46 Grassy Hill Road
Woodbury, CT, 06798 $ 1,500,000
Bedrooms4 Baths3.1 Sq 3,480 Monthly Estimate*
$ 9,471
for $1,500,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,480 square foot home was built in 1984 on a lot size of 3.5.
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.
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FeaturesGeneralZoning OS80
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract - Continue to Show
Acres 3.5
Directions Route 6 to 317 then make a left on Grassy Hill house will be on the left
High School Nonnewaug
City Woodbury
Elementary School Mitchell
Sq Ft Total 3480
DOM 4
Year Built 1984
Style Colonial
Year Built Source Public Records
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InteriorCooling System None
Total Rooms 10
Basement Description Full Partially Finished Walk-out
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ExteriorWater Source Private Well
Lot Description Some Wetlands Treed Level Lot Sloping Lot Water View Open Lot
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* Excluded FeaturesList ByTimothy DrakeleyListing Agent
Drakeley Real Estate, Inc.Broker
Affordability Calculator
- Monthly Principal & Interest
- $9,471
- Monthly Property Taxes
- $981
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% 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.
Learn more about how to save NearbySingle family listings in Woodbury, CT
Average List Price $862,280
Percent of Sale Price 43%
About Woodbury, CT 9,775 Population
6% Since 2002
$ 82,000 Median Income
50.35 Median Age
26% Households with Children
Trends Information provided by ATTOM Data Solutions.
1233322 Elementary School
1232807 Middle School
Nonnewaug High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 7/3/2026 | $1,500,000 | | Listed Price |