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Long Island Exploration Guide

What makes Long Island worth exploring Long Island is one of those places that keeps surprising you. Stretching more than 100 miles into the Atlantic...
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Long Island Exploration Guide

What makes Long Island worth exploring

Long Island is one of those places that keeps surprising you. Stretching more than 100 miles into the Atlantic Ocean, it packs an unlikely mix of experiences into a single region such as barrier island beaches, Gilded Age estates, working farms, maritime villages, and some of the best seafood on the East Coast. It runs from the dense suburban communities of Nassau County all the way to the quiet eastern tips of the North and South Forks, with plenty of character in between. And with the Long Island Rail Road connecting Penn Station directly to towns across the island, it's never been easier to get out here, whether you're coming for a day or staying for the weekend.

Montauk Lighthouse

Key takeaways

  • Long Island spans over 100 miles and offers beaches, historic estates, wine country, and maritime villages all within one region
  • Each area has its own identity: The Gold Coast North Shore, the barrier island South Shore, and the agricultural East End all offer different experiences
  • The best time to visit depends on what you want: summer for beaches, fall for vineyards, winter for seal watching
  • A car is recommended for getting the most out of the island, though the LIRR makes many destinations reachable without one
  • Beechwood Homes offers four communities on Long Island: The Waterways (55+, South Shore waterfront) and Country Pointe Preserve (55+, central Suffolk) for buyers who want to make the island home; The Selby and Vanderbilt in central Nassau for those who prefer luxury rental living steps from Eisenhower Park and easy access to the city

Getting to and around Long Island

The LIRR is your friend, especially if you're coming from New York City. It runs regularly to destinations like Montauk, the Hamptons, and Port Jefferson, meaning you don't necessarily need a car to get started. That said, if you want to explore beyond the train-accessible hubs, a car makes a real difference. Many of the island's best beaches, nature preserves, farm stands, and wineries aren't within walking distance of any station. One practical note: summer weekends on the Long Island Expressway (I-495) can be genuinely brutal, particularly Friday evenings heading east and Sunday afternoons coming back. Leave early if you can. The island's linear geography actually works in your favor for planning — you can build a straightforward route from west to east, or zero in on a single region without too much backtracking.


The North Shore: Gold Coast mansions and hidden beaches

The North Shore has a nickname that's stuck for good reason. Known as the "Gold Coast," this stretch of coastline was where New York's wealthiest families built their estates during the Gilded Age, and a surprising number of those properties are still worth visiting today. Caumsett State Park in Lloyd Neck was once the Marshall Field estate, and it now offers miles of hiking trails, freshwater fishing, and sweeping views of Long Island Sound. Old Westbury Gardens is another standout, a preserved English manor house set on 160 acres of formal gardens that open to the public each season.

Beyond the estates, the North Shore has a quieter, less crowded beach scene compared to the South Shore. Long Island Sound beaches tend to have calmer water, which makes them a good pick for a day trip. And if you're interested in history that goes beyond mansion tours, Garden City's Museum Row is worth a dedicated stop. The Cradle of Aviation Museum does a genuinely impressive job of telling the story of Long Island's role in early flight, from the Wright brothers era through Charles Lindbergh's preparations for his transatlantic crossing and beyond to the Apollo program. It sits alongside the Long Island Children's Museum and the Nassau County Firefighters Museum, all within the same campus on the former Mitchel Field site — meaning you can spend a full morning or afternoon across several institutions without getting back in the car.


The South Shore: barrier islands and classic beach days

If you picture a classic Long Island beach day, you're probably picturing the South Shore. This is where a chain of barrier islands sits between the Atlantic Ocean and the Great South Bay, forming one of the most recognizable stretches of coastline in the Northeast. Jones Beach State Park is the anchor of it all — wide white sand, a long boardwalk, and a summer concert venue that draws big names every season. It's also one of the most visited beaches in the country, so managing your expectations about parking in peak season is worth it.

For something a little different, Fire Island National Seashore offers a completely car-free experience. The only way in is by ferry from Bay Shore or Sayville, which immediately changes the atmosphere. Once you're there, you'll find pristine beaches, the historic Fire Island Lighthouse, and trails through the Sunken Forest. Back on the mainland, the Great South Bay itself is worth exploring — it's popular for boating, kayaking, and clamming, and reflects the kind of working waterfront culture that has defined this part of Long Island for generations.


The Hamptons Areas

The East End: Hamptons, farmland, and the Forks

The East End is really three distinct experiences depending on which fork you take.

The Hamptons (South Fork)

  • The South Fork is anchored by a string of well-known villages, including Southampton, East Hampton, Bridgehampton, and Sag Harbor — each with its own feel, from polished and resort-like to genuinely historic and walkable.
  • Coopers Beach in Southampton consistently earns a spot on national best-beaches lists, and for good reason. The sand is fine, the water is clean, and the setting is hard to beat.
  • Sag Harbor is worth a dedicated afternoon: independent bookstores, good restaurants, and a whaling museum that tells the story of the village's maritime past without feeling like a tourist trap.

Montauk ("The End")

  • Montauk sits at the very tip of the South Fork, and it has always had a different energy than the Hamptons villages — more surf culture, less scene, and a lot more open space.
  • The Montauk Point Lighthouse, commissioned by George Washington in 1792, is New York State's oldest lighthouse and worth the drive just for the views from the top.
  • Montauk Point State Park wraps around the lighthouse with rugged coastal trails, and in winter it becomes one of the best places on the island to watch seals. Whale-watching boats head out from Montauk Harbor seasonally and regularly spot humpbacks and finbacks.

