2300 Pine Tree Rd

3,000 Sq. Ft.
$24 / Sq. Ft.
3,000
Sq. Ft.
$24
per Sq. Ft.

Description

Welcome to 2300 Pine Tree Road, Cutchogue, where every day feels like a vacation with room for guests. 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...Welcome to 2300 Pine Tree Road, Cutchogue, where every day feels like a vacation with room for guests. 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 and August already rented.
  1. Listed by Rita M. Rooney • Douglas Elliman Real Estate
    P: (631)-477-2220 C: (631)-833-0810 Rita.Rooney@elliman.com

Property Details for 2300 Pine Tree Road

City/Township
Southold
View
Neighborhood, Trees/Woods, Water
Architectural Style
Colonial
Garage Spaces
1.00
Waterfront
Yes
Pets Allowed
Call
Section Area
Skunk Lane
LISTING UPDATED: 03/19/2026 02:17 PM

Property Details for 2300 Pine Tree Road

StatusActive
MLS #963348
Days on Market31
Rental Incentives-
Costs & Fees-
Available Date06/01/2026
Lease TermLease Length: Seasonal
FurnishedFully Furnished
Compass TypeSingle Family
MLS TypeSingle Family Residence
Year Built1988
Lot Size0.44 AC / 19,166 SF
CountySuffolk County

Location

Listing Courtesy of Douglas Elliman Real Estate, Rita M. Rooney
Add your commute

Building Information for 2300 Pine Tree Road

Stories2Year Built1988Building Size-Lot Size0.44 AC / 19,166 SF

Property Information for 2300 Pine Tree Road

Summary
Location and General Information
  • Senior Community YN: No
  • Directions: Main Road (Route 25) to Skunk Lane. Left onto Pine Tree Road.
  • Property Attached: No
  • Structure Type: false
  • Levels: Two
  • Permit Number: 0435
  • Permit Required: Yes
  • Permit Expiration Date: 2027-05-30
  • State Or Province: NY
  • Months Or Seasons Available: June
  • Water Access YN: Yes
School Information
  • School District: Mattituck-Cutchogue
  • Elementary School District: Mattituck-Cutchogue
  • Elementary School: Mattituck-Cutchogue Elementary Sch
  • Middle Or Junior School District: Mattituck-Cutchogue
  • Middle Or Junior School: Mattituck Junior-Senior High School
  • High School District: Mattituck-Cutchogue
  • High School: Mattituck Junior-Senior High School
Rental
Rental
  • Lease Term: Seasonal
  • RentSpree Y/N: false
Unit Information
Unit Information
  • Building Units Total: 1
Room Information
Room 1 Information
  • Room Level: First
  • Room Type: Auxiliary Room
  • RoomDescription 1: Living room with fireplace, formal dining room, study, play room, kitchen, pantry, full bath
Room 2 Information
  • Room Level: Second
  • Room Type: Bedroom 1
  • Room Description: Three bedrooms. Primary with large ensuite and screened in balcony PLUS Bonus Room. House has 7 beds.
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 1000-104-00-02-00-009-000
  • Additional Fees: Yes
  • Additional Fee Frequency: See Remarks
  • Additional Fee Description: See remarks
  • Association: No
Income & Expenses Information
Income & Expenses Information
  • Additional Fees: 400.0
Interior and Exterior Features
Interior Features
  • Amenities: Beach Access, Built-in Features, Colonial, Combination, Covered, Creek, Deck, Eat in Kitchen, Electric Heat, Entrance Foyer, Family Room, Formal Dining, Hardwood Floors As Seen, Kitchen Island, Neighborhood, Open Kitchen, Other, Pantry, Porch, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Salt Water, Screened, Soaking Tub, Trees/Woods, Vinyl, Walk In Closet, Water Access, Water View, Well
  • Furnished: Furnished
  • Interior Features: Built-in Features, Eat-in Kitchen, Entrance Foyer, Formal Dining, Kitchen Island, Primary Bathroom, Open Kitchen, Other, Pantry, Quartz/Quartzite Counters, Recessed Lighting, Soaking Tub, Walk-In Closet(s)
  • Appliances: Dishwasher, Electric Range, ENERGY STAR Qualified Appliances, Freezer, Microwave, Oven, Range, Washer
  • Total Rooms: 9
  • Basement: See Remarks
  • Attic Description: See Remarks
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Fireplace Features: Family Room
  • Location Amenities: Hardwood Floors As Seen, Eat in Kitchen, Entry Foyer, Foyer, Formal Dining Room, Island Kitchen, Open Kitchen, Pantry, Soacking Tub, Walk In Closet, Deck, Porch, Water View, Water Access
  • Spa: No
  • Flooring: Combination, Hardwood, Vinyl
  • Exclusions: Propane for pool heater. Cleaning.
  • Living Area: 3,000.00
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Electric Heat, Salt Water, Covered, Deck, Porch, Screened, Driveway
  • Elevation Certificate: No
  • Entry Level: 1
  • Patio And Porch Features: Covered, Deck, Porch, Screened
  • Construction Materials: Frame
  • Waterfront Features: Beach Access, Creek, Water Access
  • Smoking: No
  • Pool Private: Yes
  • Pool Features: Electric Heat, Salt Water
  • Pool Details: Electric Heat,Salt Water
  • Stories Total: 2
Lot Information
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air, Wall/Window Unit(s)
  • Heating: Oil, Other
  • Heat Fuel Type: Oil, Other
  • Sewer: Cesspool
  • Water Source: Well
  • Utilities: Cable Connected, Electricity Connected, Propane, Water Connected
Green Features
  • Green Features: Dishwasher, Electric Range, ENERGY STAR Qualified Appliances, Freezer, Microwave, Oven, Range, Washer, Oil, Other, Electric Heat, Salt Water

