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Hamptons.com
November 3, 2016

Five Questions To Consider Before Downsizing Your Home

Rocco A. Carrieroby Rocco A. Carriero
in Real Estate
Home Real Estate

As retirement approaches, your lifestyle and priorities begin to change. Chances are the days when you wanted more space – the sizeable dream home with the backyard big enough to entertain a growing family – are long gone. Instead, many retirees are looking for convenience, simplicity and accommodations more suited to their needs as “empty nesters.” As you approach this new life stage, take time to assess how your current living arrangements suit your changing lifestyle.

Here are five questions to consider as you decide whether downsizing is right for you:

1. Does your home still have the right feel?

A big house that was perfect for a family may seem overly spacious with just one or two inhabitants. It may be time to consider a change if you find that there are under-used rooms in your home or if you’re ready for a new environment. However, if you are enjoying the freedom more space brings, then your current house may be just the right fit. That might also be the case if your home is a gathering place for extended family and friends.

2. Is the upkeep sustainable?

In general, a larger house requires more work and regular investment. As you move into retirement, you may want to reduce the stress of cleaning and home projects. If working around the house and yard is something you enjoy, it may make sense to stay put. But, a smaller home will likely be less of a burden, especially if it’s move-in ready.

3. Are you ready to de-clutter?

Moving to a smaller space is a reality check for many people. All of the things you’ve been accumulating and storing for years probably won’t fit in a smaller home if you decide to downsize. That means you need to spend time going through your personal belongings to determine what’s of real value and what can go. This can take time, so it’s a good idea to get started well before it is time to move.

4. Are there cost savings?

In many situations, a larger house can be sold for a price that is higher than the cost of a smaller home. This could result in a smaller (or no) mortgage and potentially some extra money in the bank. But it is not always so simple. There are costs associated with buying, selling and moving into a new place that could impact your retirement savings if you’re not careful. Evaluate how downsizing would affect your budget and review your situation with a financial professional before taking action.

5. Where are you spending your time?

If your retirement dreams include traveling, visiting family or owning a vacation property, you may be away from home more often in retirement than you were in your working years. Having a smaller home that is easier to maintain could make sense in these situations. Alternatively, you may be looking forward to staying put and finally having time to enjoy the home you worked so hard to maintain over the years.

Downsizing doesn’t need to be rushed. Consider your priorities and if you decide to downsize, give yourself plenty of time to do it right.

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Exercise Your Right To Vote And Be Heard In Our 2016 General Elections