The North Fork

  • The North Fork is quieter and more agricultural than its southern counterpart, with dozens of family-owned wineries running along Route 25 — Long Island's wine country in the truest sense.
  • Fall is the ideal season out here, when the harvest festivals are running, the farm stands are full, and the foliage along the Sound is at its best.
  • Greenport is the North Fork's main town, with a historic carousel on the waterfront, solid dining options, and ferry service over to Shelter Island.

Iconic landmarks you shouldn't miss

Long Island has no shortage of places that are worth going out of your way for. Here are eight that stand out across the island:

  1. Montauk Point Lighthouse: Commissioned by George Washington in 1792, this is the oldest lighthouse in New York State. Visitors can climb to the top for panoramic views of the Atlantic and, on clear days, see all the way to Block Island.
  2. Fire Island Lighthouse: This 168-foot tower sits within the Fire Island National Seashore and is only reachable by ferry. The surrounding seashore offers trails, beaches, and a stretch of protected coastline that feels genuinely removed from the rest of the island.
  3. Old Westbury Gardens: A well-preserved Gilded Age estate with formal English gardens spread across 160 acres. It opens seasonally and hosts special events throughout the year.
  4. Cradle of Aviation Museum: Located in Garden City, this museum traces Long Island's outsized role in aviation history, from early experimental flights through the Apollo program and beyond.
  5. Long Island Aquarium (Riverhead): Shark exhibits, a coral reef tank, interactive stingray and butterfly encounters — the aquarium is a highlight of Riverhead's downtown and draws visitors year-round.
  6. Caumsett State Park: One of the largest undeveloped properties in the New York metropolitan area, the former Marshall Field estate now offers hiking, birdwatching, and freshwater fishing in a setting that feels far removed from suburbia.
  7. Eisenhower Park: At 930 acres, this East Meadow park is larger than Central Park and one of Nassau County's most versatile green spaces, with golf, tennis, pickleball, an aquatic center, and an ice skating rink spread across its grounds.
  8. Bethpage State Park: Home to the Black Course, one of the most celebrated public golf courses in the country and the site of multiple U.S. Opens, Bethpage in Farmingdale is a destination for serious golfers well beyond Long Island. Five courses at varying skill levels make it worth the trip whatever your game.
Fire Island Lighthouse

Family-friendly attractions and educational experiences

When the grandkids come to visit, Long Island has plenty to keep them genuinely occupied. The Long Island Explorium in Port Jefferson is a hands-on science and nature center for children from infants through sixth grade, with interactive exhibits and STEAM programming that kids tend to enjoy rather than just tolerate. In Farmingdale, Adventureland offers classic amusement park rides and games at a pace that doesn't overwhelm younger children the way larger theme parks can.

For a full day with real educational value, Garden City's Museum Row is worth planning around. The Long Island Children's Museum anchors the cluster with hands-on exhibits for toddlers through early teens, and it sits alongside the Cradle of Aviation Museum and the Nassau County Firefighters Museum, making it easy to cover several institutions without getting back in the car. The Long Island Aquarium in Riverhead is another strong option, with live animal encounters and behind-the-scenes tours that give kids a genuine sense of what marine conservation looks like. And if the timing is right, the island's farm stands offer pick-your-own strawberries in spring and apples and pumpkins in fall — simple outings that are easy to pull off and tend to be a hit across generations.


Food, seafood, and agritourism

Long Island's relationship with food is inseparable from its geography. The water shapes everything: fresh lobster rolls, clam chowder, and locally harvested oysters show up on menus from the South Shore to the East End, and the quality is consistently good because the sourcing is local. The casual side of Long Island dining, including roadside seafood shacks, old-school diners, ice cream stands that have been there for decades — is as much a part of the experience as any upscale restaurant, and arguably more authentic.

The North Fork wine region has been gaining serious recognition over the past decade, with whites and rosés from local vineyards earning attention well beyond the island. Most wineries along Route 25 welcome walk-ins for tastings and run seasonal harvest events that are worth planning around. Farm stands run the length of the island from late spring through fall, stocked with locally grown produce, fresh-cut flowers, and homemade preserves. And for those interested in the higher end of the food scene, the Hamptons and Montauk have a strong farm-to-table culture that draws on everything the surrounding land and water has to offer.

Long Island Foods

Stop exploring. Start living.

Beechwood Homes offers two exclusively 55+ communities in the heart of Long Island.

Explore 55+ Communities

Best time to visit and seasonal highlights

Long Island genuinely offers something worth visiting for in every season, it just depends on what you're after.

Summer (June–August)

  • Peak beach season, with Jones Beach, Fire Island, and Coopers Beach all at their busiest and best
  • Outdoor concerts, water sports, and waterfront dining are in full swing
  • Plan around the traffic: Friday evenings eastbound and Sunday afternoons westbound on the LIE can add hours to a trip

Fall (September–November)

  • After Labor Day, crowds thin out noticeably and accommodation prices drop across the East End
  • North Fork vineyard season peaks in fall, with harvest festivals and pick-your-own farm experiences at their best
  • Foliage along the North Shore and East End adds a layer of color that summer doesn't offer

Winter (December–February)

  • Montauk Point State Park becomes one of the best seal-watching spots on the East Coast during the colder months
  • The East End quiets down significantly, with many seasonal restaurants and shops closing, but the solitude has its own draw
  • Year-round indoor attractions like the Cradle of Aviation and Long Island Aquarium remain fully open

Spring (March–May)

  • Old Westbury Gardens starts to bloom, and the North Shore comes back to life before the summer crowds arrive
  • Good hiking conditions at Caumsett State Park and Montauk Point State Park
  • Whale-watching season picks back up as humpbacks return to feeding grounds off Montauk

Four ways to live the Long Island dream

For some people, a weekend trip to Long Island turns into something more — a realization that this is actually where they want to be. Beechwood Homes offers four distinct communities on the island, from gated 55+ waterfront living to luxury rentals in central Nassau, each built to the same standard of quality that defines everything Beechwood builds.

