• Primary Photo - 220 Upper Grassy Hill Rd
  • Building Photo - 220 Upper Grassy Hill Rd
    Building Photo - 220 Upper Grassy Hill Rd
  • Building Photo - 220 Upper Grassy Hill Rd
    Building Photo - 220 Upper Grassy Hill Rd
$4,000 Total Monthly Price

220 Upper Grassy Hill Rd

,

Woodbury, CT 06798

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Edit Commute

Under 30 minutes

Commute Time is calculated at rush hour.
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203-510-9184

  • Bedrooms

    3

  • Bathrooms

    3

  • Square Feet

    2,320 sq ft

  • Available

    Available Now

Highlights

  • Ranch Style House
  • Attic
  • 2 Fireplaces
  • Thermal Windows
  • Storm Windows
  • Patio
220 Upper Grassy Hill Rd
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About This Home

Available Now

Call for Availability - 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." MLS# 24152529

220 Upper Grassy Hill Rd is a house located in Litchfield County and the 06798 ZIP Code. This area is served by the Regional School District 14 attendance zone.

* Price shown is total price based on community-supplied monthly required fees. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

Home Details

Year Built

Built in 1960

Attic

Pull Down Stairs to Attic

Bedrooms and Bathrooms

3 Full Bathrooms 3 Bedrooms

Home Design

Ranch Style House Masonry Siding

Home Security

Storm Windows

Interior Spaces

2 Fireplaces Thermal Windows 2,320 Sq Ft Home

Kitchen

Gas Cooktop Dishwasher

Laundry

Laundry on lower level

Listing and Financial Details

Assessor Parcel Number 934850

Location

Property is near golf course

Lot Details

2.45 Acre Lot Property is zoned OS80

Outdoor Features

Patio

Parking

1 Car Garage

Partially Finished Basement

Heated Basement Walk-Out Basement Basement Fills Entire Space Under The House

Schools

Mitchell Elementary School Woodbury Middle School Nonnewaug High School

Utilities

Central Air Private Company Owned Well Heating System Uses Oil Above Ground Wall Furnace Heating System Mounted To A Wall or Window Heating System Uses Propane

Community Details

Pet Policy

Pets Allowed with Restrictions

Contact

  • Listed by Timothy Drakeley | Drakeley Real Estate, Inc.
  • Phone Number
  • Contact
  • Source
    Smart MLS
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Location Get Directions
Education
Colleges & Universities Distance
Colleges & Universities Distance
Post University
Drive: 27 min 14.7 mi
UCONN, Tri Campus, Waterbury
Drive: 30 min 17.5 mi
Western Connecticut, Midtown
Drive: 36 min 21.1 mi
Western Connecticut, Westside
Drive: 40 min 24.6 mi
220 Upper Grassy Hill Rd is within 27 minutes or 14.7 miles from Post University. It is also near UCONN, Tri Campus, Waterbury and Western Connecticut, Midtown.
Schools
Pomperaug School
Public Elementary School
Grades PK-5
415 Students
Nearby
Mitchell Elementary School
Public Elementary School
Grades PK-5
347 Students
Attendance Zone
Woodbury Middle School
Public Middle School
Grades 6-8
303 Students
Attendance Zone
Nonnewaug High School
Public High School
Grades 9-12
676 Students
Attendance Zone
St John The Evangelist School
Private Elementary & Middle School
Grades PK-8
156 Students
Nearby
Grace Christian Academy
Private Elementary & Middle School
Grades 1-8
Nearby
Horace Mann School John Dorr Nature Laboratory
Private Elementary, Middle & High School
Grades 2-12
1,562 Students
Nearby
School data provided by The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.

View GreatSchools Rating Methodology

Data provided by GreatSchools.org © 2026. All rights reserved.
Transportation

220 Upper Grassy Hill Rd is near Tweed/New Haven, located 32.2 miles or 62 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Naugatuck Station
Drive: 31 min 15.7 mi
Seymour Station
Drive: 32 min 16.0 mi
Beacon Falls Station
Drive: 34 min 16.8 mi
Waterbury Station
Drive: 31 min 17.5 mi
Danbury Station
Drive: 38 min 21.3 mi
Airports Distance
Airports Distance
Tweed/New Haven
 Drive: 62 min 32.2 mi
Car-Dependent
0
Walk Score®
Out of 100
This area is considered a car-dependent area and most errands will require a car.
Minimal Transit
0
Transit Score®
Out of 100
Somewhat Bikeable
12
Bike Score®
Out of 100
You might be able to find places to ride your bike in this area, but you’ll most likely want your car for most errands.
-
-
Soundscore™
Out of 100

Traffic:

-

Airport:

-

Businesses:

-

Score provided by

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Score provided by

Points of Interest

Time and distance from 220 Upper Grassy Hill Rd.

Shopping Centers Distance
Shopping Centers Distance
Woodbury Shopping Center
Drive: 13 min 5.3 mi
Sherman Village Shopping Center
Drive: 13 min 5.4 mi
Middle Quarter
Drive: 13 min 5.5 mi
220 Upper Grassy Hill Rd has 3 shopping centers within 5.5 miles, which is about a 13-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Woodbury Ski Area
 Drive: 12 min 3.9 mi
Roxbury Land Trust
 Drive: 11 min 4.0 mi
Taconic State Park-Rudd Pond Area
 Drive: 15 min 5.2 mi
Audubon Center at Bent of the River
 Drive: 16 min 6.0 mi
Flanders Nature Center
 Drive: 21 min 8.7 mi
220 Upper Grassy Hill Rd has 5 parks within 8.7 miles, including Roxbury Land Trust, Woodbury Ski Area, and Taconic State Park-Rudd Pond Area.
Military Bases Distance
Military Bases Distance
Naval & Marine Reserve Center
Drive: 72 min 48.4 mi
Camp Smith NY State Military
Drive: 83 min 58.1 mi
Eatons Neck CG Station North
Drive: 173 min 113.5 mi
220 Upper Grassy Hill Rd has 3 military bases within 113.5 miles, the nearest is Naval & Marine Reserve Center which is 48.4 miles away and a 72 minute drive.

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