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Hamptons.com
July 28, 2020

Minimalizing Capital Gains with Estate Planning

40
VIEWS
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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Film and Television Line Producer and Springs resident Jonathan Shoemaker brings his talents to the East End with his theater company, The Accabonac Theater Project. Its inaugural production, This Land Is Your Land, will run January 30 through January 31 at 7pm with a 5pm show on February 1 at Hoie Hall at St. Luke’s Episcopal Church in East Hampton. The production features a trio of short plays titled “General Store,” “Baker Sale,” and “Mystery Art.”

INTERVIEW: Jonathan Shoemaker on the Accabonac Theater Project, This Land Is Your Land, and Life in Springs

Film and Television Line Producer and Springs resident Jonathan Shoemaker brings his talents to the East End with his theater company, The Accabonac Theater Project. Its inaugural production, This Land Is Your Land, will run January 30 through January 31 at 7pm with a 5pm show on February 1 at Hoie Hall at St. Luke’s Episcopal Church in East Hampton. The production features a trio of short plays titled “General Store,” “Baker Sale,” and “Mystery Art.”

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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.

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.

From Rosé to a Lifestyle Collective: Jesse Bongiovi on Building Lily Pond Group

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.

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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Amber Waves Farm has become one of the East End’s most beloved gathering places—a thriving mix of working farmland, educational resources, community space, and local food destination rooted in purpose. The farm and market are located at 367 Main Street, Amagansett and open daily.

Cultivating Connection on the East End: A Conversation with the Founders of Amber Waves Farm

Amber Waves Farm has become one of the East End’s most beloved gathering places—a thriving mix of working farmland, educational resources, community space, and local food destination rooted in purpose. The farm and market are located at 367 Main Street, Amagansett and open daily.

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📅 Saturday, March 28 | 9AM–11AM⁠
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🎹 Brunch Piano Concert with Brianna Tang⁠
📅 Saturday, March 28 | 11:30AM–1:30PM⁠
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🎨 Family Day at Guild Hall⁠
📅 Saturday, March 28 | 1PM–3PM⁠
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Art workshops, kid-friendly tours, and family fun.⁠
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🎻 BCM Spring: Galvin Cello Quartet⁠
📅 Saturday, March 28 | 5PM⁠
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An award-winning quartet performs Mozart, Gershwin, Debussy & more.⁠
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🦭 Seal Hike in Montauk⁠
📅 Sunday, March 29 | 11AM–1PM⁠
📍 Montauk Point State Park⁠
A scenic beach walk to spot seals in their natural habitat.⁠
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🎸 Gypsy Angel Row at The Stephen Talkhouse⁠
📅 Saturday, March 28 | 8PM⁠
📍 Amagansett⁠
A high-energy 9-piece band performing the best of Bruce Springsteen.⁠
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🌕 Full Pink Moon Hike⁠
📅 Wednesday, April 1 | 8PM⁠
📍 Bridgehampton⁠
A peaceful guided hike under the spring’s Pink Moon.⁠
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Check out more events at Hamptons.com (Link in Bio)⁠
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#hamptons #montauk #stpatricksday #hike #concert egghunt
  • On Tuesday, March 3rd, HamptonsFilm and Executive Producer Regina K. Scully hosted a special evening celebrating the film What Would Sophia Loren Do?. Complete with cocktails and a seated dinner, the screening was held at the gorgeous Colony Hotel in Palm Beach, FL. ⁠
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The film’s subject Nancy Kulik, director Ross Kauffman, and executive producer Regina K. Scully were present, in addition to HamptonsFilm Executive Director Bob Feinberg and Chief Creative Officer David Nugent. Additional attendees included Kulik’s husband Alan Kulik, Maria Cuomo Cole, Kenneth Cole, Geralyn Dreyfous, Caroline Hirsch, Susan Rockefeller, Sam Pezzullo, Anita Cosgrove among others.⁠
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📸: Shay Photography⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#hamptonsfilm #film #palmbeach #screening #colonyhotel
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🗓 Saturday, March 21 | 1PM⁠
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🎨 Artists’ Table: Almond Zigmund x Jason Weiner⁠
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🌿 Montauk Mountain Preserve Hike⁠
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🗓 Wednesday, March 25 | 11AM–12PM⁠
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✨ Which one are you checking out?⁠
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#hamptons #stpatricksday #art #hamptonbays #kiddsquid popup
  • This winter, while most of us on the East End were hunkered down during historic snowfall, Rod Cummings was doing what he does best: selling luxury real estate. Not even a cumulative 50” of snowfall could derail the deal at 13 Beach Lane in Quogue Village, now in contract and last listed at $6,500,000.⁠
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  • On February 28th, the New York Junior League celebrated the 74th Annual Winter Ball: A Gilded Legacy: Celebrating 125 Years of Impact, one of New York City’s most anticipated black-tie events, held at Cipriani South Street. The sold-out event delivered a historic $1 Million, setting a new fundraising record in the Winter Ball’s 74-year history.⁠
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Serving as the centerpiece of a year-long 125th anniversary celebration, the ‘Gilded Legacy’ theme paid tribute to the organization’s 1901 founding by Mary Harriman and honored its enduring commitment to advancing women’s leadership and strengthening New York City communities. ⁠
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📸: Andrew Werner⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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Exclusively represented by Romaine Gordon of Saunders & Associates, the property went into contract following Gordon’s appointment as the exclusive agent (last listed at $6.395 M), underscoring the effectiveness of her disciplined representation, market positioning, and professional execution.⁠
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