Properties to Own

Beechwood at The Waterways

Moriches, a quiet hamlet on the South Shore, is one of those places that tends to leave that kind of impression. It has the small-town character, the waterfront access, and the proximity to the Hamptons and East End that make it a genuinely appealing place to retire on Long Island. And for those ready to make that move, Beechwood at The Waterways offers something rare: the chance to own a newly built home in a gated 55+ community right on the shores of Moriches Bay. It's waterfront living without the compromises that usually come with it, in one of the South Shore's most sought-after coastal settings.

The location puts you close to everything covered in this guide: pristine ocean beaches, the Hamptons, and the North Fork wine country are all within easy reach. Smith Point Beach is ten minutes away, and the Forge River provides direct access to Moriches Bay for boating, kayaking, and paddleboarding. The community itself is built for an active coastal lifestyle, with a private marina, resort-style waterfront pool and deck, clubhouse, tennis and pickleball courts, bocce, fitness center, and walking trails. Four home designs are currently available — The Andover, The Barclay, The Caldwell, and The Devon — ranging from $660,000 to $825,000.

As a new construction community, The Waterways gives buyers something the existing housing market on Long Island rarely offers: the opportunity to get into a well-designed home in a prime waterfront location, with the ability to personalize it before it's built. The sales office at 619 Water Way in Moriches is open Thursday through Monday by appointment. You can view the community siteplan online or learn more about the advantages of buying early in a new development before reaching out.

To schedule a tour or connect with the sales team, contact us.

Country Pointe Preserve

For those drawn to Long Island's wooded interior rather than its waterfront, Country Pointe Preserve in Yaphank offers a different kind of 55+ lifestyle — quieter and more tucked away, but equally well-appointed. Set among mature trees in central Suffolk County, the gated community pairs resort-style amenities with the kind of natural setting that's harder to find closer to the water. Residents have access to a clubhouse, heated pool with poolside bar, fitness center, all-season indoor/outdoor pickleball pavilion, golf simulator, billiards room, and walking trails — all within a low-maintenance community designed for active adults. On-site at The Boulevard, you'll also find everyday conveniences including a Walmart, Starbucks, Bagel Boss, and Northwell Urgent Care.

The location works well for anyone who wants access to the full range of Long Island experiences without committing to the South Shore or the East End exclusively. The North Fork wine country, the Hamptons, and the South Shore beaches are all within easy driving distance, and the community sits directly off LIE Exit 68. A new Yaphank train station is slated to open in 2026, adding another transit option to the Ronkonkoma LIRR line already 12 miles away. An extensive range of home designs are available — eight models from $665,000 to $960,000 — each built with the same Beechwood quality and attention to low-maintenance living that defines The Waterways. You can view the community siteplan online or explore available homes and pricing.

Get in touch with the Country Pointe Preserve sales team here.

Properties to Rent

The Selby

For those who want the full Long Island lifestyle without the commitment of a purchase, The Selby in Westbury offers something genuinely uncommon in this market — a hospitality-grade rental building where the finishes and service match what you'd expect from a high-end ownership product. Residences run from studios to three bedrooms starting at $3,800 per month, with Viking appliances, custom cabinetry, oak floors, and brushed brass fixtures throughout.

The building sits close to Eisenhower Park, a 930-acre county park larger than Central Park, with golf, tennis, pickleball, an aquatic center, and skating. Roosevelt Field Mall is minutes away for everyday shopping, and the Westbury LIRR station is about six minutes by car, putting Penn Station roughly 40 minutes out — a real advantage for anyone who still has regular ties to the city. Jones Beach is 18 minutes away, and Bethpage State Park, home to multiple U.S. Opens, is within easy reach for anyone who wants access to some of the best public golf on the East Coast.

The building's amenities are anchored by a 1,500-square-foot pool terrace, a Tranquility Spa, The Shed Restaurant for all-day dining, a fitness studio, dedicated yoga room, club room, library with fireplace, screening parlor, and a private dog park. For those who want the feel of a well-run hotel alongside the stability of a real home, The Selby is worth a serious look.

Get in touch with the Selby’s sales team here.

The Vanderbilt

The Vanderbilt occupies a category of its own on Long Island. It's the only address on the island that combines residential living with a boutique hotel, a full-service restaurant in Juniper, and an on-site social venue in The Comet Club — a combination that changes the day-to-day feel of living here in ways that are hard to replicate elsewhere.

One and two-bedroom residences range from $5,499 to $7,099 per month, with nine-foot ceilings, walnut floors, GE Café appliances, Silestone countertops, and private balconies on select layouts. Covered parking and 24-hour front desk service come standard, and the amenities include a heated outdoor pool with private cabanas, a poolside bar, pickleball and bocce courts, a yoga studio, fitness center, and a screening room.

