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Back 59 Hillside Rd
Off Market

59 Hillside Rd

Litchfield County CT 06798

6
7
3
9296 sq. ft.
3.49 ac.
Single-Family
Last sold for $1,720,000
Samantha KelleySamantha Kelley, last sold this property on 21 May 2025 after 643 days on market.

Overview

Auction Opportunity. Please review FAQ and Property Information Package included in the additional documents on MLS (you may have to request these directly from your agent or the auction company). Asking Price is Opening Bid only. Final price will be determined by competitive bidding. All bidding online, opening April 23 at 4pm and ending April 30 at 4pm. Bidding website available upon request. ~ Stunning 6-bedroom, 6 full bath, 2 half-bath, French-inspired estate with over 9,000 sq. ft. of luxurious living space, set atop one of Woodbury's highest points. This elegant retreat features soaring ceilings, detailed craftsmanship, a chef's kitchen, and grand entertaining areas. The main suite offers a private escape, while 3 additional en-suite bedrooms provide comfort and privacy. Ideal for multi-generational living, the estate includes a 2-bedroom guest house with full kitchen and private entrance, plus an in-law suite above the heated 3-car garage. Outside, enjoy a resort-style infinity pool, hot tub, and expansive decks with breathtaking views. Timeless design meets modern versatility. High bid as of 4/24/25 is $525,000. High bid as of 4/25/25 at 9:04 AM is $600,000.High bid as of 4/26/25 at 8:21 AM is 960,000. High bid as of 4/29/25 is $1,075,000. Current high bid as of 12:11 PM on 4/30/25 is $1,300,000.

Features

6 bedrooms
7 bathrooms
3 carspaces
3 garage spaces
9296 sq. ft. floor area
3.49 ac. lot size
Single-Family

Estimated Value

We need at least 3 similar 6 bedroom single-family properties sold in Litchfield County over the last 12 months.

Property history for 59 Hillside Rd

2025
Sold
$1,720,000
21 May 2025 by Samantha Kelley, of Tranzon Auction Properties

Happy sellers in Litchfield County

~%

We have insufficient information to provide an overview of customer satisfaction for Litchfield County. Viewing the agent profiles, reviews and sales for Litchfield County can provide insights for this location.

Local market activity for 6 bedroom single-family properties in Litchfield County

In the last 12 months, 2 six-bedroom single-family properties similar to 59 Hillside Rd, have been sold.

This represents a 100% decrease in six-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Litchfield County

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Paul Mucci

Sellers who recommend Paul Mucci have praised them for being clear communication, responsive, and local expert

  •   4.8   (20 reviews)
  •  1 Review in Litchfield County
  •  1 Sale in Litchfield County
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Eli Carneiro

Eli Carneiro is a recommended agent for Litchfield County.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (9 reviews)
  •  1 Review in Litchfield County
  •  1 Sale in Litchfield County
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Pamela Dostilio

Sellers who recommend Pamela Dostilio have praised them for being local expert, clear communication, responsive, friendly, detail-oriented, empathetic, and dedicated

  •   5   (79 reviews)
  •  1 Review in Litchfield County
  •  1 Sale in Litchfield County
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Mary Ann Bennett

Mary Ann Bennett is a recommended agent for Litchfield County.  They have 8 local sales across the last 12 months.

  •  8 Sales in Litchfield County
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