$1,375,000 ($147.91 per sqft)

Under Contract

Est. Mortgage $6,953/mo *

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Price History

$500,000
3/31/2025

$525,000
4/24/2025

$600,000
4/25/2025

$960,000
4/26/2025

$1,000,000
4/27/2025

$1,025,000
4/28/2025

$1,075,000
4/29/2025

$1,300,000
4/30/2025

$1,375,000
4/30/2025

59 Hillside Road, Woodbury, CT, 06798

59 Hillside Road, Woodbury, CT, 06798
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17 rooms

6 beds

5 Full / 2 Half baths

2006

Colonial

9,296 sqft

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.

Status:

Under Contract

Type:

Single-family residential

Laundry Remarks:

Main Level,Upper Level

Zoning:

OS80

Garage:

3-car Attached Garage

Heating:

Radiant

Cooling:

Central Air

Basement:

Full

Acreage:

3.49

Est. Taxes:

$33,554

Assessment

$1,448,160

Lot Description:

Secluded,Lightly Wooded,Borders Open Space,On Cul-De-Sac,Open Lot

Elementary School:

Mitchell

High School:

Nonnewaug

Days on Market:

31

Appliances:

Gas Cooktop, Wall Oven, Refrigerator, Freezer, Dishwasher

Pool:

Gunite, Infinity Edge, In Ground Pool

MLS #:

24084150

Community Info

School Info

Walk Score

Mass Transit

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Listing courtesy of Samantha Kelley, Tranzon Auction Properties Email: ssaturley@tranzon.com