2 Bedroom Apartments for Rent in Head Of The Harbor, NY (44 Rentals)

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Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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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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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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Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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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 $3,830. Carlow in the Lake Ronkonkoma neighborhood has the second largest 2 Bedroom, which is sized at 1,460 square feet and currently listed start at $5,840. 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$3,830
CarlowB51,460 Sq Ft$5,840
Heritage Spy Ring Golf ClubB21,431 Sq Ft$4,184
Fairfield Landmark At Port Jefferson VillageTwo Bedroom Plus Den Two Story Duplex E. Post F...1,341 Sq Ft$3,710
Fairfield Gables At South SetauketFicino1,315 Sq Ft$4,145
Willow Lake ApartmentsModel A 2 Bedroom Terrace First Floor1,300 Sq Ft$3,205
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
Avalon CommonsB3R1,208 Sq Ft$3,420
The BrookportTwo Bedroom1,165 Sq Ft$4,200

Cheapest Available Head Of The Harbor and Nearby 2 Bedroom Apartments

As of June 19, 2026 the lowest priced 2 Bedroom apartment unit in Head Of The Harbor, NY is the Two Bedroom Upper Model starting from $2,625 at Maple Garden Apartments in the Village of the Branch neighborhood. The second most affordable Head Of The Harbor 2 Bedroom is the The Boxwood Upper Model at Fairfield Gardens At Port Jefferson starting at $2,835 in the The Villages at Mount Sinai Park neighborhood. The average price for all 2 Bedroom apartments in Head Of The Harbor is currently $3,764. 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$2,625
Fairfield Gardens At Port JeffersonThe Boxwood Upper$2,835
Fairfield Centereach GardensThe Evergreen Upper$2,840
Fairfield Falls at Port JeffersonThe Fall Creek Falls$2,920
Fairfield At New England VillageThe Avondale Lower$2,975
Eagle Rock Apartments at NesconsetB1$2,995
Fairfield At Lake GroveThe Ontario$3,065
Heatherwood House at Port Jefferson2 Bedroom Upgrade$3,130
Fairfield Knolls North At Port JeffersonThe Del Ray III$3,155
Willow Lake ApartmentsModel A 2 Bedroom Terrace First Floor$3,205

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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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 $2,625.

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 $3,764.

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 $3,830 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 1,216 sq ft.

Expert Rental Resources

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.

Articles, How-To's, and Tips

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

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There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

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Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.