“Like many people, I think fall is one of the most beautiful times of year to enjoy a property. The weather is still great, the colors are beautiful, and the crowds are largely gone. As you head into winter, we recommend that buyers purchasing a home ask for a pool letter and sprinkler letter from the seller that ensures the pool and sprinkler system was in good working order at the time of closing. Sellers should try to keep their pools open as long as possible—as a house shows better with an open pool. They should also stay on top of fall cleanups and remember to engage a snow removal company early in the season. We can’t sell a house if snow blocks gates, driveways and front doors…. I love Aspen for skiing, Miami for sun and fun, and New York City for its energy and excitement. But no place is better than the Hamptons!”

“The fall is my favorite time of the year on the North Fork. There is an endless list of things to do and enjoy during the harvest season. The vineyards are abuzz. It’s a tradition in my family to go apple picking and then come home and make applesauce together like I did with my grandmother when I was a kid. We also enjoy pumpkin picking and making jack-o-lanterns. The farms are full of corn mazes and pony rides and all sorts of activities. The farm stands are full of fabulous local produce for farm-to-table meals to be enjoyed with family and friends. As we head into winter the numerous opportunities present themselves to enjoy the rich history of each of the hamlets in their holiday festivals. It’s a wonderful place to escape the chaos of the city to select and cut your own Christmas tree, or do your holiday shopping in all of our unique little shops and boutiques that offer personalized service and that hometown warmth you can’t find anywhere else. At the end of your day exploring the beautiful North Fork, come home, light a fire and enjoy a cup of cocoa snuggled under a cozy blanket with the ones you love.”

“Fall in the Hamptons is my favorite season. The leaves are turning, traffic is down and the beaches and bays are still the most beautiful in the world. If you are in the market to buy a home, winter is the best time to look at Hamptons real estate. Many potential buyers have gone south yet there are always homeowners that must sell in a timely manner. Dress warmly, be courageous and you may just land the home of your dreams. If you are considering investing in another vacation locale, I suggest Aspen, Colorado. There is consistent demand from buyers and the rental market is strong. Like the Hamptons, values go up over the long-term. Aspen is not only for skiing. In the summer months it is a cultural Mecca. What can be better than listening to music on top of a mountain?”

“As an avid skier, my passion takes me out west every winter—which is ideal for my business, as that is the slowest time of year for Hamptons real estate. I’ve thought many times about buying but I can’t decide between Colorado, Utah, Wyoming or California, so I guess I will keep kicking those tires until I can grow up and decide. In the meantime I will keep my investment dollars in my East End dire—it’s done me well.”

“When buyers think of the Hamptons they normally think ‘summer.’ The big surprise is that the fall months may be considered the best of the year. Our weather is gorgeous, and there’s plenty to do for adults and children alike. Enjoy the harvest with pumpkin picking and corn mazes. Relax at your favorite vineyard and enjoy live music and wine tasting. Enjoy holiday parades and festivals with family and friends. The Hamptons—we live on vacation!”

“What’s so special about owning a property on the East End during the fall and winter is that it’s just a great time to enjoy all that the Hamptons offers. Obviously, the crowds have subsided, which means it’s easier to make reservations to enjoy all of the great restaurants that abound out here. Traveling from Montauk to Southampton is a breeze. A brisk walk on the beach is so refreshing and mind-altering, especially since it’s easy to park your car now. As for buyers and sellers during these seasons, it used to be in the past that this was the time to scoop up a deal for the buyer. Granted, there is a slowdown in the market during the holidays, but not like it was years ago. It’s actually a great time for potential buyers to be looking. The laidback feel brings back a time of yesteryear, when the Hamptons were like that all year round.”

“South Florida is the ‘it’ winter destination for a tremendous number of Long Island natives, who escape the chilly northern winters by indulging in the tropical climate of the Palm Beach, Fort Lauderdale and Miami markets. With miles and miles of pristine beaches, the warm Atlantic waters, an average winter temperature near 80° and cultural attractions galore, South Florida is more popular than ever. For Long Islanders, South Florida boasts world class country clubs, championship golf, five-star shopping, three international airports and a carefree lifestyle that is second to none.”

“The East End is remarkable ‘after season.’ The fall color and myriad activities available for families are harder to experience, if at all, in the city. Halloween is especially wonderful for children, since the villages really turn out for daytime costumed parades and events, closing off streets and making trick-or-treating very special. It’s kind of old-fashioned, and kind of marvelous. The same goes for the autumn corn mazes, apple picking, and the ever-popular Pumpkintown. As the weather grows colder, people use their homes to host Thanksgiving dinners, and that merriment lasts straight through the mid-winter celebrations. The fall and winter light across the land are as beautiful, although in different ways. The days are shorter, the villages are quieter, and there is something peaceful and calming about the change of seasons. It offers a real respite from an otherwise hectic life. We have noted in more cases than not, that once folks buy a house in the Hamptons, they may come out as often as 50 weekends per year.”