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Hamptons.com
August 24, 2023

How Do You Know When It’s Time to Sell Your Home?

Diane Saatchiby Diane Saatchi
in Real Estate, Trending
Home Real Estate
How Do You Know When It’s Time to Sell?

Usually, a sale is spurred by a life event — a new baby, job, marriage, divorce, or hip replacement. Maybe there has been a change in financial status, positive or negative. You might dream of moving into a house by the ocean, or of downsizing to something with fewer bedrooms to fill. But when is it time to pull the trigger?

 

Note of the many reasons to sell, market condition is not mentioned. Not because those conditions don’t matter, it’s always smart to sell in a robust “sellers” market but good timing is more about luck than wisdom.  

Market timing

 

When it comes to real estate for personal use, life events ultimately drive buy and sell decisions. Of course it’s impossible to avoid such events, and it’s even hard to plan for many, but if you want more control over future real estate decisions the best you can do is be prepared. While it is easy to say, it is not so easy to do. Sometimes we can’t plan ahead because things happen, but you will be better prepared for whatever surprises life has for you if you:    

  • Keep your finances in order. That is if you find it’s difficult to pay the bills while you are employed and healthy, consider selling or if it’s a second/vacation home, consider renting until your situation changes. 
  • Keep the property and accompanying documentation in good order.  
  • Discuss ownership with tax, estate and financial advisors. You may be able to keep your property longer or realize more when you sell if the ownership is transferred to your heirs or a trust. 
  • This may seem silly, but always have good, high resolution photos taken in summer, when the pool is open and landscape is at its best — just in case you need or want to list when the leaves turn or fall.

Know what you will be selling

 

Would-be sellers frequently say to me, “We’re thinking of selling, what do we do?” Sometimes, they’ll invite me over to see the house and property and ask what they can and should do to prepare for a sale. 

 

I can’t say this enough, so sorry to repeat this message. Know your property. Be certain all improvements were done to code and with proper permits.  

 

Related documents are readily available from the building departments, have copies. Check your tax assessments. Have the home inspected. Even if you are not prepared to make the necessary repairs you will know what a buyer will find and can reduce the price accordingly.

 

And as for dolling up for a sale, don’t spend money that won’t come back to you. Its best to clean up, trim and declutter and let the next owners personalize their new home.

Talk to the professionals

 

When you decide you’re going to sell, the first thing you should do is talk to local brokers. I say “brokers” because you want to get more than one professional opinion, even if you already know the broker you plan to engage. Get another or other opinions on price, and suggestions for improvements. Friends and relatives can be very helpful, but too frequently offer advice that may inadvertently set unrealistic expectations. 

 

It’s perfectly acceptable to consult more than one broker without engaging their services. Ask brokers to give you a listing pitch, to tell you what they will do for you, and to show you the ads they’ve used for similar homes. You want to see how they present properties, how they present themselves, and their track record with homes in your price range and location. Check their own and their agency’s websites.  

 

Once you decide to sell or find you have to sell, depending upon market conditions, it may take more or less time than you wish and expect — but your home will sell.  

More about market timing

 

It is nearly impossible to outsmart the market because by definition market value is what a willing and able buyer will pay. While that price may sometimes be disappointing (and other times exhilarating) the buying or investing power of the proceeds will rise and fall with that same market.

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Southampton Hospital Foundation Golf Outing at Sebonack Golf Club

October 14 @ 09:30 AM - October 14 @ 05:00 PM
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Yizkor Memorial Service

October 14 @ 11:00 AM - October 14 @ 01:00 PM
13 Woods Ln, East Hampton, NY 11937, USA
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FoodLab’s Tea Talk Tuesdays with SOFO’s Frank Quevedo

October 14 @ 03:30 PM - October 14 @ 05:30 PM
Stony Brook University FoodLab 39 Tuckahoe Rd. Southampton NY 11968
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Fahrenheit 451 – Bay Street Theater

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Top Hamptons Events This Weekend – August 25th, 2023

