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$915,000

Listing Price

4beds

4baths

2,791sqft

118,919sqft lot

557 Upper Grassy Hill Rd, Woodbury, CT 06798

Member Features

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  • Full foreclosure details

  • Home value, equity and ownership info

  • Find homes priced below market

  • Get full access with a FREE Account

Already a member?

For Sale

Single Family

Home type

319.26

Price / sqft

1999

Year built

Home Details

Nestled in the Upper Grassy Hill community of Woodbury, CT, 557 Upper Grassy Hill Road offers a lifestyle of luxury and comfort. This stunning Colonial residence spans 3784 square feet across three meticulously designed levels. As you step into the grand two-story foyer with gleaming marble floors, you are immediately enveloped in a sense of timeless elegance. The main level features a gracious living and dining room, ideal for entertaining, a private home office, and a sun-drenched kitchen equipped with granite countertops, stainless steel appliances, and a skylight. The kitchen seamlessly flows into the spacious family room, complete with a cozy pellet stove. Step outside to the expansive deck for a serene outdoor escape with distant views, perfect for relaxation and entertainment.nnMoving upstairs, youll discover three generous bedrooms, including a luxurious primary suite with hickory hardwood floors, trey ceiling, dual walk-in closets, and a beautifully remodeled spa bath. A dressing room/sitting room adds a touch of luxury to this peaceful retreat. The fully finished walk-out lower level is a standout feature of the home, offering an exceptional in-law or au pair setup. With hickory floors throughout, a kitchen area with granite counters, a bedroom with built-ins and a Murphy bed, a marble full bath with a steam shower, and a spacious great room with built-in seating, this space is perfect for extended family or guests. French doors lead to a stunning bluestone patio wi

Interior Details

Square Feet
  • 2791

Bedrooms
  • 4

Bathrooms
  • 4

Heating
  • Has Heating:

    Yes

  • Heating Type:

    Forced Air With Air Conditioning

Cooling
  • Has Cooling:

    Yes

  • Cooling Type:

    N/A

Fuel
  • Has Fuel:

    Yes

  • Fuel Type:

    Oil

Basement
  • Has Basement:

    No

  • Basement Type:

    Unfinished

Flooring
  • Has Flooring:

    No

  • Flooring Type:

    N/A

Fireplace
  • Has Fireplace:

    Yes

  • Fireplace Type:

    N/A

Property Details

Lot Size
  • 118919

Water
  • Yes

Sewer
  • Yes

Parking
  • Type:

    Garage, Attached

  • Location:

    N/A

  • Status:

    N/A

  • Number of Spaces:

    0

Deck
  • N/A

Patio
  • N/A

Fence
  • N/A

Pool
  • N/A

Porch
  • N/A

Stoop
  • N/A

Breezeway
  • N/A

Construction Details

Number of Stories
  • 2

Style
  • Contemporary

Exterior
  • Aluminum/vinyl

Foundation
  • N/A

Roof
  • Hip

Roofing Material
  • Shingle

Tax History

Year

Amount

Land

Improvement

Percent Change

Assessment

2020

$12,429

$86,980

$339,110

--%

$426,090

2019

$12,429

$86,980

$339,110

--%

$426,090

2018

$10,077

$82,910

$296,200

--%

$379,110

2017

$10,297

$82,910

$296,200

--%

$379,110

2016

$9,967

$82,910

$296,200

--%

$379,110

2014

$9,739

$82,910

$296,200

--%

$379,110

2011

$9,704

$118,940

$295,780

--%

$414,720

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Average Home Price in 06798

Nearby Properties

Zip Code

Price

Bed

Bath

Sqft

Lot

Sold Date

$915,000

4 Beds

4 Baths

2,791 Sqft

118,919 Lot (sqft)

Sold 09/29/2026

$649,900

4 Beds

3 Baths

2,516 Sqft

212,573 Lot (sqft)

Sold 10/13/2026

$631,133

4 Beds

2.5 Baths

2,880 Sqft

118,048 Lot (sqft)

Sold 10/13/2026

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Calculators

Mortgage

Mortgage Calculator

Calculate your monthly mortgage payments.
Household Income
70,000
$
Home price
915,000
$
Down payment
183,000
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
5,490
$
HOA (Monthly)
0
$
PMI
0
$
$5,923
Your Payment
Total Monthly Payment:$5,923
Percent of Income:102%
Affordable:No

Details for 557 UPPER GRASSY HILL RD

Property Debt

Foreclosure Contact Details

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