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$3,600

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,320 Sq. Ft.
  • 1 Car Garage
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See This Home
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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 for 220 Upper Grassy Hill Rd

General

  • Rent: $3,600
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24152529
  • Added to Site: 130 day(s) ago

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
Sold by Drakeley Real Estate, Inc., Kat Parlato

Listing agent

— 220 Upper Grassy Hill Rd —

  • Timothy Drakeley

    Drakeley Real Estate, Inc.

Agent Contact: (203) 510-9184 Office Contact: (203) 263-4336

Schools serving 220 Upper Grassy Hill Rd

School District:Regional School District 14
NameGradesDistance
Mitchell Elementary School
14 School Street, Woodbury, CT 06798
PK-52.6 mi
Woodbury Middle School
67 Washington Avenue, Woodbury, CT 06798
6-82.4 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 History for 220 Upper Grassy Hill Rd

Date
Details
Price
Change
Source
4/20/2026
Sold
$3,600
—
MLS
4/07/2026
Price Reduced
$3,600
-10%
MLS
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.

Listed by Drakeley Real Estate, Inc., Timothy Drakeley
Sold by Drakeley Real Estate, Inc., Kat Parlato

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220 Upper Grassy Hill Road, Woodbury, CT 06798 (MLS# 24152529) is a Single Family property that was sold at $3,600 on April 20, 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.