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.
Sold for $1,275,000
$1,275,000
46 Grassy Hill Road, Woodbury, CT 06798
4beds
3,480sqft
Single Family Residence
Built in 1984
3.5 Acres Lot
$1,275,500 Zestimate®
$366/sqft
$5,109 Estimated rent
Home value
$1,275,500
$1.17M - $1.39M
$5,109/mo
Zestimate® history
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List your homeWhat's special
Ensuite bathThree fireplacesWraparound porchScreened porchTrex deckPrivate settingCrown molding
Zillow last checked:
Listing updated:
Listed by:
Timothy Drakeley (203)510-9184,
Drakeley Real Estate, Inc. 203-263-4336
Bought with:
Timothy Drakeley, REB.0791885
Drakeley Real Estate, Inc.
Source: Smart MLS,MLS#: 24188752
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Full Bath, Fireplace, Walk-In Closet(s), Wide Board Floor
- Level: Upper
- Area: 375 Square Feet
- Dimensions: 15 x 25
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Dining room
- Level: Main
- Area: 156 Square Feet
- Dimensions: 12 x 13
Family room
- Level: Lower
Great room
- Level: Main
Kitchen
- Features: Eating Space, Granite Counters, Kitchen Island, Wide Board Floor
- Level: Main
- Area: 228 Square Feet
- Dimensions: 12 x 19
Living room
- Features: Built-in Features, Fireplace, Formal, Wide Board Floor
- Level: Main
- Area: 255 Square Feet
- Dimensions: 15 x 17
Heating
- Hot Water, Oil
Cooling
- None
Appliances
- Included: Gas Range, Microwave, Subzero, Dishwasher, Washer, Dryer, Water Heater
Features
- Basement: Full,Partially Finished,Walk-Out Access
- Attic: Pull Down Stairs
- Number of fireplaces: 3
Interior area
- Total structure area: 3,480
- Total interior livable area: 3,480 sqft
- Finished area above ground: 3,480
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Features
- Patio & porch: Terrace, Porch, Patio
- Exterior features: Sidewalk, Rain Gutters, Stone Wall
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Walk to Water
Lot
- Size: 3.5 Acres
- Features: Wetlands, Wooded, Level, Sloped, Open Lot
Details
- Parcel number: 934323
- Zoning: OS80
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter
- Roof: Asphalt,Metal
Condition
- New construction: No
- Year built: 1984
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
HOA
- Has HOA: No
Location
- Region: Woodbury
Financial & listing details
- Price per square foot: $366/sqft
- Tax assessed value: $498,260
- Annual tax amount: $11,769
- Date on market: 7/3/2026
Price history
| Date | Event | Price |
|---|---|---|
| 7/31/2026 | Sold | $1,275,000-15%$366/sqft |
Source:  Smart MLS #24188752 Report a problem | ||
| 7/16/2026 | Pending sale | $1,500,000$431/sqft |
Source: Smart MLS #24188752 Report a problem | ||
| 7/3/2026 | Listed for sale | $1,500,000+155.3%$431/sqft |
Source: Smart MLS #24188752 Report a problem | ||
| 12/19/2018 | Sold | $587,500-1.9%$169/sqft |
Source: Agent Provided Report a problem | ||
| 9/28/2018 | Pending sale | $599,000$172/sqft |
Source: Klemm Real Estate Inc #L10216853 Report a problem | ||
| 9/15/2018 | Price change | $599,000-7.7%$172/sqft |
Source: Klemm Real Estate Inc #L10216853 Report a problem | ||
| 7/2/2018 | Price change | $649,000-3.7%$186/sqft |
Source: Klemm Real Estate Inc #L10216853 Report a problem | ||
| 6/30/2018 | Listed for sale | $674,000$194/sqft |
Source: Klemm Real Estate Inc #L10216853 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $11,769 +1.9% | $498,260 |
| 2024 | $11,545 +0.8% | $498,260 +26.5% |
| 2023 | $11,451 -0.4% | $394,030 |
| 2022 | $11,494 | $394,030 |
| 2021 | $11,494 +0.3% | $394,030 +0.3% |
| 2020 | $11,462 | $392,950 |
| 2019 | $11,462 +8.8% | $392,950 -0.8% |
| 2018 | $10,533 -0.2% | $396,280 +2% |
| 2017 | $10,549 +5.4% | $388,390 +2% |
| 2016 | $10,006 | $380,620 |
Find assessor info on the county website
Neighborhood: 06798
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Nearby schools
GreatSchools rating
- 5/10Mitchell Elementary SchoolGrades: PK-5Distance: 1.6 mi
- 6/10Woodbury Middle SchoolGrades: 6-8Distance: 1.4 mi
- 9/10Nonnewaug High SchoolGrades: 9-12Distance: 2.6 mi
Schools provided by the listing agent
- Elementary: Mitchell
- High: Nonnewaug
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Litchfield County
- Woodbury
- 06798
- 46 Grassy Hill Road
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