557 Upper Grassy Hill Road

Woodbury, CT
$ 599,995 Beds 4 Baths 3.5 Sq 3,791 Virtual Tour
Monthly Estimate* How much can I afford?

Spectacular Colonial with attention to details throughout triple levels. Stunning special features including marble entrance with vaulted ceilings, beautiful open floor plan, custom trim and moldings, surround sound, magnificent high end finishes and capacious size rooms. Quality custom built home is perfect for enjoying entertaining guests with the breathtaking patio, deck and spa. Completely updated home, main level boasts elegant foyer, formal living and dining rooms, spacious family room, main level office with built ins and more. Eat in gourmet kitchen hosts granite counters, newer stainless steel appliances with wine fridge, dining area, gleaming hardwood floors and walkout to private deck. Sunk in living room features palladium windows and gas fireplace. Formal living/ dining rooms with hardwood floors, open floor plan, pillars and custom draperies. Magnificent upper level with master bedroom en-suite, generous walk-in closet, trey ceiling, hardwood and master luxury marble full bath. Additional bedrooms with lush wall to wall carpeting & great closet space. Lower level has in-law set up complete with dining area, kitchen, bonus room w/ exquisite gas fireplace surrounded by glass tile. Large bedroom area with high quality Murphy bed, striking hardwood floors, French doors with walk-out to impressive stone patio complete with fenced in spa pool. Belgium block lined driveway, appealing distant views, central ac, triple zone efficient heat , full house generator and more!

Single Family

  • Price
  • $ 599,995
  • Lot Size
  • 2.73 Acres
  • Bedrooms
  • 4
  • Sqr Footage
  • 3,791
  • Full Bathrooms
  • 3
  • Year Built
  • 1999
  • Half Bathrooms
  • 1
  • City, Zip
  • Woodbury
  • Taxes
  • 12429
  • County
  • Style
  • Colonial,Contemporary
  • Area
  • MLS#
  • 170232058
  • Zip
  • 06798
Listing Provided by: William Pitt Sotheby's Int'l



Elementary School Mitchell
Energy Features Extra Insulation, Programmable Thermostat, Thermopane Windows
High School Nonnewaug
In Law Apartment YNP Possible
Middle School/High School Woodbury
Nearby Amenities Golf Course, Health Club, Lake, Library, Medical Facilities, Private School(s), Shopping/Mall
Neighborhood N/A
New Construction Type No/Resale
Property Type Single Family For Sale
Status Active
Style Colonial, Contemporary
Tax Year July 2020-June 2021
Virtual Tour https://my.matterport.com/show/?m=nkdfGhqiC6p&brand=0
Virtual Tour Yn Yes
Year Built 1999
Year Built Source Public Records
Zoning OS80

Interior Features

Appliances Included Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
Attic Description Access Via Hatch
Basement Description Full, Full With Walk-Out, Fully Finished, Interior Access, Walk-out, Liveable Space
Beds Total 4
Cooling System Central Air
Fireplaces Total 2
Fuel Tank Location In Basement
Full Baths 3
Half Baths 1
Heat Fuel Type Oil
Heat Type Hot Air
Hot Water Description Domestic
Interior Features Audio System, Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan
Laundry Room Info Upper Level
Room Count 11
Rooms Additional Bonus Room, Foyer, Laundry Room
Sq Ft Est Heated Above Grade 3791
Sq Ft Total 3791
Total Baths 4.00
Total Rooms 10

Exterior Features

Acres 2.7300
Driveway Type Private, Paved, Asphalt
Exterior Features Deck, French Doors, Gutters, Patio, Shed, Stone Wall
Foundation Concrete
Garage Parking Info Attached Garage, Under House Garage, Paved
Garages Number 2
Lot Description Open Lot, Dry, Level Lot, Sloping Lot, Fence - Partial, Professionally Landscaped
Pool Description Spa, Heated, Safety Fence
Roof Information Asphalt Shingle
Sewage System Septic
Siding Vinyl Siding
Swimming Pool Yn Yes
Water Source Private Well
Waterfront Description Not Applicable


  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Master On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator


Per Month

Based on the average sale price from the Wolcott, CT office

  • Monthly Principal & interest $1,939
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Default based on a 30-year fixed rate of 4.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.


Elementary School Mitchell Elementary School
Middle School Woodbury Middle School
High School Nonnewaug High School

Price History

9/13/2019 Listed $615,000
1/19/2020 3% - $599,995

Property vs Zip Code Average in 06798

AVG $570K
AVG $8,316
AVG 14
Year Built
AVG 1954


557 Upper Grassy Hill Road Woodbury, CT is a Single Family Home for sale at $599995 with 3791 sqft and a lot size of 2.73 Acres Acre(s). 557 Upper Grassy Hill Road Woodbury has 4 bedrooms, 3 baths and was built in 1999. The property's zip code is 06798 which is in Woodbury, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 4.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.