The central Nassau location puts an impressive range of the island within easy reach. Roosevelt Field Mall is seven minutes away, Eisenhower Park nine, and Jones Beach eighteen. The Westbury LIRR station connects to Manhattan in about 35 minutes, and both JFK and LaGuardia are under 30 minutes by car. For anyone who's weighed ownership against flexibility and landed somewhere in between, The Vanderbilt makes renting feel like a deliberate choice rather than a compromise.

Get in touch with the Vanderbilt’s sales team here

Vanderbilt 1

FAQs

Here are answers to some of the most common questions about Long Island exploration and planning a visit.

  1. What is Long Island most famous for?
    Long Island is best known for its beaches, including Jones Beach, Fire Island, and the Hamptons, as well as the Gold Coast mansions of the North Shore, the Montauk Point Lighthouse, and the East End wine country along the North Fork.
  2. How far is Long Island from New York City?
    Long Island begins at the East River, immediately adjacent to Manhattan. Nassau County starts roughly 20 miles from midtown, while Montauk at the eastern tip sits about 120 miles away. Drive times can vary considerably depending on traffic, particularly in summer.
  3. Are there 55+ communities on Long Island near the water?
    Yes. Beechwood Homes offers two 55+ communities on Long Island to suit different lifestyles. Beechwood at The Waterways in Moriches is a new construction gated community situated directly along Moriches Bay, with a private marina, resort-style waterfront pool, and easy access to the Hamptons and East End beaches. Country Pointe Preserve in Yaphank offers a wooded, resort-style setting in central Suffolk County, with access to the North Fork wine country, the South Shore beaches, and the Hamptons, all from a quieter, more private enclave.
  4. What are the best beaches on Long Island?
    Top options include Coopers Beach in Southampton, Jones Beach State Park in Wantagh, Robert Moses State Park on Fire Island, and the ocean-facing beaches in Montauk. Each one has a distinct character, from wide and lively to quiet and scenic.
  5. When is the best time to visit Long Island?
    Summer is the peak season for beaches and outdoor activities. Fall is arguably the most well-rounded time to visit. The weather is mild, the wine country is in harvest season, and the crowds are gone. Winter has its own appeal, particularly for seal-watching at Montauk Point.
  6. Does Beechwood Homes offer rental options on Long Island?
    Yes. Beechwood offers two luxury rental buildings in central Nassau. The Selby in Westbury is a hospitality-grade building with studios through three-bedrooms from $3,800 per month, steps from Eisenhower Park and six minutes from the Westbury LIRR. The Vanderbilt combines luxury residences with an on-site boutique hotel, Juniper restaurant, and The Comet Club social venue, with one- and two-bedroom apartments from $5,499 to $7,099 per month. Both are 25 miles from New York City, with JFK and LaGuardia each under 30 minutes away.

The Pros and Cons of a 55+ Community

Ocean view representing the lifestyle of a 55+ active adult community
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The Pros and Cons of a 55+ Community

A New Chapter Worth Thinking About

More and more people are finding themselves in a familiar conversation lately. A friend mentions they just put a deposit down on a place in an active adult community. A neighbor is listing their house and heading somewhere smaller, warmer, and a lot less demanding. And somewhere in the back of your mind, you start wondering: is this something I should be thinking about too?

It is a question worth taking seriously. The pros and cons of a 55+ community are not always obvious from the outside, and what sounds appealing in theory can look very different once you dig into the details. These communities, also known as active adult communities, are age-restricted neighborhoods designed for residents aged 55 and older. They typically offer low-maintenance homes, shared amenities, and a ready-made social environment. For the right person, that combination is genuinely life-changing. For others, the tradeoffs are harder to swallow.

If you are in the early stages of researching your options, communities like Beechwood at The Waterways in Moriches, NY offer a useful real-world picture of what this lifestyle can look like: a gated waterfront community with new construction homes, resort-style amenities, and a private marina along the shores of Moriches Bay. 

But before you fall in love with any specific community, it helps to understand the big picture of what you are signing up for in a 55+ community. That is exactly what this article is here to help with.

Key Takeaways

  • 55+ communities offer low-maintenance living, resort-style amenities, and a socially active environment designed specifically for this stage of life.
  • HOA fees, guest and pet restrictions, and strict community rules are among the most important considerations to weigh carefully.
  • These communities are designed for independent, active adults and do not typically offer on-site medical or assisted living services.
  • Homes in 55+ communities are often built with age-in-place features like single-story layouts and wider doorways, reducing the need for future renovations.
  • Reviewing the HOA's covenants, conditions, and restrictions (CC&Rs) before purchasing is one of the most important steps in the decision process.

The Pros of Living in a 55+ Community

For the right person, a 55+ community can feel like the lifestyle change they have been waiting for. Here is a closer look at what tends to make these communities so appealing.

