
Cheap Homes for Rent in Head Of The Harbor, NY from $2,000 (8 Rentals)
Search the lowest-cost Homes available for rent right now in Head Of The Harbor.


195 San Juan Dr

0 undisclosed

9D Hemlock Dr
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.

765 Meadow Rd

47 Henry St

32 Sterling Dr

77 Richmond Blvd
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.
Head Of The Harbor, NY Local Guide

How much does it cost to rent a home in Head Of The Harbor?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Head Of The Harbor 2 Bedroom Homes for Rent | $3,021 | $2,650 | $3,400 |
| Head Of The Harbor 3 Bedroom Homes for Rent | $4,333 | $3,500 | $5,500 |
| Head Of The Harbor 4 Bedroom Homes for Rent | $5,444 | $4,200 | $7,000 |
| Head Of The Harbor 5 Bedroom Homes for Rent | $5,700 | $4,200 | $7,800 |
| Head Of The Harbor 6 Bedroom Homes for Rent | $20,000 | $10,000 | $10,000+ |
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Head Of The Harbor, NY Local Guide
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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 $2,095. Meadows at Lake Ronkonkoma in the Five Corners neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $2,107. Here is today’s list of the most affordable Head Of The Harbor apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Fairfield At Smithtown | The Quinton | Studio,1BA | $2,095 |
| Meadows at Lake Ronkonkoma | 1 Bedroom 1 Bathroom | 1BR,1BA | $2,107 |
| Fairfield At Lake Grove | The Huron Upper | Studio,1BA | $2,195 |
Best Value Apartments for Rent in Head Of The Harbor, NY and Nearby
As of January 26, 2026 the best value apartment in the Head Of The Harbor area is the $2.83 price per square foot C - The Port Jefferson Model at The Villas at Setauket in the in the Setauket East Setauket neighborhood starting from $3,925. 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The Villas at Setauket | C - The Port Jefferson | 2BR,2.5BA | $2.83 |
| The Brookport | Two Bedroom | 2BR,2BA | $3.13 |
| One North | 2 Bedroom | 2BR,2BA | $3.17 |
| Fairfield Knolls North At Port Jefferson | The Aspen I B W/O | 2BR,2BA | $3.03 |
| The Barnum House | 2x2 1000-1287 | 2BR,2BA | $3.25 |
| Fairfield Landmark At Port Jefferson Village | Two Bedroom First Floor Ranch Alvord Floor Plan | 2BR,2BA | $2.84 |
| Maple Garden Apartments | Two Bedroom Duplex | 2BR,1.5BA | $2.60 |
| Fairfield Centereach Gardens | The Evergreen Lower | 2BR,1BA | $2.90 |
| Fairfield Gardens At Port Jefferson | The Boxwood Upper | 2BR,1BA | $3.02 |
| Heatherwood House at Ronkonkoma | The Imperial | 1BR,1BA | $3.23 |
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.
Read ArticleThe 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.
Read ArticleCash 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.
Read ArticleQuick Rent Budget Calculator
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Remember the 3 Rules of Real Estate:Location, Location, Location!
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Frequently Asked Questions about Head Of The Harbor
What type of rentals are currently available in Head Of The Harbor?
There are currently 51 Apartments for Rent in Head Of The Harbor, NY with pricing that ranges from $1,635 to $5,320. There are also 45 Single Family Homes for rent, Condos, and Townhome rentals currently available in Head Of The Harbor ranging from $2,000 to $20,000.
What is the current price range for Rental Homes in Head Of The Harbor?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Head Of The Harbor ranges from $2,000 to $20,000 with an average monthly rent of $6,281.
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

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.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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.