323 Upper Grassy Hill Road, Woodbury, Connecticut

$574,900

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3

Beds

3

Baths

3,282

Square feet

0.93

Acres

About 323 Upper Grassy Hill Road

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!

Features of 323 Upper Grassy Hill Road

MLS® # 24200605
Price $574,900
Bedrooms 3
Bathrooms 3.00
Full Baths 2
Half Baths 1
Square Footage 3,282
Acres 0.93
Type Single Family For Sale
Style Colonial
Status Active

Community Information

Address 323 Upper Grassy Hill Road
Area Grassy Hill
City Woodbury
County Litchfield
State Connecticut
Zip Code 06798

Amenities

Parking Spaces 4
Parking Attached Garage, Off Street Parking, Driveway
# of Garages 2
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Cable - Available, Open Floor Plan
Appliances Oven/Range, Microwave, Refrigerator, Dishwasher
Heating Hot Water, Oil
Cooling Ceiling Fans, Wall Unit
Fireplace Yes
# of Fireplaces 1
Has Basement Yes
Basement Partial, Partial With Walk-Out

Exterior

Exterior Vinyl Siding
Lot Description Lightly Wooded, Level Lot
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Mitchell
High Nonnewaug

Additional Information

Date Listed August 24th, 2026
Days on Market 39
Zoning OS80
RE / Bank Owned No

Listing Details

OfficeKeller Williams Realty

Listing Map

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Listing information last updated on October 7th, 2026 at 10:00am EDT.