Top Hamptons Events This Weekend – August 25th, 2023

  • Sag Harbor resident, actor, writer, and teacher Josh Pais has spent decades exploring what it means to be fully present—on screen and in life. Known for his roles in Joker, Ray Donovan, the original Teenage Mutant Ninja Turtles, and many others, he has more than 150 film and television credits to his name. He has now turned his focus inward with his new memoir, Lose Your Mind: The Path to Creative Invincibility, which was released on September 30, 2025.⁠
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Drawing on his years of experience as founder of the Committed Impulse training method, Josh offers readers a bold invitation to release self-judgment, lean into all feelings, and connect with the spontaneous energy that fuels authentic creativity. His message—both playful and profound—challenges the myth of “good” and “bad” emotions and instead celebrates the full spectrum of human experience.⁠
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Josh will visit Sag Harbor for a reading and book signing this Sunday, October 12th from 4:00–5:30 p.m. at Grenning Gallery (26 Main Street, Sag Harbor). ⁠
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📸: Commune Media⁠
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Read the full interview at Hamptons.com (Link in Bio)⁠
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#hamptons #joshpais #book #sagharbor #author #actor
  • @linamxn at the Sag Harbor Music Festival! @sagharbormusic 

The four day festival kept the music going over 4 days at various stages in Sag Harbor. 

#sagharbormusicfestival #sagharbor #hamptons #livemusic #linamaxine #local
  • Grab your furry friend and take a stroll to Main Beach with ARF!

Check out the Top Hamptons Events This Weekend!

🐾 ARF’s Stroll to the Sea Dog Walk
📅 When: Saturday, October 11, 2025 | 9AM–12PM
📍 Where: Mulford Farm, 10 James Lane, East Hampton, NY

Enjoy vendors, contests, and giveaways before strolling to Main Beach.

🥣 Chowdah Chowdown
📅 When: Saturday, October 11, 2025 | 12PM–3PM
📍 Where: Springs Tavern and Grill, 15 Fort Pond Blvd, East Hampton, NY

All-you-can-eat chowder and soup from 20 local chefs, plus live music and a mocktail bar — all to benefit the Springs Food Pantry!

🍺 SagtoberFest
📅 When: Sat, Oct 11 – Sun, Oct 12, 2025 | 12PM–8PM
📍 Where: Kidd Squid, 11 Spring St, Sag Harbor, NY

Celebrate Oktoberfest Sag Harbor–style! Enjoy bratwurst, pretzels, oysters, pumpkin stew, and live music by Jon Divello, Woody Boley, Greg McMullen & Jake Lear.

🎬 33rd Hamptons International Film Festival
📅 When: Thurs, Oct 9 – Mon, Oct 13, 2025 | 9AM–10PM
📍 Where: Various Locations

The 33rd edition of HIFF brings a world-class lineup of narrative and documentary films, features, and shorts from around the globe. 

🍪 Levain Bakery: Book Talk & Signing
📅 When: Saturday, October 11, 2025 | 12PM–1PM
📍 Where: BookHampton, 41 Main Street, East Hampton, NY

Meet Levain Bakery cofounders Pam Weekes & Connie McDonald and grab their new book.

🌿 26th Annual Long Pond Greenbelt Celebration
📅 When: Saturday, October 11, 2025 | 10AM–1PM
📍 Where: SOFO Museum, 377 Bridgehampton–Sag Harbor Tpk, Bridgehampton, NY

Enjoy games, crafts, guided walks, face painting, and ice cream!

🎉 CMEE’s Big Birthday Bash!
📅 When: Saturday, October 11, 2025 | 10AM–12PM
📍 Where: SOFO, 376 Bridgehampton–Sag Harbor Tpk, Bridgehampton, NY

Join for crafts, treats, dance, and play!

🛋️ Hub Home Grand Opening Party & Open House
📅 When: Friday, October 10, 2025 | 6PM–9PM
📍 Where: HUB Home, 2183 Montauk Hwy, Bridgehampton, NY

Celebrate the grand opening of HUB Home, a curated consignment shop with luxury furnishings, art, and décor.

