Open House 10/11 1pm - 3pm
323 Upper Grassy Hill Road
Woodbury, CT, 06798 $ 574,900
Bedrooms3 Baths2.1 Sq 3,282 Monthly Estimate*
$ 3,971
for $574,900 with 3 bedrooms and 2 full baths, 1 half bath. This 3,282 square foot home was built in 1986 on a lot size of 0.93.
A Fresh Look at a Home with So Much Flexibility! Come take a look at this versatile and beautifully maintained home, where generous living spaces and unexpected possibilities give you room to make it your own. The first floor offers a wonderful layout with a comfortable living room, spacious great room, and separate dining room, creating plenty of flexibility for everyday living and entertaining. The kitchen has been thoughtfully updated, from the main living spaces, step outside onto the deck - a natural extension of the home for relaxing, dining, or enjoying the outdoors. Upstairs, you'll find generously sized bedrooms with the space and comfort today's buyers are looking for. But the real surprise is downstairs. The walk-out lower level offers even more usable space, including a large room currently used as a workout area and another area that can serve as storage, recreation space, or additional living space. Step outside to the screened-in deck, adding another terrific spot to enjoy the property. And for those looking for flexibility, the large lower-level room has its own separate entrance and offers intriguing potential to create a private studio or guest suite with the addition of a kitchen and bathroom. Whether you envision a home office, gym, creative studio, guest quarters, or future additional living space, the possibilities are here. Turn-key, versatile, and full of potential - this is a home that can adapt to the way you live. Come see! Electronic dog fence conveys with property.
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Open House
10/11/2026 1:00 PM - 3:00 PM
323 Upper Grassy Hill Road Woodbury, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning OS80
Neighborhood Grassy Hill
County Litchfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 0.93
Directions GPS friendly
High School Nonnewaug
City Woodbury
Elementary School Mitchell
Sq Ft Total 3282
DOM 40
Year Built 1986
Style Colonial
Year Built Source Public Records
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InteriorCooling System Ceiling Fans Wall Unit
Total Rooms 7
Basement Description Partial Partial With Walk-Out
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ExteriorWater Source Private Well
Lot Description Lightly Wooded Level Lot
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* Excluded FeaturesList ByGabby AddisonListing Agent
Keller Williams RealtyBroker
Affordability Calculator
- Monthly Principal & Interest
- $3,971
- Monthly Property Taxes
- $618
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% 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 $908,315
Percent of Sale Price 58%
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 |
|---|
| 9/29/2026 | $574,900 | -2.39% | Price Down |
| 8/24/2026 | $589,000 | | Listed Price |