Capital Gains Guide

How capital gains tax works on Hamptons property sales, and where a 1031 exchange, Section 121 exclusion, or other strategy can change the outcome.

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Capital Gains Guide

Capital Gains Tax When Selling Your Hamptons House

Capital Gains Tax When Selling Your Hamptons House

When a Hamptons primary residence sale actually owes capital gains tax, how the Section 121 exclusion works here, and what changes if it was ever rented.

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Depreciation Recapture Tax on East End Rental Property

Depreciation Recapture Tax on East End Rental Property

Why a Montauk rental cottage held through years of value swings produces a bigger Section 1250 recapture bill than owners plan for, and how to defer it.

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How to Reduce Capital Gains Tax on East End Real Estate

How to Reduce Capital Gains Tax on East End Real Estate

Why timing a Hamptons sale around the summer closing calendar, and stacking CPF costs into the math, changes how much capital gains relief actually applies.

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Capital Gains Tax on an Inherited Hamptons Property

Capital Gains Tax on an Inherited Hamptons Property

How an East End estate parcel gets valued at date of death, why summer closing-attorney backlogs slow probate sales, and what heirs owe on an appraised gain.

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Capital Gains Tax on a Hamptons Investment Property

Capital Gains Tax on a Hamptons Investment Property

How capital gains tax hits an East End investment property at sale, why New York taxes the gain as ordinary income, and how deferral changes the math.

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Capital Gains Tax on a Hamptons Rental Property

Capital Gains Tax on a Hamptons Rental Property

Why the capital gains bill on an East End summer rental is usually bigger than owners expect, how depreciation raises the taxable gain, and the deferral option.

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Capital Gains Tax on a Hamptons Second Home

Capital Gains Tax on a Hamptons Second Home

Village by village, why a Southampton or Montauk summer house owes full capital gains tax at sale, how the CPF transfer tax stacks on a replacement, and what qualifies for deferral.

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The Section 121 Exclusion for a Hamptons Primary Residence

The Section 121 Exclusion for a Hamptons Primary Residence

Which East End property actually qualifies as a primary residence for the Section 121 exclusion, the two-of-five-year test, and where seasonal rental use cuts in.

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