• Primary Photo - 450 Sterling Woods Rd
  • Building Photo - 450 Sterling Woods Rd
    Building Photo - 450 Sterling Woods Rd
  • Building Photo - 450 Sterling Woods Rd
    Building Photo - 450 Sterling Woods Rd
$36,000 / Month

450 Sterling Woods Rd

,

Southold, NY 11971

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631-477-2220

  • Bedrooms

    4

  • Bathrooms

    3

  • Square Feet

    3,769 sq ft

  • Available

    Available Now

Highlights

  • In Ground Pool
  • Traditional Architecture
  • Wood Flooring
  • Main Floor Bedroom
  • 1 Fireplace
  • Furnished
450 Sterling Woods Rd
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About This Home

Available Now

Spacious Open Plan Home with So Much to Offer near Several Great Beaches. Open Livingroom,Dining Room,Kitchen,a Separate Den and a Separate Office as well as a Good Size Bedroom and Bath on First Floor. The Spacious Kitchen Offers Sub Zero Refrigerator,a Wine Fridge and a Separate Fridge Dedicated to Drinks You Grab on Way to Pool. Primary Ensuite and Two Bedrooms and Hall Bath on Second Floor. Finished Lower Level Family Room offers TV with Gaming Hookup and a Closet Full of Games to Enjoy. Fully Fenced Large Back Yard. Additional Separate Fencing around Inground Heated Pool with Easy Automatic Solar Cover and Pool House. Large Stone Patio for BBQing,Dining and Lounging and Lots of Open Backyard Grass Area to Play the Yard Games Provided or to Simply Star Gaze at Night. Room for All. Summer 2026 - Memorial Day through June $30,000; July $36,000; August to Labor Day $45,000; Memorial Day to Labor Day $100,000. Pets Considered on Case by Case Basis. Permit #0918. MLS ID KEY952007 Based on information submitted to the MLS GRID as of [see last changed date above]. 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. Some IDX listings have been excluded from this website. Prices displayed on all Sold listings are the Last Known Listing Price and may not be the actual selling price.

450 Sterling Woods Rd is a house located in Suffolk County and the 11971 ZIP Code. This area is served by the Southold Union Free School District attendance zone.

* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

Home Details

Home Type

Single Family Detached Home

Year Built

Built in 2010

Bedrooms and Bathrooms

Main Floor Bedroom En-Suite Primary Bedroom 3 Full Bathrooms 4 Bedrooms

Finished Basement

Walk-Out Basement Basement Fills Entire Space Under The House

Home Design

Traditional Architecture Shake Siding Cedar Frame Construction Entry on the 1st floor

Interior Spaces

Wood Flooring 1 Fireplace Furnished Formal Dining Room 3,769 Sq Ft Home 3-Story Property

Kitchen

Eat-In Kitchen Dishwasher

Laundry

Dryer Washer

Listing and Financial Details

Legal Lot and Block 15 / 0002 Assessor Parcel Number 1000-088-00-02-00-015-004

Lot Details

42,253 Sq Ft Lot Fenced Level Lot Cleared Lot

Outdoor Features

Balcony Porch Patio

Parking

2 Car Detached Garage Off-Street Parking Driveway

Pool

In Ground Pool

Schools

Southold Elementary School Southold Junior-Senior High Middle School Southold Junior-Senior High School

Utilities

Forced Air Heating and Cooling System Water Heater Propane Septic Tank Heating System Uses Propane

Community Details

Overview

Association fees include grounds care, pool service, trash, water

Pet Policy

Call for details about the types of pets allowed

Fees and Policies

The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified. Use the Cost Calculator to determine costs based on your needs.

  • One-Time Basics
    • Due at Move-In
      • Security Deposit - Refundable
        Charged per unit.
        $25

Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

Contact

  • Listed by Paul Loeb CBR | Douglas Elliman Real Estate
  • Phone Number
  • Contact
  • Source
    OneKey® MLS
Information Copyright 2026, OneKey® MLS. All Rights Reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.
Location Get Directions
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Edit Commute

Under 30 minutes

Commute Time is calculated at rush hour.
City - Southold

Southold, New York sits near the tip of Long Island's North Fork, where vineyards line the back roads and the Long Island Sound is never far from view. This town has a distinct identity shaped by agriculture, maritime heritage, and a slower pace of life that sets it apart from the bustle of metro New York, roughly 80 miles to the west. Unlike the Hamptons to the south, Southold has held onto a grounded character that draws people looking for a more sedate, rooted location.

