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Hamptons.com
July 28, 2020

Minimalizing Capital Gains with Estate Planning

rschlackby rschlack
in Real Estate
Home Real Estate

Real property in the Hamptons has always enjoyed a steady increase in value. But with this increase in value, owners may incur a substantial tax bill from the capital gain in their real property if and when they decide to sell. Federal long-term term capital gains are taxed at the rate of 0%, 15% or 20%, depending on the seller’s income and marital status. In addition, New York capital gains are taxed as ordinary income. Fortunately, if the property being sold is a primary residence in which the seller has resided for 2 or more years, the seller can claim the benefit of a $250,000 exclusion ($500,000 for a married couple). In addition, sellers can deduct any capital improvements they have made over the years.

Even for a modest couple living on the East End, the capital gain is a huge consideration when contemplating a sale. For example, consider the case where a married couple owns a primary residence in Sag Harbor. In 1979 they purchased the property for $100,000 and, over the years, expended $400,000 on home improvements. The basis for capital gain purposes is therefore $500,000. Assume they now receive an offer to sell and will net $3 million after closing costs. Each spouse can claim each a $250,000 exemption from capital gains, shielding $500,000 from capital gains tax. Accordingly, the gain on which they will be taxed is $2 million dollars, resulting in a substantial tax bill.

How can this hefty capital gains tax be avoided? One method is to wait until one spouse passes away and the surviving spouse receives a step-up in basis for one-half the value of the home. This is possible because at death, all property owned by the decedent spouse, not just the primary residence, gets an increase in basis equal to fair market value as of the date of death. So, in our example above, when the first spouse dies, that spouse’s one-half gets stepped up to $1.5 million. At a subsequent sale, the surviving spouse’s basis is $250,000 plus the $250,000 exemption. This, coupled with the step-up received at the first spouse’s death, places the basis in the real property at $2 million. Thus, the surviving spouse only pays capital gains on $1 million, resulting in a significant savings.

However, there may be a way to save even more capital gains – in fact even reduce the tax to zero. The surviving spouse may be able to avoid all capital gains tax on a sale if they purchased the property before 1977. In that case, there is a 100% step-up in basis at the death of the first spouse. The “catch” is that you are only able to get the full step-up in basis at the death of the first spouse if that now deceased spouse contributed all the money to the purchase of the property. These were the facts of the now famous Gallenstein case where the Court found in favor of the tax payer and awarded a 100% step-up in cost basis at the death of the first spouse for a property that had been purchased pre-1977 when Congress changed the tax law.

In order for this “double” step up in basis to apply, the deed must have been continuously in both names pre-1977 until the death of the first spouse. Transferring the deed will negate this benefit, even if the deed is later transferred back into both names. The moral of the story is always review the chain of title of the deed. If it is owned by both spouses before 1977, speak to an attorney before making any changes to the deed.

What if the house was not purchased before 1977 or if there had been a change to the deed? A 100% step up in basis at the death of either spouse can still be achieved by placing the home or property into a joint revocable trust. If drafted properly, the surviving spouse can completely eliminate capital gains tax on a sale after the death of either spouse, regardless of who contributed to the purchase of the property. Also, any assets, real or personal property, owned by the trust will get a 100% step up.

Any such trust must be part of a comprehensive estate plan that considers estate taxes as well. Potential estate taxes are especially relevant now, with large government spending. In a post-COVID and post-election society, we may well see a reduction in estate tax exemptions. For high value estates, a varied approach that does not place all assets into a joint trust is necessary if both spouses’ estate tax exemptions must be captured, as the estate tax rates are higher than long-term capital gains tax rates.

Estate planning is nuanced, there are pros and cons to every estate planning technique. It is important to review your specific situation and goals with an experienced estate planning attorney to ascertain the most beneficial choice for you.

For more information, visit burnerlaw.com.

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A New Kind of Hand Sanitizer, #InYaHands, Hits the Market