  • Low-Maintenance Living. 
    • HOA fees in most 55+ communities cover exterior landscaping, snow removal, roof repairs, and trash pickup, which means the chores that used to eat up your weekends are largely someone else's responsibility now. For many residents, this alone is worth the monthly cost. More time for travel, hobbies, and the people you care about is a pretty compelling trade.
  • An Active, Built-In Social Life. 
    • These communities are intentionally designed to bring people together. Clubhouses, fitness centers, pickleball courts, gardening clubs, woodworking shops, and organized social calendars all make it genuinely easy to meet neighbors and build friendships. For anyone who is newly retired or relocating, that kind of built-in social infrastructure can make the transition feel a lot less daunting.
  • Resort-Style Amenities. 
    • Pools, tennis courts, walking trails, and fitness centers that would cost a small fortune to maintain on your own often come standard in a well-designed 55+ community. It is the kind of access that used to require an expensive club membership, now included in where you live.
  • A Quieter, More Secure Environment. 
    • Age restrictions tend to create calmer, quieter neighborhoods with less traffic and noise than a typical mixed-age street. Many communities also offer gated entrances or security patrols, which gives residents and their families an added layer of peace of mind.
  • Homes Designed for This Stage of Life. 
    • New construction in 55+ communities is often built with age-in-place features in mind: single-story layouts, wider doorways, step-free entrances, and accessible bathrooms. These thoughtful design choices reduce the need for costly renovations later and mean the home can genuinely work for you long term.
  • Potential Property Tax Benefits. 
    • In some areas, residents of 55+ communities may qualify for lower property taxes because they are not contributing to local school district funding. This varies by state and municipality, so it is worth researching what applies to any specific location you are considering.

Ready to See What
55+ Living Can Look Like?

Beechwood at The Waterways is a gated waterfront community on Long Island with new construction homes, resort-style amenities, and a private marina along Moriches Bay.

Explore The Waterways

The Cons of Living in a 55+ Community

Below is a list of real considerations, but not necessarily dealbreakers. They are worth understanding clearly so you can decide whether the tradeoffs work for your life.

  • HOA Fees. 
    • The convenience of maintenance-free living comes at a cost. HOA fees in 55+ communities can run several hundred dollars per month and tend to increase over time. Before purchasing, it is worth asking for the current fee amount, the history of increases, and a clear breakdown of what is and is not covered.
  • Stricter Rules and Restrictions.
    • HOAs in these communities often have detailed guidelines covering everything from how long grandchildren can visit, to parking rules, the number of pets you can have, and what changes you can make to the exterior of your home. The rules vary significantly from one community to the next, which is why reviewing the CC&Rs carefully before buying is so important.
  • Limited Age Diversity. 
    • Living among peers who are in a similar stage of life can be deeply rewarding, but some people find that the absence of younger families and children makes the environment feel less dynamic over time. This is a personal preference worth honestly reflecting on, especially if you have always lived in mixed-age neighborhoods.
  • No On-Site Medical Care. 
    • This is one of the most important distinctions to understand. 55+ communities are designed for active, independent adults. They are not the same as continuing care retirement communities (CCRCs) or assisted living facilities, and they do not provide medical care or daily living assistance. If health needs change significantly over time, residents may eventually need to relocate to a setting that can provide that support.
  • Location Can Be a Factor. 
    • Some 55+ communities are situated in more suburban or rural settings, which can mean longer drives to specialized medical facilities, airports, or city amenities. This is worth evaluating honestly based on your lifestyle and how important proximity to certain services is to you day to day. For instance, to explore the location surrounding The Waterways, check out this article.

5 Things to Look for Before You Choose a 55+ Community

Choosing the right community comes down to doing a little homework upfront. Here is a practical checklist to help you feel prepared.

1. Read the CC&Rs Before Anything Else. The HOA's covenants, conditions, and restrictions govern almost everything about daily life in the community, from guest policies to what color you can paint your front door. Surprises after the fact can be frustrating, so this document deserves careful attention, ideally with a real estate attorney before you sign anything.

2. Understand the Full Cost of Living. The purchase price is only part of the financial picture. HOA fees, special assessments, property taxes, and any community-specific costs should all be factored into a realistic monthly budget. Asking about the history of HOA fee increases is a smart way to understand what costs might look like five or ten years from now.

3. Visit in Person and Spend Time There. No website or brochure can replace an actual visit. Spending a few hours in the community, touring the amenities, and talking to current residents will give you a far more accurate sense of whether the culture and lifestyle are a good fit. Residents are usually the most honest source of information about what day-to-day life is really like.

4. Think About Long-Term Needs. The right community is one that works not just for today's lifestyle but for the years ahead. Choosing a location close to quality healthcare, family, and the services that matter most to you personally is just as important as the amenities on site.

5. Evaluate the Builder and the Community's Track Record. The quality of construction, the responsiveness of community management, and the builder's overall reputation all have a real impact on what it feels like to live there. Researching the builder's history, reading reviews, and asking about warranty and service policies is time well spent before you commit.

Is a 55+ Community Right for You?

The people who tend to thrive most in 55+ communities are those who are genuinely ready to trade the demands of traditional homeownership for more time, more connection, and a lifestyle designed around what they actually enjoy. If that description resonates with you, this type of community is probably worth serious consideration.

The tradeoffs, particularly around HOA fees, community rules, and the absence of on-site medical care, are real and worth taking seriously. But for many people, those considerations are far outweighed by the day-to-day quality of life that a well-designed active adult community offers. Understanding the pros and cons of 55+ communities fully before you commit is the best way to make sure you are walking into a decision that feels right, not just one that sounds good on paper.

Experience a Great Fit with Beechwood at The Waterways

If waterfront living on Long Island sounds like your kind of next chapter, Beechwood at The Waterways is worth a closer look. This gated 55+ community sits along the shores of Moriches Bay in Moriches, NY, offering new construction homes, a private clubhouse, a resort-style waterfront pool, tennis and bocce courts, a private marina, and scenic walking trails, all just minutes from the Hamptons and the North Fork.

Beechwood has been building quality homes across New York for more than 40 years, and The Waterways reflects that commitment to thoughtful design and community. Whether you are just starting to explore your options or getting closer to a decision, the team is happy to answer questions and show you around.

