Cheap Apartments for Rent in Head Of The Harbor, NY from $2,000 (40 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 37 Elliott Pl

$2,265 - $2,530

1 Bedroom Rentals

Available Now

37 Elliott Pl

SmithtownNY11787

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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property at 44 NY-25A

$2,800 - $3,215

1 To 2 Bedroom Rentals

Available Now

44 NY-25A

SmithtownNY11787

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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property at 460 Old Town Rd

$2,150 - $2,300

1 Bedroom Rentals

Available Now

460 Old Town Rd

Port Jefferson StationNY11776
property at 44 Henry St

$2,500

2 Bedroom Rentals

Available Now

44 Henry St

Kings ParkNY11754

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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Showing Results 1-40, 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
Eagle Rock Apartments at NesconsetA21BR,1BA$2,290
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$2,370
Heatherwood House at RonkonkomaThe Imperial1BR,1BA$2,436

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

As of April 28, 2026 the best value apartment in the Head Of The Harbor area is the $2.89 price per square foot C - The Port Jefferson Model at The Villas at Setauket in the in the Setauket East Setauket neighborhood starting from $3,999. The second greatest value Head Of The Harbor apartment is the Two Bedroom Model at The Brookport starting at $4,200 with a $3.13 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 Villas at SetauketC - The Port Jefferson2BR,2.5BA$2.89
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
The Barnum House2x1 980-11252BR,1BA$3.14
Heatherwood House at RonkonkomaThe Deluxe2BR,1BA$3.28
One North1 Bedroom1BR,1BA$2.95
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

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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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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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 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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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 Fairfield Gables At South Setauket and starts from $4,215.

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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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

decorative image for What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

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

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.