Exercise Your Right To Vote And Be Heard In Our 2016 General Elections

  • Check out the Top Hamptons Events This Weekend!⁠
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🎬 HamptonsFilm X Guild Hall: Winter Classic Series – “Paths of Glory”⁠
📅 Friday, March 13⁠
⏰ 7 PM⁠
📍 Guild Hall – East Hampton⁠
HamptonsFilm and Guild Hall’s Winter Classic Series returns with HamptonsFilm Co-Chair Alec Baldwin and Chief Creative Officer David Nugent presenting Stanley Kubrick’s 1957 epic Paths of Glory, starring Kirk Douglas.⁠
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☘️ Westhampton Beach St. Patrick’s Day Parade⁠
📅 Saturday, March 14⁠
⏰ 12 PM – 3 PM⁠
📍 Main Street – Westhampton Beach⁠
Celebrate St. Patrick’s Day with the whole community!⁠
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🍀 St. Patrick’s Day at the Sunset Social Club⁠
📅 Saturday, March 14⁠
⏰ 2 PM⁠
📍 Sunset Theater – Westhampton Beach⁠
Keep the celebration going with Irish coffee and perfectly poured Guinness.⁠
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🛍 Sag Saturday⁠
📅 Saturday, March 14⁠
⏰ All Day⁠
📍 Sag Harbor Village⁠
A celebration of culture, cuisine, community, and shopping in the heart of Sag Harbor.⁠
⁠
🥾 Barcelona Neck Preserve Hike⁠
📅 Saturday, March 14⁠
⏰ 10 AM – 12 PM⁠
📍 Sag Harbor Golf Course – Sag Harbor⁠
A scenic hike featuring views of Cedar Point Lighthouse and the surrounding natural beauty.⁠
⁠
🧘 A Morning of Mindfulness & Stillness⁠
📅 Saturday, March 14⁠
⏰ 11 AM – 12 PM⁠
📍 Dragon Hemp Apothecary – Sag Harbor⁠
A meditative morning guided by Reiki Master Marissa Kerwin with products designed to support relaxation and clarity.⁠
⁠
🎥 The Oscars: Live from Sag Harbor⁠
📅 Sunday, March 15⁠
⏰ 5:30 PM – 10 PM⁠
📍 Sag Harbor Cinema⁠
Walk the red carpet, vote in the Oscars ballot, and compete for best dressed. VIP tickets include cocktails and canapés.⁠
⁠
🦭 Seal Cruise in Southampton⁠
📅 Sunday, March 15⁠
⏰ 12 PM – 2 PM⁠
📍 Stony Brook Marine Station – Southampton⁠
Join a CRESLI scientist for a two-hour expedition observing seals in Shinnecock Bay.⁠
⁠
🎷 Generations of Jazz: Women in Modern Jazz⁠
📅 Sunday, March 15⁠
⏰ 2 PM – 3:30 PM⁠
📍 St. Ann’s Episcopal Church – Bridgehampton⁠
A multi-generational ensemble celebrating the power of female voices in modern jazz.⁠
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#hamptons #stpatricksday #weekend⁠
  • The Center for Family Services Palm Beach County held its signature fundraiser, The Old Bags Luncheon™, at the iconic Breakers Palm Beach. Palm Beach County continues to experience a growing need for accessible mental health services, with families facing challenges such as economic hardships, trauma, and mental health disparities. The Center for Family Services serves as a beacon of hope, offering these families the resources and professional care needed to overcome adversity.⁠
⁠
The Center’s annual signature event combines fashion, philanthropy, and social engagement, attracting some of the most influential individuals in the region to support the organization’s critical work. This year’s event sold out in record time and had a long wait list. ⁠
⁠
This year, the 2026 OBL Celebrity Speaker was Priscilla Presley – cultural icon, actress, and philanthropist who brought her singular story and passion for advocacy to The Breakers ballroom.⁠