Contact us to learn more or to schedule a tour!

55+ Community FAQs

What is the 80/20 rule in a 55+ community? 

The 80/20 rule is a federal housing guideline under the Housing for Older Persons Act (HOPA) that allows a community to qualify as age-restricted if at least 80% of its occupied units have at least one resident aged 55 or older. Individual communities still set their own policies within this framework.

What is the downside of 55+ communities? 

The most commonly cited drawbacks are HOA fees that can rise over time, strict rules around guests and pets, and the fact that these communities do not offer medical or assisted living services. For most people, these tradeoffs are manageable and worth understanding before purchasing.

What is the best age to move to a retirement community? 

Most people make the move in their late 50s to mid 60s, when they are still active and want to take full advantage of the lifestyle. The right age is ultimately personal and depends on health, finances, and readiness for a change.

Are 55+ communities the same as assisted living? 

No. 55+ communities are designed for independent, active adults and do not provide medical care or daily living assistance. If health needs change significantly over time, residents may need to transition to a continuing care retirement community (CCRC) or assisted living facility.

Can grandchildren visit a 55+ community? 

Yes, grandchildren can definitely visit, though stays are typically limited to somewhere between 30 and 90 days per year depending on the community's rules. Guest policies vary, so reviewing the HOA's CC&Rs before purchasing is always a good idea.


The Farm Italy Expands to Westbury

The new restaurant brings the same Tuscan-themed charmBY MARIE ELENA MARTINEZWhen The Farm Italy debuted in Huntington in 2023, it was one of the biggest...
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The Farm Italy Expands to Westbury


The new restaurant brings the same Tuscan-themed charm
BY MARIE ELENA MARTINEZ

When The Farm Italy debuted in Huntington in 2023, it was one of the biggest openings of the year, transforming a Huntington Village steakhouse into a sprawling Tuscan fantasy. On Saturday, it welcomed a sibling as The Farm Italy opened in Westbury.

Similar to the Huntington original, the design mimics a sweeping Italian countryside estate, transporting guests as they enter the stunning space. Featur- ing two large dining rooms and a swank bar dotted with skylights, multitiered chandeliers, and chartreuse colored corner banquettes, the restaurant is bathed in natural light highlighting its earthy fabric - buttery wood floors, white stone walls, black leather chairs, muted ceramic tableware. Not to be missed: the serene, covered outdoor terrace, complete with fire pit, that adds 70 seats to the 150 inside. Located at 725 Merrick Ave., this Farm is part of
a collaboration with luxury devel- oper Beechwood Homes, situated just yards away from The Selby, an upscale apartment community an- chored by another of founder John Tunney's restaurants, The Shed.

Chef Roberto Baez replicates the same seasonal menu featured in Huntington here, with starters like tagliolini ($23), a creamy, cheesy pasta dish made with pecorino, eggs and coppa. There's a shareable an- tipasto platter ($32), mussels ($21), yellowfin tuna crudo ($27), and roasted artichoke ($18) with herbs in bagna cauda aioli, anchovy-rich and full of umami. Classics including calamari ($24), baked clams ($16), burrata on crostini ($19) round out the starters.

In the pasta category, don't miss the signature cacio e pepe ($26), which can be found on most ta- bles, but also pappardelle Bolog- nese ($32), and more seasonal offerings like spaghetti with lob- ster in a creamy, fra diavolo sauce, and ribbonlike malfadine with jumbo lump crab, gremolata butter, breadcrumb and Fresno chile ($33). For entrees, requisite chicken, veal ($49) and eggplant Parms sit alongside branzino fillets ($41), NY strip ($72), a grilled pork chop with romesco, fingerling potatoes and watercress ($46), and a braised lamb shank with a black currant demi-glace ($40). The Farm Italy's beverages include craft cocktails like the lemony honey bourbon ($17), wine and mocktails.

"This is more than just an open- ing, it's an evolution of our vision," Tunney said in a statement. While The Farm Italy was originally going to be a one-off concept, according to Tunney, the construction of The Shed next door inspired the restaura- teur. "I liked that whole corridor," he told Newsday when announcing the expansion. "It's getting redeveloped, it's close to - but out of the chaos of Roosevelt Field. It faces Eisen- hower Park, which gives it this nice open feeling. And there's great park- ing."

In addition to its flagship in Hunt- ington, earlier this year, Tunney opened an outpost of The Farm Italy within Connecticut's Mohegan Sun resort.

The new Westbury location is serving dinner for now, with lunch reservations to follow in the coming weeks.
The Farm Italy, 725 Merrick Ave., Westbury, 516-862-1212, thefarmItaly.com. Open 4 p.m. to 10 p.m. Tuesday through Thursday, 4 p.m. to 11 p.m. Friday-Saturday and 4 p.m. to 9 p.m. Sunday.
The Westbury location of The Farm Italy is designed in a similar sweeping Italian countryside estate style.

Best places to retire on Long Island

Long Island has a lot to offer seniors considering their retirement options. The island boasts plentiful art and culture, miles of beautiful beaches, mass transit,...
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Best places to retire on Long Island

Long Island has a lot to offer seniors considering their retirement options. The island boasts plentiful art and culture, miles of beautiful beaches, mass transit, world-class health and educational facilities, a diverse economy plus easy access to New York City and major transit hubs.

The following list offers a look at just some of the retirement communities worth considering, right here on Long Island.

