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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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  • Comedian Des Bishop took the stage at Westhampton Beach Performing Arts Center this week and delivered laugh after laugh. A native New Yorker, Des moved to Ireland in his teenage years, which ultimately inspired his start in comedy and a successful career that has spanned three decades.⁠
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His comedy is full of observational humor and nostalgia, whether it be about his many cross-cultural experiences, an ever-changing societal landscape, and his own personal stories growing up. Des brings energy and a unique perspective to every show, evident at his Westhampton show, the place he has spent all his summers since the 90s.⁠
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Des spoke more about his background, how his experiences have shaped his approach to comedy, his connection with the East End, and his WHBPAC show.⁠
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Can you tell us a bit about your background and how you first got into comedy?⁠
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DB: Well, my background is a little complicated, but the quick version is I grew up in Queens, flunked out of St. Francis Prep at 14, and ended up going to Ireland to boarding school in 1990. It was a crazy, life-changing experience, but it definitely saved my education and ultimately inspired a comedy career that in the early days focused a lot on being an outsider looking in. It’s hard to know if I ever would have tried stand-up if I hadn’t been in Ireland. I got sober at 19 and it was a comedian I knew from that world that pushed me to try stand up. Once I got on stage that was all she wrote. I was addicted.⁠
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Read the full interview at Hamptons.com (Link in Bio)⁠
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#desbishop #comedy #westhampton #whbpac
  • Amber Waves farm just held their annual Hoedown fundraiser. The event featured cowgirl cocktails and local bites. Guests had a chance to meet the farmers and participate in a best dressed competition.

@amberwavesfarm 
#Montaukila #montaukbrewing #titos #springsbrewery
  • Check out the Top Hamptons Events This Weekend!⁠
⁠
✨ Amber Waves’ Fourth Annual Hoedown Fundraiser⁠
📅 Fri, Aug 15 | 5:30–8 PM⁠
📍 367 Main St, Amagansett⁠
Kick up your boots for live music, line dancing & local fare — all to support feeding the community & educating future farmers.⁠
Link in bio⁠
⁠
🎶 Klingande at The Surf Lodge⁠
📅 Fri, Aug 15 | 4 PM⁠
📍 183 Edgemere St, Montauk⁠
French DJ Klingande brings the vibes for a summer Friday.⁠
Link in bio⁠
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😂 Tig Notaro at WHBPAC⁠
📅 Sun, Aug 17 | 8 PM⁠
📍 76 Main St, Westhampton Beach⁠
Catch Emmy & Grammy-nominated comedian Tig Notaro live.⁠
Link in bio⁠
⁠
🧵 Pop-Up Embroidery Class⁠
📅 Sat, Aug 16 | 10:30 AM–12:30 PM & 4:30–6:30 PM⁠
📍 Sunshine, 98 Newtown Ln, East Hampton⁠
Join The NY Sewing Center for a fun embroidery workshop.⁠
Link in bio⁠
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🐾 ARF’s Bow Wow Meow Ball⁠
📅 Sat, Aug 16 | 6:30–10:30 PM⁠
📍 124 Daniel Hole Rd, East Hampton⁠
Dinner & dancing to support ARF’s cats & dogs.⁠
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📚 Fridays at Five: Tim Weiner⁠
📅 Fri, Aug 15 | 5 PM⁠
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🏃‍♀️ 30th Annual Ellen’s Run⁠
📅 Sun, Aug 17 | 9 AM⁠
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Run to celebrate survivors & support breast cancer programs.⁠
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Swim to support lifeguard training & ocean safety.⁠
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🛍 28th Annual Hamptons Warehouse Sale⁠
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#hamptons #amberwaves #weekend #amagansett
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Sign up on line or drop in for classes offered in August at Hero Beach Club or the Montauk yacht club.

#clayclub #montauk #herobeachclub #ceramics  #wheelthrowing
  • @shoeinnofficial is hosting their 28th annual warehouse sale from August 12 to the 24th. The sale is located at East Hampton American Legion Post 419. Stop by for great deals. 

#hamptonswarehousesale #shoesale #easthampton
  • East Hampton Library just celebrated their 21st annual author’s night fundraiser. Authors night features 100 artists across all genres. This year authors @neildegrassetyson @christiebrinkley and @hilariabaldwin were in attendance. 

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