📸: @andrewwerner 
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
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#oldbagsluncheon #palmbeach #priscillapresley #robertjames
  • Check out the Top Hamptons events This Weekend!⁠
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🎨 2026 Student Exhibition Preview Day⁠
📅 Saturday, March 7 | ⏰ 11am–5pm⁠
📍 Parrish Art Museum, Water Mill⁠
Saturday is for the arts! Enjoy exhibition previews, a drop-in drumming circle, imagination play workshops, and a performance by the Southampton String Ensemble.⁠
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🎻 Fiddler’s Green: A Traditional Irish Music Concert⁠
📅 Saturday, March 7 | ⏰ 1–2:30pm⁠
📍 Southampton History Museum, Southampton⁠
Fiddler’s Green brings the traditional music of Ireland to the East End.⁠
⁠
🍀 Pot O’ Gold Catapult Workshop⁠
📅 Saturday, March 7 | ⏰ 3–6pm⁠
📍 Children’s Museum of the East End, Bridgehampton⁠
Kids can build a catapult and launch gold coins into the lucky pot.⁠
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🎸 Gene Casey and the Lone Sharks⁠
📅 Saturday, March 7 | ⏰ 8–10pm⁠
📍 Bay Street Theater, Sag Harbor⁠
Dubbed “the house band of the Hamptons,” the group brings their iconic country sound to the stage.⁠
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🥣 Project MOST’s Empty Bowls⁠
📅 Sunday, March 8 | ⏰ 12–3pm⁠
📍 Amagansett American Legion Post 419⁠
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🎤 “Sing-Along the American Songbook” Jazz Jam⁠
📅 Sunday, March 8 | ⏰ 2–5pm⁠
📍 Southampton Cultural Center⁠
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🥘 Spanish Tapas & Paella Cooking Class⁠
📅 Sunday, March 8 | ⏰ 3:30–6:30pm⁠
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🥾 Montauk Loop Hike⁠
📅 Saturday, March 7 | ⏰ 10am–12:30pm⁠
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🎬 Hoppers in IMAX⁠
📍 Southampton Playhouse⁠
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📚 BookHampton Book Club: Vigil⁠
📅 Tuesday, March 10 | ⏰ 4pm⁠
📍 LongHouse Reserve, East Hampton⁠
Join fellow readers to discuss George Saunders’ newest book.⁠
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Visit Hamptons.com for more events!⁠
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#weekend #hamptons #hoppers #events #books
  • Quogue Wildlife Refuge held its beloved “Light The Night” trail walk. I’ve heard through the grapevine that the annual walk is magical, peaceful, and paints the dreaded cold winter nights in a whole new light (literally).⁠
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The community braced the cold, freezing temperatures as they followed a lantern trail and entered a quaint marketplace with a Hamptons Coffee Company booth serving delicious, complimentary hot chocolate in reusable mugs, a merch booth with an impressive selection of animal stickers, beanies, pins, maps, stuffed animals, and my personal favorite, a bandana with a map of the Refuge. A must-have for any wildlife fanatic.⁠
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📸: Quogue Wildlife Refuge & Dennis Maroulas & Hamptons.com⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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  • As the Hamptons’ ultra-luxury sector accelerates—with sales above $20 million doubling year-over-year—an architecturally significant coastal contemporary estate has entered the market at $32 million.⁠
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Located at 200 Rose Hill Road in Water Mill, the newly constructed residence spans approximately 19,000 square feet across three levels and is set on 2.29 landscaped acres overlooking a 65-acre agricultural reserve. Mecox Bay lies at the end of the street, with Atlantic Ocean beaches just moments beyond.⁠
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Recently acquired by Moskow Management Trust and offered fully furnished, the gated estate is exclusively represented by Vince Horcasitas of Saunders & Associates.⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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From art openings to live music and family fun — here’s what’s happening:⁠
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🖼 Opening Reception: Reclaiming Death Exhibition⁠
📍 Ma’s House, Southampton⁠
🕔 Saturday, Feb 28 | 5–8PM⁠
A powerful group exhibition featuring 20 artists exploring personal and cultural end-of-life practices.⁠
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🎬 2026 Oscar-Nominated Short Films at Sag Harbor Cinema⁠
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Catch this year’s Oscar-nominated Animated, Documentary, and Live Action shorts.⁠
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👨‍👩‍👧 Family Day at Guild Hall⁠
🕐 Saturday, Feb 28 | 1–3PM⁠
Stop-motion films, tours, and hands-on activities for all ages.⁠
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🥾 Four Ponds Hike⁠
📍 Long Pond Greenbelt Nature Center, Bridgehampton⁠
🕙 Saturday, Feb 28 | 10AM–12PM⁠
A scenic 3.5-mile hike with pond views.⁠
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🎸 The Surfcasters: A Led Zeppelin Celebration at Bay Street Theater⁠
🕗 Saturday, Feb 28 | 8–10PM⁠
Classic rock energy all night long.⁠
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🎻 Clarice Jensen Live at The Church⁠
🗓 Sunday, March 1 | 3–4:30PM⁠
A contemporary classical performance from her latest album.⁠
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🎨 Clay Workshop for Kids⁠
📍 Mudita, Water Mill⁠
🕚 Saturday, Feb 21 | 11AM–12PM⁠
Hands-on creative fun with clay.⁠
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🎤 The Seismatics at Stephen Talkhouse⁠
🗓 Feb 27 | 8PM⁠
Modern + classic rock hits.⁠
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🍷 Wine Wednesday at Nick & Toni’s⁠
🗓 March 4 | 5:30–7PM⁠
Discover highlights from Frederick Wildman.⁠
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Check out more events at Hamptons.com (Link in Bio)⁠
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#hamptons #arts #oscars #easthamptons #weekend
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