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$1,275,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,480 Sq. Ft.
  • 2 Car Garage
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Beautifully updated and impeccably maintained, this custom Colonial offers timeless New England charm in a private setting with gorgeous views of a picturesque waterfall and babbling brook. Set on beautifully landscaped grounds with an additional lot included, the home features wide-board hardwood floors, crown molding, custom built-ins, plantation shutters, French doors, and three fireplaces. The eat-in kitchen offers granite countertops, premium appliances, and opens to warm, inviting living spaces including formal living and dining rooms, a family room with fireplace, private den/office, and screened porch. The spacious primary suite includes a fireplace, walk-in closet, and ensuite bath, with three additional bedrooms and updated bathrooms. The finished walk-out lower level provides flexible space for a recreation room, gym, media room, or guests. Outdoor living is exceptional with a wraparound porch, Trex deck, extensive stone patios, mature landscaping, scenic trails, and the soothing sights and sounds of the cascading waterfall. A rare offering combining privacy, elegance, upgrades, and natural beauty just minutes from town.

Full Property Details for 46 Grassy Hill Rd

General

  • Sold For: $1,275,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24188752
  • Added to Site: 49 day(s) ago

Interior

  • Number of Rooms: 10
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Appliances: Gas Range, Microwave, Subzero, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Full Bath, Fireplace, Walk-In Closet, Wide Board Floor, 25 x 15, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper

Other Rooms

  • Living Room: Living Room - Built-Ins, Fireplace, Formal, Wide Board Floor, 17 x 15, Main
  • Great Room: Great Room, Main
  • Family Room: Family Room, Lower
  • Kitchen: Kitchen - Eating Space, Granite Counters, Island, Wide Board Floor, 19 x 12, Main
  • Dining Room: Dining Room, 13 x 12, Main

Exterior

  • Exterior Features: Sidewalk, Terrace, Porch, Gutters, Stone Wall, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Litchfield
  • Driving Directions: Route 6 to 317, then make a left on Grassy Hill, house will be on the left

School Information

  • Elementary School: Mitchell
  • High School: Nonnewaug

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Other

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Partially Finished, Walk-out
  • Roof: Asphalt Shingle, Metal
  • Attic: Yes
  • Square Feet: 3,480
  • Above Ground: 3,480 Sq. Ft.
  • Year Built: 1984

Lot Features

  • Lot Size (Acres): 3.5
  • Zoning: OS80
  • Lot Description: Some Wetlands, Treed, Level Lot, Sloping Lot, Water View, Open Lot

Water Features

  • Water Front Desc.: Walk to Water, View

Financial Considerations

  • Assessment Amount: $498,260
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 934323

Listed and Sold by Drakeley Real Estate, Inc., Timothy Drakeley

Listing agent

— 46 Grassy Hill Rd —

  • Timothy Drakeley

    Drakeley Real Estate, Inc.

Agent Contact: (203) 510-9184 Office Contact: (203) 263-4336

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 46 Grassy Hill Rd

School District:Regional School District 14
NameGradesDistance
Mitchell Elementary School
14 School Street, Woodbury, CT 06798
PK-51.6 mi
Woodbury Middle School
67 Washington Avenue, Woodbury, CT 06798
6-81.4 mi
Nonnewaug High School
5 Minortown Road, Woodbury, CT 06798
9-122.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 46 Grassy Hill Rd

Date
Details
Price
Change
Source
7/31/2026
Sold
$1,275,000
-15%
MLS
7/03/2026
Listed
$1,500,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed and Sold by Drakeley Real Estate, Inc., Timothy Drakeley

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46 Grassy Hill Road, Woodbury, CT 06798 (MLS# 24188752) is a Single Family property that was sold at $1,275,000 on July 31, 2026. Want to learn more about 46 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.