2 Bedroom Apartments for Rent in Head Of The Harbor, NY (49 Rentals)

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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property at 109 E Main St

109 E Main St

SmithtownNY11787
property at 44 NY-25A

44 NY-25A

SmithtownNY11787

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Showing Results 1-49, Page 1 of 1

Head Of The Harbor, NY Local Guide

Largest Available Head Of The Harbor and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Head Of The Harbor, NY is found at Fairfield Knolls North At Port Jefferson in the Setauket East Setauket neighborhood and is 1,958 square feet priced from $3,740. Heritage Spy Ring Golf Club has the second largest 2 Bedroom, which is sized at 1,546 square feet and currently listed start at $4,516. Here is today’s list of the largest available 2 Bedroom units in Head Of The Harbor:

Apartment ListingModel NameSquare FootagePriced From
Fairfield Knolls North At Port JeffersonThe Cayman IB W/O1,958 Sq Ft$3,740
Heritage Spy Ring Golf ClubB111,546 Sq Ft$4,516
CarlowB51,460 Sq Ft$5,072
The Villas at SetauketC - The Port Jefferson1,385 Sq Ft$3,925
The Shipyard at Port Jeff HarborB91,344 Sq Ft$4,596
One North2 Bedroom1,326 Sq Ft$3,800
Fairfield Gables At South SetauketFicino1,315 Sq Ft$4,145
The Hills at Port Jefferson2 Bed 2 Bath1,271 Sq Ft$3,500
Fairfield Gardens At Port JeffersonThe Hemlock Upper1,268 Sq Ft$2,955
The BrookportTwo Bedroom1,165 Sq Ft$4,200

Cheapest Available Head Of The Harbor and Nearby 2 Bedroom Apartments

As of October 31, 2025 the lowest priced 2 Bedroom apartment unit in Head Of The Harbor, NY is the Two Bedroom Upper Model starting from $2,545 at Maple Garden Apartments in the Village of the Branch neighborhood. The second most affordable Head Of The Harbor 2 Bedroom is the The Evergreen Upper Model at Fairfield Centereach Gardens starting at $2,740 in the Five Corners neighborhood. The average price for all 2 Bedroom apartments in Head Of The Harbor is currently $3,867. Here is today’s list of the cheapest available 2 Bedroom options in Head Of The Harbor:

Apartment ListingModel NamePriced From
Maple Garden ApartmentsTwo Bedroom Upper$2,545
Fairfield Centereach GardensThe Evergreen Upper$2,740
Fairfield Gardens At Port JeffersonThe Boxwood Upper$2,835
Fairfield Falls at Port JeffersonThe Fall Creek Falls$2,895
Fairfield At New England VillageThe Avondale Lower$2,915
Fairfield At Lake GroveThe Ontario$2,940
Heatherwood House at Port Jefferson2 Bedroom Upgrade$3,043
The Lofts at Maple & Main2BR LIHP AFFORDABLE$3,150
Fairfield Knolls North At Port JeffersonThe Del Ray III$3,155
Fairfield Estates At St James2 Bedroom$3,195

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Head Of The Harbor, NY Rentals by Map

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Getting Around Head Of The Harbor, NY

Walk Score®

57 / 100

Somewhat Walkable

Some errands can be accomplished on foot

Bike Score®

39 / 100

Somewhat Bikeable

Minimal bike infrastructure

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

Frequently Asked Questions about 2 Bedroom Head Of The Harbor Apartments

What is the Cheapest apartment in Head Of The Harbor with 2 Bedroom?

Currently the most affordable 2 Bedroom in Head Of The Harbor is at Maple Garden Apartments listed at $2,545.

How much is the average rent for a 2 Bedroom Head Of The Harbor Apartment?

The average rent for a 2 Bedroom Apartment in Head Of The Harbor is $3,867.

What is the largest available 2 Bedroom Head Of The Harbor Apartment for rent?

Today's apartment with the most square footage in Head Of The Harbor is a 1,958 square feet unit starting from $3,740 at Fairfield Knolls North At Port Jefferson.

What is the average size for Head Of The Harbor 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Head Of The Harbor is currently 1,234 sq ft.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.