Islip vs Bay Shore: Which Waterfront Town Is Right for You?

by Kenville Prince


If you’re dreaming of life by the water on Long Island’s South Shore, chances are Islip and Bay Shore have both caught your attention. These neighboring waterfront towns in Suffolk County each offer a unique lifestyle — from vibrant downtown energy to serene coastal charm. But which one fits you best?

Let’s break down the key differences and help you decide where to drop anchor.


1. The Vibe and Lifestyle

🏡 Islip: Classic Coastal Comfort

Islip embodies that small-town Long Island feel — peaceful, family-oriented, and deeply rooted in community tradition. You’ll find:

  • Quiet, tree-lined streets and charming colonial homes

  • Waterfront access through marinas and private docks

  • A slower pace ideal for those who value space and serenity

Locals love spending weekends at Islip Town Beach, boating from the Islip Marina, or enjoying family picnics at Brookwood Hall Park. It’s the kind of town where you’ll know your neighbors by name.

🌊 Bay Shore: Energetic and Evolving

Bay Shore is the perfect blend of old charm meets modern revival. Over the past decade, its downtown has exploded with trendy restaurants, boutiques, and nightlife. Think:

  • Waterside dining at Nicky’s on the Bay

  • Craft cocktails and live music on Main Street

  • Easy ferry access to Fire Island for summer getaways

If you want waterfront living with walkable excitement, Bay Shore delivers it in spades.


2. Housing and Real Estate

🏠 Islip Market

Islip’s housing inventory leans toward single-family homes — colonials, capes, and ranches — with many properties sitting on larger lots. You’ll find:

  • Median home price (as of late 2025): around $660K–$730K

  • Strong demand from move-up buyers and families

  • Limited new construction, but steady resale activity

It’s a market built on stability, ideal for homeowners seeking long-term value and a quiet neighborhood feel.

🏢 Bay Shore Market

Bay Shore’s revitalization has brought in new luxury apartments, condos, and mixed-use developments. Expect:

  • Median home price: roughly $609K–$660K

  • More diversity — from affordable starter homes to upscale bayfront properties

  • Continued appreciation due to downtown redevelopment

If you’re an investor or first-time buyer looking for growth potential, Bay Shore’s market might give you more flexibility.


3. Commute and Connectivity

Both towns offer convenient access to New York City, but their commuting experiences differ slightly.

  • Islip: The Islip LIRR station (Montauk Branch) connects to Penn Station in about 70–80 minutes. Great for those who prefer a quieter station and less congestion.

  • Bay Shore: Offers both the LIRR and ferry service to Fire Island. It’s also closer to major highways like Sunrise Highway and the Southern State Parkway.

If your commute involves both city and coastal travel, Bay Shore wins for accessibility.


4. Waterfront Access and Recreation

Here’s where both towns truly shine:

Feature Islip Bay Shore
Marinas Multiple private marinas & Islip Town Marina Bay Shore Marina & ferry access to Fire Island
Beaches Islip Town Beach, Heckscher State Park Fire Island, Bay Shore Marina Beach
Boating/Fishing Excellent for private boaters Great for charters & social boating
Lifestyle Quieter, family-focused Active, social, entertainment-driven

So if you want to hear the waves and your kids playing in the yard — Islip’s your spot.
If you want to spend weekends bar-hopping by the bay or hopping on a ferry — Bay Shore’s calling.


5. Schools and Community

  • Islip School District: Consistently ranks well with strong academic performance and community involvement. Smaller class sizes and a tight-knit environment.

  • Bay Shore School District: Larger and more diverse, with notable magnet programs and strong arts and athletics.

Families looking for a traditional suburban education may prefer Islip, while those seeking variety and enrichment options will appreciate Bay Shore.


6. Dining, Entertainment, and Nightlife

🌊 Bay Shore: A South Shore Hotspot

Bay Shore’s downtown has truly become one of Long Island’s most dynamic dining destinations. From the marina to Main Street, you’ll find a blend of upscale and casual spots, including:

  • The LakeHouse – refined waterfront dining with stunning bay views

  • Coastal Kitchen & Daiquiri Bar – tropical cocktails and fresh seafood

  • The Tap Room – a local favorite for burgers, beers, and live music

  • Corks & Taps – relaxed wine and cocktail bar

  • Plus dozens of cafes, bakeries, and brunch spots that make downtown Bay Shore a weekend favorite

Between the Fire Island ferries, seasonal festivals, and the buzzing restaurant scene, there’s always something to do here.

🏡 Islip: Relaxed, Community-Centered Dining

Islip offers a quieter, more family-focused atmosphere with a smaller but solid restaurant lineup. You’ll find:

  • Tellers: An American Chophouse – a high-end steakhouse and Islip icon housed in a converted bank

  • Avocados Mexican-American Restaurant – lively and casual with strong local following

  • La Tavola Trattoria – intimate Italian dining overlooking the canal

  • Patty’s Berries & Bunches Café and Café Joelle – charming spots for brunch or date night

While Bay Shore shines for nightlife, Islip delivers when you’re after a warm meal, familiar faces, and a more laid-back evening.


7. Overall Verdict

Preference Choose Islip if you want… Choose Bay Shore if you want…
Lifestyle Quiet, suburban, family-oriented Social, energetic, walkable downtown
Housing Larger lots, traditional homes Mix of condos, homes, and new developments
Commute Simpler LIRR access Ferries, trains, and major highways
Waterfront Access Peaceful marina life Active boating and Fire Island access
Nightlife Low-key, local dining Vibrant bars and restaurants
Community Tight-knit and traditional Dynamic and diverse

Final Thoughts

Both Islip and Bay Shore offer incredible access to Long Island’s waterfront lifestyle — it just depends on what kind of water view you’re chasing.

If you’re looking for space, serenity, and a sense of community, Islip is your haven.
If you’re craving energy, entertainment, and a touch of city flair by the bay, Bay Shore is your match.

Either way, you can’t go wrong living by the water on Long Island’s South Shore.

 

Kenville R. Prince
Kenville R. Prince

R.E. Associate Broker | License ID: 10301221652

+1(631) 257-1522 | kenville@listingsoflongisland.com

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