59 Hillside
Woodbury, CT 06798
- 6 beds
- 7 baths
- 9,296 sqft
- ~3 acre lot
- $53 per sqft
- 2006 build
- – on site
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.
Last checked:
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Last updated Apr 6, 2025
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MLS# 24084150 —
Upcoming Open Houses
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Sunday, 4/27
1pm-3pm
The Building
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Year Built:2006
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Year Built Source:Public Records
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New Construction Type:No/Resale
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Style:Colonial
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Roof Information:Fiberglass Shingle, Slate
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Attic:Yes
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Attic Description:Access Via Hatch
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Exterior Siding:Stone, Stucco
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Foundation Type:Concrete
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Basement Description:Full
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In-Law Access:Second Floor
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In-Law Apartment:Yes
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SqFt Total:9296
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SqFt Est Heated Above Grade:9296
Interior
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Fireplaces Total:5
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Laundry Room:Main Level, Upper Level
Room Dimensions
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Living Area SqFt Per Public Record:9296
Location
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Directions:59 Hillside Road Extension, Woodbury, CT 06798
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Neighborhood:N/A
The Property
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Parcel Number:932938
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Property Type:Single Family For Sale
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Zoning:OS80
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Acres:3.49
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Acres Source:Public Records
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Lot Description:Secluded, Lightly Wooded, Borders Open Space, On Cul-De-Sac, Open Lot
Listing Agent
- Contact info:
- Agent phone:
- (207) 775-4300
Taxes
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Tax Year:July 2024-June 2025
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Property Taxes:33554
Beds
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Beds Total:6
Baths
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Total Baths:7
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Full Baths:5
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Half Baths:2
The Listing
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Virtual Showing:No
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Home Warranty Offered:No
Heating & Cooling
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Heat Type:Radiant
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Heat Fuel Type:Geothermal
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Cooling System:Central Air
Utilities
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Water Source:Private Well
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Sewage System:Septic
Appliances
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Appliances Included:Gas Cooktop, Wall Oven, Refrigerator, Freezer, Dishwasher
Schools
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Elementary School:Mitchell
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High School:Nonnewaug
The Community
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Swimming Pool:Yes
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Pool Description:Gunite, Infinity Edge, In Ground Pool
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Direct Waterfront:No
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Waterfront Description:Not Applicable
Parking
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Garage & Parking:Attached Garage
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Garages Number:3
Monthly cost estimate

Asking price
$500,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$2,677
|
Taxes | N/A |
Insurance | $137 |
Utilities | $455 See report |
Total | $3,269/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
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4/3/25
Apr 3, 2025
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Listed / Active | SMART_MLS | $500,000 |