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Property Description

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.

Overview

Property Status
Sold
Date Sold
May 21, 2025
Lot Size
3.49 Acres
MLS ID
24084150
Property Type
Residential
Year Built
2006

Features & Amenities

Total Area
9,296 Sq.Ft.
Architecture Styles
Colonial
Water Frontage
Not Applicable
Garage Spaces
3.0
Water Source
Private Well
Pool
Gunite, Infinity Edge, In Ground Pool
Roof
Fiberglass Shingle, Slate
Lot Features
Secluded, Lightly Wooded, Borders Open Space, On Cul-De-Sac, Open Lot
Parking
Attached Garage
Heat Type
Radiant
Air Conditioning
Central Air
Laundry Room
Main Level, Upper Level
Appliances
Gas Cooktop, Wall Oven, Refrigerator, Freezer, Dishwasher
Sewer
Septic
Substructure
Concrete
Elementary School
Mitchell
High School
Nonnewaug
Sales Price
$1,720,000
Real Estate Tax
$33,554/yr
Zoning
OS80

Downloads

59 Hillside Road

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We would love to help you see this beautiful home! As a full-service brokerage, we can help you tour. Please submit an offer, and answer questions about the buying process.

Thank you

for your interest in 59 Hillside Road, Woodbury, Connecticut 06798

59 Hillside Road
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