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$589,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,066 Sq. Ft.
  • 2 Car Garage
  • Updated 11 hours ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Sunday 8/30 12:00 PM - 2:00 PM

323 Upper Grassy Hill Road,Woodbury, CT 06798

323 Upper Grassy Hill RoadWoodburyCT06798

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Welcome home! The details of this home are what make it unique. From the gigantic hydrangeas to the appetizing peach and pear trees, this home will continue to exceed expectations. Inside is remodeled and immaculate with the great elasticity that so many lack. The finely scaled rooms are so versatile, the home really allows you to figure out what works for you. For instance, the dining room, could be an office, the great room a dining room, you choose. Upstairs the bedrooms are a wonderful scale and ready for you to bring your toothbrush. Downstairs, this is where it really gets interesting! Downstairs is a clean and unfinished basement AND a huge room under the addition (which could be made into an in-law with separate entrance), with a deck outside. So much potential OR just enjoy as is! This home is truly a turn-key pleasure. Must see!

Full Property Details for 323 Upper Grassy Hill Rd

General

  • Price: $589,000
  • Taxes: (July 2026-June 2027)
  • Status: Coming Soon
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24200605
  • Updated: 8/24/2026
  • Added to Site: 3 day(s) ago
  • Expected Market Date: 8/28/2026

Interior

  • Number of Rooms: 7
  • Rooms/Areas: Bonus Room, Breezeway, Exercise Room
  • Interior Features: Cable - Available, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Remodeled, Full Bath, Hardwood Floor, 16 x 13, Upper
  • Bedroom 1: Bedroom, 10 x 11, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, 15 x 12, Upper

Other Rooms

  • Living Room: Living Room - Remodeled, Fireplace, Hardwood Floor, 23 x 12, Main
  • Family Room: Family Room - 2 Story Window(s), Cathedral Ceiling, Built-Ins, Sliders, Hardwood Floor, 20 x 19, Main
  • Kitchen: Kitchen - Remodeled, Built-In Hutch, Granite Counters, 12 x 12, Main
  • Dining Room: Dining Room - Hardwood Floor, 12 x 13, Main
  • Laundry: Main Level

Exterior

  • Color: Gray

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 4
  • Parking: Attached Garage, Off Street Parking, Driveway

Location

  • County: Litchfield
  • Neighborhood: Grassy Hill
  • Driving Directions: GPS friendly

School Information

  • Elementary School: Mitchell
  • High School: Nonnewaug

Community

  • Community Name: Grassy Hill

Heating & Cooling

  • Cooling Type: Ceiling Fans, Wall Unit
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Partial, Partial With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,066
  • Above Ground: 2,066 Sq. Ft.
  • Year Built: 1986

Lot Features

  • Lot Size (Acres): 0.93
  • Driveway/Sidewalk: Private
  • Zoning: OS80
  • Lot Description: Lightly Wooded, Level Lot

Financial Considerations

  • Assessment Amount: $296,100
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 934893

Listed by Keller Williams Realty, Gabby Addison

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Listing agent

— 323 Upper Grassy Hill Rd —

  • Gabby Addison

    Keller Williams Realty

Agent Contact: (203) 837-0050 Office Contact: (203) 438-9494

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 323 Upper Grassy Hill Rd

School District:Regional School District 14
NameGradesDistance
Mitchell Elementary School
14 School Street, Woodbury, CT 06798
PK-52.5 mi
Woodbury Middle School
67 Washington Avenue, Woodbury, CT 06798
6-82.3 mi
Nonnewaug High School
5 Minortown Road, Woodbury, CT 06798
9-123.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 323 Upper Grassy Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/24/2026
Listed
$589,000
81.23%
MLS
11/17/2015
Sold
$325,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 323 Upper Grassy Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,994
2%
$296,100
—
2023
$6,861
11%
$296,100
39%
2023
$6,195
—
$213,190
—
2022
$6,219
—
$213,190
—
2021
$6,219
—
$213,190
—
2020
$6,219
—
$213,190
—
2019
$6,219
9%
$213,190
-1%
2018
$5,712
-2%
$214,900
—
2017
$5,837
3%
$214,900
—
2016
$5,650
3%
$214,900
2%
2015
$5,495
1%
$210,790
—
2014
$5,415
-12%
$210,790
-20%
2011
$6,138
—
$262,300
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 323 Upper Grassy Hill Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Keller Williams Realty, Gabby Addison

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323 Upper Grassy Hill Road, Woodbury, CT 06798 (MLS# 24200605) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 323 Upper Grassy Hill Road is currently listed for $589,000 and was received on August 24, 2026. Want to learn more about 323 Upper Grassy Hill Road? Do you have questions about finding other Single Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.

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