The town stretches across several hamlets, including Cutchogue, Peconic, and Mattituck, each with its own personality but all connected by a strong sense of place. North Fork wineries and farm stands have brought steady attention to the area, helping fuel a modest but consistent local economy. Stony Brook Southampton and other East End institutions add an educational presence to the broader region.

Rentals here lean toward single-family homes, cottages, and smaller apartment communities tucked within the hamlets.

Learn more about living in Southold 
Amenities
  • Air Conditioning
  • Smoke Free
Education
Colleges & Universities Distance
Colleges & Universities Distance
SUNY Suffolk Co., Eastern
Drive: 44 min 24.1 mi
Connecticut College
Drive: 125 min 36.7 mi
University of Connecticut
Drive: 133 min 40.4 mi
Yale University, Main Campus
Drive: 175 min 76.4 mi
450 Sterling Woods Rd is within 44 minutes or 24.1 miles from SUNY Suffolk Co., Eastern. It is also near Connecticut College and University of Connecticut.
Schools
Southold Elementary School
Public Elementary School
Grades K-5
305 Students
Attendance Zone
Shelter Island School
Public Elementary, Middle & High School
Grades PK-12
183 Students
Nearby
Southold Junior Senior High School
Public Middle & High School
Grades 6-12
334 Students
Attendance Zone
The Hayground School
Private Elementary & Middle School
Grades PK-8
87 Students
Nearby
Our Lady Of Mercy Regional School
Private Elementary School
Grades PK-5
92 Students
Nearby
School data provided by The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.

View GreatSchools Rating Methodology

Data provided by GreatSchools.org © 2026. All rights reserved.
Transportation

450 Sterling Woods Rd is near Tweed/New Haven, located 80.0 miles or 180 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Southold Station
Drive: 8 min 3.8 mi
Greenport Station
Drive: 17 min 8.3 mi
Mattituck Station
Drive: 17 min 10.3 mi
Southampton Station
Drive: 59 min 37.9 mi
Bridgehampton Station
Drive: 70 min 43.2 mi
Airports Distance
Airports Distance
Tweed/New Haven
 Drive: 180 min 80.0 mi
Getting Around
Not Walkable
Walkability
10 / 100
Minimal Public Transit
Transit
0 / 100
Exceptionally Drivable
Drivability
90 / 100
Fairly Bikeable
Bikeability
40 / 100

Scores provided by

What do Walkability, Transit, Drivability, and Bikeability mean? Walkability measures the walking distance to day-to-day needs. Transit measures access to public transportation. Drivability measures congestion, parking availability, and access to major roads. Bikeability measures the suitability for cycling. How It Works
-
Soundscore™
- / 100

Traffic

-

Airport

-

Businesses

-

Scores provided by

HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It Works
Points of Interest

Time and distance from 450 Sterling Woods Rd.

Shopping Centers Distance
Shopping Centers Distance
Lighthouse Center
Drive: 9 min 4.0 mi
Southold Square
Drive: 9 min 4.4 mi
Village Of Southold
Drive: 10 min 4.5 mi
450 Sterling Woods Rd has 3 shopping centers within 4.5 miles, which is about a 10-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Custer Institute Observatory
 Drive: 5 min 2.6 mi
Red House Nature Center
 Drive: 15 min 7.9 mi
East End Seaport Maritime Museum
 Drive: 17 min 8.3 mi
Elizabeth A. Morton National Wildlife Refuge
 Drive: 69 min 20.1 mi
South Fork Natural History Museum & Nature Center
 Drive: 71 min 21.0 mi
450 Sterling Woods Rd has 5 parks within 21.0 miles, including Custer Institute Observatory, Red House Nature Center, and East End Seaport Maritime Museum.
Hospitals Distance
Hospitals Distance
Stony Brook Eastern Long Island Hospital
Drive: 17 min 9.2 mi
450 Sterling Woods Rd is 9.2 miles and a 17 minute drive from Stony Brook Eastern Long Island Hospital.
Military Bases Distance
Military Bases Distance
Fort Trumbell US Navy
Drive: 126 min 36.3 mi
New London Naval Sub Base
Drive: 134 min 40.2 mi
Naval & Marine Reserve Center
Drive: 190 min 82.3 mi
450 Sterling Woods Rd has 3 military bases within 82.3 miles, the nearest is Fort Trumbell US Navy which is 36.3 miles away and a 126 minute drive.

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