A New Kind of Hand Sanitizer, #InYaHands, Hits the Market

  • Experience seals in their natural environment! The New York State Office of Parks, Recreation and Historic Preservation is pleased to announce that Montauk Point State Park will host a series of hikes to observe wintering seals. Beginning in January 2026 and continuing through April 2026, a State Park naturalist will lead visitors on a scenic beach walk to an area where up to five species of seals can be observed. ⁠
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2026 Seal program dates and times are as follows:⁠
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Saturday, January 31st: 11am – 1pm⁠
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Sunday, February 1st: 12pm – 2pm⁠
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Sunday, February 15th: 11am – 1pm⁠
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Saturday, February 28th: 10am – 12pm⁠
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Sunday, March 1st: 11am – 1pm⁠
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Saturday, March 14th: 10am – 12pm⁠
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Sunday, March 15th: 11am – 1pm⁠
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Saturday, March 28th: 10am – 12pm⁠
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Sunday, March 29th: 11am – 1pm⁠
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Saturday, April 11th: 9am – 11am⁠
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Sunday, April 12th: 9am – 11am⁠
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Saturday, April 18th: 2pm – 4pm⁠
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Sunday, April 19th:  2pm – 4pm⁠
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To register, call the Montauk Downs at 631-668-5000 (ext. 0).⁠
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#seals #hike #montauk #sealwatching #recreation
  • When Jesse Bongiovi launched Hampton Water Wine Co. with his dad, Jon Bon Jovi, in 2018, he helped redefine what modern rosé could look and feel like—sun-soaked, effortless, and rooted in moments shared with the people you love.⁠
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Now, with the growth of Lily Pond Group, he’s expanding that vision far beyond the bottle. Influenced by years spent in the Hamptons’ uniquely relaxed and refined culture, Jesse’s approach to brand-building is all about capturing a feeling: the blend of ease, taste, and connection that defines a perfect summer day out East.⁠
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With Lily Pond Group’s emerging portfolio—including Hampton Water, Five Springs, and Mezcal Mezul—Jesse is shaping brands that stand for more than just good drinks. They’re grounded in storytelling, authenticity, and community, with the kind of cultural resonance that turns a product into a lifestyle.⁠
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Jesse spoke more about how he got started, how the Hamptons informed his approach, and what he sees on the horizon for the next generation of lifestyle brands.⁠
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When did you come up with the concept for Hampton Water and decide to move forward with it?⁠
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JB: We saw an opportunity to change the narrative around rosé and the idea of “rosé season.” We wanted something sophisticated but still fun and easygoing, something that reflected the lifestyle we love. When we connected with Gérard Bertrand, it all clicked. The quality in the juice matched the story we wanted to tell, and that’s when we knew we had something special.⁠
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Read the full interview at Hamptons.com (Link in Bio)⁠
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#rose #hamptonwater #jessebongiovi #lilypondgroup #hamptons fivesprings mezcalmezul
  • Pitch Your Peers (PYP) Hamptons Chapter, a philanthropy initiative, awarded two local non-profits at its 3rd annual Pitch Day on October 25th at Scoville Hall in Amagansett. Philanthropic women from the community are the driving force behind PYP The Hamptons. They identify and champion local non-profits that qualify for its annual collective grant. The grant pool for 2025 was $60,000. ⁠
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PYP Members identified and pitched local organizations to be considered for their grant on Pitch Day on October 25th. Members voted, and this year’s first-place award of $50,000 was presented to The Retreat, while a second-place award of $10,000 was presented to Share the Harvest Farm. ⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#pitchyourpeers #hamptons #nonprofits #local #sharetheharvest
  • What began as a shared dream between two young farming apprentices has grown into a year-round nonprofit that feeds, teaches, and welcomes thousands of people each season. Today, co-founders Amanda Merrow and Katie Baldwin continue to nurture the land while carrying out their mission to educate and inspire through food and farming.⁠
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From securing ownership of their farmland to expanding their programs, opening a year-round market, and welcoming visitors to explore the property, Amber Waves has become an essential piece of the East End’s agricultural and cultural landscape. Amanda and Katie spoke about their journey, the mission that continues to guide them, and the vision behind one of the most meaningful community-driven farms on Long Island.⁠
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What core mission drives the farm today, and how has that mission evolved since the beginning?⁠
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Amanda & Katie: We met in 2008 while completing a farming apprenticeship at Quail Hill Farm where we both discovered our shared love of farming. By that July, we were already dreaming up ways to continue farming together in Amagansett. When we founded Amber Waves Farm, our vision was to build something greater than ourselves—something that would outlive us. Our original idea, the “Amagansett Wheat Project,” grew out of a daydream to create a “pizza farm,” and our name, Amber Waves, pays homage to grain production—a line from the song “America the Beautiful”. From the beginning, we chose to be a nonprofit because our mission—to teach and connect people through food and farming—has always been at the heart of what we do.⁠
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Read the full interview at Hamptons.com (Link in Bio)⁠
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#amberwavesfarm #amagansett #community #local
  • Philanthropist, TV host, author and longtime supporter and chairwoman of the Viennese Opera Ball Jean Shafiroff hosted and underwrote a reception with over 100 guests at her New York residence to officially kick off the 70th Annual Viennese Opera Ball, one of New York’s oldest and most prestigious white-tie galas celebrating Austrian culture, diplomacy, and the enduring friendship between Austria and the United States.⁠
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“The Viennese Opera Ball represents elegance, culture, and the timeless beauty of the arts,” said Jean Shafiroff. “It is a privilege to host this gathering in celebration of its 70th year as we honor tradition while supporting the next generation of artistic excellence. As a past honoree and chairwoman, I look forward to the 70th Anniversary Gala and am excited to chair it once again.”⁠
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📸: BFA / Kevin Czopek⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#vienneseopera #newyork
  • The 18th Annual Hamptons Doc Fest screened 33 films over eight days. A local favorite, the festival featured gripping documentary films alongside workshops for budding filmmakers.⁠
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📸: Jim Lennon⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#hamptonsdocfest #film #documentaries #docs #s
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