Zumper

Apartments for Rent in Head of the Harbor, NY

Average rent

$3,078
decreased by38%

Track prices

Rent calculator

What can I afford?

All rentals

445 Route 25a - Photo 1 of 1

5d+ ago

House for rent in Head of the Harbor

SINGLE_FAMILY - Colonial - Saint James, NY

445 Route 25a, Head of the Harbor, NY 11780

4 beds

2 baths

$4,200

House for rent

Elegant Colonial Home with Sunlit Spaces

This mint-condition colonial home features 4 bedrooms and 2 full bathrooms, providing ample space for comfortable living. The large kitchen opens to a cozy family room through French doors, complemented by a formal dining room and a welcoming sunroom. Enjoy off-street parking in the serene Head of the Harbor neighborhood, attended by the highly-rated Smithtown schools. The property, spanning 3,000 square feet, balances classic charm with modern living.

2 Sunset Dr - Photo 1 of 1

5d+ ago

House for rent in Head of the Harbor

Single Family Residence, 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 baths

$20,000

House for rent

Luxurious Estate with Tennis Court & Water Views

This stunning 6-bedroom, 10-bath estate spans 6,500 sq ft and sits on 3.9 acres. Features include a grand foyer, expansive open kitchen with top-of-the-line Wolf appliances, and luxurious primary suite with spa-like bath. Enjoy leisure in the billiard room and the entertaining “Tennis Lounge” in the finished basement. The property boasts outdoor perfection with a private tennis court and beautifully landscaped gardens, all with 24-hour gated security.

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

1d ago

9.6

Excellent

Our team has verified this company

Verified

Eagle Rock Apartments at Nesconset

835 Nesconset Hwy, Nesconset, NY 11767

Air conditioning | On-site laundry | Central heat

1–2 beds

1 bath

$2,180–$2,855

Apartment for rent

Call

Avalon Commons - Photo 1 of 1
Highly rated
Rent special

17h ago

9.9

Excellent

Our team has verified this company

Verified

Avalon Commons

313 Avalon Cir, Nesconset, NY 11787

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

1–3 beds

1–2 baths

$2,985–$4,095

Price drop

Apartment for rent

Call

47 University Heights Dr - Photo 1 of 1

7h ago

Stony Brook house for rent in Stony Brook University

47 University Heights Dr, Stony Brook University, NY 11790

In-unit laundry | Garage parking | Fireplace

4 beds

2 baths

$4,500

House for rent

117 Blydenburg Ave Unit B #B - Photo 1 of 1

5d+ ago

Apartment for rent in Smithtown

APARTMENT - Smithtown, NY

117 Blydenburg Ave Unit B #B, Smithtown, NY 11787

Hardwood floor | Outdoor space

1 bed

1 bath

$2,325

Apartment for rent

7 Hoover Ave - Photo 1 of 1

21h ago

House for rent in Nesconset

SINGLE_FAMILY - Ranch - Nesconset, NY

7 Hoover Ave, Nesconset, NY 11767

In-unit laundry | Dishwasher | Outdoor space

2 beds

1 bath

$3,850

$3,500

Price drop

House for rent

462 Moriches Rd - Photo 1 of 1

5d+ ago

Apartment for rent in St. James

APARTMENT - Saint James, NY

462 Moriches Rd, St. James, NY 11780

Dishwasher | Outdoor space

1 bed

1 bath

$1,800

Apartment for rent

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
117 Blydenburg Ave - Photo 1 of 1

