




300 Private Rd #8, Cutchogue, NY, 11935
About This Home
Just 90 minutes from New York City, discover an extraordinary opportunity to own a private estate retreat in the heart of the coveted North Fork. Tucked away at the end of a quiet cul-de-sac and set on 3.3 lush, sprawling acres, this exceptional 3,500-square-foot Victorian-style residence offers a rare blend of timeless elegance, modern comfort, and serene countryside living. A classic wraparound porch sets the tone, inviting you into a warm and refined interior where expansive living spaces are thoughtfully designed for both everyday living and upscale entertaining. The home features four generously sized bedrooms and multiple baths, including a beautifully renovated primary suite bath that adds a touch of modern luxury. Rich wood flooring flows throughout, complemented by three fireplaces that create an inviting ambiance across the formal living room, elegant dining room, and oversized family room. At the heart of the home, a spacious chef's kitchen offers the perfect setting for gatherings both large and intimate, while additional highlights—including central air, central vacuum, a full basement with outside entrance, and a garage with an oversized loft—provide both comfort and endless potential for customization, whether for extended living space, a studio, or recreational use. Step outside to your own private resort. The beautifully landscaped grounds are framed by mature trees and open land, offering exceptional privacy rarely found on the North Fork. A stunning in-ground pool with an expansive patio creates the ultimate outdoor oasis—ideal for summer entertaining, weekend escapes, or quiet relaxation under the sun. With ample space for expansion, the property also lends itself perfectly to a pool house or equestrian use, making it an ideal horse property. Located just moments from world-renowned vineyards, charming farm stands, and pristine North Fork beaches only 1.5 miles away, this remarkable estate offers a lifestyle that is both refined and relaxed. Whether you're seeking a full-time residence, a weekend retreat, or a legacy property, this is a rare offering where luxury, privacy, and location come together seamlessly.
Getting Around
Schools
Construction
Condition
- Year built: 1999
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Basement
- Has basement: Yes
- Basement: Yes
Bedrooms & Bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Cooling
- Cooling features: Central Air
Features
- Fireplace: Yes
Interior Area
- Total structure area: 3,500
- Total interior livable area: 3,500 sqft
Property
Details
- Parcel number: 1000097000300018007
Features
- Stories: 2
- Private pool: Yes
Lot
- Lot size: 3.34 Acres
Parking
- Parking features: GarageDetached
- 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
- 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 | $8,570 | $102,840 |
| Home Insurance * | $816 | $9,792 |
| Property Taxes | $2,288 | $27,456 |
| Electricity | $578 | $6,940 |
| Total | $12,252 | $147,024 |
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 |
|---|---|---|
| 2026-04-20 | Price change | $1,995,000 |
| 2026-04-01 | Listed for sale | $2,195,000 |
| 2020-09-22 | Listing removed | $1,125,000 |
| 2020-09-22 | Pending sale | $1,125,000 |
| 2020-09-18 | Listed for sale | $1,125,000 |
| 2020-09-09 | Sold | $1,075,000 |
| 2020-07-07 | Pending sale | $1,125,000 |
| 2020-05-31 | Listed for sale | $1,125,000 |
| 1995-08-18 | Sold | $90,000 |
For Sale by Agent
