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MLS ID KEY963348Last updated Oct 13, 2026

Single Family

2300 Pine Tree Road

Active · Southold · Suffolk County, NY 11935

Monthly rent$6,500/monthRequest a Showing
Bedrooms
3 Beds
Bathrooms
3 Baths
Year built
1988
Property gallery0 / 45
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About this home

LISTING PRICE IS FOR OFF-SEASON ONLY. Spacious, recently renovated Nassau Point getaway designed for relaxed, family-friendly fun. Enjoy hardwood floors, central air, a stocked kitchen, and plenty of room for guests to spread out. The playroom keeps little ones entertained, while the screened-in balcony off the main bedroom offers peaceful water views. Outdoors, a fully fenced heated saltwater pool, sunny and shaded lounge areas, multiple dining spaces, and a large deck create an easy vacation flow. A full basketball/pickleball court, outdoor shower, kayaks, paddleboards, and beach gear add endless activities. Located on a quiet street with creek access and just a 3-minute drive or 15-minute walk to soft sandy Nassau Point beach. Southold Town Rental Permit #0435. Minimum rental term: 2 weeks. Cleaning and propane for pool heater (if applicable) are additional. SEE BELOW FOR AVAIL. DATES/RATES Off-season: $6,500/month+ mid month and exit cleaning fee. Hot tub option: bi-weekly maintenance tenants responsibility. 2027: May 10k (pool not open until Memorial day). June: $15k + propane for pool. May/June combo: $20k. Tenant responsible for bi-weekly cleaning.

Listing snapshot

Days on site
30 days
Listed on MLS
Feb 19, 2026
Full baths
3
Half baths
0
Area source (MLS)
Other
Listing brokerage
Douglas Elliman Real Estate
MLS ID
KEY963348
Last updated
Oct 13, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1988
Garage
Yes
Garage spaces
1
Parking
Driveway
Water source
Well
Sewer
Cesspool
Utilities
Cable Connected, Electricity Connected, Propane, Water Connected

Interior features

Basement
See Remarks
Heating
Oil, Other
Cooling
Central Air, Wall/Window Unit(s)
Interior
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
Flooring
Combination, Hardwood, Vinyl
Fireplace
Yes
Fireplaces
1

Exterior features

Architectural style
Colonial
Construction materials
Frame
Private pool
Yes

Schools (MLS)

Elementary school
Mattituck-Cutchogue Elementary Sch
Elementary school district
Mattituck-Cutchogue
Middle school
Mattituck Junior-Senior High School
Middle school district
Mattituck-Cutchogue
High school
Mattituck Junior-Senior High School
High school district
Mattituck-Cutchogue

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

Southold · Suffolk County, NY 11935Show interactive map
2300 Pine Tree Road

Southold · Suffolk County, NY 11935

Google Maps directions

Listing data is supplied by the MLS and may change without notice.