Your next project starts here at 306 Upper Grassy Hill. Opportunity knocks in the charming town of Woodbury with this 3-bedroom, 2 full bath home packed with potential and ready for its next chapter. Situated on a generous 1.5-acre lot, this property offers plenty of space, privacy, and the chance to build some serious sweat equity. Inside, you'll find hardwood floors, a spacious sunroom surrounded by sliding glass doors, and a rare double deck, accessible from both the primary and second bedroom, perfect for enjoying the peaceful outdoor setting with elevated views of the property. Additional highlights include an updated oil tank and furnace, giving you a head start on mechanical upgrades. Whether you're looking to renovate and make it your own, flip for resale, or add to your investment portfolio, Upper Grassy Hill offers a solid foundation with endless possibilities. Don't miss this opportunity to create something special in a sought-after location!
Sold for $350,000
$350,000
306 Upper Grassy Hill Road, Woodbury, CT 06798
3beds
1,936sqft
Single Family Residence
Built in 1964
1.5 Acres Lot
$480,600 Zestimate®
$181/sqft
$3,139 Estimated rent
Home value
$480,600
$433,000 - $533,000
$3,139/mo
Zestimate® history
Owner options
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$3,139/mo
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$3,139/mo
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$2,394/mo
Est. payment
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$2,394/mo
Est. payment
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List your homeWhat's special
Double deckSpacious sunroomSliding glass doorsHardwood floors
Zillow last checked:
Listing updated:
Listed by:
Shawna M. Mucherino 203-560-6313,
Coldwell Banker Realty 860-393-0087
Bought with:
Tammi Ligouri, RES.0773592
Independent Realty Group
Source: Smart MLS,MLS#: 24104640
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Dining room
- Level: Main
Living room
- Level: Main
Heating
- Hot Water, Oil
Cooling
- None
Appliances
- Included: Gas Range, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Lower Level
Features
- Basement: Full
- Attic: None
- Number of fireplaces: 1
Interior area
- Total structure area: 1,936
- Total interior livable area: 1,936 sqft
- Finished area above ground: 1,336
- Finished area below ground: 600
Property
Parking
- Parking features: None
Features
- Levels: Multi/Split
Lot
- Size: 1.50 Acres
- Features: Wooded, Level, Cleared
Details
- Parcel number: 934848
- Zoning: OS80
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Split Level
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1964
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & neighborhood
Location
- Region: Woodbury
Price history
| Date | Event | Price |
|---|---|---|
| 8/8/2025 | Sold | $350,000+0.3%$181/sqft |
Source:  Smart MLS #24104640 Report a problem | ||
| 6/23/2025 | Pending sale | $349,000$180/sqft |
Source: Smart MLS #24104640 Report a problem | ||
| 6/17/2025 | Listed for sale | $349,000+107.7%$180/sqft |
Source: Smart MLS #24104640 Report a problem | ||
| 10/17/1989 | Sold | $168,000$87/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,425 +2% | $229,670 |
| 2024 | $5,321 +4.6% | $229,670 +31.2% |
| 2023 | $5,088 -0.4% | $175,100 |
| 2022 | $5,108 | $175,100 |
| 2021 | $5,108 | $175,100 |
| 2020 | $5,108 | $175,100 |
| 2019 | $5,108 +3.3% | $175,100 -5.9% |
| 2018 | $4,946 -2.1% | $186,080 |
| 2017 | $5,054 +3.3% | $186,080 |
| 2016 | $4,892 +0.8% | $186,080 |
| 2015 | $4,851 +1.5% | $186,080 |
| 2014 | $4,780 -3.7% | $186,080 -12.3% |
| 2013 | $4,963 -3.4% | $212,100 |
| 2012 | $5,139 +7.9% | $212,100 |
| 2011 | $4,764 +4.7% | $212,100 |
| 2010 | $4,550 +1.5% | $212,100 |
| 2009 | $4,482 +13.1% | $212,100 +30.3% |
| 2008 | $3,964 +1.6% | $162,800 |
| 2007 | $3,901 +5.1% | $162,800 |
| 2006 | $3,710 +6.4% | $162,800 |
| 2005 | $3,487 | $162,800 |
| 2004 | $3,487 +37.8% | $162,800 +75.3% |
| 2003 | $2,531 -1.9% | $92,880 -30% |
| 1997 | $2,580 | $132,630 |
Find assessor info on the county website
Neighborhood: 06798
Nearby schools
GreatSchools rating
- 5/10Mitchell Elementary SchoolGrades: PK-5Distance: 2.5 mi
- 6/10Woodbury Middle SchoolGrades: 6-8Distance: 2.4 mi
- 9/10Nonnewaug High SchoolGrades: 9-12Distance: 3.6 mi
Schools provided by the listing agent
- Elementary: Mitchell
- High: Nonnewaug
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Litchfield County
- Woodbury
- 06798
- 306 Upper Grassy Hill Road
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