55+ DEVELOPMENTS FOR SALE OR RENT

Beechwood Homes

The nationally recognized Beechwood Organization, also known as Beechwood Homes and founded in 1985, has built more than 9,500 homes in 70 communities across Long Island, New York City and Saratoga Springs, New York, and is currently expanding into North Carolina. They like to say, they’re “not just selling a home, but a lifestyle.” On Long Island, Beechwood is currently selling Country Pointe communities in Plainview and Yaphank, Meadowbrook Pointe and Meadowbrook Pointe Gardens communities in East Meadow, Marina Pointe in East Rockaway, and both Country Pointe Estates and Oneck Landing in The Village of Westhampton Beach. The Rental collection includes luxury residences at The Selby and The Vanderbilt in Westbury, and The Tides at Arverne by the Sea in Queens. Among completed communities are Meadowbrook Pointe in Westbury and Meadowbrook Pointe Links and Spa in Medford, Country Pointe communities in Bellmore, Coram, Dix Hills, Kings Park, Lake Grove, Manorville, Melville, Miller Place, Ridge and Smithtown. Award-winning communities in Southampton Village are The Latch, Bishops Pond and Bishops Grant.

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Cover of Living Well from Newsday
Living Well Article

Steven Dubb Discusses Pride in Recent Accomplishment

What recent project, transaction or accomplishment are you most proud of? Steven Dubb: "The Latch Southampton Village. In 2016, we bought the historic Village Latch...
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Steven Dubb Discusses Pride in Recent Accomplishment

What recent project, transaction or accomplishment are you most proud of?

Steven Dubb: "The Latch Southampton Village. In 2016, we bought the historic Village Latch Inn. From 2017-2019, during the application process to convert the 67-unit lodging on 5-acres to a 20-home luxury condo community, we operated it as The Latch Pop-Up Inn. In 2020, after consultation with 15 agencies, neighbors and Village Board of Architectural Review & Historic Preservation, approval was granted. It included our commitment to restore exteriors of two early 20th century structures designed by Stanford White. Then came COVID. Last June, we finally broke ground and started pre-construction sales. By 2021, half the homes sold off floor plans. Four designer-decorated models open in April. First occupancy is this summer. Five years on, I’m so proud to have brought together the best of Hamptons old world charm and new construction. The Latch is just beautiful."

Owners of New or Extensively Renovated Homes in Nassau County Get Tax Relief in State Budget

Owners of new or extensively renovated homes in Nassau County could spread out up to $750,000 in new valuation over eight years under a tax...
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Owners of New or Extensively Renovated Homes in Nassau County Get Tax Relief in State Budget

Owners of new or extensively renovated homes in Nassau County could spread out up to $750,000 in new valuation over eight years under a tax relief legislation approved this week in the State Legislature.

Under Nassau's first countywide reassessment in a decade, homeowners can phase-in valuation changes — up or down — over five years.

But the exemption did not apply to new homes, or those with major renovations, because the properties essentially were being assessed for the first time.

Those homeowners effectively had to pay their full assessed valuations right away, while most properties were allowed to catch up to their new values over a five-year period.

Many owners of newly constructed homes, or those with extensive renovations, complained of exorbitant tax bills .

They said they were shouldering a disproportionate share of the property tax burden because so many other properties received the phase-in exemption.

"This bill protects taxpayers and encourages both new construction and job growth during this much-needed coronavirus pandemic recovery period," Nassau County Executive Laura Curran said in a statement.

Long Island’s New Condos are Bigger, Cozier, and Pricier

Annie Chen and her husband, Tim, know how tough and time-consuming it is to maintain a home from watching their parents. The busy millennials wanted...
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Long Island’s New Condos are Bigger, Cozier, and Pricier

Annie Chen and her husband, Tim, know how tough and time-consuming it is to maintain a home from watching their parents. The busy millennials wanted none of that when they were planning to move from Queens — but they did want a place large enough to start a family.

So, they decided on a $629,000 condo at the Meadowbrook Pointe Gardens in East Meadow.

"It’s a whole different generation," said Chen, 31, a corporate executive, who with her husband, Tim, a wedding photographer, look forward to the no-hassle lifestyle.

"We work hard, and on the weekdays, our brains are fried. At the end of the day, we don’t want to worry about the plumbing... We don’t want to be in Home Depot."

Another plus for the Chens is the sleek and modern look of the condos. "We want those white cabinets, the minimal look," she said. "Everything is brand-new. That’s the vibe we want, without the problems of a house."

The design and function of condominiums have changed dramatically. No longer just glorified apartments, many have the same number of rooms and square footage of a home, and often have more land — although common space — with walking trails and preserves.

The newest generation of condos and townhouses are more modern and minimalistic, a different aesthetic from the Center Hall Colonials and split levels that dot Long Island. These condos are light and airy, with high ceilings, lots of windows, and many high-end options. Some have fireplaces, while others feature full basements and attics.

2 New Condo Complexes Developing in East Meadow

Sales for two new condominium complexes from the Beechwood Organization are underway in East Meadow, with one-third of one of those communities already sold in...
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2 New Condo Complexes Developing in East Meadow

Sales for two new condominium complexes from the Beechwood Organization are underway in East Meadow, with one-third of one of those communities already sold in pre-construction phase.

Prices for units in both complexes start at around $619,000.

