Active Under Contract
Price CutPrice Drop: $14.1K (11/06)
Single family home for sale at 323 Upper Grassy Hill Rd, Woodbury, CT 06798 | MLS# 24200605 | Listing updated on 2026-11-06
Photo 1 of Single family home for sale at 323 Upper Grassy Hill Rd, Woodbury, CT 06798 | MLS# 24200605 | Listing updated on 2026-11-06
Photo 2 of Single family home for sale at 323 Upper Grassy Hill Rd, Woodbury, CT 06798 | MLS# 24200605 | Listing updated on 2026-11-06
Photo 3 of Single family home for sale at 323 Upper Grassy Hill Rd, Woodbury, CT 06798 | MLS# 24200605 | Listing updated on 2026-11-06
Photo 4 of Single family home for sale at 323 Upper Grassy Hill Rd, Woodbury, CT 06798 | MLS# 24200605 | Listing updated on 2026-11-06
30+
Beds Icon

Street View

$574,900

Monthly Est:$2,861

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon3,282sqft

323 Upper Grassy Hill Rd, Woodbury, CT 06798

$2,861/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1986

  • $-- HOA

  • 40,510.8 sqft lot

  • $175/sq.ft

Description

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!

  • Houzeo last checked: 15 minutes ago
  • Listing updated: November 6, 2026 at 7:25 pm
  • Listing Provided by: Gabby Addison | Keller Williams Realty
  • Source: SMART MLS-CT | MLS#: 24200605 SMART MLS-CT

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Litchfield County

  • City

    Woodbury

  • Neighborhood

    --

  • Year Built

    1986

  • HOA Fees

    -

  • Finished Area

    3,282 sqft

  • Lot Size

    40,510.8 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24200605

  • MLS Status

    Under Contract - Continue to Show

  • Days on Market

    74

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

Interior

  • Sewer

    Septic

  • Interior Features

    Cable Available, Open Floor Plan

  • Cooling

    Ceiling Fans, Wall Unit

  • Heating

    Hot Water, Oil

  • Appliances

    Oven/range, Microwave, Refrigerator, Dishwasher

Construction

  • Year Built

    Year Built: 1986

  • Home type

    Single Family Residence

  • Architectural Style

    Colonial

  • Foundation Details

    Concrete

  • Roof

    Asphalt Shingle

Utilities & Energy

  • Parking Features

    Attached Garage, Off Street Parking, Driveway

  • Basement

    Partial, Partial With Walk Out

  • Laundry Features

    Main Level

  • Water Source

    Private Well

Other Features

  • Subdivision Name

    Grassy Hill

  • Lot Features

    Lightly Wooded, Level Lot

Price History

DateEventPrice

11/06/2026

Source: mls_logoSMART MLS-CT #24200605

Contingent (Active Under Contract)

$574,900 -2.39%

$175/sqft

08/28/2026

Source: mls_logoSMART MLS-CT #24200605

Listed for Sale

$589,000

$179/sqft

08/24/2026

Source: mls_logoSMART MLS-CT #24200605

Coming Soon

$589,000

$179/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Nov 07, 2026, 04:45AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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