Property History for 2300 Pine Tree Road

DateEvent & SourcePriceAppreciation
Feb 20, 2026

Price Change

ONEKEY #963348

$6,000—
Feb 19, 2026

Listed (Active)

ONEKEY #963348

$10,000—
Jun 1, 2025

Expired

ONEKEY #818302

$10,000—
May 15, 2025

Withdrawn

ONEKEY #818302

$10,000—
Jan 29, 2025

Listed (Active)

ONEKEY #818302

$16,500—
Feb 28, 2023

Expired

ONEKEY #3292608

$6,000—
Mar 5, 2021

Listed (Active)

ONEKEY #3292608

$25,000—
DateEvent & SourcePrice
02/20/2026

Price Change

ONEKEY #963348

$6,000
02/19/2026

Listed (Active)

ONEKEY #963348

$10,000
06/01/2025

Expired

ONEKEY #818302

$10,000
05/15/2025

Withdrawn

ONEKEY #818302

$10,000
01/29/2025

Listed (Active)

ONEKEY #818302

$16,500
02/28/2023

Expired

ONEKEY #3292608

$6,000
03/05/2021

Listed (Active)

ONEKEY #3292608

$25,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 2300 Pine Tree Road

This home is within Mattituck-Cutchogue Union Free School District.
Rating
School
Type
Grades
Distance
Public - K to 6
Public - 7 to 12
Rating
School
Distance
Mattituck Cutchogue Elementary School
PublicK to 6

Mattituck Junior Senior High School
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

2300 Pine Tree Road is available for rent in Cutchogue, NY 11935. This property was listed on February 19, 2026 by Douglas Elliman Real Estate, it's currently listed at $6,000. This listing's school district is Mattituck-Cutchogue Union Free School District. Nearby schools include Mattituck Cutchogue Elementary School and Mattituck Junior Senior High School. 2300 Pine Tree Road is a 3-bed, 3-bath, 3,000 sqft a property built in 1988.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Douglas Elliman Real Estate, Rita M. Rooney

Based on information submitted to the MLS GRID as of 03/19/2026 02:17 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.