Rental Permit# 200858. Tucked away in coveted Sag Harbor, this stunning tennis court home offers the perfect blend of luxury, privacy, and Hamptons charm. Set on a sprawling, secluded lot, the home welcomes you with lush landscaping and a backyard oasis designed for entertaining. A large pool, expansive patio and deck spaces, and towering trees create a serene, resort-like atmosphere. Inside, the sun-drenched main living area features soaring vaulted ceilings and oversized windows that fill the space with natural light. The stylish kitchen is a showstopper-complete with a center island, beautiful tile backsplash, breakfast nook, and accordion glass doors that open to the outdoors, offering the ultimate in indoor/outdoor flow. Retreat to the spacious primary suite, which boasts an oversized closet and a spa-inspired bath featuring dual showers, a soaking tub, skylight, and dual sink vanity. The finished lower level expands the living space with a large recreation area, plus bonus bedrooms. Whether hosting or seeking a peaceful escape, this exceptional Sag Harbor home has it all. Also available any two (2) weeks for $40,000 in July 2025.
Off market
$2,375,000
253 Northside Dr, Sag Harbor, NY 11963
5beds
2,985sqft
SingleFamily
Built in 2009
1.17 Acres Lot
$2,375,000 Zestimate®
$796/sqft
$7,576 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: August 25, 2025 at 04:27pm
Source: Zillow Rentals
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 4
Heating
- Fireplace
Cooling
- Central Air
Features
- Has fireplace: Yes
Interior area
- Total interior livable area: 2,985 sqft
Property
Parking
- Parking features: Attached, Other
- Has attached garage: Yes
- Details: Contact manager
Features
- Stories: 2
- Exterior features: Architecture Style: transitional, Broker Exclusive, Tennis Court(s)
- Has private pool: Yes
Lot
- Size: 1.17 Acres
Details
- Parcel number: 0900029000200038054
Construction
Type & style
- Home type: SingleFamily
- Property subtype: SingleFamily
Condition
- Year built: 2009
Community & neighborhood
Community
- Community features: Tennis Court(s)
Location
- Region: Sag Harbor