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Apartments for Rent in Head of the Harbor, NY

Average rent

$2,800
decreased by20%

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2 Sunset Dr - Photo 1 of 1

5d+ ago

House for rent in Head of the Harbor

SINGLE_FAMILY - Colonial - Head Of The Harbor, NY

2 Sunset Dr, Head of the Harbor, NY 11780

In-unit laundry | Garage parking | On-site laundry

6 beds

9.5 baths

$20,000

House for rent

6-bed colonial estate with tennis court & harbor views

6-bed house in Head of the Harbor, this colonial estate spans 6,500 sqft across 3.9 landscaped acres with gated security. The 9.5-bath layout features a Wolf kitchen, billiard room, observation tower with harbor views, and fully finished basement with tennis lounge. Multiple fireplaces, balconies, and a private tennis court complete this luxury retreat.

Eagle Rock Apartments at Nesconset - Photo 1 of 1
Highly rated

7h ago

9.9

Excellent

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Eagle Rock Apartments at Nesconset

835 Nesconset Hwy, Nesconset, NY 11767

In-unit laundry | Air conditioning | On-site laundry

1–2 beds

1 bath

$2,520–$3,020

Apartment for rent

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Avalon Commons - Photo 1 of 1
Highly rated
Rent special

2d ago

9.9

Excellent

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Verified

Avalon Commons

313 Avalon Cir, Nesconset, NY 11787

In-unit laundry | Garage parking | On-site laundry

1–3 beds

1–2 baths

$3,235–$4,210

Price drop

Apartment for rent

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496 Route 25a - Photo 1 of 1

5d+ ago

House for rent in St. James

SINGLE_FAMILY - Victorian - Saint James, NY

496 Route 25a, St. James, NY 11780

In-unit laundry | On-site laundry | Assigned parking

5 beds

3 baths

$4,500

House for rent

24 Lindner Pl - Photo 1 of 1

5d+ ago

House for rent in St. James

SINGLE_FAMILY - Other - Smithtown, NY

24 Lindner Pl, St. James, NY 11787

In-unit laundry | Storage | Dishwasher

3 beds

2 baths

$4,350

House for rent

143 Walnut Rd ##B - Photo 1 of 1

2d ago

Apartment for rent in Smithtown

143 Walnut Rd ##B, Smithtown, NY 11754

In-unit laundry | Air conditioning | Assigned parking

1 bed

1 bath

$2,500

Apartment for rent

40 Seabrook Ln - Photo 1 of 1

3d ago

Stony Brook house for rent in Stony Brook University

SINGLE_FAMILY - Colonial - Stony Brook, NY

40 Seabrook Ln, Stony Brook University, NY 11790

In-unit laundry | Garage parking | Fireplace

3 beds

2.5 baths

$4,700

House for rent

12 Rumford Rd - Photo 1 of 1

5d+ ago

House for rent in Kings Park

12 Rumford Rd, Kings Park, NY 11754

In-unit laundry | Air conditioning | Hardwood floor

3 beds

1.5 baths

$4,000

House for rent

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14 Green Pl - Photo 1 of 1

5d+ ago

House for rent in Centereach

SINGLE_FAMILY - Colonial - South Setauket, NY

14 Green Pl, Centereach, NY 11720

In-unit laundry | Garage parking | Walk-in closets

4 beds

2.5 baths

$5,200

House for rent

44 Route 25a #110 - Photo 1 of 1

5d+ ago

Apartment for rent in Smithtown

APARTMENT - Smithtown, NY

44 Route 25a #110, Smithtown, NY 11787

Air conditioning | On-site laundry | Fitness center

1 bed

1 bath

$2,810

Apartment for rent

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Balcony

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44 Route 25a #201 - Photo 1 of 1