5d+ ago

House for rent in Smithtown

SINGLE_FAMILY - Cape Cod - Smithtown, NY

117 Blydenburg Ave, Smithtown, NY 11787

In-unit laundry | Hardwood floor | Dishwasher

4 beds

3 baths

$4,400

House for rent

19 Hamlet Woods Dr - Photo 1 of 1

5d+ ago

House for rent in St. James

SINGLE_FAMILY - Colonial - Saint James, NY

19 Hamlet Woods Dr, St. James, NY 11780

Furnished | Garage parking | Swimming pool

5 beds

4 baths

$8,000

House for rent

Advertisement

Find rentals with popular amenities

Dishwasher

Hardwood Floor

Walk-In Closets

Balcony

174 Mills Pond Rd Unit B #B - Photo 1 of 1

1d ago

Apartment for rent in St. James

APARTMENT - Saint James, NY

174 Mills Pond Rd Unit B #B, St. James, NY 11780

1 bed

1 bath

$1,700

Apartment for rent

174 Mills Pond Rd Apt 2d #2D - Photo 1 of 1

1d ago

Apartment for rent in St. James

APARTMENT - Other - Saint James, NY

174 Mills Pond Rd Apt 2d #2D, St. James, NY 11780

2 beds

1 bath

$2,200

Apartment for rent

2 Pondview - Photo 1 of 1

5d+ ago

Apartment for rent in St. James

2 Pondview, St. James, NY 11780

In-unit laundry | Air conditioning | Assigned parking

4 beds

3 baths

$7,500

Apartment for rent

109 E Main St #2 - Photo 1 of 1

5d+ ago

Apartment for rent in Smithtown

Apartment - Smithtown, NY

109 E Main St #2, Smithtown, NY 11787

2 beds

1 bath

$2,600

Apartment for rent

23 Bellemeade Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Smithtown

Colonial, Apartment - Smithtown, NY

23 Bellemeade Ave, Smithtown, NY 11787

Storage | Carpet

2 beds

1 bath

$2,750

Apartment for rent

457 Lake Ave #A - Photo 1 of 1

5d+ ago

Apartment for rent in St. James

2 Bedroom - $3,000 Rent - In Saint James, NY

457 Lake Ave #A, St. James, NY 11780

Assigned parking | Business center

2 beds

1 bath

$3,000

Apartment for rent

Available Feb 1

Find sweet deals near Head of the Harbor

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

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

$5,000

House for rent

457 Lake Ave #B - Photo 1 of 1

5d+ ago

Apartment for rent in St. James

$2,800 - Apartment for Rent - 1 Bedroom + Bonus Room (can be office or small 2nd bedroom)

457 Lake Ave #B, St. James, NY 11780

Assigned parking | Hardwood floor | Business center

1 bed

1 bath

$2,800

Apartment for rent

Available Feb 1

Advertisement
68 Sycamore Cir - Photo 1 of 1
3D tour

53m ago

Our team has verified this company

Verified

68 Sycamore Cir, Stony Brook University, NY 11790

Garage parking | Storage | Fireplace

3 beds

2 baths

$4,575

$4,350

Price drop

House for rent

Available Sep 18

19 New Mill Rd - Photo 1 of 1

5d+ ago

House for rent in Smithtown

SINGLE_FAMILY - Ranch - Smithtown, NY

19 New Mill Rd, Smithtown, NY 11787

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$5,500

House for rent

32 Sterling Dr - Photo 1 of 1

5d+ ago

Apartment for rent in Lake Grove

Residential, Other - Brookhaven, NY

32 Sterling Dr, Lake Grove, NY 11755

Swimming pool | Fitness center | Outdoor space

2 beds

1 bath

$3,000

Apartment for rent

195 San Juan Dr - Photo 1 of 1

5d+ ago

Apartment for rent in Hauppauge

APARTMENT - Ranch - Hauppauge, NY

195 San Juan Dr, Hauppauge, NY 11788

Air conditioning | Hardwood floor

Studio

1 bath

$2,000

Apartment for rent

21 Fairway Dr - Photo 1 of 1

5d+ ago

House for rent in Centereach

SINGLE_FAMILY - Colonial - South Setauket, NY

21 Fairway Dr, Centereach, NY 11720

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

4 beds

2 baths

$5,000

House for rent

86 Krispin Ln - Photo 1 of 1

5d+ ago

House for rent in Setauket-East Setauket

SINGLE_FAMILY - East Setauket, NY

86 Krispin Ln, Setauket-East Setauket, NY 11733

In-unit laundry | Walk-in closets | Storage

2 beds

2 baths

$3,400

House for rent

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

1d ago

9.9

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

$2,250–$3,950

Price drop

Apartment for rent

Available Jan 21

Call

Showing 1 - 25 of 25 results
Home > Apartments in Head of the Harbor
Updated: January 21, 2026

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Head of the Harbor, and more.

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 2024 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

What is the average size of an apartment in Head of the Harbor, NY?

The average size of a 1 bedroom apartment rental in Head of the Harbor is 937 square feet. The average size of a 2 bedroom apartment rental in Head of the Harbor is 776 square feet.

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 deal174 Mills Pond Rd Unit B #B
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos