557 Upper Grassy Hill Road, Woodbury, CT 06798
Local realty services provided by:Better Homes and Gardens Real Estate Gaetano Marra Homes
557 Upper Grassy Hill Road,Woodbury, CT 06798
$895,000
- 4 Beds
- 4 Baths
- 3,784 sq. ft.
- Single family
- Active
Listed by: susan corleto(203) 470-3918
Office: william pitt sotheby's int'l(203) 796-7700
MLS#:24158380
Source:CT
Price summary
- Price:$895,000
- Price per sq. ft.:$236.52
About this home
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 this retreat. The fully finished walk-out lower level is an exceptional in-law or au pair suite, featuring hardwood floors, a kitchen area with granite counters, a bedroom with built-ins and a Murphy bed, a spa-like marble bath with a steam shower, and a spacious great room with built-in seating. French doors open to a stunning bluestone patio with a plunge pool/spa, perfect for relaxation or entertainment. Additional highlights include surround sound, a Belgium block-lined driveway, stone walls, irrigation system, and a generator, ensuring convenience and luxury at every turn.
Located just 90 minutes from NYC, this home is part of the self-managed Cardinal Hill HOA ($100/year) and backs up to designated open space for added privacy and tranquility. This property transcends beyond a mere residence; it offers a lifestyle of comfort, sophistication, and relaxation. Please note the interior and exterior security cameras for 24/7 monitoring. Welcome to Upper Grassy Hill Living...
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Home facts
- Year built:1999
- Listing ID #:24158380
- Added:98 day(s) ago
- Updated:July 09, 2026 at 11:48 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
- Sewer:Septic
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
- Garage spaces:2
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