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$895,000 Just Listed
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Full Property Details for 557 Upper Grassy Hill Rd
General
- Price: $895,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24158380
- Updated: Today (4/1/2026)
- Added to Site: Today
Interior
- Number of Rooms: 11
- Rooms/Areas: Bonus Room, Foyer
- Interior Features: Audio System, Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan, Security System
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Wine Chiller
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
- Primary Suite: 9 ft+ Ceilings, Bedroom Suite, Dressing Room, Full Ba, 21.4 x 12, Upper
- Bedroom 1: Bedroom - 9 ft+ Ceilings, Built-Ins, Gas Log Fireplace, Hardwood Floor, 11 x 10.5, Lower
- Bedroom 2: Bedroom - Vinyl Floor, 11.1 x 10.4, Upper
- Bedroom 3: Bedroom - Wall/Wall Carpet, 11.1 x 10.5, Upper
Other Rooms
- Living Room: Living Room - 9 ft+ Ceilings, Hardwood Floor, 15.6 x 11.2, Main
- Great Room: Great Room - 9 ft+ Ceilings, Built-Ins, Dining Area, French Doors, Patio/Terrace, Hardwood Floor, 30.11 x 17.4, Lower
- Family Room: Family Room - Palladian Window(s), Vaulted Ceiling, Ceiling Fan, Pellet Stove, Hardwood Floor, 20.11 x 14.11, Main
- Eat In Kitchen: Eat-In Kitchen - Skylight, 9 ft+ Ceilings, Balcony/Deck, Granite Counters, Pant, 20.4 x 17.2, Main
- Formal Dining Room: Formal Dining Room - 9 ft+ Ceilings, Hardwood Floor, 15.11 x 12.2, Main
- Office: Office - 9 ft+ Ceilings, French Doors, Hardwood Floor, 12 x 11.1, Main
- Laundry: Upper Level
- Other Room 1: Other - Hardwood Floor, 19.1 x 10.1, Upper
Additional Information
- Pool: Yes
- Pool Description: Safety Fence, In Ground Pool
Exterior
- Exterior Features: Deck, Gutters, French Doors, Underground Sprinkler, Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking: Attached Garage
Location
- County: Litchfield
- Driving Directions: Transylvania to Upper Grassy Hill
School Information
- Elementary School: Per Board of Ed
- High School: Nonnewaug
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Hot Air, Oil, Propane
- Heating Fuel: Oil, Propane
- Water Heater: Domestic, Upright Tank, 40 Gallon Tank
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Colonial, Contemporary
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: Full, Heated, Fully Finished, Cooled, Walk-out, Liveable Space, Full With Walk-Out
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 3,784
- Above Ground: 2,791 Sq. Ft.
- Below Ground: 993 Sq. Ft.
- Year Built: 1999
Lot Features
- Lot Size (Acres): 2.73
- Zoning: OS80
- Lot Description: Borders Open Space, Dry, Level Lot, Sloping Lot, Professionally Landscaped, Open Lot
Green Features
- Energy Features: Generator
Financial Considerations
- Assessment Amount: $553,840
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 934825
Listed by William Pitt Sotheby's Int'l, Susan Corleto
Schools serving 557 Upper Grassy Hill Rd
| Name | Grades | Distance |
|---|---|---|
Mitchell Elementary School 14 School Street, Woodbury, CT 06798 | PK-5 | 2.7 mi |
Woodbury Middle School 67 Washington Avenue, Woodbury, CT 06798 | 6-8 | 2.7 mi |
Nonnewaug High School 5 Minortown Road, Woodbury, CT 06798 | 9-12 | 3.9 mi |
Price & Sales History for 557 Upper Grassy Hill Rd
Tax History for 557 Upper Grassy Hill Rd
Estimate the Cost for 557 Upper Grassy Hill Rd
557 Upper Grassy Hill Road, Woodbury, CT 06798 (MLS# 24158380) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 557 Upper Grassy Hill Road is currently listed for $895,000 and was received on April 01, 2026. Want to learn more about 557 Upper Grassy Hill Road? Do you have questions about finding other Single Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.