5d+ ago

Apartment for rent in Smithtown

44 Route 25a #201, Smithtown, NY 11787

Air conditioning | On-site laundry | Fitness center

2 beds

2 baths

$3,215

Apartment for rent

44 Route 25a #304 - Photo 1 of 1

5d+ ago

Apartment for rent in Smithtown

44 Route 25a #304, Smithtown, NY 11787

Air conditioning | On-site laundry | Fitness center

1 bed

1 bath

$2,800

Apartment for rent

44 Route 25a #401 - Photo 1 of 1

5d+ ago

Apartment for rent in Smithtown

APARTMENT - Smithtown, NY

44 Route 25a #401, Smithtown, NY 11787

Air conditioning | On-site laundry | Fitness center

2 beds

2 baths

$3,215

Apartment for rent

44 Route 25a #406 - Photo 1 of 1

5d+ ago

Apartment for rent in Smithtown

44 Route 25a #406, Smithtown, NY 11787

On-site laundry | Fitness center | Storage

2 beds

2 baths

$3,205

Apartment for rent

219 Lower Sheep Pasture Rd - Photo 1 of 1

5d+ ago

House for rent in Setauket-East Setauket

SINGLE_FAMILY - Ranch - East Setauket, NY

219 Lower Sheep Pasture Rd, Setauket-East Setauket, NY 11733

In-unit laundry | Garage parking | Fireplace

3 beds

2 baths

$4,200

House for rent

44 Route 25a #210 - Photo 1 of 1

5d+ ago

Apartment for rent in Smithtown

APARTMENT - Other - Smithtown, NY

44 Route 25a #210, Smithtown, NY 11787

Air conditioning | On-site laundry | Fitness center

2 beds

2 baths

$3,205

Apartment for rent

Find sweet deals near Head of the Harbor

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$3,308–$3,650

Nesconset

$3,100

Setauket-East Setauket

$2,200

Patchogue

$1,500

North Bay Shore

17 Cobbler Ln - Photo 1 of 1

5d+ ago

Apartment for rent in Setauket-East Setauket

APARTMENT - East Setauket, NY

17 Cobbler Ln, Setauket-East Setauket, NY 11733

In-unit laundry | Dishwasher

2 beds

1 bath

$3,100

Apartment for rent

17 Skylark Ln - Photo 1 of 1

5d+ ago

Stony Brook house for rent in Stony Brook University

SINGLE_FAMILY - Colonial - Stony Brook, NY

17 Skylark Ln, Stony Brook University, NY 11790

In-unit laundry | Garage parking | Hardwood floor

4 beds

2.5 baths

$4,200

House for rent

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280 Main Street - Photo 1 of 1

5d+ ago

Apartment for rent in Setauket-East Setauket

280 Main Street, Setauket-East Setauket, NY 11733

In-unit laundry | Hardwood floor | Dishwasher

1 bed

1 bath

$2,600

$2,400

Price drop

Apartment for rent

Available Jun 9

18 Green Pl - Photo 1 of 1

5d+ ago

Apartment for rent in Centereach

APARTMENT - Other - South Setauket, NY

18 Green Pl, Centereach, NY 11720

Air conditioning | On-site laundry | Storage

1 bed

1 bath

$2,200

Apartment for rent

8 Tobi Ln #1 - Photo 1 of 1

5d+ ago

House for rent in Setauket-East Setauket

8 Tobi - 1

8 Tobi Ln #1, Setauket-East Setauket, NY 11733

In-unit laundry | Garage parking | Hardwood floor

6 beds

3.5 baths

$6,250

$5,950

Price drop

House for rent

Available Jun 17

Listings within 10 miles
Renaissance Hills - Photo 1 of 1
Highly rated
Rent special

1d ago

9.6

Excellent

Our team has verified this company

Verified

Renaissance Hills

1710 Devonshire Rd, Hauppauge, NY 11788

Swimming pool | Fitness center | Storage

Studio–3 beds

1–2 baths

$2,350–$3,950

Apartment for rent

Available Jul 5

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31 Richmond Blvd #1B - Photo 1 of 1

3d ago

Condo for rent in Ronkonkoma

CONDOS - Ronkonkoma, NY

31 Richmond Blvd #1B, Ronkonkoma, NY 11779

In-unit laundry | Swimming pool | Dishwasher

2 beds

1 bath

$2,800

Condo for rent

52 Hoffman Ln - Photo 1 of 1

4d ago

Apartment for rent in Central Islip

MULTI_FAMILY - Other - Central Islip, NY

52 Hoffman Ln, Central Islip, NY 11722

On-site laundry | Assigned parking | Hardwood floor

3 beds

1 bath

$3,000

Apartment for rent

26 Bokel Ave - Photo 1 of 1

5d+ ago

Lake Ronkonkoma house for rent in Ronkonkoma

SINGLE_FAMILY - Ranch - Ronkonkoma, NY

26 Bokel Ave, Ronkonkoma, NY 11779

In-unit laundry | Garage parking | On-site laundry

3 beds

2 baths

$4,000

House for rent

Showing 1 - 25 of 25 results
Home > Apartments in Head of the Harbor
Updated: July 5, 2026

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Learn more about renting in Head of the Harbor, NY

Local insights: What it's like to live in Head Of The Harbor, NY

Head of the Harbor, NY offers a quiet and serene atmosphere, with residents appreciating its natural beauty and spacious properties. People enjoy the waterfront views and the abundance of parks, which provide good spaces for recreation and relaxation. The community is characterized by its upscale, residential vibe and proximity to vibrant Smithtown nearby. However, some locals express concerns about the limited access to shopping and dining options, and a few note that public transportation can be inconvenient for those commuting.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Apartment rentals Head of the Harbor, NY FAQ

Can I afford an apartment for rent in Head of the Harbor, NY?

To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Head of the Harbor average rent prices.

Looking for apartments in Head of the Harbor, NY near you?

🔑Available apartment rentals25
💰Best rent deal18 Green Pl
✨Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos