Like many resort destinations, East Long Island’s population swells during the warmer months. Its incredible beaches, watersports, parks, vineyards, and breathtaking golf courses attract tourists from around the world.
During Long Island’s (LI) fall and winter months though, many snowbirds fly south (or west), and things quiet down. Once the crowds thin out, locals know all the best places to go. This section of the island has many renowned museums and art galleries, like the Railroad Museum of Long Island, the Parrish Art Museum, and the Southampton Historical Museum. There are also famous homes to tour, skating rinks, shopping, spas, and winter festivals.
East Long Island real estate appeals to active adults, whether they choose a year-round residence, a vacation home, or a place for the summer. This part of LI is farther from Manhattan than West Long Island, and its easternmost active adult community is Founder’s Village, 96 miles away in Southold.
Although it’s true that Long Island can be pricey, there are 55+ communities with affordable condos for sale. The three we’ve chosen provide a choice of price points, community size, and amenities. Read on to learn more about what they offer.
High $400s - Low $500s
Ornstein Leyton Company broke ground on this tasteful, gated active adult community in 2016, with plans for 280 new condo and attached homes. Vineyards at Blue Point is near the south shore, close to the Village of Patchogue and Long Island MacArthur Airport. Its convenient location also places it near Sunrise Highway, which is dotted with grocery stores, coffee shops, clothing stores, restaurants, and the Gateway Plaza Mall.
There's an upscale clubhouse on the grounds, home to a great room, a club room, a bar, a wine room, a catering kitchen, and a state-of-the-art fitness center with a yoga studio and locker rooms. Outside, you can find a heated outdoor pool, a fire pit, a BBQ area, bocce ball courts, a children’s playground, walking trails, and plenty of natural space. Popular group activities include wine tastings, aerobics classes, holiday parties, and other community-wide events.
The four condo models range from 1,553 to 1,928 square feet with two bedrooms, two bathrooms, and attached one-car garages. These elegant homes have features like gourmet kitchens, nine-foot ceilings, decks, patios, second-floor lofts, and luxury bathrooms.
Mid $300s - High $400s
If you’ve been dreaming about retiring in the Hamptons, look no further than Eagles Walk at East Quogue. This intimate, gracious 55+ community was built from 2004 to 2014 by Blue and Gold Homes, and it has just 67 resale condos. It’s in a beautiful location, close to where the Island splits into its North and South Forks and near Henrys Hollow Pine Barrens State Forest.
Eagles Walk is also near the Hampton Hills Golf & Country Club, Quogue Wildlife Refuge, and Ponquogue Beach. The nearby Hamptons Bays Shopping Center and Town Center have grocery stores, banks, restaurants, coffee shops, pharmacies, and other services. Area hospitals include Hampton Medical Center and Peconic Bay Medical Center.
High $200s - High $300s
Behind door number three, we have Fairfield at St. James, an established, gated community of 653 resale condo and attached homes. It's closer to the North Shore and across from the Smith Haven Mall, which has an LL Bean, an Apple Store, a Macy’s, and restaurants. Other local shopping outlets include Whole Foods, Trader Joe’s, Costco and Pep Boys.
When you're finished with your errands, you can play the links at the beautiful Nissequogue Golf Club, explore the trails at David Weld Sanctuary, or take continuing education courses at Stony Brook University. By the way, Stony Brook also has a University Hospital—or you can choose Mather Hospital, which is nine miles away.
Those who enjoy spending quality time with friends and neighbors can take part in Fairfield’s Tender Years Group, Twin Ponds Senior Club, parties, guest speaker presentations, and fundraiser luncheons. Many of these meet at the community clubhouse, which has meeting rooms, indoor and outdoor pools, a fitness center, and tennis courts. There’s also a community bus service for residents.
The majority of homes here are condo units, which feature one or two bedrooms, one to two bathrooms, patios or balconies, and one-car garages or driveways. The select number of townhomes offer three bedrooms, two-and-a-half bathrooms, and either driveways or garages. Upgrades may include granite kitchen countertops, tile backsplashes, stainless steel appliances, and hardwood floors.