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French-Inspired Luxury – Elegant Resort Living, Woodbury, CT

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PROPERTY LOCATION 59 Hillside Road Extension
Woodbury, CT 06798

Under Contract

Overview

French-Inspired Luxury – Elegant Resort Living Woodbury, CT

Property Location MAP

59 Hillside Road Extension
Woodbury, CT 06798

Property #: AP25039

Contact Agent

Samantha Kelley, CAI
Tranzon Auction Properties

203-919-8991 ssaturley@tranzon.com

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Description

Timeless French-Inspired Estate with Infinity Pool & Guest House

Discover the elegance and grandeur of this French-inspired estate, a 9,000+ square-foot masterpiece designed for luxurious multi-generational living. Nestled atop one of Woodbury’s highest elevation points, this estate is a private retreat surrounded by breathtaking natural beauty - offering a lifestyle that is as refined as it is serene.

Unparalleled Design & Spacious Living

Step inside and experience architectural sophistication at every turn. From soaring ceilings and intricate detailing to a gourmet chef’s kitchen with high-end appliances, every element of this estate has been meticulously crafted for both comfort and style. The expansive main residence features:

A private main suite for the ultimate retreat
Three spacious bedrooms, each with en-suite baths and hardwood floors
Grand entertaining spaces, perfect for intimate gatherings or lavish events

Multi-Generational Luxury with Two Independent Living Quarters

Designed for versatility, this estate offers rare living accommodations for extended family, guests, or even rental opportunities:

Fully Attached Guest House – A private sanctuary with its own entrance, full kitchen, two spacious bedrooms, and elegant living areas, offering a truly independent space within the estate.
In-Law Suite Above the Heated Three-Car Garage – A self-contained retreat, ideal for guests, an au pair, or a private office.

A Resort-Like Outdoor Oasis

Step outside to your exclusive outdoor paradise, where resort-style living meets breathtaking scenery:

Infinity Pool & Hot Tub – A stunning custom infinity pool and spa, blending seamlessly with the landscape for unmatched relaxation and luxury.
Expansive Decking & Entertaining Spaces – The perfect setting for al fresco dining, sunset gatherings, and poolside lounging.

This timeless French-inspired estate is more than a home—it’s a masterpiece of design, luxury, and comfort.

Private showings available - schedule yours today!

Auction Details:

Auction Opens: April 23 at 4pm
Auction Closes: April 30 at 4pm
Location: Woodbury, CT

Register now to bid in this exclusive online auction!

Samantha S. Kelley | CT RE Lic. # REB.0790698, ME RE Lic. # BA916460, MA RE Lic. # 134740, RI RE Lic. #REB0018314

Last Updated: 03/26/2025

Terms & Conditions

The following summary of Terms & Conditions of Auction Sale is only intended to provide you a brief outline. For a complete copy, either download the Property Information Package, if available, or contact Samantha Kelley, CAI

Samantha Kelley, CAI: Tranzon Auction Properties

203-919-8991 ssaturley@tranzon.com

All bidders must agree to all of the Terms & Conditions of Auction Sale prior to bidding at any Tranzon auction. Listings may be withdrawn or modified without notice at anytime.

For general information on the auction process, please review the Frequently Asked Questions.

Print Terms and Conditions

Buyer's Premium: None
Closing: 20-day closing, sold in As-Is condition, no contingencies.
Deposit Amount: Twenty percent (20%) of purchase price due within twenty-four (24) hours of seller’s acceptance of high bid.
Buyer Agent Compensation: 2% of the high bid will be paid to a properly registered buyer's agent at settlement.
Agency Disclosure: The member company acting as auctioneer/agent is an agent for the seller only.
Disclaimer: Information contained herein is believed to be correct to the best of auctioneer/agent's knowledge but is subject to inspection and verification by all parties relying on it. Sellers, their representatives and auctioneer/agent shall not be liable for inaccuracies, errors, or omissions. All square footage and other dimensions are approximate. This offering is subject to prior sale and may be withdrawn, modified or cancelled at any time without notice.