Check out more events at Hamptons.com (Link in Bio)
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#hamptons #arf #community #stephentalkhouse #dining #hamptonsfilmfestival
  • The 33rd Hamptons International Film Festival kicked off last Friday with the U.S. premiere of A24’s Eternity starring Elizabeth Olsen, Miles Teller, and Callum Turner.⁠
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Elizabeth Olsen attended the premiere on Friday, and on Saturday sat down with IndieWire’s Editorial Director Kate Erbland at the Sag Harbor Cinema as a part of the festival’s “A Conversation With” series. Later that day, the second “A Conversation With” took place as Ethan Hawke and moderator Alison Stewart talked about Blue Moon, as well as Hawke’s filmography. ⁠
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Sydney Sweeney received the festival’s Achievement in Acting Award following the U.S. premiere of her film Christy in East Hampton. ⁠
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Notable Guests included: Alessandro Nivola, Alec Baldwin, Amanda Peet, Tonatiuh, Miriam Shor, Lois Smith, Tim Blake Nelson, Mareille Enos, Bob Balaban, E. Jean Carroll, Roberta Kaplan, Ellen Barkin, Bernie Telsie, Bill Condon.⁠
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📸: Jess Dalene⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#hiff #hamptonsinternationalfilmfestival #film #elizabetholsen #sydneysweeney #hamptons #hamptonsfilm⁠
  • When: Fri, Oct 3rd – Sun, Oct 5th, 2025
8am – 5pm

Where: Levain Bakery, 354 Montauk Hwy, Wainscott, NY

Levain Bakery is introducing a new cookie for a limited time: Peanut Butter Dark Chocolate Chip – a decadent mix of creamy and chunky peanut butter with rich dark chocolate chunks. Originally created to celebrate the opening of Levain’s Beverly Hills Bakery, this indulgent new flavor will now be available for just three days only, October 3–5, at all retail bakery locations.

To make the weekend even sweeter, guests who purchase a cookie will receive a Levain Bakery mini tote (while supplies last), a fan-favorite collectible sure to go quickly.

#levain #levainbakery #cookie #minitote #tote #hamptons
  • From world premieres at the Hamptons International Film Festival to SouthamptonFest! ⁠
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Check out the Top Hamptons Events This Weekend!⁠
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🎬 33rd Hamptons International Film Festival⁠
📅 Oct 3 – 13, 2025 | 9AM – 10PM⁠
📍 Various Locations⁠
A global lineup of films, shorts & documentaries.⁠
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🍪 Levain Bakery⁠
📅 Oct 3 – 5, 2025 | 8AM – 5PM⁠
📍 354 Montauk Hwy, Wainscott⁠
Try the Peanut Butter Dark Chocolate Chip cookie + snag a mini tote (while supplies last).⁠
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🎉 13th Annual SouthamptonFest⁠
📅 Oct 3 – 5, 2025 | 10AM – 7PM⁠
📍 Southampton Village⁠
Arts, culture, food & family fun all weekend long!⁠
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🎶 SpringsFest⁠
📅 Oct 4, 2025⁠
📍 1 Parsons Pl, East Hampton⁠
Live music, raffles, crafts, blacksmith demos & more.⁠
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💃 Salsa Social @ The Clubhouse Hamptons⁠
📅 Oct 4, 2025 | 9PM – 11:30PM⁠
📍 East Hampton⁠
Dance the night away w/ DJ Chile & more!⁠
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🐚 34th Annual Largest Clam Contest⁠
📅 Oct 5, 2025 | 12PM – 3PM⁠
📍 Amagansett Life Saving Station⁠
Taste clam chowder, clam pies & cheer on the winners!⁠
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🎷 East Meets West Jazz Jam Session⁠
📅 Oct 5, 2025 | 2PM – 5PM⁠
📍 Southampton Cultural Center⁠
Free community jazz jam – all are welcome.⁠
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🌕 Full Hunter’s Super Moon Hike⁠
📅 Oct 6, 2025 | 6:30PM – 7:30PM⁠
📍 SOFO Museum Parking Lot⁠
Guided evening hike under the moonlight.⁠
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✨ Which event are you most excited for?⁠
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Check out more events at Hamptons.com (Link in Bio)⁠
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#hamptons #hamptonsinternationalfilfestival #hiff #jazz #fullmoon #hike #film #levainbakery #community
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