Cheap Apartments for Rent in Head Of The Harbor, NY from $2,000 (32 Rentals)

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Search the lowest-cost Apartments available for rent right now in Head Of The Harbor.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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property at 44 NY-25A

$2,800 - $3,215

1 To 2 Bedroom Rentals

Available Now

44 NY-25A

SmithtownNY11787

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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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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Showing Results 1-32, Page 1 of 1

Head Of The Harbor, NY Local Guide

Cheapest Available Head Of The Harbor Apartments for Rent and Nearby

 

The cheapest available apartment rental in Head Of The Harbor, NY is a Studio unit found at Fairfield At Smithtown in the Village of the Branch neighborhood priced from $2,115. Fairfield At Lake Grove in the Five Corners neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $2,195. Here is today’s list of the most affordable Head Of The Harbor apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Fairfield At SmithtownThe QuintonStudio,1BA$2,115
Fairfield At Lake GroveThe Huron UpperStudio,1BA$2,195
Fairfield Gardens At Port JeffersonThe Aster Upper1BR,1BA$2,200
Fairfield Estates At St JamesStudioStudio,1BA$2,245
Heatherwood House at RonkonkomaThe Imperial1BR,1BA$2,275
Fairfield Centereach GardensThe Bayberry Upper1BR,1BA$2,295
Maple Garden ApartmentsOne Bedroom Upper1BR,1BA$2,295
Fairfield Manor at NesconsetSTUDIO LOWER LEVELStudio,1BA$2,315
Fairfield At New England VillageThe Regent Lower1BR,1BA$2,395
Heatherwood House at Port JeffersonStudio UpgradeStudio,1BA$2,406

Best Value Apartments for Rent in Head Of The Harbor, NY and Nearby

As of June 17, 2026 the best value apartment in the Head Of The Harbor area is the $3.13 price per square foot Two Bedroom Model at The Brookport in the in the Setauket East Setauket neighborhood starting from $4,200. The second greatest value Head Of The Harbor apartment is the The Aspen I B W/O Model at Fairfield Knolls North At Port Jefferson starting at $4,080 with a $3.10 price per square foot in the Setauket East Setauket neighborhood. Here is today’s list of the best values for Head Of The Harbor apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
The BrookportTwo Bedroom2BR,2BA$3.13
Fairfield Knolls North At Port JeffersonThe Aspen I B W/O2BR,2BA$3.10
Fairfield Landmark At Port Jefferson VillageTwo Bedroom First Floor Ranch Alvord Floor Plan2BR,2BA$2.84
Fairfield Gables At South SetauketHermes II1BR,2BA$3.34
The Barnum House2x1 980-11252BR,1BA$3.14
Heatherwood House at RonkonkomaThe Deluxe2BR,1BA$3.10
Maple Garden ApartmentsTwo Bedroom Duplex2BR,1.5BA$2.71
Fairfield Centereach GardensThe Evergreen Lower2BR,1BA$2.95
Fairfield Gardens At Port JeffersonThe Boxwood Upper2BR,1BA$3.02
Willow Lake ApartmentsModel C 1 Bedroom Second Floor1BR,1BA$3.51

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

Explore Head Of The Harbor, NY Rentals by Map

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Frequently Asked Questions about Cheap Head Of The Harbor Apartments

What is the Cheapest Studio apartment in Head Of The Harbor?

Currently the most affordable Cheap Studio Apartment in Head Of The Harbor is at Fairfield At Smithtown listed at $2,115.

How much is rent for a Cheap One Bedroom Head Of The Harbor Apartment?

The lowest price for a Cheap One Bedroom Head Of The Harbor Apartment is $2,200 at Fairfield Gardens At Port Jefferson.

What is the lowest price for a Cheap Two Bedroom Head Of The Harbor Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Head Of The Harbor is starting from $2,625 at Maple Garden Apartments.

What is the most affordable Head Of The Harbor Three Bedroom Apartment?

The best deal on a cheap Head Of The Harbor Three Bedroom Apartment rental is at Renaissance Hills and starts from $3,950.

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

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

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

Written by: Robin Stewart

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

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Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.