Cloud De Guzman

323 Upper Grassy Hill Road

Woodbury, CT
$ 589,000 Beds 3 Baths 2.5 Sq 3,282
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 589,000
  • City
  • Woodbury
  • Bedrooms
  • 3
  • Full Bathrooms
  • 2
  • County
  • Litchfield
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 0.93 Acres
  • Zip
  • 06798
  • Sqr Footage
  • 3,282
  • Year Built
  • 1986
  • Taxes
  • $ 7414
  • Style
  • MLS#
  • 24200605
Listed By: Gabby Addison 203-837-0050 with Keller Williams Realty. - (203) 438-9494
Data Source: Smart MLS

Features

General

Zoning 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 31
Year Built 1986
Style Colonial
Year Built Source Public Records

Interior Features

Cooling System Ceiling Fans,Wall Unit
Total Rooms 7
Basement Description Partial,Partial With Walk-Out

Exterior Features

Water Source Private Well
Lot Description Lightly Wooded,Level Lot
Color Gray

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Mitchell Elementary School
Middle School Unknown Middle School
High School Nonnewaug High School

Price History

8/24/2026 Listed $589,000

Property vs Zip Code Average in 06798

Price
AVG $910K
$590K
Taxes
AVG $9,281
$7,414
Year Built
AVG 1926
1986

In The Neighborhood

Areas That We Cover

323 Upper Grassy Hill Road Woodbury, CT is a Single Family Home for sale at $589000 with 3282 sqft and a lot size of 0.93 Acres Acre(s). 323 Upper Grassy Hill Road Woodbury has 3 bedrooms, 2 baths and was built in 1986. The property's zip code is 06798 which is in Woodbury, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Cloud De Guzman

Cloud De Guzman

862-350-0006

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