557 Upper Grassy Hill Road, Woodbury, CT 06798

Local realty services provided by:CENTURY 21 North East
557 Upper Grassy Hill Road,Woodbury, CT 06798
$895,000
  • 4 Beds
  • 4 Baths
  • 3,784 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sun, Apr 12
    12:00 pm - 02:00 pm
Listed by: susan corleto(203) 470-3918
Office: william pitt sotheby's int'l
MLS#:24158380
Source:CT

Price summary

  • Price:$895,000
  • Price per sq. ft.:$236.52

About this home

CENTURY 21 Fine Homes & Estates
Nestled in the picturesque Upper Grassy Hill community of Woodbury, CT, this stunning Colonial residence at 557 Upper Grassy Hill Road offers a harmonious blend of timeless elegance and modern comfort. Boasting 3784 square feet of thoughtfully designed living space, this home welcomes you with a grand two-story foyer adorned with gleaming marble floors. The main level features a formal living and dining room, a private home office, and a sun-drenched kitchen equipped with granite countertops, stainless steel appliances, and a skylight. Flowing seamlessly from the kitchen is the spacious family room with a vaulted ceiling and a cozy pellet stove, leading out to an expansive deck offering privacy and distant views, creating your own outdoor sanctuary. Upstairs, discover three generous bedrooms, including a luxurious primary suite with hardwood floors, trey ceiling, dual walk-in closets, and a beautifully remodeled spa bath. A dressing room/sitting room adds a touch of serenity to...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an independent agent affiliated with the CENTURY 21®  brand to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an independent agent affiliated with the CENTURY 21®  brand is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ).
 I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1999
  • Listing ID #:24158380
  • Added:1 day(s) ago
  • Updated:April 03, 2026 at 11:36 AM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:4
  • Full bathrooms:3
  • Half bathrooms:1
  • Rooms Total:11
  • Kitchen Description:Dishwasher, Microwave, Oven/Range, Refrigerator, Wine Chiller
  • Basement Description:Cooled, Full Basement, Full With Walk-Out, Fully Finished, Heated, Liveable Space, Walk-out
  • Living area:3,784 sq. ft.

Heating and cooling

  • Cooling:Central Air, Zoned
  • Heating:Hot Air
  • Central air:Yes

Structure and exterior

  • Roof:Asphalt Shingle
  • Year built:1999
  • Building area:3,784 sq. ft.
  • Lot area:2.73 Acres
  • Lot Features:Borders Open Space, Dry, Level Lot, Open Lot, Professionally Landscaped, Sloping Lot
  • Architectural Style:Colonial, Contemporary
  • Construction Materials:Vinyl Siding
  • Exterior Features:Deck, French Doors, Gutters, Patio, Underground Sprinkler

Schools

  • High school:Nonnewaug
  • Elementary school:Per Board of Ed

Utilities

  • Water:Private Well

Finances and disclosures

  • Price:$895,000
  • Price per sq. ft.:$236.52
  • Tax amount:$13,082 (July 2025-June 2026)

Features and amenities

  • Appliances:Dishwasher, Microwave, Oven/Range, Refrigerator, Wine Chiller
  • Amenities:Audio System, Auto Garage Door Opener, Cable - Pre-wired, Golf Course, Lake, Library, Open Floor Plan, Park, Private School(s), Security System
  • Pool features:In Ground Pool

Parking

  • Parking description:Attached Garage
  • Garage:Yes
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.