007
Features
- Stories: 2
- Private pool: Yes
- Exterior features: Tennis Court(s)
Lot
- Lot size: 4.32 Acres
Parking
- Parking features: GarageAttached
- Has garage: 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
- Coastal Flooding
- Hurricane
- Inland Flooding
- Winter Weather
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters in Suffolk 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 | $22,729 | $272,748 |
| Home Insurance * | $2,642 | $31,704 |
| Property Taxes | $501 | $6,012 |
| Electricity | $636 | $7,640 |
| Total | $26,508 | $318,096 |
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 |
|---|---|---|
| 2025-09-17 | Listed for sale | $4,975,000 |
For Sale by Agent
View on Zillow