• Primary Photo - 285 Middleton Rd
  • Building Photo - 285 Middleton Rd
    Building Photo - 285 Middleton Rd
  • Building Photo - 285 Middleton Rd
    Building Photo - 285 Middleton Rd
$9,000 / Month

285 Middleton Rd

,

Greenport, NY 11944

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285 Middleton Rd
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Beds Baths Average SF
4 Bedrooms 4 Bedrooms 4 Br 2 Baths 2 Baths 2 Ba 2,050 SF

About This Property

Winter/Off Season and Summer Furnished House Rental. 4 Bedroom/2 Bathroom Cape Close to Greenport Village. Formal Dining Room,Separate Den with TV,Screened Porch with Large Dining Table and Summer Kitchen Set Up. Nicely Manicured Lawn for Enjoyment. October 2024 to May 2025 $3,500 Per Month; SUMMER 2025 - June $9,000; July $11,000; August to Labor Day $12,500; Weekly $2,800 (with two week minimum). Permit #0701. 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.

285 Middleton Rd is a house located in Suffolk County and the 11944 ZIP Code. This area is served by the Greenport Union Free School District attendance zone.

Location
285 Middleton Rd, Greenport,
NY 11944
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Edit Commute

Under 30 minutes

Commute Time is calculated at rush hour.
City - Greenport

Salt air, ferry horns, and the distant hum of fishing boats at dawn set the tone for life in Greenport, a small Long Island village where the waterfront is never more than a short walk away. Perched at the eastern tip of the North Fork, this historic former whaling port still buzzes with nautical energy. Mitchell Park sits at the heart of it all, offering a marina, an antique carousel, and a Camera Obscura that draws visitors and locals alike. Boutique shops, art galleries, and wine country roads leading to nearby North Fork vineyards round out the day-to-day rhythm of this tightly knit coastal community.

The Railroad Museum of Long Island and the East End Seaport Museum give the village a sense of grounded history that you can actually touch and explore. For renters, Greenport offers a mix of charming cottage-style rentals, converted historic homes, and smaller apartment communities tucked within walking distance of the waterfront.

Learn more about living in Greenport 
Education
Colleges & Universities Distance
Colleges & Universities Distance
SUNY Suffolk Co., Eastern
Drive: 45 min 26.2 mi
Connecticut College
Drive: 109 min 28.2 mi
University of Connecticut
Drive: 117 min 32.0 mi
Yale University, Main Campus
Drive: 168 min 74.5 mi
285 Middleton Rd is within 45 minutes or 26.2 miles from SUNY Suffolk Co., Eastern. It is also near Connecticut College and University of Connecticut.
Schools
Greenport Elementary School
Public Elementary School
Grades PK-5
326 Students
Attendance Zone
Greenport High School
Public Middle & High School
Grades 6-12
358 Students
Attendance Zone
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

285 Middleton Rd is near Tweed/New Haven, located 71.5 miles or 164 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Greenport Station
Drive: 4 min 1.6 mi
Southold Station
Drive: 8 min 4.8 mi
Mattituck Station
Drive: 18 min 12.4 mi
Bridgehampton Station
Drive: 61 min 15.5 mi
Westbrook
Drive: 134 min 47.7 mi
Airports Distance
Airports Distance
Tweed/New Haven
 Drive: 164 min 71.5 mi

Walkability Near 285 Middleton Rd Greenport, NY 11944

Getting Around
Somewhat Walkable
Walkability
30 / 100
Minimal Public Transit
Transit
10 / 100
Exceptionally Drivable
Drivability
100 / 100
Fairly Bikeable
Bikeability
50 / 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
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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 285 Middleton Rd.

Shopping Centers Distance
Shopping Centers Distance
Southold Square
Drive: 6 min 4.2 mi
Village Of Southold
Drive: 7 min 4.2 mi
Lighthouse Center
Drive: 7 min 4.8 mi
285 Middleton Rd has 3 shopping centers within 4.8 miles, which is about a 7-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Red House Nature Center
 Walk: 17 min 0.9 mi
East End Seaport Maritime Museum
 Walk: 18 min 1.0 mi
Custer Institute Observatory
 Drive: 10 min 6.0 mi
Orient Beach State Park
 Drive: 25 min 10.1 mi
Cedar Point County Park
 Drive: 74 min 18.7 mi
285 Middleton Rd has 5 parks within 18.7 miles, including Red House Nature Center, East End Seaport Maritime Museum, and Custer Institute Observatory.
Hospitals Distance
Hospitals Distance
Stony Brook Eastern Long Island Hospital
Walk: 12 min 0.7 mi
285 Middleton Rd is 0.7 mile and a 12 minute walk from Stony Brook Eastern Long Island Hospital.
Military Bases Distance
Military Bases Distance
Fort Trumbell US Navy
Drive: 110 min 27.8 mi
New London Naval Sub Base
Drive: 118 min 31.7 mi
Naval & Marine Reserve Center
Drive: 174 min 73.9 mi
285 Middleton Rd has 3 military bases within 73.9 miles, the nearest is Fort Trumbell US Navy which is 27.8 miles away and a 110 minute drive.

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