29500 Main Road, Cutchogue, New York, United States. - Hero Image
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29500
Main Road
Cutchogue | New York

Family Compound

Generational Living

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Douglas Elliman - Cutchogue
Douglas Elliman - Cutchogue
Presented At
$2,250,000
Bedrooms
2
Bathrooms
1
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29500 Main Road, Cutchogue, New York, United States. , Cutchogue , New York

29500 Main Road - Cutchogue, New York

Some homes tell a story. This one tells the North Forks.A rare opportunity to own one of Cutchogues most iconic historic properties, this mid-1800s barn was once part of the original Fleet family farm. With hand-hewn beams, circular-sawn pine, and timeless proportions, it captures the soul of North Fork heritagea living piece of history ready for new [hidden information] on 2.42 private acres bordering preserved farmland, the property offers open, lasting views and complete privacy within mature Skip Laurel and 16-foot Leyland hedges. Fifteen years ago, key updates were made, including a new roof, foundation restoration, new cesspools, and upgraded electrical [hidden information] ready, the main residence combines rustic charm with modern comfort, while the rear barn area offers endless potential for a stunning guesthouse, studio, or expanded compound. Iconic, historic, and full of character, this is a rare chance to revive a true North Fork landmark.

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Map showing 29500 Main Road, Cutchogue, New York, United States.

Property Location

29500 Main Road, Cutchogue, New York, United States., Cutchogue New York

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Estimated Monthly Payment $3,160
Monthly Payment Breakdown
Principal & Interest $2,528
Loan Amount $400,000
Total Interest $337,621
Total Cost $737,621
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*Based on post-2017 tax law. Actual deductions depend on filing status, itemization, and current tax laws.

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  • Tax Year Information: Tax data shown is based on United States tax year 2025 (fiscal year: January-December), rules effective from 2018 through 2025. Tax laws change frequently and may have been amended since this data was compiled.

Frequently Asked Questions

Common questions about this property

This house at 29500 Main Road, Cutchogue, New York, United States features 2 bedrooms.
This property is listed at $225,000,000.
This is a house located in Cutchogue, New York. The property is situated in an established neighborhood with convenient access to local amenities and services.
Douglas Elliman - Cutchogue

Douglas Elliman - Cutchogue

Douglas Elliman - Cutchogue

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