Meadowbrook Pointe Gardens, on the site of the former Oberle’s Florist and Greenhouses, is now available as pre-construction sales at 845 East Meadow Ave. The 48-home community is made up of 2-bedroom, 2-bath villas. The lower floor is 1,200 square feet with a full-sized basement and patio. The upper floor units are 1,600 to 1,700 square feet with a loft area and foyer entrance. The loft or basement give extra space for flexibility, says Beechwood Homes CEO Michael Dubb. Condo fees are about $357 a month. Speno Park is right next door, and within walking distance. Already one-third of the homes in Meadowbrook Pointe Gardens are sold via floor plans.

"You’ll have empty nesters and some starting out," says Dubb of the buyers for those homes. "There’s pent-up demand, so people are willing to buy early… By buying early, they are getting a good deal and saving money."

Meadowbrook Pointe East Meadow, a "Golden Age" community for those 62 years of age and older, will be an "active lifestyle community" with amenities such as a clubhouse, heated pool, fitness center, and a bar/lounge. The 104-home plan has both single level and multi-level villa-style homes of 2 bedrooms, 2 baths ranging from 960 square feet to 1,394 square feet. The monthly condo fees for this community, at 123 Merrick Ave., will be about $390.

East Meadow Offers Quality Food, Fun, and High-Achieving Schools

If you’re looking for all the good stuff — quality food, fun and high-achieving schools — East Meadow has it all. That’s how businessman Jim...
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East Meadow Offers Quality Food, Fun, and High-Achieving Schools

If you’re looking for all the good stuff — quality food, fun and high-achieving schools — East Meadow has it all. That’s how businessman Jim Skinner, past president of the East Meadow Chamber of Commerce, sees it. "Eisenhower Park, in particular, has three golf courses and an Olympic-size swimming pool that’s among the largest in the Northern Hemisphere," Skinner said. "It was built in 1998 for the Goodwill Games."

Named in the 1700s for pastures east of a waterway that were deemed ideal for grazing cattle and sheep, East Meadow today stretches between two highways, the Meadowbrook and Wantagh State parkways. The community is home to some 12,800 families, both young and aging, with at least three age-restricted developments (and two more under construction), several popular parks, and nine schools.

The Beechwood Organization is developing two new communities of villa residences in East Meadow, one with 48 units and the other with 104 units, with first occupancy for both developments anticipated for summer 2021.

According to 2019 data, East Meadow had a 93.7% high school graduation rate, a 78.1% graduation rate for students with disabilities and a 92.3% graduation rate for economically disadvantaged students, with 68.3% students earning advanced Regents diplomas and 24% earning Regents diplomas.

To boost local retail businesses, the chamber is planning a "reopening" car parade in August with business owners’ cars festooned with banners advertising their wares. A drive-in movie and business "villages" are planned after the parade, according to Skinner who calls East Meadow a "red, white and blue" community of hardworking people.

Home styles in the area include Capes, ranches, Colonials and split-levels, says Nancy Jarvis of Daniel Gale Sotheby’s International Realty. "Homebuyers like the schools, the proximity to parkways and the convenience of shopping," she said. "And the taxes are reasonable."

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Since 1985, Beechwood has built more than 10,000 homes in 80 communities with new residential and mixed-use developments on the map across New York City, Long Island, Saratoga Springs and North Carolina.
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©2026 Beechwood Homes. 200 Robbins Lane, Suite D1 Jericho, New York 11753 | (516) 935-5555 *Prices are subject to change

Location Switcher

NEW YORK

Long Island

Beechwood at The Waterways | Moriches
Country Pointe Preserve | Yaphank
Country Pointe Meadows | Yaphank
Lighthouse Beach Sixty-Seventh | Rockaways
Oak Ridge | Saratoga Springs
Adelphi Residences | Saratoga Springs

Saratoga Springs

Oak Ridge | Saratoga Springs
Adelphi Residences | Saratoga Springs

NORTH CAROLINA

Charlotte

Ferncliff at Cotswold
Lakeside Pointe | Lake Norman
Broadmoor at Marvin

Chapel Hill

South Creek | Chapel Hill

Luxury Rental Residences

Vanderbilt | Westbury
The Tides at Arverne by the Sea | Rockaways
The Selby | Westbury
95 Market | Chapel Hill

Hotel Collection

Vanderbilt | Westbury

The Selby | Westbury

The Adelphi Hotel | Saratoga Springs

Mixed Use Retail

Country Pointe Plainview Shops | Plainview
Tides Shops at Arverne by the Sea
Beechwood Medical Plaza | Lake Grove
Creekside Commons | Chapel Hill

NEW YORK

Long Island

Beechwood at The Waterways | Moriches
Country Pointe Preserve | Yaphank
Country Pointe Meadows | Yaphank
Lighthouse Beach Sixty-Seventh | Rockaways
Oak Ridge | Saratoga Springs
Adelphi Residences | Saratoga Springs

Saratoga Springs

Oak Ridge | Saratoga Springs
Adelphi Residences | Saratoga Springs

NORTH CAROLINA

Charlotte

Ferncliff at Cotswold
Lakeside Pointe | Lake Norman
Broadmoor at Marvin

Chapel Hill

South Creek | Chapel Hill

Luxury Rental Residences

Vanderbilt | Westbury
The Tides at Arverne by the Sea | Rockaways
The Selby | Westbury
95 Market | Chapel Hill

Hotel Collection

Vanderbilt | Westbury
The Selby | Westbury The Adelphi Hotel | Saratoga Springs

Mixed Use Retail

Country Pointe Plainview Shops | Plainview
Tides Shops at Arverne by the Sea
Beechwood Medical Plaza | Lake Grove
Creekside Commons | Chapel Hill