Rental Registration #: 0435 Welcome to 2300 Pine Tree Road, Cutchogue, where every day feels like a vacation with room for guests. (Listing price is for April only. PLEASE SEE BELOW FOR AVAILABILITY & RATES) The property boasts a fully fenced, heated saltwater pool, a perfect spot for relaxing. Multiple outdoor dining areas provide ample space for entertaining or enjoying a quiet meal under the stars. For sports enthusiasts, the property features a basketball and pickleball court, offering endless hours of fun. Lots of bonus space and includes a Peloton and weights too! The firepit is a cozy spot for evening gatherings, sharing stories, and creating memories. Inside, the house is spacious and welcoming, with a playroom filled with toys and essentials for the little ones. The kitchen is beautifully updated and fully stocked, ready for your culinary adventures. Upstairs, the main bedroom offers water views from a screened-in balcony and a large and inviting en-suite. Just a stone's throw away from stunning and soft sandy Nassau Point beach. The property also includes an outdoor shower, kayaks and paddleboards and beach gear for your convenience. (Southold Town Rental Permit #0435. 2-week minimum rule applies). For all stays, Cleaning and propane for pool heater (if applicable), is additional. Available Dates: April: $6k, May: $8k.September 4th - end of September (includes Labor Day): $11k. September 8th - end of September (no pool): $5k. June, July & August already rented.
House for rent
$6,000/mo
Fees may apply
2300 Pine Tree Rd, Cutchogue, NY 11935
3beds
3,000sqft
Price may not include required fees and charges. Learn more|
Singlefamily
Available now
None parking
Fireplace
What's special
Basketball and pickleball courtMultiple outdoor dining areasLarge and inviting en-suiteOutdoor shower
- 27 days |
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Zillow last checked: 7 hours ago
Listing updated: March 19, 2026 at 12:23pm
Travel times
Looking to buy when your lease ends?
Consider a first-time homebuyer savings account designed to grow your down payment with up to a 6% match & a competitive APY.
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Family Room, Laundry Room
Heating
- Fireplace
Features
- Has fireplace: Yes
Interior area
- Total interior livable area: 3,000 sqft
Property
Parking
- Parking features: Contact manager
- Details: Contact manager
Features
- Stories: 2
- Exterior features: Architecture Style: chateau, Broker Exclusive
- Has private pool: Yes
- Pool features: Pool
- Has spa: Yes
- Spa features: Hottub Spa
Details
- Parcel number: 1000104000200009000
Construction
Type & style
- Home type: SingleFamily
- Property subtype: SingleFamily
Condition
- Year built: 1988
Community & HOA
HOA
- Amenities included: Pool
Location
- Region: Cutchogue
Financial & listing details
- Lease term: Contact For Details
Price history
| Date | Event | Price |
|---|---|---|
| 2/21/2026 | Listed for rent | $6,000-40%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 5/15/2025 | Listing removed | $10,000$3/sqft |
Source: Zillow Rentals Report a problem | ||
| 4/19/2025 | Price change | $10,000-39.4%$3/sqft |
Source: Zillow Rentals Report a problem | ||
| 1/29/2025 | Listed for rent | $16,500+175%$6/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/2/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
Neighborhood: 11935
Nearby schools
GreatSchools rating
- 6/10Mattituck Cutchogue Elementary SchoolGrades: K-6Distance: 1 mi
- 7/10Mattituck Junior Senior High SchoolGrades: 7-12Distance: 4.2 mi
- New York
- Suffolk County
- Cutchogue
- 11935
- 2300 Pine Tree Rd

