Date
Details
Price
Change
Source
2/27/2026
Listed
$4,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/26
$4,000 Just Listed
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1/26
Property Description
Recently renovated single-family home on the Woodbury/Roxbury town line. Completely rebuilt from the studs up, this three-bedroom ranch features brand-new electrical, HVAC, spray-foam insulation, trim, drywall, hardwood floors, plus a new kitchen and three new baths. Rare opportunity to rent a truly "like-new" home available immediately. Enjoy a spacious main level with three bedrooms, a living room with fireplace, and an eat-in kitchen-plus a fully finished, full walkout lower level with a family room and fireplace and a full bath, ideal for an in-law setup or flexible bonus space.
Full Property Details
Full Property Details for 220 Upper Grassy Hill Rd
General
- Rent: $4,000
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24152529
- Updated: Today (2/27/2026)
- Added to Site: Today
Rental Information
- Rental Type: Yearly Unfurnished
- Lease Terms: Per Month
Interior
- Number of Rooms: 7
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Gas Cooktop, Gas Range, Refrigerator, Dishwasher
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom - Full Bath, Hardwood Floor, Main
- Bedroom 1: Bedroom - Hardwood Floor, Main
- Bedroom 2: Bedroom - Wide Board Floor, Main
Other Rooms
- Living Room: Living Room - Built-Ins, Combination Liv/Din Rm, Fireplace, Wide Board Floor, Main
- Family Room: Family Room - Fireplace, Engineered Wood Floor, Vinyl Floor, Lower
- Dining Room: Dining Room - Combination Liv/Din Rm, Hardwood Floor, Main
- Game room: Yes
- Game Room: Rec/Play Room - Engineered Wood Floor, Vinyl Floor, Lower
- Rec Room: Engineered Wood Floor, Vinyl Floor, Lower
- Laundry: Lower Level, Main Level
Exterior
- Exterior Features: Sidewalk, Patio
- Color: Brick
Parking
- Garage: Yes
- Garage Spaces: 1
- Parking: Detached Garage
Location
- County: Litchfield
- Neighborhood: Grassy Hill
- Driving Directions: 317 to UPPER Grassy Hill
School Information
- Elementary School: Mitchell
- Middle School: Woodbury
- High School: Nonnewaug
Community
- Community Name: Grassy Hill
- Pet Restrictions: Will consider one pet
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Wall Unit, Electric, Propane
- Heating Fuel: Electric, Propane
- Water Heater: Other
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Ranch
- Construction Status: No/Resale
- Exterior Const.: Brick
- Basement Desc.: Full, Heated, Cooled, Partially Finished, Walk-out, Liveable Space, Full With Walk-Out
- Attic: Yes
- Square Feet: 2,320
- Above Ground: 1,620 Sq. Ft.
- Below Ground: 700 Sq. Ft.
- Year Built: 1960
Lot Features
- Lot Size (Acres): 2.45
- Zoning: OS80
- Lot Description: Lightly Wooded, Level Lot
Green Features
- Energy Features: Storm Windows, Thermopane Windows
Financial Considerations
- Tenant Pays: Cable TV, Credit Check, Electricity, Exterior Maintenance, Grounds Maintenance, Heat, Hot Water, Trash Service
Disclosures and Reports
- Property ID: 934850
Listed by Drakeley Real Estate, Inc., Timothy Drakeley
Price History for 220 Upper Grassy Hill Rd
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- Single Family
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,968Sq. Ft.
- Single Family
- Active
- Updated 13 days ago
- 2Beds
- 2Total Baths
- 1,268Sq. Ft.
- Single Family
- Active
- Updated 10 days ago
- 4Beds
- 3Total Baths
- 2,570Sq. Ft.
Listed by David Popowchak (203) 305-7328
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- Apartment
- Active
- Updated 4 days ago
- 2Beds
- 1Total Bath
- 1,200Sq. Ft.
- Condo
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,044Sq. Ft.
- Single Family
- Active
- Updated 6 days ago
- 2Beds
- 2Total Baths
- 1,532Sq. Ft.
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- Duplex
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,180Sq. Ft.
Listed by Doreen Alfano (203) 641-3342
- Multi-Family
- Active
- Updated 38 minutes ago
- 3Total Beds
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- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,890Sq. Ft.
Listed and Sold by Andree Gabathuler
220 Upper Grassy Hill Road, Woodbury, CT 06798 (MLS# 24152529) is a Single Family property with 3 bedrooms and 3 full bathrooms. 220 Upper Grassy Hill Road is currently listed for rent at $4,000 and was received on February 27, 2026. Want to learn more about 220 Upper Grassy Hill Road? Do you have questions about finding other real estate for sale or rent in Woodbury? You can browse all Woodbury rentals or contact a Coldwell Banker agent to request more information.