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$1,720,000

59 Hillside Road
Woodbury, CT 06798

Single Family Residence|Sold 05/21/2025
6
Beds
7
Total Baths
5
Full Baths
2
Partial Baths
9,296
SqFt
$185
/SqFt
2006
Built
County:
Litchfield
Listing courtesy of Samantha Kelley of Tranzon Auction Properties Office Phone: 2077754300 Broker Contact:
Listing courtesy of Samantha Kelley of Tranzon Auction Properties Office Phone: 2077754300 Broker Contact:
Call Now: 1-860-573-4349
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1-860-573-4349
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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.

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Listing Snapshot
Bedrooms 
6
Total Baths 
7
Full Baths 
5
Partial Baths 
2
Inside Area (SqFt) 
9,296 sqft
Lot Size 
3.49 Acres
Year Built 
2006
MLS® Number 
24084150
Status 
Sold
Property Tax 
$33,554
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
7 months agoListing updated with changes from the MLS®
General Features
Acres 
3.49
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
3
Parking 
Attached
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
Special Circumstances 
Real Estate Owned
SqFt Total 
9296
Style 
Colonial
Water Source 
Well
Zoning 
OS80
Interior Features
Appliances 
DishwasherFreezerGas CooktopRefrigeratorOven
Basement 
Full
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
5
Heating 
GeothermalRadiant
Interior 
In-Law Floorplan
Laundry Features 
Main Level
Bedroom 
Level - Upper
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Exterior Features
Construction Details 
StoneStuccoFrame
Lot Features 
Cul-De-Sac
Pool Features 
GuniteOutdoor PoolInfinityIn Ground
Roof 
Fiberglass
Schools
School District
Unknown
Elementary School
Mitchell
Middle School
Unknown
High School
Nonnewaug
Listing courtesy of Samantha Kelley of Tranzon Auction Properties Office Phone: 2077754300 Broker Contact:



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Last checked: 2025-12-14 03:30 AM UTC.

Neighborhood & Commute
Source: Walkscore
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